A snow-covered building with illuminated windows and a ski lift in the foreground.

Winter Park Vacation Rentals

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Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Winter Park vacation rentals

Exterior

A Frame Club

A Frame Club
4.0 star property
Old Town Winter Park
9.2 out of 10, Wonderful, (113 reviews)
"Place as advertised, clean with great amenities, friendly staff, easy stay. Great memory for our family. "
United States
Shawn
The price is ￥42,379
￥55,092 total
includes taxes & fees
Jul 7 - Jul 8
A Frame Club
Interior

Vaulted Ceilings give the feeling of a lot of space and the views of Winter Park

Vaulted Ceilings give the feeling of a lot of space and the views of Winter Park
Winter Park
10.0 out of 10, Exceptional, (1 review)
"Very clean, very friendly staff. The pool and hot tub were great!"
United States
Alysia D.
The price is ￥15,852
￥37,885 total
includes taxes & fees
Jul 7 - Jul 8
Vaulted Ceilings give the feeling of a lot of space and the views of Winter Park
Interior

River View Studio Near Winter Park Ski Resort

River View Studio Near Winter Park Ski Resort
Fraser
9.6 out of 10, Exceptional, (4 reviews)
"Very good communication through the entirety of the stay. room is all you really need for one person and it is well maintained. view is great, would stay again. "
United States
Carson
The price is ￥6,096
￥45,184 total
includes taxes & fees
Jul 7 - Jul 8
River View Studio Near Winter Park Ski Resort
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, (16 reviews)
"Very clean, well equipped, and easy check in process. We had a great stay!"
United States
Charlotte C.
The price is ￥15,054
￥35,108 total
includes taxes & fees
Jul 6 - Jul 7
Ideal and modern 1 bedroom - open floor plan and mt views
Smart TV, fireplace

The Grand Timberglass Lodge | Tipi | Hot Tub

The Grand Timberglass Lodge | Tipi | Hot Tub
Winter Park
10.0 out of 10, Exceptional, (2 reviews)
"We had such a wonderful stay! We really liked this place. The highlight was definitely the breathtaking views - especially from the hot tub overlooking the mountains. Sauna was fantastic!! We will definitely be returning!! Thank you for sharing your home!!"
United States
Alan W.
The price is ￥27,517
￥94,606 total
includes taxes & fees
Jul 7 - Jul 8
The Grand Timberglass Lodge | Tipi | Hot Tub
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, (117 reviews)
"The host was super responsive. We loved the easy access of the shuttle to Winter Park. Condo was great and had everything wet needed! "
United States
Sabrina Shaw T.
The price is ￥21,448
￥55,488 total
includes taxes & fees
Jul 5 - Jul 6
Cozy Retreat Across from the Clubhouse - 2bd/2ba Condo (Sleeps 6)
Exterior

Madge’s Studio - Pets Welcome

Madge’s Studio - Pets Welcome
Fraser
10.0 out of 10, Exceptional, (114 reviews)
"A nice property, I would stay here again. The bed was very comfortable, and it was close to Fraiser. The neighborhood was quiet and rural for the area. "
United States
David M.
The price is ￥13,707
￥27,796 total
includes taxes & fees
Jul 27 - Jul 28
Madge’s Studio - Pets Welcome
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, (8 reviews)
"Host was great and very accommodating. Great location and easy access to Winter Park base camp. "
United States
Keith D.
The price is ￥11,611
￥35,097 total
includes taxes & fees
Jul 12 - Jul 13
Ski in/ski out condo at Winter Park - cozy slopeside with pool, hot tub & more
Pool

Remodeled 1 bedroom, private patio, walk to WP Resort

Remodeled 1 bedroom, private patio, walk to WP Resort
Winter Park Village
9.0 out of 10, Wonderful, (15 reviews)
"Close to ski lifts. Ski locker."
United States
Desirae N.
The price is ￥16,861
￥39,047 total
includes taxes & fees
Jul 6 - Jul 7
Remodeled 1 bedroom, private patio, walk to WP Resort
Exterior

Ski-in Ski-Out Zephyr Mountain Lodge Condo with Hot Tub next to Gondola

Ski-in Ski-Out Zephyr Mountain Lodge Condo with Hot Tub next to Gondola
Winter Park Village
9.6 out of 10, Exceptional, (63 reviews)
"Great stay. "
United States
Brad C.
The price is ￥14,368
￥43,787 total
includes taxes & fees
Jul 5 - Jul 6
Ski-in Ski-Out Zephyr Mountain Lodge Condo with Hot Tub next to Gondola
Exterior

