27,207 properties available

Located in Hancock, Florida, United States. Fully Renovated Jiminy Peak Townhouse, walk to all Fully renovated in 2022. On-site at ski mountain Jiminy Peak A-frame townhouse with 4 stories of fun for the whole family! 3 bedrooms (1 king sized bed/1 queen/1 full sized/3 twin beds), 2 bathrooms with a bonus room. Every bedroom has a tv, Full deck with a grill.-onsite property at the ski mountain. walk to 3 onsite full service restaurants, access to multiple pools and hot tubs, gym and sauna. Walk to ski in the winter and walk to mountain bike and adventure park during the summer. -Near all attractions in the Berkshires. 10-20 min ride to Williamstown, North Adams, Mt Greylock. 30 min ride to Lennox and Great Barrington.

Located in Hancock, Florida, United States. The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook This hotel/resort is at the base of the ski lift for Jiminy Mountain. And, when you are not on the slopes, it features an indoor and outdoor pool and a hot tub. There's also tennis courts on site. There is a full kitchen. A game room complete with a pool table offers recreational fun. A picnic area with plenty of barbecue grills is there for your use.

Located in Lenox, New York, United States. Private Apartment in the Heart of Downtown Lenox Located in the heart of downtown Lenox on a beautiful side street. Two minute walk to concerts at Lilac Park, shops and 5-star restaurants. Close to everything, Shakespeare & Company (.9 miles), Tanglewood (1.2 miles), Kripalu (2.2 miles), hiking/biking at Kennedy Park (1.2 miles.) Perfect location and space to explore all the Berkshires has to offer.We are excited to open up our beautiful space for 6 weeks this summer. If interested in any dates not open, please message me:) We are looking for weekly to monthly renters. Please reach out to me if interested.Check out our reviews here: https://www.airbnb.com/rooms/18600837?preview_for_ml=true&source_impression_id=p3_1622125191_6XlXkHiZ3Ss2AO%2FY&guests=1&adults=1

Located in Hancock, Florida, United States. 1br Deluxe Condo Jiminy Peak Skiing! Summary:This resort at the base of Jiminy Peak Ski Mountain is an excellent choice for mountainside recreation. It provides a wealth of adventures, making it the ideal home base for exploring nearby Berkshire County towns and attractions.The Space:Enjoy the peace and serenity that comes with the views of the Jiminy Peak Ski Mountain in this deluxe 1 bedroom/2 bath condo that is 781 sq ft! The spacious master bedroom has a two queen beds, and attached en suite with jetted tub. In the very open living room there is a queen sofa sleeper and a queen murphy bed, and access to the balcony(varies) where you can enjoy the beauty of nature with your guests. This condo can accommodate up to 8 guests!  A full kitchen and a dinning room, allows you the option to prepare your own meals and enjoy the convenience of dining in. It also includes a washer and dryer in-unit for your convenience. With all the necessary amenities, and so much to do in the great outdoors

Located in Hancock, Florida, United States. Studio Condo Outdoor Adventures Summary:This resort at the base of Jiminy Peak Ski Mountain is an excellent choice for mountainside recreation. It provides a wealth of adventures, making it the ideal home base for exploring nearby Berkshire County towns and attractions.The Space:Enjoy the peace and serenity that comes with the views of the Jiminy Peak Ski Mountain in this Studio and 1 bath condo that is 404 sq ft! The living has a queen sofa sleeper and a queen murphy bed, and access to the balcony(varies) where you can enjoy the beauty of nature with your guests. This condo can accommodate up to 4 guests!  A full kitchen and a dinning room, allows you the option to prepare your own meals and enjoy the convenience of dining in. It also includes a washer and dryer in-unit for your convenience. With all the necessary amenities, and so much to do in the great outdoors, you're sure to have a fun and memorable stay! Photos may not be of the specific suite you are renting and your suite may

