27,207 properties available

Located in Bridgton, Maine, United States. Pleasant Mountain Cottage Recently renovated water front cottage on Moose Pond just minutes away from Pleasant Mountain. Breathtaking views and endless possibilities for outdoor activities such as kayaking, hiking, fishing, skiing, and snowmobiling. A few miles from downtown Bridgton which features good dining options and a golf course. And we are only a 30 minute drive from North Conway!

Located in Bridgton, Maine, United States. Beautiful, spacious lake home w/mooring & swim raft. Walk to shops & restaurants "Haven on Highland Lake" is a handsome, spacious, two-story lakeside home situated on the sparkling shores of Highland Lake in the quaint town of Bridgton, Maine--the western lakes region (30 mins to North Conway, NH). Our rental property is well-appointed and generously equipped to make your family vacation a blast right from the very start! You'll have private & direct, shallow lake access; exclusive use of the entire property including our dock, mooring and swim raft. Cozy up to our gas fireplace or around our fire pit. Play games, watch a movie, or explore the lake in our kayaks and canoe! "Haven on Highland Lake" has room for everyone in your family to have fun or cozy up in a quiet nook for a nap or reading a book! Enjoy the best of lake living with both private indoor & outdoor spaces to relax and explore! Our home is less than 1 mile to all the quaint shops, restaurants, parks and playground

Located in Bridgton, Maine, United States. Njoy Luxury - MUST experience this exclusive and stunning lakeview home Welcome to Luxury! Nested in Western Maine Lakes Region area, this magnificent 4500 sqft home is as comfortable as it is elegant, with views of Long Lake! This custom-built home will immediately impress you with not only quality décor but also amazing craftsmanship. We offer three levels of ultimate vacation living featuring four bedrooms, three and a half baths, sweeping verandas, oversized fireplace, four zone built in audio system, soaring stairway and a second kitchen. Enjoy the privacy and convenience of this exclusive home which is perfect for families and groups of any size. Be close to all area activities and fill your days with joy and happiness! Come and truly see what it is like to stay in one of the most luxurious homes in Maine!

Located in Bridgton, Maine, United States. Private home, quiet wooded area in Bridgton, near NConway, 1/2 mile off 302 Bridgton lake region has activities for all seasons. Live music downtown, public beaches, art shows, twin drive-in movies, lakes, hiking, shopping, eating, public boat launches. Sun Fun Nature!!!! New home waiting to make new memories, setting is great for active days and cozy nights. Sleep in too and rest up to enjoy and create more happiness throughout your stay. Master bedroom with private bath has extra large shower and walk in closet, lovely large sleeping area, so soft and blue so true.

Located in Bridgton, Maine, United States. Njoy Charm - Gorgeous Family and Pet Friendly Home You will fall in love with this charming log sided chalet style home! Warm pine interior, large open concept living, wonderful wrap around deck with jacuzzi, four bedrooms, three baths, built-in workspace, and wonderful large windows allowing a lot of natural sunlight. This four-season home is close to Long Lake public beach and area marinas. Snowmobile from your doorsteps across Long Lake to many area trails, Shawnee Peak is just 15 minutes away! Local restaurants and shops just 5-10 minutes. This home offers something for everyone! Family and pet friendly!

Located in Bridgton, Maine, United States. The Barnhaus | Unique 5-Star Experience | Luxe Welcome to The Barnhaus. This brand-new construction custom-built home was finished in June 2022. Built specifically to be a vacation home, we have thought of everything! This cabin has all solid wood furnishings, real leather upholstery, 1080p 40 inch TV's in each bedroom and great water pressure! Perched up on a hill in a quiet neighborhood, our home is secluded & quiet yet less than 5 min. from Shawnee Peak and Moose Pond. We cut no corners while building this house and hope to have you soon!We built this home around comfort. As short-term rental owners and managers, we truly understand what a guest is looking for from learning over the years. We have implemented all that information into this home. From TVs in each room to genuine quality leather couches to high-end dishware, we have opted into quality wherever possible.What we offer:Brand new mattresses (Sept 2022)Genuine Leather chairs and sofa2022 Vermont Casting gas stoveQuality sh

