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Winter Park, CO short term rentals
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Best Short term and Weekly rentals in Winter Park, CO

Traveler-Approved Family Short-Term Rentals in Winter Park, CO

A short-term rental built for families near the slopes in Winter Park, CO provides a stress-free base for the whole group.

Peaceful Condo On River In Downtown Wp W/ Pool - Winter Park, CO
9.7 138 reviews
Winter Park, CO
09/04 – 09/07
$343/nighttotal: $1029 (3 )

Peaceful Condo On River In Downtown Wp W/ Pool

1 2
apartment , Winter Park
This waterfront apartment is located in Winter Park, Florida, within a 15-minute walk of Body Kneads Massage and Pilates, Cozens Ranch House Museum, and the Winter Park Visitor Center. The 500-square-foot apartment features one bedroom, one bathroom, and can accommodate up to four guests, and includes amenities such as a swimming pool, jacuzzi, fitness center, and a private terrace.
Creekside Luxury Retreat  8br  Walk To Shops, Dining & Shuttle  Sleeps 22 - Winter Park, CO
9.8 190 reviews
Winter Park, CO
01/08 – 01/14
$2302/nighttotal: $13812 (6 )

Creekside Luxury Retreat 8br Walk To Shops, Dining & Shuttle Sleeps 22

9 11
apartment , Winter Park
The Lodge on Vasquez Creek offers an eight-bedroom, 8.5-bathroom luxury rental home one block from Winter Park's downtown area, providing convenient access to shops and restaurants.
This spacious property features a gourmet kitchen with Wolf range and Sub-Zero refrigerator, a private hot tub, family game room with Xbox Kinect, and ample outdoor space including a private footbridge over Vasquez Creek, accommodating large groups or multiple families with amenities like cribs and high chairs.
Private Sauna, Amazing View, Pool, Hot Tub! - Winter Park, CO
10 318 reviews
Winter Park, CO
07/09 – 07/10
$411/nightfor 1 night

Private Sauna, Amazing View, Pool, Hot Tub!

1 3
apartment , Fraser
This two-bedroom Fraser apartment is located just ten minutes from Winter Park Ski Resort and a short walk from the Fraser River Trail, making it ideal for exploring the area's natural beauty. It has consistently received excellent ratings for its cleanliness, location, and overall guest experience.
The apartment comfortably accommodates up to eight guests and features a fully equipped kitchen with modern appliances. Guests can enjoy the community pool, hot tub, rec room, sauna, and a private fireplace, perfect for relaxing after a day of skiing, hiking, or exploring the nearby town.
Downtown Wp Condo 414 I Pool I Club House I Hot Tub I Great Views I Discounted Attractions - Winter Park, CO
9.8 143 reviews
Winter Park, CO
07/01 – 07/05
$304/nighttotal: $1216 (4 )

Downtown Wp Condo 414 I Pool I Club House I Hot Tub I Great Views I Discounted Attractions

2 5
apartment , Winter Park
This downtown Winter Park condo, located in the Trailhead Lodge Resort neighborhood, is a five-minute drive from Winter Park Resort and within walking distance of restaurants and Hideaway Park.
This 1250-square-foot premium unit sleeps six, boasts two bedrooms and two bathrooms, and includes a fully equipped chef's kitchen, private patio, and access to resort amenities such as a pool, hot tub, and fitness center, plus Xplorie's complimentary activities.

Best Winter Park, CO lodging with a fireplace

Trails From The Property - On Free Bus Route - Pool, Hot Tubs, Sauna - Winter Park, CO
9.3 40 reviews
Winter Park, CO
07/17 – 07/20
$467/nighttotal: $1401 (3 )

Trails From The Property - On Free Bus Route - Pool, Hot Tubs, Sauna

3 6
apartment , Winter Park
This Beaver Village penthouse condo offers a prime Winter Park location, a short walk from downtown shops and restaurants and a quick, free bus ride to Winter Park Resort.
Sleeping eight guests comfortably across three bedrooms and two bathrooms, this spacious unit boasts a fully equipped kitchen, private balconies, a gas grill, HDTVs, and access to complex amenities including an indoor heated pool, hot tubs, and a sauna.
Updated Winter Park Condo W/ Indoor Heated Pool! - Winter Park, CO
10 165 reviews
Winter Park, CO
12/27 – 01/02
$814/nighttotal: $4884 (6 )

Updated Winter Park Condo W/ Indoor Heated Pool!