Located in Pittsfield, Wisconsin, United States. Fully Equipped Spacious Family Home in The Berkshires Bring the whole family to our home with lots of room for fun. Super Convenient location on the border of Pittsfield & Lenox. Just 3.5 miles to downtown Lenox, Tanglewood, Kripalu etc. Minutes to convenient grocery, pharmacy & dining. As a family that loves to travel (and use vrbo when we do) we know what makes a wonderful stay. Find all you need in our primary residence, from a fully equipped kitchen to toys & toiletries.*please note that while the entire house is yours, there is a basement apartment (separate entrance and secured from the house) occupied by a tenant and our friendly family dog Zorra. You may cross paths but only in the shared back yard. The deck is fully yours along with the main house.

Located in Hancock, Florida, United States. MLK and Pres weekend available! Ski in/out - Jiminy Peak Wyndham Bentley Brook I pre-reserved the Pres and MLK weekend Fri to Monday for your family! Luxury Room is right on Jiminy Peak's learning/beginner slope. It's lift brings you to the main lift. Easy walk to restaurants and ski rentals. Excellent location. No car required. Full kitchen with all supplies. Washer/dryer and Jacuzzi in unit. Huge hot tub. Indoor pool and game room. Exact unit will vary, but will be a 2 bedroom, sleeps 8.

Located in East Chatham, New York, United States. Comfortable and charming 3 Bedroom Retreat-Enjoy Hudson Valley & Berkshires Welcome to our cottage in the woods! We hope to cultivate a relaxing space for a getaway with friends or family.Our home is your home for a weekend, a week, or even a month. Use it as your personal retreat or home base for exploring the Hudson Valley and the Berkshires.Sip your morning coffee or tea on the patio, in the hammock, or by the fireplace. We promise it will be the perfect start to your adventures in Chatham!

Located in Hancock, Florida, United States. 1br Deluxe Condo Jiminy Peak Skiing! Summary:This resort at the base of Jiminy Peak Ski Mountain is an excellent choice for mountainside recreation. It provides a wealth of adventures, making it the ideal home base for exploring nearby Berkshire County towns and attractions.The Space:Enjoy the peace and serenity that comes with the views of the Jiminy Peak Ski Mountain in this deluxe 1 bedroom/2 bath condo that is 781 sq ft! The spacious master bedroom has a two queen beds, and attached en suite with jetted tub. In the very open living room there is a queen sofa sleeper and a queen murphy bed, and access to the balcony(varies) where you can enjoy the beauty of nature with your guests. This condo can accommodate up to 8 guests!  A full kitchen and a dinning room, allows you the option to prepare your own meals and enjoy the convenience of dining in. It also includes a washer and dryer in-unit for your convenience. With all the necessary amenities, and so much to do in the great outdoors

Located in Hancock, Florida, United States. Studio Condo Outdoor Adventures Summary:This resort at the base of Jiminy Peak Ski Mountain is an excellent choice for mountainside recreation. It provides a wealth of adventures, making it the ideal home base for exploring nearby Berkshire County towns and attractions.The Space:Enjoy the peace and serenity that comes with the views of the Jiminy Peak Ski Mountain in this Studio and 1 bath condo that is 404 sq ft! The living has a queen sofa sleeper and a queen murphy bed, and access to the balcony(varies) where you can enjoy the beauty of nature with your guests. This condo can accommodate up to 4 guests!  A full kitchen and a dinning room, allows you the option to prepare your own meals and enjoy the convenience of dining in. It also includes a washer and dryer in-unit for your convenience. With all the necessary amenities, and so much to do in the great outdoors, you're sure to have a fun and memorable stay! Photos may not be of the specific suite you are renting and your suite may

Located in Lenox, New York, United States. Enveloped in Nature @ Lenox Beautifully nestled in the heart of towering trees. As you step inside, you'll be greeted by a warm and inviting interior. Large windows allow plenty of natural light, creating a bright and airy atmosphere.The kitchen is fully equipped with modern appliances and features a large island for preparing delicious meals. Indulge in the ultimate entertainment experience with a 4K home theatre setup and an extensive collection of games, all tucked away in the beautiful basement of this house.

