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 RentalsPet Friendly RentalsDowntown Winter ParkCondo Complexes, Townhome rentalsWinter Park Base Village and Ski In Ski Out

Other popular options include Fraser, TabernashGranby  and Grand Lake.

Properties Available 271 properties available
Welcome to our home at 220 Quill Way! This upscale townhome in Fraser offers a peaceful rental option while being conveniently located near a range of outdoor activities available throughout the year. Situated at the Cabins of Porcupine Ridge, this spacious 4-bedroom unit can accommodate up to 10 guests. It features an open floor plan, a private pa
Hot HOT 16
220 Quill Way
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.9 21
Western Road Retreat in Grand Lake Columbine neighborhood is a Pet-Friendly Mountain Escape.Nestled among towering pines and aspens in the charming Columbine Lake community, this modern, pet-friendly home offers the perfect mountain retreat for groups, families with kids and pets. With over 2,000 square feet of living space spread across two level
Hot HOT 20
1126 Western Road
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 11 guests
Rating 4.9 11
Situated within the Trailhead Lodges complex and conveniently positioned along the shuttle route, this property serves as the ideal ski getaway for couples, small families or two individuals in search of cozy accommodations. This delightful one bedroom unit is also in close proximity to the Rendezvous Event Center, which features a sledding hill s
Trailhead Lodges 731
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 136
Welcome to our condo at Meadow Ridge Court 11 Unit #5! Check out this beautifully renovated three-bedroom unit on the second floor! It features a private deck with breathtaking mountain views, gorgeous hardwood flooring, a cozy gas fireplace, and an open floor plan. It's the perfect vacation rental for families looking to unwind, plus you’ll have a
Meadow Ridge Court 11 Unit 5
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 15
This Bear Crossing town home has a very spacious interior, high-end finishes throughout and multi-level floor plan. The 2,000 square feet offers more than enough space for a group of eight to spread out and take advantage of the great outdoor activities nearby.A wonderful 3 bedroom 4 bathroom town home provides guests a feeling of seclusion but st
Bear Crossing 845
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 10
Welcome to our condo at Meadow Ridge Pines B-7 Court 42! Plan your next ski or summer escape at our family-friendly 3-bedroom condo, complete with fantastic clubhouse amenities. Our spacious and beautifully renovated split-level condo features a private deck where you can soak in the serene forest views. Step into the heart of this condominium, whe
Hot HOT 11
Meadow Ridge Pines B-7 Court 42
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 22
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
Hot HOT 24
144 Rainbow - Fairways at Pole Creek
Private Vacation Home - Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 5 15
Welcome to our condo at Base Camp One Unit #305! True ski in ski out condo within Base Camp One at Granby Ranch with a great view from the private deck, in unit washer and dryer and elevator access to the unit on the third floor.This 3 bedroom unit offers plenty of space for your and your family to stretch out and enjoy! The open floor plan featur
Hot HOT 18
Base Camp Cir #305
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 19
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 -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 8
This ground floor condo has updated throughout and is located in building 1 which is close to the shuttle stop on Highway 40 and an easy walk to the clubhouse. There is hardwood flooring throughout main living area with a large comfortable sectional sofa for you to enjoy watching the flat screen tv and gas fireplace and an extra set of windows to b
Beaver Village Unit #0111
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 25
Situated in the upper cul de sac of Beaver Village, this unit adjoins the forest, providing stunning views of the Winter Park Resort from the private balcony. The second floor is bathed in natural light, enhancing its appeal. As an end unit, it offers a tranquil and secluded atmosphere. The renovated kitchen is equipped to facilitate both a swift
Beaver Village Unit #1624
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 45
Discover this exceptional one-bedroom condominium, fully equipped for a remarkable retreat. In the evenings, gather around the gas fireplace after a day in the snow to warm up and indulge in your favorite shows on the Smart TV, which offers both streaming and cable options in the charming living room. The space also features a sofa sleeper for addi
Fraser Crossing 3417
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 1

Tell us what you're looking for and someone will contact you with available options.

By providing your phone number, you agree to receive text messages from our company. Message and data rates may apply. Message frequency varies.
I agree