2 5
apartment , Winter Park
This Winter Park condo, near Blue Sky Massage and 2.8 miles from Winter Park Ski Resort, offers easy access to both resort activities and local attractions.
The 950-square-foot unit features three bedrooms, two bathrooms, sleeps seven, and includes a full kitchen, fireplace, DVD player, and a relaxing spa tub.
Winter Park Retreat - In The Heart Of Downtown - Winter Park, CO
9.7 115 reviews
Winter Park, CO
01/08 – 01/14
$1074/nighttotal: $6444 (6 )

Winter Park Retreat - In The Heart Of Downtown

4 11
apartment , Winter Park
This spacious Winter Park townhome is centrally located in downtown, within walking distance of restaurants, shops, and the Fireside Market, and less than two hours from Denver International Airport.
The 3,000-square-foot, four-bedroom, five-bathroom property sleeps twelve guests and features two living areas, a fully equipped kitchen, private patios, a gas grill, and a heated one-car garage, plus proximity to the Fraser River Trail for fishing and moose spotting.
Mountain Condo On Bus Line, Walkable To Downtown. - Winter Park, CO
9.7 85 reviews
Winter Park, CO
12/27 – 01/02
$419/nighttotal: $2514 (6 )

Mountain Condo On Bus Line, Walkable To Downtown.

1 5
apartment , Winter Park
This vacation home is located in the mountains near Winter Park, within 1 mile of popular attractions like Blue Sky Massage, the Winter Park Visitor Center, and Bella Vita, and 2.4 miles from Winter Park Ski Resort. The home has received excellent ratings for user experience, location, and cleanliness.
This two-bedroom, two-bathroom property comfortably accommodates up to six guests. Enjoy a fully equipped kitchen, a fireplace for cozy evenings, a balcony with mountain views, a swimming pool, a jacuzzi, and a fitness center for a relaxing and enjoyable stay.

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Best Winter Park, CO lodging with a kitchen

Perfect Family Condo At Base | Fraser Crossing 3326 | Across From Village - Winter Park, CO
9.7 76 reviews
Winter Park, CO
07/02 – 07/05
$277/nighttotal: $831 (3 )

Perfect Family Condo At Base | Fraser Crossing 3326 | Across From Village

2 8
apartment , Winter Park
This Winter Park condo offers ski-in/ski-out access to Winter Park Resort, a 3-minute walk from the Winter Park Amtrak station, and a short walk to Trestle Bike Park.
This 1,040-square-foot unit features two bedrooms, two bathrooms, sleeps eight guests, and includes a fully equipped kitchen, jacuzzi, terrace, and free WiFi, plus access to on-site hot tubs and grills.
Timber Run Evergreen 9 - Winter Park, CO
8.2 41 reviews
Winter Park, CO
07/02 – 07/05
$203/nighttotal: $609 (3 )

Timber Run Evergreen 9

2 8
apartment , Winter Park
Timber Run Evergreen 9 is located in Winter Park, offering stunning mountain views and easy access to skiing and cycling. The property has received very good user ratings, with an excellent location rating and very good cleanliness rating.
This 2-bedroom home, with a floor area of 1400 square feet, comfortably accommodates up to 9 guests. The home features a fully equipped kitchen, a comfortable living space, a children's playground, a Jacuzzi, a terrace or balcony, a garden, and parking.
Winterpark Cozy Slope Side Condo - Winter Park, CO
9.7 308 reviews
Winter Park, CO
07/02 – 07/05
$399/nighttotal: $1197 (3 )

