
Holiday rentals with a pool in Killington
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Killington
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Luxury Condo Tucked in the Heart of Killington
Welcome to our ❄newly renovated❄ Cozy Condo Located right off the "loop" walking trail on river road. Our end unit condo sits just 5 min from the base of Killington with easy access to night life/restaurants and much more. Whether you are skiing, hiking, biking, kayaking or just enjoying the fresh Vermont air, you'll love the comfort of our condo. Enjoy a space that is truly convenient, comfortable, child-friendly and fun for you to enjoy during your hard-earned vacation time in Killington!

Ski-on/Ski-off w Private Hot Tub & Sauna!
Oso Dream provides AMAZING panoramic views of Bear Mountain. Step out the front door and ski down Sundog trail to Sunrise Village Triple or step out the back door and hop onto Bear Cub trail to access Bear Mountain! Enjoy the amenities within the complex including indoor & outdoor heated pool (seasonal), sauna and gym. Guests also have access to the outdoor skating rink and xc ski trails (weather permitting). Free use of ice skates, puff hockey equipment, snow shoes, xc skies, poles and sleds!

Free Shuttle Route-Charming 3 BR 2 BA Ski Home/Off
Looking to enjoy all that Killington has to offer in just minutes? Ski home access, a prime location on the shuttle route, and just a 2-minute drive to the slopes. Super convenient! This newly refreshed three-bedroom, two-bathroom condo offers modern comfort and a cozy vibe. After a day of outdoor fun, kick back on the plush sofa and unwind by the warmth of the gas fireplace. It's the ultimate retreat to recharge and enjoy the beauty of Vermont. SHUTTLE OPERATES FRIDAY-SUNDAY & HOLIDAY WEEKS

Modern Killington Farmhouse Condo: Close to Resort
Welcome to our condo in picturesque Killington. This 2RM/2BA modern farmhouse-style unit features an open kitchen, stainless appliances, island, dining area, living room w/ smart TV, gas fireplace, sofa bed, queen bed, easy chair & amazing tile shower w/ body jets. The primary bedroom has ensuite bathroom, TV, flexible king bed, AC & washer/dryer. Reclaimed barn board finishes & sliding barn doors add rustic charm. Plus a summer pool! Book now for modern comfort & rustic charm in Killington!

Dog-Friendly/Spa Onsite/Pool/Wine Bar
Escape to tranquility in this charming 2BD, 2BA home, designed with comfort (portable AC) and relaxation in mind. Nestled in a peaceful neighborhood, it’s the perfect retreat for families, couples, and pet owners who want to enjoy a little extra R&R with their furry friends. The spa area with a pool and hot tub is ideal for unwinding after a long day of exploring or just enjoying the serene environment. Alternatively, you can relax in front of the wood-burning fireplace! New arcade and Xbox!

Gorgeous Dog Friendly 2BR 2.5 Bath w/ Pool Sauna
Our 2-bedroom, 2.5-bath Airbnb, nestled in Vermont’s Green Mountains, invites you to escape into a haven of year-round adventure. Enjoy breathtaking views of a scenic pond, skiing through pristine slopes, bike along winding trails, or hike amidst the number 1 ranked foliage in the USA. Rejuvenate in the indoor pool and spa, with hot tubs, steam rooms, sauna and gym. Unwind by the cozy fireplace, creating unforgettable memories. Experience the charm and beauty of Killington like never before.

CozyCub- Location, Fireplace, Ski Off/Shuttle On!
Delight in this friendly, fully renovated (2022) modern ski condo next to Killington's popular Snowshed base area, learn-to-ski trails, and golf course. Shuttle-On / Ski-Off to the condo during peak season. The location is prime for accessing everything the area has to offer. Relax for some streaming after a day on the mountain on the 65" TV. Enjoy the Whiffletree condo association's outdoor pool and tennis courts in the summer, settle in by the gas fireplace, or head out to explore.

Renovated 2bd/2.5bath/Den + Pool Access (pets ok)
Recently updated ski condo - modern kitchen appliances and new furniture. Minutes away from Killington Ski base. Drive there or use a paid bus service, steps away from the condo. Part of the luxurious Woods Spa Resort and stay includes use of resort amenities including gym, pool, steam/sauna and hot tub. Spa service available but not included in fee (please check for open hours) Warm, cozy and welcoming-custom built for ski lovers to relax after a long day on the mountains.

