
Family-friendly vacation rentals in Bridgton
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Top-rated family-friendly rentals in Bridgton
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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 fall & winter walking distance highland lake, shops, and restaurants. Just minutes from Pleasant Mountain for hiking, skiing, 30 minutes from North Conway, and an hour from Portland a perfect central location to relax after exploring

Schoolhouse*Hot Tub*Game Room*King Beds*Firepit*Ne
MAKE MEMORIES together in the school's large classroom which is an impressive gathering spot for the whole group with the modern kitchen, massive dining table and comfy living room. Endless entertainment in the brand new barn game room! This lovingly restored schoolhouse is a unique mixture of historic charm, warmth, character and modern ease. Gather outside on the 7 acre property for a cookout, chat by the fire or relax in the hot tub after hiking, swimming, boating, skiing, dining or shopping

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.

Dog friendly near Ski Mtn w/ Hot Tub + Fireplace!
Looking for a fun-filled getaway in the heart of the lakes region? Look no further than The Moose Den! Our stylish and cozy cabin is just a stone's throw away from shared water access. Just 4 mins to Pleasant Mountain Ski Resort, every nature lover will feel right at home. After a day of adventure, relax in the new hot tub, enjoy a delicious meal in our fully equipped kitchen, listen to music on the record player, or cozy up by the fireplace. Book now to experience the ultimate cabin retreat!

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 hammock, very quiet retreat. Please note it's old!

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.

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!

Taproot Cottage at Stone Mountain
Taproot Cottage is cozy, quiet, comfortable and nestled in the beautiful White Mountain foothills of Brownfield, ME. Just one mile from the Stone Mountain Arts Center, 30 minutes to North Conway, NH, and easy access to hiking trails, mountain vistas, and the Lakes Region of western Maine. It offers a well-equipped kitchen/dining/ living room combination, full bath, a relaxing sunroom with full-sized futon for additional sleeping, and a loft bedroom with a queen bed.

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.

Barrett’s Cabin
Welcome to Barrett's Cabin located in the foothills of the White Mountains with water views of Hancock Pond, 50 minutes to Portland, 35 to North Conway and 15 to Bridgton and Pleasant Mountain. Open concept first floor, 2 bedrooms, 1 bathroom, Carriage House has 2 bedrooms. Driveway fits up to 6 cars. Enjoy outdoor patio, shower, fire-pit, private mini hiking trail system and quick access to snowmobile trails and public boat launch 1/3 mi away.

CloverCroft - "Far from the madding crowd."
CloverCroft, a 200+/- year old farmhouse, is located in the rich farmland of the Saco River Valley at the foot of the White Mountains. We go the extra mile to make your stay enjoyable and comfortable. (Please note our mattress is FIRM and there is a long flight of outdoor stairs to access the suite.) COME ENJOY PRIVACY AND THE GREAT OUTDOORS. There are many summer and winter activities very close by and we look forward to hosting you.

Misty Mountain Hop - minutes to Pleasant Mountain!
The perfect retreat for families & friends or even a romantic getaway! Plenty of room to stretch out, relax & feel at home. Full kitchen, comfy beds, wrap around porch, seasonal use of grill, fire pit and lots of space to explore and launch adventure from. Five minutes to Pleasant Mountain, ten minutes to downtown Bridgton, thirty minutes to North Conway and about forty-five minutes to Mt. Washington. Well behaved dogs welcome!
Popular amenities for Bridgton family-friendly rentals
Family-friendly home rentals with a hot tub

Attitash Studio | 5min to Storyland| Pools

Cottage with Whirlpool tub - McLeod

LUX Designer Private Waterfront

Maine A-Frame with Hot Tub, Game Room, Lake Access

Bridgton Getaway

Cozy Log Cabin incredible views - ski & hike

Riverside|Sauna|Hot tub|Pizza Oven|Dogs

Stunning 2BR with Mountain Views | Nordic Village
Family- and pet-friendly home rentals

Luxurious Mountainside Cabin! Fantastic Views!

Charming Carriage House in the White Mountains

Cozy Guest Suite in White Mountain National Forest

Cabin retreat just steps from adventure

The Misty Mountain Hideout

Studio, pet friendly, river views, Jackson NH

Mountain View Studio

Steep Falls Escape, river & falls just steps away
Family-friendly home rentals with a pool

Sunny West End Guest Suite w/Harbor Views and Pool

Attitash Retreat

Family friendly + Mountain Views @amountainplace

KimBills’ on the Saco

Intimate Garden Style Condo with Mountain Views

Fireplaced Mountain King Suite w/Hot Tubs & Pools

Family Fave | Storyland | Game room, gas fireplace

Cozy Family Retreat with Saco River Access
Quick stats about vacation rentals that are family-friendly in Bridgton
Total rentals
300 properties
Nightly prices starting at
€ 60 before taxes and fees
Total number of reviews
9.9K reviews
Pet-friendly rentals
130 properties allow pets
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
130 properties have a dedicated workspace
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- Sebago Lake
- Squam Lake
- Story Land
- Scarborough Beach
- Sunday River Resort
- Weirs Beach
- Owl's Nest Resort
- Attitash Mountain Resort
- Loon Mountain Resort
- Mount Washington Cog Railway
- Franconia Notch State Park
- Diana's Baths
- Dunegrass Golf Club
- East End Beach
- Omni Mount Washington Resort
- Funtown Splashtown USA
- Willard Beach
- Cannon Mountain Ski Resort
- Crescent Beach State Park
- Wolfe's Neck Woods State Park
- Ferry Beach
- Cliff House Beach
- King Pine Ski Area
- White Lake State Park