
House holiday rentals in Dover
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Top-rated house rentals in Dover
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The Grafton Chateau
Welcome to the Grafton Chateau, a gorgeous secluded and private country retreat for all of your family and friends. With six bedrooms and a den, four baths, two fireplaces, a sauna and a large private pond beautifully situated on 67 acres of woodlands, the Grafton Chateau is the perfect comfortable home base for ski trips, hiking, antiquing, or just enjoying the scenery while you sit around the fire pit. The garage has outdoor recreation gear, like snowshoes and sleds. The den has a variety of toys, and games for kids and adults. The whole house, sauna house, barn and all 67 acres are all yours! We are always available by phone, text, or email if you have any questions. Grafton is just about the most charming Vermont town you can find and is convenient to four ski mountains and every other outdoor activity you can imagine.

Lovers Honey Pond Treehouse with hot tub & sauna
Guest Favorite VERY romantic abode…The Honey Pond Treehouse is made for you and yours! It’s constructed of all natural materials, has breathtaking views, and is outfitted with absolutely everything you need! Lifted high over a stocked trout pond way up in the birch trees…Enjoy private hot tubbing, sauna time, swimming & hammock time. Skylight was designed for stargazing in bed!! Just minutes to the slopes or enjoy our own groomed trails for Xcountry & snowshoes & nature walks!! High speed WiFi 🐣

Wilmington A-Frame- Cozy and Convenient
Entire charming and chic A-frame chalet conveniently located to all the amenities Wilmington has to offer. Walk into town to enjoy dining, shopping and trail hiking or take a short 15 minute drive to Mount Snow for a day of outdoor adventure. Relax on the water at Harriman Reservoir, just a 2 mile drive from the house. House is also conveniently located along the Moover route. Relax back at the house while enjoying time on the front porch or an evening on the couch. Located on Main Street.

Modern Spacious Home with Mountain Views
Modern Home in Brattleboro with mountain view & many extras: Italian-Marble master-suite, Jacuzzi/Shower for 2, walk-in closet, king bed, grill, heated garage, cable, WiFi. Open-concept living room w/ cathedral ceiling, office, & movie screen. Large open kitchen w/ wine fridge. Second bedroom w/ loft. Explore hiking trails from backyard. Pets ok! 3 mins from Vermont Country Deli & I91 Exit 2. Walking distance to dog park, swimming holes. Downtown: 4 mins Mount Snow: 40 mins Stratton: 54 mins

Lawrence Cottage
Deep in the West River Valley region of Windham County, Lawrence Cottage is in a gorgeous and uncluttered setting upon Windham Hill. If you long for solitude, serenity and beauty, we have the perfect escape for you. We are convenient to all local amenities and activities and an easy drive from Boston or New York. We are near Townshend, Jamaica and Lowell Lake State Parks, Magic Mountain, Mount Snow and Stratton Mountain Resorts. This is Vermont--of course we welcome people of all backgrounds.

Spacious Loft with View
Located off a quiet dirt road, this rental features a great view of Putney Mountain, a private Hot Tub(exclusive to just the loft), miles of trails right from your doorstep, & a private rock quarry with swimming spot! Nestled amongst 100+ acres of conserved forest, with many VT destinations just minutes away, we are at the top of a hill overlooking the Putney Mountain ridge line.Just a 7 minute drive to downtown Putney and 20 minutes to Brattleboro.Landmark College (6min) & Putney School (12min)

Vermont Botanical Studio Apartment
This room is one half of a floor in our studio building (35 sq m). It is the only occupied space in the building, which is separated from the main house by a yard. There is a queen-sized bed, full bath (no-curb shower), and an outdoor shower (not available in the winter) Small kitchen with a sink, fridge, 2-burner induction hob, microwave/convection oven, toaster, coffee pot, and cookware. Arched ceiling, with ceiling fan, large windows, deck, and Maggie's botanical art lining the walls.

Stay mins from Mt. Snow & Stratton w/ EV charger
Enjoy the ultimate ski getaway in this private home that sits on 1 acre of beautiful wooded land. Park your car in the detached garage (w/Tesla charger). The spacious house comfortably sleeps 8 guests and sits between Stratton Mountain and Mount Snow with hiking trails and lakes just minutes away. Sit outside on the deck to enjoy serene views, warm sunshine and sounds of nature. Leave your worries and just relax, BBQ and enjoy the fire pit for cozy evenings with friends & family.

