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
Welcome to our condo at Hi Country Haus 1909.A renovated 2 bedroom condo offers a wonderfully cozy getaway in the heart of downtown Winter Park where you can walk to all of the great local activities and attractions. This unit has new flooring throughout, a private deck with river views, modern interior design, clubhouse amenities offering a great
Hot HOT 16
Hi Country Haus Unit 1909
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 5
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
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 27
Experience a getaway in the ideal mountain retreat for your upcoming mountain holiday. This stunning location is situated on 40 acres, just a brief 10 minute drive from downtown Winter Park. It is pet friendly, constructed off the grid in 1998, boasting 3,884 square feet of space, and can comfortably house up to 11 guests.The spacious layout of the
Hot HOT 17
Miles Behind Log Cabin
Cabin - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 4.9 119
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 13
1000 Lupine Lane
Private Vacation Home
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Welcome to our condo at The Reserve at Ten Mile Unit A-202.This 2 bedroom condo is an ideal family retreat and Pet Friendly for dogs only centrally located in Grand County for easy access to all the local attractions and events! Enjoy a renovated and spacious floor plan, gas fireplace, ceiling fans, private patio and will sleep up to six guests.Th
Hot HOT 11
Ten Mile A-202
Condo - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 21
Welcome to our condo at Eagle Ridge on the Summit unit 20.This cozy, nicely maintained Pet Friendly condo offers a quiet yet convenient base for your mountain getaway—whether you’re here for outdoor adventures, family time, or a peaceful escape where mountains, trees, and nature surround you. Located in Fraser, minutes from Winter Park, this well-
Eagle Ridge on the Summit Unit 20
Condo - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 5
Welcome to our condo at Elk Creek Unit #B103! Elk Creek B103 offers a fantastic condo just a stone's throw from downtown Fraser. It features a private patio complete with an outdoor hot tub, cozy in-floor radiant heating, and a gas fireplace, making it perfect for up to 10 guests. This lovely space includes 3 bedrooms plus a den and 3 bathrooms, al
Hot HOT 15
Elk Creek Condos B103
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 71
Welcome to our townhome at Timbers 5-2! This charming and recently built 2-bedroom townhome features scenic forest views, a private balcony, parking for one car in the garage, and an outdoor hot tub. Situated in Fraser, this delightful townhome is a newer construction that provides a tranquil rental experience while remaining conveniently close to
Hot HOT 11
Timbers 5-2
Townhome -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 11
A large and comfortable Pet Friendly lodge room offers a great spot to enjoy your next stay in the Granby area and is centrally located between Winter Park and Grand Lake with close proximity to the Granby Ranch Resort to enjoy year round outdoor activities and adventures.This room featuring modern interior decor on the sixth floor provides guests
645 Silvercreek Inn Room
Granby - Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 50
The wonderfully modern and spacious home is the ideal spot for you and your family to enjoy plenty of views and year round mountain adventures. The tri-level floor plan offers 2 living spaces, 2 car garage, additional driveway parking, private deck, 4 bedrooms and 4 ½ bathrooms - each bedroom has its own bathroom plus an office area with a single
Hot HOT 14
892 Saddle Ridge
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 9 guests
Rating 4.8 6
Why You’ll Love this Colorado Escape• Spacious 1,100-square-foot condo with high-end mountain-chic design big enough for multiple families• Located directly on the ski, bike and golf resort of Granby Ranch• Gas fireplace, large mountain view windows and a private deck• Luxurious team shower and top-of-the-line plush pillow-top mattresses • Pr
Hot HOT 10
Mountainside Unit B-27
Condo -
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 3
This Bear Crossing town home has a very spacious interior, high-end finishes throughout and multi-level floor plan. The 2,000 square feet offers more than enough space for a group of eight to spread out and take advantage of the great outdoor activities nearby.A wonderful 3 bedroom 4 bathroom town home provides guests a feeling of seclusion but st
Hot HOT 12
Bear Crossing 845
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 10

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