Pet-friendly holiday rentals in Jamaica

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Jamaica pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Brattleboro
4.93 out of 5 average rating, 215 reviews

Frosted Willows

SafeerRating, 5 stars4 days ago
Perfect place for our family. We’re grateful for the baby proofing and kids toys, and the creek at the back was beautiful. Highly recommend Chelsea’s place!
Top guest favourite
Home in Wardsboro
4.95 out of 5 average rating, 111 reviews

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

MikeRating, 5 stars1 month ago
We stayed for a weekend at Kelley and Jason’s home in Vermont and everything went great. From check in, to the local recommendations, to the quiet setting, we enjoyed a great time away. Hot tub, game room and the large deck were great.
Top guest favourite
Home in Wilmington
4.99 out of 5 average rating, 208 reviews

Vermont Sugar House Retreat

ValarieRating, 5 stars3 weeks ago
This home is certainly one that feels like home when you walk in the door! The warmth of the wood and decor, and little touches throughout, let us know how loved this home is. We had everything we needed for our 2-plus week stay, and our hosts were incredibly responsive and kind. It was lovely to hear the owls and running water at night, and I can imagine how lovely the fireplace would be to use during the colder months! Thank you for a lovely stay!!!
Guest favourite
Home in Danby
4.96 out of 5 average rating, 228 reviews

Comfortable farmhouse with stunning views

ErinRating, 5 stars2 weeks ago
This was the perfect place for a peaceful Vermont getaway! The house is unique and a great balance of historical farmhouse and modern comfort. Very clean and easy to use amenities. Would love to stay again!
Guest favourite
Home in Grafton
4.94 out of 5 average rating, 120 reviews

The Grafton Chateau

EmmaRating, 5 stars3 months ago
The Grafton house was perfect for our multi-family with the big space, bedrooms, and bathrooms. We loved the living room area where we could all sit together for family games. The property and house are beautiful and the perfect Vermont vibes. As a skiing family, we liked the location between our favorite ski resorts. Raphael was a wonderful host in providing instructions before our arrival and helpful advice. We really enjoyed our stay at the Gafton house.
Top guest favourite
Home in Londonderry
4.97 out of 5 average rating, 142 reviews

Wild Blossom Farmhouse - a lovely family getaway

MorganRating, 5 stars2 weeks ago
We had a wonderful weekend in Vermont! The Airbnb was beautiful, clean and in a great location!
Top guest favourite
Home in West Windsor
4.98 out of 5 average rating, 202 reviews

Meadow View. 35 acres outside your door!

MattRating, 5 stars3 weeks ago
The Meadow View apartment was clean, comfortable, private and peaceful. It had everything we needed for our long weekend in VT and is on a beautiful and quiet property. This is our 2nd time staying at Sondra and Daniel's property (previously stayed in their cabin) and would absolutely stay with them again the next time we visit Vermont.
Top guest favourite
Home in Poultney
4.92 out of 5 average rating, 123 reviews

Cozy Home in Poultney, Vermont.

DanielRating, 5 stars4 weeks ago
The space was fantastic for our two little families with easy access to the local Slate Valley Trails. Lots of wonderful and attentive touches to make our stay homey welcoming. Hope to return again soon!

Pet-friendly home rentals with a pool

Superhost
Cabin in Wardsboro
4.92 out of 5 average rating, 202 reviews

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

AnthonyRating, 5 stars2 months ago
The cabin was lovely! We went for a little weekend getaway with some friends and it is a great space for such an occasion. There is a surprising amount of space in and around the house and we didn't even use the three season porch. The hosts were also very responsive and easy to communicate with. Definitely a cute little home away from home!
Guest favourite
Guest house in Granville
4.9 out of 5 average rating, 910 reviews

Moon Valley Country Retreat no clean fee pets yes

GabrielRating, 5 stars1 day ago
This is a wonderful place to stay. It’s very clean and the hosts have prepared for everything. It feels like your own cabin in the woods. Plus there are so many activities in a short distance of the place.
Guest favourite
Home in Keene
4.93 out of 5 average rating, 213 reviews

The Brick House on Washington Street

SamanthaRating, 5 stars1 week ago
We had such a wonderful stay at this historic home! Ruth was a great host and was easy to communicate with, even when I needed to message her late at night. The rooms were great and it was in a perfect location. We are looking forward to booking here again next year.
Top guest favourite
Cottage in Newfane
4.99 out of 5 average rating, 234 reviews

Cozy Vermont Antique Sugar House with Fireplace

ArielRating, 5 stars2 weeks ago
Lenore's place was very cozy. We felt right at home. We added guests (including a dog) after initially making our reservation and it was no problem with the host. Just a note, it costs a fee to add more guests on Airbnb. Overall our stay was lovely and our hosts were very nice, responsive, and welcoming. 10/10, would recommend.
Guest favourite
Tiny home in Brattleboro
4.88 out of 5 average rating, 223 reviews

“Sugar Maple” Rustic Cabin Getaway with Fireplace

CaitlynnRating, 5 stars3 weeks ago
We really enjoyed our stay and the town of Brattleboro as a whole. We loved the local restaurants and cafes. Kiplings and The Porch are a must visit. We found the recommendations in the welcome binder. While there we explored the trails surrounding the property. We did the full loop (yellow trail). It was about a mile and a half and a moderate hike, coming from a beginner. The interactions we had with Sean and others on the property were all pleasant. The cats roaming around the outdoor areas were adorable and fun to watch. We also really enjoyed the hot tub! The view is spectacular. Overall the stay was fantastic, just be aware this is an off grid kind of experience. This cabin is also down at the bottom of a fairly steep hill, making it more secluded but quite far from the wash house and hot tub. The cabin is a bit dusty and gets quite warm during the day. The bed and sofa are a bit uncomfortable but did the trick for a two night stay.
Guest favourite
Home in Williamstown
4.89 out of 5 average rating, 220 reviews