Winterpark Cozy Slope Side Condo

2 8
apartment , Winter Park
This Winter Park apartment is conveniently located within walking distance of both the Winter Park Ski Resort and the Moffat Tunnel West Portal. It boasts excellent user, location, and cleanliness ratings.
The condo features two bedrooms, free Wi-Fi, a sofa bed, and a fireplace. Guests can enjoy a fully equipped kitchen, a spa tub, on-demand housekeeping, and a smoke-free environment.
Crestview Place Unit 507 - Winter Park, CO
9.4 63 reviews
Winter Park, CO
07/02 – 07/05
$297/nighttotal: $891 (3 )

Crestview Place Unit 507

1 8
apartment , Winter Park
Crestview Place Unit 507 is located in Winter Park, just 87 miles from Denver International Airport and offers stunning mountain views. This property has received excellent ratings for its location, cleanliness, and overall experience.
The three-bedroom home features a fully equipped kitchen, a relaxing living space, and a private hot tub. Guests can enjoy amenities like a fitness center, restaurant, and concierge services, as well as activities like skiing and access to a terrace or balcony.

Best Winter Park, CO lodging with laundry available

Walk To Gondola: Condo W/ Deck In Winter Park! - Winter Park, CO
9.6 5 reviews
Winter Park, CO
01/08 – 01/14
$672/nighttotal: $4032 (6 )

Walk To Gondola: Condo W/ Deck In Winter Park!

4 11
apartment , Winter Park
This Winter Park condo, located 400 feet from the Fraser River Trail and 0.6 miles from the Trestle Bike Park and gondola, offers easy access to Winter Park Resort and other attractions.
This 1790-square-foot unit features four bedrooms, three bathrooms, sleeps twelve guests, and includes a jacuzzi, private deck with gas grill, in-unit amenities such as smart TVs and an arcade game, and a community hot tub.
3 Bedroom Family Condo - Plenty Of Views And Amenities - Winter Park, CO
9.4 19 reviews
Winter Park, CO
07/02 – 07/05
$434/nighttotal: $1302 (3 )

3 Bedroom Family Condo - Plenty Of Views And Amenities

4 8
apartment , Winter Park
This Winter Park condo is centrally located, just 0.5 miles from Blue Sky Massage and 2.4 miles from Winter Park Resort, offering easy access to key attractions.
The 1,070-square-foot apartment features three bedrooms, two bathrooms, sleeps eight, and includes amenities such as a private balcony, in-unit laundry, a fitness center, swimming pool, and jacuzzi.
Downtown Wp Chalet 1415 I Private Hot Tub I Great Views I Discounted Attractions - Winter Park, CO
9.6 10 reviews
Winter Park, CO
01/08 – 01/14
$811/nighttotal: $4866 (6 )

Downtown Wp Chalet 1415 I Private Hot Tub I Great Views I Discounted Attractions

3 11
apartment , Winter Park
This Winter Park vacation home, located 2.5 miles from Winter Park Ski Resort and within 2 miles of the Winter Park Visitor Center, Blue Sky Massage, and Bella Vita, offers a convenient mountainside location. This 2,500-square-foot property sleeps 11 guests and boasts 4 bedrooms, 4 bathrooms, a private pool, hot tub, sauna, fitness center, tennis court, and concierge service.
Ski-in Retreat W/ Hot Tub & Fireplace - Winter Park, CO
9.8 6 reviews
Winter Park, CO
07/17 – 07/20
$1244/nighttotal: $3732 (3 )

Ski-in Retreat W/ Hot Tub & Fireplace

4 12
apartment , Winter Park
Ironhorse Manor, a Winter Park Resort mountainside home near the slopes and a 25-minute drive from Granby, offers the "Winter Park Resort Luxury Getaway With Hot Tub" package.
This 3,050-square-foot, three-story vacation rental sleeps 12 guests and boasts four bedrooms, five bathrooms, a gourmet kitchen, private hot tub, and amenities including a foosball table, smart TVs, and a heated garage with a boot dryer.
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