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.

Properties Available 281 properties available
Welcome to our condo at Waterside West Unit E206! Discover the warm and welcoming open floor layout of this contemporary 2-bedroom unit, which can host up to 6 guests. Take advantage of the convenient location near Winter Park, Grand Lake, and Rocky Mountain National Park. Local amenities feature Safeway, the Fraser tubing hill, mountain biking tra
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.


Waterside West E206
Condo -
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 22
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
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
A well-appointed condominium will enhance your experience in the mountains. The modernized kitchen features new cabinetry, countertops, flooring and a fresh coat of paint. You will have the opportunity to engage with guests in the adjoining dining area, which accommodates six individuals, with extra seating at the breakfast bar.Enjoy your evening
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 #0612
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 25
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 4.9 109
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
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.


220 Quill Way
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.9 22
Why You’ll Love this Colorado Escape• 4.7 miles to Winter Park and 250 feet to the free town shuttle stop• Private outdoor hot tub, two gas fireplaces and a deck with mountain views• garage parking for 2 vehicles, plus parking for 1 car in front of the garage• Sleeps 10 across 3 interior levels, featuring a King primary suite• Professionally Manage
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.


45 Reunion Court - Rendezvous
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 13
Organize your escape to this splendid pet friendly vacation residence in Winter Park Colorado. This expansive home provides all the comforts and amenities essential for an ideal family holiday, featuring three bedrooms and 2,790 square feet of living space spread across three levels, all just minutes from Winter Park Resort. The primary level feat
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.


12 Yukon Lane Townhome
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 85
Welcome to our condo at Waterside West Unit A206! Embark on your next vacation in Fraser with this welcoming, contemporary split-level 2-bedroom unit, which comfortably accommodates up to 6 guests. Enjoy the convenience of easy access to Winter Park via the complimentary town shuttle. Nearby outdoor activities include two snow tubing hills, as well
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.


Waterside West A206
Condo -
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 2
Enter a beautifully updated and contemporary three bedroom unit! Situated on the ground floor of the building, this residence offers convenient access, featuring hardwood flooring throughout the primary living space.Upon entering the unit, one is greeted by a stunningly remodeled kitchen featuring modern appliances, granite countertops, wooden cab
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 1801
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 66
Why You’ll Love this Colorado Escape• 4.0 miles to Winter Park and 10.0 miles to Granby for easy access to outdoor activities. • Pet-friendly retreat featuring an enclosed sunroom with an indoor hot tub and mountain views. • 3-car heated garage and fast Starlink Wi-Fi with speeds up to 200 Mbps. • Unique loft layout featuring a custom-built remote
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.


349 Ridge Road
Private Vacation Home - Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.8 5
Why You’ll Love this Colorado Escape• 2.4 miles to Winter Park Resort and 0.1 miles to the free town shuttle stop• Private deck with forest views and a warm gas fireplace• Access to the Beaver Village Clubhouse featuring indoor pool, hot tubs and a sauna• Renovated two-bedroom interior with outdoor parking for two vehicles• Professionally Managed b
Beaver Village Unit #1811
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 1
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
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.


18 Fireweed B1 - Mountain Getaway
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 10

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