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
This magnificent custom mountain residence boasts one of the finest locations, positioned on the 8th fairway of the acclaimed Pole Creek Golf Course, offering breathtaking views of Sheep Mountain and Indian Peaks. Our home serves as a luxurious mountain sanctuary nestled on two private acres, ensuring both seclusion and stunning vistas in every dir
144 Rainbow - Fairways at Pole Creek
Private Vacation Home -
6
bedrooms
5
baths
14
guests
5
20
Welcome to our townhome at Timbers 5-2! This charming and recently built 2-bedroom townhome features scenic forest views, a private balcony, parking for one car in the garage, and an outdoor hot tub. Situated in Fraser, this delightful townhome is a newer construction that provides a tranquil rental experience while remaining conveniently close to
Timbers 5-2
Townhome -
2
bedrooms
2
baths
6
guests
5
11
Why You’ll Love this Colorado Escape• Ski-in/ski-out access adjacent to the Granby Ranch owner’s lift• Private deck with mountain views and a gas fireplace • Access to community hot tub and BBQ area• Sleeps multiple guests across 3 bedrooms including a spacious upper loft• Complimentary Wi-Fi and 2 outdoor parking spots• Professionally Managed by
Summit Unit 3305
Condo
3
bedrooms
2
baths
10
guests
Welcome to our townhome at Red Quill unit 210.With ample space to spread out and a layout designed for privacy and comfort, this townhome is ideal for families, couples traveling together, or multi-generational vacations. Book your stay today and experience the best of Winter Park—a luxurious, perfectly located mountain escape designed for year-rou
Red Quill 210
Townhome -
4
bedrooms
4
baths
9
guests
5
44
This inviting two-story townhome rental features a spacious open floor plan in the living room, which is equipped with a TV, VCR, and a wood burning fireplace. Additionally, it includes a queen sofa sleeper and provides access to a small private patio. The dining area, which accommodates six individuals with its table and chairs, is located next
Hideaway Village Alpine 4
Townhome -
2
bedrooms
2
baths
6
guests
4.9
58
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 Meadow Ridge Court 29 Unit #8! Check out this stunning townhome-style condo! It features 3 spacious bedrooms, a private deck that boasts breathtaking mountain views, and an inviting open floor plan. With a generous layout spread over 3 levels, this recently renovated gem is perfect for families looking to rent in Fraser. Plu
Meadow Ridge Court 29 unit 8
Townhome -
3
bedrooms
3
baths
8
guests
4.8
18
A cozy sectional sofa serves as an ideal place to unwind after a day of exploring the beautiful outdoors of Winter Park. The living area is enhanced by a gas fireplace and a flat screen television, while the private deck on the second floor offers a serene view of the surrounding forest. The spacious renovated kitchen features modern appliances, n
Beaver Village Unit #0821
Condo -
2
bedrooms
2
baths
6
guests
4.9
98
Why You’ll Love this Colorado Escape• Private indoor sauna and cozy gas fireplace• Spacious outdoor deck with a gas grill and panoramic mountain views• Stunning lofted open-concept living area with massive skylights• Fast Wi-Fi for remote work and parking for 2 vehicles• Professionally Managed by Stay Winter ParkThe TownhomeThis stunning, multi-lev
Needle's Eye 1
Townhome
4
bedrooms
4
baths
8
guests
This charming and expansive pet friendly three bedroom unit is located in the very center of downtown Winter Park. The Trailhead Lodge unit offers a stunning view from the back deck overlooking the Winter Park Ski Resort and downtown area. It serves as an excellent location for enjoying morning coffee, featuring an outdoor dining area and provide
Trailhead Lodges 131
Condo -
3
bedrooms
2
baths
9
guests
5
256
This two bedroom unit at Trailhead Lodge is ideal for a winter or summer retreat in the Colorado Rocky Mountains. Gather your family and furry friend for a luxurious yet approachable escape.The unit located on the second floor can be reached by elevator and features a tastefully decorated living room with expansive windows that provide scenic view
Trailhead Lodges 422
Condo -
2
bedrooms
2
baths
6
guests
4.9
100
Situated in the charming town of Winter Park, this location offers the convenience of walking to summer music festivals and events. During the winter months, guests can utilize the complimentary town shuttle service that operates within the condominium complex, providing direct transportation to Winter Park Resort for skiing or snowboarding advent
Beaver Village Unit #1824R
Condo -
1
bedrooms
1
baths
4
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.