Holiday houses in Crooked River

4.95 out of 5 average rating, 198 reviews

Farm stay in Norway

Waterfront Home on Norway Lake - Hillcrest Farm

Serene parklike setting on 11-acres with 1,300-ft of frontage on Norway Lake. Newly renovated 1 bedroom apartment with full kitchen in historic farmhouse has separate access for complete independence. Only 35 min to Sunday River & 1 mile to downtown Norway. Direct connection to miles of hiking, biking & ski trails on Shepherd's Farm Preserve. Fish from our dock, use our canoes and kayaks, rent boats from the local marina or watch abundant wildlife from the deck - unlimited outdoor activities!

4.89 out of 5 average rating, 150 reviews

Cabin in Waterford

Jewett Pond Retreat

Relax in the Western Maine Foothills at our cabin on Jewett Pond. The main cabin has 672 sq ft of finished living space with bedroom (queen bed), bathroom, basic kitchen, great room (queen sleeper sofa), and screened porch. There is an additional rustic bunkhouse with two twin beds. This space is ideal for a couple or adventurous family who enjoys swimming, canoeing, hiking, fishing, or sitting on the screened porch with a good book and pine forest backdrop. Canoe included with booking.

Superhost

4.9 out of 5 average rating, 307 reviews

Riverfront Luxury in the woods, Million $ Views.

Secluded A-frame nestled along Crooked River, breathtaking views and world-class fly fishing beckon. Swim in the river or explore scenic hiking trails right from your doorstep. Inside, savor modern comforts including central AC. Just minutes from pristine lakes, primo golf courses, and thrilling ski slopes, this charming private oasis offers an ideal mix of tranquil relaxation and outdoor adventure. Book your unforgettable getaway today and immerse yourself in this one-of-a-kind retreat!

4.94 out of 5 average rating, 631 reviews

Loft in Bridgton

Tap House Loft~Sunny & Spacious, Private Hot Tub

Conveniently located in the heart of Downtown Bridgton, the Tap House Loft is ready for you, your friends and your family to enjoy! Walk to vibrant Main Street, Pondicherry Park, the Magic Lantern Theater, Highland Lake and all the downtown shops, gallerias and restaurants...or simply relax in the peace and quiet of our newly restored, historic warehouse. Located above the Sundown Lounge, this 900 sq ft space offers a large Master Suite with French Doors leading to a deck and hot tub.

4.85 out of 5 average rating, 239 reviews

Home in Waterford

Maine Lakes Region house (private hot tub)

Cozy new construction, Chalet style, year-round house, on 9 wooded acres. Lots of Privacy, Short drive to Ski slopes, snowmobile trails, hiking, or beautiful lake to swim, or kayak. Gage beach a 10-minute drive. Close to great hiking, Also Shawni peak and Sunday River. Great restaurants, Mt Washington, NH shopping outlets. Full Desk / office, 200 mb of streaming. Wi-Fi, Netflix via ROKU, Canines only, NO CATS, NO EXCEPTIONS. Portable generator in the event of a power failure provided.

4.99 out of 5 average rating, 268 reviews

Guest suite in Bridgton

Barn on Pleasant- walk to town-no cleaning fee

Welcome to our charming loft in a peaceful neighborhood, ideal for comfort and convenience. This well maintained property provides a cozy living space. The loft features a kitchenette, a beautiful stone fireplace and a big, comfy reclining couch. Visit Bridgton this summer walking distance to Highland Lake, shops, and restaurants. Just minutes from Pleasant Mountain for hiking, 30 minutes from North Conway, and an hour from Portland a perfect central location to relax after exploring

4.99 out of 5 average rating, 144 reviews

Cottage in Waterford

Tall Pines Hideaway

Classic Maine cottage on Papoose Pond, nestled among the trees. Enjoy the peace and quiet of this small pond, whether reading a book, or paddling a kayak, canoe or paddleboard. All the equipment is waiting for you. Lots to explore in the area as well, being close to Bethel and Sunday River, Fryeburg, North Conway and the White Mountains. Relaxing on the dock is always an option! Enjoy the glow of the fire pit at night, or gather inside for games or a movie. Time to kickback!

4.9 out of 5 average rating, 239 reviews

Cottage in Bridgton

Rustic Pebble Cottage in beautiful Bridgton, Maine

Pebble Cottage is a one hundred year old quirky camp that was enlarged some years back. It is located in Bridgton near plenty of lakes and skiing. The public beach is a short skip down the hill. The cottage is a rustic little haven that was saved from demolition, and updated with a brand new bathroom, a cute little kitchen with a dishwasher, with two heat pumps to keep the space cozy and three homey comfortable bedrooms, a large yard with a picnic table, very quiet retreat.

