66 properties available

๐ŸŽฏ

Can't agree on where to go?

Try Trip Match โ†’
E&K Harbor Inn 1 bedroom. Baileys Harbor, Wisconsin

E&K Harbor Inn 1 bedroom.

Located in Baileys Harbor, Wisconsin, United States. E&K Harbor Inn 1 bedroom. Beautiful, cozy one bedroom, one full bathroom suite on Lake Michigan in the heart of downtown Baileys Harbor. This one bedroom comes with a fully equipped kitchen for a nice meal at home or close to downtown for a night out. Also, in walking distance to the Marina, the Ridges Sanctuary, Door County Brewing Company, and downtown shops. For early risers enjoy a hot cup of coffee on the patio and the sunrise over Lake Michigan or enjoy a late night smores over a fire in the fire pit.

๐Ÿ› 1 bed ยท ๐Ÿ‘ฅ 3 guests
$170 /night
Read More
Chicory Cottage - Private Family Retreat with Game Room, Walk to Kangaroo Lake Baileys Harbor, Wisconsin

Chicory Cottage - Private Family Retreat with Game Room, Walk to Kangaroo Lake

Located in Baileys Harbor, Wisconsin, United States. Chicory Cottage - Private Family Retreat with Game Room, Walk to Kangaroo Lake Welcome to Chicory Cottage - an exceptional family escape in the heart of Door County!Our newly remodeled luxury vacation home is located in the Kangaroo Lake neighborhood, one of the most sought-after and desirable areas of Door County. Nestled among the trees and just a short walk to Kangaroo Lake public access, Chicory Cottage is the perfect Door County escape. We created Chicory Cottage for families, friends, and couples who desire to be minutes from all of the attractions Door County has to offer, but also long to escape to a private retreat. Door County is a world-class vacation destination, and we truly believe that Chicory Cottage has every ingredient necessary to make lasting, generational vacation memories. Relax together with a few glasses of wine as you listen to some vinyl records. Have breakfast or read a good book on our screened-in porch. Enjoy some friendly competition in our game room,

๐Ÿ› 3 beds ยท ๐Ÿ‘ฅ 6 guests
$242 /night
Read More
Cottage for 6 on 5 peaceful acres, near Sister Bay / Baileys Harbor / Ephraim! Baileys Harbor, Wisconsin

Cottage for 6 on 5 peaceful acres, near Sister Bay / Baileys Harbor / Ephraim!

Located in Baileys Harbor, Wisconsin, United States. Cottage for 6 on 5 peaceful acres, near Sister Bay / Baileys Harbor / Ephraim! Welcome to Marlowe's Acres! Tucked away on 5 peaceful acres in the heart of Northern Door County, this new-build home is your perfect getaway. Only 5 minutes to Sister bay, 5 minutes to Ephraim, and 8 minutes to Bailey's Harbor! Enjoy your morning coffee on the front porch under cotton candy skies and spend your nights roasting marshmallows under a majestic blanket of stars. Take a walk in the evening around the acreage viewing the wildflowers, deer and turkey.

๐Ÿ› 3 beds ยท ๐Ÿ‘ฅ 6 guests
$187 /night
Read More
The Perfect Quiet Escape- 5 mins to harbor in Bailey's Harbor-Family Size Cabin Baileys Harbor, Wisconsin

The Perfect Quiet Escape- 5 mins to harbor in Bailey's Harbor-Family Size Cabin

Located in Baileys Harbor, Wisconsin, United States. The Perfect Quiet Escape- 5 mins to harbor in Bailey's Harbor-Family Size Cabin Step into the rustic and modern 3BR 2Bath getaway 5mins from the center of Baileys Harbor, WI. It offers a relaxing oasis and an escape from the everyday hustle and bustle. Start your day with a cup of coffee by the fireplace, then set out to explore the picturesque Door County.The stylish design and rich amenity list will leave you in awe.โœ” 3 Comfortable BRsโœ” Open Design Livingโœ” Fully Equipped Kitchenโœ” Smart TVโœ” Fireplaceโœ” High-Speed Wi-Fiโœ” Washer/Dryerโœ” Free ParkingSee more below!As soon as you step foot in this rustic modern retreat, you're greeted by a gorgeous yet highly comfortable living area. It is decorated in an elegant manner that complements the picturesque Door County location.The lovely kitchen blends with the dining area, offering a space to cook and enjoy tasty delicacies with your family and friends before unwinding in the cozy living room, setting the scene for unforgettable evenings. Natu

๐Ÿ› 3 beds ยท ๐Ÿ‘ฅ 6 guests
$187 /night
Read More
Newly Renovated, Downtown Marina Cottage Baileys Harbor, Wisconsin

Newly Renovated, Downtown Marina Cottage

Located in Baileys Harbor, Wisconsin, United States. Newly Renovated, Downtown Marina Cottage Welcome to Marina Cottage, a beautifully renovated home in downtown Baileys Harbor, hosted by Simple Life Rentals! This spacious, one-story ranch is situated on a beautiful, semi-private lot surrounded by trees. It includes three bedrooms, two full bathrooms, a fully equipped kitchen, stylish living spaces and ample parking. Marina Cottage has a large attached garage with 48A Tesla wall charger and additional parking for two vehicles inside. The 1/2 acre outdoor space includes a patio for entertaining, a propane grill, an 8-foot picnic bench, large lawns for games or relaxing, and a smokeless fire pit area with seating for six. Marina Cottage is air conditioned in the main living space and two bedrooms, includes central heating throughout and a cozy gas fireplace in the living room. This home was fully renovated in 2022 with new kitchen, bathrooms, woodwork, furniture, appliances and technology. All living spaces include a Samsung SmartTV with a