Located in Hancock, Florida, United States. The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook This hotel/resort is at the base of the ski lift for Jiminy Mountain. And, when you are not on the slopes, it features an indoor and outdoor pool and a hot tub. There's also tennis courts on site. There is a full kitchen. A game room complete with a pool table offers recreational fun. A picnic area with plenty of barbecue grills is there for your use.

Located in Hancock, Florida, United States. Full Week of Ski-in,Ski-out @ Jiminy Peak Club Whyndam Bently Brook in Berkshire Full week rental only, Feb. 18 (in at 3pm) to Feb 25(check out 11am) @ Club Whyndham Bently Brook Resort @ Jiminy Peak - ski-in, ski out at base of MT. My Timeshare Unit is in the MAIN BLDG! (all the great amenities are IN this bldg = locker room AT lift, AT ski school, front desk, lobby, pool, hot tubs, exercise room, sauna, movie theater and kid's arcade.Unit Includes: 2 bedrooms, sleeps 8, 2 bath (2 showers and 1 jacuzzi tub), full kitchen, washer/dryer, 3 TVs, DVD, free WIFI.Go to Jiminypeak.com for full ski info and passes. For Hotel pictures & info go to Bentley Brook Resort website, https://www.extraholidays.com/hancock-massachusetts/wyndham-bentley-brook.aspx Resort phone # 413-738-8600.

Located in Hancock, Florida, United States. 2 Bedroom Deluxe Condo w/ Full Kitchen at Bentley Brook, Jiminy Peak Ski Mount!! This spacious two-bedroom resort suite measures approximately 843 to 953 square feet. You will enjoy a king bed in the master bedroom, two full beds in the guest bedroom and a queen sleeper sofa in the living room. Additional amenities include, a full kitchen and dining area, two bathrooms, washer/dryer and a balcony. Maximum occupancy is eight. Private sleeping area sleeps six.Ski-in and Ski-out your front door! Club Wyndham Bentley Brook is situated right at the base of Jiminy Peak Ski Mountain, making this resort an exceptional choice for mountainside play. In winter, ski out your door and onto the lifts; in spring, summer and fall, enjoy hiking, horseback riding, Tanglewood concerts and brilliant foliage. The area delivers a wealth of cultural attractions, museums, historic landmarks, shops and restaurants, making Wyndham Bentley Brook the the perfect home base for exploring nearby Berkshire County tow

Located in Hancock, Florida, United States. 2 Bedroom Deluxe Condo w/ Kitchen at Bentley Brook, Jiminy Peak Ski Mountain!! This spacious two-bedroom resort suite measures approximately 843 to 953 square feet. You will enjoy a king bed in the master bedroom, two full beds in the guest bedroom and a queen sleeper sofa in the living room. Additional amenities include, a full kitchen and dining area, two bathrooms, washer/dryer and a balcony. Maximum occupancy is eight. Private sleeping area sleeps six.Ski-in and Ski-out your front door! Club Wyndham Bentley Brook is situated right at the base of Jiminy Peak Ski Mountain, making this resort an exceptional choice for mountainside play. In winter, ski out your door and onto the lifts; in spring, summer and fall, enjoy hiking, horseback riding, Tanglewood concerts and brilliant foliage. The area delivers a wealth of cultural attractions, museums, historic landmarks, shops and restaurants, making Wyndham Bentley Brook the the perfect home base for exploring nearby Berkshire County towns

