Winter Park Vacation Rentals

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Check prices for these dates

In two weeks
Apr 17 - Apr 19
In two months
May 29 - May 31
In three months
Jun 26 - Jun 28
In four months
Jul 24 - Jul 26

Our top choices for Winter Park vacation rentals

Property grounds

Cozy Retreat Across from the Clubhouse - 2bd/2ba Condo (Sleeps 6)

Cozy Retreat Across from the Clubhouse - 2bd/2ba Condo (Sleeps 6)
Fraser
9.8 out of 10, Exceptional, (116 reviews)
"Your typical mountain ski place. Had everything we needed. "
United States
Shelby D.
The price is ￥21,321
￥55,161 total
includes taxes & fees
Mar 31 - Apr 1
Cozy Retreat Across from the Clubhouse - 2bd/2ba Condo (Sleeps 6)
TV, fireplace, DVD player

Updated interior in this 1 bedroom, private patio

Updated interior in this 1 bedroom, private patio
Fraser
9.4 out of 10, Exceptional, (30 reviews)
"This place was great & a bargain. Clean, comfy, and just like the description. Easy to find and close parking. Plus the spa and steam room were awesome. "
United States
Rachel
The price is ￥16,767
￥33,774 total
includes taxes & fees
Mar 31 - Apr 1
Updated interior in this 1 bedroom, private patio
Smart TV, fireplace, Netflix, DVD player

Rendezvous - Majestic Views|Hike|Bike|Ski & Ski Locker Available!

Rendezvous - Majestic Views|Hike|Bike|Ski & Ski Locker Available!
Rendezvous
9.4 out of 10, Exceptional, (72 reviews)
"Our host was great, quick with communication and very accommodating! The hot tub was amazing, especially with the snowy weather we had the first night!Very cozy place, but very cold."
United States
L S.
The price is ￥24,407
￥72,659 total
includes taxes & fees
Mar 31 - Apr 1
Rendezvous - Majestic Views|Hike|Bike|Ski & Ski Locker Available!
Terrace/patio

Modern Downtown Home w/ Private Sauna

Modern Downtown Home w/ Private Sauna
Downtown
10.0 out of 10, Exceptional, (14 reviews)
"This is a great property in a good location. The house was very clean and comfortable with nice amenities. "
United States
Eric L.
The price is ￥19,077
￥42,070 total
includes taxes & fees
Mar 31 - Apr 1
Modern Downtown Home w/ Private Sauna
A heated pool

Location and Comfort - One Bedroom Ski In / Ski out, Hot Tub and Fire Pit

Location and Comfort - One Bedroom Ski In / Ski out, Hot Tub and Fire Pit
Winter Park Village
9.6 out of 10, Exceptional, (31 reviews)
"Excellent location and had everything I needed. I would stay here again."
United States
Jenny
The price is ￥15,726
￥39,946 total
includes taxes & fees
Apr 1 - Apr 2
Location and Comfort - One Bedroom Ski In / Ski out, Hot Tub and Fire Pit
Pool

Steps from the lifts of Winter Park Base-Newly Remodeled Studio

Steps from the lifts of Winter Park Base-Newly Remodeled Studio
Winter Park Village
9.8 out of 10, Exceptional, (87 reviews)
"The condo was a great location. Easy walk to the gondola. The unit was well stocked with all supplies and clean. Host was very responsive and helpful. "
United States
Fiona
The price is ￥24,317
￥51,020 total
includes taxes & fees
Apr 2 - Apr 3
Steps from the lifts of Winter Park Base-Newly Remodeled Studio
Exterior

Madge’s Studio - Pets Welcome

Madge’s Studio - Pets Welcome
Fraser
10.0 out of 10, Exceptional, (107 reviews)
"The property was exactly as advertised and perfect for our needs"
United States
Craig F.
The price is ￥12,264
￥26,116 total
includes taxes & fees
Apr 12 - Apr 13
Madge’s Studio - Pets Welcome
WiFi, bed sheets