Located in Bridgton, Maine, United States. Cozy 4-bedroom condo in lovely Bridgton minutes from Mountain Pleasant/lake Nestled on Pleasant M. next to the ski-trail, across from Moose Pond. This charming property features a private association deck with stunning views, as well as access to a lakeside clubhouse docks and deck for relaxing by the water. This is an upper level unit, part of the Townhouse consisting two separate units with separate entrances, offering plenty of space(offers 4 bedr.& 2 bathr.)Complimentary use of kayak to explore Moose Pond. Only 30 min from North Conway.Enjoy your time in Bridgton at our cozy condo.

Located in Bridgton, Maine, United States. Private cabin on 3Acres with private hot tub! Lake access, Skiing, Snowmobiling! Stunning newly renovated custom Ward Log home set back on 3 acres. Brand new furnishings, private hot tub, new kitchen and bathroom, firepit, cathedral ceilings, skylights, lake access and minutes to skiing, boating and more. 4WD/AWD required in the winter months.

Located in Bridgton, Maine, United States. THE LIGHTSHIP-MOOSE POND/PLEASANT MOUNTAIN The quintessential Maine lake house retreat! This property provides a spacious private waterfront including a smooth, sandy entrance, a dock for your personal boat or one rented locally, and a swimming dock for those hot summer days. Enjoy laughter and stories around the large fire pit, a competitive game of volleyball or corn hole, cool nights in the hot tub, a pool game followed by a poker tournament, and a relaxing movie in front of the dramatic stone fireplace. With space to sleep 30 adults (and 5 bathrooms), everyone has a patio out to the lake, views of the water, or windows overlooking the lights of the mountain. Maine’s top night skiing resort is just up the street, the Bridgton Highlands Golf and Tennis Club is minutes away, and the bustling towns of North Conway and the Naples Causeway are a short drive from this vacation spot. Enjoy all that Maine has to offer and experience “the way life should be”.

Located in Bridgton, Maine, United States. Quiet lakeside Maine Camp with Dock, Boat Mooring and Swim Float. Quiet lakeside Maine camp for fun all year round. Has all the amenities and views for a relaxing getaway. Huge deck perfect for barbecuing. Dock with a bench for watching the kids play in the lake by day and to listening to the Loons and stargazing at night. Swim float perfect for sunning and swimming. Boat mooring. Roomy lawn perfect for Frisbee and Whiffle ball. Hill is perfect for sledding in the winter!Local activities include swimming, canoeing, boating, golf, fishing, hiking, biking, mountain biking, camping, shopping, antique shops, downhill skiing, cross country skiing, snowshoeing, snowmobiling, and seasonal hunting.Other Attractions: North Conway, NH (Outlet malls, skiing, hiking, restaurants) = 30 Miles (40 Minutes)Fryeburg, ME (Fryburg Fair - October) = 19 Miles (25 minutes)Pleasant Mountain Ski Area = 14 miles (20 minutes)Sunday River Ski Area = 28 Miles (50 minutes +/-)Jackson Ski Touring (cross coun

Located in Brighton, Utah, United States. TOWNHOUSE RETREAT AT PLEASANT MOUNTAIN/SHAWNEE PEAK - SKI IN/SKI OUT This townhouse retreat has been professionally cleaned, sanitized. This townhouse is now ready & available for Spring, Summer, Fall & Winter rentals. With days getting shorter and the nights getting longer!! This is a sure sign that Fall is around the corner. With the cool nights, the start of the colorful canopies lies ahead!! Breath taking views to make anyone wanting to stay here in Maine!! And what a better place than right here in Bridgton Maine!! Let us not forget the Fryeburg Fair!! Tickets may be purchased at any Fryeburg Fair Ticket Booth/Window, as usual, during Fair week – September 29th – October 6th. Daily Tickets $15; Weekly Pass (must be purchased at the Fair) $100. Children under age 12 are free. Senior Citizens (65 or older) are free on Tuesday only. All tickets are non-refundable.There is no better place to be for Fall leaf peeping than in Maine. The melting of hues of leaves from green, to yellow,