๐Ÿ› 3 beds ยท ๐Ÿ‘ฅ 9 guests
$219 /night
Read More
THE TRANQUIL HAVEN COTTAGE,  PETS WECOME, ON THIS BEAUTIFUL FARM ACRES

Baileys Harbor, Wisconsin

THE TRANQUIL HAVEN COTTAGE, PETS WECOME, ON THIS BEAUTIFUL FARM ACRES

Located in Baileys Harbor, Wisconsin, United States. THE TRANQUIL HAVEN COTTAGE, PETS WECOME, ON THIS BEAUTIFUL FARM ACRES The Tranquil Haven Cottage has many memories, a 4 generation farm in the country, the owners great grandfather and son farmed the property. This house is has many amenities, bringing a pet is a luxury as it has a built in dog pen. There is lots of land surrounding the house for kids and dogs to play in the fenced in area for pets and lots of parking space, come see this beautiful country setting near Kangaroo Lake and the Coyote Road House and a tenth of a mile from P.C Junction where the great spot for kids, food on a train. You will love the peace and tranquility of this home. Watch the beautiful sunsets from the deck with sitting arrangements, you will love the tranquility of this beautiful house and settingi know there are no reviews, Rental agent has 30 years experience for clean cottages, come see the beautiful setting of the beautiful house and land, you will love it

๐Ÿ› 4 beds ยท ๐Ÿ‘ฅ 6 guests
$240 /night
Read More
Moonlight Cabin located in Baileys Harbor Baileys Harbor, Wisconsin

Moonlight Cabin located in Baileys Harbor

Located in Baileys Harbor, Wisconsin, United States. Moonlight Cabin located in Baileys Harbor Moonlight Cabin is the getaway your looking for! Just bring your suitcase and enjoy all the comforts of home. This ย home featuersย 4 bedrooms, 2 baths, open concept kitchen/ dining/ living room andย  4 season sunroom is the perfect spot for a getaway! You can also relax in the private backyard sitting around the campfire or grilling out on the backย patio or front deck. Located walking or biking distance to downtown you can enjoy everything Baileys Harbor has to offer from restaurants, brewery, waterfront, and much more.The home is nicely updated and we have a huge backyard. Outdoor patio furniture to enjoy, fire pit and grill. There is plenty of room for 8 people, 2 families, couples or smaller groups. Lots of privacy but close to downtown. This is the perfect location to enjoy the entire peninsula!We appreciate your patronage and hope to see you soon, healthy and happy!

๐Ÿ› 4 beds ยท ๐Ÿ‘ฅ 8 guests
$176 /night
Read More
Our Lakeside Legacy - Charming Retreat in Downtown Baileys Harbor Baileys Harbor, Wisconsin

Our Lakeside Legacy - Charming Retreat in Downtown Baileys Harbor

Located in Baileys Harbor, Wisconsin, United States. Our Lakeside Legacy - Charming Retreat in Downtown Baileys Harbor Welcome to our legacy โ€“ the house that our great grandparents built as some of the first settlers in Baileys Harbor. This loving, well cared for Brann family home has created many great memories for us and we are honored for you to make your own at this one-of-a-kind property. All five suites are ensuite โ€“ offering you the utmost comfort and privacy when vacationing with up to 14 of your family and friends.Perfectly situated in the heart of town with over 150 feet of lake frontage in your backyard. The large yard offers expansive views of Baileys Harbor, the lighthouse, and Lake Michigan. Enjoy three levels of patios and decks, all lake facing, to take in the incredible views. Plus, a classic, town facing covered front porch is the perfect spot to watch the folks walking by as they move around town. Lakeside Legacy is the best of both worlds with the hustle and bustle out to the front of the home and the tranquility of w

๐Ÿ› 6 beds ยท ๐Ÿ‘ฅ 14 guests
$617 /night
Read More
South Lane Cottage #1, with a living room view of Lake Michigan. Baileys Harbor, Wisconsin

South Lane Cottage #1, with a living room view of Lake Michigan.

Located in Baileys Harbor, Wisconsin, United States. South Lane Cottage #1, with a living room view of Lake Michigan. This sweet 2 bedroom, 1 bath home, with a glimpse of Lake Michigan from the living room window. This location is in pristine condition, and has a newly remodeled kitchen. As well as a large Trex deck at the rear of the house. You can also take advantage of the short walk to Anclam park and waterfront fun, or the shops and restaurants in downtown Baileys Harbor. This is the second listing from the owners of Bearded Heart Coffee, which is located just down the road.

๐Ÿ› 2 beds ยท ๐Ÿ‘ฅ 4 guests
$341 /night
Read More
Chalet Cabin: Sunset Shores Kangaroo Lakefront Baileys Harbor, Wisconsin

Chalet Cabin: Sunset Shores Kangaroo Lakefront

Located in Baileys Harbor, Wisconsin, United States. Chalet Cabin: Sunset Shores Kangaroo Lakefront Welcome to Chalet Cabin, part of Sunset Shores Resort, hosted by Simple Life Rentals. Nestled along 200 feet of private Kangaroo Lake waterfront, guests will enjoy swimming, water sports and fishing in the 1100-acre glacier-formed lake. This cozy retreat offers 1 queen bedroom, 1 bathroom and a fully stocked kitchen so itโ€™s perfect for families or small groups. If guests are not enjoying the great outdoors, enjoy entertainment on the Smart TV or DVD player. Your comfort is our priority!The seasonally installed dock accommodates guest's boats, with a nearby boat launch. The pier also provides a stunning view of sunsets. Guests will also enjoy shared amenities such as a fire pit with chairs and firewood, green space, sand box and swing set.Sunset Shores is a small community of 6 cabins offering the perfect setting for larger gatherings such as family reunions. We encourage you to check out our other Sunset Shores listings for amenities offer

