
Holiday rentals with a pool in Wilmington
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Top-rated rentals with a pool in Wilmington
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Mountain Getaway @ Seasons on Mt Snow (Ski-In/Out)
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

4BR Cabin with Hot Tub & Pools –15 mins to Mt Snow
Unwind in this cozy 4BR, 2BA retreat featuring a private hot tub, fire pit, game room, and access to indoor/outdoor pools, gym, and clubhouse amenities. Comfortably sleeps 8 (King, Queen, Full + trundle, bunk room) and includes a Pack ’n Play for little ones, perfect for families and groups. Whether you’re here for skiing, hiking, lake days, or fall foliage, enjoy the perfect blend of mountain charm, modern comfort, and unbeatable location near Wilmington’s shops, dining, and outdoor adventures.

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.

Rustic Sunny Vermont Home near Mount Snow
Family- and dog-friendly home on cul-de-sac, nestled in the woods bordering on Green Mountain Forest, near Mount Snow. Cathedral ceiling, large windows with southern exposure, sliding doors open onto deck with beautiful woodland vista and lovely sunsets. Enjoy nourishing walks on dirt roads or in the woods; swim or kayak in nearby lakes; relax by an outdoor fire under the stars; snowshoe, x-country ski, sled, ice skate, or hike. Clubhouse with hot tub, 2 pools, arcade and fitness room.

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”.

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.

Beautiful rustic woods and fields retreat.
Within the Fritz Conference Center, tucked into the beauty of the Vermont Countryside, is this charming apartment/ mini house. Part of a renovated 19th century barn it is the perfect getaway. It sits on over 33 acres of fields, woods, apple orchard and Mountain View’s. 2 miles from historic Newfane Vermont, you are able to enjoy privacy, while close to the many attractions of the area. We are also dog friendly. There is an extra fee of $50 per trip per dog

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

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 Wilmington rentals with a pool
House rentals with a pool

Hilltop hideaway- Mt Snow- Pets- Game Rm - Pool-

Magical Farm Getaway - a must visit!

The 1770 House

The Villa - Farmhouse with Hot Tub, Pool and Pond

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

Beautiful family friendly home with views & pool!

Chimney Hill Home w/ New Hot Tub & Amenity Center!

Hot Tub + Clubhouse Pool | 10 min Mt Snow
Condo rentals with a pool

Mount Snow Ski Chalet

Slopes N Seasons | Trailside Condo at Mount Snow

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

Ski On/Off 2BR w/Pool, Fireplace & Arcade

Ski in-out Seasons Condo on mtn-sports center-pool

Cozy condo within walking distance to the slopes.

Mount Snow direct access! Pool & hot tub! Ski

Cozy Mount Snow 1 Bed : Hot tub, Sauna, Deck
Other holiday rentals with a pool

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

The Inn at Quail Run- Guest House

Berkshire Mountain House

Spring Skiing in VT Relax-Hot Tub-Sauna-wood stove

Jiminy Peak Slopeside Getaway • Ski & Adventure

Mount Snow Best View - Sauna|HotTub|Pool|Fireplace

Summit’s Stratton Sneak Away II

A Village location, Steps to the Lifts & Village
When is the best time to visit Wilmington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $593 NZD | $646 NZD | $545 NZD | $432 NZD | $471 NZD | $454 NZD | $447 NZD | $470 NZD | $470 NZD | $480 NZD | $507 NZD | $576 NZD |
| 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 holiday rentals with a pool in Wilmington

Total holiday rentals
Explore 90 holiday rentals in Wilmington

Nightly prices starting at
Wilmington holiday rentals start at $137 NZD per night before taxes and fees

Verified guest reviews
Over 2,610 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
90 of Wilmington holiday rentals include Wi-Fi access

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

4.9 Average rating
Wilmington stays are highly rated by guests—averaging 4.9 out of 5!
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- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Magic Mountain Ski Resort
- Monadnock State Park
- Stratton Mountain Resort
- Mount Snow Ski Resort
- Bousquet Mountain Ski Area
- Saratoga Spa State Park
- Fox Run Golf Club
- Norman Rockwell Museum
- Bromley Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Naumkeag
- National Museum of Racing and Hall of Fame
- June Farms
- Berkshire Botanical Garden
- Hancock Shaker Village
- Emerald Lake State Park
- New York State Museum
- The Egg
- MVP Arena