⭐️Cozy Ski On-Ski Off Wood Fire Place & King Bed
Ski On-Ski Off cozy mountain condo with Real Wood Fire Place and King Size Bed in Sunrise Village on Killington Mountain. Updates include all new furniture in the Master Bedroom & Guest Bedroom, all new top of the line Stainless Steel Appliances in the gourmet kitchen, Tastefully decorated Living Room with new queen size sleep sofa & matching chairs. Simply walk to the end of the parking lot to the Ski On/Off trail. I own the adjoining unit -more info below.

Ski Back to Trail Creek!
Enjoy Killington at competitive pricing without sacrificing comfort! Located in Trail Creek Condo Association. • Ski, hike, bike, or golf just steps away • Cozy up by the wood fireplace (free wood) • Pool, hot tubs, sauna, and game room at community center • 6-minute walk to Snowshed or shuttle (winter weekends/holidays) • Ski home trail (snow-dependent) • Minutes to restaurants, bars, and shops • Convenient bus stop Adventure and relaxation await!

Serene Top Floor Condo (resort style amenities)
Welcome to Killington! We offer a year round accommodation with the convenience of walking to the lifts, free covered parking, private balcony, full kitchen, and 24/7 keyless entry. The Mountain Green condos have great seasonal amenities in our building such as indoor/outdoor pool, hot-tub, fitness center, ski rental , full service bar/restaurant, outdoor lockers. This is the ideal setup for anyone enjoying the mountain without driving to it!

Newly renovated ski retreat at Killington
Located at Mountain Green Resort, Building III. Walk to Snowshed Lodge to begin your day of skiing, or take the free shuttle that will pick you up outside the entrance. After your day of skiing ends and you return to the unit, to experience the many amenities that the resort has to offer: indoor pool, eucalyptus steam room, two spas, sauna, fitness center,. You may prefer to stay in the unit and watch skiers come down the mountain.
Popular amenities for Killington rentals with a pool
House rentals with a pool

Ranch at Mendon Mt Orchards

Ski On/Off Sunrise at Killington

First Chair Chalet hot tub, pets welcome

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

Dana Road House Sunlit VT Country Home w/HotTub

Historic Home on 17 acres of land. Go escape!

Luxurious family retreat home in the mountains

Historic 1850’s Renovated Farmhouse w/ Pool!
Apartment rentals with a pool

Perfect 2 Bedroom Ski in/out at Killington

FUN 2BR/2BA Condo – Pool, Spa & Walk to Lift!

Location + Spa! - Cozy 2BR Condo - Mountain Side

Highridge B16A Hotel Room Only

Your Killington Basecamp:Free shuttle-Pool&Hot tub

Walk/Bike to Snowshed Lift 2BR @ Mt. Green Resort!

⛷☃️Close to lifts. Rustic. Mountain Green Resort🏂❄️…

Starry Nights At KVR
Other holiday rentals with a pool

Renovated unit, prime location! Shuttle on/Ski off

Killington/Pico Condo, Cozy Family/Friend Getaway

Steps to Ski Lifts! Mountain Green Resort Retreat

Northlands at Trail Creek

Ski-in / Ski-out 3BDR+ Killington Condo at Sunrise

Killington ski resort condo

Woods Village 10 – Hot Tub & Pool Access

Spacious Quiet Family Condo in Killington, VT
When is the best time to visit Killington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $409 SGD | $447 SGD | $340 SGD | $212 SGD | $199 SGD | $199 SGD | $198 SGD | $194 SGD | $208 SGD | $234 SGD | $237 SGD | $419 SGD |
| Avg. temp | -7°C | -6°C | 0°C | 7°C | 14°C | 18°C | 21°C | 20°C | 15°C | 9°C | 3°C | -3°C |
Quick stats about holiday rentals with a pool in Killington

Total holiday rentals
Explore 510 holiday rentals in Killington

Nightly prices starting at
Killington holiday rentals start at $139 SGD per night before taxes and fees

Verified guest reviews
Over 18,840 verified reviews to help you choose

Family-friendly holiday rentals
330 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
190 properties have a dedicated workspace

Wifi availability
510 of Killington holiday rentals include wifi access

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

4.8 Average rating
Killington stays are highly rated by guests – averaging 4.8 out of 5!
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- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Killington Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Mount Snow Ski Resort
- Fort Ticonderoga
- Ragged Mountain Resort
- Bromley Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Montshire Museum of Science
- Adirondack Extreme Adventure Course
- Mount Sunapee Resort
- Dartmouth College
- Middlebury College
- Trout Lake
- Southern Vermont Arts Center
- Warren Falls
- Emerald Lake State Park
- Camp Plymouth State Park
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