
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.

SKI IN/OUT @ Mount Snow (Hot Tub & Pool)
Escape to Seasons on Mount Snow & stay in our fully equipped 2 bedroom (ski in/out) condo. Our location is the best on the mountain ... right between the main face & Carinthia Freestyle Park! Enjoy the log burning fire (wood provided), smart TV & boardgames plus the fabulous Seasons on Mount Snow facilities where you can relax in a hot tub, pool or sauna. See below for info on activities in the warmer months including hiking, biking, scenic rides, lakes, golf, camp, a spa & the fall colors!

Walk to Mt. Snow-Spa-Summer Pool
*Exterior construction on siding until end of May *Amenity rich studio only a 5 min 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

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.

Adams Farm-"The Little Farmhouse"
A Clean Ranch style home with hardwood floors located on a 100-acre Historic Vermont Farm. Retired farmers live in separate farmhouse & are available throughout your stay. Conveniently located just minutes away from MT Snow Ski Resort, Hermitage Resort, Stratton Mt. for Skiing, Snowboarding, Tubing, Hiking & Mountain Biking. 3 miles from downtown Wilmington. Minutes to public beaches and lakes. Use our trails for snowshoeing, X-Country Skiing or hiking. Our Pool is avail July -Labor day

Mid-mod VT Dream Chalet near skiing, lake & forest
Surround yourself in nature and cozy modern comfort. The romantic mid-mod-styled chalet backs to 10 acres of peaceful forest yet is just 12 min drive to Mount Snow for great skiing. 3 min. to the boat launch of gorgeous Lake Whitingham where you can rent jetskis & boats or go swimming & fishing. Hike trails to the charming town of Wilmington with its coffee shops & restaurants. Pools & hot tub up the road at clubhouse. Just steps away from iceskating, pickleball, hiking & snowmobile trails.

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”.

The Brick House on Washington Street
Three guest bedrooms in a Colonial home on Washington Street make a great launchpad for visitors to Keene. From here, it's a pleasant walk or drive to Downtown restaurants, the theatre and shops. The Sterling family has owned this pretty place since 1982 and a design studio operates in the barn portion of the space. The open living room with TV and original fireplace adjoin a "tea room" with a bright bay window. Family chef-approved, guests are welcome to use the spacious kitchen.

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 Twin Bunks) 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.

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.

MountSnow ski on/off condo in Vermont
Pool and Sports Center is open. Hours vary by day BBQ available for use by the outdoor pool pavilion On Mount Snow, Across from the Tin Lizzy trail leading to the Sundance Base Lodge and access to the Seasons Pass trail leading back to the condo. Very unique Condo in seasons as it has high vaulted ceilings. Condo is a 2 bedroom, 2 bathroom with 2nd bedroom on 2nd floor. Plenty of tennis and pickleball courts Best parking on the mountain

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.
Popular amenities for Dover rentals with a pool
House rentals with a pool

The 1770 House

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

The Villa - Farmhouse with Hot Tub, Pool and Pond

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

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

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

Historic 1850’s Renovated Farmhouse w/ Pool!

Hollywood Bungalow in the Berkshires #C0191633410
Condo rentals with a pool

Cozy Updated 2 Bedroom Corner Condo

No Cleaning Fee~10% OFF~Walk To Mountain~Amenities

Perfect 3 Br. Getaway Condo in Stratton, Vermont!

Renovated Stratton Mtn Studio | Walk to Lifts

One Bedroom Suite Near Okemo

Your Vermondo awaits: Steps to Lifts & Village.

Mount Snow direct access! Pool & hot tub! Ski

Mountainside Condo- 3bed/3Bath with amazing views.
Other vacation rentals with a pool

3 Bedroom Ski House / Near Mt Snow / Clubhouse

3-Level Cabin Near Skiing-Fireplace-8 Beds-3 Baths

A Chalet 4 All Seasons

Modern Chalet-private deck/firepit/ clubhouse pool

Idyllic Dorset Home: Serene Escape w/amazing views

Mount Snow Chalet w/ Ski-Home Trail & Indoor Sauna

Bears Den Chalet | Ski Home Trail, Moover Shuttle,

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 | R5,824 ZAR | R6,804 ZAR | R5,267 ZAR | R3,613 ZAR | R3,241 ZAR | R3,376 ZAR | R3,613 ZAR | R3,596 ZAR | R3,562 ZAR | R3,917 ZAR | R3,917 ZAR | R6,297 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 vacation rentals
Explore 220 vacation rentals in Dover

Nightly prices starting at
Dover vacation rentals start at R2,026 ZAR per night before taxes and fees

Verified guest reviews
Over 6,020 verified reviews to help you choose

Family-friendly vacation rentals
160 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
220 of Dover vacation rentals include wi-fi access

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

4.8 Average rating
Dover stays are highly rated by guests—averaging 4.8 out of 5!
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- Rentals with pools Windham County
- Rentals with pools Vermont
- Rentals with pools United States
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Killington Resort
- Jiminy Peak Mountain Resort
- Magic Mountain Ski Resort
- Monadnock State Park
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Mount Snow Ski Resort
- West Mountain Ski Resort
- Bousquet Mountain Ski Area
- Saratoga Spa State Park
- Fox Run Golf Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- National Museum of Racing and Hall of Fame
- June Farms
- Hancock Shaker Village
- Mount Sunapee Resort
- New York State Museum
- MVP Arena
- Rensselaer Polytechnic Institute




