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Pet-friendly vacation rentals in Jamaica

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Jamaica

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Cabin in Wardsboro

4.87 out of 5 average rating, 104 reviews

Mountain side acres

10 years of love and affection went into building our 2 bedroom custom home. Sticking with natural products to blend together the beauty of the surrounding area. Lay in bed at night and listen to river that runs the entire length of the property. The house has a full kitchen with seating for 6. Spacious living room for relaxing or admiring one of the many birds that visit all year round. Two upstairs bedrooms and office space. Walkout basement with full entertainment area, hot tub,exercise room.

Cabin in Londonderry

4.95 out of 5 average rating, 150 reviews

Summit ViewCottage:Cozy 3bd 2ba w/Fireplace&HotTub

Summit view cottage boasts 3 acres in the beautiful green mountains, we are 1,700 feet up in elevation . At this brand newly built PET FRIENDLY cabin you will have 3 bedrooms and 2 full bathrooms, which will sleep 6 comfortably. We have a brand new 6 person HOT TUB! You will find yourself within 15 minutes to the world famous Stratton mtn, 15 minutes from Bromley mtn and a close 4 minutes to the local Magic mtn.Very close proximity to the town of Manchester, which has great shops and restaurants

Cabin in Jamaica

4.87 out of 5 average rating, 291 reviews

Green Mountain Modern House: iconic modern getaway

Our unique, contemporary home is in the heart of the Green Mountain National Forest, all while offering all the perks of modern luxury in a secluded setting. Our amenities include open concept living and dining room, sauna, wood burning fireplace, front deck, backyard with fire pit and Adirondack chairs, and contemporary design and decor throughout. Now with EV charger, mini-split AC and heat, on-demand backup generator and high speed Starlink wifi (200+ mbs)! Pets welcome with a $100 pet fee.

Cabin in Jamaica

4.89 out of 5 average rating, 370 reviews

Forest Cabin-Swim-Views-Fire Pit-7 min to Stratton

Authentic post & beam cabin surrounded by forest. Private location off a quiet road, 3 miles to Stratton Sun Bowl (a 7-minute drive). Swimming hole at babbling brook on property, fire pit, hammock on porch, propane BBQ, picnic table, forest views. VCR & videos, turntable & records, games, Satellite Internet & WiFi 20-100 mbps, TV & Roku. Staircase to loft, gas heat, wood stove, pellet stove. Full kitchen. Easy to use, odorless composting toilet. Dog friendly (sorry, no cats due to allergies).

Cabin in Newfane

4.95 out of 5 average rating, 153 reviews

Cozy Cabin in Southern VT

Take it easy at this tranquil getaway. Fall asleep to chirping bugs and wake up to birdcalls. This is a quiet, lovely cabin in Newfane VT. Read a book, walk the meditation circle, swing in the hammock, and explore all that Southern VT has to offer. Close to swimming holes, hikes, country stores, flea and farmers' markets, and ski mountains (Mt Snow and Stratton) Pets and children are welcome, but there is only one queen bed. We can usually provide a travel crib if requested in advance.

Rental unit in Dummerston

4.96 out of 5 average rating, 195 reviews

HeART Barn Retreat

Peaceful, romantic retreat in this stunningly large and magical barn. This 1850's historic remodeled barn apartment is nestled into hundrends of acres of Nature Conservency. Many old maple and pine trees, hiking trails and breathtaking views will welcome you along the the drive here. If you'd like to book a healing retreat I offer Reiki sessions to guests. Inquire when you book. *Mount Snow is 35 minutes away. Okemo, Stratton, Bromley and Magic is 1 hour away and Stratton is 1 hour away.

Chalet in Jamaica

4.98 out of 5 average rating, 242 reviews

Vermont Chalet

Escape to our cozy A-frame on 3 private acres in Southern Vermont for a peaceful, secluded retreat. Relax to the soothing sounds of the river across the street while unwinding on the covered, enclosed porch. Enjoy a fully stocked kitchen, updated bathroom, strong WiFi, video games and books by a warm wood stove. Explore local towns, ski & board, or wander through our tranquil forest. With an EV charger, local artisan soaps, and warm woodstove, this is the perfect spot for a serene getaway.

Tiny home in Dover

4.99 out of 5 average rating, 168 reviews

Rustic Cabin in foothills of Green Mountains

Rennsli Cabin is off grid + nestled on a forested plateau in the foothills of the Green Mountains. You will feel like you are in the middle of nowhere, unplugged and able to regenerate. Kitchen is equipped with cooking essentials+ hosts provide water, coffee, tea, milk, fresh eggs + homemade soap. There is an indoor compostable toilet + outhouse + outdoor shower. Most seasons, the cabin is 100ft from parking, but weather conditions may require an 800 ft walk from parking at main house.

Barn in Marlboro

4.95 out of 5 average rating, 294 reviews

The Studio With a View. Bring your dog, too!

Our stylish Studio, a not so tiny Tiny House, is nestled into the Southern Vermont hillside and surrounded by nature. Enjoy the view from the deck, and cozy up in the newly renovated flower barn with a cup of coffee or tea and a great book. Well-mannered dogs are welcome, they will enjoy the fenced-in area right off the deck. Features: efficiency kitchen and dining area, cozy living space, queen-size bed, and a full bathroom. The large covered porch overlooks fields and trees.

