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 269 properties available
This affordable condominium located in Winter Park, Colorado, features two bedrooms and encompasses 899 square feet of living area. Additionally, it offers the attractive benefit of a private balcony that overlooks the river. Constructed in 1976, the property retains several original characteristics in its furnishings but with updated bathrooms.
Hot HOT 10
Hi Country Haus Unit 1908
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.9 33
This well-appointed and recently renovated one bedroom one bathroom unit is conveniently situated near the town of Winter Park and is accessible via the complimentary town shuttle to Winter Park Resort. The rental is equipped with all essential amenities for a pleasant vacation, including a fully equipped kitchen complete with dishware and cookwar
Beaver Village Unit #0931R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 26
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
Hot HOT 13
Crestview Place Unit 507
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 90
This condo rental is perfectly suited for two couples or singles seeking the comfort of private sleeping quarters, featuring queen beds equipped with new mattresses and a vanity sink in each bedroom. The unit has been updated to feature a flat screen HDTV positioned adjacent to the wood-burning fireplace, along with a VCR and DVD player, all compl
Hot HOT 11
Hi Country Haus Unit 0705
Condo -
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.8 59
Experience a getaway in the ideal mountain retreat for your upcoming mountain holiday. This stunning location is situated on 40 acres, just a brief 10 minute drive from downtown Winter Park. It is pet friendly, constructed off the grid in 1998, boasting 3,884 square feet of space, and can comfortably house up to 11 guests.The spacious layout of the
Hot HOT 15
Miles Behind Log Cabin
Cabin - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 4.9 119
Welcome to our condo at Beaver Village unit 113.This ground floor 1 bedroom condo is an ideal family retreat and has been renovated into a modern and comfortable mountain getaway offering guests a private patio with forest views, 2 full bathrooms with washer and dryer.The open floor plan provides a warm and inviting space complimented with hardwood
Beaver Village Unit #0113
Condo -
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4 1
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 -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 6
Welcome to our townhome at Kicking Horse Northstar #6-101! This elegantly appointed townhome serves as an ideal getaway, offering a homely atmosphere. It is meticulously decorated with an open floor plan, includes a washer and dryer, and provides ski-in/ski-out access during the winter months, along with convenient access to summer outdoor pursuits
Hot HOT 14
Kicking Horse Northstar #6-101
Townhome -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 3
If you are in search of a newly renovated condominium that offers tranquility during your next holiday, this unit is ideal for you. Situated on the top floor and positioned as an end unit, this location within the building ensures a greater degree of privacy from other neighboring residents.The property underwent a comprehensive renovation in the
Hot HOT 15
Beaver Village Unit #1934
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 65
Welcome to our home at 1000 Lupine Lane.Our modern retreat provides a centralized location for easy access to the many activities in Winter Park, Granby Ranch, Snow Mountain Ranch and Grand Lake. Perfect for families or 2-3 couples with 3,000 square feet of interior living space encompassing 2 interior levels, 4 bedrooms to comfortably sleep up to
Hot HOT 10
1000 Lupine Lane
Private Vacation Home
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
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 -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 20
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
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests

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