
Vacation rentals with a pool in Stratton
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Stratton

Total vacation rentals
Explore 50 vacation rentals in Stratton

Nightly prices starting at
Stratton vacation rentals start at €62 per night before taxes and fees

Verified guest reviews
Over 1,720 verified reviews to help you choose

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

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Stratton vacation rentals include wi-fi access

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

4.8 Average rating
Stratton stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated rentals with a pool in Stratton
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Beautiful Bromley/Manchester VT Retreat w/hot tub
"Manchester Moose!" Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester, Beautifully remodeled VT vacation getaway nestled in the Green Mountains. Closest skiing to quaint Manchester VT, minutes from snowmobiling, hiking, fine dining and shopping. This home features 5 bedrooms, 3 with queen beds including 2 Masters, and 2 bedrooms with double bunks. Perfect for 2 or 3 families to enjoy any season in Southern Vermont's beautiful Green Mountains! YouTube video link @GreenMountainStay
4.9 out of 5 average rating, 184 reviews
~10% OFF~Walk To Mountain~Amenities
⭐️"Beautiful place in a great location - recently renovated, super clean and across the street from town." ⇒ Center of Stratton Village, walking distance to restaurants, shops, and the lifts🚶♂️🏔 ⇒ Private balcony with amazing views 🌅 ⇒ Dedicated workspace 📝 ⇒ Gas fireplace 🔥 ⇒ Fully equipped Chef's kitchen👩🍳 ⇒ Central AC/Heat ⇒ Onsite garage parking for 1 vehicle 🅿️ ⇒ Community amenities: pools, hot tubs, sauna, fitness center, tennis court, hiking trail, washer/dryer ⇒ 67 mbps Wifi
4.88 out of 5 average rating, 112 reviews
Base of M.S. All Seasons Fun. Deck/HotT/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.
4.92 out of 5 average rating, 128 reviews
Slopeside @ Seasons on Mount Snow (Ski-In/Out)
⌲ Escape to Seasons on Mount Snow & stay in our fully equipped 3 bedroom condo where you can you can ski-in & out directly from the condo building! ⌲ Enjoy the log burning fire (wood provided), smart TV & boardgames plus the fabulous Seasons on Mount Snow facilities which include a gym, pool, hot tub, sauna & fire pit. ⌲ Spring thru fall activities in the area include hiking, biking, tennis & pickleball (at Seasons), scenic rides, lakes, golf, camp, spa & enjoying the stunning fall colors.
4.92 out of 5 average rating, 105 reviews
4BR Ski Chalet | Hot Tub | Mins to Stratton, VT
Situated at the edge of protected forest land,this stay is a match for those who are seeking privacy to get away from the chaos of urban life and to decompress.How ? Enjoy the private and heated pool(until Sep15) during the day,and hang out by the outdoor fire pit when the sun is setting,and finish your evening off at the enclosed and brand new sea-salt hot tub!You will smell changes in the air as you drive through the trees,and you will hear the birds instead of the sirens when you are here.
4.89 out of 5 average rating, 135 reviews
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.
5.0 out of 5 average rating, 137 reviews
Moon Valley Country Retreat no clean fee pets yes
Unique centrally located, peaceful country chalet between the Adirondack and Green Mountains on 60 acres. Starlink available if your phone doesn't work here. Near Lk George, Lk Champlain, & VT. Hike, fish, swim nearby. Air conditioners on the main floor for the summer months. Our 9120 watt solar array powers our property. During the cold months enjoy the wood stove. All wheel drive a must in winter. We have a spacious deck by the shared pool, pergola, and a shady deck by the stream.
4.91 out of 5 average rating, 1027 reviews
Modern Cottage between Stratton and Mount Snow VT
Escape to a Charming, newly Remodeled Chalet nestled perfectly between Mount Snow and Stratton,this cozy retreat is your ideal getaway—whether you're seeking outdoor adventure or quiet relaxation. Beautifully updated and full of charm, the chalet offers a peaceful setting with easy access to hiking, skiing, and everything Southern Vermont has to offer. Calendar Tip: If your preferred dates appear unavailable, feel free to reach out! The calendar typically opens just 2–3 months in advance.
4.97 out of 5 average rating, 113 reviews
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 multiple hot tubs, and sauna. Come visit and relax in the Vermont mountains.
4.97 out of 5 average rating, 214 reviews
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
4.79 out of 5 average rating, 279 reviews
Family-friendly 4BR | Pools Hot Tub | Near Mt Snow
Escape to the mountains in this cozy 4BR, 2BA Chimney Hill cabin, just 15 minutes from Mt. Snow and minutes from downtown Wilmington. Gather around the outdoor fire pit, cozy up by 2 fireplaces, or enjoy the community clubhouse just a 1-minute drive away, with indoor & outdoor pools, hot tub, fitness room, and more. Sleeping up to 8, the home is perfect for families and groups seeking ski trips, lake days, hiking adventures, fall foliage, or a relaxing Vermont getaway year-round.
4.89 out of 5 average rating, 183 reviews
Log Cabin w/ Hot Tub & Fire Pit - Stratton/Mt Snow
Large Log cabin home located midway between Stratton Mountain and Mt Snow and near the town of Dover. There is plenty of space for you and your nearest and dearest in this 4 bed/4 bath home. Whether you are entertaining friends and family in the open-concept living and dining space, quietly curled up with a book in front of the cathedral fireplace, or enjoying a relaxing soak in the outdoor hot tub after a long day on the slopes—this place has something for everybody!
4.9 out of 5 average rating, 250 reviewsPopular amenities for Stratton rentals with a pool
House rentals with a pool

