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.
269 properties available
Welcome to our cabin at 383 County Road 308! Escape to a charming cabin nestled in the woods, where tranquility meets convenience. Just a stone's throw from town, this cozy retreat offers all the modern amenities you need for a perfect getaway. Enjoy the peaceful surroundings and gaze up at a breathtaking night sky sprinkled with stars. With enough
383 County Road 508
Cabin -
3
bedrooms
1
baths
8
guests
4.9
81
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
Experience an unforgettable mountain retreat in this newly constructed three-bedroom townhome with modern interior design, an open floor plan, private deck with mountain and golf course view with plenty of space for families, friend groups or anyone looking for luxurious but affordable lodging accommodation near the Grand Elk golf course.The main u
174 Eagle Ridge
Townhome -
3
bedrooms
3
baths
8
guests
4.9
10
Guests are sure to appreciate the tastefully renovated condo located on the third floor, which guarantees tranquility due to the absence of occupants above, ensuring a peaceful environment.The vaulted ceilings contribute to an enhanced feeling of spaciousness in the primary living area, complemented by charming peek-a-boo views of Continental Divid
Beaver Village Unit #2031
Condo -
2
bedrooms
2
baths
6
guests
5
15
Welcome to our condo at The Colony Meadow Ridge Unit 102.This lovely, ground floor 2-bedroom condo offers a cozy getaway in Fraser with updated furnishings, hardwood flooring throughout, private deck, close to outdoor trails and on the free town shuttle. The spacious living room has a contemporary color scheme that accentuates the modern and comfo
The Colony Unit #102
Condo -
2
bedrooms
2
baths
6
guests
5
7
Welcome to our townhome at 751 Mountain Terrace! The open floor plan of this home welcomes you with warmth and charm, featuring vaulted ceilings, large windows, hardwood floors, a stone gas fireplace, and access to a private deck with stunning mountain views, especially during sunset.The main living area is furnished for comfort, perfect for relaxi
751 Mountain Terrace
Private Vacation Home -
4
bedrooms
4
baths
12
guests
4.8
9
Experience mountain living at its finest in this stylish and serene mountain modern townhome that is thoughtfully designed with luxurious finishes making this townhome the ideal vacation rental for comfort and convenience and for extra enjoyment hop in the outdoor hot tub!The ground floor entrance offers hardwood floors, easy access to the garage p
374 Lake Trail
Townhome -
3
bedrooms
2
baths
6
guests
5
7
The presence of vaulted ceilings in the primary living space enhances the sense of spaciousness, while the picturesque views of Winter Park Resort contribute a charming aspect to this vacation rental. The expansive dining room offers ample space for mealtime gatherings, and the main living area of the condominium features a gas fireplace that culti
Beaver Village Unit #2032R
Condo -
1
bedrooms
1
baths
4
guests
5
17
The interior of this vacation rental is adorned with a calming color palette, complemented by contemporary mountain-style furnishings and decor throughout the renovated space. The kitchen is equipped with modern appliances, elegant countertops and light wood cabinetry, seamlessly connecting to the dining area, which boasts a spacious table with ben
Beaver Village Unit #1824
Condo -
2
bedrooms
2
baths
6
guests
4.9
27
Welcome to our home at 113 Peak View. Perfect for two families, including your pets! seeking ample space to unwind, this home features two separate living rooms, providing the ideal setting to spread out and relax in comfort; enjoy the lovely views from the private deck, take a relaxing soak in the private outdoor hot tub and take advantage of the
113 Peak View
Private Vacation Home -
3
bedrooms
3
baths
8
guests
5
12
This expansive one bedroom , two bathroom condominium is ideally situated in downtown Winter Park, providing easy access to events, dining options, and the complimentary town shuttle service. Residents can also enjoy the amenities of the Hi Country Haus Recreation Center, which features an indoor pool, hot tubs and coin-operated laundry facilities.
Hi Country Haus Unit 1803
Condo -
1
bedrooms
2
baths
4
guests
4.9
77
This elegant slopeside mountain sanctuary with a private hot tub is an easy 5-minute walk to the Winter Park Resort. The Ski Haus is an exquisitely designed residence that captures the artistic and refined elements sought for your upcoming mountain retreat. With 6 bedrooms and 6 ½ bathrooms, it accommodates up to 19 guests, ensuring a comfortable a
Winter Park Ski Haus
Private Vacation Home -
6
bedrooms
6
baths
19
guests
5
62
Tell us what you're looking for and someone will contact you with available options.
Copyright © 2026 • Stay Winter Park
All Rights Reserved.