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.
268 properties available
The attractive furniture in the primary living space provides an excellent area to unwind, appreciate the gas fireplace, flat screen TV and entrance to the secluded patio. A modernized dining space accommodates seating for four individuals.The renovated kitchen features hardwood flooring, granite countertops, stainless steel appliances and wooden c
Beaver Village Unit #0412R
Condo -
1
bedrooms
1
baths
4
guests
5
20
Experience the convenience of ski-in/ski-out access at this two-bedroom, two-bath condominium situated in Building 1 of Summit at Silvercreek, Granby. Positioned adjacent to the owner's lift at Granby Ranch, this fully furnished unit serves as an excellent option for family rentals with pets.This garden level condominium showcases a contemporary co
Summit Unit 1103
Condo -
2
bedrooms
2
baths
4
guests
4.8
38
Why You’ll Love this Colorado Escape• Walkable to downtown Winter Park dining and Cooper Creek Square• Private fifth-floor balcony with stunning mountain and downtown views • Comfortably sleeps 10 guests across three bedrooms, including a spacious loft • Elevator access directly from the underground parking area• Fast, complimentary in-unit Wi-Fi a
Crestview Place Unit 507
Condo -
3
bedrooms
3
baths
8
guests
4.8
90
Trailhead 821 is an excellent destination for families and is pet friendly, offering a sledding hill suitable for all ages, as well as fire pits for warming up at the Rendezvous Event Center. In the summer, visitors can enjoy the skate park and outdoor gymnasium. The property is conveniently accessible via the free town shuttle, making it an idea
Trailhead Lodges 821
Condo -
1
bedrooms
1
baths
4
guests
4.9
132
Welcome to our condo at Meadow Ridge Court 20 Unit #13! Escape to this stunningly remodeled 2nd-floor condo in Fraser, Colorado. This charming 2-bedroom retreat boasts a sleek Ikea kitchen, a cozy wood-burning fireplace, and can comfortably accommodate up to 5 guests. You'll love the easy access to the clubhouse and lift stops, along with handy ame
Meadow Ridge Court 20 Unit 13
Condo -
2
bedrooms
2
baths
5
guests
4.9
32
The extra square footage and views from this condo are created by being a corner unit. The living area offers the full kitchen, dining and lounging with large flat screen TV, gas fireplace, and private balcony.Sleeping 4 with King Bed in primary and queen sofa sleeper.This is a handicapped accessible vacation rental. No air conditioning.Complex Am
Fraser Crossing 3509
Condo -
1
bedrooms
1
baths
4
guests
4.9
108
An upgraded two bedroom townhome offers a generous 880 square feet across two levels of interior space. This rental property maintains a strict no smoking and no pets policy. The unit provides numerous vantage points overlooking the Continental Divide, as well as the surrounding valley and forest. The primary living area features an open layout,
Hideaway Village Columbine 7
Townhome -
2
bedrooms
2
baths
4
guests
3.5
2
Experience your next Winter Park retreat in this newly updated two-bedroom condo, situated on the second floor of the building. As an end unit, it features an extra window adjacent to the dining area, allowing you to appreciate the beautiful forest views.The unit boasts a vibrant and contemporary interior design and furnishings. The living room is
Beaver Village Unit #0324
Condo -
2
bedrooms
2
baths
8
guests
4.9
27
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
Welcome to our condo at Hi Country Haus Unit #1114! This updated condominium and inviting condo provide a perfect location for your upcoming visit to Winter Park.Located just half a block from the main street, featuring hardwood floors, modern appliances, and clubhouse amenities, it serves as an excellent rental option for guests looking for comfor
Hi Country Haus Unit 1114
Condo
1
bedrooms
1
baths
4
guests
Welcome to our vacation home at Lake Granby, Colorado, located in the Lakeshore Estates. If you are looking for a comfortable, quiet place to relax and enjoy the splendor of Rocky Mountains - you've found it!This is a newer, 3 bedroom, 3.5 bathroom, beautiful townhome, The main entry to the townhome is on the ground floor with direct access to the
Granby Lake Shore Estates Townhomes #5
Townhome -
3
bedrooms
3
baths
9
guests
4.9
130
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
Tell us what you're looking for and someone will contact you with available options.
Copyright © 2026 • Stay Winter Park
All Rights Reserved.