Houses in Winter Park, CO
Houses in Winter Park, CO, from $84 a night. Book direct on each manager's site, no OTA fee.
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Private Sauna, Covered Parking, Hot Tub, Pool!
House · 2 bed · 2 bath · sleeps 6
Winter Park, CO
From $84 a night
- mountain view
- kitchen
- wifi
- free carport on premises – 2 spaces
Exact location
Book direct on HostWise Stays
River view from private deck, 2 bedroom modern interior
House · 2 bed · 1 bath · sleeps 4
Winter Park, CO
From $183 a night
- balcony
- bedsheets provided
- business services
- car not required
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
NEW Ski In/Out Condo with Hot Tub & Balcony
House · 2 bed · 1 bath · sleeps 6
Winter Park, CO
From $269 a night
Exact location
Book direct on House Swap for Airbnb Hosts, No Nightly Rates
Best Views In WinterPark | FamilyFriendly | Garage
House · 3 bed · 3 bath · sleeps 6
Winter Park, CO
From $327 a night
Exact location
Book direct on House Swap for Airbnb Hosts, No Nightly Rates
New creek side chateau guest suite! Booking for summer NOW! With hot tub!
House · 2 bed · 2 bath · sleeps 6
Winter Park, CO
From $342 a night
- at least 80% lighting from leds
- balcony
- barbecue grill
- birdwatching
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Experience Luxury And Adventure At 143 Dreamcatcher, A Spacious 5-bedroom Home In Winter Park, Co
House · sleeps 11
Winter Park, CO
From $811 a night
- concierge
- dryer
- fire extinguisher
- fireplace
Exact location
Book direct on Niranar
Close to slopes-Walk to Downtown Winter Park!
House · 2 bed · 2 bath · sleeps 8
Winter Park, CO
No nightly rate published
- kitchen
- wifi
- dedicated workspace
- free parking garage on premises
Exact location
Book direct on AirINN
New Condo Downtown Winter Park-Close to the Slopes
House · 2 bed · 2 bath · sleeps 6
Winter Park, CO
No nightly rate published
- kitchen
- wifi
- dedicated workspace
- free parking garage on premises
Exact location
Book direct on AirINN
Tipsy Fox @ Downtown Winter Park Near the Slopes!
House · 1 bed · 1 bath · sleeps 6
Winter Park, CO
No nightly rate published
- kitchen
- wifi
- dedicated workspace
- free parking garage on premises
Exact location
Book direct on AirINN
Little Red Ski Haus, 2min walk to Winter Park lift
House · 3 bed · 2 bath · sleeps 7
Winter Park, CO
No nightly rate published
- high chair
- room darkening shades
- wine glasses
- outdoor dining area
Exact location
Book direct on Manage your vacation home with Fairly.
Ramble On House
House · 4 bed · 3.5 bath · sleeps 10
Winter Park, CO
No nightly rate published
- rooftop hot tub and fire pit
- cedar barrel sauna and cold plunge
- red light therapy
- 100-inch private theater
Exact location
Book direct on Gather Destinations
Alpine Retreat Near Winter Park Resort
House · 4 bed · sleeps 10
Winter Park, CO
No nightly rate published
- free parking
- dryer
- washing machine
- dishwasher
Exact location
Book direct on Manage your vacation home with Fairly.
Après Above It All, Rooftop Hot Tub I Walkable
House · 4 bed · 3 bath · sleeps 8
Winter Park, CO
No nightly rate published
Exact location
Book direct on Luxury Vacation Rentals and Vacation Homes by Wander
Brand New I Downtown Winter Park w/Hot Tub
House · 4 bed · 3 bath · sleeps 8
Winter Park, CO
No nightly rate published
Exact location
Book direct on Luxury Vacation Rentals and Vacation Homes by Wander
Founders Pointe Ski In/Out Condo 4549
House · 2 bed · 2 bath · sleeps 6
Winter Park, CO
No nightly rate published
Exact location
Book direct on Luxury Vacation Rentals and Vacation Homes by Wander
Lakota Dreamcatcher Villa 160
House · 5 bed · 4.5 bath · sleeps 13
Winter Park, CO
No nightly rate published
Exact location
Book direct on Luxury Vacation Rentals and Vacation Homes by Wander
Landing Creekside Villa 15
House · 4 bed · 3 bath · sleeps 12
Winter Park, CO
No nightly rate published
Exact location
Book direct on Luxury Vacation Rentals and Vacation Homes by Wander
Ramble Retreat I Downtown Winter Park w/Hot Tub
House · 4 bed · 4 bath · sleeps 10
Winter Park, CO
No nightly rate published
Exact location
Book direct on Luxury Vacation Rentals and Vacation Homes by Wander
Row Roof Top Penthouse 141
House · 4 bed · 4 bath · sleeps 12
Winter Park, CO
No nightly rate published
Exact location
Book direct on Luxury Vacation Rentals and Vacation Homes by Wander
Sojourn Luxury Villa 115
House · 3 bed · 3.5 bath · sleeps 8
Winter Park, CO
No nightly rate published
Exact location
Book direct on Luxury Vacation Rentals and Vacation Homes by Wander
Telemark River Front Villa 522
House · 3 bed · 2 bath · sleeps 8
Winter Park, CO
No nightly rate published
Exact location
Book direct on Luxury Vacation Rentals and Vacation Homes by Wander
3-Bedroom Mountain Retreat with Hot Tub
House · 2 bed · sleeps 4
Winter Park, CO
No nightly rate published
Exact location
Book direct on Sawmill Haus
How prices are computed
Lowest rate the manager has published. Your dates may cost more; the real price is on their site. The "from" figure is the lowest nightly rate the manager published on that listing page when we last fetched it. It excludes taxes, cleaning and other fees, it is not a quote, and it is not live availability.
Updated 2026-10-31 08:42 UTC. Prices and facts are whatever the manager published on their own site.