๐Ÿ› 1 bed ยท ๐Ÿ‘ฅ 4 guests
$149 /night
Read More
Private Peninsula, Peaceful Location with Shoreline and Boat Slip Baileys Harbor, Wisconsin

Private Peninsula, Peaceful Location with Shoreline and Boat Slip

Located in Baileys Harbor, Wisconsin, United States. Private Peninsula, Peaceful Location with Shoreline and Boat Slip Heggland is a 3 acre peninsula on the east side of Baileys Harbor on Lake Michigan. You can wake up and enjoy a cup of coffee in the morning and watch the sunrise, or sit down and enjoy the sunset views in the evening. The house is well kept and very updated with the latest amenities. The two bedrooms have queen size beds and the enclosed loft has 2 double beds and 2 single beds.The shoreline is mainly a rocky shoreline with great bass fishing, but there is also a lagoon and depending on the year some beach area (depends on lake conditions). Just a short distance to town, you can shop or have a wide variety of dining options. There is also great swimming, fishing and hiking. Heggland does offer an optional boat slip, please inquire when making your reservation or in advance of your stay.*Turnover day is Saturday during the peak season*** No Camper or Boat parking at any time. Contact the local township for informat

๐Ÿ› 2 beds ยท ๐Ÿ‘ฅ 10 guests
$268 /night
Read More
Cana Cove Lookout Baileys Harbor, Wisconsin

Cana Cove Lookout

Located in Baileys Harbor, Wisconsin, United States. Cana Cove Lookout Take it easy at this unique and tranquil getaway. Situated on Lake Michigan with 105' of private beach frontage, and views of the historic Cana Island Lighthouse!Professionally remodeled & decorated, featuring new appliances, furniture, crow's nest bedroom and more!Located at the end of a 2.5 mile rustic road. Less than 1/4 mile from the Cana Island Lighthouse! Public beach & walking trails only 1/2 mile away.Close enough to all Door County has to offer without all the congestion!The spaceMaster bedroom located on the first floor with a king size bed, and twin size day bed by the window overlooking the lake and lighthouse. 43โ€ TV located in room. Full master bathroom attached.Bedroom two is also on the main floor with a full size pullout sofa sleeper. This room has a 43โ€ TV.Full kitchen, dining area, and living room with a 55โ€ TV located on the first floor, as well as laundry room, and half bathroom. Guests will also have access to the garage.There are two bedrooms on

๐Ÿ› 5 beds ยท ๐Ÿ‘ฅ 10 guests
$412 /night
Read More
Stunning and Spectacular on Lake Michigan! Baileys Harbor, Wisconsin

Stunning and Spectacular on Lake Michigan!

Located in Baileys Harbor, Wisconsin, United States. Stunning and Spectacular on Lake Michigan! Classic cottage-style home on what is considered the most beautiful beach in all of Door County! Lyons Woods offers everything you would want for a perfect vacation. All of the world-class recreation and amenities that Door County, Wisconsin has to offer on beautiful Lake Michigan with a newly updated cottage to call yours for either a weekend getaway or a week-long vacation.Lyons Woods is a fully-furnished home that is freshly updated. Situated on 150 feet of pristine, private frontage on historic Elmira Beach of Lake Michigan, the home features 3 bedrooms that can accommodate up to 7 people.Plenty of space for a large family. A sandy beach for walking or just relaxing along the lake. The incomparable downtown Baileys Harbor (home to outstanding food at Chive's Restaurant, the best coffee ever at Bearded Heart, Door County Brewery with live music, marina, and more) is a 5-minute drive. The rest of charming Door County is all within 15-20 minu

๐Ÿ› 3 beds ยท ๐Ÿ‘ฅ 6 guests
$378 /night
Read More
Sunset Facing Cozy Lakefront Cottage on Beautiful Kangaroo Lake Baileys Harbor, Wisconsin

Sunset Facing Cozy Lakefront Cottage on Beautiful Kangaroo Lake

Located in Baileys Harbor, Wisconsin, United States. Sunset Facing Cozy Lakefront Cottage on Beautiful Kangaroo Lake Welcome to our cozy lakefront cottage on Kangaroo Lake. Weโ€™re so excited youโ€™ve chosen our cottage to enjoy Door County!Kangaroo lake is a very special part of Door County. It holds many happy memories for us and we hope youโ€™ll make some of your own during your stay. We affectionately refer to the cottage as โ€œLe Hutโ€ because it was not much more than a little wooden hut on the lake when we first found it. Since then, weโ€™ve completed many upgrades (with more projects planned) and hope you find it comfortable and inviting.In this description, youโ€™ll find lots of useful information that weโ€™ve compiled over the years to help our guests make the most of their stay. From house rules and instructions, to recommendations for nearby restaurants and shopping areas, weโ€™ve got it all covered.We hope that you enjoy the cottage as much as we do. (If you do, feel free to write a review, or leave us a little note in the guest book โ€” weโ€™d

๐Ÿ› 2 beds ยท ๐Ÿ‘ฅ 4 guests
$259 /night
Read More
Get away at this quaint cottage tucked behind a beautiful fern bed. Baileys Harbor, Wisconsin

Get away at this quaint cottage tucked behind a beautiful fern bed.

