
Vacation 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!

Topridge 3BR w Incredible View & Private Hot Tub!
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!

Luxe Trailside Ski On/Off. Next to hot tub
Enjoy the best location in Trail Creek! Nearest building to the Snowshed lifts (5 min walk on), Snow Tubing, Grand Hotel Spa, Adventure Center/Bike Park, Ski Home Trail and Sports Center with pool & hot tubs. Renovated living area with VT stone fireplace, new rustic modern kitchen, updated baths, beds and more. Unit backs to private woods and directly to the ski home trail. No stairs & right next to pool/hot tubs (no long walk in the cold). Pop next door for Starbucks or Apres ski at Prestons!

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

Spring Great Deal Cozy 2 Bedroom .2 mi to lift
Come enjoy this peaceful retreat, a warm fire and ski-in trail (depends on snowfall) with beautiful Mountain views! Our cozy 2 bedroom 1 bath is nestled away right on the golf course near Snowshed; Minutes away from ski lifts, restaurants and night life. Enjoy a warm space by the fire after skiing, snowmobiling, tubing and shopping! Shuttle every 30 min weekend & holiday weeks- Common laundry room -free washer/dryer Ski Locker- Pool heated in the summer Enjoy the Beast of the East!

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.

#45 Luxury Ski & Summer Condo with Private Sauna
Contactless checkin steps from Killington Skiing/ Mountain Biking/ Adventure Center, refurbished ski-home condo with its own private sauna, hotel-style condo amenities, excellent common area (pool, jacuzzi, showers, etc) in idyllic central Vermont. Travel guide provided after booking! The resort includes an indoor pool, two hot tubs, pool table, treadmills, and is nestled at the base of the mountain with its own ski-home trail (or mountain bike-home in the summer).

Cozy 1BR, Shuttle/Walk to Lifts, Covered Parking
Our bright and cozy 1-bedroom condo in Building 3 at Mountain Green Resort is the perfect home base for your Killington getaway. Reserved parking spot in the garage. Walk to Snowshed Base Lodge or hop on the winter shuttle that runs every 15 minutes. Enjoy a renovated kitchen, dedicated Wi-Fi, and smart TVs for easy streaming. Resort amenities include an indoor pool, hot tub, sauna, and gym year-round, plus an outdoor pool from Memorial Day through mid-September.

Steps to Golf!
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!

Spring Deals • Quiet Dog-Friendly Mountain Escape
🌸 Spring deals now available — enjoy one of the best values in Killington this season Escape to a quiet, dog-friendly mountain retreat surrounded by nature. Close to hiking trails and outdoor adventures, this cozy condo features an electric fireplace, Xbox, arcade game, cable TV, and fast Wi-Fi for a fun and relaxing stay. While on-site amenities are temporarily closed for maintenance, alternate access is available upon request.

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.

Beautiful Spacious Condo at Killington Resort
This cozy and spacious Sunrise Mountain Village condo is perfectly situated to nearby mountain sports at Killington Ski Resort. It welcomes up to eight guests for an unforgettable stay in the Green Mountains! Exceptional access to year round outdoor activities, great community amenities, and a comfortable condo to come home to - what more could you ask for? Book Timberline K4 today for a thrilling Vermont getaway!
Popular amenities for Killington rentals with a pool
House rentals with a pool

Magical Farm Getaway - a must visit!

Ski-In/Ski-Out Hike Okemo Condo Solitude Village

Ranch at Mendon Mt Orchards

Ski On/Off Sunrise at Killington

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

Dana Road House Sunlit VT Country Home w/HotTub

Luxurious family retreat home in the mountains

Luxury Mid-Century Modern Vermont Home, Okemo View
Condo rentals with a pool

105 Fox Hollow Village Pvt - Red Fox - Unit B-4

Best skiing in yrs; reduced rates

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

Cozy Slopeside Studio at Pico

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

Luxury Ski-In 3BR, Fireplace & Slope Views

Modern Killington Farmhouse Condo: Close to Resort

Walk to lift, Ski home, Sunny with loft
Other vacation rentals with a pool

Specials Ski-in Ski-Out Cozy Mountainside Condo

Northlands at Trail Creek

Ski In-Ski Out Killington Home-Hot Tub-Fireplace

The Chillington at Sunrise (ski in/out)

The Lodge, a 70s Getaway w/Hot tub

Historic Home on 17 acres of land. Go escape!

Killington Ski Gateway Retreat | 2BR Condo

Ski-on/Ski-off Killington Condo – 2BR/2BA sleeps 6
When is the best time to visit Killington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 337 | € 357 | € 242 | € 143 | € 135 | € 135 | € 134 | € 131 | € 141 | € 158 | € 160 | € 283 |
| 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 vacation rentals with a pool in Killington

Total vacation rentals
Explore 490 vacation rentals in Killington

Nightly prices starting at
Killington vacation rentals start at € 60 per night before taxes and fees

Verified guest reviews
Over 20,960 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
190 properties have a dedicated workspace

Wi-Fi availability
490 of Killington vacation rentals include wi-fi 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!
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- Pocono Mountains Vacation rentals
- Québec City Vacation rentals
- The Hamptons Vacation rentals
- Condo rentals Killington
- Villa rentals Killington
- Rentals with breakfast Killington
- Cottage rentals Killington
- Rentals with a washer and dryer Killington
- Rentals with a fireplace Killington
- House rentals Killington
- Townhouse rentals Killington
- Rentals with a fire pit Killington
- Family-friendly rentals Killington
- Chalet rentals Killington
- Rentals with a hot tub Killington
- Apartment rentals Killington
- Rentals with outdoor seating Killington
- Ski-in/ski-out rentals Killington
- Rentals with a patio Killington
- Rentals with an EV charger Killington
- Pet-friendly rentals Killington
- Fitness-friendly rentals Killington
- Cabin rentals Killington
- Rentals with a sauna Killington
- Rentals with pools Rutland County
- Rentals with pools Vermont
- Rentals with pools United States
- 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
- Fox Run Golf Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Dartmouth College
- Adirondack Extreme Adventure Course
- Montshire Museum of Science
- Middlebury College
- Emerald Lake State Park
- Mount Sunapee Resort
- Warren Falls
- Trout Lake
- Southern Vermont Arts Center
- Camp Plymouth State Park
- Things to do Killington
- Food and drink Killington
- Things to do Rutland County
- Food and drink Rutland County
- Things to do Vermont
- Food and drink Vermont
- Nature and outdoors Vermont
- Things to do United States
- Tours United States
- Food and drink United States
- Sightseeing United States
- Sports activities United States
- Nature and outdoors United States
- Wellness United States
- Entertainment United States
- Art and culture United States





