
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.
Vacation rentals for every style
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Popular amenities for Rutland County rentals with a pool
House rentals with a pool

Fish, Bike, Golf, or Hike!

Ski-In/Ski-Out Hike Okemo Mountain Condo

The Cocoa Command Center at Top Ridge: 4BR/4BA

Entire Home, Near Slopes, Hot Tub, EV Charger

Luxe 4BR w Incredible View & Game Room!

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

Trailside Vacation

Comfortable, relaxing large country home
Condo rentals with a pool

Golf Fish Hike Bike Vemont Foliage season!

Perfect 2 Bedroom Ski Escape at Killington

Killington Mnt Escape Ski/Golf/Bike/Hike/Pool

Book Peep Golf Bike Hike 2 Bedrm at Mtn & Apres

Cozy Slopeside Escape - Ski-In/Out Condo at Okemo

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

#45 Luxury Ski & Summer Condo with Private Sauna

Charming 3 Bedroom 2 Bath Ski Home/Off
Other vacation rentals with a pool

Luxury Condo - with Garage Parking and Pool

Come to Killington this summer!

Killington Vermont Luxury 2 bed condo

Bright & Cozy Ski Home Condo with Mountain Views

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

The Woods Renovated 1BR Studio close to the slopes

Cozy Killington Condo

Cedarbrook 104- 2 Queens Beds -Year-Round Pool
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- Stratton Mountain
- Sugarbush Resort
- Okemo Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Magic Mountain Ski Resort
- West Mountain Ski Resort
- Fort Ticonderoga
- Dartmouth Skiway
- Dorset Field Club
- Hooper Golf Course
- Lake George Expedition Park
- Pico Mountain Ski Resort
- Autumn Mountain Winery
- Northeast Slopes Ski Tow
- Whaleback Mountain
- Mount Snow Ski Resort
- Ekwanok Country Club
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Lucky Bugger Vineyard & Winery
- Stratton Mountain Resort
- Adirondack Extreme Adventure Course
- Killington Adventure Center
- Gooney Golf
- Things to do Rutland County
- Food and drink Rutland County
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