Downtown Winter Park Rentals

Vacation Rentals in Downtown Winter Park CO

Downtown Winter Park boasts a vibrant array of restaurants, shops and year-round activities for guests staying in a Winter Park vacation rental. Whether you choose to stay on Main Street or within a block, you'll have convenient access to all that the excitement in Downtown Winter Park! 

Stay Winter Park offers a diverse selection of rentals from condos to luxury townhomes. In the summer, guests can enjoy music festivals at Rendezvous Event Center, art festivals, outdoor dining with live music and easy access to hiking and mountain biking trails. During the winter months, visitors can still savor local dining, visit the sledding hill and utilize the free town shuttle for transportation to the ski resort or the town of Fraser.

Excited to plan your getaway? Explore our inventory of downtown Winter Park vacation rentals below and easily book online using our reservation system. For inquiries or special requests, please reach out to our sales team for assistance in creating an unforgettable vacation experience!


Properties Available 146 properties available
A cabin themed vacation condominium is ideal for families and beyond. This ground level unit offers a view of the forest and is just a short walk from the town or a brief shuttle ride to the Winter Park Ski Resort. The primary living space features hardwood flooring throughout and exceptionally comfortable furnishings, allowing for relaxation by th
Beaver Village Unit #1514
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 26
Relax on the comfortable sofa in the living room while admiring the gas fireplace, flat screen TV with Blu-Ray, cable TV or the scenery visible through the sliding glass doors leading to the private balcony and appreciate the peaceful woods, occasional wildlife sightings and distant mountain vista that make this second floor location a desirable sp
Hot HOT 13
Beaver Village Unit #0723
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 3
Welcome to our condo at Beaver Village unit 113.This ground floor 1 bedroom condo is an ideal family retreat and has been renovated into a modern and comfortable mountain getaway offering guests a private patio with forest views, 2 full bathrooms with washer and dryer.The open floor plan provides a warm and inviting space complimented with hardwood
Beaver Village Unit #0113
Condo
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 4 guests
Organize your escape to this splendid pet friendly vacation residence in Winter Park Colorado. This expansive home provides all the comforts and amenities essential for an ideal family holiday, featuring three bedrooms and 2,790 square feet of living space spread across three levels, all just minutes from Winter Park Resort. The primary level feat
Hot HOT 17
12 Yukon Lane Townhome
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 61
The ideal mountain retreat located in the esteemed Elk Run neighborhood has undergone a complete renovation, making it an excellent vacation rental for a large family or two families traveling together.Just steps away from miles of trails and the National Forest, and a short walk to town, this property features a private hot tub. It includes 3 bedr
Hot HOT 16
765 Elk Trail
Private Vacation Home -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 guests
Rating 5 1
This cozy retreat is perfect for small families, couples or solo travelers. The fully equipped kitchen, featuring a stove, microwave, fridge, pots, pans and cooking utensils, allows for easy meal preparation. The spacious dining area connected to the kitchen and main living space, provides a comfortable setting for enjoying meals together.During c
Hot HOT 13
Beaver Village Unit #0712
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 14
This Winter Park condo is ideal for guests looking to experience the beauty of the Rockies! Completely renovated, a ground floor corner unit offers a forest view from the private patio and dining table, plenty of bedding that is ideal for families wanting to experience the mountains and wonderful outdoor activities.There is laminate flooring in the
Hot HOT 15
Beaver Village Unit #0611
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 17
This luxurious three bedroom unit is situated on the second floor and features a private deck that provides a scenic view of the Fraser River. Positioned to the right of the unit’s entrance, the kitchen features modern appliances that harmonize with the wooden cabinetry and contemporary countertops. Next to the kitchen, the dining room is furnished
Hot HOT 15
Hi Country Haus Unit 1805
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.9 68
This remodeled two-bedroom strikes an ideal balance between mountain charm and contemporary comfort, featuring an extensively renovated ground-floor corner unit situated. Located within the established Hi Country Haus community, it is just moments away from Main Street and clubhouse amenities, providing the best of both summer and winter living rig
Hot HOT 20
Hi Country Haus Unit 0701
Condo -
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4 1
The condominium exudes a unique cozy ambiance that will be appreciated by all, offering the conveniences of home and a fully renovated interior! An elegantly modernized kitchen boasts new cabinets, appliances and countertops. The dining space can easily accommodate up to 6 individuals and is seamlessly integrated into the open layout of the main
Hot HOT 14
Beaver Village Unit #0922
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.9 40
This remarkable ground floor two bedroom unit provides a picturesque view of the Fraser River, which can be appreciated from the private deck.The primary living space features a flat screen TV accompanied by a DVD player, elegantly housed in a wooden cabinet adjacent to the wood burning fireplace. It offers complimentary Wi-Fi access and an abunda
Hi Country Haus Unit 1903
Condo -
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 43
Situated in the charming town of Winter Park, this location offers the convenience of walking to summer music festivals and events. During the winter months, guests can utilize the complimentary town shuttle service that operates within the condominium complex, providing direct transportation to Winter Park Resort for skiing or snowboarding advent
Beaver Village Unit #1824R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 4

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