Place to stay in Bridgton

4.89 out of 5 average rating, 132 reviews

ShackHilton-New single room, privacy, deck, patio

This refurbished old shed is now a private open room with exposed beams and dry kitchen. A composting toilet is in the barn, there is no shower. There is a patio behind this room and parking to the side. There are no shared spaces in this combination of shabby-chic and rustic areas. There are views of lovely woods and grass outside the large windows. Electricity, a microwave, gravity-fed water/sink, wifi, and a keycode entry are provided.This is a glamping-style situation.

Superhost

Guesthouse in Bridgton

4.89 out of 5 average rating, 124 reviews

Private apart with luxury view, mins to everything

Welcome to the Peak View Apartment! This lovely and stylish place is perfect for a honeymoon, anniversary or romantic getaway or for those who crave for retreat. This is what you imagine when you want to relax in the house in the mountains!!! But also great for a small family with kids! Sitting on the ridge of Pleasant Mountain, the place is minutes away from all the attractions and beautiful lakes. The property will give you the full vacation in the woods experience!

4.95 out of 5 average rating, 106 reviews

Guesthouse in Greenwood

The Burrow at Patch Mountain

Surrounded by nature, this is a perfect getaway for anyone seeking an active outdoor adventure or a quiet restful retreat. The Burrow is a small studio cottage, set between two other buildings, on a wooded 4.5 acre property. It’s a peaceful, cozy space with a full size kitchen, views of the river and abundant natural light. It has its own sunny patio for eating and shares a fire ring, sitting area and driveway with my other AirBnB- The Haven at Patch Mountain

5 out of 5 average rating, 103 reviews

Home in Bridgton

Wren Cabin + Wood fired Sauna

We built the Wren Cabin to be a serene space filled with light and art and with lots of cozy details. Lofted ceilings, a spiral staircase and large open concept with lofted bedroom. The cabin also has a gorgeous wood-fired sauna for those colder days. Wren cabin has a large wraparound deck for relaxing and an outdoor fire pit, as well as shared access to Adams Pond. The space is modern Scandinavian, light and aery, and filled with thoughtful details.

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Other great holiday rentals in Crooked River

5 out of 5 average rating, 85 reviews

Apartment in Norway

Bright, Cozy Downtown Home

LorraineRating, 5 stars1 week ago

This is not our first time staying here and it won’t be our last. The apartment is beautifully appointed and the huge kitchen has absolutely everything you would need! And we absolutely love the shower. Rocky was very attentive to our needs and questions and we really appreciate being able to stay so close to town that we can walk to shops and restaurants. Can’t wait to come back!

4.96 out of 5 average rating, 24 reviews

Cabin in Norway

Hillbrook Cabin - kayak + hike, steps away!

AlexRating, 5 stars7 months ago

Took a family trip to see Maine during fall…this lake cabin is a bucket list dream. We enjoyed using the fire pit and also had a blast using the peddle boat on the lake. The fall foilage in October is perfect and staying in Patricia’s cabin is what dreams are made of. Thank you so much for an amazing stay. =)

4.97 out of 5 average rating, 38 reviews

Single family, 2 bed home steps from the beach

AbbyRating, 5 stars8 months ago

We loved staying at Becky's place. It was spacious with everything we needed. The lake and playground space directly behind the Airbnb was such a nice feature!

4.96 out of 5 average rating, 24 reviews

Apartment in Bridgton

The Sea Breeze-Downtown Bridgton

KateRating, 5 stars3 months ago

Beautiful place! Highly recommend!

5 out of 5 average rating, 82 reviews

Snowbird Lodge Maine

AaronRating, 5 stars1 week ago

Had a great rainy weekend here with the crew. Best equipped kitchen ever, no need to bring anything no matter what you're cooking. The sauna was roomy and oh so lovely on the rainy afternoons.

Superhost

Cabin in Greenwood

5 out of 5 average rating, 4 reviews

Luxury Nordic Cabin | Lakefront w Hot Tub + Sauna

MarianRating, 5 stars3 months ago

An absolute gem if you want to reconnect with family/nature, relax and unplugg. It was so peaceful and tranquil. my 5 year old son loved being in the loft stargazing at night. we would be sitting in the deck by the firepit for smores and some snacks every night. Truly, one of our best family trips. Kendra is also very responsive.

5 out of 5 average rating, 46 reviews

Cozy, Quiet Lakeside Retreat with beautiful views!

ThomRating, 5 stars1 month ago

We love staying here, it’s our second time and we look to stay here more in the future! The place has a lot of space, both indoor and out. It’s also a great work environment when we are both on Zoom calls and the kids are watching TV. We love sitting on the front porch at sunset and watching the sun go down over the mountains over the lake.