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Vacation rentals in Winter Park

Vacation rentals in Winter Park

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Winter Park

Guests agree: these stays are highly rated for location, cleanliness, and more.

Winter Park Studio: On the River~ Walk to Downtown
SUPERHOSTEntire condominium · 4 guests · 2 beds · 1 bath
Winter Park Studio: On the River~ Walk to Downtown

Fireside Haven is located on a secluded spot RIGHT on the Fraser River, yet is walkable to all that downtown Winter Park has to offer! You will have a king-size bed, queen-size sofa sleeper, full kitchen, bathroom, fireplace, private patio & ski closet. Walk to ski shuttle stop, hiking/biking trails, fishing, restaurants, grocer, bars, breweries & nightlife. Guests also have access to the Rec-Center providing 3 hot tubs, heated pool, workout facility, coin-operated laundry & billiards table.

What guests are saying:

“Desiree & Billy’s place was incredible and just as expected as the first time. We were excited to be back and stay at their place again as their first repeat guests! Desiree & Billy’s place is comforting, warm, and well decorated. They have thought of everything from coffee to toiletries and town suggestions. They are communicative and have everything clearly stated so there is no confusion on checking in, asking questions, or checking out. We absolutely look forward to staying at their place in the future. We will recommend this cozy place over and over again.”

Hideaway Village Condo - Arapaho National Forest
SUPERHOSTEntire condominium · 4 guests · 2 beds · 1.5 baths
Hideaway Village Condo - Arapaho National Forest

Cozy one bedroom condo that sleeps four people comfortably. Nestled in the Hideaway Village in Winter Park, CO. Just steps from Arapaho National Forest with hiking, biking trails and camping.

What guests are saying:

“The condo is exactly as pictured. Perfect space, compact kitchen that utilizes its space well. Good tv selections on both tv's during your downtime. Nice bathrooms, upstairs had a great walk in shower. We thought the space was quite comfortable, enjoyed the use of the grill for a few meals, and liked how close we were to the slopes and/or downtown WP. Cody was in contact multiple times, great communication! Condo is located right where the LYFT stop is, just walk to the end of the complex drive and you're good to go, perfect transportation!! We'll book it again if we get back to WP for some ski fun, meanwhile everyone else, ENJOY!”

2B 2B, Winter Park CO
SUPERHOSTEntire condominium · 8 guests · 4 beds · 2 baths
2B 2B, Winter Park CO

Beautifuly remodeled condo located right off main street in Winter Park, CO. Within walking distance to restaurants, shops and parks. The bus stop for the ski resort is right outside. All new furniture, fixtures and appliances. The two bedrooms can sleep 8 people with 6 in one room. There is one reserved covered parking spot located in the back of the building. There are two entrances, one with and elevator in front and the back entrance is stairs only. Our unit is on the third floor.

What guests are saying:

“This is a really nice updated condo in a great location. The host gave easy instructions on how to get inside. The condo had comfortable beds, all the cooking utensils that we needed and a washer and dryer! It was definitely comfortable, stylishly decorated and perfect for our summer hiking/biking trip. We had 3 people and we had more than enough space.”

Vacation rentals for every style

Get the amount of space that is right for you

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Popular amenities for Winter Park vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Winter Park

River Bend Condo
Private room
River Bend Condo
Price:GYD9,405 / night
Ron's Riverfront -1bdrm, in downtown Winter Park.
SUPERHOSTEntire condominium
Ron's Riverfront -1bdrm, in downtown Winter Park.
Price:GYD14,853 / night
Wonderful Winter Park Studio Unit Newly Updated
SUPERHOSTEntire condominium
Wonderful Winter Park Studio Unit Newly Updated
Price:GYD20,571 / night
Cozy Mountain Retreat w/ Stunning Views of Slopes
SUPERHOSTEntire townhouse
Cozy Mountain Retreat w/ Stunning Views of Slopes
Price:GYD52,248 / night
Awesome Over-sized Studio on Amenity Deck w/views
SUPERHOSTEntire condominium
Awesome Over-sized Studio on Amenity Deck w/views
Price:GYD23,735 / night
Winter Park Ski/Bike in/out OvrSz Zephyr-1 B/1B
SUPERHOSTEntire condominium
Winter Park Ski/Bike in/out OvrSz Zephyr-1 B/1B
Price:GYD23,378 / night
2 Bed 2 Bath w/ Mountain Views and Garage Parking
SUPERHOSTEntire condominium
2 Bed 2 Bath w/ Mountain Views and Garage Parking
Price:GYD18,809 / night
Summer Deal - King Bed - On Fraser River
SUPERHOSTEntire condominium
Summer Deal - King Bed - On Fraser River
Price:GYD18,272 / night
Heart of Winter Park Updated Studio
SUPERHOSTEntire condominium
Heart of Winter Park Updated Studio
Price:GYD18,211 / night
Beautifully furnished Modern Condo.
SUPERHOSTEntire apartment
Beautifully furnished Modern Condo.
Price:GYD32,394 / night
LOG CABIN IN PERFECT LOCATION!
SUPERHOSTEntire cabin
LOG CABIN IN PERFECT LOCATION!
Price:GYD18,809 / night
Ground floor 2 bedroom, at Hi Country Winter Park
SUPERHOSTEntire condominium
Ground floor 2 bedroom, at Hi Country Winter Park
Price:GYD25,468 / night
Show all

Learn more about Winter Park

What kid-friendly activities are there to do in Winter Park?

Locals agree—these are all great places to take the kids:

  • Hernando's Pizza Pub
  • Deno's Mountain Bistro
  • Lake Granby
  • The Peak
  • Wake N' Bacon

What are the top places to eat in Winter Park?

Whether you’re looking for a tasty treat or a hearty meal, here’s where the locals say to go:

  • Deno's Mountain Bistro
  • Hernando's Pizza Pub
  • Idlewild Spirits Brewpub and Restaurant
  • Pepe Osaka's Fishtaco Tequila Bar & Grill
  • Hideaway Park Brewery