Located in Baileys Harbor, Wisconsin, United States. Get away at this quaint cottage tucked behind a beautiful fern bed. Your wonderful Wisconsin vacation begins at East Shorewood Cottages on Kangaroo Lake. Here you will find a relaxed atmosphere with ten housekeeping cottages nestled along the pristine east shore of this clean inland lake. Relax at the beach, swim, fish, play games, take a walk, or enjoy a campfire. Youโ€™re on 'the quiet side', yet only minutes away from all the attractions Door County has to offer including golf, shopping, antiques, art galleries, live theater, parks, etc.Spruce is a cute, country-inspired cottage tucked away behind a beautiful fern bed. The screened porch invites you to curl up with your favorite book over morning coffee. Enjoy a family cookout on the deck or relax on the grounds as the kids enjoy the beach, play yard, outdoor ping-pong or volleyball. Fish from the pier and enjoy time on the water on one of the associationโ€™s kayaks, canoes, water bikes, or paddle boards. Life jackets are provided.T

๐Ÿ› 2 beds ยท ๐Ÿ‘ฅ 4 guests
$146 /night
Read More
Enjoy the view at this quaint lakefront cottage! Baileys Harbor, Wisconsin

Enjoy the view at this quaint lakefront cottage!

Located in Baileys Harbor, Wisconsin, United States. Enjoy the view at this quaint lakefront cottage! Your wonderful Wisconsin vacation begins at East Shorewood Cottages on Kangaroo Lake. Here you will find a relaxed atmosphere with ten housekeeping cottages nestled along the pristine east shore of this inland body of water. Relax at the beach, swim, fish, play games, take a walk, or enjoy a campfire. Youโ€™re on 'the quiet side', yet only minutes away from all the attractions Door County has to offer including golf, shopping, antiques, art galleries, live theater, parks, etc.Take the winding drive past the courtyard and fern bed to this beachfront cottage. You won't miss any of Kangaroo Lake's spectacular sunsets from the front deck of Walnut. Enjoy meals in the large, screened porch or just listen to the waves lapping the shore from the front yard. With two bedrooms, Walnut sleeps up to a maximum of five guests. Keywords: Cottage

๐Ÿ› 2 beds ยท ๐Ÿ‘ฅ 5 guests
$204 /night
Read More
Get away from it all at this charming updated cottage! Baileys Harbor, Wisconsin

Get away from it all at this charming updated cottage!

Located in Baileys Harbor, Wisconsin, United States. Get away from it all at this charming updated cottage! Your wonderful Wisconsin vacation begins at East Shorewood Cottages on Kangaroo Lake. Here you will find a relaxed atmosphere with ten housekeeping cottages nestled along the pristine east shore of this inland body of water. Relax at the beach, swim, fish, play games, take a walk, or enjoy a campfire. Youโ€™re on 'the quiet side', yet only minutes away from all the attractions Door County has to offer including golf, shopping, antiques, art galleries, live theater, parks, etc.Charming and updated! Cedar is fresh and inviting. Updated kitchen, laminate flooring throughout and knotty pine walls. Walk-in Shower, Wi-Fi and Comfortable Beds. Enjoy your morning coffee on the deck while taking in views of the lake and landscape. Comfortably sleeps four. Keywords: #cottage #doorcountycottagerental #doorcountyresort #kangaroolake #eastshorewoodcottages #cedarcottage #baileysharborcottage

๐Ÿ› 2 beds ยท ๐Ÿ‘ฅ 4 guests
$149 /night
Read More
Winding Down - A Retreat on the "Quiet Side" Baileys Harbor, Wisconsin

Winding Down - A Retreat on the "Quiet Side"

Located in Baileys Harbor, Wisconsin, United States. Winding Down - A Retreat on the "Quiet Side" Fall has arrived! Plan your winter adventure now!Winding Down is the perfect place to enjoy the quiet side of DC. We are walking distance from the North Bay Nature Preserve & the shores of North Bay. This is the ideal location for fall & winter activities. We are surrounded by the unspoiled beauty of a cedar forest that provides a needed respite.Enjoy cross country skiing OR snowshoeing in the trails nearby. Come in from the cold to build a cozy fire & enjoy a glass of wine.The space:Enjoy our Sweet Escape! This newer, open concept house has a separate master bedroom suite, guest room and loft. Our spacious kitchen and great room are perfect for any family to relax, unwind, and reconnect with each other.We adhere to the Door County Commitment to Cleanliness and Safety by cleaning and disinfecting according to CDC guidelines.Guest access:Guests have access to the entire house. During the Summer we provide 2 kayaks and 4 beach cruisier bicycle

๐Ÿ› 3 beds ยท ๐Ÿ‘ฅ 6 guests
$225 /night
Read More
E&K Harbor Inn 1 bedroom.

Baileys Harbor, Wisconsin

E&K Harbor Inn 1 bedroom.

๐Ÿ› 1 bed ยท ๐Ÿ‘ฅ 3 guests

Located in Baileys Harbor, Wisconsin, United States. E&K Harbor Inn 1 bedroom. Beautiful, cozy one bedroom, one full bathroom suite on Lake Michigan in the heart of downtown Baileys Harbor. This one bedroom comes with a fully equipped kitchen for a nice meal at home or close to downtown for a night out. Also, in walking distance to the Marina, the Ridges Sanctuary, Door County Brewing Company, and downtown shops. For early risers enjoy a hot cup of coffee on the patio and the sunrise over Lake Michigan or enjoy a late night smores over a fire in the fire pit.

