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 225 properties available
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
Specials Tag Special
Stay Longer in Winter Park, Save Bigger

Sink into vacation mode in the Fraser Valley and Winter Park area and enjoy 20% off 7–21 night stays with promo code LTR26. Travel between April 14 and December 18, 2026, and book by December 10, 2026, to lock in your savings.*

Looking for something beyond a three-week stay? We'll help you plan a longer stay that works for you, contact us at (800) 215-6535 or [email protected] to inquire about flexible options and best pricing.

*Offer is valid on new online bookings when you book by December 10, 2026, for length of stays between 7 and 21 days between April 14 and December 18, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.


Hi Country Haus Unit 2121
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 60
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
Specials Tag Special
Stay Longer in Winter Park, Save Bigger

Sink into vacation mode in the Fraser Valley and Winter Park area and enjoy 20% off 7–21 night stays with promo code LTR26. Travel between April 14 and December 18, 2026, and book by December 10, 2026, to lock in your savings.*

Looking for something beyond a three-week stay? We'll help you plan a longer stay that works for you, contact us at (800) 215-6535 or [email protected] to inquire about flexible options and best pricing.

*Offer is valid on new online bookings when you book by December 10, 2026, for length of stays between 7 and 21 days between April 14 and December 18, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.


Trailhead Lodges 731
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 138
The condominium exudes a unique cozy ambiance that will be appreciated by all, offering the conveniences of home and a fully renovated interior! An elegantly modernized kitchen boasts new cabinets, appliances and countertops. The dining space can easily accommodate up to 6 individuals and is seamlessly integrated into the open layout of the main
Specials Tag Special
Stay Longer in Winter Park, Save Bigger

Sink into vacation mode in the Fraser Valley and Winter Park area and enjoy 20% off 7–21 night stays with promo code LTR26. Travel between April 14 and December 18, 2026, and book by December 10, 2026, to lock in your savings.*

Looking for something beyond a three-week stay? We'll help you plan a longer stay that works for you, contact us at (800) 215-6535 or [email protected] to inquire about flexible options and best pricing.

*Offer is valid on new online bookings when you book by December 10, 2026, for length of stays between 7 and 21 days between April 14 and December 18, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.


Beaver Village Unit #0922
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.9 56
Lovely 2 bedroom with bonus den sleeping area, 2 private decks with views and private patio, washer and dryer. Updated interior with new flooring, furnishings and appliances. Bonus amenities include paddle boards, inflatable kayak and game room with ping pong to enjoy!The Soda Springs Ranch condo 3C is perfect for families seeking a vacation rent
Specials Tag Special
Stay Longer in Winter Park, Save Bigger

Sink into vacation mode in the Fraser Valley and Winter Park area and enjoy 20% off 7–21 night stays with promo code LTR26. Travel between April 14 and December 18, 2026, and book by December 10, 2026, to lock in your savings.*

Looking for something beyond a three-week stay? We'll help you plan a longer stay that works for you, contact us at (800) 215-6535 or [email protected] to inquire about flexible options and best pricing.

*Offer is valid on new online bookings when you book by December 10, 2026, for length of stays between 7 and 21 days between April 14 and December 18, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.


Soda Springs Ranch Unit 3C
Condo -
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 7 guests
Rating 4.9 34
This Winter Park condo offers ample space and a variety of sleeping arrangements suitable for groups, families, couples and individuals. Situated on the 3rd floor of the Beaver Village Condominiums complex, this four bedroom three bathroom unit boasts vaulted ceilings that allow for plenty of natural light to fill the space.The open floor plan is
Specials Tag Special
Stay Longer in Winter Park, Save Bigger

Sink into vacation mode in the Fraser Valley and Winter Park area and enjoy 20% off 7–21 night stays with promo code LTR26. Travel between April 14 and December 18, 2026, and book by December 10, 2026, to lock in your savings.*

Looking for something beyond a three-week stay? We'll help you plan a longer stay that works for you, contact us at (800) 215-6535 or [email protected] to inquire about flexible options and best pricing.

*Offer is valid on new online bookings when you book by December 10, 2026, for length of stays between 7 and 21 days between April 14 and December 18, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.


Beaver Village Unit #0834
Condo -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.6 12
The extra square footage and views from this condo are created by being a corner unit. The living area offers the full kitchen, dining and lounging with large flat screen TV, gas fireplace, and private balcony.Sleeping 4 with King Bed in primary and queen sofa sleeper.This is a handicapped accessible vacation rental. No air conditioning.Complex Am
Specials Tag Special
Stay Longer in Winter Park, Save Bigger

Sink into vacation mode in the Fraser Valley and Winter Park area and enjoy 20% off 7–21 night stays with promo code LTR26. Travel between April 14 and December 18, 2026, and book by December 10, 2026, to lock in your savings.*

Looking for something beyond a three-week stay? We'll help you plan a longer stay that works for you, contact us at (800) 215-6535 or [email protected] to inquire about flexible options and best pricing.

*Offer is valid on new online bookings when you book by December 10, 2026, for length of stays between 7 and 21 days between April 14 and December 18, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.