Located in Bridgton, Maine, United States. Cozy ski-in/ski-out chalet w/ a gas fireplace & full kitchen - dogs welcome Chalet at ShawneeOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy this cozy chalet nestled on the hillside for your next getaway to the mountains! This home is located right on Shawnee Peak, so strap on your ski boots and head down to the lift straight from the back door! The rental comes with a full kitchen and plenty of supplies for cooking, while the adjoined dining room is great for entertaining and family game nights. This is a peaceful and private gateway, great for any time of the year!What's nearby:This home is located right on the mountain, so you'll be able to walk out the back door to the trail and ski down or hike up! Located close to Moose Pond, the area offers excellent outdoor activities such as skiing, snowboarding, snowmobiling, water skiing, fishing, and kayaking, to name a few. You will be just a shor

Located in Bridgton, Maine, United States. Gorgeous Home with Lake Views to Match This spectacularly designed modern Maine home has everything for your getaway, and then some: lakefront living, open-concept entertaining, lofted bedrooms, bunks for the kids, a sprawling yard for games and activities, a grill, ping-pong table, gas fireplace, and all the charm you can fit under one roof. Steps from the lake, 15 mins from Shawnee Peak, and just down the road from beautiful downtown Bridgton, it's the best of both worlds for summer and winter fun. Plus, you can bask in views of gorgeous Woods Pond from every room in the house. Ready to rent? We can't wait to host you.Sleeps 8 adults plus kids. (Max adults is 8 due to septic!)Responsible renters only.No pets at all (due to owner's allergies).NO SMOKING!

Located in Bridgton, Maine, United States. Charming ski in/out Cabin at Pleasant Mountain with Moose Pond nearby Charming 3 bedroom 2 1/2 bath authentic log cabin. Located in Bridgton ME, a four season community nestled among the Maine lake region and White Mountains.Master bedroom with en suite bath, guest room with queen bed and bunk room with 2 sets of bunk beds. Inviting living room with beautiful stone fireplace and spacious loft area both with pristine views. Kitchen with granite counter tops and dining area. Open loft area with Queen futon and plenty of room to relax and take in the views. Lower level with wet bar area, beverage fridge, air hockey table, television and Queen futon. Ideal for all seasons: ski in/out access to The Sunnyside Triple Lift at Pleasant Mountain. Moose Pond nearby. Fantastic hiking at Pleasant Mountain, Bald Peak, The Ledges Trail, Firewarden's Trail and Southwest Ridge Trail. Ten minutes from Bridgton center for fantastic dining, shopping, movies, ice cream and great book shop! Just 25 minutes

Located in Bridgton, Maine, United States. MAINE WATERFRONT + MOUNTAIN COMPOUND • SLEEPS 50! If you are looking for a large waterfront compound to rent- then look no further.   This property comfortably sleeps up to 50 adults. - Perfect for family reunions, company or religious retreats, or multiple families renting.   This property has two massive homes,  private waterfront with sandy access, and two docks to utilize.   Ample space on the waters edge for volleyball or other events. This isn't a summer rental only- Shawnee Peaks 1 mile/3minutes away! Ice fishing is fantastic as well.  Two homes that are 30 steps from each other set on multiple acres. Private waterfront. Ample room for outdoor activities.  You have complete access to the property during your stay.  We are here to assist 24/7. Our goal is to ensure that you have the best stay possible. Please let us know if you require any special arrangements, prior to arrival.  Pleasant Mountain (formerly Shawnee Peak) Skiing/Boarding, Cross Country Skiing, Snowmobiling, Boatin

