Flexible Stays

Flexible Stays & Same Day Bookings

Book a last minute getaway to Winter Park Colorado. Search our vast selection of short term rentals located in Winter Park CO. Stay between 1 night to a week plus & enjoy same day booking when you book direct! Check out our new weekly discount rates - stay 5 nights or more for the best price!

Have your choice of Colorado Vacation Rentals in Winter Park from Cabins and Private Homes to Condos , Townhomes


Properties Available 210 properties available
A warm and welcoming interior with hardwood floors, stone fireplace, and plush carpeting in the open floor plan is delightful spot containing a spacious kitchen with stainless steel appliances and granite counter tops, a dining room and living room. Your family will enjoy the extended living area outside on the deck complete with gas grill. The vie
55 Campfire - Rendezvous
Private Vacation Home - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.8 17
Kings Crossing 12 welcomes you with the unloading zone at the entry with plenty of places to store coats and boots. The indoor hot tub is accessible from the front door to help round out the adventures of the day. Perfect downtown Winter Park location for this family friendly townhome with private indoor hot tub. A choice of restaurants, the Grand
Kings Crossing Townhome 12
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 6
Located on the first floor of the building, this unit has a split level interior with 1,212 square feet with 3 bedrooms and 2 bathrooms.The main entrance of the unit is to the open living room with a flat screen TV, DVD, Blue Ray disk player, gas fireplace, free in unit Wi-Fi access and queen sofa sleeper. No air conditioning.A comfortable dining a
Lion's Gate Pines Unit 120
Condo
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
A stunning 2 bedroom unit offers a view of the Fraser River and can be enjoyed from the private deck.The main living area has a flat screen TV with DVD player in a lovely wood cabinet next to the wood burning fireplace, free Wi-Fi access and plenty of comfortable furnishings with a western décor. No air conditioning. In the remodeled kitchen, new
Hi Country Haus Unit 1903
Condo -
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.6 13
Guests will be sure to enjoy the beautifully updated kitchen with stainless steel appliances, granite counter tops, new hardwood flooring, cabinetry and is completely stocked with cookware, dishes and utensils for making great meals during your stay.Vaulted ceilings give the feeling of a lot of space in the main living area and the views of Winter
Hot HOT 11
Beaver Village Unit #2032
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.6 9
Seeking a freshly updated condo with peace and quiet on your next vacation - this unit is for you! Located on the top floor of the building and is an end unit, this spot in the building configuration is away from other neighbors.Remodeled fall 2022 with new paint, flooring, and furnishings throughout! Full kitchen remodel too. Dedicated High Speed
Beaver Village Unit #1934
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 6
This newly constructed 5-bedroom end-unit at the Arrow town home complex offer exclusive extras including tip-top views from the private hot tub with the Continental Divide and hillside sights of the Rendezvous Event Center for music festivals in downtown Winter Park, plus peak-a-boo views of Winter Park Resort all from the over-sized rooftop patio
Arrow at Winter Park Unit 284
Townhome -
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.6 13
Spacious one bedroom , two bath condo with a convenient downtown Winter Park location to attend events, dine, and catch the free town shuttle. Includes access to the Hi Country Haus Rec Center with indoor pool, hot tubs and coin laundry. Take in the sounds and sites of the nearby creek that meanders around the backside of the condo from the private
Hi Country Haus Unit 1803
Condo -
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 3
Newly renovated counter tops, wood cabinets, updated appliances, new tiled flooring and wood paneled ceiling found in the dining area continues into the kitchen. In the common hallway near the kitchen is one full bathroom. The unit offers 1,101 square feet with a tri-level floor plan and the private deck off the main living room is located on the
Hot HOT 15
Meadow Ridge Court 28 Unit 6
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 6
The main living room area offers comfortable chairs and sofas to relax and enjoy the gas fireplace, flat screen TV, DVD and Blue Ray disk player. The queen sofa sleeper offers an additional sleeping area. No air conditioning.In the dining room that overlooks the living room, there is seating for 8 persons to enjoy breakfast, lunch and dinner.Adjac
Lion's Gate Pines Unit 107
Condo
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
A great location for a small family or a couple to enjoy downtown Winter Park and easy access to the area’s adventures. Second floor updated one bedroom with shuttle stop right out front and recreation building situated in the building next door. The kitchenette includes a mini-fridge, 4 burner stove with oven, microwave, dishwasher and dining area
Hi Country Haus Unit 0309
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.6 6
This 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, snowshoeing and cross-country trails. A 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 Win
Creekside Unit 403
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 7 guests
Rating 4.9 17

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