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!

Search Other Popular Vacation Rental Categories:

Private Homes, Colorado Cabins, Pet Friendly Rentals, Winter Park Base Village , Ski-In, Ski-Out Condo Rentals, Condo Complexes, Luxury Vacation Rentals, Fraser, Tabernash, Granby, Grand Lake

146 properties available

A perfect two bedroom condominium rental in the downtown area is an excellent choice for families seeking a mountain retreat, offering a spacious and renovated living space along with access to clubhouse amenities.The entire unit has undergone a complete renovation, transforming it into a charming modern condominium featuring a contemporary color p

Snowblaze Condos Building C unit 22

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Cozy, downtown Winter Park 1 bedroom condo that has been renovated into an ideal mountain getaway - great for couples or small families. One block to main street, clubhouse amenities, forest views and easy access to the free town shuttle.Our 1 bedroom condo is situated on the second floor of the building and offers an open floor concept in the mai

Hi Country Haus Unit 1009

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A renovated one-bedroom vacation rental provides ample space and is situated in a tranquil setting on the third and highest floor of the building.The unit features hardwood flooring that enhances the contemporary decor and mountain lifestyle. In the living room, guests will appreciate the comfortable furnishings, a gas fireplace, a flat screen HDT

Hi Country Haus Unit 2506

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This residence is ideally suited for several families or small groups seeking both privacy and a convenient location for their skiing or summer holiday. Notable features of this Winter Park home include stunning mountain views of the Continental Divide and Byers Peak, along with the added benefit of three master suites for enhanced privacy. We bel

Leland Creek Home

Private Vacation Home -

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The interior of this vacation rental is adorned with a calming color palette, complemented by contemporary mountain-style furnishings and decor throughout the renovated space. The kitchen is equipped with modern appliances, elegant countertops and light wood cabinetry, seamlessly connecting to the dining area, which boasts a spacious table with ben

HOT 10

Beaver Village Unit #1824

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Welcome to our luxury townhome Arrow 256.This exquisite townhome offers breathtaking mountain views, private outdoor rooftop hot tub, 4 interior levels, open floor plan and a bunk room for the smaller ones with an arcade game, 2 car garage parking and will comfortably accommodate up to 9 guests.The main level (second floor of the unit) is perfect f

HOT 12

Arrow At Winter Park Unit 256

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Explore our brand new exquisite 2-bedroom, 2-bathroom condominium located in the center of downtown Winter Park! This flawless residence showcases top-notch contemporary aesthetics and comes fully furnished, perfect for your own use or as a vacation rental. Conveniently located near the main street, this unit provides easy access to Winter Park's d

HOT 10

Arrow at Winter Park Unit 202

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The optimal placement for this unit is within building number 2, near the main clubhouse and free town shuttle stop. Additionally, this unit has undergone recent renovations to ensure utmost comfort.The kitchen has been renovated with modern countertops, cabinets and new flooring, bringing a fresh look to the area. The open layout enhances the sen

Beaver Village Unit #0221

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A genuine rustic cabin in the woods! This cabin, built in 1961, has undergone some updates and provides a private retreat featuring 3 bedrooms, 2 covered decks that showcase views of the forest and mountains, along with 2 interior levels that offer space for the family to unwind and enjoy a stylish escape from daily life.The primary level of the c

HOT 12

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The well-lit condo with two bedrooms is situated on the ground floor of the building, providing convenient access and a brief stroll to the primary clubhouse and complimentary town shuttle stop.The recently completed kitchen is fully stocked with supplies, making it effortless to prepare meals or snacks. It features modern appliances, cabinets and

Beaver Village Unit #0711

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This exceptional vacation rental offers a true home-away-from-home experience, characterized by its unique lodge ambiance, featuring rich wooden elements and comfortable furnishings in the main living space. Guests can unwind while enjoying the flat screen TV and the warmth of the gas fireplace, creating an ideal setting for a snug evening. Addit

HOT 11

Beaver Village Unit #1123

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This first floor unit is situated in a building near the clubhouse and the complimentary town shuttle stop, providing all the amenities you need for your Colorado getaway. It boasts a spacious kitchen, open floor plan with a living room and separate dining area. The updated kitchen showcases hardwood floors, granite countertops, stainless steel ap

Beaver Village Unit #0412

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