Vacation 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.
Vacation 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
Home in Fraser
4.78 out of 5 average rating, 27 reviewsPanoramic Mountain Views
Aug 28 – Sep 4
Home in Winter Park
5.0 out of 5 average rating, 39 reviewsRendezvous Winter Park Cabin / Private Hot Tub
May 18 – 25
Home in Winter Park
5.0 out of 5 average rating, 21 reviewsMountain Cabin 44 - $500 Free Activities Daily
Apr 8 – 15
Home in Winter Park
4.85 out of 5 average rating, 13 reviewsThe Evangeline Haus
Oct 5 – 12
Home in Granby
5.0 out of 5 average rating, 23 reviewsColorado's Coolest Ski In/Out Home
Apr 10 – 17
Home in Granby
4.82 out of 5 average rating, 84 reviewsGranby Ranch Ski in/ski out family cabin
May 5 – 12
Home in Granby
5.0 out of 5 average rating, 39 reviewsBeautiful Granby Ranch home close to ski hill.
Apr 11 – 18
Home in Granby
4.97 out of 5 average rating, 31 reviewsGranby Ranch Getaway Private Hot Tub & more!
Oct 17 – 24
Condo rentals with a pool
Condo in Granby
4.93 out of 5 average rating, 121 reviewsMountain Escape Condo-Pool/Hot Tub RMNP WinterPark
Apr 6 – 13
Condo in Winter Park
5.0 out of 5 average rating, 304 reviewsWinter Park Studio: On the River~ Walk Downtown!
Jul 8 – 15
Condo in Winter Park
4.93 out of 5 average rating, 124 reviewsPeaceful place on river with great views
Nov 6 – 13
Condo in Fraser
4.95 out of 5 average rating, 101 reviewsMountain Delight Near Winter Park
May 14 – 21
Condo in Granby
4.89 out of 5 average rating, 205 reviewsQueen Studio~Resort Amenities~19 Mls to West RMNP
Sep 1 – 8
Condo in Granby
4.96 out of 5 average rating, 137 reviewsGranby Ranch Condo near Grand Lake & RMNP
May 27 – Jun 3
Condo in Granby
4.87 out of 5 average rating, 494 reviewsGranby Mountain Retreat
Jun 8 – 15
Condo in Fraser
4.91 out of 5 average rating, 121 reviewsCozy 2 bed/2 bath with Hot Tub and Mountain View
Aug 17 – 24
Quick stats about vacation rentals with a pool in Winter Park
Total rentals
570 properties
Rentals with dedicated workspaces
420 properties have a dedicated workspace
Pet-friendly rentals
90 properties allow pets
Family-friendly rentals
420 properties are a good fit for families
Total number of reviews
15K reviews
Nightly prices starting at
$50 before taxes and fees
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