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Waterfront vacation rentals in Dover

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Top-rated waterfront rentals in Dover

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Cabin in Wardsboro

4.86 out of 5 average rating, 100 reviews

Mountain side acres

10 years of love and affection went into building our 2 bedroom custom home. Sticking with natural products to blend together the beauty of the surrounding area. Lay in bed at night and listen to river that runs the entire length of the property. The house has a full kitchen with seating for 6. Spacious living room for relaxing or admiring one of the many birds that visit all year round. Two upstairs bedrooms and office space. Walkout basement with full entertainment area, hot tub,exercise room.

Guesthouse in Springfield

4.86 out of 5 average rating, 350 reviews

Connecticut River-Cozy Cottage

This cozy cottage is located on the beautiful Connecticut River, nestled between fertile farmland and Skitchewaug Mountain with views abound. The cottage design utilizes a small footprint while offering functionality and basic comforts, including a small kitchen. Great for all seasons, close to Okemo, Sunapee, Ascutney and other worthy attractions. Hiking and snowshoeing options at your front door. Secrete fishing and swimming holes located on the property. Boat dock available upon request.

Cabin in Woodford

4.94 out of 5 average rating, 100 reviews

Charming Cabin with 2 baths in the Green Mountains

A cozy cabin nestled high up in the green mountains. A perfect getaway on a quiet street. This home is located in between the towns of Bennington and Wilmington. Across the street from Prospect Mountain (cross-country skiing and snow shoeing) and about 25-30 minutes to Mount Snow (downhill skiing). Vast snowmobile trail in our backyard. Visit the quaint general store nearby or go hiking in Woodford National State Park. At 2,000 ft elevation, the stars are on stage when it's a clear night.

Cottage in Guilford

4.96 out of 5 average rating, 118 reviews

Green River Cottage

Our 3 bedroom cottage is situated along the Green River on a quiet dirt road 20 minutes from Brattleboro. Bask in the beauty of rural Vermont—sit on the front deck and enjoy the sounds of the river and stargaze while surrounded by the enchanting beauty of the rolling hills. Right outside the door you can walk, bike or jog for miles alongside the picturesque Green River. Our cottage is the perfect place to relax or enjoy all the area has to offer. Perfect for couples, families, friends.

Chalet in Jamaica

4.98 out of 5 average rating, 241 reviews

Vermont Chalet

Escape to our cozy A-frame on 3 private acres in Southern Vermont for a peaceful, secluded retreat. Relax to the soothing sounds of the river across the street while unwinding on the covered, screened-in porch. Enjoy a fully stocked kitchen, updated bathroom, strong WiFi, video games and books by a warm wood stove. Explore local towns, hike, or wander through our tranquil forest. With an EV charger, local artisan soaps, and warm woodstove, this is the perfect spot for a serene getaway.

Cabin in Newfane

4.98 out of 5 average rating, 256 reviews

Log Cabin: Amazing Views, River Frontage, Hot Tub

Come stay in our sparkling clean, renovated log cabin in the woods with beautiful views of river, mountains and stars. Located by the charming village of Williamsville, close to historic Newfane village, 12 miles from Mount Snow for skiing, and right on the refreshingly cool and clear Rock River. It's the perfect place for a romantic getaway, a family vacation or quality times with dear friends. Recent addition: outdoor hot tub with views of mountains, river and open sky above.

Tiny home in Chester

4.99 out of 5 average rating, 111 reviews

Bearfoot Cottage: Tiny House w/ Hot Tub near Okemo

Tiny living at its best! Welcome to Bearfoot Cottage, a custom-designed Tiny House escape nestled on 15 acres in Southern Vermont. Enjoy the entire property to yourself with hot tub, Char-Griller BBQ, & Solostove firepit. Hike or snowshoe Ladybug Trail to our babbling brook. Then explore the best of Okemo Valley all at your fingertips! Ski/Snowboarding (+more Winter sports), biking, hiking, fishing, dining, breweries, and live music/nightlife. Your vacation is what you make it!

Cottage in Newfane

4.97 out of 5 average rating, 117 reviews

Silk Purse Cottage on Baker Brook

The "Silk Purse" started life in the 60's as a 10x40 mobile home. Its placement next to Baker Brook offers a private view out of every window and easy vehicle access. The screened porch is a relaxing place to have coffee or cocktails. Extra windows add interior light in this shaded woodland setting, and a beautiful 12x14 addition with a skylight and a full wall of glass give an unobstructed, private view of the stream. 20 minutes to Brattleboro, 30 to Stratton, 25 to Mt. Snow.

