StayWinterPark 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 213 properties available
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 18
The attractive furniture in the primary living space provides an excellent area to unwind, appreciate the gas fireplace, flat screen TV and entrance to the secluded patio. A modernized dining space accommodates seating for four individuals.The renovated kitchen features hardwood flooring, granite countertops, stainless steel appliances and wooden c
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 #0412R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 5
Book your next stay slopeside with us at this lovely split-level townhome at Base Camp. Guests will enjoy easy access to the slopes, private patio with mountain views, 3 bedrooms, large windows for viewing the surrounding outdoors and 1 car garage parking. Guests also have access to the clubhouse with paid amenities - there's something to do any t
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.


Base Camp Townhome #106
Townhome -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 5
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 4.8 138
Welcome to our luxury townhome Arrow 256.This exquisite townhome offers breathtaking mountain views, private outdoor rooftop hot tub, 4 interior levels, open floor plan and a bunk room for the smaller ones with an arcade game, 2 car garage parking and will comfortably accommodate up to 9 guests.The main level (second floor of the unit) is perfect f
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.


Arrow At Winter Park Unit 256
Townhome
Bedrooms 4 bedrooms
Bathrooms 3 baths
This elegantly renovated kitchen features black granite countertops, oak cabinetry and radiant in-floor heating, making it ideal for those brisk mornings. This is part of a 2 bedroom 2 bathroom condo rental.The dining area, conveniently located next to the kitchen, includes a spacious table that accommodates six guests comfortably. In the living
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 #0621
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 10
This ground floor condominium has undergone recent renovations, transforming it into a modern and inviting vacation rental, perfect for couples, singles or small families seeking a year-round mountain retreat at Granby Ranch or in the surrounding areas, which offer a wide range of activities and events to enjoy.The open floor layout features hardwo
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.


Summit Unit 4106
Condo -
Bathrooms 1 baths
Guests 3 guests
Rating 4.8 11
The living room provides a wonderful spot for relaxation, featuring a gas fireplace, a 50” flat screen TV and private deck overlooking the Winter Park Ski Resort in this 1 bedroom condo.The kitchen is aesthetically pleasing and well-lit, featuring modern cabinetry, pendant lighting, new countertops, and stainless steel appliances, fully equipped fo
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 #0833R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 2
This studio unit, encompassing 443 square feet, has been thoughtfully renovated and features new flooring and furnishings. Situated on the fifth floor, it offers stunning views of the Winter Park Resort and is conveniently located just a 150-yard walk from the slopes and the village. The kitchenette is equipped with granite countertops and stainles
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 3518
Condo -
Bathrooms 1 baths
Guests 2 guests
Rating 4.8 36
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 10
This roomy townhome provides 1,596 square feet across two levels and is suitable for pets! The upper level features high ceilings with ceiling fans and the appearance of a genuine log cabin in the spacious layout that includes the living, dining and kitchen spaces. The kitchen is equipped with stainless steel appliances, granite countertops, sturdy
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 11
Book your next upcoming ski or summer getaway at our family friendly-oriented 3 bedroom condo with clubhouse amenities. Our beautifully renovated and roomy split-level condo offers a private deck that offers forest views. The primary floor of the condominium is designed for your enjoyment, featuring an open floor that includes the main living ro
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 Pines B-7 Court 42
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 8

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