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

Luxury Condo Tucked in the Heart of Killington

Golf, Fish, Hike or Bike in Killington!

Ski On/Off Sunrise at Killington

Okemo Condo – Ski In/Out

Entire Home, Near Slopes, Hot Tub, EV Charger

Green Mountain Getaway

Walk to Okemo Ski Lift - Private Classic VT Ski Ch

Trailside Vacation
Apartment rentals with a pool

Renovated unit, prime location! Shuttle on/Ski off

Northlands at Trail Creek

Mountain Oasis

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

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

Skier's Retreat 2bed/1.5 bath condo w/ Amenities

Ski, Ride, Walk On/Off Condo On Pico at Killington

Updated large condo across from AT and skiing
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- Okemo Mountain Resort
- Sugarbush Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- West Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Mount Snow Ski Resort
- Lake George Expedition Park
- Gooney Golf
- Dorset Field Club
- Hildene, The Lincoln Family Home
- Ekwanok Country Club
- Bromley Mountain Ski Resort
- Fox Run Golf Club
- Hooper Golf Course
- Whaleback Mountain
- Adirondack Extreme Adventure Course
- Storrs Hill Ski Area
- Autumn Mountain Winery
- Cozy Cottages & Otter Valley Winery
- Killington Adventure Center
- Dartmouth Skiway
- Fort Ticonderoga
- Things to do Rutland County
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