4BR Cabin w/ Hot Tub & Pools –15 mins to Mt Snow
Family-friendly cabin in Chimney Hill, just 15 min to Mount Snow & 35 to Stratton! Relax in our 4BR, 2BA home with a hot tub, indoor and outdoor pools, fire pit, clubhouse gym, fully equipped kitchen & cozy living spaces. Sleeps 8 comfortably (King, Queen, Full + trundle, 2 Twins) with a Pack ’n Play for little ones. Perfect for skiing, hiking, or unwinding year-round. Enjoy mountain charm, modern comfort, and easy access to trails, lakes, and Wilmington’s shops & dining.

Wilmington. In Town Village Home
Beautifully renovated bright, 125 year old home in town. House thoroughly cleaned and sanitized after each stay. Touchless flushing toilets. Mini-Split air conditioning in each bedroom and on the main level. Minutes to MT Snow. Easy walk to town for food and shopping. Deerfield river directly across the street. 2 min from the lake. Valley hiking trails within sight. There is a 2 car limit. A request for additional vehicles needs to be made prior to check-in.

Wonderful House! Rec Room HotTub Firepit Garden!
Wonderful house located at the end of a cul de sac, fitting 8 comfortably. Privacy guaranteed! Close to shops, restaurants, lakes, golf courses and of course Mt Snow and Haystack. New additions this year: - New quality king size beds & Casper mattresses in master bedrooms. - Summer Outdoor Communal Table - Large Umbrella. - New Kitchen appliances and W/D - Security camera installed at the front of the house for everyone’s safety.

Mt Snow retreat, ski & summer
Warm and welcoming space for relaxation and play, your home base for VT recreation. 7 min. drive to Mount Snow, convenient location. Easy access to hiking, mountain biking, x-c skiing, golf course, and more! Sleeps 5 easily. ~10 min. walk to Moover, 7-11, restaurants. INTERNET - There is a fiber optic connection and the plan speed is 50Mbps down / 30Mbps up. LGBTQ+ friendly 🌈💞
Popular amenities for house rentals in Dover
House rentals with a pool

Stratton/Mt Snow minutes away! Hot tub + Game room

The 1770 House

Private chalet | hot tub, shuttle & ski home trail

Adams Farm-"The Little Farmhouse"

The Villa - Farmhouse with Hot Tub, Pool and Pond

Woodsy Retreat with Private Pool

Winter Skiing @ Mt Snow! Ski off trail sleeps 8.

Hollywood Bungalow in the Berkshires #C0191633410
Weekly house rentals

7BR Chalet 5 Min to Mt Snow • Hot Tub & Sauna

Tranquil VT Retreat | Fireplace + Massage Chair

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

Stunning home 5 min from Mt Snow

Relaxing Mountain Retreat with a View

“Serenity Now” at Mt Snow

1840 cottage

Raven Wood Cottage
Private house rentals

The Birdhouse Retreat w/Hot Tub

Highland Haus: stunning ski getaway with hot tub

Luxury VT Retreat. Breathtaking Views & Sunsets

Scandinavian Serenity Close to Okemo

The Old Pine House

Briar Ridge - Beautiful 4 Bedroom Ski Home

So. VT Winter Getaway -Pets, Salt Hottub, Mt. Snow

Magical Retreat Cottage Autumn Colors & Waterfalls
When is the best time to visit Dover?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $721 SGD | $697 SGD | $520 SGD | $455 SGD | $416 SGD | $398 SGD | $435 SGD | $412 SGD | $407 SGD | $484 SGD | $480 SGD | $720 SGD |
| Avg. temp | -5°C | -4°C | 1°C | 8°C | 14°C | 18°C | 21°C | 20°C | 16°C | 9°C | 4°C | -2°C |
Quick stats about house rentals in Dover

Total holiday rentals
Explore 220 holiday rentals in Dover

Nightly prices starting at
Dover holiday rentals start at $65 SGD per night before taxes and fees

Verified guest reviews
Over 4,950 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wifi availability
210 of Dover holiday rentals include wifi access

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

4.9 Average rating
Dover stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with an EV charger Dover
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- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
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- Berkshire East Mountain Resort
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- Magic Mountain Ski Resort
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- National Museum of Racing and Hall of Fame




