September lodging deals
Come enjoy the last of summer - outdoor activities, festivals and so much more
OR start planning for your September getaway to see the leaves!
Our pricing is set for the lowest and best - no promo code needed to book your best deal.
If you have specific questions or need personalize assistance with your booking, call us at 1-800-215-6535, book online or email us at info@staywinterpark.com.
120 properties available
You will have everything you need in this one bedroom one bath condo close to The Winter Park Resort. The kitchen is fully equipped with cooking utensils, coffee maker and microwave. Bedding and towels are provided. If you are here to ski or enjoy the beautiful summer weather our location can’t be beaten. We are within a short walk to downtown Wint
An easy walk to main street for dining and shopping year round and during the summer, the Rendezvous Event Center becomes the action spot with live music, craft, fitness events and it located next door to this lovely 1 bedroom unit. Trailhead 821 is a great spot for families wanting to enjoy the sledding hill fit for all ages and fire pits to warm
Ground level updated 2 bedroom, 2 bath is bright and inviting with spectacular views of the mountains. It is the perfect place for a mountain getaway. It is located just minutes from downtown Winter Park and approximately 3 miles from the Winter Park Resort. The free lift shuttle bus service stops in front of the complex for easy access to ski a
This lovely Colorado condo in Winter Park is a 2 bedroom unit has 899 square feet of living space and includes a bonus amenity of a private balcony with a river view.The main living room area has a flat screen TV with VCR/DVD combo, wood fireplace, free in unit Wi-Fi access and queen sofa sleeper. No air conditioning.The dining area is open to the
Take a break in downtown Winter Park - luxurious Pet Friendly accommodations the Arrow Townhomes. This 3 bedroom is a great spot for couples wanting a getaway and will sleep up to 10 people. This property offers the best views and private hot tub amenity available for rent in Winter Park.The lower level offers a private garage where 2 cars can be p
This four bedroom three bathroom condominium can sleep up to 10 people and has been recently remodeled with new flooring, furnishings and bathrooms! There is hardwood flooring in the main living and dining areas, flat screen TV next to the gas fireplace and the large dining table that is open to the main living room.In the kitchen, new counter tops
Step into this first level end unit with extra windows to brighten your stay! The condo has updated kitchen and appliances, bathrooms and furnishings. Unit 111 is close to the shuttle stop on Highway 40 and an easy walk to the clubhouse. The patio allows you to walk right off the backside of the condo into the woods. There is hardwood flooring thro
This creekside two story, top floor condo is great for a year-round getaway to Winter Park. An ideal blend of a serene mountain setting with access to the best that Winter Park has to offer. The Condo is located on Vasquez Creek, on the free town shuttle route, a close walk to downtown and steps from National Forest access and hiking, biking, sno
A ground floor condo with 2 bedrooms and 2 bathrooms offers a comfortable mountain theme in the living room, where you will enjoy the wood burning fireplace, flat-screen TV, free Wi-Fi, a private back deck, and queen sofa sleeper. Adjacent to the main living area is a dining table with seating for 6 people. The remodeled kitchen offers tiled floo
This two bedroom two bathroom condominium offers comfort, easy access and some extra value for families or a small group of friends traveling together. The master bedroom features a king bed and the second bedroom a captain's bunk with a twin bed. A queen sofa sleeper in the living room for some additional sleeping spots. There are two full bathro
Second floor updated one bedroom with shuttle stop right out front and recreation building situated in the building next door. A great location for a small family or a couple to enjoy downtown Winter Park and easy access to the area’s adventures. A fully equipped kitchen has all your cooking needs covered with newer cabinets, appliances, and is ope
This 1 bedroom unit is on the 4th floor of the building and offers a cozy vacation rental experience and will sleep 4 providing ski-in/ski-out access to the slopes at Winter Park Resort.The kitchen area has new cabinets with tiled counter-tops, tiled floors and new appliances and provides an open view of the main living room and has 2 seats at the
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