Fraser Crossing 3509
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 108
Welcome to our condo at Hi Country Haus 1909.A renovated 2 bedroom condo offers a wonderfully cozy getaway in the heart of downtown Winter Park where you can walk to all of the great local activities and attractions. This unit has new flooring throughout, a private deck with river views, modern interior design, clubhouse amenities offering a great
Specials Tag Special
Stay Longer in Winter Park, Save Bigger

Sink into vacation mode in the Fraser Valley and Winter Park area and enjoy 20% off 7–21 night stays with promo code LTR26. Travel between April 14 and December 18, 2026, and book by December 10, 2026, to lock in your savings.*

Looking for something beyond a three-week stay? We'll help you plan a longer stay that works for you, contact us at (800) 215-6535 or [email protected] to inquire about flexible options and best pricing.

*Offer is valid on new online bookings when you book by December 10, 2026, for length of stays between 7 and 21 days between April 14 and December 18, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.


Hi Country Haus Unit 1909
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 5
Welcome to our condo at The Reserve at Ten Mile Unit D-104.This exceptionally modern two-bedroom condo offers an open floor plan, ground floor location, private patio and washer and dryer.The unit features a generous open floor plan that includes the living, dining and kitchen areas. In the living area you can relax on the comfortable furnishings,
Specials Tag Special
Stay Longer in Winter Park, Save Bigger

Sink into vacation mode in the Fraser Valley and Winter Park area and enjoy 20% off 7–21 night stays with promo code LTR26. Travel between April 14 and December 18, 2026, and book by December 10, 2026, to lock in your savings.*

Looking for something beyond a three-week stay? We'll help you plan a longer stay that works for you, contact us at (800) 215-6535 or [email protected] to inquire about flexible options and best pricing.

*Offer is valid on new online bookings when you book by December 10, 2026, for length of stays between 7 and 21 days between April 14 and December 18, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.


Ten Mile D-104
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.9 12
Prepare to immerse yourself in the pinnacle of mountain living! This exquisitely renovated 3-bedroom condominium serves as the ideal resort escape, featuring contemporary furnishings, state-of-the-art appliances, stunning river vistas and ample space for all to relish a mountain retreat.The main open-concept design showcases hardwood flooring and l
Specials Tag Special
Stay Longer in Winter Park, Save Bigger

Sink into vacation mode in the Fraser Valley and Winter Park area and enjoy 20% off 7–21 night stays with promo code LTR26. Travel between April 14 and December 18, 2026, and book by December 10, 2026, to lock in your savings.*

Looking for something beyond a three-week stay? We'll help you plan a longer stay that works for you, contact us at (800) 215-6535 or [email protected] to inquire about flexible options and best pricing.

*Offer is valid on new online bookings when you book by December 10, 2026, for length of stays between 7 and 21 days between April 14 and December 18, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.


Winter Park Place #1
Condo - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 76
The Telemark townhomes offer opulent interior design and premium finishes that provide an exquisite retreat. Each unit is equipped with standard features such as four-panel interior alder doors and trim, pendant-style lighting and an energy efficient radiant heating system. Ideally situated in downtown Winter Park, these townhomes are in proximity
Specials Tag Special
Stay Longer in Winter Park, Save Bigger

Sink into vacation mode in the Fraser Valley and Winter Park area and enjoy 20% off 7–21 night stays with promo code LTR26. Travel between April 14 and December 18, 2026, and book by December 10, 2026, to lock in your savings.*

Looking for something beyond a three-week stay? We'll help you plan a longer stay that works for you, contact us at (800) 215-6535 or [email protected] to inquire about flexible options and best pricing.

*Offer is valid on new online bookings when you book by December 10, 2026, for length of stays between 7 and 21 days between April 14 and December 18, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.


Telemark Townhomes Unit 514
Condo - Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 231
Welcome to our condo at Waterside West Building D Unit #301.A spacious and lovely decorated 1 bedroom offers a private deck with mountain views, 2 full bathrooms, washer/dryer, in-floor radiant heating - great spot in Fraser for you to enjoy your mountain getaway.The open floor plan has new carpeting and is very spacious to enjoy the living, dining
Hot HOT 12
Waterside West D301
Condo -
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 13
Why You’ll Love this Colorado Escape• 5.9 miles to Winter Park Resort and just 30 yards from the free town shuttle• Ground floor access with a private patio and stunning mountain views• Quick walk to Meadow Ridge clubhouse for the heated pool, hot tubs and steam room• Fully equipped kitchen and cozy gas fireplace• Professionally Managed by Stay Win
Specials Tag Special
Stay Longer in Winter Park, Save Bigger

Sink into vacation mode in the Fraser Valley and Winter Park area and enjoy 20% off 7–21 night stays with promo code LTR26. Travel between April 14 and December 18, 2026, and book by December 10, 2026, to lock in your savings.*

Looking for something beyond a three-week stay? We'll help you plan a longer stay that works for you, contact us at (800) 215-6535 or [email protected] to inquire about flexible options and best pricing.

*Offer is valid on new online bookings when you book by December 10, 2026, for length of stays between 7 and 21 days between April 14 and December 18, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.


Meadow Ridge Court 9 Unit 4
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.9 120

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