Downtown Winter Park

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!

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

166 properties available

This lovely decorated unit has 1,200 square feet on the first floor of the building. Please note that there are approximately 6-8 steps to the unit as the ground floor has the 1 car garage.In the main living area, access to the private balcony with mountain views, gas fireplace, TV, VCR, queen sofa sleeper, free Wi-Fi access and no air conditionin

Timber Run Dogwood Unit 1

This unit has a private deck with mountain views on the third floor of the building with 2 bedrooms plus a loft and 3 bathrooms.The open living room plan has comfortable furnishings surrounding the gas fireplace with moss rock accents and wood paneling on the wall. There is a TV with VCR and queen sofa sleeper with free in unit Wi-Fi access. No ai

Timber Run Evergreen Unit 11

This expansive rental unit spans 1,085 square feet and features two bedrooms and two bathrooms. It includes a master suite and provides scenic views, making it an ideal choice for families or small groups. The condo is located on the second floor.The spacious living room, integrated into the open floor plan, features comfortable furnishings, a wo

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Hi Country Haus Unit 2111

It is essential to consider a stay at Kings Crossing 13 during your upcoming visit to Winter Park. This townhome features three bedrooms and three bathrooms and is conveniently located in downtown Winter Park, within walking distance to numerous restaurants, a movie theater with bowling alley and the Grand Park Recreation Center. Additionally, the

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Kings Crossing Townhome 13

Perfect for families looking for a homey feel in their vacation rental in this two bedroom two bathroom condo with a mountain theme with a personal touch.The solid hardwood flooring in dining room which will seat 4 to 6 people comfortably, for additional seating try using the kitchen counter that doubles as an extra eating place. The kitchen offer

Beaver Village Unit #0521

This tri-level townhome offers an abundance of natural light and generous square footage, making it the perfect vacation rental for families or individuals seeking spacious accommodations. The primary level features a spacious entryway adorned with tiled flooring, providing ample space for storing jackets and coats. This area also offers convenien

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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

A mountain themed decor has a with gas fireplace, flat screen TV, DVD and Blue Ray disk player, free Wi-Fi access and queen sofa sleeper. No air conditioning. This unit offers 1,128 square feet of living space on the second floor of the building.The dining area can accommodate 8 persons for meals at the table and chairs. Guests will enjoy the re

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Lion's Gate Pines Unit 118

Reserve your upcoming Winter Park getaway in this recently renovated one bedroom unit at Beaver Village Condos, conveniently located near the clubhouse facilities, a short walk from town and the complimentary shuttle service.The updated kitchen appliances and lighting enhance the evening ambiance for cooking your preferred dish. The dining area off

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Beaver Village Unit #0332

This charming studio unit is ideally situated in a prime downtown location, conveniently near various shops, restaurants, and year-round activities. The free town shuttle stops directly in front of the building, making it an excellent place to unwind after a day of outdoor enjoyment.The open floor layout features newly installed flooring across th

Snowblaze Condos Building E Unit 102

This landing pad features exquisite artwork, carefully selected furnishings, and hardwood flooring that enhance your experience in the contemporary yet inviting two bedroom condominium situated on the top floor, complete with vaulted ceilings.Beaver Village is ideally situated just one mile from the ski resort, offering shuttle service, and is with

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Beaver Village Unit #1531

Unit 514 at Beaver Village Condos in downtown Winter Park is a charming 2 bedroom 2 bathroom garden level end unit with additional windows and enhanced privacy.Enhance the main living room open floor plan with new flooring, an updated kitchen and modern furnishings. Relax by the gas fireplace on the comfortable sectional sofa. This space features

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Beaver Village Unit #0514

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