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Holiday Rentals in Winter Park

Find the holiday rentals that appeal to you the most

The best holiday rentals in Winter Park

Check out our pick of great holiday rentals in Winter Park

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Winter Park Condo w/Hot Tub & 4 Mi to Skiing

Winter Park

Situated in Winter Park in the Colorado region, Winter Park Condo w/Hot Tub & 4 Mi to Skiing features a patio. This property offers access to a balcony, free private parking and free WiFi.

I
Iain
From
United Kingdom
The high end finish and well appointed additions made this stay the perfect 5 nights.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 8 reviews
Price from
US$221.96
1 night, 2 adults

10 Min To Resort! Amazing Views & Sauna!

Winter Park

Boasting a sauna, 10 Min To Resort! Amazing Views & Sauna! is situated in Winter Park. This property offers access to a balcony, free private parking and free WiFi.

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 6 reviews
Price from
US$225.63
1 night, 2 adults

The Honeysuckle Homestead Georgetown Living

Georgetown (Near Winter Park)

Boasting a garden, private pool and mountain views, The Honeysuckle Homestead Georgetown Living is set in Georgetown.

G
Glyn
From
United Kingdom
Facilities and layout. Georgetown and the back door on to the lake was fantastic.
Scored out of 10, guest rating 7.8
Good - What previous guests thought, 11 reviews
Price from
US$114
1 night, 2 adults

Elbert's Escape Sleeps 8 Lakefront Views

Georgetown (Near Winter Park)

Featuring a garden, private pool and mountain views, Elbert's Escape Sleeps 8 Lakefront Views is located in Georgetown.

Scored out of 10, guest rating 7.5
Good - What previous guests thought, 8 reviews
Price from
US$125
1 night, 2 adults

Rose Street Bed & Breakfast

Georgetown (Near Winter Park)

Boasting a garden and views of mountain, Rose Street Bed & Breakfast is a bed and breakfast set in a historic building in Georgetown, 46 km from Frisco Historic Park.

M
MALVINDER KAUR
From
United States
Beautiful place! Excellent location, it was just by the highway. Breakfast was made by Jaime and it was one of the best we’ve had while traveling around Colorado. Jaime was really helpful with the self checkin and we truly enjoyed our day there.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 103 reviews
Price from
US$205.67
1 night, 2 adults

Clear Creek Inn

Georgetown (Near Winter Park)

Clear Creek Inn offers a hot tub and free private parking, and is within 46 km of Frisco Historic Park and 49 km of Buffalo Bill Museum & Grave.

A
ALICIA
From
United States
Great Location to ski at Loveland, comfortable, helpful staff
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 34 reviews
Price from
US$209
1 night, 2 adults

Relax, Adventure, Views, Amenities+Memories (Full)

Granby (Near Winter Park)

Set in Granby, Relax, Adventure, Views, Amenities+Memories (Full) features accommodation with a sauna, a hot tub and a fitness room. This property offers access to a balcony and free private parking.

Scored out of 10, guest rating 5.8
Passable - What previous guests thought, 16 reviews
Price from
US$287
1 night, 2 adults

Ski-In / Ski-Out 1 Bedroom Condo base of WP Resort

Winter Park

Featuring a hot tub, Ski-In / Ski-Out 1 Bedroom Condo base of WP Resort is located in Winter Park. Free WiFi is provided throughout the property and private parking is available on site.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 6 reviews

Ski-In/Ski-Out Zephyr 1 Bedroom Condo Winter Park

Winter Park

Boasting a hot tub, Ski-In/Ski-Out Zephyr 1 Bedroom Condo Winter Park is set in Winter Park. Free WiFi is offered throughout the property and private parking is available on site.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 10 reviews

Cozy Winter Park Condo Bike, Ski, and Hike!

Winter Park

Set in Winter Park in the Colorado region, Cozy Winter Park Condo Bike, Ski, and Hike! has a balcony. This apartment features a spa and wellness centre.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 9 reviews
All holiday rentals in Winter Park

Most booked holiday rentals in Winter Park and surroundings in the past month

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Popular with guests booking holiday rentals in Winter Park

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 10 reviews

Popular with guests booking holiday rentals in Winter Park

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 10 reviews

Popular with guests booking holiday rentals in Winter Park

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 8 reviews

Popular with guests booking holiday rentals in Winter Park

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Popular with guests booking holiday rentals in Winter Park

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 8 reviews

Popular with guests booking holiday rentals in Winter Park

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 10 reviews

Popular with guests booking holiday rentals in Winter Park

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 17 reviews

Popular with guests booking holiday rentals in Winter Park

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 9 reviews

Popular with guests booking holiday rentals in Winter Park

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 6 reviews

Popular with guests booking holiday rentals in Winter Park

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 8 reviews

Enjoy breakfast in Winter Park and nearby

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 8 reviews

Featuring accommodation with a patio, Airy Winter Park Gem with Private Outdoor Hot Tub! is set in Winter Park. Offering free WiFi throughout the property, the non-smoking holiday home has a hot tub.

Situated in Winter Park in the Colorado region, Winter Park Place 14 features accommodation with access to a hot tub.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Walk to Gondola Condo with Deck in Winter Park! is set in Winter Park. Offering free WiFi throughout the property, the non-smoking apartment has a hot tub.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Featuring an outdoor pool and mountain views, The Antlers 401 is located in Winter Park. A hot tub is available for guests.

Set in Winter Park in the Colorado region, Trademark Condo Short Walk to Shuttle offers accommodation with free private parking.

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 5 reviews

Skiing Sanctuary is situated in Winter Park. The spacious holiday home features 2 bedrooms, 1 bathroom, bed linen, towels, a flat-screen TV with streaming services, a fully equipped kitchen, and a...

