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Waterfront holiday rentals in Jamaica

Find and book unique waterfront accommodation on Airbnb

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Popular amenities for Jamaica waterfront rentals

Waterfront apartment accommodation

Guest favourite
Apartment in Dover
4.93 out of 5 average rating, 46 reviews

Brookside Hideaway Retreat

DavidRating, 5 stars3 months ago
Charming and cozy place with the river right in the terrace area. Magical! The place had everything needed for a comfortable stay. The kitchen well packed! Super clean and organized. 5mins drive to Mt Snow.
Guest favourite
Apartment in Wilmington
4.98 out of 5 average rating, 486 reviews

**Happy Hour! Gorgeous & Modern Downtown Retreat**

SydneyRating, 5 stars3 weeks ago
This place was absolutely awesome!! There’s a lake right down the street, we got in some good fishing over there😁 there’s also a dispensary and liquor store downstairs. Hands down the coolest dispensary I’ve ever been in. Also, love the golden retriever in the liquor store!! The flea market was right down the street as well as a small pink colored coffee shack. They had the best iced lattes and they use espresso cubes for ice! Can’t wait to go back!
Top Guest favourite
Apartment in Wallingford
5 out of 5 average rating, 66 reviews

49 River Street

RaquelRating, 5 stars2 weeks ago
Immaculate place. Everything you might need! Very charming town. Close to Green Mountain and Appalachian trail hiking. This was our second stay here and we love it. Also, definitely go to Sweet Birch coffee shop while in town. :)
Top Guest favourite
Apartment in Clarendon
4.95 out of 5 average rating, 310 reviews

Dog heavenly! Private, beautiful and relaxing.

MarindaRating, 5 stars3 weeks ago
Our second stay here was great, river was a little higher but we wanted a peaceful weekend with friends and dogs. Apartment was warm given the unseasonable cold weather and we had all the amenities we needed even dog towels for wet pups. Did not see the host during our stay but she was in contact as needed.
Top Guest favourite
Apartment in Charlemont
4.99 out of 5 average rating, 158 reviews

Suite 23 - Spacious Sunny 2-BR with Mountain view

MichelleRating, 5 stars3 months ago
We had another wonderful weekend at Barbara & Chad's suite. We've stayed there multiple times and love it for our family of four. The hosts are always responsive and so very helpful. We also love the nearby Berkshire East Mountain resort and nearby local towns. Looking forward to our next visit!
Top Guest favourite
Apartment in Wilmington
4.88 out of 5 average rating, 311 reviews

Globetrotter Retreat - Minutes to the Mountain

JoeRating, 5 stars2 weeks ago
We had a great 4 day stay at Nina’s place. The apt is exactly as pictured and described on Airbnb. The space was a nice size, the furniture comfortable with the bed on the softer side, really good Water pressure in the shower, good amount of kitchen ware To create breakfast and lunches and light dinners. We loved the proximity to town and yet how quiet the place was, and there is a river directly in back. Nina was very prompt in responding to questions and gave us great recommendations for hikes in the area. There is a great bookstore and a number of really wonderful gift stores with Vermont artist’s works a block from the apt. And about a mile down the road starfire bakery with truly amazing baked goods. Make it a priority to Go there and try lots of things! We really loved our stay at Nina’s place and hope we can return in the fall or winter.
Guest favourite
Apartment in Shelburne Falls
4.97 out of 5 average rating, 122 reviews

River View Apt in Shelburne Falls Historic Village

JuliaRating, 5 stars1 month ago
shelburne Falls is an adorable town, and this Airbnb has a small table with 3 chairs on a back porch that looks out on the river and bridge— very nice . Cute apartment over the the owner’s store and perfect location to walk around town . crystal was a great host…. proactive before our arrival responsive
Top Guest favourite
Apartment in Newfane
4.97 out of 5 average rating, 455 reviews

Rock River Retreat: VT Oasis Pet Friendly

Kate-LynnRating, 5 stars1 week ago
It was a wonderful stay. Whether you’re just looking to relax or for a little adventure this stay offers it all. Even though it was a rainy stay they offer plenty of movies, books and games.

