Winter Park Long Term Rentals

Why settle for a short mountain getaway when you could stay longer? Stay Winter Park’s long term vacation rentals are ideal for guests looking to enjoy Colorado life at a slower pace—remote workers seeking alpine views, families spending the summer in the Rockies, or anyone ready to make Winter Park their home away from home. Our extended stay rentals are available for 14 nights or more, giving you time to experience the mountains like a local.

Browse Long Term rentals in Winter Park

Escape the city heat and enjoy a longer stay surrounded by stunning scenery, endless outdoor adventures, and the community charm of Winter Park. The longer you stay, the more you’ll love mountain living.

Planning a stay of 30 days or more? Contact our local team at 800-215-6535 or [email protected] to learn about flexible options and best pricing on long-term rentals.



Properties Available 233 properties available
A cozy sectional sofa serves as an ideal place to unwind after a day of exploring the beautiful outdoors of Winter Park. The living area is enhanced by a gas fireplace and a flat screen television, while the private deck on the second floor offers a serene view of the surrounding forest. The spacious renovated kitchen features modern appliances, n
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 #0821
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 100
This remarkable ground floor two bedroom unit provides a picturesque view of the Fraser River, which can be appreciated from the private deck.The primary living space features a flat screen TV accompanied by a DVD player, elegantly housed in a wooden cabinet adjacent to the wood burning fireplace. It offers complimentary Wi-Fi access and an abunda
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 1903
Condo -
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 57
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
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 3417
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 1
Visitors can appreciate the main floor living room as the focal point of this stunning townhome, with its large expansive windows providing an unforgettable view of the ski resort, and the vaulted ceilings create an even more spacious feel. Relax on the comfortable sofas, watch TV or warm your toes in front of the gas fireplace. The adjacent din
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.


Antlers At Lakota 406
Townhome -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 17
The condominium is well-maintained boasting a modern kitchen equipped with new appliances, cabinets and countertops. The dining space features an elegant wooden table complemented by comfortable cushioned chairs, accommodating up to six individuals. An added perk of the dining area is the extra side window, allowing ample natural light to filter
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 #0724
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 25
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
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
Welcome to our cabin at 383 County Road 308! Escape to a charming cabin nestled in the woods, where tranquility meets convenience. Just a stone's throw from town, this cozy retreat offers all the modern amenities you need for a perfect getaway. Enjoy the peaceful surroundings and gaze up at a breathtaking night sky sprinkled with stars. With enough
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.


383 County Road 508
Cabin -
Bedrooms 3 bedrooms
Bathrooms 1 baths
Guests 8 guests
Rating 4.9 81
Situated on the third floor for enhanced tranquility, this charming two bedroom unit features vaulted ceilings that provide ample natural light in the living space. It is furnished for comfort, making it an ideal setting for enjoying games, movies or your preferred TV programs on the flat screen TV, complemented by the warmth of 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 #1932
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 19
Welcome to our home at 404 Doc Susie Avenue.Looking for the ideal Colorado retreat in downtown Fraser? This beautifully renovated home has been thoughtfully renovated and designed for comfort and offers plenty of room to host family and friends. The ideal location in downtown Fraser allows for an easy stroll to restaurants and quick access to near
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.


404 Doc Susie home
Private Vacation Home -
Bedrooms 3 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 5 3
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
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.


Bear Crossing 845
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 10
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
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 #0931R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 26

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