Luxury Mid-Century Modern Vermont Home, Okemo View
4.99 out of 5 average rating, 101 reviews
Historic Farm Stay | Heated Pool + Hot Tub
4.98 out of 5 average rating, 214 reviews
The 1770 House
4.9 out of 5 average rating, 144 reviews
Hollywood Bungalow in the Berkshires #C0191633410
4.9 out of 5 average rating, 242 reviews
Ski Mountain View Estate
4.96 out of 5 average rating, 142 reviews
The Vermont Barn (Mount Snow)
4.84 out of 5 average rating, 183 reviews
Classic VT Ski Chalet - Walkable to Okemo Ski Lift
4.92 out of 5 average rating, 114 reviews
MtSnow/Stratton Ski Lodge-Hot Tub-Game Room-Pool
5.0 out of 5 average rating, 51 reviewsCondo rentals with a pool

Mt Snow Ski In/Out at Seasons
4.88 out of 5 average rating, 262 reviews
Walk to Mt. Snow-Spa-Summer Pool
4.86 out of 5 average rating, 147 reviews
Great Amenities-Season Condo gym-sport center-pool
4.94 out of 5 average rating, 107 reviews
MountSnow ski on/off condo in Vermont
4.93 out of 5 average rating, 113 reviews
Mount Snow Ski Chalet
4.85 out of 5 average rating, 117 reviews
Okemo Ski Condo, Steps from Trails. Modern & Cozy
4.94 out of 5 average rating, 106 reviews
Mtn. view, easy access to village
4.92 out of 5 average rating, 26 reviews
Stratton Studio by Sunapee Stays - Walk to Lifts
4.94 out of 5 average rating, 88 reviewsOther vacation rentals with a pool

Mt Snow Chalet: Peaceful Escape w/Hot Tub
5.0 out of 5 average rating, 131 reviews
Cozy Bear- 1 mile to Mt Snow Ski Home
4.95 out of 5 average rating, 102 reviews
Vermont Vacation Villa—Grapevine Getaway
4.95 out of 5 average rating, 100 reviews
Summit’s Stratton Sneak Away II
4.91 out of 5 average rating, 32 reviews
Renovated Long Trail 1 Bedroom
4.97 out of 5 average rating, 34 reviews
Sheldon Hill Chalet | 4BR Home by Mt Snow/Stratton
4.96 out of 5 average rating, 55 reviews
Slopeside Haven with pool access!
4.93 out of 5 average rating, 28 reviews
Bright 3B/2.5B Stratton Condo- Amazing location!
4.88 out of 5 average rating, 26 reviewsWhen is the best time to visit Stratton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €603 | €722 | €484 | €383 | €218 | €231 | €274 | €278 | €260 | €272 | €328 | €548 |
| 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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- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- June Farms
- Monadnock State Park
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- West Mountain Ski Resort
- Bousquet Mountain Ski Area
- Hildene, The Lincoln Family Home
- Killington Resort
- Mount Monadnock
- Bromley Mountain Ski Resort
- Rensselaer Polytechnic Institute
- Emerald Lake State Park
- Saratoga Spa State Park
- University of Massachusetts Amherst
- Massachusetts Museum of Contemporary Art
- Mount Sunapee Resort
- Mount Greylock
- National Museum of Racing and Hall of Fame