Waterfront house rentals

Guest favourite
Home in Argyle
4.93 out of 5 average rating, 176 reviews

High Oaks Lodge on Cossayuna Lake

MicalaRating, 5 stars3 weeks ago
Martha’s place is the perfect waterfront property to stay at for a relaxing weekend! The amenities are great and it is a cozy/updated camp with everything you need! It is close to neighbors and situated in a walkable community with friendly people. Great for a summer getaway with family or friends!
Top Guest favourite
Home in Brattleboro
4.94 out of 5 average rating, 123 reviews

Spacious Brattleboro home on river, walk to town

ThomasRating, 5 stars1 month ago
It was perfect for my overflow guests attending a weekend family reunion!
Top Guest favourite
Home in Guilford
4.96 out of 5 average rating, 126 reviews

Green River Cottage-A Peaceful Country Retreat

KaylaRating, 5 stars3 months ago
we will definitely be back here in warmer/fall weather. it was so peaceful and the kids loved it, so did my husband and I. the home was beautiful and I loved the fully stocked spices and bathroom of things you may not think to bring with you on vacation.
Top Guest favourite
Home in Dummerston
4.99 out of 5 average rating, 347 reviews

Pinecone Pond

KathyRating, 5 stars2 weeks ago
We had the most lovely stay at Pincone Pond. The house is absolutely spotless and well stocked with everything you need in the kitchen, shampoo and condition in the bathrooms and throw blankets for the cool evenings. The house is so homey and comfortable and the grounds are stunning. Beautiful yard and pond which were well cared for. Catherine has thought of everything including chairs for sitting by the pond or fire pit. Just a lovely, peaceful spot.
Guest favourite
Home in Brattleboro
4.93 out of 5 average rating, 212 reviews

Frosted Willows

TyRating, 5 stars4 days ago
We had a lovely stay, while in town celebrating our friend’s marriage! We really enjoyed the creek in the backyard! We would recommend this wonderful home ☺️
Guest favourite
Home in Grafton
4.96 out of 5 average rating, 153 reviews

Ephriam Bruce House- ON RIVER IN VILLAGE CENTER

CarolRating, 5 stars3 weeks ago
Wonderful place with great family room with fireplace especially when your weather doesn’t cooperate. The house is well kept and the instructions for everything were placed all around where needed. Fenced yard was great for the dog. The bed in the master is super comfortable with great linens. Loved the house-would live in it in a heart beat. Plenty of games, air hockey table, darts and another game table…grill, firewood- even poop scoops for the dog! Well done!
Guest favourite
Home in Wilmington
4.86 out of 5 average rating, 108 reviews

MtSnow * HotTub * Pool * Air Hockey * PingPong * Darts

MarkRating, 5 stars1 month ago
What an amazing experience! Our kids loved every second of it. Our hosts were amazing, responsive, and inviting. The home was beautiful and the scenery was spectacular. I highly recommend staying here. It was a great life experience! Thank you!
Guest favourite
Home in Whitehall
4.93 out of 5 average rating, 142 reviews

Lakefront A-Frame Home Emerald Lake, NY

SubinRating, 5 stars3 weeks ago
The house was very charming and had a stunning view of the lake from most rooms of the house. Spacious bedrooms too with nice big basement and sunroom. Loved the lake environment. Great spot for fishing and water activities. The family had great time with the kayaks and pedal boat. Great spot for a relaxing and peaceful getaway.

Quick stats about waterfront rentals in Jamaica

  • Total rentals

    10 properties

  • Nightly prices starting at

    $216 AUD before taxes and fees

  • Total number of reviews

    1.9K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Windham County
  5. Jamaica
  6. Waterfront rentals