
Pet-friendly vacation rentals in Highland Lake
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Top-rated pet-friendly home rentals in Highland Lake
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Dreamy Mountain Home w/ Hot Tub, Firepit, + Views!
Perched at the summit with complete privacy and sweeping views of Mount Washington, the White Mountains, and Woods Pond, Mainely Mountain Views is a 4-bedroom Maine retreat that earns its name the moment you step onto the deck. Perfect for large groups with easy access to Pleasant Mountain, Long Lake, Sebago Lake, and the Saco River - plus hiking, mountain biking, and snowmobile trails. Watch the sun set over the mountains from the hot tub. The kind of place you come to relax, unwind, and enjoy.
PetsOutdoor spacesIndoor spaces
4.95 out of 5 average rating, 270 reviews
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.
Outdoor spacesPetsBreakfast
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.
PetsWalkabilityAmenities
4.92 out of 5 average rating, 374 reviews
Glass Wall Waterfront Hot Tub Fireplace Private
Wake up to rushing waterfalls right outside your glass wall in this romantic waterfront tiny home in Norway, Maine! Private hot tub with river views, see-through gas fireplace, cozy raised queen bed overlooking the water, outdoor shower, hammocks, and direct access to hiking trails. Total privacy—no neighbors in sight. Modern kitchen, heated floors, fast WiFi, and thoughtful touches for couples or solo escapes. Romantic getaway near Sunday River skiing, golf & Maine adventures. Nature's oasis
WalkabilityOutdoor spacesComfort
4.93 out of 5 average rating, 270 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!
WalkabilityPetsLong stay
4.89 out of 5 average rating, 288 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!
WalkabilityOutdoor spacesLaundry
4.94 out of 5 average rating, 109 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).
PetsOutdoor spacesFamily
4.92 out of 5 average rating, 136 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.
PetsOutdoor spacesView
4.96 out of 5 average rating, 201 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.
PetsOutdoor spacesLocation
4.9 out of 5 average rating, 167 reviews
Luxury, 7 bed, 7 Min. to N. Conway, Fireplace
Foxtrot Lodge is a new cabin located only minutes from downtown North Conway. Enjoy a stay in the summer to enjoy hiking, fishing, tubing Saco River, Story Land, Aquarium, Echo Lake, Cathedral’s Ledge or embracing all the local amenities, shopping and activities. Winter provides some of the best skiing, tubing, ice skating and embracing the winter wonderland of North Conway. With room for 8, our newly renovated lodge will provide you with the perfect home for your New Hampshire vacation.
Outdoor spacesPetsCheck-in
4.96 out of 5 average rating, 112 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.
PetsWalkabilityCondition
4.95 out of 5 average rating, 117 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
WalkabilityPetsHospitality
4.97 out of 5 average rating, 147 reviewsPopular amenities for Highland Lake pet-friendly home rentals
Pet-friendly house rentals

Best Ski & Lake House
PetsOutdoor spacesGrill
4.94 out of 5 average rating, 140 reviews
White Mountain Mansion -Secluded property, pets OK
PetsOutdoor spacesBackyard
4.9 out of 5 average rating, 106 reviews
Lakefront summer getaway for 6
PetsOutdoor spacesBeach
4.96 out of 5 average rating, 141 reviews
Farmhouse Retreat, Dog Friendly w/ view & deck
PetsOutdoor spacesDecor
4.96 out of 5 average rating, 101 reviews
The Loons' Nest: Lakefront oasis w/ hottub
WalkabilityOutdoor spacesCondition
4.9 out of 5 average rating, 125 reviews
Maine Lakes Region house (private hot tub)
PetsOutdoor spacesAccuracy
4.85 out of 5 average rating, 253 reviews
4BR near Skiing, Tubing, N Conway, White mtns
WalkabilityPetsBackyard
4.92 out of 5 average rating, 119 reviews
Brand New 4BR- fire pit, hot tub, game room.
PetsOutdoor spacesHiking
4.97 out of 5 average rating, 128 reviewsPet-friendly home rentals with a pool

Farmhouse: Hot Tub, Mini Golf, Pickleball, POOL
Outdoor spacesPetsWifi
4.87 out of 5 average rating, 113 reviews
Cozy glass-wall A-frame in the pines - 22
WalkabilityPetsIndoor spaces
4.92 out of 5 average rating, 210 reviews
Historic Schoolhouse c1866 + Pool + Lake + Hot tub
WalkabilityPetsGetting around
5.0 out of 5 average rating, 144 reviews
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
PetsWalkabilityBeach
4.96 out of 5 average rating, 178 reviews
NoCo Village King/Jacuzzi
WalkabilityPetsAir conditioning
4.89 out of 5 average rating, 401 reviews
Charming Chalet 3 min to SKIING & PVT beach access
PetsOutdoor spacesGrill
4.87 out of 5 average rating, 130 reviews
The White Mountains Signature Chalet
PetsOutdoor spacesAccess
4.94 out of 5 average rating, 126 reviews
ML home w beach, great views, hot tub, Pool/gym!
WalkabilityPetsCheckout
4.87 out of 5 average rating, 150 reviewsPrivate, pet-friendly home rentals

Cozy Rock Cabin #thewaylifeshouldbe
Outdoor spacesPetsCleanliness
4.99 out of 5 average rating, 393 reviews
Mad Moose Lodge• Secluded Cabin w/ Mountain View’s
PetsOutdoor spacesDecor
4.99 out of 5 average rating, 224 reviews
On the water Boathouse!
WalkabilityOutdoor spacesPool
4.9 out of 5 average rating, 178 reviews
Riverside|Sauna|Hot tub|Pizza Oven|Dogs
Outdoor spacesPetsGetting around
4.85 out of 5 average rating, 230 reviews
Log cabin, stunning views, hot tub, fire pit
PetsWalkabilityAmenities
4.96 out of 5 average rating, 227 reviews
Cozy Cabin, Close to everything
WalkabilityPetsBathroom
4.94 out of 5 average rating, 284 reviews
StreamSide Getaway- HOT TUB / AC/ Wi-Fi
Outdoor spacesPetsBathroom
4.86 out of 5 average rating, 285 reviews
Crystal Lake Chalet | Hot Tub, Sauna, Lake Access
Outdoor spacesWalkabilityLayout
4.99 out of 5 average rating, 79 reviewsDestinations to explore
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