
Holiday rentals with a pool in Winter Park
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Winter Park
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Winter Park rentals with a pool
House rentals with a pool

Spacious, Luxury Home with Views & Resort Access

Modern Mtn Home @ Granby Ranch -Hot Tub, Mesh Wifi

Meadowridge 30-2

Chill 301 | Pool + Hot Tub

New Luxury Condo 2203 I Free Adventures Daily

Colorado's Coolest Ski In/Out Home

Mountain Views: Hot Tub and Game Room

Alpine Vista Escape
Condo rentals with a pool

Entire Condo In The Heart of Winter Park

Beaver Village in Winter Park - 2br/2bath Condo

Escape to High Lonesome Haus in Winter Park

Winter Park 2bd/2ba (Sleeps 6) - Ideal Location!

Studio~Ski Granby/Winter Park. Pool/Hot Tubs

Pine in the Sky Condo, cozy + close to GR/WP/RMNP

Walk to town! Indoor pool, sauna, hot tubs.

Granby Mountain Retreat
Quick stats about holiday rentals with a pool in Winter Park
Total rentals
620 properties
Nightly prices starting at
$92 AUD before taxes and fees
Total number of reviews
18K reviews
Family-friendly rentals
480 properties are a good fit for families
Pet-friendly rentals
110 properties allow pets
Rentals with dedicated workspaces
420 properties have a dedicated workspace
Destinations to explore
- Colorado Springs Holiday rentals
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- Rentals with an EV charger Winter Park
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- Townhouse rentals Winter Park
- Rentals with a fire pit Winter Park
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- Rentals with a kayak Winter Park
- Rentals with a washing machine and dryer Winter Park
- Rentals with a sauna Winter Park
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- Chalet rentals Winter Park
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- Rentals with a patio Winter Park
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- Breckenridge Ski Resort
- Rocky Mountain National Park
- Beaver Creek Resort
- Vail Ski Resort
- Coors Field
- Winter Park Resort
- Red Rocks Park and Amphitheatre
- Keystone Resort
- Granby Ranch
- Arapahoe Basin Ski Area
- Elitch Gardens
- Denver Zoo
- City Park
- Fillmore Auditorium
- Water World
- Golden Gate Canyon State Park
- Denver Botanic Gardens
- Ogden Theatre
- Carousel of Happiness
- Pearl Street Mall
- St. Mary's Glacier
- Loveland Ski Area
- Downtown Aquarium
- Eldorado Canyon State Park