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
This beautifully remodeled 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 Evergreen Unit 8
Condo -
2
bedrooms
2
baths
6
guests
5
3
Welcome to our home at 233 Tabernash Drive.Uncover a delightful mountain getaway situated on 3 private acres in the Winter Park Highlands, providing an exceptional level of privacy with no visibility to adjacent residences, complemented by an aspen grove that serves as a natural barrier from the road. The property boasts ample outdoor space and bre
233 Tabernash Drive
Private Vacation Home -
4
bedrooms
4
baths
13
guests
5
2
Welcome to our townhome at 106 Homestead Loop! This exceptional 3-bedroom townhome includes a private outdoor hot tub with a view of a charming aspen grove, as well as a private deck that presents stunning mountain vistas. It is the perfect selection for a getaway in the Winter Park/Fraser region, featuring a stylish and comfortable interior design
106 Homestead Loop
Townhome -
3
bedrooms
3
baths
10
guests
4.8
9
Welcome to our townhome at The Timbers 9-4.Nestled in the charming town of Fraser, CO, this delightful condo is the perfect retreat for families and outdoor enthusiasts alike with several hiking and biking trails nearby. Enjoy a renovated interior, spacious floor plan, private balcony, 1 car garage parking and a common area outdoor hot tub.This uni
Timbers 9-4
Townhome
2
bedrooms
2
baths
6
guests
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
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
This expansive rental unit spans 1,085 square feet and features two bedrooms and two bathrooms. It includes a primary suite and provides scenic views, making it an ideal choice for families or small groups. The condo is located on the second floor.The spacious living room, integrated into the open floor plan, features comfortable furnishings, a w
Hi Country Haus Unit 2111
Condo -
2
bedrooms
2
baths
6
guests
4.8
24
Why You’ll Love this Colorado Escape• 4.8 miles to Winter Park Ski Resort and 20 yards to the free town shuttle• Private deck featuring stunning mountain and valley views• Cozy gas fireplace and soaring 10-foot ceilings• Sleeps up to 4 guests with a King Primary suite• Complimentary Wi-Fi, ceiling fans and private ski locker• Professionally Manage
Elk Creek Condos G202
Condo
2
bedrooms
2
baths
4
guests
Why You’ll Love this Colorado Escape• 5.6 miles to Winter Park Resort and 30 yards to the free town shuttle• Access to Club Meadow Ridge clubhouse with an outdoor heated pool and hot tubs• Private deck with stunning mountain views• Cozy wood-burning fireplace and complimentary Wi-Fi• Professionally Managed by Stay Winter ParkThe CondoThis welcomin
Meadow Ridge Court 4 Unit 5
Condo
2
bedrooms
1
baths
This condominium features one bedroom, one bathroom and is equipped with all the necessary amenities. It is located on the second floor and includes a private deck with views of the Winter Park Resort. The kitchen is fully stocked with utensils, dishes, pots, pans, a coffee maker, microwave and has seating for two at the breakfast bar.The dining a
Beaver Village Unit #0623R
Condo -
1
bedrooms
1
baths
4
guests
4.9
43
Organize your escape to this splendid pet friendly vacation residence in Winter Park Colorado. This expansive home provides all the comforts and amenities essential for an ideal family holiday, featuring three bedrooms and 2,790 square feet of living space spread across three levels, all just minutes from Winter Park Resort. The primary level feat
12 Yukon Lane Townhome
Private Vacation Home -
3
bedrooms
2
baths
8
guests
4.9
83
This one bedroom condominium offers everything necessary for a delightful vacation. The primary bedroom is equipped with a queen-sized bed, a flat screen TV and full en-suite bathroom. A fully equipped kitchen features modern cookware, updated appliances, cabinets and countertops. A compact island accommodates seating for 2 and seamlessly connect
Beaver Village Unit #1633R
Condo -
1
bedrooms
1
baths
4
guests
4.8
12
Tell us what you're looking for and someone will contact you with available options.
Copyright © 2026 • Stay Winter Park
All Rights Reserved.