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 30 – Sep 6
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 3 – 10
Home in Winter Park
5.0 out of 5 average rating, 39 reviewsRendezvous Winter Park Cabin / Private Hot Tub
Jan 1 – 8
Home in Granby
5.0 out of 5 average rating, 23 reviewsColorado's Coolest Ski In/Out Home
Apr 8 – 15
Home in Granby
5.0 out of 5 average rating, 39 reviewsBeautiful Granby Ranch home close to ski hill.
Apr 9 – 16
Home in Granby
4.97 out of 5 average rating, 31 reviewsGranby Ranch Getaway Private Hot Tub & more!
Oct 15 – 22
Home in Granby
5.0 out of 5 average rating, 11 reviewsModern Mtn Home @ Granby Ranch- Hot Tub, Mesh Wifi
Nov 22 – 29
Condo rentals with a pool
Condo in Winter Park
4.86 out of 5 average rating, 233 reviewsWalk to Downtown | Hot Tub | Near River | Private
Sep 16 – 23
Condo in Granby
4.83 out of 5 average rating, 299 reviewsCozy 1 bedroom Granby Ranch condo
Oct 1 – 8
Condo in Winter Park
4.89 out of 5 average rating, 194 reviewsGround floor 2 bedroom, at Hi Country Winter Park
Sep 8 – 15
Condo in Winter Park
4.93 out of 5 average rating, 124 reviewsPeaceful place on river with great views
Jan 18 – 25
Condo in Granby
4.93 out of 5 average rating, 121 reviewsMountain Escape Condo-Pool/Hot Tub RMNP WinterPark
Apr 25 – May 2
Condo in Granby
4.85 out of 5 average rating, 117 reviewsStudio~Granby. Near Grand Lake/RMNP. Pool/Hot tub
Aug 21 – 28
Condo in Fraser
4.95 out of 5 average rating, 101 reviewsMountain Delight Near Winter Park
May 12 – 19
Condo in Fraser
4.91 out of 5 average rating, 121 reviewsCozy 2 bed/2 bath with Hot Tub and Mountain View
Aug 15 – 22
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
ﺩ.ﺇ184 before taxes and fees
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