Flexible Stays

short-Term & Last Minute Lodging in Winter Park, CO

Discover the perfect short-term escape and last-minute rental in Winter Park, Colorado. Explore our extensive range of short-term rentals situated in Winter Park, CO. Whether you plan to stay for just one night or a whole week, take advantage of our convenient same-day booking option when you book directly with us.  Don't miss out on our latest weekly discount rates - secure the best price by staying for 5 nights or more!

Have your choice of Colorado Vacation Rentals in Winter Park from Cabins and Private Homes to Condos and Townhomes.

You can also search by local towns - Fraser, Tabernash, Granby and Grand Lake.

Travel With More Flexibility

Last-Minute Convenience

Ideal for spontaneous trips, emergency stays, or changes in plans.

Cost Savings

Travelers can often find discounts on last-minute bookings.

Better Travel Planning

More choices for lodging without rigid check-in/check-out restrictions.

Short Getaways & Work Trips

perfect for quick vacations or remote workers needing short-term lodging.


Properties Available 226 properties available
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
Retreat to this lovely designed townhome that offers a genuine ski-in/ski-out accessibility! Accommodating up to 6 guests, it includes 2 bedrooms, a loft and numerous home-like amenities. This charming unit provides an ideal getaway that feels just like home. Experience hiking and biking trails right from your doorstep in the summer or skiing durin
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.


Kicking Horse Palomino 7-302
Townhome -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 62
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
Hot HOT 10
Needle's Eye 1
Townhome
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
Why You’ll Love this Colorado Escape• 5.9 miles to Winter Park Resort and 200 feet to the free town shuttle stop• Private deck with an outdoor hot tub, large backyard and mountain views • Wood burning fireplace and combo sunroom/game room with foosball table • Ground floor entrance with space for groups across three bedrooms• Pet friendly property
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.


701B Quail
Townhome - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 117
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
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 11 Unit 5
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 16
This vacation rental features a stunning, luminous and inviting interior that has been recently renovated, making it an excellent choice for families or small groups, accommodating up to 8 guests. The primary level of the unit features hardwood flooring that compliments the contemporary western decor. Alongside the breakfast bar, there is a dinin
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.


Snowblaze Condos Building A unit 33
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 22
Welcome to our condo at The Colony Meadow Ridge Unit 102.This lovely, ground floor 2-bedroom condo offers a cozy getaway in Fraser with updated furnishings, hardwood flooring throughout, private deck, close to outdoor trails and on the free town shuttle. The spacious living room has a contemporary color scheme that accentuates the modern and comfo
The Colony Unit #102
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 7
This spacious and lovely remodeled 2 bedroom condo is located on the third floor of the building offering vaulted ceilings in the main living area and provides additional peace and quiet for guests during their stay.The living room provides a wonderful spot for relaxation, featuring comfortable furnishings, a gas fireplace, a flat screen TV and acc
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 #0233
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 22
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
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 #1824R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 11
Reserve your upcoming visit to Winter Park in this opulent two bedroom unit at Pine Tree Plaza. Situated on Main street in the heart of downtown, you will have convenient access to dining, shopping, nightlife, summer festivals and the complimentary town shuttle - our condominium is perfect for families or small groups looking to experience the are
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.


303 Pinetree
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 15
This recently renovated one-bedroom condominium is ideal for a small family, a couple or individuals, situated in a prime ski-in/ski-out location.The kitchen features newly installed granite countertops, tiled flooring, and modern appliances, offering an unobstructed view of the main living room. It accommodates two individuals at the counter, with
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.


Iron Horse Building C Unit 1023
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 26
The main living room of this two bedroom two bathroom condo features vaulted ceilings, allowing ample natural light to filter in and creating a sense of openness. Renovated to perfection, our previous guests have consistently rated this condo as excellent. The cozy couches in the living room offer a delightful place to unwind by the gas fireplace,
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 #0333
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 86

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