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 269 properties available
Western Road Retreat in Grand Lake Columbine neighborhood is a Pet-Friendly Mountain Escape.Nestled among towering pines and aspens in the charming Columbine Lake community, this modern, pet-friendly home offers the perfect mountain retreat for groups, families with kids and pets. With over 2,000 square feet of living space spread across two level
Hot HOT 12
1126 Western Road
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 11 guests
Rating 4.9 14
Adventure awaits no matter the season at this fantastic family and pet friendly condo! This condo offers a beautiful and comfortable place to stay. It is located in a great area with easy access to a golf course, stores, and town, making it ideal for a family vacation. Guests appreciate the spectacular views and comfortable beds, ensuring a pleasan
Lakeview #B5
Townhome - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 8
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
Beaver Village Unit #1824
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 27
This rental townhome, which is pet-friendly, provides a peaceful retreat with two spacious living areas that can comfortably host up to 10 guests. It has been renovated to offer all the amenities needed for a fantastic vacation experience.The main level features a spacious living area with furniture, gas fireplace, flat screen TV and large windows
Hot HOT 12
67 Fireweed 27A
Townhome - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 90
Welcome to your cozy mountain retreat at 103 Granby Meadow Dr, nestled just outside of the town of Granby, Colorado. This charming 2-bedroom, 2.5-bathroom home, spanning 1,312 square feet, is perfect for families with pets or groups seeking a serene escape. Step inside to find a beautifully designed living room with plush seating and a fireplace, i
103 Granby Meadow Dr
Townhome - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 34
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
2002 Lupine Lane
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 76
Welcome to our condo at Iron Horse Unit D3074.A lovely and cozy studio condo with direct access to the slopes of Winter Park Resort, private balcony and modern interior design make for a relaxing vacation anytime of the year for a small family or couple.The open floor plan encompasses living, dining, sleeping and kitchen areas with newly installed
Hot HOT 11
Iron Horse Building D Unit 3074
Condo -
Bathrooms 1 baths
Guests 4 guests
Rating 5 4
The main living room of this two bedroom two bathroom condo features vaulted ceilings, allowing ample natural light to filter in and creating a sense of openness. Renovated to perfection, our previous guests have consistently rated this condo as excellent. The cozy couches in the living room offer a delightful place to unwind by the gas fireplace,
Beaver Village Unit #0333
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 86
Welcome to our townhome at 47 Lookout Point - Rendezvous! This vacation rental showcases an ultra-modern design with stylish furnishings, providing mountain views, a private deck equipped with an outdoor hot tub, and magnificent sunset views. Additional amenities include a gas fireplace, two separate living room areas, a two-car garage, and conven
47 Lookout Point - Rendezvous
Private Vacation Home -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 30
Why You’ll Love this Colorado Escape• 2.4 miles to Winter Park Resort and 0.1 miles to the free town shuttle stop• Private deck with forest views and a warm gas fireplace• Access to the Beaver Village Clubhouse featuring indoor pool, hot tubs and a sauna• Renovated two-bedroom interior with outdoor parking for two vehicles• Professionally Managed b
Beaver Village Unit #1811
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
This Winter Park family getaway offers a spacious and wonderful 2-bedroom accommodation. Situated on the ground floor of building 2, it provides convenient access to the free town shuttle and main clubhouse.This unit has undergone an amazing renovation, featuring hardwood flooring throughout the main open floor plan that perfectly complements the
Beaver Village Unit #0211
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 25
Welcome to our townhome at Sun Song 3F! Delightful, stylish, and refurbished 3-bedroom condo in Fraser showcases a split-level interior, generous open floor plan with vaulted ceilings, a private deck with forest vistas, washer/dryer facilities, and a superb location for effortless access to outdoor pursuits all year round. Experience a mountain ret
Sunsong 3F
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 9

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