
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

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

Luxury Cabin 44 I HotTub I Discounted Attractions

Colorado's Coolest Ski In/Out Home

Spacious cabin w/ hot tub & game room

Cozy Modern Cabin w/ Hot Tub - Minutes to Ski Area

Alpine Vista Escape

Beautiful Granby Ranch home close to ski hill.

Mountain Retreat with VIEW!
Condo rentals with a pool

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

FREE WP ski bus - King bed - pool & hot tubs @ rec

Walk to Downtown | Hot Tub | Near River | Private

King Bed & Bunkbed Ski Condo at Granby Ranch

Luxurious Mountain Condo

Stay at Colorado Dreams|Resort Access, Indoor Pool

❤️ NEW PRIVATE 8 Person *HOTTUB* ROCKY Mnt Park 🏞❤️

Newly Renovated Mountain Modern Condo
Other holiday rentals with a pool

Entire Condo In The Heart of Winter Park

Studio Downtown Winter Park

Ski condo on River in downtown Winter Park!

Elevation Station in Snowblaze condominiums

Hi Country Hideaway

Cozy Condo on the Fraser River

Ski In/Ski Out on The Corridor! Close to the Base!

1BR Condo in Winter Park, CO
Quick stats about holiday rentals with a pool in Winter Park
Total rentals
600 properties
Nightly prices starting at
$90 AUD before taxes and fees
Total number of reviews
18K reviews
Family-friendly rentals
460 properties are a good fit for families
Pet-friendly rentals
100 properties allow pets
Rentals with dedicated workspaces
420 properties have a dedicated workspace
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- Rentals with pools Grand County
- Rentals with pools Colorado
- Rentals with pools United States
- Breckenridge Ski Resort
- Rocky Mountain National Park
- Beaver Creek Resort
- Coors Field
- Vail Ski Resort
- Red Rocks Park and Amphitheatre
- Winter Park Resort
- Keystone Resort
- Granby Ranch
- Arapahoe Basin Ski Area
- Elitch Gardens
- Denver Zoo
- City Park
- Fillmore Auditorium
- Pearl Street Mall
- Water World
- Denver Botanic Gardens
- Golden Gate Canyon State Park
- Ogden Theatre
- Arrowhead Golf Course
- Loveland Ski Area
- Downtown Aquarium
- Carousel of Happiness
- Ski Cooper