Super modern interior, walk to downtown, clubhouse amenities

Super modern interior, walk to downtown, clubhouse amenities
WINTER PARK
8.4 out of 10, Very Good, (14 reviews)
"perfect for a small group look to ski"
United States
Mackenzie M.
The price is ￥17,634
￥34,406 total
includes taxes & fees
Mar 31 - Apr 1
Super modern interior, walk to downtown, clubhouse amenities
Exterior

Cozy Pet & Family-Friendly Condo Near Winter Park•Heated Garage•Trails•Sleeps 6

Cozy Pet & Family-Friendly Condo Near Winter Park•Heated Garage•Trails•Sleeps 6
Fraser
9.8 out of 10, Exceptional, (57 reviews)
"Everything was as expected, would stay again!"
United States
Andres E.
The price is ￥21,642
￥54,821 total
includes taxes & fees
Mar 31 - Apr 1
Cozy Pet & Family-Friendly Condo Near Winter Park•Heated Garage•Trails•Sleeps 6
Terrace/patio

Fraser Condo Near Tubing Hill!

Fraser Condo Near Tubing Hill!
Fraser
9.6 out of 10, Exceptional, (44 reviews)
"Great location for all snow activities"
United States
Kayla S.
The price is ￥21,642
￥54,994 total
includes taxes & fees
Apr 5 - Apr 6
Fraser Condo Near Tubing Hill!
TV, fireplace, computer monitors

Ideal and modern 1 bedroom - open floor plan and mt views

Ideal and modern 1 bedroom - open floor plan and mt views
Fraser
9.4 out of 10, Exceptional, (15 reviews)
"Great place to stay in Fraser. Convenient location, clean and good sized condo. "
United States
Arianna H.
The price is ￥15,903
￥32,760 total
includes taxes & fees
Apr 22 - Apr 23
Ideal and modern 1 bedroom - open floor plan and mt views
TV, fireplace, DVD player

Fraser condo rental - 3 queens, full kitchen, private patio

Fraser condo rental - 3 queens, full kitchen, private patio
Fraser
8.2 out of 10, Very Good, (13 reviews)
"When we arrived at the place. There was no pass to the clubhouse. The next day they sent a lady over with a temporary pass. Very friendly staff. Thank you "
United States
Sheri P.
The price is ￥23,174
￥46,555 total
includes taxes & fees
Mar 31 - Apr 1
Fraser condo rental - 3 queens, full kitchen, private patio
Interior

Budget 1 bedroom, private deck, clubhouse amenities

Budget 1 bedroom, private deck, clubhouse amenities
Winter Park
9.0 out of 10, Wonderful, (4 reviews)
"Clear communication and had all the information I needed upfront. Nice spacious budget option."
United States
andrew s.
The price is ￥15,903
￥34,967 total
includes taxes & fees
Mar 31 - Apr 1
Budget 1 bedroom, private deck, clubhouse amenities
Exterior

Fraser Crossing remodeled studio

Fraser Crossing remodeled studio
Winter Park Village
8.8 out of 10, Excellent, (17 reviews)
"The host had great communication and was very accommodating!"
United States
Madison H.
The price is ￥25,425
￥48,721 total
includes taxes & fees
Mar 31 - Apr 1
Fraser Crossing remodeled studio
Property grounds

Ski in/ski out condo at Winter Park - cozy slopeside with pool, hot tub & more

Ski in/ski out condo at Winter Park - cozy slopeside with pool, hot tub & more
Winter Park
10.0 out of 10, Exceptional, (6 reviews)
The price is ￥17,313
￥42,254 total
includes taxes & fees
Mar 31 - Apr 1
Ski in/ski out condo at Winter Park - cozy slopeside with pool, hot tub & more
Terrace/patio

Renovated Condo near the Slopes and Trails

Renovated Condo near the Slopes and Trails
Winter Park
9.4 out of 10, Exceptional, (180 reviews)
"Great place!"
United States
Matt S.
The price is ￥14,284
￥54,514 total
includes taxes & fees
Apr 2 - Apr 3
Renovated Condo near the Slopes and Trails
TV, fireplace

Magnificently remodeled 2 bedroom - all you need!

