Winter Park Labor Day Vacation Rentals

Celebrate Labor Day in Winter Park, Colorado

Book your mountain Labor Day getaway today - the last of the long summer weekends!

Plenty of great activities - free live music on Thursday 8/29 and 2 evenings at Cooper Creek Square.

Many restaurants have happy hour deals and dining specials.

Book one of our downtown rentals within walking distance of events or choose something a bit remote for peace and quiet!

Can't make it for the Labor Day weekend? Check out our more flexible vacation options.



Properties Available 211 properties available
Western Road Retreat in Grand Lake Columbine neighborhood is a Pet-Friendly Mountain Escape.Nestled among towering pines and aspens in the charming Columbine Lake community, this modern, pet-friendly home offers the perfect mountain retreat for groups, families with kids and pets. With over 2,000 square feet of living space spread across two level
Specials Tag Special
New Featured Properties

Browse our selection of new properties to our program and save 15% off 2 nights or more on your stay with promo code NEWUNIT.

*Offer is valid on new online bookings for 2+ night staysCannot be combined with other offers. Other exclusions and restrictions may apply to select properties.

1126 Western Road
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 11 guests
Rating 5 3
Perfect for families seeking a luxurious condominium located in the center of downtown. This updated and spacious unit features two bedrooms, a loft and three bathrooms, located on the sixth floor of the building which is accessible by elevator and can host up to six guests. The primary level of the unit boasts impressive vaulted ceilings in the m
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.


Crestview Place Unit 603
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.8 8
The living space in this condominium offers comfortable seating arrangements for viewing the flat screen television and enjoying the gas fireplace. Additionally, access to a private deck on the second floor provides a scenic view of the surrounding forest. Please be aware that air conditioning is not available.The interior of this vacation rental
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 #1822
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 11
Welcome to our condo at Beaver Village unit 1833.This beautifully renovated 2 bedroom condo offers a spacious open floor plan, hardwood flooring, vaulted ceilings, private deck with mountain and forest views making it a wonderful option for your next Winter Park vacation.The open floor plan provides cabin themed interior design with hardwood floori
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 #1833
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
This spacious and attractive residence provides breathtaking mountain vistas and an excellent rental option for tranquility, capable of accommodating 6 individuals and welcoming pets.The main level features an open floor plan that includes the living, dining, kitchen areas, along with a half bathroom. The living room provides a cozy space to unwin
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.


2002 Lupine Lane
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 46
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
Experience a stay in this exquisite three bedroom private townhome, where you can relish being close to the center of the vibrant downtown area filled with numerous activities. This residence offers an abundance of features, including a generous floor plan that accommodates up to 6 guests and a private outdoor hot tub for your enjoyment.The main e
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.


Sawmill Station Unit 302
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.7 7
Your favorite Grand Lake retreat is nested within the Pine Meadows community at Soda Creek Ranch. Situated between the gleaming shorelines of Shadow Lake and Lake Granby, this wood-lined home is just minutes away from Rocky Mountain National Park and the charming town center of Grand Lake. Take pleasure in the numerous delightful outdoor activities
Specials Tag Special
New Featured Properties

Browse our selection of new properties to our program and save 15% off 2 nights or more on your stay with promo code NEWUNIT.

*Offer is valid on new online bookings for 2+ night staysCannot be combined with other offers. Other exclusions and restrictions may apply to select properties.

21 GCR 4435
Private Vacation Home -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 guests
Rating 5 4
Adventure awaits no matter the season at this fantastic family and pet friendly condo! This condo offers a beautiful and comfortable place to stay. It is located in a great area with easy access to a golf course, stores, and town, making it ideal for a family vacation. Guests appreciate the spectacular views and comfortable beds, ensuring a pleasan
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.


Lakeview #B5
Townhome - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.6 3
This luxurious three bedroom unit is situated on the second floor and features a private deck that provides a scenic view of the Fraser River. Positioned to the right of the unit’s entrance, the kitchen features modern appliances that harmonize with the wooden cabinetry and contemporary countertops. Next to the kitchen, the dining room is furnished
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 1805
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.9 68
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
Hot HOT 12
The Colony Unit #102
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
This remodeled two-bedroom strikes an ideal balance between mountain charm and contemporary comfort, featuring an extensively renovated ground-floor corner unit situated. Located within the established Hi Country Haus community, it is just moments away from Main Street and clubhouse amenities, providing the best of both summer and winter living rig
Specials Tag Special
New Featured Properties

Browse our selection of new properties to our program and save 15% off 2 nights or more on your stay with promo code NEWUNIT.

*Offer is valid on new online bookings for 2+ night staysCannot be combined with other offers. Other exclusions and restrictions may apply to select properties.

Hi Country Haus Unit 0701
Condo -
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.7 4

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