$170

/ night

Read More
Chicory Cottage - Private Family Retreat with Game Room, Walk to Kangaroo Lake

Baileys Harbor, Wisconsin

Chicory Cottage - Private Family Retreat with Game Room, Walk to Kangaroo Lake

๐Ÿ› 3 bed ยท ๐Ÿ‘ฅ 6 guests

Located in Baileys Harbor, Wisconsin, United States. Chicory Cottage - Private Family Retreat with Game Room, Walk to Kangaroo Lake Welcome to Chicory Cottage - an exceptional family escape in the heart of Door County!Our newly remodeled luxury vacation home is located in the Kangaroo Lake neighborhood, one of the most sought-after and desirable areas of Door County. Nestled among the trees and just a short walk to Kangaroo Lake public access, Chicory Cottage is the perfect Door County escape. We created Chicory Cottage for families, friends, and couples who desire to be minutes from all of the attractions Door County has to offer, but also long to escape to a private retreat. Door County is a world-class vacation destination, and we truly believe that Chicory Cottage has every ingredient necessary to make lasting, generational vacation memories. Relax together with a few glasses of wine as you listen to some vinyl records. Have breakfast or read a good book on our screened-in porch. Enjoy some friendly competition in our game room,

$242

/ night

Read More
Cottage for 6 on 5 peaceful acres, near Sister Bay / Baileys Harbor / Ephraim!

Baileys Harbor, Wisconsin

Cottage for 6 on 5 peaceful acres, near Sister Bay / Baileys Harbor / Ephraim!

๐Ÿ› 3 bed ยท ๐Ÿ‘ฅ 6 guests

Located in Baileys Harbor, Wisconsin, United States. Cottage for 6 on 5 peaceful acres, near Sister Bay / Baileys Harbor / Ephraim! Welcome to Marlowe's Acres! Tucked away on 5 peaceful acres in the heart of Northern Door County, this new-build home is your perfect getaway. Only 5 minutes to Sister bay, 5 minutes to Ephraim, and 8 minutes to Bailey's Harbor! Enjoy your morning coffee on the front porch under cotton candy skies and spend your nights roasting marshmallows under a majestic blanket of stars. Take a walk in the evening around the acreage viewing the wildflowers, deer and turkey.

$187

/ night

Read More
The Perfect Quiet Escape- 5 mins to harbor in Bailey's Harbor-Family Size Cabin

Baileys Harbor, Wisconsin

The Perfect Quiet Escape- 5 mins to harbor in Bailey's Harbor-Family Size Cabin

๐Ÿ› 3 bed ยท ๐Ÿ‘ฅ 6 guests

Located in Baileys Harbor, Wisconsin, United States. The Perfect Quiet Escape- 5 mins to harbor in Bailey's Harbor-Family Size Cabin Step into the rustic and modern 3BR 2Bath getaway 5mins from the center of Baileys Harbor, WI. It offers a relaxing oasis and an escape from the everyday hustle and bustle. Start your day with a cup of coffee by the fireplace, then set out to explore the picturesque Door County.The stylish design and rich amenity list will leave you in awe.โœ” 3 Comfortable BRsโœ” Open Design Livingโœ” Fully Equipped Kitchenโœ” Smart TVโœ” Fireplaceโœ” High-Speed Wi-Fiโœ” Washer/Dryerโœ” Free ParkingSee more below!As soon as you step foot in this rustic modern retreat, you're greeted by a gorgeous yet highly comfortable living area. It is decorated in an elegant manner that complements the picturesque Door County location.The lovely kitchen blends with the dining area, offering a space to cook and enjoy tasty delicacies with your family and friends before unwinding in the cozy living room, setting the scene for unforgettable evenings. Natu

$187

/ night

Read More
Newly Renovated, Downtown Marina Cottage

Baileys Harbor, Wisconsin

Newly Renovated, Downtown Marina Cottage

๐Ÿ› 3 bed ยท ๐Ÿ‘ฅ 9 guests

Located in Baileys Harbor, Wisconsin, United States. Newly Renovated, Downtown Marina Cottage Welcome to Marina Cottage, a beautifully renovated home in downtown Baileys Harbor, hosted by Simple Life Rentals! This spacious, one-story ranch is situated on a beautiful, semi-private lot surrounded by trees. It includes three bedrooms, two full bathrooms, a fully equipped kitchen, stylish living spaces and ample parking. Marina Cottage has a large attached garage with 48A Tesla wall charger and additional parking for two vehicles inside. The 1/2 acre outdoor space includes a patio for entertaining, a propane grill, an 8-foot picnic bench, large lawns for games or relaxing, and a smokeless fire pit area with seating for six. Marina Cottage is air conditioned in the main living space and two bedrooms, includes central heating throughout and a cozy gas fireplace in the living room. This home was fully renovated in 2022 with new kitchen, bathrooms, woodwork, furniture, appliances and technology. All living spaces include a Samsung SmartTV with a

$219

/ night

Read More
THE TRANQUIL HAVEN COTTAGE,  PETS WECOME, ON THIS BEAUTIFUL FARM ACRES

Baileys Harbor, Wisconsin

THE TRANQUIL HAVEN COTTAGE, PETS WECOME, ON THIS BEAUTIFUL FARM ACRES

๐Ÿ› 4 bed ยท ๐Ÿ‘ฅ 6 guests

Located in Baileys Harbor, Wisconsin, United States. THE TRANQUIL HAVEN COTTAGE, PETS WECOME, ON THIS BEAUTIFUL FARM ACRES The Tranquil Haven Cottage has many memories, a 4 generation farm in the country, the owners great grandfather and son farmed the property. This house is has many amenities, bringing a pet is a luxury as it has a built in dog pen. There is lots of land surrounding the house for kids and dogs to play in the fenced in area for pets and lots of parking space, come see this beautiful country setting near Kangaroo Lake and the Coyote Road House and a tenth of a mile from P.C Junction where the great spot for kids, food on a train. You will love the peace and tranquility of this home. Watch the beautiful sunsets from the deck with sitting arrangements, you will love the tranquility of this beautiful house and settingi know there are no reviews, Rental agent has 30 years experience for clean cottages, come see the beautiful setting of the beautiful house and land, you will love it

