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

A comfortable 3 bedroom 2 bathroom unit on the first floor, this rental has 1,212 square feet of living space with a split level interior floor plan.A large open living room includes a flat screen TV, DVD,Blue Ray disk player, free in unit Wi-Fi access and queen sofa sleeper. No air conditioning.Overlooking the living room is the main dining area

Lion's Gate Pines Unit 104

Beaver Village Condominiums epitomize comfort and convenience, located just 1.5 miles from the Ski Area, just a 5 minute walk to the main downtown shopping and restaurant area of Cooper Creek Square. During the summer months, a bike path leads directly from the property to the great trail system for mountain biking in the Fraser Valley. All guests

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Beaver Village Unit #1821

A 3 bedroom, first floor unit offers 1,212 square feet and free in unit Wi-Fi access.In the living room area, a gas fireplace, flat screen TV with DVD and Blue Ray disk player and queen sofa sleeper have an open view of the dining and kitchen. No air conditioningA solid wood table and chairs will comfortably accommodate 6 persons for a meal in the

Lion's Gate Pines Unit 125

An open floor plan includes the living room with flat screen TV, DVD, Blue Ray disk player, gas fireplace, free Wi-Fi access and a queen sofa sleeper. No air conditioning.The large table in the dining area can accommodate 8 persons for meals. In the renovated kitchen, guests will enjoy the new appliances, granite counter tops and solid wood cabin

Lion's Gate Pines Unit 116

This home is perfect for multiple families or small groups looking for privacy and a convenient location for their ski trip or summer vacation with some of the exceptional attributes of this Winter Park home are the mountain views of the Continental Divide and Byers Peak plus the added privacy with the three master suites! We think that you will lo

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Leland Creek Home

Private Vacation Home -

Fully remodeled 1 bedroom on the first floor is a great spot to enjoy your next Winter Park getaway! The condo is an end unit with and extra window in the main living area, comfortable sofa that has a sofa sleeper if you are in need of extra spot for sleeping, flat screen TV with DVD. **PLEASE NOTE** this unit DOES NOT have a fireplace and there i

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Hi Country Haus Unit 0406

Discover our new stunning 2-bedroom, 2-bathroom condo in the heart of downtown Winter Park! This immaculate unit features high-quality modern design and is offered fully furnished, ready for your enjoyment or as a vacation rental. Situated just off the main street, you'll have easy access to Winter Park's dining and entertainment. With 9-1/2 ft cei

Arrow at Winter Park Unit 202

Walk into a wonderfully modern and remodeled 3 bedroom unit! On the ground floor of the building allowing for easy access in and out, there is hardwood flooring throughout the main living area.As soon as you walk into the unit, the kitchen beautifully remodeled with new appliances, granite counter tops, wood cabinets and breakfast bar with seating

Hi Country Haus Unit 1801

Hugh expansive windows provide the unforgettable view of the ski resort from the rooftop deck and the vaulted ceilings make the overall space feel even bigger. Enjoy the comfy sofas to relax, watch TV or warm the toes in front of the gas fireplace. Next to this area, the dining area and kitchen are great for the cook to interact with the rest of th

Arrow at Winter Park Unit 248

In the living room, the fireplace is perfect for cool evenings during the summer or winter. Check out the books in the owner’s library tucked along the wall, great for days you just want to stay inside and read a book or a movie on the flat screen TV. Guest can access the private patio from the living area as well and there is a queen sofa sleeper

Beaver Village Unit #0711R

Come stay in this luxurious 4 bedroom private home to enjoy the wonderful views and feeling of the wilderness but steps from the downtown area with so many things to do!Brand new construction in the ROAM development, you will have everything you need - spacious floor plan, sleeps up to 10, 2 car garage parking and private outdoor hot tub.You can en

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92 Ramble

Private Vacation Home

4 bedrooms

4 baths

10 guests

Located in Winter Park Colorado this vacation rental is within easy walking distance to town and minutes from Winter Park Resort with all the comforts of home in this lovely 2 bedroom 2 bathroom at Beaver Village on the 2nd floor of the building.Guests will enjoy the open living floor plan with a fully stocked kitchen, complete with dishes, table w

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Beaver Village Unit #0823

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