
Pet-friendly vacation rentals in Highland Lake
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Top-rated pet-friendly home rentals in Highland Lake
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Privacy, River, Pond, A frame Hot Tub, EPIC Views,
14 Acres Secluded A-frame nestled along Clean Crooked River, Hot tub with breathtaking VIEWS and world-class fishing. Swim in the river, private pond or explore hiking trails right from your door. Central AC - Gas Fireplace - Modern Kitchen. 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. Invite a private chef, florist or yoga teacher to fully unwind. Heated bath floors.
4.9 out of 5 average rating, 365 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.
4.92 out of 5 average rating, 374 reviews
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!
4.89 out of 5 average rating, 288 reviews
Cozy Cabin, Close to everything
Charming Cabin located on a dead end road in a wooded setting. Ideal for four season activities. 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
4.94 out of 5 average rating, 284 reviews
Lakefront haven near Shawnee-25mi to North Conway
Located in a quiet neighborhood, our home on Highland Lake is perfect for families or a friendly gathering, boasting 3 BD-2 BA, with gorgeous lake views, and direct lake access with a common sandy walk out beach area. Enjoy the provided canoe and kayak, and spend an evening grilling on the deck, or roasting marshmallows in the common fire pit! Less than one mile to downtown Bridgton. Easy access to hiking and snowmobile trails, as well as skiing at Shawnee Peak (less than a 10 min drive).
4.92 out of 5 average rating, 136 reviews
The Barnhaus | Unique 5-Star Experience | Hot Tub
Welcome to The Barnhaus. This brand-new construction custom-built home with an outdoor hot tub was 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!
4.94 out of 5 average rating, 109 reviews
Beautiful Views, Bridgton Maine
Vacation getaway for all seasons. Enjoy mountain and golf course views from this 3,800 square foot home. Pleasant Mountain Ski Area beckons from 10 minutes away. Sunday River Ski Area is 40 minutes away. Or bring your clubs and test your skills on the challenging 18 holes at Bridgton Highlands Golf located steps away. At the end of the day, sip on an adult beverage in the spacious timber frame great room and marvel at the field-stone fireplace that stretches from floor to the ceiling.
4.95 out of 5 average rating, 117 reviews
On the water Boathouse!
In the water! Two story boathouse. Originally built in 1939 and parked boats in until 1972. Converted to living space in the early eighties. The upstairs consist of a bedroom walk in closet and a balcony. The downstairs is a living room, kitchen and bathroom. Walk out the door to the patio , dock , and beach! You won't find anything closer to the water! The balcony is the perfect place to watch the sunset, thunderstorms, or sip your morning coffee. Watch the fish out the window!
4.9 out of 5 average rating, 177 reviews
Waterfront| Outdoor Sauna| Ski| Mountains| Firepit
Escape to Camp Sweden, an eco-friendly waterfront sanctuary in the foothills of the White Mountains. Paddle across the private pond, go for a hike in the Mountains nearby, or jump in the new outdoor panoramic barrel sauna and let your worries evaporate away. Enjoy a unique and rejuvenating experience that connects you to nature without sacrificing comfort. This retreat offers all-season enjoyment for nature lovers and outdoor enthusiasts alike. Experience Maine’s beauty today
4.97 out of 5 average rating, 147 reviews
Writers Cabin in the Woods with Sauna!
Nestled in the woods and on Adams Pond with new wood fired sauna! The cabin feels totally hidden away but is less than 10 minutes to Bridgton and Naples, hiking, beaches and restaurants. The woods are beautiful and peaceful and the pond is just down a mossy path. Great for couples or a weekend away. Large deck with grill and outdoor shower, firepit. There is a shared dock on the pond for swimming, fishing, or just enjoying the view as well 2 kayaks, and a paddle board.
4.94 out of 5 average rating, 205 reviews
Private cabin with lake access, hot tub & firepit!
Escape to a peaceful log cabin on 3 private wooded acres, set back for true privacy. This rustic retreat features an open-concept kitchen with modern appliances, a hot tub for stargazing, and access to Highland Lake with a kayak, paddle board and pedal boat. Relax by the solo stove or grill out back. Close to North Conway, the Saco River, Pleasant Mountain, hiking, and restaurants. Minutes to the center of Bridgton with lots of great restaurants and shops!
4.91 out of 5 average rating, 163 reviews
Fish Tales Cabin
Everything for your perfect Maine getaway! Use our private dock for your boat, but don't worry about kayaks and paddle boards - use ours. Enjoy a tranquil sunrise, the song of a loon, and the the quaint Bridgton village. Enjoy foliage in the fall and skiing at Pleasant Mountain (formerly Shawnee Peak) only 5 minutes away. White Mountains are very close too! Follow us on FB for more pictures, news and offers! Search for 35 Moose Pond, Bridgton, ME.
4.96 out of 5 average rating, 148 reviewsPopular amenities for Highland Lake pet-friendly home rentals
Pet-friendly house rentals

Best Ski & Lake House
4.94 out of 5 average rating, 140 reviews
Luxury, 7 bed, 7 Min. to N. Conway, Fireplace
4.96 out of 5 average rating, 112 reviews
Maine Lakes Region house (private hot tub)
4.85 out of 5 average rating, 253 reviews
White Mountain Mansion -Secluded property, pets OK
4.9 out of 5 average rating, 106 reviews
Lakefront summer getaway for 6
4.96 out of 5 average rating, 140 reviews
4BR near Skiing, Tubing, N Conway, White mtns
4.92 out of 5 average rating, 118 reviews
Unique and Stunning Beachfront property Greygoose
4.92 out of 5 average rating, 189 reviews
Lake Front Cabin on Desirable Highland Lake
4.98 out of 5 average rating, 64 reviewsPet-friendly home rentals with a pool

Cozy storybook A-frame over a stream - 24
4.92 out of 5 average rating, 189 reviews
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
4.96 out of 5 average rating, 178 reviews
Charming Chalet 3 min to SKIING & PVT beach access
4.87 out of 5 average rating, 130 reviews
OOB Oasis: 6BR Home w/ Private Pool Near Beach
4.96 out of 5 average rating, 158 reviews
Historic Schoolhouse c1866 + Pool + Lake + Hot tub
5.0 out of 5 average rating, 144 reviews
Attitash Retreat
4.88 out of 5 average rating, 323 reviews
Farmhouse: Hot Tub, Mini Golf, Pickleball, POOL
4.87 out of 5 average rating, 113 reviews
OR Stunning 'yurt' home, hot tub, beach, firepit!
4.91 out of 5 average rating, 120 reviewsPrivate, pet-friendly home rentals

Luxury Year-round Hobbit House w/ private hot tub
4.92 out of 5 average rating, 132 reviews
The Conscious Cabin | Getaways + Retreats
4.96 out of 5 average rating, 201 reviews
Blueberry Hill
4.96 out of 5 average rating, 263 reviews
Crystal Lake Chalet | Hot Tub, Sauna, Lake Access
4.99 out of 5 average rating, 79 reviews
Breathtaking Beachfront Cabin
5.0 out of 5 average rating, 24 reviews
FALL Lakefront Getaway Cabin/Private Sandy Beach!
4.98 out of 5 average rating, 53 reviews
The Cloud Cabin
4.99 out of 5 average rating, 70 reviews
Sunset Ridge on Highland Road
4.98 out of 5 average rating, 40 reviewsDestinations to explore
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