
Vacation rentals with a pool in Dover
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Top-rated rentals with a pool in Dover
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Base of M.S. All Seasons Fun. Deck/HotT/Pool/Sauna
Sunsil Loft @ MountSnow, your ideal Getaway. Walk to the Base. Unbeatable access to skiing, hiking, biking. Vermont never stops to surprise you with its outdoor adventures, great food and views. The loft offers a cozy gas fireplace, private deck. The kitchen has all you need to prep meals. You also have access to the pool (Summer), sauna, hot tub and GYM. Whether you’re skiing, hiking and biking in summer, or enjoying the fall foliage, our loft is your perfect home base in the Green Mountains.

Premier Stratton Village Location - Pool & Hot Tub
-- Walk across the street to Stratton Ski Lifts -- Conveniently located near the Stratton Village, this condo places you at the center of all the mountain activities - skiing, mountain biking, events, weddings, shopping & dining. This updated studio includes gas fireplace, AC, stainless appliances, and nice décor. Long Trail House condos boasts underground heated parking, year-round outdoor pool with patio and grill, multiple hot tubs, and sauna. Come visit and relax in the Vermont mountains.

The Vermont Barn (Mount Snow)
Follow/Tag us on Instagram: thevermontbarn Perfect place to kick back after a long day of hiking, skiing or even just the hustle and bustle of everyday life any time of year! Enjoy our wood stove or soak in the hot tub outside. Our place is very accessible to: hiking, skiing, (Mt. Snow), kayaking, fishing, lake, biking, golfing and small town gems just down the road. Full access to Clubhouse (5 min walk): pools, hot tub, arcade and gym. Great for families, large groups, kid and pet friendly.

Cozy Vermont Antique Sugar House with Fireplace
Enjoy a peaceful and unique stay at this beautiful 1796 Sugar House. Luxury bedding, cozy fireplace, soaring timbers to a cathedral ceiling make this a special place. There is a Queen size bed on the main floor and twin beds in the sleeping loft accessible by a ladder. Try some of our wonderful local restaurants and shops. Lots of hiking trails to explore. Winter sports all around, or just enjoy some hot chocolate, a fire, and a good book. You are sure to enjoy the “Sugar House”.

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.

Chic Chalet | Hot Tub · Clubhouse · Mt. Snow
Escape to The Sugar Maple Chalet, your stylish family retreat in the heart of Wilmington, Vermont. This thoughtfully updated four-bedroom home blends cozy charm with modern comforts—think high-speed Wi-Fi, a private outdoor hot tub, and a fun-filled basement bar and game room. Just a few minutes from local shops, restaurants, ski slopes, and scenic hiking trails. One well-behaved pet is welcome to join the adventure! AC installed when temperatures average above 78 degrees.

Silver Brook Cabin
Waterfront setting in a relaxing, but convenient, location in southeastern Vermont. Photos and captions do the best job of describing our cabin, adjacent brook, and very nearby Green River with its covered bridge and swimming holes. The cabin is 20 minutes from Brattleboro with its many restaurants, shops, movie theater, and galleries. Not only is the immediate area wonderful for swimming, biking, and hiking, you can also simply relax with a good book or two.

Mt Snow Ski In/Out at Seasons
Directly on the mountain. Minutes walk to 2 trails. Full kitchen, dishwater, washer/dryer, microwave. Fireplace with free wood. Large screen TV in living room and tv in each bedroom. Plenty of board games. King size bed in Master. Free parking for 2 cars. Ground floor with deck with tables and chairs for relaxing. Free parking. The pool (indoor & outdoor) and hot tubs are free to renters as is fully equipped gym (all year) and tennis courts in summer.