$240

/ night

Read More
Moonlight Cabin located in Baileys Harbor

Baileys Harbor, Wisconsin

Moonlight Cabin located in Baileys Harbor

๐Ÿ› 4 bed ยท ๐Ÿ‘ฅ 8 guests

Located in Baileys Harbor, Wisconsin, United States. Moonlight Cabin located in Baileys Harbor Moonlight Cabin is the getaway your looking for! Just bring your suitcase and enjoy all the comforts of home. This ย home featuersย 4 bedrooms, 2 baths, open concept kitchen/ dining/ living room andย  4 season sunroom is the perfect spot for a getaway! You can also relax in the private backyard sitting around the campfire or grilling out on the backย patio or front deck. Located walking or biking distance to downtown you can enjoy everything Baileys Harbor has to offer from restaurants, brewery, waterfront, and much more.The home is nicely updated and we have a huge backyard. Outdoor patio furniture to enjoy, fire pit and grill. There is plenty of room for 8 people, 2 families, couples or smaller groups. Lots of privacy but close to downtown. This is the perfect location to enjoy the entire peninsula!We appreciate your patronage and hope to see you soon, healthy and happy!

$176

/ night

Read More
Our Lakeside Legacy - Charming Retreat in Downtown Baileys Harbor

Baileys Harbor, Wisconsin

Our Lakeside Legacy - Charming Retreat in Downtown Baileys Harbor

๐Ÿ› 6 bed ยท ๐Ÿ‘ฅ 14 guests

Located in Baileys Harbor, Wisconsin, United States. Our Lakeside Legacy - Charming Retreat in Downtown Baileys Harbor Welcome to our legacy โ€“ the house that our great grandparents built as some of the first settlers in Baileys Harbor. This loving, well cared for Brann family home has created many great memories for us and we are honored for you to make your own at this one-of-a-kind property. All five suites are ensuite โ€“ offering you the utmost comfort and privacy when vacationing with up to 14 of your family and friends.Perfectly situated in the heart of town with over 150 feet of lake frontage in your backyard. The large yard offers expansive views of Baileys Harbor, the lighthouse, and Lake Michigan. Enjoy three levels of patios and decks, all lake facing, to take in the incredible views. Plus, a classic, town facing covered front porch is the perfect spot to watch the folks walking by as they move around town. Lakeside Legacy is the best of both worlds with the hustle and bustle out to the front of the home and the tranquility of w

$617

/ night

Read More
South Lane Cottage #1, with a living room view of Lake Michigan.

Baileys Harbor, Wisconsin

South Lane Cottage #1, with a living room view of Lake Michigan.

๐Ÿ› 2 bed ยท ๐Ÿ‘ฅ 4 guests

Located in Baileys Harbor, Wisconsin, United States. South Lane Cottage #1, with a living room view of Lake Michigan. This sweet 2 bedroom, 1 bath home, with a glimpse of Lake Michigan from the living room window. This location is in pristine condition, and has a newly remodeled kitchen. As well as a large Trex deck at the rear of the house. You can also take advantage of the short walk to Anclam park and waterfront fun, or the shops and restaurants in downtown Baileys Harbor. This is the second listing from the owners of Bearded Heart Coffee, which is located just down the road.

$341

/ night

Read More
Chalet Cabin: Sunset Shores Kangaroo Lakefront

Baileys Harbor, Wisconsin

Chalet Cabin: Sunset Shores Kangaroo Lakefront

๐Ÿ› 1 bed ยท ๐Ÿ‘ฅ 4 guests

Located in Baileys Harbor, Wisconsin, United States. Chalet Cabin: Sunset Shores Kangaroo Lakefront Welcome to Chalet Cabin, part of Sunset Shores Resort, hosted by Simple Life Rentals. Nestled along 200 feet of private Kangaroo Lake waterfront, guests will enjoy swimming, water sports and fishing in the 1100-acre glacier-formed lake. This cozy retreat offers 1 queen bedroom, 1 bathroom and a fully stocked kitchen so itโ€™s perfect for families or small groups. If guests are not enjoying the great outdoors, enjoy entertainment on the Smart TV or DVD player. Your comfort is our priority!The seasonally installed dock accommodates guest's boats, with a nearby boat launch. The pier also provides a stunning view of sunsets. Guests will also enjoy shared amenities such as a fire pit with chairs and firewood, green space, sand box and swing set.Sunset Shores is a small community of 6 cabins offering the perfect setting for larger gatherings such as family reunions. We encourage you to check out our other Sunset Shores listings for amenities offer

$149

/ night

Read More
Private Peninsula, Peaceful Location with Shoreline and Boat Slip

Baileys Harbor, Wisconsin

Private Peninsula, Peaceful Location with Shoreline and Boat Slip

๐Ÿ› 2 bed ยท ๐Ÿ‘ฅ 10 guests

Located in Baileys Harbor, Wisconsin, United States. Private Peninsula, Peaceful Location with Shoreline and Boat Slip Heggland is a 3 acre peninsula on the east side of Baileys Harbor on Lake Michigan. You can wake up and enjoy a cup of coffee in the morning and watch the sunrise, or sit down and enjoy the sunset views in the evening. The house is well kept and very updated with the latest amenities. The two bedrooms have queen size beds and the enclosed loft has 2 double beds and 2 single beds.The shoreline is mainly a rocky shoreline with great bass fishing, but there is also a lagoon and depending on the year some beach area (depends on lake conditions). Just a short distance to town, you can shop or have a wide variety of dining options. There is also great swimming, fishing and hiking. Heggland does offer an optional boat slip, please inquire when making your reservation or in advance of your stay.*Turnover day is Saturday during the peak season*** No Camper or Boat parking at any time. Contact the local township for informat

