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Vacation rentals with a pool in Rutland County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Rutland County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Treehouse in Stockbridge

4.94 out of 5 average rating, 107 reviews

Romantic Treehouse- Hot tub, FPLC, 20 Min to KLT

New treehouse was built by me with my own two hands during the pandemic. The architect styled design is one of a kind with huge windows. Radiant Heat, custom bathroom/kitchen. My grandparents once owned and operated a dairy farm in the area and I want to share this treehouse and surrounding area with my guests. Ski or Ride in only 20 min to Killington and resorts. My treehouse is located on the historic ski highway with Killington-20 min, Pico, Okemo, Sugarbush, Saskadena Six, and Stowe.

Townhouse in Killington

4.93 out of 5 average rating, 259 reviews

Modern Mountain Condo with Spa, Pool, Sauna, Gym

Escape from your suburban home and come enjoy our beautiful Killington getaway condo. Boasting a spacious, comfortably furnished interior, this modern 2-bedroom, 2-bathroom abode is perfect for families, multiple couples, or a romantic getaway. Our Killington Air BNB has far more than the average Air BNB with everything you need for a great experience. If you're working during your stay you'll find high speed wifi and a dedicated desk space so you can focus on business when not on the slopes

Guesthouse in Granville

4.9 out of 5 average rating, 851 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.

Condo in Killington

4.9 out of 5 average rating, 124 reviews

Cozy & Convenient Ski Home Condo

Ski Home to Trail Creek Close to the mountain Updated 1-level, 1 bed, 1 bth, condo has brand new stainless appliances. Walking distance to Snowshed Base where you can access skiing, biking and the "fun" center. Ski home from Snowshed Slope trail. Steps to the amenities building that houses the pool, hot tub, sauna & exercise area. Wood-burning fireplace, free firewood, in-unit laundry. The view outside is of bucolic woods and a small stream. Killington will not run the shuttle mid-week.

Condo in Killington

4.78 out of 5 average rating, 287 reviews

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! We also have discounted winter lift tickets.

Condo in Killington

4.95 out of 5 average rating, 203 reviews

Walk or Shuttle to Lifts/2BR @ Mt. Green Resort!

Our CLEAN & SPACIOUS 2 Bedroom and 1.5 Bath Condo is a corner unit in the 4 Season Mountain Green Resort which is located directly across the street from the Snowshed Base Lodge at Killington Mountain (just a 10 minute walk or 2 minute shuttle ride to the slopes) and right next door to the Killington Golf Course. With our recently updated kitchen, renovated master bathroom, luxury vinyl flooring and new furniture, you are sure to enjoy our home away from home in the Green Mountains!

Condo in Killington

4.94 out of 5 average rating, 233 reviews

Dog-Friendly 2BD/2BA Oasis - Pool, Hot Tub & Spa

Escape to tranquility in this charming 2-bedroom, 2-bathroom home, designed with comfort 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 after a long in front of the wood-burning fireplace!

Condo in Killington

4.91 out of 5 average rating, 155 reviews

Renovated 1BR, Walk to Lifts, Covered parking

Our comfortable 1-bedroom condo in Building 3 of the Mountain Green Resort provides a bright yet cozy home base for your Killington getaway. Our condo features a new kitchen, dedicated Wi-Fi, and smart TVs. Conveniently located within walking distance to Snowshead, it's perfect for all your mountain activities. Please note, construction teams are replacing the roof of each bldg 7am-7pm daily through Thanksgiving. Scaffolding is up around the outside, and the balcony is unavailable.

Condo in Killington

4.93 out of 5 average rating, 183 reviews

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. check VRBO.1532508 mention this for a better deal

Rental unit in Clarendon

4.92 out of 5 average rating, 146 reviews

Vermont Horse Farm

Enjoy a morning cup of coffee on the patio overlooking the horse pastures or an evening by a fire under the gazebo with a fire pit on this idyllic Vermont horse farm with glorious views. Close to many activities, such as hiking, skiing and swimming. Scenic retreat on a family owned and working farm. Here we have horses, donkey, chickens, goats, and of course our dogs and cats. There is a short hiking trail with beautiful views and a picnic table by the stream.

Condo in Killington

4.86 out of 5 average rating, 168 reviews

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

This rustic Mountain Green Resort condo offers easy access to ski/mtn bike lifts with resort style amenities. Features include 4K Smart TVs, High speed WiFi, private balcony with mountain views, board games, and full kitchen. On-site health spa including pool, sauna, hot tub, gym, masseuse. Restaurants and nightlife are minutes down the road. Restaurant/bar and ski/rental shop also within resort. Free shuttle to lifts available during ski season.

Condo in Killington

4.94 out of 5 average rating, 155 reviews

Renovated unit, prime location! Shuttle on/Ski off

We are located in Killington, VT. A newly renovated family friendly condo complex located on East Mountain Rd. Take the free shuttle (modified schedule post Covid) and end your day by skiing back to the condo. In the summer season you can enjoy a day mountain biking and ride home in just under five minutes. Enjoy the outdoor pool during the summer after a day of mountain biking! Year round activities all within a short distance.

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Adventure-ready homes with après-ski style

Popular amenities for Rutland County rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Killington

4.9 out of 5 average rating, 184 reviews

Luxury Condo Tucked in the Heart of Killington

Home in Killington

4.88 out of 5 average rating, 50 reviews

Killington Ski Condo: Your Winter Escape!

Home in Ludlow

4.97 out of 5 average rating, 30 reviews

Hilltop 9-BR Mountain Retreat 5-min to Okemo

Home in Ludlow

5 out of 5 average rating, 3 reviews

Okemo Condo - Ski In/Out

Home in Ludlow

4.92 out of 5 average rating, 89 reviews

~ Fire Pit, Pool Table ~ Private Classic VT Ski Ch

Home in Ludlow

5 out of 5 average rating, 3 reviews

2BR/2.5 Bath at Solitude Okemo

Home in Killington

4.87 out of 5 average rating, 31 reviews

Scenic 5 Bedroom Killington Mountain Vacation Home

Home in Chittenden

4.91 out of 5 average rating, 87 reviews

Comfortable, relaxing large country home

Condo rentals with a pool

Condo in Killington

4.98 out of 5 average rating, 41 reviews

Luxury Ski Condo - with Garage Parking and Pool

Condo in Killington

4.95 out of 5 average rating, 56 reviews

Bright & Cozy ski in condo with fireplace & views

Condo in Killington

4.98 out of 5 average rating, 42 reviews

Fun 2 BR | 2 BA Condo - Pool/Spa - Walk to Lift

Condo in Mendon

4.86 out of 5 average rating, 42 reviews

2 Bedroom Pico/Killington Loft Condo at FoxHollow

Condo in Mendon

5 out of 5 average rating, 43 reviews

Killington-Pico updated 2 bd/2 ba + loft condo!

Condo in Killington

4.77 out of 5 average rating, 22 reviews

Studio w/ two queen Beds renovated Bus Shuttle

Condo in Killington

4.83 out of 5 average rating, 6 reviews

Killington Renovated Studio Condo w/ Kitchenette

Condo in Killington

4.93 out of 5 average rating, 82 reviews

⭐️Cozy Ski On-Ski Off Wood Fire Place & King Bed

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