
Waterfront holiday rentals in Windham County
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Windham County
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.
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Popular amenities for waterfront rentals in Windham County
Waterfront apartment rentals
Guest favourite

Flat in Dover
4.93 out of 5 average rating, 46 reviewsBrookside Hideaway Retreat
DavidRating, 5 stars1 month 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 North Westminster
4.9 out of 5 average rating, 68 reviewsPrivate 1st Floor Apartment/ Secluded Paradise
JamesRating, 5 stars6 months ago
My stay at paradise Island was great and exactly what I needed for a couple weeks while I was working on a project ,I was able to relax ,rest, and enjoy a nice peaceful area and set my mind at ease ,met such wonderful hosts and very welcoming ,I appreciate the hospitality and what a beautiful place thank you again .
Top guest favourite

Flat in Jamaica
4.98 out of 5 average rating, 121 reviewsWest Wing at Mantana Meadows on the West River
MarcRating, 5 stars1 month ago
Perfect spot for a weekend getaway to Stratton. Everything was pristine when we arrived late in the evening. To our delight in the morning, we awoke to a view of the rushing river behind the house. Plenty of room for our party of four, and there was a good deal of entertainment from hundreds of DVDs and YouTube TV. Larry the host was right next door if we needed him. Highly recommend!
Guest favourite

Flat in Wilmington
4.88 out of 5 average rating, 309 reviewsGlobetrotter Retreat - Minutes to the Mountain
MarcRating, 5 stars5 days ago
Great stay. Convenient to restaurants and shops. Hiking and skiing super close. Place was clean, well stocked and host was responsive. Exactly what I needed.
Top guest favourite

Flat in Newfane
4.97 out of 5 average rating, 448 reviewsRock River Retreat: VT Oasis Pet Friendly
AshleyRating, 5 stars2 weeks ago
Truly a magical place… the views are amazing. We actually frolicked in the river a bit even though it’s only April and there was small amount of snow on the ground… it was surprisingly refreshing for a feet dip… as far as the unit there was so much charm and care put into this place… we had a snack and beverage awaiting us and Carmella the cat had a snack and toy with a little pillow bed by the window and food dishes ready to use. These extra little touches are special ❤️ The inside is super cute and charming, I loved the bath tub…. I stayed 2 nights and took 3 baths 😂 after our 5 hr drive my daughter needed to use facilities but it took her a good 10 minutes because she loved every detail of the space. I hope to return in summer! Book this space if interested, I promise you will not be disappointed!

Flat in Westminster
New place to stayBeautiful, bright and charming
Waterfront house rentals
Top guest favourite

Home in Dover
4.93 out of 5 average rating, 87 reviewsCozy 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
Top guest favourite

Home in Dummerston
4.99 out of 5 average rating, 346 reviewsPinecone Pond
EugeneRating, 5 stars2 months ago
My family and I just returned home from a wonderful ski vacation! The home was just as pictured and the surroundings were absolutely beautiful!The house was immaculate and the ambiance was warm and welcoming. We had a great time skiing at Mt.Snow (30 minutes),exploring Brattleboro (12 minutes),preparing meals together and just spending quality time with each other! On another note….. Cat and Ed were very responsive and were always available if we had any questions! My family and I are already looking forward to returning next year ! Thank you again for EVERYTHING! Carol and Gene
Guest favourite

Home in Jamaica
4.81 out of 5 average rating, 405 reviews1850's VT Farmhouse on the River
MichaelRating, 5 stars7 months ago
We had a great experience with Erin and our stay! Erin was incredibly friendly and welcoming. She made sure to respond promptly to all our questions and requests, which really made us feel at home. Erin went above and beyond to accommodate our needs, ensuring we had everything we required for a comfortable stay. Her genuine care made our experience truly special. If you're looking for a wonderful host and a cozy place to stay, I highly recommend booking with Erin.
Superhost

Home in Wilmington
4.89 out of 5 average rating, 66 reviewsHeller Hi Water
FayeRating, 5 stars7 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.
Guest favourite

Home in Chesterfield
4.96 out of 5 average rating, 52 reviewsThe River House
DrewRating, 5 stars8 months ago
We had a lovely time at this place, it’s a bit small but we’ll appointed and you can’t beat the location, right on the river! The views out the back were incredible every day. This didn’t impact us but be aware the upstairs loft area is probably better for children and a tall adult would feel pretty cramped up there. As a rather short crew my family had no problems 😂. Would definitely stay again.
Guest favourite

Home in Grafton
4.96 out of 5 average rating, 151 reviewsEphriam Bruce House- ON RIVER IN VILLAGE CENTER
MiguelRating, 5 stars3 months ago
The house is beautiful and spacious. We went in the winter to go skiing and there are 3 mountains 30 minutes from the house. The town is beautiful and very historic. The barn out back was the best space for our group. Overall we loved the place and want to go back. It also looks like this a very cool place in the summer. Thanks for having us!
Guest favourite

Home in Grafton
4.94 out of 5 average rating, 120 reviewsThe Grafton Chateau
EmmaRating, 5 stars2 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.
Superhost

Home in Jamaica
4.93 out of 5 average rating, 58 reviewsLarge Riverfront Home | Minutes to Stratton!
EmilyRating, 5 stars3 months ago
This was the perfect winter ski / snowboard getaway for our group of 16. We had 3 families and the room to bathroom / bed ratio in this property were perfect. There was plenty of private space in the bedrooms to allow for some peaceful away time and there was also ample shared space so we could enjoy being together. The house and property are extremely well taken care of and the host was very proactive with information and other helpful information about the location and surrounding area. Very close and easy to access Stratton Mountain! We had 7 inches of fresh snow during our trip and the driveway was plowed by 8AM - in time to make it to the mountain for the first lifts. Will definitely book again!
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- Stratton Mountain
- Okemo Mountain Resort
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Monadnock State Park
- Saratoga Race Course
- Berkshire East Mountain Resort
- Mount Snow Ski Resort
- Mount Sugarloaf State Reservation
- Mount Greylock Ski Club
- Pineridge Cross Country Ski Area
- Ekwanok Country Club
- Hooper Golf Course
- The Shattuck Golf Club
- Baker Hill Golf Club
- Bousquet Mountain Ski Area
- National Museum of Racing and Hall of Fame
- Stump Sprouts Ski Touring Center
- Northern Cross Vineyard
- Clarksburg State Park
- Peebles Island State Park
- Hancock Shaker Village