$268

/ night

Read More
Cana Cove Lookout

Baileys Harbor, Wisconsin

Cana Cove Lookout

๐Ÿ› 5 bed ยท ๐Ÿ‘ฅ 10 guests

Located in Baileys Harbor, Wisconsin, United States. Cana Cove Lookout Take it easy at this unique and tranquil getaway. Situated on Lake Michigan with 105' of private beach frontage, and views of the historic Cana Island Lighthouse!Professionally remodeled & decorated, featuring new appliances, furniture, crow's nest bedroom and more!Located at the end of a 2.5 mile rustic road. Less than 1/4 mile from the Cana Island Lighthouse! Public beach & walking trails only 1/2 mile away.Close enough to all Door County has to offer without all the congestion!The spaceMaster bedroom located on the first floor with a king size bed, and twin size day bed by the window overlooking the lake and lighthouse. 43โ€ TV located in room. Full master bathroom attached.Bedroom two is also on the main floor with a full size pullout sofa sleeper. This room has a 43โ€ TV.Full kitchen, dining area, and living room with a 55โ€ TV located on the first floor, as well as laundry room, and half bathroom. Guests will also have access to the garage.There are two bedrooms on

$412

/ night

Read More
Stunning and Spectacular on Lake Michigan!

Baileys Harbor, Wisconsin

Stunning and Spectacular on Lake Michigan!

๐Ÿ› 3 bed ยท ๐Ÿ‘ฅ 6 guests

Located in Baileys Harbor, Wisconsin, United States. Stunning and Spectacular on Lake Michigan! Classic cottage-style home on what is considered the most beautiful beach in all of Door County! Lyons Woods offers everything you would want for a perfect vacation. All of the world-class recreation and amenities that Door County, Wisconsin has to offer on beautiful Lake Michigan with a newly updated cottage to call yours for either a weekend getaway or a week-long vacation.Lyons Woods is a fully-furnished home that is freshly updated. Situated on 150 feet of pristine, private frontage on historic Elmira Beach of Lake Michigan, the home features 3 bedrooms that can accommodate up to 7 people.Plenty of space for a large family. A sandy beach for walking or just relaxing along the lake. The incomparable downtown Baileys Harbor (home to outstanding food at Chive's Restaurant, the best coffee ever at Bearded Heart, Door County Brewery with live music, marina, and more) is a 5-minute drive. The rest of charming Door County is all within 15-20 minu

$378

/ night

Read More
Sunset Facing Cozy Lakefront Cottage on Beautiful Kangaroo Lake

Baileys Harbor, Wisconsin

Sunset Facing Cozy Lakefront Cottage on Beautiful Kangaroo Lake

๐Ÿ› 2 bed ยท ๐Ÿ‘ฅ 4 guests

Located in Baileys Harbor, Wisconsin, United States. Sunset Facing Cozy Lakefront Cottage on Beautiful Kangaroo Lake Welcome to our cozy lakefront cottage on Kangaroo Lake. Weโ€™re so excited youโ€™ve chosen our cottage to enjoy Door County!Kangaroo lake is a very special part of Door County. It holds many happy memories for us and we hope youโ€™ll make some of your own during your stay. We affectionately refer to the cottage as โ€œLe Hutโ€ because it was not much more than a little wooden hut on the lake when we first found it. Since then, weโ€™ve completed many upgrades (with more projects planned) and hope you find it comfortable and inviting.In this description, youโ€™ll find lots of useful information that weโ€™ve compiled over the years to help our guests make the most of their stay. From house rules and instructions, to recommendations for nearby restaurants and shopping areas, weโ€™ve got it all covered.We hope that you enjoy the cottage as much as we do. (If you do, feel free to write a review, or leave us a little note in the guest book โ€” weโ€™d

$259

/ night

Read More
Get away at this quaint cottage tucked behind a beautiful fern bed.

Baileys Harbor, Wisconsin

Get away at this quaint cottage tucked behind a beautiful fern bed.

๐Ÿ› 2 bed ยท ๐Ÿ‘ฅ 4 guests

Located in Baileys Harbor, Wisconsin, United States. Get away at this quaint cottage tucked behind a beautiful fern bed. Your wonderful Wisconsin vacation begins at East Shorewood Cottages on Kangaroo Lake. Here you will find a relaxed atmosphere with ten housekeeping cottages nestled along the pristine east shore of this clean inland lake. Relax at the beach, swim, fish, play games, take a walk, or enjoy a campfire. Youโ€™re on 'the quiet side', yet only minutes away from all the attractions Door County has to offer including golf, shopping, antiques, art galleries, live theater, parks, etc.Spruce is a cute, country-inspired cottage tucked away behind a beautiful fern bed. The screened porch invites you to curl up with your favorite book over morning coffee. Enjoy a family cookout on the deck or relax on the grounds as the kids enjoy the beach, play yard, outdoor ping-pong or volleyball. Fish from the pier and enjoy time on the water on one of the associationโ€™s kayaks, canoes, water bikes, or paddle boards. Life jackets are provided.T

$146

/ night

Read More
Enjoy the view at this quaint lakefront cottage!

Baileys Harbor, Wisconsin

Enjoy the view at this quaint lakefront cottage!