Magnificently remodeled 2 bedroom - all you need!
Winter Park
9.6 out of 10, Exceptional, (5 reviews)
"Comfortable and convenient. Would stay again."
United States
Todd N.
The price is ￥21,097
￥50,382 total
includes taxes & fees
Mar 31 - Apr 1
Magnificently remodeled 2 bedroom - all you need!
Property grounds

Inviting ski-in/ski-out condo hot tub, gas fireplace, and firepit

Inviting ski-in/ski-out condo hot tub, gas fireplace, and firepit
Winter Park Village
8.8 out of 10, Excellent, (33 reviews)
"Clean and the jacuzzi what’s fantastic. "
United States
Eric N.
The price is ￥10,580
￥43,112 total
includes taxes & fees
Apr 6 - Apr 7
Inviting ski-in/ski-out condo hot tub, gas fireplace, and firepit
Apartment (3 Bedrooms) | Interior

Spacious Fraser Condo ~ 6 Mi to Winter Park!

Spacious Fraser Condo ~ 6 Mi to Winter Park!
3.5 star property
Fraser
The price is ￥37,192
￥96,252 total
includes taxes & fees
Mar 31 - Apr 1
Spacious Fraser Condo ~ 6 Mi to Winter Park!
Smart TV, fireplace, video games, DVD player

Upscale Indian Themed PENTHOUSE On Ski Access Level! Vaulted ceiling. High rated

Upscale Indian Themed PENTHOUSE On Ski Access Level! Vaulted ceiling. High rated
Winter Park
9.8 out of 10, Exceptional, (122 reviews)
"Denise left us a nice note when we arrived and everything was as promised."
United States
Arkady Y.
The price is ￥15,082
￥49,805 total
includes taxes & fees
Apr 4 - Apr 5
Upscale Indian Themed PENTHOUSE On Ski Access Level! Vaulted ceiling. High rated
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winter Park Hotel Reviews

Luxury Downtown Condo - Private Hot Tub! Walk to Dining and Ski Bus...

Luxury Downtown Condo - Private Hot Tub! Walk to Dining and Ski Bus...

10/10 Excellent
"Very convenient kitchen and smooth check-in and check out "
Ricky P. 2-night trip
Posted 17 hours ago
Luxury Downtown Condo - Private Hot Tub! Walk to Dining and Ski Bus...

Find out more about Winter Park

Search for holiday rentals in Winter Park on Expedia! You can easily find your home rentals, villas, holiday apartments in Winter Park using one of the methods below:

  • View our selection of featured holiday rentals in Winter Park
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  • Enter your travel dates to view the best deals on holiday rentals in Winter Park while they last

Look no further and take a look at our great range of rental properties in Winter Park!

Frequently asked questions

Can I find vacation rentals in Winter Park?

Yes, we give you a choice of vacation rentals in Winter Park close to Amaze'n Maze Winter Park, or you can select a more remote option if you want a relaxing stay. Visitors like the ski slopes and majestic mountain landscape in Winter Park. You can also check out the live music while you're visiting.

What are some of the best vacation home rentals that Winter Park has to offer?

Large Beautiful Townhome, Private Hot Tub, Near Shuttle Route, In Town, WIFI: This highly rated vacation home rental in Winter Park is located near skiing and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub. Other favorite homes for rent in Winter Park are Luxury Downtown Condo - Private Hot Tub! Walk to Dining and Ski Bus... and Creekside Luxury Retreat • 8BR • Walk to Shops, Dining & Shuttle • Sleeps 22.

How many vacation rentals are there in Winter Park?

With 327 Expedia vacation rentals, you're sure to find just the right place for your Winter Park stay.

What’s there to see and do in Winter Park?

The Fraser River Trail and Arapaho National Recreation Area are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Amaze'n Maze Winter Park. While here, Winter Park Ski Resort and Trestle Bike Park are other places worth a visit.

What’s a vacation rental in Winter Park like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in Winter Park. Vacation rentals offer extras such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for a family trip.