Located in Winter Park in the Colorado region, Hot Tub MTN Views - Free Shuttle - Central WP provides accommodation with free WiFi and free private parking.

Located in Winter Park in the Colorado region, Dreamcatcher at Lakota home provides accommodation with free private parking.

Highly rated holiday rentals in Winter Park and nearby

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 8 reviews

Set in Winter Park, Ski-In Ski-Out Modern Mountain Condo features a restaurant. Guests can enjoy mountain views.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 9 reviews

Boasting an outdoor pool and mountain views, Iron Horse Building C Unit 1023 is situated in Winter Park. Featuring free WiFi throughout the property, the non-smoking holiday home has a hot tub.

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 5 reviews

Set in Winter Park in the Colorado region, Iron Horse Studio with Resort Amenities Walk to WP! has a balcony. Guests staying at this apartment have access to a patio.

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 17 reviews

Iron Horse Studio is located in Winter Park. Providing a restaurant, the property also has ski-to-door access, as well as a hot tub.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 10 reviews

Boasting an outdoor pool and mountain views, Iron Horse Building D Unit 4104 is situated in Winter Park. Featuring free WiFi throughout the property, the non-smoking holiday home has a hot tub.

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 8 reviews

Situated in Winter Park in the Colorado region, Beaver Village Unit #0332 features accommodation with access to a hot tub. The property features mountain views.

Beaver Village

Winter Park
8.0+ review score
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 6 reviews

Located in Winter Park, Beaver Village provides accommodation with a hot tub and a fitness room. The apartment has access to a restaurant. Outdoor seating is also available at the apartment.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 5 reviews

Set in Winter Park in the Colorado region, Beaver Village Unit #0623R offers accommodation with access to a hot tub.

Holiday Rentals with swimming pools in Winter Park and nearby

Scored out of 10, guest rating 7.6
Good - What previous guests thought, 8 reviews

Set in Winter Park, Ski In Out Luxury Condo 4474 I Huge Hot Tub I Great Views I Best Price I FREE Adventures Daily provides accommodation with a hot tub and a fitness room.

Scored out of 10, guest rating 6.8
Pleasant - What previous guests thought, 4 reviews

Cozy Ski-InandOut Winter Park Studio with Hot Tubs! is situated in Winter Park. Boasting a lift, this property also provides guests with an outdoor pool.

Iron Horse C3013 condo is located in Winter Park. This apartment provides free private parking, a lift and free WiFi.

Set in Winter Park, Iron Horse C5013 condo features a heated pool. This apartment offers free private parking, a lift and free WiFi.

Scored out of 10, guest rating 5.3
Passable - What previous guests thought, 3 reviews

Featuring a hot tub, Cozy Ski-InandSki-Out Winter Park Resort Condo! is located in Winter Park. Guests can benefit from a balcony and an outdoor pool.

Featuring an outdoor pool and mountain views, Iron Horse Building J Unit 1309 is located in Winter Park. Providing free WiFi throughout the property, the non-smoking holiday home features a hot tub.

Scored out of 10, guest rating 6.0
Pleasant - What previous guests thought, 1 review

Located in Winter Park, Chic Winter Park Studio with Community Hot Tub features a heated pool. The apartment offers parking on-site, a hot tub and a lift.

Scored out of 10, guest rating 7.7
Good - What previous guests thought, 8 reviews

Iron Horse Studio Retreat is set in Winter Park. Offering a restaurant, the property also has ski-to-door access, as well as a sauna and a hot tub. Guests can chill out in the indoor pool.

These holiday rentals in Winter Park and nearby have options with free cancellation

Slopeside Sanctuary - Penthouse Less Than 1 Mi to Lifts! is located in Winter Park. Providing free WiFi throughout the property, the non-smoking apartment has a hot tub.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Featuring a spa bath, Mountain View Retreat, Walk to Winter Park Gondola is set in Winter Park. Guests staying at this holiday home have access to a balcony.

4368 Founders Pointe Cozy WP Village Condo is located in Winter Park. Providing free WiFi throughout the property, the non-smoking apartment features a hot tub.

Fraser Crossing 3518 Studio

Winter Park
Free cancellation options available

Fraser Crossing 3518 Studio is located in Winter Park. The property has mountain views. Providing free WiFi throughout the property, the non-smoking holiday home features a hot tub.

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 3 reviews

Boasting air-conditioned accommodation with a patio, Cozy Ski-InandSki-Out Winter Park Resort Condo! is situated in Winter Park. This apartment features a spa and wellness centre.

Zephyr Mountain Ski-In Ski-Out Condo

Winter Park
Free cancellation options available
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Located in Winter Park in the Colorado region, Zephyr Mountain Ski-In Ski-Out Condo features a balcony.

Founders 2 Bedroom Condo

Winter Park
Free cancellation options available

Set in Winter Park in the Colorado region, Founders 2 Bedroom Condo features accommodation with access to a hot tub. This apartment offers free private parking, a lift and free WiFi.

Located in Winter Park in the Colorado region, Zephyr Mountain Lodge, Condo - 3 Bedroom Select-Rated Condo 1609 condo provides accommodation with access to a hot tub.

FAQ about holiday rentals in Winter Park

Holiday rentals that guests love in Winter Park

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Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 5 reviews
Location was fantastic Ski and Ski out for sure right next to the village
Guest review by
Richard
Family with young children
Scored out of 10, guest rating 7.0
Good - What previous guests thought, 4 reviews
It was all digital entry so that was convenient. Loved the ski in and ski out! Also close proximity to the Village. The covered parking place was great too.
Guest review by
John
Solo traveller