๐Ÿ› 2 bed ยท ๐Ÿ‘ฅ 5 guests

Located in Baileys Harbor, Wisconsin, United States. Enjoy the view at this quaint lakefront cottage! Your wonderful Wisconsin vacation begins at East Shorewood Cottages on Kangaroo Lake. Here you will find a relaxed atmosphere with ten housekeeping cottages nestled along the pristine east shore of this inland body of water. Relax at the beach, swim, fish, play games, take a walk, or enjoy a campfire. Youโ€™re on 'the quiet side', yet only minutes away from all the attractions Door County has to offer including golf, shopping, antiques, art galleries, live theater, parks, etc.Take the winding drive past the courtyard and fern bed to this beachfront cottage. You won't miss any of Kangaroo Lake's spectacular sunsets from the front deck of Walnut. Enjoy meals in the large, screened porch or just listen to the waves lapping the shore from the front yard. With two bedrooms, Walnut sleeps up to a maximum of five guests. Keywords: Cottage

$204

/ night

Read More
Get away from it all at this charming updated cottage!

Baileys Harbor, Wisconsin

Get away from it all at this charming updated cottage!

๐Ÿ› 2 bed ยท ๐Ÿ‘ฅ 4 guests

Located in Baileys Harbor, Wisconsin, United States. Get away from it all at this charming updated cottage! Your wonderful Wisconsin vacation begins at East Shorewood Cottages on Kangaroo Lake. Here you will find a relaxed atmosphere with ten housekeeping cottages nestled along the pristine east shore of this inland body of water. Relax at the beach, swim, fish, play games, take a walk, or enjoy a campfire. Youโ€™re on 'the quiet side', yet only minutes away from all the attractions Door County has to offer including golf, shopping, antiques, art galleries, live theater, parks, etc.Charming and updated! Cedar is fresh and inviting. Updated kitchen, laminate flooring throughout and knotty pine walls. Walk-in Shower, Wi-Fi and Comfortable Beds. Enjoy your morning coffee on the deck while taking in views of the lake and landscape. Comfortably sleeps four. Keywords: #cottage #doorcountycottagerental #doorcountyresort #kangaroolake #eastshorewoodcottages #cedarcottage #baileysharborcottage

$149

/ night

Read More
Winding Down - A Retreat on the "Quiet Side"

Baileys Harbor, Wisconsin

Winding Down - A Retreat on the "Quiet Side"

๐Ÿ› 3 bed ยท ๐Ÿ‘ฅ 6 guests

Located in Baileys Harbor, Wisconsin, United States. Winding Down - A Retreat on the "Quiet Side" Fall has arrived! Plan your winter adventure now!Winding Down is the perfect place to enjoy the quiet side of DC. We are walking distance from the North Bay Nature Preserve & the shores of North Bay. This is the ideal location for fall & winter activities. We are surrounded by the unspoiled beauty of a cedar forest that provides a needed respite.Enjoy cross country skiing OR snowshoeing in the trails nearby. Come in from the cold to build a cozy fire & enjoy a glass of wine.The space:Enjoy our Sweet Escape! This newer, open concept house has a separate master bedroom suite, guest room and loft. Our spacious kitchen and great room are perfect for any family to relax, unwind, and reconnect with each other.We adhere to the Door County Commitment to Cleanliness and Safety by cleaning and disinfecting according to CDC guidelines.Guest access:Guests have access to the entire house. During the Summer we provide 2 kayaks and 4 beach cruisier bicycle

$225

/ night

Read More

E&K Harbor Inn 1 bedroom.

Baileys Harbor, Wisconsin

$170/night

Chicory Cottage - Private Family Retreat with Game Room, Walk to Kangaroo Lake

Baileys Harbor, Wisconsin

$242/night

Cottage for 6 on 5 peaceful acres, near Sister Bay / Baileys Harbor / Ephraim!

Baileys Harbor, Wisconsin

$187/night

The Perfect Quiet Escape- 5 mins to harbor in Bailey's Harbor-Family Size Cabin

Baileys Harbor, Wisconsin

$187/night

Newly Renovated, Downtown Marina Cottage

Baileys Harbor, Wisconsin

$219/night

THE TRANQUIL HAVEN COTTAGE, PETS WECOME, ON THIS BEAUTIFUL FARM ACRES

Baileys Harbor, Wisconsin

$240/night

Moonlight Cabin located in Baileys Harbor

Baileys Harbor, Wisconsin

$176/night

Our Lakeside Legacy - Charming Retreat in Downtown Baileys Harbor

Baileys Harbor, Wisconsin

$617/night

South Lane Cottage #1, with a living room view of Lake Michigan.

Baileys Harbor, Wisconsin

$341/night

Chalet Cabin: Sunset Shores Kangaroo Lakefront

Baileys Harbor, Wisconsin

$149/night

Private Peninsula, Peaceful Location with Shoreline and Boat Slip

Baileys Harbor, Wisconsin

$268/night

Cana Cove Lookout

Baileys Harbor, Wisconsin

$412/night

Stunning and Spectacular on Lake Michigan!

Baileys Harbor, Wisconsin

$378/night

Sunset Facing Cozy Lakefront Cottage on Beautiful Kangaroo Lake

Baileys Harbor, Wisconsin

$259/night

Get away at this quaint cottage tucked behind a beautiful fern bed.

Baileys Harbor, Wisconsin

$146/night

Enjoy the view at this quaint lakefront cottage!

Baileys Harbor, Wisconsin

$204/night

Get away from it all at this charming updated cottage!

Baileys Harbor, Wisconsin

$149/night

Winding Down - A Retreat on the "Quiet Side"

Baileys Harbor, Wisconsin

$225/night