Located in Hancock, Florida, United States. 2 Bedroom Condo, Sleeps 8, Kitchen, Jiminy Peak Ski Mountain, Bentley Brook!! This spacious two-bedroom resort suite measures approximately 843 to 953 square feet. You will enjoy a king bed in the master bedroom, two full beds in the guest bedroom and a queen sleeper sofa in the living room. Additional amenities include, a full kitchen and dining area, two bathrooms, washer/dryer and a balcony. Maximum occupancy is eight. Private sleeping area sleeps six.Ski-in and Ski-out your front door! Club Wyndham Bentley Brook is situated right at the base of Jiminy Peak Ski Mountain, making this resort an exceptional choice for mountainside play. In winter, ski out your door and onto the lifts; in spring, summer and fall, enjoy hiking, horseback riding, Tanglewood concerts and brilliant foliage. The area delivers a wealth of cultural attractions, museums, historic landmarks, shops and restaurants, making Wyndham Bentley Brook the the perfect home base for exploring nearby Berkshire County towns

Located in Hancock, Florida, United States. Wyndham Bentley Brook Jiminy Peak ski in/out unit Jiminy Peak Ski in/ski out in Winter. Summer activities at Jiminy Peak in the Berkshires. Fully equipped kitchen, living room, dining room, and two bedrooms, jacuzzi in master bath. There is an indoor/outdoor pool, adult outdoor pool, 3 hot tubs, gym with sauna and exercise room, game room and movie theater. There are organized activities for adults and children. Nearby are Tanglewood, Hiking, golfing, great restaurants, shopping, and cultural activities. Unit pictures are a representation of the units in this complex. The unit can be any 2 bedroom unit in the complex.The units are assigned at check in by the resort. I have no control over the the floor or unit location.

Located in Hancock, Florida, United States. 2br DX Condo Ski & Berkshire County! Summary:This resort at the base of Jiminy Peak Ski Mountain is an excellent choice for mountainside recreation. It provides a wealth of adventures, making it the ideal home base for exploring nearby Berkshire County towns and attractions.The Space:Enjoy the peace and serenity that comes with the views of the Jiminy Peak Ski Mountain in this deluxe 2 bedroom/2 bath condo that is 843-1432 sq ft! The spacious master bedroom has a king bed, and attached en suite with jetted tub. The second bedroom comes with two double beds (varies). In the very open living room there is a queen sofa sleeper, and access to the balcony(varies) where you can enjoy the beauty of nature with your guests. This condo can accommodate up to 8 guests!  A full kitchen and a dinning room, allows you the option to prepare your own meals and enjoy the convenience of dining in. It also includes a washer and dryer in-unit for your convenience. With all the necessary amenities, and so

Located in Hancock, Florida, United States. Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out Ski-In/Ski-Out Plus Year-Round Mountainside Fun. Wyndham Bentley Brook is situated right at the base of Jiminy Peak ski mountain, making this resort an exceptional choice for mountainside play. In winter, ski out your door and onto the lifts; in spring, summer and fall, enjoy hiking, horseback riding, Tanglewood concerts and brilliant foliage. Then return to your beautiful resort, filled with delightful amenities and activities.EXPERIENCE THE BERKSHIRESFeel the rush when you hit the slopes in this powdered wonderland.Reconnect with nature, break away from the daily grind and renew your perspective with a mountain escape.These resort condos are so much more than a place to lay your head at night. You have your choice of spacious accommodations in a variety of floor plans.Plus, you’ll delight in the luxury of all the comforts of home. Many suites have the following great features:Spacious living rooms with large-screen TV, DVD player

Located in Wolcott, Vermont, United States. Cozy Lake Elmore 19th Century Waterfront Duplex This circa 1850 country-style Cape duplex is located on one acre with 180 feet of beautiful Lake Elmore frontage! The rental rate includes BOTH units and rates are based on weekly occupancy.The duplex is located right in the center of Elmore village. It is easy 1 minute walk to the Elmore Store and an easy 2 minute walk to the Elmore State Park and Beach. Side #1 (Sleeps 5-7) includes a main floor master bedroom with king size bed and walk in closet, a 3/4 bath, large kitchen table, full size refrigerator/freezer, electric stove, toaster oven, coffeemaker, microwave, glasses, dishes and utensils. The living room has a large picture window to view the lake. It has a queen size hide-a-bed sofa, recliner, chairs and smart TV where you can log into your Netflix or Amazon account. The upstairs has two rooms with three twin beds. ABSOLUTLEY NO PETS in Side #1.Apartment #2 (sleeps 4-6) includes a living room on the main floor with queen size h

