
Holiday rentals with a pool in Wilmington
Find and book unique homes with a pool on Airbnb
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 $139 NZD per night before taxes and fees

Verified guest reviews
Over 2,780 verified reviews to help you choose

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

Pet-friendly accommodation
Find 20 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!
Top-rated rentals with a pool in Wilmington
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Slopeside Condo @ Seasons on Mt Snow (Ski-In/Out)
Escape to the mountains & stay in our fully equipped 3 bedroom (ski in/out) condo. Enjoy the wood burning fire (wood provided), smart TV & boardgames as well as the fabulous Seasons on Mt Snow facilities where you can relax in a hot tub, pool or sauna. Our ski in/out location is the best on the mountain, between the main face & Carinthia Freestyle Park! See below for info on activities in the warmer months which include hiking, biking, scenic rides, lakes, golf, camp, a spa & the fall colors!

4BR Cabin with Hot Tub n Pools, 15 mins to Mt Snow
Unwind in this cozy 4BR, 2BA retreat featuring an outdoor fire pit, 2 fireplaces and access to indoor/outdoor pools, hot tub, 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 great 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.

Great Amenities-Season Condo gym-sport center-pool
True ski in ski out ground floor condo w/ private entrance. Wood burning fireplace, wood included! King size bed in master, true Queen murphy bed, 1-memory foam cot, plus air mattress. Fully stocked & functional kitchen, including Keurig & Mr. coffee. Full bath w/blow dryer. Seating; kitchen counter, expandable table, wine barrel bar top. Walk out the door & down the steps to the NEW Sundance high speed lift. Take the Seasons trail home. Brand new state of the art Sports Center included.

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.

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.

Log Cabin Near Stratton/Mt Snow
Rustic log cabin for those looking for a getaway and a real Vermont experience. Pets allowed with *PET FEE* - add to your reservation There is Wifi &cell service (AT&T, Verizon). Please be aware this is not a luxury cabin, it is an authentic log cabin that we enjoy as a family during all seasons. No cable television - there is a TV with a Chromecast that you can use to stream from your phone over wifi. Firewood not provided 20 minutes to Stratton and 15 minutes to Mt. Snow

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”.

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

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

Walk to Mt. Snow-Spa-Summer Pool
*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 chairs *Easy 1st floor access *Fitness center access *Hot tub *Outdoor pool seasonal *Loaner amenities such as phone charger
Popular amenities for Wilmington rentals with a pool
House rentals with a pool

The 1770 House

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

Modern 4BR Cabin, 15 Mins to Mt. Snow

The Maple Lodge - Near Mt. Snow & Lake

Beautiful family friendly home with views & pool!

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

5 star rated in Chimney Hill w/private Hot Tub

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

Mt Snow Ski In/Out at Seasons

~10% OFF~Walk To Mountain~Amenities

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

Four Seasons Slope-side Getaway at Mount Snow

Cozy condo within walking distance to the slopes.

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

“Elm” Cozy Pond-side Cabin w/wood stove

3 Bedroom Ski House / Near Mt Snow / Clubhouse

A Chalet 4 All Seasons

Dover VT 2 Bdrm Condo - Great For Remote Work

Home - firepit, resort access - VT at its Best!

Modern Chalet-private deck/firepit/ clubhouse pool

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

Bear Tracks Cabin - VT Escape
When is the best time to visit Wilmington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $653 NZD | $634 NZD | $529 NZD | $437 NZD | $477 NZD | $460 NZD | $453 NZD | $476 NZD | $476 NZD | $486 NZD | $514 NZD | $583 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 |
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- Rentals with pools United States
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Berkshire East Mountain Resort
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- June Farms
- Bousquet Mountain Ski Area
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Rensselaer Polytechnic Institute
- Saratoga Spa State Park
- Bromley Mountain Ski Resort
- University of Massachusetts Amherst
- Norman Rockwell Museum
- Naumkeag
- Mount Monadnock
- MVP Arena
- New York State Museum
- Smith College
- National Museum of Racing and Hall of Fame
- Emerald Lake State Park