Located in Bridgton, Maine, United States. Beach, 10 bedrooms, 20 lovely acres, large gathering spaces, fun activities Quality time with loved ones is precious. Make the most of it at Nawandyn Estate where everyone can relax in the bucolic setting, sleep well in comfortable, uncrowded accommodations, dine all together, engage in a wide range of fun activities with the whole group and/or take time away from group activities when you need it. The property includes 1,100 feet of mainland waterfront with two sandy beaches, part of a small nearby island, a 40-foot pier, a clay tennis court, a grass volleyball/badminton court, two huge fields for sports, extensive woods, wildlife, and thousands of flowering plants. Rent the North half of 40-acre Nawandyn Estate on Highland Lake in Bridgton, Maine. Nawandyn Estate makes available a multitude of activities on site which enable you to spend quality time with each other. Bring your swimsuit and favorite suntan lotion and let us provide beach towels, beach chairs, non-power watercra

Located in Bridgton, Maine, United States. Spacious 4 Bedroom Home ~ Moose Pond/ Shawnee Peak. Your Kids Will Love It Here! Wonderful tri-level 4 bedroom, 2 bath home in Knights Hill Association. 3 minute walk to Moose Pond, 3 minute drive to Shawnee Peak. Association beach, dock (for fishing), pools (kiddie & adult), tennis, basketball, volleyball, playground. Very family friendly home with a game room that includes pool table, foosball, and air hockey.Enjoy wonderful Bridgton which was named 'the best kept secret in Maine' in Down East Magazine.North Conway - 25 minutes (Attitash, Cranmore, Mt. Washington, Story Land)Notes: I usually only rent to people who I have spoken with on the phone to verify their information and answer any questions you may have. Most summer rentals are weekly only. Renter must sign a rental contract to complete their reservation.House Cleaning $150 per stay.Renters are required to bring their own linens - sheets, bath, and kitchen towels. Comforters, blankets, pillows are provided.Video surveillan

Located in Bridgton, Maine, United States. Lakeside living! Shawnee Peak across the lake- with kayaks & paddle board This charming lakefront house is located on Moose pond across the boat launch with private access to the lake in the backyard for kayaking, paddling, canoeing, fishing, ice fishing, snowmobiling, cross-country skiing or to enjoy the fall color. Shawnee peak is 5 minutes away. The house is on a 1 acre lot with no neighbors. The sunsets are amazing. The front porch has a view of Moose pond and the Pleasant Mountain (Shawnee peak). North Conway outlets are 30 min away. Many ski resorts (Wildcat, Cranmore, Attitash, Black mountains,..) in North Conway area and the Presidential range for hiking. Ideal for sports lovers or romantic getaway.WiFi. One single person kayak, one 2-person kayak, paddle board and paddle boat available to use. Fire pit.The house has 2 bedrooms and can accommodate 4 adults .Bedroom 1- DoubleBedroom 2- KingOpen space with dining room and living room with a gorgeous view of the lake. Livin

Located in Bridgton, Maine, United States. Bridgton, Maine, Long Lake, Luxury Lakefront Private Estate Built in 2001 with 151 feet of lake frontage, 1.4 acres! Very private and peaceful, yet close to many area attractions. Luxury, family friendly, waterfront home on Long Lake. Lake views from all three floors! Four bedrooms, TWO FULL GOURMET KITCHENS, one on the main floor and one on the lower level.The lower level also has its own bedroom with 2 queen-size beds and separate full bath, making it perfect for an in-law suite. The main floor living room has cathedral ceilings and a gas fireplace. On the opposite side of the two sided fireplace is a cozy sun room with a pull out sleeper couch. Enjoy the lake views from the deck off the main floor. The master bedroom suite is located on the main floor. A very spacious king-sized bedroom opens up into a private luxury bathroom through french doors. There is a whirlpool tub to relax you and a separate dual head shower.The top floor features two additional bedrooms. The largest bedroo