Rental unit in Brattleboro

4.98 out of 5 average rating, 120 reviews

River View apartment

Beautiful completely furnished 1 bedroom apartment with a private driveway and deck. It is located along the west river where every summer you can go tubing, swimming, or kayaking. Across the river is a bike/walking path that leads right to the Marina restaurant on Putney Rd in Brattleboro. Bakery/café, Art Gallery and Retreat Farm all close by. A half hour from skiing and 5 min away from snowmobile trails. A gorgeous view of the river and mountain across the street .

Home in Londonderry

4.98 out of 5 average rating, 114 reviews

Modern 3-bedroom A-frame in Londonderry w/ Pond

This 1970s A-Frame has been newly renovated and is ready to host guests. This home is located on a 2.6 acre property complete with a swimmable pond , outdoor firepit (snow dependent) and dining al fresco. It's located only a few minutes away from amenities such as Londonderry Market, Pingree Park, Lowell Lake and several restaurants. For skiing, this home is in proximity to Magic (8min), Bromley (9min), Okemo (25 min) and Stratton (20 min).

Rental unit in Wilmington

4.98 out of 5 average rating, 463 reviews

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

Come enjoy our beautiful apartment above our liquor store in downtown Wilmington! Lots of local shops and dining right in town! We are along a river and next to a hiking trail system! Walking distance to the serene 10+ mile lake; kayaks, stand-up paddle boards or motor boat/jet ski rentals nearby. In the winter, enjoy local trails on snowshoes or cross-country skies; only 15 minutes to Mount Snow! We look forward to meeting you!!!

Guesthouse in Putney

4.97 out of 5 average rating, 268 reviews

Cozy cottage loft and retreat

Returning guests, please ask about our discount! Relax and recharge in our peaceful Vermont cottage. Enjoy this sweet getaway with hardwood floors, fast wifi, a fully equipped kitchen, a quiet sleeping loft with a queen size bed, gorgeous natural light, views of surrounding hills and pond, gardens, and your own private entrance and back deck next to the Putney Brook.

Vacation rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Cabins

Kick off your hiking boots at these rustic lodgings

Apartments

Convenient locations with everyday essentials

Popular amenities for Dover waterfront rentals

Free parking on premises

Air conditioning

Waterfront apartment rentals

Rental unit in Winchester

4.76 out of 5 average rating, 42 reviews

Beautiful lake side getaway, quiet.

Rental unit in Dover

4.95 out of 5 average rating, 39 reviews

Brookside Hideaway Retreat

Rental unit in Williamstown

4.83 out of 5 average rating, 213 reviews

Williamstown Apt. on Green River Walk to Williams!

Rental unit in Charlemont

4.99 out of 5 average rating, 144 reviews

Suite 23 - Spacious Sunny 2-BR with Mountain view

Rental unit in Williamstown

4.67 out of 5 average rating, 24 reviews

Lovely two bedroom river-view rental unit

Rental unit in Wilmington

4.9 out of 5 average rating, 123 reviews

Globetrotter Retreat too - Minutes to the Mountain

Rental unit in Shelburne Falls

4.98 out of 5 average rating, 104 reviews

River View Apt in Shelburne Falls Historic Village

Rental unit in North Westminster

4.9 out of 5 average rating, 67 reviews

Private 1st Floor Apartment/ Secluded Paradise

Waterfront house rentals

Home in Brattleboro

4.95 out of 5 average rating, 116 reviews

Spacious Brattleboro home on river, walk to town

Home in Dover

4.96 out of 5 average rating, 49 reviews

Good Vibes & Comforts of Home @Ellis Brook Retreat

Home in Dover

4.93 out of 5 average rating, 82 reviews

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

Home in Dummerston

4.99 out of 5 average rating, 338 reviews

Pinecone Pond

Home in Whitingham

4.95 out of 5 average rating, 74 reviews

Gorgeous farmhouse beautiful view pond/mountains

Home in East Dover

5 out of 5 average rating, 38 reviews

Magical Retreat Cottage - Vermont cabin getaway

Home in Grafton

4.97 out of 5 average rating, 145 reviews

Ephriam Bruce House- ON RIVER IN VILLAGE CENTER

Home in Grafton

4.94 out of 5 average rating, 108 reviews

The Grafton Chateau

Quick stats about waterfront rentals in Dover

Total rentals
30 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
760 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool

Destinations to explore