Waterfront vacation rentals in Jamaica

Find and book unique waterfront rentals on Airbnb

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Popular amenities for Jamaica waterfront rentals

Waterfront apartment rentals

Guest favorite
Apartment in Chester
4.89 out of 5 average rating, 57 reviews

Spacious, Sunny, Second Story 2 Bedroom Apartment

ArunRating, 5 stars1 month 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 favorite
A well-lit kitchen and dining area features a wooden dining table surrounded by six chairs. Light hardwood flooring complements the gray cabinetry. A potted plant sits on the table, and modern appliances are visible in the background, including a refrigerator and stove.
Apartment in Wilmington
4.98 out of 5 average rating, 481 reviews

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

LisaRating, 5 stars1 week 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 favorite
The historic post office building features a bright red facade with white trim and intricate architectural details. Large windows and a welcoming entrance are adorned with potted flowers, providing charm. The space conveys a sense of community and history, set against a backdrop of a clear blue sky.
Apartment in Pawlet
4.94 out of 5 average rating, 18 reviews

Views of river & trail from the sunny PO treetops

LindaRating, 5 stars3 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 favorite
An open living area features a cozy couch and a dining table with seating for four. Natural light floods through two windows, enhancing the warm wood floors. A bookshelf filled with books stands against the wall, providing accessible storage and decor.
Apartment in Clarendon
4.95 out of 5 average rating, 307 reviews

Dog heavenly! Private, beautiful and relaxing.

HildaRating, 5 stars4 days 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 favorite
A cozy lounge area is presented with a grey sofa and two white armchairs, set against a green wall. Natural light fills the space through large windows, highlighting the light wood flooring. A ceiling fan adds comfort, while a small lamp provides additional illumination.
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 favorite
A comfortable living area features a dark leather sofa with two accent pillows and a coffee table atop a patterned rug. A dining table with four chairs is positioned nearby, and natural light enters through a window dressed with light curtains. Wall decor includes vintage skis and decorative deer antlers.
Apartment in Wilmington
4.91 out of 5 average rating, 134 reviews

Globetrotter Retreat too - Minutes to the Mountain

XianlongRating, 5 stars3 weeks 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 favorite
Two white lounge chairs are positioned around a small black fire pit in a grassy area. Lush greenery and trees define the backdrop, while an open space creates a sense of privacy and tranquility.
Apartment in Brattleboro
4.98 out of 5 average rating, 132 reviews

River View apartment

AnnaRating, 5 stars3 weeks ago
This property is definitely within the top five Airbnb’s that I’ve ever stayed at! The apartment is absolutely beautiful with no detail missed. The kitchen was impeccable with light snacks provided and coffee/creamer, which is a huge plus for me. The bathroom was spotless with beautiful, plush towels and a lovely washer and dryer set. The living room was very comfortable with a reclining couch. The bed was very comfortable with plush linens. I can’t wait to stay again when I’m working in town.
Guest favorite
A private patio features two comfortable chairs set on a patterned rug. Rays of sunlight filter through the trees, illuminating the serene view of the Battenkill River below. The peaceful surroundings create a tranquil space for relaxation.
Apartment in Greenwich
4.91 out of 5 average rating, 11 reviews

Cozy Apartment with River Views in Greenwich, NY

LeonardRating, 5 stars1 month ago
We have stayed here multiple times as we visit our grandchildren quarterly. Jill's place is comfortable and accessible to town. She has always communicated with us.

Waterfront house rentals

Superhost
The exterior of a spacious two-story house is visible, featuring neutral-colored siding and a well-maintained lawn. A porch extends from the front, while a large window is positioned prominently. An American flag is displayed on the side, surrounded by trees providing natural privacy.
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 favorite
A two-story mountain retreat features a broad, wooden deck accessible through expansive glass doors. The structure is surrounded by greenery, with large windows that provide ample natural light. The earthy tones of the wood harmonize with the blue sky and the lush landscape.
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 favorite
A cabin is situated on a rocky bank, overlooking a calm river. Lush green trees line the water's edge, providing a natural backdrop. A spacious deck extends from the cabin, with sunlight reflecting off the water, creating a serene outdoor environment.
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 favorite
The open dining area features a wooden table surrounded by six light-colored chairs. A view into the kitchen reveals modern appliances and cabinetry. Warm wood accents provide contrast against the light walls, while natural light enters through nearby windows, enhancing the inviting ambiance.
Home in Brattleboro
4.94 out of 5 average rating, 202 reviews

Frosted Willows

AnnaRating, 5 stars2 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.
Superhost
The image shows a view through large windows, revealing a serene lake with a wooden deck and a canoe nearby. Sunlight illuminates the water, which reflects the surrounding trees and sky. A dining table with chairs is positioned in the foreground, inviting relaxation.
Home in Wilmington
4.89 out of 5 average rating, 66 reviews

Heller Hi Water

FayeRating, 5 stars6 months ago
Quiet, cozy place to stay. Plenty of beds for our extended family to stay for the weekend. The lakeside location would be great for summer. We came in the fall, but it was lovely just to sit on the deck, have coffee, and enjoy the scenery. Kitchen is fully stocked. You’re less than 10 min to downtown Wilmington. Hope to stay again.
Top guest favorite
The lakeside cottage is surrounded by lush greenery and features a wooden deck with seating. Reflections of the structure and trees can be seen in the calm water, enhancing the natural setting. A kayak and other floating items are visible near the private dock.
Home in Lempster
4.97 out of 5 average rating, 36 reviews

Cozy Crescent Cottage

ChristineRating, 5 stars2 weeks ago
What a beautiful little cottage! Everything was perfect! We felt so at home and relaxed in this cottage. Very roomy, tastefully decorated and the VIEWS!!!! We spent a weekend here and enjoyed our first night outside looking across the lake and enjoying a fire in the fire pit. Even though it rained on our next day we enjoyed using the binoculars and we were blessed to see a bald eagle! We took advantage of the local trails and had a wonderful hike and visited a little waterfall just minutes from the cottage. The kitchen was perfect for cooking a nice anniversary dinner with the thoughtful sparking wine left for us by the host. If you’re looking for a great place to relax and enjoy an amazing view you have to visit this cottage. Such a gem!
Superhost
A modern home nestled among lush greenery, standing amidst tall trees with a deck overlooking a river. The building's exterior features large windows and a welcoming appearance, seamlessly integrated into the natural surroundings.
Home in Jamaica
4.94 out of 5 average rating, 173 reviews

Cozy Riverfront Home in beautiful Jamaica

CaseyRating, 5 stars1 month 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.
Top guest favorite
Home in Washington
5 out of 5 average rating, 101 reviews

Newer Home on quiet 200 acre lake - sleeps 6

AshRating, 5 stars3 months ago
Melora’s home is lovely. The view towards the lake is breathtaking, especially with fresh snow. The home was clean and had every kitchen utensil/machine you could need. Most of our time was spent on the second floor and was such a great hang out spot for the 6 of us and enough space to do yoga as a group in the morning before heading to Mt Sunapee to ski/snowboard. Overall, Melora has a lovely home and she is very kind and always available to answer any questions or resolve any issues. Thank you Melora for letting us stay in your home.

Quick stats about waterfront rentals in Jamaica

  • Total rentals

    10 properties

  • Nightly prices starting at

    ﺩ.ﺇ514 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