
Pet-friendly vacation rentals in Highland Lake
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Top-rated pet-friendly home rentals in Highland Lake
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Luxury Year-round Hobbit House w/ private hot tub
Fern Hollow is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.
4.92 out of 5 average rating, 132 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
The Conscious Cabin | Getaways + Retreats
Your cozy, mountain retreat awaits. Settle by the fire in this thoughtfully renovated log cabin, located in the heart of the White Mountains & less than 10 minutes from downtown North Conway's local shops, restaurants & adventures. Just 5 minutes from hiking Mt. Chocorua, paddling Lake Chocorua & exploring the scenic Kancamagus Highway. Featuring a bedroom, loft, full bathroom, kitchen, tea/coffee bar, fireplace, outdoor shower, firepit & more. Bask in the restorative magic of cabin living.
4.96 out of 5 average rating, 201 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, 110 reviews
One-of-a-kind log home
A truly unique mountain getaway! Close to all that the White Mountains and North Conway have to offer, in a private and idyllic setting with mountain views. While the main level tends to offer a peaceful retreat, the ground level is the place to entertain. With the hot tub and outdoor firepit overlooking the mountains, no need to go out. A ski enthusiast’s dream location! Delicious dining & plenty of shopping nearby! * The primary guest making the reservation must be at least 21 years old.
4.9 out of 5 average rating, 167 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
LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!
4.98 out of 5 average rating, 200 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 reviewsPopular amenities for Highland Lake pet-friendly home rentals
Pet-friendly house rentals

Luxury, 7 bed, 7 Min. to N. Conway, Fireplace
4.96 out of 5 average rating, 112 reviews
Best Ski & Lake House
4.94 out of 5 average rating, 140 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, 142 reviews
Maine Lakes Region house (private hot tub)
4.85 out of 5 average rating, 253 reviews
Manor Suite cozy downtown walk to beach & hot tub
4.88 out of 5 average rating, 114 reviews
4BR near Skiing, Tubing, N Conway, White mtns
4.92 out of 5 average rating, 119 reviews
Brand New 4BR- fire pit, hot tub, game room.
4.97 out of 5 average rating, 128 reviewsPet-friendly home rentals with a pool

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
4.96 out of 5 average rating, 179 reviews
Cozy glass-wall A-frame in the pines - 22
4.92 out of 5 average rating, 210 reviews
Historic Schoolhouse c1866 + Pool + Lake + Hot tub
5.0 out of 5 average rating, 145 reviews
Farmhouse: Hot Tub, Mini Golf, Pickleball, POOL
4.87 out of 5 average rating, 113 reviews
NoCo Village King/Jacuzzi
4.89 out of 5 average rating, 403 reviews
Saco River Private Chalet: 2BR/2BA
4.97 out of 5 average rating, 132 reviews
Charming Chalet 3 min to SKIING & PVT beach access
4.87 out of 5 average rating, 130 reviews
OR Stunning 'yurt' home, hot tub, beach, firepit!
4.91 out of 5 average rating, 121 reviewsPrivate, pet-friendly home rentals

Cozy Rock Cabin #thewaylifeshouldbe
4.99 out of 5 average rating, 394 reviews
Cozy Cabin, Close to everything
4.94 out of 5 average rating, 284 reviews
Mad Moose Lodge• Secluded Cabin w/ Mountain View’s
4.99 out of 5 average rating, 225 reviews
StreamSide Getaway- HOT TUB / AC/ Wi-Fi
4.86 out of 5 average rating, 285 reviews
Log cabin, stunning views, hot tub, fire pit
4.96 out of 5 average rating, 227 reviews
Crystal Lake Chalet | Hot Tub, Sauna, Lake Access
4.99 out of 5 average rating, 79 reviews
The Cloud Cabin
4.99 out of 5 average rating, 70 reviews
FALL Lakefront Getaway Cabin/Private Sandy Beach!
4.98 out of 5 average rating, 55 reviewsDestinations to explore
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- Sebago Lake
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