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
A western themed two bedroom unit, located on the third floor of the building, offers an excellent retreat while being conveniently situated near Main Street in downtown Winter Park. Additionally, as an end unit, it ensures enhanced tranquility and seclusion.The primary living space features tiled flooring and is adorned with log themed lamps. It
Hi Country Haus Unit 1515
Condo -
2
bedrooms
1
baths
4
guests
4.8
41
Why You’ll Love this Colorado Escape• Private deck with picturesque views of the surrounding valley and mountains• Access to extensive amenities including an outdoor heated swimming pool, hot tubs and a fitness room• Pet friendly studio condominium located on the second floor• Professionally Managed by Stay Winter ParkThe CondoThis cozy studio apar
564 Silvercreek Inn
Condo -
1
baths
4
guests
4.8
57
Welcome to our condo at Meadow Ridge Pines B-7 Court 42! Plan your next ski or summer escape at our family-friendly 3-bedroom condo, complete with fantastic clubhouse amenities. Our spacious and beautifully renovated split-level condo features a private deck where you can soak in the serene forest views. Step into the heart of this condominium, whe
Meadow Ridge Pines B-7 Court 42
Condo -
3
bedrooms
3
baths
8
guests
5
25
Welcome to our condo at The Reserve at Ten Mile Unit A-202.This 2 bedroom condo is an ideal family retreat and Pet Friendly for dogs only centrally located in Grand County for easy access to all the local attractions and events! Enjoy a renovated and spacious floor plan, gas fireplace, ceiling fans, private patio and will sleep up to six guests.Th
Ten Mile A-202
Condo -
2
bedrooms
2
baths
6
guests
5
21
This cozy retreat is perfect for small families, couples or solo travelers. The fully equipped kitchen, featuring a stove, microwave, fridge, pots, pans and cooking utensils, allows for easy meal preparation. The spacious dining area connected to the kitchen and main living space, provides a comfortable setting for enjoying meals together.During c
Beaver Village Unit #0712
Condo -
2
bedrooms
2
baths
6
guests
5
22
Why You’ll Love this Colorado Escape• 2 bedroom and 2 bathroom second floor end unit with enhanced privacy• Easy access to a private deck overlooking the forest• Complex clubhouse access featuring a heated indoor pool and hot tubs • Cozy gas fireplace and a fully remodeled kitchen with a small island • Professionally Managed by Stay Winter ParkThe
Beaver Village Unit #0624
Condo -
2
bedrooms
2
baths
4
guests
5
1
Why You’ll Love this Colorado Escape• Nearly 10 private acres with panoramic Winter Park Ski Area and Continental Divide views• Private outdoor hot tub and built-in fire pit under the stars • Lower level game room with pool and ping pong tables • Heated 2 car garage and a dedicated office space for remote work • Sleeps up to 12 guests across 5 bedr
1459 GCR 5221
Private Vacation Home -
5
bedrooms
4
baths
12
guests
5
1
This rental townhome, which is pet-friendly, provides a peaceful retreat with two spacious living areas that can comfortably host up to 10 guests. It has been renovated to offer all the amenities needed for a fantastic vacation experience.The main level features a spacious living area with furniture, gas fireplace, flat screen TV and large windows
67 Fireweed 27A
Townhome -
4
bedrooms
3
baths
10
guests
4.9
90
Welcome to our condo at The Reserve at Ten Mile Unit D-104.This exceptionally modern two-bedroom condo offers an open floor plan, ground floor location, private patio and washer and dryer.The unit features a generous open floor plan that includes the living, dining and kitchen areas. In the living area you can relax on the comfortable furnishings,
Ten Mile D-104
Condo -
2
bedrooms
2
baths
5
guests
4.9
12
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
Welcome to our townhome at Bear Crossing Unit 995.Our Bear Crossing townhome features three-bedrooms and three bathrooms in a remarkably spacious interior, with high-quality finishes throughout, tri-level interior, private deck with mountain views and private patio with outdoor hot tub.The main entrance of the unit has tiled flooring, coat closet a
Bear Crossing 995
Townhome -
3
bedrooms
2
baths
8
guests
5
2
Welcome to our home at Pines Mesa Cottages Unit 8.This stunning retreat in the picturesque Fraser, Colorado offers a luxurious Pet Friendly getaway with breathtaking mountain views from the private deck, private outdoor hot tub, 1 car heated garage parking, game room, vaulted ceiling and is perfect for families or groups seeking a memorable getawa
Pines Mesa Cottages #8
Townhome -
3
bedrooms
2
baths
10
guests
5
11
Tell us what you're looking for and someone will contact you with available options.
Copyright © 2026 • Stay Winter Park
All Rights Reserved.