Winter Park Vacation Rentals
Winter Park Lodging Accommodations
Experience all that Winter Park has to offer by booking your stay today! At StayWinterPark, we have a wide selection of vacation rentals suitable for groups of any size. Whether you're traveling with a small group or a large one, we have the perfect accommodation for you. No matter the time of year, we can assist you in finding the ideal place to stay during your Colorado vacation.
Popular Searches: Private Homes, Colorado Cabins, Luxury Vacation Rentals, Pet Friendly Rentals, Downtown Winter Park, Condo Complexes, Townhome rentals, Winter Park Base Village and Ski In Ski Out
Other popular options include Fraser, Tabernash, Granby and Grand Lake.
263 properties available
Why You’ll Love this Colorado Escape• 4.8 miles to Winter Park Ski Resort and 20 yards to the free town shuttle• Private deck featuring stunning mountain and valley views• Cozy gas fireplace and soaring 10-foot ceilings• Sleeps up to 4 guests with a King Primary suite• Complimentary Wi-Fi, ceiling fans and private ski locker• Professionally Manage
Elk Creek Condos G202
Condo
2
bedrooms
2
baths
4
guests
This affordable condominium located in Winter Park, Colorado, features two bedrooms and encompasses 899 square feet of living area. Additionally, it offers the attractive benefit of a private balcony that overlooks the river. Constructed in 1976, the property retains several original characteristics in its furnishings but with updated bathrooms.
Hi Country Haus Unit 1908
Condo -
2
bedrooms
2
baths
5
guests
4.9
33
Welcome to our condo at Hi Country Haus Unit #1114! This updated condominium and inviting condo provide a perfect location for your upcoming visit to Winter Park.Located just half a block from the main street, featuring hardwood floors, modern appliances, and clubhouse amenities, it serves as an excellent rental option for guests looking for comfor
Hi Country Haus Unit 1114
Condo
1
bedrooms
1
baths
4
guests
This expansive two bedroom accommodation, which comfortably sleeps six, boasts a bright and welcoming atmosphere complemented by stunning views of the surrounding forest from its two private decks located on the second floor. Conveniently situated just minutes from downtown Winter Park and approximately three miles from the Winter Park Resort, it
Silverado II Unit 224
Condo -
2
bedrooms
2
baths
6
guests
4
2
Uncover an exceptional find in Innsbruck, Grand County – an ideal short-term rental! This luxurious residence boasts six bedrooms, a loft area equipped with foosball and an inviting lounge featuring plush sofas and a flat screen television. Multiple outdoor spaces beckon you to venture outside and take in the stunning scenery. Spanning two levels
206 Juniper
Private Vacation Home -
6
bedrooms
4
baths
14
guests
5
38
Why You’ll Love this Colorado Escape• 8.7 miles to Granby Ranch and 12.2 miles to Winter Park Resort• Expansive private deck featuring stunning forest views• Inviting living room with a wood stove and complimentary Wi-Fi• Outdoor parking for up to 3 vehicles in the driveway• Sleeps 8 in 4 bedrooms, including a lower-level Primary suite• Professiona
189 Ridge Road
Private Vacation Home
4
bedrooms
3
baths
8
guests
Why You’ll Love this Colorado Escape• 2.0 miles to Winter Park Resort and situated on the complimentary shuttle route• 0.1 miles to Downtown Winter Park and Main Street• Access to communal amenities Including an indoor heated pool, hot tubs and an outdoor firepit• Fully renovated interior featuring a gas fireplace and a private deck with mountain v
Snowblaze Condos Building C unit 22
Condo -
2
bedrooms
2
baths
6
guests
4.8
26
Welcome to our home at 233 Tabernash Drive.Uncover a delightful mountain getaway situated on 3 private acres in the Winter Park Highlands, providing an exceptional level of privacy with no visibility to adjacent residences, complemented by an aspen grove that serves as a natural barrier from the road. The property boasts ample outdoor space and bre
233 Tabernash Drive
Private Vacation Home -
4
bedrooms
4
baths
13
guests
5
2
Welcome to our condo at Winter Park Lodge II Unit E102! Experience a delightful stay in Fraser at this beautifully renovated one-bedroom unit featuring hardwood floors throughout and expansive living room windows that offer stunning mountain views and guests can enjoy access to an outdoor pool and hot tub. This one-bedroom unit comfortably accommod
Winter Park Lodge II Unit E102R
Condo -
1
bedrooms
1
baths
4
guests
5
7
Welcome to our condo at Waterside West Unit B301! This vacation rental showcases a highly modern design and sophisticated furnishings, offering more than 2,000 square feet of living area spread over two levels. It includes a spacious wrap-around deck that enables guests to enjoy breathtaking mountain vistas and provides easy access to hiking and bi
Waterside West B301
Townhome -
4
bedrooms
4
baths
10
guests
5
26
Welcome to our condo at Twin Rivers Vasquez #3! This lovely, renovated 3-bedroom unit features 2 levels on the second floor of the building, providing a tranquil environment and convenient access to downtown Fraser’s dining options and breweries. The hourly shuttle to Winter Park Ski Resort stops near the main entrance. An ideal family condo that
Twin Rivers Vasquez 3
Condo -
3
bedrooms
2
baths
9
guests
4.8
64
Why You’ll Love this Colorado Escape• Located 0.5 mile from Downtown Winter Park and situated on the complimentary shuttle route• Features balcony views of the Continental Divide and a cozy gas fireplace• Includes access to clubhouse facilities featuring a heated indoor pool and hot tubs• Sleeps guests comfortably with a king-sized bed and an addit
Beaver Village Unit #0332
Condo -
1
bedrooms
1
baths
4
guests
4.9
98
Tell us what you're looking for and someone will contact you with available options.
Copyright © 2026 • Stay Winter Park
All Rights Reserved.