Located in Bridgton, Maine, United States. Lakefront - Family Friendly Home - on Long Lake w/beaches and boat slip. Enjoy the Lakes Region of Maine in this fully renovated air-conditioned house at the 30-acre Lakeside Pines Campground. Great views and just steps away from 12 mile Long Lake, two beaches, marina with slip for your boat and camp store with great pizza, subs, candy and ice cream. Free use of canoes, kayaks and paddle boards, kids playground with slides, and plenty of room for everyone to spread out and play. Enjoy outdoor cooking on the barbecue grill, and enjoy a cozy fire pit right outside your door. Great living space with room to spread out - puzzles and games included. For the TV buffs - a 65" TV, WiFi throughout house. Second floor bedrooms include 2 master bedrooms and a kids/young adults room with 4 twin beds all with new luxury hotel mattresses. Minutes away from Bridgton Center with numerous dining and shopping options for all ages. Plenty of mountains to walk/hike, or take your boat from Long Lake

Located in Bridgton, Maine, United States. Quiet Long Lake Cottage in Bridgton with dock for boat. Canoe/Kayaks/PaddleBoard Wake up on Long Lake to spectacular sun rises and the serenading of loons. This charming cottage faces East and sits directly across the water from the village of Harrison. Borrow one of two kayaks or the paddle board and head to Harrison for a meal or ice cream. This cozy cottage is 800 square feet and includes a balcony overlooking the water and 2 air-conditioned bedrooms and laundry room on the lower level. The upper level (where you enter) is an open-floor layout with a sofa and a futon that sleeps two. The well-stocked kitchen includes a dishwasher. Bring or rent a boat and tie it up to the dock for the week. Looking for an all-day boating adventure? Leave the dock and boat to Frye Island in Sebago Lake through the Songo Lock...one of the last manual locks in the country. Long Lake connects to Brady Pond, Crooked River, the Lock, and then Sebago Lake and Frye Island. A highlight for any boater in the

Located in Bridgton, Maine, United States. Ski chalet located in a quiet neighborhood Perfectly maintained chalet 5 minutes from Shawnee peak and moose pond. Located in a quiet neighborhood just off of 302. Full basement with washer and dryer on site. 1 king bed, 1 queen, 1 double , bunk beds and one twin bed. Also had a crib in the bedroom with a double bed. Fully functional galley kitchen with an eating area. You tube tv and Netflix for your viewing pleasure. Perfect for a couple families

Located in Bridgton, Maine, United States. Charming Lakeside Retreat Good Cheer Cottage is located in North Bridgton, Maine, sited directly on Long Lake with 200' of lake frontage. This charming 100+ year old cottage was completely updated in 2019 with all the amenities you want for your summer vacation on the water. At the end of the day, the fabulous front porch will beckon you for hours of games, conversation, and cold beverages. Anchored by a stone fireplace, the Austrian inspired wood paneled main rooms are open concept and comfortable with plenty of seating. The dining room has a table for 6 persons and the living room has a sofa, two rocking chairs, a lounge chair and a large built in window seat.Good Cheer has 3 bedrooms, 2 queen beds and 1 king bed. There is 1 bath on the first floor with a new subway tiled shower and a half bath on the second floor. The new kitchen is fully applianced and outfitted. Other amenities include wireless internet; air conditioning; gas grill; use of canoe; fire pit; washer

Located in Bridgton, Maine, United States. Spacious lodge with Shawnee Peak view, great deck, fireplaces, & central AC The Bear's DenOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find generous space and a gorgeous view of Shawnee Peak at this four-bedroom, three-level home in Bridgton, where you'll be perfectly placed for outdoor adventures in summer and winter alike. This home is beautifully situated between Moose Pond, Woods Pond, and Highland Lake. In the snowy winter months, you'll be less than four miles from Shawnee Peak, with both a wood-burning fireplace and a pellet stove to welcome you home in the afternoons.Enter into an impressive great room on the main floor, which features a two-story wall of windows framing Shawnee Peak, natural log walls, and a fireplace with a floor-to-ceiling stone hearth. Adjoining this room is a dining area, a spacious kitchen with stainless steel appliances, and a fantastic outdoor deck with a gas gril