
Waterfront holiday rentals in Dover
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Top-rated waterfront rentals in Dover
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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.

Elegant & Rustic VT Cabin - A Peaceful Getaway.
Nestled on 10 hillside acres just outside the small town of West Rupert, our cabin offers a relaxing "get-away-from-it-all," yet is convenient to all that southern VT and eastern NY has to offer. Perfect for a romantic weekend with a special someone, a relaxing country vacation with family, or a fun retreat with good friends. 3 BRs (plus sleeping loft) and full bath. Hike, bike, ski, golf, fish, shop, swim, dine, antique, explore, etc...or just relax and do nothing. Make yourself at home!

Romantic Barn Guesthouse in Village Center
Keep it simple at our peaceful and centrally-located hideaway. This rustic and cozy two-story barn guesthouse with fireplace is located on four acres of a 1768 historic homestead right in Manchester Center. Enjoy the pond and mountain views from the bedroom and living room windows; the guesthouse faces a peaceful meadow and wildlife pond which abuts 70 acres of preserved land with hiking trails, yet it's also just steps from Main Street and all of the dining and shopping of Manchester Village.

Globetrotter Retreat too - Minutes to the Mountain
Newly renovated, fully furnished in heart of quaint mountain village; minutes to Mount Snow, Green Mountains & lakes. Year round outdoor activities: snow sports in winter, watersports/hiking in summer. Quiet 1 bedroom apt on 2nd floor sleeps 4 people in comfort. Private balcony overlooks tranquil woods & rolling river. Steps to restaurants, bars & shopping. Supermarket is a short walk. Free Moover bus stop across the street ride for free to local destinations! 18 years or older guests only.

50 Acres of solitude & 1/2 mile on the West River
A private oasis escape. Prindle Cottage is a 1,400sqft rustic countryside cottage nestled on 50 acres of historic farmland, offering captivating views that will impress first-time visitors. Cozy up by the fireplace with your furry friend, soak up the warmth in the sunroom, or explore the many trails along the West River. There are stunning long-range valley views that overlook the pastures, this pet-friendly cottage is the ideal retreat for both intimate getaways and grand gatherings.

River View apartment
Beautiful completely furnished 1 bedroom apartment with a private driveway and deck. Less than a half hour from skiing and 5 min away from snowmobile trails. 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 gorgeous view of the river and mountain across the street .

Private Brook Chalet: Hot Tub - Fire pit - Ski
The Brook House Vermont is set back in the trees and unbelievably cozy. It's a place to reconnect while listening to the brook. To enjoy big meals, conversations, and games by the fireplace. To bask in the sun or do yoga on the deck, or gaze into dark, starry skies from the hot tub and fire pit at night. There's skiing mins away at Mount Snow, swimming at Harriman Reservoir, as well as hiking, golf, mountain biking, antiquing, breweries, and some of the best food VT has to offer.

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!

On Bromley Brook
Beautifully detailed separate and private 2nd floor living space on the grounds of a 2 acre 1890's farmhouse. In season, enjoy morning coffee on the large deck overlooking the perennial garden or sit and read a book by the river. In winter take in the beautiful open view of Mt. Equinox. Walk to the center of town for shopping and dining in 10 minutes (0.8 miles). Bromley is 12 minutes away and Stratton is a 22 minute drive. We are nearby and are usually available if needed.

Silk Purse Cottage on Baker Brook
The "Silk Purse" started life in the 60's as a 10x40 mobile home. Easy vehicle access and fast wifi are great for remote work. 20 minutes to Brattleboro, 30 to Stratton, 25 to Mt. Snow, 40 to Magic Mt. ski areas! 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.

Log Cabin: Amazing Views, River Frontage, Hot Tub
A sparkling clean, recently renovated log cabin in the woods with beautiful views of river and mountains. Located by the charming villages of Williamsville and Newfane, 12 miles from Mount Snow, and right on the crystal clear Rock River. It's the perfect place for a romantic getaway, a family vacation and quality times with good friends. Now also with outdoor hot tub with views of mountains, river and the wide, open sky above.

Stunning mid-century house on 2.5 private acres
Stay at our relaxing, mid-century retreat! The house was built in the 60s but has modern amenities. A 4-wheel-drive vehicle is recommended. Our house is conveniently located 7 miles from Stratton and 12 miles from the outlets/restaurants in Manchester. Floor to ceiling windows provide a stunning view of the property. Please note, the house has a non-working fireplace.
Popular amenities for waterfront rentals in Dover
Waterfront apartment rentals

Peaceful Downtown Williamstown Escape

Waterfront | Downtown | Walk to Shops / College

Cozy Brookside Getaway

Spacious, Sunny, Second Story 2 Bedroom Apartment

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

Connecticut River Odyssey

Suite 23 - Spacious Sunny 2-BR with Mountain view

On the Water at North Bridge Cove, Patio and Sauna
Waterfront house rentals

Spacious Brattleboro home on river, walk to town

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

Pinecone Pond

Green River Cottage-A Peaceful Country Retreat

Frosted Willows

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

The Grafton Chateau

Historic Riverfront 3BR Farmhouse, Pet-Friendly
Other waterfront holiday rentals

Tranquil VT Retreat | Fireplace + Massage Chair

Peaceful VT A-Frame Wood-Fired Sauna in the Forest

Lake View Chalet: 15 min to Mt Snow & 3 to Town

Beautiful Jacksonville home- pond/mountain views

Brookside Multi-Level Summer Retreat Near Lake

The River House

Comfortable Entire Farmhouse close to North Adams

Iconic "Kreffer's Crossing" covered bridge cottage
Quick stats about waterfront rentals in Dover

Total holiday rentals
Explore 20 holiday rentals in Dover

Nightly prices starting at
Dover holiday rentals start at £83 per night before taxes and fees

Verified guest reviews
Over 800 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Dover holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Dover rentals

5 Average rating
Dover stays are highly rated by guests – averaging 5 out of 5!
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- Waterfront rentals Windham County
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- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Berkshire East Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Magic Mountain Ski Resort
- Mount Greylock Ski Club
- West Mountain Ski Resort
- Saratoga Spa State Park
- Mount Snow Ski Resort
- Mount Tom State Reservation
- Mount Sugarloaf State Reservation
- Bousquet Mountain Ski Area
- Pico Mountain Ski Resort
- Albany Center Gallery
- Peebles Island State Park
- Dorset Field Club
- The Shattuck Golf Club
- Hildene, The Lincoln Family Home
- National Museum of Racing and Hall of Fame
- Hooper Golf Course