Hollywood Bungalow in the Berkshires #C0191633410

EveRating, 5 stars2 days ago
Diana and family were amazing super friendly, accommodating and checked in on use through out. We arrived later than expected but Diana waited for us and showed us around the property. We even got to see her dogs, meet her family, met the horse on the property behind and great conversations with Diana. She made us feel right at home. She prepped the pool for us, left us some good snacks and offered lots of recommendations. When you visit check out the theater set up, it’s pretty cool with insane sound system and clear video. Comfortable beds and all around beautiful property. If you visit in the summer it is a little warm on the second floor but we cooled off in the pool and just made sure to turn the fans on. It was the perfect birthday trip, relaxing, private and homey. My family and I are already looking forward to the next trip. Thank you to Diana for everything and hope we can meet again! 100% recommend.
Guest favourite
Chalet in Winhall
4.88 out of 5 average rating, 107 reviews

Vermont Chalet w/ Indoor Hot Tub 10Min to Stratton

BrandonRating, 5 stars3 months ago
Peaceful, Serene location just 10 minutes from Stratton. We enjoyed the use of the new hot tub, and roomy kitchen. This space is surrounded by nature with plenty of space for you and your group. Would definitely stay here again!
Superhost
Cabin in Wardsboro
4.91 out of 5 average rating, 227 reviews

Log Cabin w/ Hot Tub & Fire Pit - Stratton/Mt Snow

StevenRating, 5 stars3 months ago
Lovely house can’t wait to rebook for next snowboard trip!

Private, pet-friendly home rentals

Guest favourite
Cabin in Jamaica
4.88 out of 5 average rating, 112 reviews

Cozy Log Cabin near Stratton/Mt. Snow-pet friendly

JamesRating, 5 stars3 months ago
Christina was an excellent host who ALWAYS responded to any of my questions or concerns immediately and courteously. Her space was exactly as described and very spacious as well as a fantastic environment for a group to get together and have a great time! I highly recommend Christina’s place for a great time with a large group, she is the ideal host who works tirelessly to provide an amazing space for her guests!
Superhost
Guest house in Pawlet
4.91 out of 5 average rating, 319 reviews

Picturesque Cabin on the Mettowee

KarlRating, 5 stars3 weeks ago
Back to nature, tightly placed directly upon the river, such a lovely place. Totally off the grid, no phones, tv, I loved it. Bev is the perfect hostess. I highly recommend for those wanting a quiet get away.
Top guest favourite
Cabin in Sunderland
4.98 out of 5 average rating, 100 reviews

The Birchwood Cabin - Stunning Mountain Views

EricRating, 5 stars1 week ago
The cabin was one of the best places that we’ve stayed at through Airbnb! It had everything that you would want and the location was fantastic. It is a 10 minute drive to Manchester, a really cute town, and very close to many hiking options. The completely fenced in yard was great for our dog. We loved our stay here!
Top guest favourite
Home in Jamaica
5 out of 5 average rating, 40 reviews

2-Bedroom Home, 7 Minutes From Stratton Mountain

PaulinaRating, 5 stars4 months ago
Ariana’s place was great after a day of snowboarding at Stratton. Great location, the home was cozy and we had a great time relaxing at the house. Ariana was responsive to our question and the home was well equipped to enjoy a meal at home after being out all day.
Top guest favourite
Guest house in Salem
4.97 out of 5 average rating, 109 reviews

Guest House at Hummingbird Hill

evanRating, 5 stars2 days ago
The place is one room in the woods, it is very isolated, quiet and dark. I got to meet their friendly dog on a walk in the woods. I didn’t know where it came from but I fell in love instantly.
Guest favourite
Guest house in Jamaica
4.86 out of 5 average rating, 71 reviews

Stratton; 5 min. Pikes Falls, 1 min. Pets welcome!

AndrewRating, 5 stars4 weeks ago
We were a little nervous coming up the little winding road in the dark, but the place was easy to find abd checking in was simple. Bonus - we didn't know there was a beautiful waterfall and swimming hole only a 5 minute walk away! Great home base for exploring tons of hiking trails, and the perfect spot for us and our dog to rest.
Superhost
Chalet in Jamaica
4.86 out of 5 average rating, 95 reviews

Pickleball Pool Golf 7min-Stratton DogsOK Fire Pit

ShaneRating, 5 stars2 days ago
Amazing views. Amazing privacy. A beautiful couples retreat! Fireflies at night and rainbows in the backyard made this stay very special.
Guest favourite
Tiny home in Orange
4.92 out of 5 average rating, 385 reviews

The Writer's Retreat: A Sweetwater Stay

EmilyRating, 5 stars2 weeks ago
We absolutely loved Patti’s place and are already planning on coming back! The view is more impressive in person than photos - so peaceful and beautiful with the mountain, trees, and water. The home had all the essentials you need plus really nice touches with coffee/tea, lots of outlets, heat or A/C, and a fantastic selection of books. We were very comfortable inside during a rainstorm (which was a very cozy atmosphere) and took the kayaks out around sunset. Can’t wait to come back.

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

  • Total rentals

    90 properties

  • Nightly prices starting at

    $38 SGD before taxes and fees

  • Total number of reviews

    8.1K reviews

  • Family-friendly rentals

    80 properties are a good fit for families

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    90 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Windham County
  5. Jamaica
  6. Pet-friendly rentals