Cottage in Newfane

4.99 out of 5 average rating, 207 reviews

Cozy Vermont Antique Sugar House with Fireplace

Enjoy a peaceful and unique stay at this beautiful 1796 Sugar House. Luxury bedding, cozy fireplace, soaring timbers to a cathedral ceiling make this a special place. There is a Queen size bed on the main floor and twin beds in the sleeping loft accessible by a ladder. Try some of our wonderful local restaurants and shops. Lots of hiking trails to explore. Winter sports all around, or just enjoy some hot chocolate, a fire, and a good book. You are sure to enjoy the “Sugar House”.

Barn in Newfane

4.97 out of 5 average rating, 145 reviews

Beautiful rustic woods and fields retreat.

Within the Fritz Conference Center, tucked into the beauty of the Vermont Countryside, is this charming apartment. Part of a renovated 19th century barn it is the perfect getaway. It sits on over 33 acres of fields, woods, apple orchard and Mountain View’s. 2 miles from historic Newfane Vermont, you are able to enjoy privacy, while close to the many attractions of the area. We are also dog friendly. There is an extra fee of $80 per trip per dog

Home in Londonderry

4.98 out of 5 average rating, 115 reviews

Modern 3-bedroom A-frame in Londonderry w/ Pond

This 1970s A-Frame has been newly renovated and is ready to host guests. This home is located on a 2.6 acre property complete with a swimmable pond , outdoor firepit (snow dependent) and dining al fresco. It's located only a few minutes away from amenities such as Londonderry Market, Pingree Park, Lowell Lake and several restaurants. For skiing, this home is in proximity to Magic (8min), Bromley (9min), Okemo (25 min) and Stratton (20 min).

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Chalets

Adventure-ready homes with après-ski style

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Jamaica pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Home in Wardsboro

4.95 out of 5 average rating, 100 reviews

Hot Tub & Game Room - Ski Mt. Snow/Stratton

Home in Sunderland

4.97 out of 5 average rating, 236 reviews

MOUNTAIN NEST, views, Manchester, hot tub,

Home in Windham

4.87 out of 5 average rating, 101 reviews

Magic Creek

Home in Winhall

4.95 out of 5 average rating, 123 reviews

Summit View Ski and Golf Retreat w/hot tub & Sauna

Home in Grafton

4.94 out of 5 average rating, 108 reviews

The Grafton Chateau

Home in Readsboro

4.86 out of 5 average rating, 124 reviews

December in Peaceful Vermont (Pet Friendly)

Home in Londonderry

4.97 out of 5 average rating, 130 reviews

Wild Blossom Farmhouse - a lovely family getaway

Home in Poultney

4.93 out of 5 average rating, 102 reviews

Cozy Home in Poultney, Vermont.

Pet-friendly home rentals with a pool

Home in Salem

4.98 out of 5 average rating, 185 reviews

Magical Farm Getaway - a must visit!

Home in Colrain

4.89 out of 5 average rating, 121 reviews

The 1770 House

Cabin in Wardsboro

5 out of 5 average rating, 61 reviews

VT Cabin | AC | Firepit | Hike | Swim | Ski

Cabin in Wardsboro

4.93 out of 5 average rating, 192 reviews

Leonard’s Log - Private Hot Tub, Fire Pit, A/C

Home in Keene

4.93 out of 5 average rating, 205 reviews

The Brick House on Washington Street

Chalet in Wilmington

5 out of 5 average rating, 79 reviews

Mt Snow Chalet: Peaceful Escape w/Hot Tub

Bungalow in Williamstown

4.89 out of 5 average rating, 211 reviews

Hollywood Bungalow in the Berkshires

Rental unit in Clarendon

4.92 out of 5 average rating, 146 reviews

Vermont Horse Farm

Private, pet-friendly home rentals

Cabin in Granville

4.98 out of 5 average rating, 160 reviews

Quaint log cabin nestled in the woods

Chalet in Jamaica

4.83 out of 5 average rating, 167 reviews

Artists Chalet minutes from Stratton Ski Resort

Cabin in Guilford

5 out of 5 average rating, 114 reviews

Rustically Romantic Cabin Near Sweet Pond

Cottage in Dorset

4.96 out of 5 average rating, 140 reviews

Pond Cottage

Cabin in Winhall

4.9 out of 5 average rating, 165 reviews

Contemporary 4 bdrm Cabin Hot Tub and Sauna

Chalet in Dover

4.94 out of 5 average rating, 104 reviews

8Min to MtSnow, HotTub, FirePit, GameRoom, Dogs Ok

Cabin in Winhall

4.91 out of 5 average rating, 140 reviews

Snow Valley Cabin-Cozy Escape Near Skiing & Nature

Rental unit in Conway

4.95 out of 5 average rating, 139 reviews

A Country Retreat-Enhanced Studio Apartment

Quick stats about vacation rentals that are pet-friendly in Jamaica

Total rentals
110 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
8.1K reviews
Family-friendly rentals
90 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
60 properties have a dedicated workspace

Destinations to explore