Downtown Winter Park

Vacation Rentals in Downtown Winter Park CO

Downtown Winter Park is a great hub of restaurants, shops and year-round activities that you can explore while staying in your Winter Park Vacation Rental. You can stay right on Main Street or within 1 block for easy access to all that is happening in Downtown Winter Park! 

Stay Winter Park offers a large variety of rentals ranging from condos to luxury townhomes. During the summer months, enjoy the music festivals at Rendezvous Event Center, art festivals and outdoor dining with live free music and easy access to a number of hiking and mountain biking trails. For the winter months, you can still enjoy the local dining, sledding hill and the free town shuttle can provide transportation to the ski resort or the town of Fraser.

Can't wait to book your getaway? Browse our inventory of downtown Winter Park vacation rentals below and book online with our easy reservation system. Please contact our sales team with any questions or for special requests to help make your vacation unforgettable!


Properties Available 171 properties available
The fully equipped kitchen is complete with cookware, dishes, and utensils; the new cabinets accent the lovely tile work, new granite counter tops, pendant lighting and stainless-steel appliances.In the dining area, a large table provides plenty of room and you can watch TV with everyone that is hanging out in the living room.At the end of the open
Beaver Village Unit #1712R
Condo -
$176.00 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 1
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
$244.80 - $426.70 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Spend the evening sitting in front of your gas fireplace, watching TV in the living area. Easy access to the private patio from the sliding glass doors offer a view to remember from the first floor unit.A comfortable condo will make staying in the mountains even more enjoyable. The updated kitchen has new cabinets, counters, flooring and paint. Y
Beaver Village Unit #0612R
Condo -
$157.00 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.7 9
Plan your escape to this magnificent pet friendly Winter Park Colorado Vacation Home. This spacious home offers all the comforts and amenities needed for a perfect family getaway with 3 bedrooms, 2,790 square feet of living space on 3 levels and minutes away from Winter Park Resort! The main level has an open floor plan encompassing the gourmet ki
Hot HOT 23
12 Yukon Lane Townhome
Private Vacation Home - Pet Friendly
$384.00 - $832.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 4.8 18
A great downtown location close to a number of shops, restaurants, year round activities and the free town shuttle stops in front of the building, this cozy studio unit is perfect for spot to rest your head after enjoying the outdoors.The open floor plan has new flooring throughout – hardwood in the bathroom and kitchen area; new carpet in the main
Snowblaze Condos Building E Unit 102
Condo -
$169.00 / per night
Bathrooms 1 baths
Guests 4 guests
Rating 4.7 24
This studio unit offers 405 square feet of living space and is a non smoking and has a no pet policy. Please also note that the Vista building does not permit smoking outside of the building within 15 feet.The living room has a wood burning fireplace, access to a private deck, flat screen TV and comfortable couch. The bedding is a queen murphy bed
Vista Unit 3
Condo -
$102.85 - $230.35 / per night
Bathrooms 1 baths
Guests 2 guests
Rating 5 1
Enjoy this remodeled condo with granite counter tops in the kitchen as well as newer appliances, hardwood flooring and cabinets. A small island offers a spot for 2 people to grab a quick snack. The main dining area has a large table and seating for 6.Rich leather sofa and wood furnishings complete the warm and inviting atmosphere in the living ro
Hot HOT 25
Beaver Village Unit #1612
Condo -
$242.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 8
This 1,292 square foot unit has two interior levels for a comfortable 3 bedroom rental.In the main living room an open floor plan has comfortable furnishings, gas fireplace, flat screen TV with DVD and Blue Ray disk player, in unit Wi-Fi access and a queen sofa sleeper. No air conditioning.Adjacent to the kitchen, the dining area has seating for 8
Lion's Gate Pines Unit 101
Condo
$244.80 - $426.70 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Comfortably decorated with some kitchen updates, this 3rd floor condo rental is good for families visiting the Winter Park area.The main living room area offers a southwestern decor, wood burning fireplace, TV with VCR-DVD combo, free Wi-Fi access, queen sofa sleeper and access to a private deck with river views.A large wood table and chairs with a
Hi Country Haus Unit 1913
Condo -
$206.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 10
This non smoking and no pets allowed unit is on the second floor and offers a 1 car garage for parking and private deck with stunning mountain views and a total of 1,200 square feet of living space.In the open living room, a gas fireplace has a cedar panel accent, comfortable furnishings, TV with VCR, queen sofa sleeper, free Wi-Fi access and no a
Timber Run Dogwood Unit 204
Condo
$147.05 - $276.25 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
A cabin themed getaway condo is perfect for families and more! This ground floor condo has a forest view and is only steps away from town or a short shuttle ride from the Winter Park Ski Resort. The main living area provides hardwood flooring throughout and super comfortable furnishings to enjoy a spot near the gas fireplace and wooded view from t
Beaver Village Unit #1514
Condo -
$242.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 4
The private deck for the unit on the third floor of the building offers views of the Winter Park Resort and provides a quiet spot to enjoy the outdoors and has been newly updated for a great spot for your next Winter Park vacation. The open floor plan features a fully stocked kitchen with dishware and cook ware ideal for cooking meals and has been
Beaver Village Unit #0931
Condo -
$231.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 6

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