Winter Park Colorado Vacation Homes

Private Vacation Rentals in Winter Park CO

Depending on the location Stay Winter Park can offer the experience you are looking for in a private vacation home! We offer secluded woodsy homes that have waking up to birds chirping, a deer herd passing by and no one else in sight might be your dream. Other homes that are in the heart of downtown near the action packed evening locales, pubs and you can easily walk to and from your destinations. Regardless of what you want to do and how you want to enjoy Winter Park we've got you covered!

Browse and choose from Winter Park, Colorado vacation home rentals with 2 to 7 bedrooms - the larger variety makes our homes category one of the most popular among renters. We have what you are looking for but act fast as these options book quickly! Contact us or book online, for your small groups, family reunions, executive retreats, girl's weekend trips, golf outings or an unforgettable holiday gathering contact our Groups Department for special rental rates and additional assistance coordinating your event.

Search Other Popular Vacation Rental Categories:

Downtown Winter Park Rentals, Winter Park Cabins, Base Village & Ski in Ski Out Vacation Rentals, Condo Complexes in Winter Park, Luxury Properties

12 properties available

Located in Fraser offering a quieter rental but still close to all the year-round outdoor activities. This spacious and wonderful townhome at the Cabins of Porcupine Ridge, this 3 bedroom unit offers something for everyone and will sleep up to 8 persons with great views, open floor plan and is pet friendly. The main level has an open floor plan en

HOT 20

500 North Lupine

Private Vacation Home -

$323^.00 - $550^.00 / per night

Escape to this magnificent Winter Park Colorado Vacation Home - a wonderful family rental to kick back and enjoy the spacious comfort of the High Mountain Retreat minutes away from Winter Park Resort!This newly remodeled mountain vacation home has 2,790 square feet of living space on 3 interior levels encompassing an open floor plan in the main liv

HOT 13

12 Yukon Lane Townhome

Private Vacation Home -

$403^.00 - $770^.00 / per night

Great big townhome with 2 living rooms, private decks, perfect location to take advantage of Winter Park, Fraser and beyond for your Grand County visit. There are 1596 square feet on two levels. The main level has vaulted ceilings with ceiling fan and the look of a true log cabin. A gourmet kitchen offers stainless steel appliances, granite counte

HOT 10

45 Reunion Court - Rendezvous

Private Vacation Home -

$361^.00 - $1,100^.00 / per night

Come and enjoy this comfortable Winter Park Colorado Vacation Home, kick back and enjoy the spacious comfort of the High Mountain Retreat minutes away from Winter Park Resort!This beautiful mountain vacation home has 3100 square feet of updated living space and a floor plan that is ideal for large families and groups. With three floors, 4 master su

HOT 11

61 Jabberwocky

Private Vacation Home -

$420^.00 - $770^.00 / per night

The Leland Creek home is a luxuriously decorated and furnished private five bedroom house with three master suites - the location of the home is in Winter Park. This home is in a private family-friendly neighborhood. A large heated garage provides plenty of space for covered parking. This home is perfect for multiple families or small groups lookin

Leland Creek Home

Private Vacation Home -

$475^.00 - $1,200^.00 / per night

The Jabberwocky vacation getaway has been renovated into a luxurious, high-end themed vacation home with comforts and entertainment the forethought in every room of this 1,752 square foot non-smoking dwelling.The quiet residential neighborhood of Fraser is 6 miles from the Winter Park Ski Resort and the home is situated on a 0.8-acre lot and easy a

HOT 11

59 Jabberwocky Home

Private Vacation Home -

$355^.00 - $636^.00 / per night

This beautifully appointed townhome has a big house feel with 1764 square feet on two levels. The main level entry has a large area for all your outdoor wear and a small powder room before you enter in the spacious living quarters.The modern furnishings throughout the unit compliment the open floor plan and large windows. The living room is south

HOT 13

47 Lookout Point - Rendezvous

Private Vacation Home -

$326^.00 - $596^.00 / per night

A rare find in Winter Park - 4 bedrooms and 4 bathrooms. This Rendezvous cabin offers one of the best vacation rentals for your family and friends! The open floor plan at the front door entrance is filled with distinctive touches provided by great architectural design and thoughtful planning. A warm and welcoming interior greets you with hardwood

HOT 16

25 Discovery Lane - Rendezvous

Private Vacation Home -

$437^.00 - $750^.00 / per night

Newly constructed pet friendly, 3 bedroom plus loft, 3.5-bath private home that comfortably sleeps 10, located in the coveted Grand Park neighborhood. Perfect for a large family or two families traveling together. The owners have thought of everything to make your stay enjoyable, including a welcome basket upon your arrival.After a day of outdoor a

71 Alder Brook Homer’s Hideaway

Private Vacation Home -

$414^.00 - $847^.00 / per night

A wonderful location in Fraser, this Mountain Terrace private home offers a 2 car garage parking and spacious interior with distinctive touches provided by great architectural design and beautifully decorated throughout.A warm and welcoming open floor plan greets you with vaulted ceilings to accentuate the large windows, hardwood floors, stone gas

HOT 13

751 Mountain Terrace

Private Vacation Home

$437^.00 - $600^.00 / per night

4 bedrooms

4 baths

12 guests

Combine the most dramatic, awe-inspiring view in the valley with one of the finest, most exquisitely furnished homes available for vacation rental at the Pole Creek Golf Club.This home is located just a short 9-mile drive from the town center of Winter Park and 12 miles from the ski area of Winter Park Resort; please note that private transportatio

HOT 77

492 Golf Course Circle

Private Vacation Home -

$1,300^.00 - $2,600^.00 / per night

When you walk into this Rendezvous Cabin you will immediately recognize the distinctive touches provided by great architectural design and thoughtful planning and is great for the whole family including pets!A warm and welcoming interior greets you with hardwood floors, stone fireplace, and plush carpeting. The open floor plan is delightful, contai

HOT 14

55 Campfire - Rendezvous

Private Vacation Home -

$462^.00 - $682^.00 / per night

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