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 160 properties available
This expansive one bedroom , two bathroom condominium is ideally situated in downtown Winter Park, providing easy access to events, dining options, and the complimentary town shuttle service. Residents can also enjoy the amenities of the Hi Country Haus Recreation Center, which features an indoor pool, hot tubs and coin-operated laundry facilities.
Hi Country Haus Unit 1803
Condos -
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (14)
This residence boasts exquisite furnishings and is fully equipped with all modern conveniences, spanning 3 levels with 7 bedrooms, 8 bathrooms and a spacious 9,649 square feet of heated living space, comfortably accommodating up to 16 guests.  It is an ideal vacation spot for large families, group gatherings or small corporate retreats through
Hot HOT 12
492 Golf Course Circle
Private Vacation Homes -
Bedrooms 7 bedrooms
Bathrooms 7.5 baths
Guests 16 guests
Rating 5 (8)
Enjoy the night relaxing by the gas fireplace, while watching TV in the living room. Conveniently step out onto the private patio through the sliding glass for a memorable view from the first floor unit.Enhance your mountain getaway with a cozy condominium featuring a renovated kitchen complete with fresh cabinets, countertops, flooring and paint.
Beaver Village Unit #0612R
Condos -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.7 (11)
Unit 514 at Beaver Village Condos in downtown Winter Park is a charming 2 bedroom 2 bathroom garden level end unit with additional windows and enhanced privacy.Enhance the main living room open floor plan with new flooring, an updated kitchen and modern furnishings.  Relax by the gas fireplace on the comfortable sectional sofa. This space feat
Beaver Village Unit #0514
Condos -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (8)
This property offers an excellent setting for a small family or a couple seeking to experience downtown Winter Park, along with convenient access to local attractions. The updated one bedroom unit is located on the second floor, featuring a shuttle stop directly outside and a recreation building adjacent to the unit. The kitchenette is equippe
Hi Country Haus Unit 0309
Condos -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.5 (11)
A vintage one-bedroom condominium provides a cozy rental option, featuring a private balcony and situated on the ground floor of the building allowing for convenient access to parking and the complimentary town shuttle service.In the primary living area, unwind by the gas fireplace, enjoy the television equipped with a VCR, and make use of the quee
Hi Country Haus Unit 2501
Condos -
Bedrooms 1 bedrooms
Bathrooms 1.5 baths
Guests 4 guests
Rating 4.5 (9)
The warm mountain ambiance created by the rich wooden furniture and decorations beautifully contrasts with the bright, airy wall colors and high vaulted ceiling in this three bedroom unit on the third floor. Guests will find convenient access to the main clubhouse, located in the adjacent building as well as the free town shuttle stop nearby.The ki
Beaver Village Unit #0131
Downtown Winter Park -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 (5)
This vacation rental boasts an ultra-contemporary design and elegant furnishings, featuring 1,764 square feet of living space across two levels.  Numerous expansive windows allow guests to admire the stunning mountain views. The expansive living room boasts a southern exposure, offering breathtaking views of stunning sunsets.  It pro
47 Lookout Point - Rendezvous
Rendezvous -
Bedrooms 3 bedrooms
Bathrooms 3.5 baths
Guests 10 guests
Rating 5 (10)
This fully furnished unit, located next to the owner's lift at Granby Ranch, presents an ideal choice for family rentals and is pet friendly.  It offers the convenience of ski-in/ski-out access and features two bedrooms and a loft with two bathrooms, situated within Building 1 of Summit at Silvercreek, Granby.This condominium on the third
Summit Unit 1303
Condos
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
This tri-level townhome features an inviting open floor plan that exudes warmth, charm and contemporary interior design with carpeting throughout and in-floor radiant heating.  The comfortable furnishings provide a perfect setting for relaxation after a day of exploring the local area, while large windows in the main living area allow for a st
Spruce Ridge Unit H
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (2)
The charming ground floor end unit has been updated and has  the gas fireplace any time of the year. Guests may catch a glimpse of a moose or a fox walking outside through the patio sliding doors within the Beaver Village Condos complex.  The full kitchen is open to the living and dining to share quality time.  The dining room will s
Beaver Village Unit #0713
Condos -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (2)
Experience this renovated condominium featuring granite countertops in the kitchen, complemented by modern appliances, hardwood flooring and cabinetry.  A compact island provides a convenient space for two individuals to enjoy a quick meal.  The primary dining area is equipped with a spacious table that accommodates six guests.The living
Hot HOT 11
Beaver Village Unit #1612
Downtown Winter Park -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (15)

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