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Waterfront vacation rentals in Jamaica

Find and book unique waterfront accommodations on Airbnb

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Popular amenities for Jamaica waterfront rentals

Waterfront apartment rentals

Top guest favourite
Apartment in Greenwich
4.99 out of 5 average rating, 91 reviews

Cozy Riverside Apartment with Private Backyard

KateRating, 5 stars8 months ago
We loved our stay here! Beautiful backyard with peaceful views; the surrounding areas are full of lots of outdoor activity. Patrick was a kind and responsive host. Certainly recommend this stay for a couple looking for an R&R weekend getaway!
Guest favourite
Apartment in Chester
4.89 out of 5 average rating, 57 reviews

Spacious, Sunny, Second Story 2 Bedroom Apartment

ArunRating, 5 stars2 months ago
Overall A great place. Would def book it again. -Very spacious. We are a fam of 3 and more than enough for us. Easily could fit a fam Of 5. -Clean.
Guest favourite
Apartment in Wilmington
4.98 out of 5 average rating, 482 reviews

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

LisaRating, 5 stars2 weeks ago
Beautiful apartment in the center of Wilmington. We own land and have our camper set up in the next town over, but with the cold weather lately, the camper is still winterized. We wanted to come up and get some yard work done and stay locally, and this apartment was the clear winner! Walking distance to our favorite coffee shop, lots of restaurants, my favorite bookstore (!!) and walking trails. Loved the deck- even though it was April and iffy weather, we were able to have takeout dinner outside one night! So grateful that Jennifer allows pets, as we have two dogs and it’s often hard to find pet friendly Airbnb accommodations that are in a good location and as clean as this place! Jennifer was so kind, accommodating and responsive. She went out of her way to make sure we had a great trip- she’s definitely one of the best hosts we’ve had! Thank you for making this week wonderful! We will be back.
Top guest favourite
Apartment in Pawlet
4.94 out of 5 average rating, 18 reviews

Views of river & trail from the sunny PO treetops

LindaRating, 5 stars4 months ago
5 stars at this Airbnb. Away from the hustle, close drives to fun, dining, activities. Very comfortable, great Apple TV. Amazing views of VT right through the kitchen window with an accessible trail across a beautiful bridge. Quiet at all times, plenty of hot water, amazing host. I can’t say enough good things to highly recommend this listing.
Top guest favourite
Apartment in Clarendon
4.95 out of 5 average rating, 307 reviews

Dog heavenly! Private, beautiful and relaxing.

HildaRating, 5 stars2 weeks ago
The place had everything I was looking for. Very peaceful, private and safe 👌🏽 Loved de sound of the river in the backyard and to be able to sit by it and enjoy the sense of peace that it gives. Surrounded by nature, the place is just perfect for that well-needed getaway to unwind and relax 👌🏽 That Superhost title is well-earned! Liz is such a wonderful host 👏🏽 She is super responsive, very attentive, wonderfully helpful and kind 🧡 She helped me make the most of my stay 🧡 Poop Stick is such a lovely dog 🥰 I will definitely be staying again in the future. Highly recommended place ⭐️⭐️⭐️⭐️⭐️
Top guest favourite
Apartment in Charlemont
4.99 out of 5 average rating, 157 reviews

Suite 23 - Spacious Sunny 2-BR with Mountain view

MichelleRating, 5 stars1 month 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
4.91 out of 5 average rating, 134 reviews

Globetrotter Retreat too - Minutes to the Mountain

XianlongRating, 5 stars1 month ago
Thanks for the host making this place like home. Furnitures are well organized. My partner and I love the sofa in the living room. There is a big sofa and single arm chair sofa. It’s good for staying with partner to kiss cuddle and more. We love the well organized kitchen. Very well-equipped. They even have some stock of food, coffee and tea bags just in case if you are hungry in mid night. We came here for skiing trip. It’s just 15 min to Mt Snow, 1.5h to Okemo. Stratton is also around this area. Great location for mountain staycation.
Top guest favourite
Apartment in Brattleboro
4.98 out of 5 average rating, 133 reviews

River View apartment

MarionRating, 5 stars2 days ago
Susan’s place was quiet, clean and lovely. Close to town, but still in a wooded area. The apartment is well designed with everything you could need, including delicious coffee.

