Holiday rentals in Bridgton

4.91 out of 5 average rating, 315 reviews

Lake Region Comfort, Close to Everything!

Come enjoy the Highland Lake area known for its clear water, boating and fishing! Just a few miles away from Shawnee Peak which offers both day/night skiing. Also a few miles away is downtown Bridgton where there is the Magic Lantern movie theater and the drive-in theatre. Downtown also offers shopping and many options for superb dining. This single-family residence will provide you with 3 bedrooms, a newly renovated kitchen, sliders to deck, bathroom, living room with large panel tv and WiFi.

4.99 out of 5 average rating, 140 reviews

Tiny home in Bridgton

Stunning Library Tiny Home *Private Hot Tub*King B

Welcome to The Tiny Library - Maine's most unique tiny home! This antique library building has been newly renovated into a cozy getaway for bibliophiles and library lovers alike. Its book-lined shelves and dark academia decor, along with modern amenities and high quality bedding ensure a memorable stay, while the gas fireplace and hot tub provide the perfect ambiance for rest and relaxation. Whether you're a bookworm or just in need of a quiet escape, The Tiny Library is the perfect 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.

4.99 out of 5 average rating, 267 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

5 out of 5 average rating, 112 reviews

Guest house in Hiram

1BR cozy, luxurious getaway @ Krista's Guesthouse

Newly built guesthouse above owner's garage with insane sunrises & great view. Property is located on 36 acres, owner lives on site in a separate house with her 3 dogs, 1 exceptionally lazy cat and 4 rogue chickens (they may all come visit you!). Grounds have ancient apple trees, loads of perennial gardens with more in progress, berries and an organic vegetable garden that we would love to share from if desired. Please do not hesitate to ask any questions! We hope to meet you soon!

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.

4.95 out of 5 average rating, 211 reviews

Dreamy Mountain Home w/ Hot Tub, Firepit, + Views!

Dreamy mountainside home with views of Mt Washington and the White Mountains! Boasting 4 bedrooms and 2 bathrooms, this house is perfect for large groups seeking easy access to Pleasant Mountain Ski Area, Long Lake, Sebago Lake, and Saco River, along with nearby mountain biking, hiking, and snowmobile trails. After a long day of adventure, enjoy a soak in our 6-person hot tub, fully equipped kitchen, fire burning wood stove, and a cozy living room with a large screen TV!

Superhost

Guest house in Bridgton

4.89 out of 5 average rating, 123 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!

4.94 out of 5 average rating, 255 reviews

Cabin in Bridgton

Cozy Cabin, Close to everything

Charming Cabin located on a dead end road in a wooded setting. Walk to Long Lake for a swim or 15 minute drive to ski slopes, 30 miles to North Conway, 60 minutes to Portland or just walk the town of Bridgton to visit the restaurants and antique shops. If you like to snowmobile the (ITS) trail is 200 feet outside the back door. The Perfect vacation spot. The house has Wi-Fi (GIG Access) which is plenty of bandwidth for work or play. Please read House Rules

5 out of 5 average rating, 103 reviews

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.

5 out of 5 average rating, 25 reviews

Flat in Bridgton

Charming & Scenic 1-bedroom apt in Bridgton

Welcome to Dragonfly Meadows! Tucked up in the sunny hills of Bridgton, this charming 1-bedroom apartment is perfect for your escape to the purest and most tranquil settings that Western Maine has to offer. With WiFi, heating/AC, and year-round views of Mt. Washington & Pleasant Mountain, any season is a good time to escape to our little slice of scenic utopia. Heads up! Our road is steep. In the winter an AWD or 4WD vehicle is a must.

Holiday rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space that's all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Bridgton holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Bridgton

5 out of 5 average rating, 10 reviews

Flat in Bridgton

Sunset Ridge on Highland Road

NickRating, 5 stars3 months ago

This was an amazing visit. We were not there long, but felt right at home. The apartment is easy to get to and we were stunned at how cozy the space was when we arrived. We got 6-10” of snow overnight and Peter was out snow blowing the driveway in the morning to ensure we could get our car out. Great hosts!! Anytime we head back up to ski Pleasant Mountain or enjoy the lakes region in the summer, we will check to see if Sunset Ridge is available!

4.94 out of 5 average rating, 66 reviews

Cabin in Bridgton

Pristine Log Cabin w/Lake Access NO Cleaning Fees!

JohnRating, 5 stars5 days ago

Heather is a wonderful host and this cabin is a lovely place to stay

Superhost

Cabin in Greenwood

5 out of 5 average rating, 4 reviews

Luxury Nordic Cabin | Lakefront w Hot Tub + Sauna

MarianRating, 5 stars2 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.

4.97 out of 5 average rating, 39 reviews

Flat in Bridgton

The Blueberry House (no silly fees!)

BarbaraRating, 5 stars2 weeks ago

A beautiful renovation in an old house, and very well-appointed. Jessica was very responsive to messages. The entry way does not match the apartment at all, very primitive and steep stairs, but manageable. Was surprised at how much I could hear traffic noise, and there were cars racing up and down the road occasionally. All in all, well-worth the money and worked well for my needs. I would recommend. Mostly five stars all the way.

5 out of 5 average rating, 8 reviews

Manor Suite,cozy newly renovated,downtown & beach

ChristinaRating, 5 stars4 days ago

Absolutely LOVED my little getaway! Everything was perfect. The suite was gorgeous and thoughtfully decorated. Scott and Hope were quick to respond to my questions and extra helpful. The bed was so comfy! The shower is on the smaller side, which was totally fine for me but something to keep in mind. The location was great and easy to walk into town. Everything was a 10/10, definitely staying here again!

4.98 out of 5 average rating, 80 reviews

Easy Turns - Mountain Getaway

IvelinaRating, 5 stars8 months ago

We had a great time with the family at Laura’s place! Beautiful area, spacious house with everything needed. The fireplace was super nice in the cool nights and the game room was a nice entertainment. Private and surrounded by nature. Laura was very responsive and easy to communicate.

5 out of 5 average rating, 14 reviews

Lakefront Home on Moose Pond + Hot Tub

CaitlinRating, 5 stars3 weeks ago

I can’t say enough about how wonderful this Airbnb is. Stasia has created such a peaceful oasis and her home has everything you could possibly need. Her instructions are incredibly clear and there was never a moment of confusion. The view is stunning, the home is comfortable and it was a great place to spend quality time with family. I would book again in a heartbeat!