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
Why You’ll Love this Colorado Escape• Stunning mountain and valley views from large south-facing windows• Private patio with BBQ grill and access to an open greenbelt with pond• 2-car garage featuring an EV car charger and and an entrance space for outdoor gear• Fully equipped kitchen with granite countertops and stainless steel appliances• Pet-fri
2002 Lupine Lane
Private Vacation Home -
3
bedrooms
2
baths
6
guests
4.9
76
Welcome to our home at 500 North Lupine! This charming townhome in Fraser is perfect for pet owners and provides a serene rental experience while being close to a variety of outdoor activities year-round. Located at the Cabins of Porcupine Ridge, this spacious 3-bedroom unit can host up to 8 guests, featuring breathtaking views and an open floor pl
500 North Lupine
Private Vacation Home -
3
bedrooms
3
baths
10
guests
4.9
143
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 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
This completely renovated three bedroom apartment located on the third floor of the building, offers a tranquil retreat with stunning views, all while being conveniently close to the vibrant activities on Main Street in downtown.The living room is elegantly appointed with high-quality furnishings, featuring a wood fireplace, a flat screen TV, and a
Hi Country Haus Unit 2121
Condo -
3
bedrooms
2
baths
6
guests
4.9
60
This vacation rental boasts modern enhancements in the kitchen, including new cabinetry and fixtures, as well as a dining room adorned with a creatively designed picnic style table. The living room is characterized by exotic jewel tones on the walls, complemented by furnishings and accessories in similarly warm rich hues. Guests can take pleasure i
Beaver Village Unit #1113
Condo -
2
bedrooms
2
baths
6
guests
4.8
6
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• 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
A renovated one-bedroom vacation rental provides ample space and is situated in a tranquil setting on the third and highest floor of the building.The unit features hardwood flooring that enhances the contemporary decor and mountain lifestyle. In the living room, guests will appreciate the comfortable furnishings, a gas fireplace, a flat screen HDT
Hi Country Haus Unit 2506
Condo -
1
bedrooms
1
baths
4
guests
4.9
116
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 exceptionally spacious and modern two-bedroom condominium, located in the Reserve at Ten Mile Creek Apartments, offers mountain views from the private patio on the ground floor and facilitates easy access to numerous outdoor activities at Granby Ranch Resort. The unit features a generous open floor plan that includes the living area and gourme
Ten Mile B-102
Condo -
2
bedrooms
2
baths
5
guests
5
34
Welcome to our condo at Winter Park Lodge II Unit E102! Experience a delightful stay in Fraser at this beautifully renovated two-bedroom unit featuring hardwood floors throughout and expansive living room windows that offer stunning mountain views. The secondary bedroom suite is equipped with a mini-fridge and microwave, and guests can enjoy access
Winter Park Lodge II Unit E102
Condo
2
bedrooms
2
baths
6
guests
Tell us what you're looking for and someone will contact you with available options.
Copyright © 2026 • Stay Winter Park
All Rights Reserved.