Waterfront house rentals

Superhost
Home in Springfield
4.97 out of 5 average rating, 29 reviews

Twin Mountain River House

LeahRating, 5 stars3 months ago
The house was beautiful and in a perfect location. Everything was clean and well cared for. The owner was very responsive and detailed—we didn’t need to message them at all during our stay! Would recommend to everyone.
Guest favourite
Home in Averill Park
4.98 out of 5 average rating, 174 reviews

Lake House in Averill Park, NY (age 30+ excl kids)

KathleenRating, 5 stars1 month ago
First of all, a 1 o’clock check in started us off on a very happy note. Then, having room for each female to have her own bed made a for peaceful stay. The biggest thing was how much the space was warm, comforting, and full of character. The sliders provided a broad view of the lake. The kitchen with the open area to dining and front area provided an open concept feel to an older home while maintaining its true character. The tall cabinets contained every utensil/small appliance that we needed and more. We brought a bag of board games as we know what we like, but there was a great variety already there. While there was plenty of room, we felt “together” in that space. We can only imagine the beauty that arrives later in spring. Thank you for having us!
Guest favourite
Home in Plymouth
4.95 out of 5 average rating, 251 reviews

Top of the World! Jacuzzi! Private Hiking Trails!

MichaelRating, 5 stars1 month ago
Nice place thanks Mike
Top guest favourite
Home in Dover
4.93 out of 5 average rating, 87 reviews

Cozy Riverfront Home, 1mi to Mt Snow, On Moover

NathanRating, 5 stars1 month ago
Location was great and a short drive away from mount snow, place was clean with ample room for our group. Nice scenery and cool creek in the backyard. Check in and check out was simple and straightforward. Appreciate the housing and accommodation
Guest favourite
Home in Brattleboro
4.94 out of 5 average rating, 203 reviews

Frosted Willows

AnnaRating, 5 stars3 weeks ago
I had a wonderful stay while visiting Brattleboro for work. The house is just lovely and extremely comfortable. The kitchen had everything that we needed. I’m hoping to stay again in the future when working in the area.
Top guest favourite
Home in Lempster
4.97 out of 5 average rating, 38 reviews

Cozy Crescent Cottage

PaigeRating, 5 stars1 week ago
Everything about our stay was amazing! The views were beautiful! The hosts were quick to respond whenever I reached out. They provided anything and everything you could think of! We had so much fun hiking on the trail to the small waterfall just minutes from the cottage, kayaking, and playing games they had. It was so nice to stay at a place that made us feel at home.
Superhost
Home in Jamaica
4.94 out of 5 average rating, 173 reviews

Cozy Riverfront Home in beautiful Jamaica

CaseyRating, 5 stars2 months ago
Great place. Very isolated and a beautiful location but still has all the creature comforts. The deck, view, and space are amazing. Fast WiFi, 2 bathrooms, and a dishwasher with garbage disposal are really cool in a rustic location like this. The wood fires hot tub was obviously the star of the show. Clear instructions and good communication for everything. The gas grill and gas fire pit were nice. Every thing was comfortable and great. Stress free. Hope to stay here again, thanks for everything.
Guest favourite
Home in Wilmington
4.88 out of 5 average rating, 106 reviews

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

JamesRating, 5 stars2 weeks ago
Place was great! Less than 10 minutes to Mount Snow. We had fun playing ping-pong, air hokey, pool, and darts! Relaxed by the wood burning stove. Lots of rooms and beds.

Quick stats about waterfront rentals in Jamaica

  • Total rentals

    10 properties

  • Nightly prices starting at

    $194 CAD 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