Waterfront holiday rentals in Jamaica

Find and book unique waterfront rentals on Airbnb

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Popular amenities for waterfront rentals in Jamaica

Waterfront apartment rentals

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

Brookside Hideaway Retreat

DavidRating, 5 stars2 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
Flat in Wilmington
4.98 out of 5 average rating, 484 reviews

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

Magdalene ERating, 5 stars1 month ago
This apartment is adorable, clean, well stocked and located right in downtown Wilmington. Walkable to the famous Dot’s restaurant (a must eat at!) and additional restaurants, shops, liquor stores, etc. Jennifer and her husband were so kind and accommodating with a funny / embarrassing misunderstanding on our part! They went above and beyond to ensure we were comfortable and happy. We loved how well stocked the bathrooms were with toiletries that a traveler may have forgotten at home. Happy to stay at any of their properties again anytime!
Top guest favourite
Flat in Wallingford
5 out of 5 average rating, 65 reviews

49 River Street

RaquelRating, 5 stars1 week 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
Flat in Clarendon
4.95 out of 5 average rating, 309 reviews

Dog heavenly! Private, beautiful and relaxing.

MarindaRating, 5 stars1 week 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
Flat in Charlemont
4.99 out of 5 average rating, 158 reviews

Suite 23 - Spacious Sunny 2-BR with Mountain view

MichelleRating, 5 stars2 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!
Guest favourite
Flat in Wilmington
4.88 out of 5 average rating, 311 reviews

Globetrotter Retreat - Minutes to the Mountain

JoeRating, 5 stars6 days 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
Flat in Shelburne Falls
4.98 out of 5 average rating, 121 reviews

River View Apt in Shelburne Falls Historic Village

JuliaRating, 5 stars3 weeks 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
Superhost
Flat in Londonderry
4.89 out of 5 average rating, 9 reviews

A Beautiful Secret Den - with a private hot tub!

SeanRating, 5 stars29 months ago
Beautiful location, great host! We loved the hot tub and the proximity to Magic Mountain. We will definitely be back!

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 stars1 week 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.
Guest favourite
Home in Brattleboro
4.93 out of 5 average rating, 209 reviews

Frosted Willows

RonaldRating, 5 starstoday
The place had great scenery and was comfortable. Weather was horrible throughout the weekend but we managed to have a great time in the home anyway. Chelsea was very responsive and helpful.
Top guest favourite
Home in East Dover
5 out of 5 average rating, 49 reviews

Magical Retreat Cottage - Waterfalls Everywhere

ManpreetRating, 5 stars3 months ago
Gene was the absolute best from before our trip started until the very end! His retreat was beautiful and very well kept with great amenities, looking forward to check it out in the summer!
Guest favourite
Home in Grafton
4.96 out of 5 average rating, 152 reviews

Ephriam Bruce House- ON RIVER IN VILLAGE CENTER

CarolRating, 5 stars1 week 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!
Superhost
Home in Cheshire
4.85 out of 5 average rating, 214 reviews

19th c. Barn in The Berkshires

JohnRating, 5 stars6 months ago
Our party of four adults and two small kids really enjoyed our weekend in this unique and tastefully renovated former barn. The linens, bedding, and towels were all top quality, the kitchen was well equipped, and overall the place was comfortable and spotless. The location is super private and quiet, surrounded by nature and farmland, including an on-site stream and sheep (that's not a typo). A great spot to stay for a visit to the northern Berkshires - Mt. Greylock and Mass MoCA are very nearby. Our visit was on a frigid winter weekend with a ton of snow and outside temps in the 20s, yet our indoor temps were toasty and very comfortable, especially with the wood stove.
Guest favourite
Home in Whitingham
4.9 out of 5 average rating, 102 reviews

Vermont lake house near Mt. Snow-fab 360 views!

JinsonRating, 5 stars1 week ago
Elizabeth is a very kind and responsive host! Her house and the bedrooms were spacious and clean, surrounded by beautiful nature. It was a great treat to spend a weekend there!

Quick stats about waterfront rentals in Jamaica

  • Total rentals

    10 properties

  • Nightly prices starting at

    ₹12,011 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