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 renovated kitchen features tiled flooring, modern appliances, and updated cabinets and countertops. The compact center island serves as an excellent workspace or additional seating areas during meals. The unit is located on the ground floor, providing convenient access to the outdoor space.The dining area, located next to the kitchen, offers an
Hi Country Haus Unit 2201
Condo -
3
bedrooms
2
baths
7
guests
4.7
31
Experience a getaway in the ideal mountain retreat for your upcoming mountain holiday. This stunning location is situated on 40 acres, just a brief 10 minute drive from downtown Winter Park. It is pet friendly, constructed off the grid in 1998, boasting 3,884 square feet of space, and can comfortably house up to 11 guests.The spacious layout of the
Miles Behind Log Cabin
Cabin -
3
bedrooms
2
baths
10
guests
4.9
119
This cheerful and inviting studio condominium situated in Winter Park is ideally positioned along the local free shuttle route and is merely minutes away from Winter Park Resort. Nestled in the vibrant downtown area, this studio condominium at Snowblaze Condos and Athletic Club ensures that you will have access to all the premier activities the tow
Snowblaze Condos Building E unit 310
Condo -
1
baths
4
guests
4.9
102
Welcome to our condo at Fraser Crossing 3309.This beautifully remodeled one-bedroom condo is a rare find that combines unmatched style, comfort, and unbeatable access to the heart of Winter Park Resort! The open floor plan encompasses the living, dining and kitchen area all adorned with hardwood flooring and modern interior furnishings and finishe
Fraser Crossing 3309
Condo -
1
bedrooms
1
baths
4
guests
5
3
Why You’ll Love this Colorado Escape• Covered deck providing stunning mountain views• Entirely renovated corner unit featuring open floor plan and wood burning fireplace• Access to an expansive recreation center with indoor pool and hot tubs• Walkable to Main Street and steps from complimentary town shuttle• Professionally Managed by Stay Winter Pa
Hi Country Haus Unit 1618
Condo -
3
bedrooms
2
baths
8
guests
4.8
25
Welcome to your cozy mountain retreat at 103 Granby Meadow Dr, nestled just outside of the town of Granby, Colorado. This charming 2-bedroom, 2.5-bathroom home, spanning 1,312 square feet, is perfect for families with pets or groups seeking a serene escape. Step inside to find a beautifully designed living room with plush seating and a fireplace, i
103 Granby Meadow Dr
Townhome -
2
bedrooms
2
baths
4
guests
5
35
This beautifully appointed unit spans 1,200 square feet and is located on the building’s first floor. It is important to mention that there are roughly 6 to 8 steps leading to the unit as the ground floor accommodates a one car garage.In the primary living space, there is access to a private balcony that offers mountain views. This area features
Timber Run Dogwood Unit 8
Condo
2
bedrooms
2
baths
6
guests
Welcome to your ideal mountain getaway! This delightful 3-bedroom, 3-bathroom private townhome located in Tabernash, Colorado, presents a perfect combination of rustic charm and contemporary comfort, featuring ample interior space spread across three levels. With stunning views of the Continental Divide, this spacious retreat is an excellent choice
18 Fireweed B1 - Mountain Getaway
Townhome -
3
bedrooms
3
baths
8
guests
5
9
The living room provides a wonderful spot for relaxation, featuring a gas fireplace, a 50” flat screen TV and private deck overlooking the Winter Park Ski Resort in this 1 bedroom condo.The kitchen is aesthetically pleasing and well-lit, featuring modern cabinetry, pendant lighting, new countertops, and stainless steel appliances, fully equipped fo
Beaver Village Unit #0833R
Condo -
1
bedrooms
1
baths
4
guests
5
9
Welcome to Arrow 213, a stunning new condo nestled in the heart of Downtown Winter Park, Colorado. This modern retreat offers a perfect blend of comfort and style, making it an ideal getaway for families or groups of friends seeking adventure and relaxation in the mountains.This spacious 1-bedroom, 2-bathroom unit comfortably accommodates up to 6 g
Arrow At Winter Park Unit 213
Condo -
2
bedrooms
2
baths
5
guests
5
67
Why You’ll Love this Colorado Escape• 4.7 miles to Winter Park and 250 feet to the free town shuttle stop• Private outdoor hot tub, two gas fireplaces and a deck with mountain views• garage parking for 2 vehicles, plus parking for 1 car in front of the garage• Sleeps 10 across 3 interior levels, featuring a King primary suite• Professionally Manage
45 Reunion Court - Rendezvous
Private Vacation Home -
3
bedrooms
3
baths
10
guests
4.9
13
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
Tell us what you're looking for and someone will contact you with available options.
Copyright © 2026 • Stay Winter Park
All Rights Reserved.