Walk to Mt. Snow-Spa-Summer Pool
*Amenity rich studio only a 5 minute walk to Mt. Snow's famed Magic Carpet (runs on weekends) *Gas Fireplace *Queen memory foam Murphy bed *Queen pull out with memory foam mattress *Well appointed kitchen *65" curved UHD TV *25Mbps Wifi *USB wall outlets *Blue tooth music streaming to TV *Ample closet space *Patio with rocking chair *Easy 1st floor access *Fitness center access *Hot tub *Outdoor pool seasonal *Loaner amenities such as phone charger

Bear's Den - Mt Snow Townhome w/ Ski Home Trail!
Renovated 3-level, 2 bedroom+ twin sleep loft, 2.5 bathroom townhouse on Mt Snow. For the non-snowy months, enjoy the outdoor heated pool, gas fire pit, grill, tennis courts & hiking trails up the mountain as well as other great local activities, lakes and festivals near by. In the winter, take the shuttle 1 mile to the mountain and take the private ski trail back home. NOTE: Pool is Open between Memorial Day & Labor Day

Mount Snow Ski Chalet
Beautiful 2Bd/2Ba condo with a gorgeous view of the mountain. It takes 10 min to walk to the ski area or even faster with the free Moover bus. Every room features different art design while living room's fireplace creates warm and cozy vibe. Apartment is equipped with smart lock for your convenience. Possible to use as Work from Home space. Condo is located within quick drive to coffeeshop, restaurants and seven eleven.

Winter Dream! The Handle Lodge at Snowtree Condos
The Handle Lodge at Snowtree Condos is a modern 1BR condo at the base area of Mount Snow. Comfortably sleeps 6 adults and is fully equipped with everything you'll need for a fun getaway with friends and family. Make a meal in the beautiful kitchen or step out on the balcony for stunning mountain views. Our modern and cozy decor, the lovely views, and proximity to the mountain make it a great place to relax and recharge.
Popular amenities for Dover rentals with a pool
House rentals with a pool

Mt. Snow/Stratton Ski Trip! Hot tub and Game room!

The 1770 House

MtSnow/Stratton Ski Lodge-Hot Tub-Game Room-Pool

Private chalet | hot tub, shuttle & ski home trail

Adams Farm-"The Little Farmhouse"

Lodge on the Loop: pet-friendly, hot tub & sauna

Woodsy Retreat with Private Pool

Winter Skiing @ Mt Snow! Ski off trail sleeps 8.
Condo rentals with a pool

Slopes N Seasons | Trailside Condo at Mount Snow

SKI IN/OUT @ Mount Snow (Hot Tub & Pool)

Cozy Fall Retreat: 2BR w/Pool, Fireplace & Arcade

Condo w/ great amenities 4-seasons! Ski in Ski out

Four Seasons Slope-side Getaway at Mount Snow

Mount Snow direct access! Pool & hot tub! Ski

Cozy Mount Snow 1 Bed : Hot tub, Sauna, Deck

Cozy Mt Snow 1-bed w/ fireplace & mountain view
Other vacation rentals with a pool

All Season on Mt.Snow -Winter Sports, Biking,Lakes

Cozy Mountain Condo - Ski In/Ski Out

3 Bedroom Ski House / Near Mt Snow / Clubhouse

Renovated Condo - 5 min walk to Mount Snow

Cozy Updated 2 Bedroom Corner Condo

Perfect 3 Br. Getaway Condo in Stratton, Vermont!

A Chalet 4 All Seasons

Bear Tracks Cabin - VT Escape
When is the best time to visit Dover?
Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
---|---|---|---|---|---|---|---|---|---|---|---|---|
Avg. price | R5,943 ZAR | R6,942 ZAR | R5,374 ZAR | R3,686 ZAR | R3,307 ZAR | R3,445 ZAR | R3,428 ZAR | R3,428 ZAR | R3,256 ZAR | R3,755 ZAR | R4,341 ZAR | R6,081 ZAR |
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 vacation rentals with a pool in Dover
Total rentals
200 properties
Nightly prices starting at
R1,206 ZAR before taxes and fees
Total number of reviews
5.9K reviews
Family-friendly rentals
140 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace
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- Rentals with pools Windham County
- Rentals with pools Vermont
- Rentals with pools United States
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