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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.

Charming Suite in Old Town Winter Park
SUPERHOSTEntire house · 2 guests · 1 bed · 1 bath
Charming Suite in Old Town Winter Park

Charming European suite steps away from a major ski resort. Located in the heart of Old Town Winter Park this beautiful European Country home is a welcoming retreat for mountain visitors. Take a 10 minute walk or short bus ride to the base of the Winter Park Resort to experience incredible skiing and boarding at any of the Resort's Seven Territories. Our large private suite is on the lower level of our home, complete with separate bedroom, kitchenette, hot tub, bathroom/shower & free parking.

What guests are saying:

“We are so glad we stayed here. The place is so cozy and was perfect for a romantic weekend away in the mountains. It’s tucked away in the mountains but also close enough to town that you have easy access to coffee shops, dinner takeout, and grocery stores. Mary even left personal touches like homemade cinnamon rolls and cookies and even a bottle of wine to welcome us! It was definitely one of the best air bnb experiences we’ve had. It definitely did feel like we were staying at our fancy aunt’s house.”

Studio in Fraser, Colorado
SUPERHOSTEntire guest suite · 2 guests · 1 bed · 1 bath
Studio in Fraser, Colorado

Cute studio with everything you need. Queen Murphy bed and a Full futon for those little ones. Close to trails and the town of Winter Park. You might even see some wild life! Leave your worries behind and get in the zone! Rise with the sun, Sleep with the stars, Always create fireworks!

What guests are saying:

“The Zone is perfect for a weekend getaway! The space is small but worked very well to host myself, my partner, and our dog. We really enjoyed our weekend, and the location was an excellent home-base for trips to Winter Park and Granby Lake. I would happily return for another weekend away!”

Cozy Austrian Style Apartment
SUPERHOSTEntire apartment · 2 guests · 1 bed · 1 bath
Cozy Austrian Style Apartment

Light filled, warm, and cozy Austrian styled apartment in the Winter Park highlands. Brand new 1 bed 1 bath with extensive views of the continental divide and Winter Park Resort. Fully loaded kitchen, bath with shower/tub. Radiant floor heating

What guests are saying:

“Robin’s place is perfect for a weekend getaway! Robin is great at communicating prior to check in and during our stay. The home is very clean and thoughtfully designed+decorated. The views are amazing, very peaceful location. We cooked all our meals in the kitchen, the shower is amazing and the bed is super comfy and cozy. We hiked both days in the Grand Lake side of RMNP, about a 30 minute drive. Desirable location and home. Thank you Robin”

Vacation rentals for every style

Get the amount of space that is right for you

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Winter Park vacation rentals

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

Other great vacation rentals in Winter Park

Stunning amenity deck level condo w/view & hot tub
SUPERHOSTEntire condominium
Stunning amenity deck level condo w/view & hot tub
Price:GYD23,351 / night
One Bedroom - Winter Park Base
SUPERHOSTEntire apartment
One Bedroom - Winter Park Base
Price:GYD26,094 / night
Charming Mountain Family Condo 3BR, 3BA
SUPERHOSTEntire condominium
Charming Mountain Family Condo 3BR, 3BA
Price:GYD27,198 / night
Family Condo+POOL!  Oversized 1 Bdrm 2BA Sleeps 5!
SUPERHOSTEntire condominium
Family Condo+POOL! Oversized 1 Bdrm 2BA Sleeps 5!
Price:GYD18,341 / night
Ski bus line-King bed-Fireplace-On Fraser River
SUPERHOSTEntire condominium
Ski bus line-King bed-Fireplace-On Fraser River
Price:GYD15,447 / night
Awesome Over-sized Studio on Amenity Deck w/views
SUPERHOSTEntire condominium
Awesome Over-sized Studio on Amenity Deck w/views
Price:GYD23,351 / night
Luxurious Mountain Condo
SUPERHOSTEntire condominium
Luxurious Mountain Condo
Price:GYD24,751 / night
Mountain porch view, hot tub, fireplace, ski bus
SUPERHOSTEntire apartment
Mountain porch view, hot tub, fireplace, ski bus
Price:GYD15,209 / night
Colorful & Cozy Condo near RMCP Grand Lake! Views!
SUPERHOSTEntire loft
Colorful & Cozy Condo near RMCP Grand Lake! Views!
Price:GYD21,770 / night
Winter Park/Granby Ranch Area-Studio Condo$50-95
SUPERHOSTEntire apartment
Winter Park/Granby Ranch Area-Studio Condo$50-95
Price:GYD15,596 / night
Winter Park area Base Camp 1 bedroom/1 bath
SUPERHOSTEntire apartment
Winter Park area Base Camp 1 bedroom/1 bath
Price:GYD11,824 / night
Village of Winter Park Condo
SUPERHOSTEntire apartment
Village of Winter Park Condo
Price:GYD26,094 / night
Show all

Learn more about Winter Park

What types of vacation rentals are available in Winter Park?

Here in Winter Park, there are plenty of options for places to stay. Here are a few examples:

  • Houses (52 rentals)
  • Cabins (14 rentals)
  • Chalets (10 rentals)

Are there houses with hot tubs?

Who doesn’t want a hot tub at their house? Here in Winter Park, you’ll find 44 houses that have hot tubs.

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
  • Pepe Osaka's Fishtaco Tequila Bar & Grill
  • Idlewild Spirits Brewpub and Restaurant
  • Hideaway Park Brewery