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.
200 properties available
Why You’ll Love this Colorado Escape• 2.9 miles to Winter Park Ski Resort • Private outdoor hot tub and two gas fireplaces• Fully stocked chef’s kitchen with a Viking stove• Walkable to Downtown Winter Park and 0.4 miles to Rendezvous Event Center• 1-car garage parking and driveway space• Professionally Managed by Stay Winter ParkThe TownhomeThis
Red Quill 707
Townhome
3
bedrooms
3
baths
8
guests
Explore our brand new exquisite 2-bedroom, 2-bathroom condominium located in the center of downtown Winter Park! This flawless residence showcases top-notch contemporary aesthetics and comes fully furnished, perfect for your own use or as a vacation rental. Conveniently located near the main street, this unit provides easy access to Winter Park's d
Arrow at Winter Park Unit 202
Condo -
2
bedrooms
2
baths
6
guests
5
63
Retreat to the mountains at this magnificent, newly built residence featuring breathtaking views of the mountains and lake, complemented by a luxurious interior designed 4-bedroom home that accommodates up to 9 guests. This remarkable mountain residence showcases beetle-kill hardwood flooring on the main level, highlighted by hand-hewn wooden plank
224 GCR 4034
Private Vacation Home -
4
bedrooms
3
baths
9
guests
5
16
This completely renovated one bedroom unit located on the first floor offers an excellent opportunity to enhance your upcoming Winter Park retreat.This condominium is an end unit featuring an additional window in the main living area. It includes a comfortable sofa, which also serves as a sofa sleeper for those requiring extra sleeping accommodati
Hi Country Haus Unit 0406
Condo -
1
bedrooms
1
baths
4
guests
4.7
47
Why You’ll Love this Colorado Escape• Stunning mountain and valley views from large south-facing windows• Private patio with BBQ grill and access to an open greenbelt with pond• 2-car garage featuring an EV car charger and and an entrance space for outdoor gear• Fully equipped kitchen with granite countertops and stainless steel appliances• Pet-fri
2002 Lupine Lane
Private Vacation Home -
3
bedrooms
2
baths
6
guests
4.9
76
Welcome to our townhome at The Timbers 9-4.Nestled in the charming town of Fraser, CO, this delightful condo is the perfect retreat for families and outdoor enthusiasts alike with several hiking and biking trails nearby. Enjoy a renovated interior, spacious floor plan, private balcony, 1 car garage parking and a common area outdoor hot tub.This uni
Timbers 9-4
Townhome
2
bedrooms
2
baths
6
guests
Discover the vibrant downtown Winter Park from this completely refurbished three bedroom condominium with stunning views, additional amenities and ample space, it serves as an ideal retreat for enjoyment throughout the year.This corner unit located on the third floor features a private entrance and is adorned with numerous windows and a skylight, a
Hi Country Haus Unit 2115
Condo -
3
bedrooms
2
baths
8
guests
4.9
58
Why You’ll Love this Colorado Escape• Private indoor sauna and cozy gas fireplace• Spacious outdoor deck with a gas grill and panoramic mountain views• Stunning lofted open-concept living area with massive skylights• Fast Wi-Fi for remote work and parking for 2 vehicles• Professionally Managed by Stay Winter ParkThe TownhomeThis stunning, multi-lev
Needle's Eye 1
Townhome
4
bedrooms
4
baths
8
guests
This vacation rental boasts modern enhancements in the kitchen, including new cabinetry and fixtures, as well as a dining room adorned with a creatively designed picnic style table. The living room is characterized by exotic jewel tones on the walls, complemented by furnishings and accessories in similarly warm rich hues. Guests can take pleasure i
Beaver Village Unit #1113
Condo -
2
bedrooms
2
baths
6
guests
4.8
6
This remarkable ground floor two bedroom unit provides a picturesque view of the Fraser River, which can be appreciated from the private deck.The primary living space features a flat screen TV accompanied by a DVD player, elegantly housed in a wooden cabinet adjacent to the wood burning fireplace. It offers complimentary Wi-Fi access and an abunda
Hi Country Haus Unit 1903
Condo -
2
bedrooms
1
baths
4
guests
4.8
57
Welcome to Apex Peak! This luxurious 2-bedroom, 2-bath condo is situated on the top floor of the Founder's Pointe building, featuring soaring ceilings and breathtaking mountain views. You will appreciate the expansive vistas from your adirondack chairs on the private balcony! This spacious unit comfortably accommodates up to 6 adults, providing all
Founders Pointe 4649
Condo -
2
bedrooms
2
baths
4
guests
4.9
32
This property offers an excellent setting for a small family or a couple seeking to experience downtown Winter Park, along with convenient access to local attractions. The updated one bedroom unit is located on the second floor, featuring a shuttle stop directly outside and a recreation building adjacent to the unit. The kitchenette is equipped wit
Hi Country Haus Unit 0309
Condo -
1
bedrooms
1
baths
4
guests
4.8
47
Tell us what you're looking for and someone will contact you with available options.
Copyright © 2026 • Stay Winter Park
All Rights Reserved.