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.
188 properties available
Enter a beautifully updated and contemporary three bedroom unit! Situated on the ground floor of the building, this residence offers convenient access, featuring hardwood flooring throughout the primary living space.Upon entering the unit, one is greeted by a stunningly remodeled kitchen featuring modern appliances, granite countertops, wooden cab
Hi Country Haus Unit 1801
Condo -
3
bedrooms
2
baths
6
guests
4.9
66
Welcome to our condo at Hi Country Haus 1909.A renovated 2 bedroom condo offers a wonderfully cozy getaway in the heart of downtown Winter Park where you can walk to all of the great local activities and attractions. This unit has new flooring throughout, a private deck with river views, modern interior design, clubhouse amenities offering a great
Hi Country Haus Unit 1909
Condo -
2
bedrooms
2
baths
6
guests
5
5
Welcome to our townhome at Sun Song 3F! Delightful, stylish, and refurbished 3-bedroom condo in Fraser showcases a split-level interior, generous open floor plan with vaulted ceilings, a private deck with forest vistas, washer/dryer facilities, and a superb location for effortless access to outdoor pursuits all year round. Experience a mountain ret
Sunsong 3F
Condo -
3
bedrooms
3
baths
8
guests
5
9
This condominium features one bedroom, one bathroom and is equipped with all the necessary amenities. It is located on the second floor and includes a private deck with views of the Winter Park Resort. The kitchen is fully stocked with utensils, dishes, pots, pans, a coffee maker, microwave and has seating for two at the breakfast bar.The dining a
Beaver Village Unit #0623R
Condo -
1
bedrooms
1
baths
4
guests
4.9
43
Welcome to our condo at Founders Pointe unit 4646.This luxurious and newly renovated 1 bedroom is situated on the top floor of the Founder's Pointe building and offers breathtaking mountain views from the private deck. This spacious unit comfortably accommodates up to 4 adults, providing all the comforts and conveniences of home. Unwind with family
Founders Pointe 4646
Condo -
1
bedrooms
1
baths
4
guests
4.9
13
A genuine rustic cabin in the woods! This cabin, built in 1961, has undergone some updates and provides a private retreat featuring 3 bedrooms, 2 covered decks that showcase views of the forest and mountains, along with 2 interior levels that offer space for the family to unwind and enjoy a stylish escape from daily life.The primary level of the c
Cabin at Timber Run
Cabin -
3
bedrooms
1
baths
6
guests
5
24
Rated five stars, the fully renovated two bedroom condominium is sure to impress guests. The vacation rental features a modern kitchen equipped with pendant lighting, bright cabinetry, stainless steel appliances and granite countertops. The open-concept design includes a living room and dining area, with a table that comfortably seats six. The li
Beaver Village Unit #0721
Condo -
2
bedrooms
2
baths
6
guests
4.9
34
This luxurious three bedroom unit is situated on the second floor and features a private deck that provides a scenic view of the Fraser River. Positioned to the right of the unit’s entrance, the kitchen features modern appliances that harmonize with the wooden cabinetry and contemporary countertops. Next to the kitchen, the dining room is furnished
Hi Country Haus Unit 1805
Condo -
3
bedrooms
2
baths
7
guests
4.9
94
Why You’ll Love this Colorado Escape• Brand new construction located directly on Main Street in downtown Granby featuring a rooftop deck and sweeping valley and mountain views• Pet friendly rental with 2 car garage and EV charger• Modern high-end finishes, a chef’s kitchen, gas fireplace and a one-car garage • Sleeps up to 6 guests in 3 bedrooms, i
Granby Station Townhomes Unit 3B
Townhome -
3
bedrooms
3
baths
6
guests
5
1
This Bear Crossing three-bedroom townhome features a remarkably spacious interior, high-quality finishes throughout, and a multi-level layout. Spanning 2,000 square feet, it provides ample room for a group of eight to spread out, enjoy the nearby outdoor activities, and admire the stunning mountain views from the large windows in the main living ro
Bear Crossing 435
Townhome -
3
bedrooms
2
baths
8
guests
5
2
This inviting, renovated condominium offers a wonderful spot to enjoy your next stay in Winter Park and is an ideal rental for visitors seeking relaxation and enjoyment situated on the building’s second floor. The unit features stunning hardwood flooring that enhances the chic modern design. The open floor plan encompasses the living, kitchen and
Hi Country Haus Unit 1108
Condo -
1
bedrooms
1
baths
4
guests
4.9
42
This remodeled two-bedroom strikes an ideal balance between mountain charm and contemporary comfort, featuring an extensively renovated ground-floor corner unit situated. Located within the established Hi Country Haus community, it is just moments away from Main Street and clubhouse amenities, providing the best of both summer and winter living rig
Hi Country Haus Unit 0701
Condo -
2
bedrooms
1
baths
6
guests
4.9
11
Tell us what you're looking for and someone will contact you with available options.
Copyright © 2026 • Stay Winter Park
All Rights Reserved.