Winter Park Vacation Rentals

Winter Park Lodging Accommodations 

Experience all that Winter Park has to offer by booking your stay today! At StayWinterPark, we have a wide selection of vacation rentals suitable for groups of any size.  Whether you're traveling with a small group or a large one, we have the perfect accommodation for you.  No matter the time of year, we can assist you in finding the ideal place to stay during your Colorado vacation.

Popular Searches: Private Homes, Colorado Cabins,  Luxury Vacation RentalsPet Friendly RentalsDowntown Winter ParkCondo Complexes, Townhome rentalsWinter Park Base Village and Ski In Ski Out

Other popular options include Fraser, TabernashGranby  and Grand Lake.

Properties Available 188 properties available
This well-appointed and recently renovated one bedroom one bathroom unit is conveniently situated near the town of Winter Park and is accessible via the complimentary town shuttle to Winter Park Resort. The rental is equipped with all essential amenities for a pleasant vacation, including a fully equipped kitchen complete with dishware and cookwar
Hot HOT 11
Beaver Village Unit #0931R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 26
Welcome to our home at 1000 Lupine Lane.Our modern retreat provides a centralized location for easy access to the many activities in Winter Park, Granby Ranch, Snow Mountain Ranch and Grand Lake. Perfect for families or 2-3 couples with 3,000 square feet of interior living space encompassing 2 interior levels, 4 bedrooms to comfortably sleep up to
Hot HOT 12
1000 Lupine Lane
Private Vacation Home
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
A well-appointed condominium will enhance your experience in the mountains. The modernized kitchen features new cabinetry, countertops, flooring and a fresh coat of paint. You will have the opportunity to engage with guests in the adjoining dining area, which accommodates six individuals, with extra seating at the breakfast bar.Enjoy your evening
Beaver Village Unit #0612
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 25
Welcome to our condo at Hi Country Haus Unit 2301.Book your next downtown Winter Park escape in our 2 bedroom condo - lovely decorated interior, ground floor with private patio, across the street from main clubhouse and ½ block to main street with plenty of shops, restaurants and activities for you and your family to enjoy. A generously sized and
Hot HOT 10
Hi Country Haus Unit 2301
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 11
Welcome to our condo at Fraser Crossing 3309.This beautifully remodeled one-bedroom condo is a rare find that combines unmatched style, comfort, and unbeatable access to the heart of Winter Park Resort! The open floor plan encompasses the living, dining and kitchen area all adorned with hardwood flooring and modern interior furnishings and finishe
Hot HOT 10
Fraser Crossing 3309
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 3
The living room provides a wonderful spot for relaxation, featuring a gas fireplace, a 50” flat screen TV and private deck overlooking the Winter Park Ski Resort in this 1 bedroom condo.The kitchen is aesthetically pleasing and well-lit, featuring modern cabinetry, pendant lighting, new countertops, and stainless steel appliances, fully equipped fo
Beaver Village Unit #0833R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 9
Why You’ll Love this Colorado Escape• Stunning mountain and valley views from large south-facing windows• Private patio with BBQ grill and access to an open greenbelt with pond• 2-car garage featuring an EV car charger and and an entrance space for outdoor gear• Fully equipped kitchen with granite countertops and stainless steel appliances• Pet-fri
Hot HOT 11
2002 Lupine Lane
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 76
Why You’ll Love this Colorado Escape• A 5-minute stroll to the local shuttle for easy access to Winter Park Resort• Mountain views from both the living area and bedroom• Complimentary Wi-Fi and a coin-operated laundry facility are provided • Access to common area amenities including a lounge to relax in • Professionally Managed by Stay Winter Park
Hot HOT 16
Winter Park Meadows C1
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 1
Welcome to our townhome at 15 Saddle Horn Way - Rendezvous! This recently completed townhome showcases a three-story interior, featuring two private decks and a single private patio with picturesque forest views. It provides one-car garage parking and designated spaces for a washer and dryer, allowing residents to take in the beautiful forest scene
Hot HOT 10
15 Saddle Horn Way - Rendezvous
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 5
Our Fairways townhome is an upscale contemporary getaway situated near the base of Granby Ranch Resort offering lots of amenities, two interior levels and provides guests stunning mountain vistas from a private balcony and plenty of interior space with two living rooms and a private outdoor hot tub and an interior design that is meticulously crafte
100 Fairway Lane
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 13
This expansive two bedroom accommodation, which comfortably sleeps six, boasts a bright and welcoming atmosphere complemented by stunning views of the surrounding forest from its two private decks located on the second floor. Conveniently situated just minutes from downtown Winter Park and approximately three miles from the Winter Park Resort, it
Hot HOT 10
Silverado II Unit 224
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4 2
Experience an unforgettable mountain retreat in this newly constructed three-bedroom townhome with modern interior design, an open floor plan, private deck with mountain and golf course view with plenty of space for families, friend groups or anyone looking for luxurious but affordable lodging accommodation near the Grand Elk golf course.The main u
Hot HOT 15
174 Eagle Ridge
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 10

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