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 263 properties available
This lovely remodeled 2 bedroom condo offers guests a wonderful spot to enjoy a family vacation in Winter Park. The open floor plan offers vaulted ceilings, hardwood flooring except for the kitchen area which has slate tile flooring. The kitchen is equipped with new stainless steel appliances, light wood cabinetry and a small kitchen island that
Hot HOT 12
Beaver Village Unit #1832
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 3
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 17
1126 Western Road
Private Vacation Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 11 guests
Rating 4.9 14
Welcome to our townhome at 820 Badger Lane! Experience a delightful stay in this charming tri-level townhome located in a serene neighborhood of Fraser. The property features a spacious, private outdoor hot tub and ample bedding in the two bedrooms.Recently renovated, this townhome boasts new carpeting, furnishings, and interior designs. The ground
Hot HOT 19
820 Badger Ln
Townhome -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.8 16
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 14
Hi Country Haus Unit 2301
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 11
This expansive one bedroom , two bathroom condominium is ideally situated in downtown Winter Park, providing easy access to events, dining options, and the complimentary town shuttle service. Residents can also enjoy the amenities of the Hi Country Haus Recreation Center, which features an indoor pool, hot tubs and coin-operated laundry facilities.
Hot HOT 12
Hi Country Haus Unit 1803
Condo -
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 77
This recently renovated one-bedroom condominium is ideal for a small family, a couple or individuals, situated in a prime ski-in/ski-out location.The kitchen features newly installed granite countertops, tiled flooring, and modern appliances, offering an unobstructed view of the main living room. It accommodates two individuals at the counter, with
Hot HOT 13
Iron Horse Building C Unit 1023
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 26
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,
Hot HOT 15
Beaver Village Unit #0333
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 86
Welcome to our townhome at Hideaway Village Lenado 4.Renovated unit with private patio and 2 private decks, forest and river views. This unit has tri-level interior and will sleep up to 6, on the free town shuttle and is located in a quiet Winter Park neighborhood and close to many outdoor hiking, biking, snowshoe and cross country trails. Ideal m
Hot HOT 15
Hideaway Village Lenado 4
Townhome -
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 5 31
Experience a genuine Grand Lake cabin retreat in the Rocky Mountains with this 3-bedroom property featuring a private outdoor hot tub, a spacious interior layout, and situated in a tranquil neighborhood, yet just a short drive from downtown Grand Lake and directly across from Shadow Mountain Lake, perfect for thrilling summer water sports.The cabin
Hot HOT 20
279 Shorewood Dr
Cabin -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 51
Welcome to our condo at 534 Sun River Unit 8! This townhome in Fraser features a large backyard, making it an excellent choice for families seeking a rental property and perfect for pets. It includes generous living space, hardwood floors throughout the unit, and outstanding amenities. Conveniently located near downtown Fraser, residents can easily
Hot HOT 15
534 Sun River #8
Townhome - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 70
Welcome to Alpine Bliss, situated at the Winter Park Resort! This mountainside condominium in Winter Park, Colorado, is a genuine winter haven. Just a few steps from the ski slopes, it presents an ideal combination of beauty and convenience.Inside this two-bedroom, two-bath condo, you will discover a cozy and inviting space, embellished with deligh
Hot HOT 11
Fraser Crossing 3302
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 21
Why You’ll Love this Colorado Escape• 2.9 miles to Winter Park Ski Resort • Private outdoor hot tub and two gas fireplaces• Fully stocked chef’s kitchen with a Viking stove• Walkable to Downtown Winter Park and 0.4 miles to Rendezvous Event Center• 1-car garage parking and driveway space• Professionally Managed by Stay Winter ParkThe TownhomeThis
Hot HOT 14
Red Quill 707
Townhome
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests

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