Located in Lake Elmore, Vermont, United States. Elmore Home w/ panoramic mountain view. Private, quiet, clean & fiber optic WiFi We are a modern New England farmhouse style vacation home in Lake Elmore, Vermont. Designed and built as an upscale, getaway home near Stowe, Vermont. Located on 1.5 acres at the end of a private road, you'll enjoy both privacy and beauty with panoramic mountain views. The design is an open concept with 16 foot high cathedral ceilings supported by beams of locally harvested Hemlock braced by custom fabricated iron. The gas fireplace is surrounded by ledge stone & solid bamboo floors. Walls of windows provide scenic views of Elmore Mountain and the surrounding woodland of Balsam and Birch. Our clean, non-smoking home sleeps six comfortably but is also perfect for just two. There's a cool sleeping alcove and 2 bedrooms with en suite full baths. The chef's kitchen features granite island & counter tops, new stainless steel appliances including an efficient dishwasher, a five burner gas stove with full oven

Located in Madison, California, United States. True Mountain Living! Escape to the Little Bear Lodge located in the heart of the White Mountains! Brimming with charm and character, this quintessential log cabin provides plenty of space for the whole family in a private, idyllic mountain setting. An easy drive to all of the areas attractions but also tucked away from it all; a mile away from the beautiful beaches of Silver Lake, 5 miles to King Pine Ski Area, 11 miles to North Conway village shops, restaurants, and skiing, 19 miles to Storyland…plus too many hiking and walking trails nearby to list, there is always something to do here!Bring your bags and leave everything else to us. The kitchen is fully equipped with any appliances and cookware you may need to prepare a delicious home cooked meal. Our dining room is open to the kitchen and features a large dining table and glass sliding door giving you access to the yard, deck, and patio. Make your morning brew as you wish at our stocked coffee bar, and enjoy it in the warm sun in

Located in Madison, California, United States. Waterfront House w/ Lakeside Deck, Kayaks and Canoe, Minutes to N. Conway NH Lic #: 030524***FOR RESIDENTIAL USE ONLY******Mini Split Air Conditioning Installed 2019***Waterfront home recently renovated and waiting for you! Located on Big Pea Porridge Pond in Madison, NH you will find this charming 2 bedroom 1 bath saltbox style vacation home with sleeping for up to 5 people. Enjoy the great open concept kitchen and living area with slider doors that lead out to the large deck and level back yard. Also on the main level is a full bath and washer and dryer in the kitchen. The second level of this home includes a bedroom with queen bed (sleeps 2) and a bedroom with twin bed and twin bunk beds (sleeps 3). This is a beautiful vacation home, but the main feature to this house is the spectacular “lakeside” deck! Picture relaxing on the deck and listening to the loons on the lake with your morning coffee. This is certainly a see it to believe it kind of property!CHECK IN WILL TAKE PLACE AT TH

Located in Conway, Washington, United States. Pet Friendly, Quiet Neighborhood, Cozy lower level cabin This little cabin has been constructed in the lower level of my log home. This cabin is fully equipped. It has a full kitchen with stove and refrigerator, a full bathroom with full shower, a bedroom with a queen size bed that includes all the bedding (linens, blankets and pillows). The living room has a recliner chair as well as a sleep sofa which can sleep two. The living room also has a TV with full cable. It has WiFi for your convenience (Password will be given once your stay has been secured). It has full heat for winter and cold AC for the summer. The kitchen has all complete cookware, glasses, coffee mugs, utensils, a coffee pot with coffee, powdered cream and sugar. You have your own private entrance. A lock box hangs to the left of the entry way with the cabin key in it. Once your getaway is confirmed you will be provided with the combination. This is an exceptionally quiet neighborhood. This is not a party house. It is n