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!

Search Other Popular Vacation Rental Categories:

Private Homes, Winter Park Cabins, Base Village & Ski in Ski Out Vacation Rentals, Condo Complexes in Winter Park, Luxury Properties

161 properties available

Trailhead 821 is a great spot for families wanting to enjoy the sledding hill fit for all ages and fire pits to warm up at the Rendezvous Event Center or the skate park and outdoor gymnasium in the summer. The free town shuttle access the property for the ultimate ski retreat for a couple, small family or solo travelers seeking comfortable accomm

Cozy mountain theme with heavy wood furnishings and décor are a nice compliment to the light and airy wall coloring and vaulted ceiling in this third floor, 3 bedroom unit. Guest can easily access the main clubhouse as this unit is in the building next door and close the free town shuttle stop.A gorgeous, updated kitchen with stainless steel appli

HOT 14

Beaver Village Unit #0131

This is a 2 bedroom 2 bathroom unit on the first floor of the building and has 1,200 interior square feet.In the living room guests will enjoy a gas fireplace, TV with VCR, modern comfortable furnishings and a queen sofa sleeper, free Wi-Fi access and no air conditioning.Adjacent to the living room, the dining area offers a solid wood table with ch

Timber Run Evergreen Unit 1

This bright two bedroom condo is located on the first floor of the building for easy access and a short walk to the main clubhouse and free town shuttle stop.A newly finished kitchen with plenty of supplies and find that meals or quick snacks are easy to prepare. Newer appliances, cabinets and counter tops included!In the living room, the fireplace

HOT 17

Beaver Village Unit #0711

In the refurbished kitchen, you will enjoy the tiled flooring, new appliances, updated cabinets and counter tops. The small center island is a great work space or spot for extra seating during meals.Adjacent to the kitchen, the dining area has an open view of the living room with seating for 8 persons at the large table.The main living room has coz

HOT 24

Hi Country Haus Unit 2201

Located on 3rd floor for extra peace and quiet, this cozy 2 bedroom has vaulted ceilings to allow for extra light in the living area with comfortable furnishing to enjoy a game, movie or your favorite TV shows on the flat screen TV or the ambience of the gas fireplace. A private deck has views of the Winter Park Ski Resort to enjoy. No air condit

Beaver Village Unit #1932

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

The condo has recently gotten a remodeled kitchen with new wood cabinets, tiled flooring, counter tops and stainless steel appliances. In the dining area there is a cozy spot for up to 6 persons and is encompassed within the open floor plan to be engaged with all of the activities. The living room has comfortable seating, a sofa sleeper if there

Beaver Village Unit #1812

This unit offers 806 square feet of living space on two interior levels and the second floor of the building and has 2 bedrooms.In the main living room a gas fireplace, flat screen TV, DVD, Blue Ray disk player, telephone, free in unit Wi-Fi access and a queen sofa sleeper are available. No air conditioning.Adjacent to the living room, the dining a

Lion's Gate Pines Unit 119

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

A spacious unit 1,128 square feet, this 3-bedroom condo is on the second floor of the building and offers free Wi-Fi access. In the living room, the decor has a country theme and gas fireplace, flat screen TV, DVD, Blue Ray disk player and telephone. No air conditioning. A solid wood table and chairs in the dining area provide seating for 8 people

Lion's Gate Pines Unit 109

Comfortably furnishing are in the living room, accented in a mountain theme with a gas fireplace, flat screen TV, DVD, Blue Ray disk player, telephone, free Wi-Fi access and a queen sofa sleeper. No air conditioning.Lots of window surround the dining area with seating for 8 persons. In the kitchen, recent renovations include solid wood cabinets,

Lion's Gate Pines Unit 117

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