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
The living room features a fireplace that is ideal for chilly evenings in both summer and winter. Take a look at the collection of books in the owner’s library, neatly arranged along the wall, perfect for days when you feel like staying indoors and reading a book or watching a movie on the flat screen TV. Guests also have access to the private pat
Beaver Village Unit #0711R
Condo -
1
bedrooms
1
baths
4
guests
4.9
57
Kings Crossing 12 invites you to its unloading area at the entrance, which offers ample space for storing coats and boots. The indoor hot tub, conveniently located near the front door, provides a perfect way to unwind after a day of activities. This family-friendly townhome boasts an ideal location in downtown Winter Park close to a selection of re
Kings Crossing Townhome 12
Townhome -
3
bedrooms
3
baths
8
guests
5
31
Welcome to our condo at Beaver Village unit 113.This ground floor 1 bedroom condo is an ideal family retreat and has been renovated into a modern and comfortable mountain getaway offering guests a private patio with forest views, 2 full bathrooms with washer and dryer.The open floor plan provides a warm and inviting space complimented with hardwood
Beaver Village Unit #0113
Condo -
1
bedrooms
2
baths
4
guests
4
1
This opulent log residence features two bedrooms, large decks that invite you to step outside and appreciate the picturesque surroundings. Spanning two levels and encompassing 3,283 square feet, this home offers ample opportunities for solitude or gathering with loved ones while enjoying a great location near the heart of Winter Park and forest vie
53 East Viking Drive
Cabin -
3
bedrooms
2
baths
10
guests
5
6
Exceptional Opportunity! This is a 4-bedroom, 3-bathroom residence in Beaver Village . If you seek convenience and comfort for your upcoming ski vacation in Winter Park, this is the ideal accommodation.This second-floor condominium offers the convenience of single-level living. Upon entering, you are greeted by hardwood flooring that leads into the
Beaver Village Unit #1124
Condo -
4
bedrooms
3
baths
10
guests
4.9
62
Welcome to our condo at Meadow Ridge Court 8 Unit #6! Check out this beautifully decorated 2-bedroom Fraser vacation rental! It features 3 comfy queen beds, a newly remodeled kitchen, and a private patio where you can soak in stunning mountain views. Plus, it's just a stone's throw away from the main clubhouse! Step into this delightful, newly reno
Meadow Ridge Court 8 Unit 6
Condo -
2
bedrooms
1
baths
6
guests
4.7
28
Welcome to our home at 238 Night Hawk.The perfect mountain home getaway - outdoor private hot tub, 4 bedroom 3.5-bath and comfortably sleeps 12, vaulted ceilings, private deck with views, ideal for a large family or two families traveling together and located in a wonderful neighborhood near the Granby Ranch Resort and centrally located to all the
238 Night Hawk Home
Private Vacation Home -
4
bedrooms
3
baths
10
guests
5
3
Why You’ll Love this Colorado Escape• 3.0 miles to Winter Park Ski Resort and 0.1 miles to Downtown Winter Park• Private rooftop terrace featuring a hot tub and outdoor seating for stargazing• Cozy gas fireplace, high ceilings and expansive windows• Garage parking for one vehicle and a spacious lower-level mudroom for gear storage• Professionally M
Arrow at Winter Park Unit 248
Townhome -
4
bedrooms
3
baths
10
guests
4.9
48
This traditional two bedroom condominium in Winter Park offers everything necessary for your vacation and is situated on the third floor of the building. A fully equipped kitchen features modern cookware, updated appliances, cabinets and countertops. A compact island provides seating for two and opens into the dining area, which accommodates an a
Beaver Village Unit #1633
Condo -
2
bedrooms
2
baths
6
guests
4.9
13
Welcome to our townhome at Arrow Unit 294! Experience breathtaking mountain vistas and a rooftop deck featuring a private hot tub, all situated on Main Street in the heart of downtown Winter Park. You will have convenient access to a variety of nearby adventures, shopping options, and dining establishments. Our four-bedroom unit can accommodate up
Arrow At Winter Park Unit 294
Townhome -
4
bedrooms
3
baths
9
guests
5
2
Our Fairways townhome is an upscale contemporary getaway situated near the base of Granby Ranch Resort offering lots of amenities, two interior levels and provides guests stunning mountain vistas from a private balcony and plenty of interior space with two living rooms and a private outdoor hot tub and an interior design that is meticulously crafte
100 Fairway Lane
Townhome -
3
bedrooms
3
baths
8
guests
5
13
Discover this exceptional one-bedroom condominium, fully equipped for a remarkable retreat. In the evenings, gather around the gas fireplace after a day in the snow to warm up and indulge in your favorite shows on the Smart TV, which offers both streaming and cable options in the charming living room. The space also features a sofa sleeper for addi
Fraser Crossing 3417
Condo -
1
bedrooms
1
baths
4
guests
5
1
Tell us what you're looking for and someone will contact you with available options.
Copyright © 2026 • Stay Winter Park
All Rights Reserved.