New Listing Ski-In/Ski-Out Zephyr 1 Bedroom Condo at the base of Winter Park

New Listing Ski-In/Ski-Out Zephyr 1 Bedroom Condo at the base of Winter Park
Winter Park Village
10.0 out of 10, Exceptional, (96 reviews)
"It was a fine stay"
United States
Annette H.
The price is ￥13,304
￥41,483 total
includes taxes & fees
Jul 7 - Jul 8
New Listing Ski-In/Ski-Out Zephyr 1 Bedroom Condo at the base of Winter Park
Terrace/patio

Fraser Condo Near Tubing Hill!

Fraser Condo Near Tubing Hill!
Fraser
9.6 out of 10, Exceptional, (44 reviews)
"Place was great and close to winter park for skiing. Very convenient, clean and big enough for our family of 6. "
United States
Whit H.
The price is ￥21,770
￥54,964 total
includes taxes & fees
Jul 5 - Jul 6
Fraser Condo Near Tubing Hill!
Exterior

Top Floor Ski-In / Ski-Out 1 Bedroom Condo at the base of Winter Park Resort

Top Floor Ski-In / Ski-Out 1 Bedroom Condo at the base of Winter Park Resort
Winter Park Village
9.6 out of 10, Exceptional, (107 reviews)
"Easy access to the slopes and worked well for our family of four. Ski locker and locker room were a plus. Large hot tub was great at the end of ski days. Kitchen was a little small but as depicted. Carpet and upholstery could use a deep clean but aren’t terrible. Biggest complaint would be the one working elevator, but that was being fixed right after we left. Would likely stay again. Great host communication. "
United States
Matthew J.
The price is ￥13,304
￥40,234 total
includes taxes & fees
Jul 6 - Jul 7
Top Floor Ski-In / Ski-Out 1 Bedroom Condo at the base of Winter Park Resort
Exterior detail

Top Floor Ski-In / Ski-Out Studio Condo at the base of Winter Park Resort

Top Floor Ski-In / Ski-Out Studio Condo at the base of Winter Park Resort
Winter Park Village
9.8 out of 10, Exceptional, (87 reviews)
"Great place, super friendly host! Highly recommend!!"
United States
Tonya T.
The price is ￥14,546
￥41,612 total
includes taxes & fees
Jul 15 - Jul 16
Top Floor Ski-In / Ski-Out Studio Condo at the base of Winter Park Resort
Outdoor dining

Mountain condo near gondola w/ fireplace

Mountain condo near gondola w/ fireplace
Winter Park Village
9.4 out of 10, Exceptional, (54 reviews)
"This condo is perfect clean and nice. The location is excellent, it’s an easy walk to the gondola and to restaurants. Parking Garage on property was also very nice. "
United States
Amanda
The price is ￥19,143
￥58,607 total
includes taxes & fees
Jul 20 - Jul 21
Mountain condo near gondola w/ fireplace
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, (32 reviews)
"Great location and size for what we needed"
United States
Evan
The price is ￥28,882
￥57,151 total
includes taxes & fees
Jul 6 - Jul 7
Location and Comfort - One Bedroom Ski In / Ski out, Hot Tub and Fire Pit
TV, fireplace

Remodeled 1 bedroom downtown, extra bathroom, clubhouse

Remodeled 1 bedroom downtown, extra bathroom, clubhouse
Winter Park
9.4 out of 10, Exceptional, (12 reviews)
"I've stayed at several properties in this complex, this was by far the best. Quiet, private, spacious. A very enjoyable stay."
United States
Mike M.
The price is ￥15,373
￥37,285 total
includes taxes & fees
Jul 7 - Jul 8
Remodeled 1 bedroom downtown, extra bathroom, clubhouse
Terrace/patio

Glideslope Retreat at Zephyr Mountain Lodge

Glideslope Retreat at Zephyr Mountain Lodge
Winter Park Village
10.0 out of 10, Exceptional, (5 reviews)
"Clean, comfortable, and the location cannot be beat! 5-stars all around"
United States
Joe M.
The price is ￥24,044
￥68,331 total
includes taxes & fees
Jul 6 - Jul 7
Glideslope Retreat at Zephyr Mountain Lodge
Terrace/patio

Cozy & remodeled 1 bedroom, ground floor, mountain views

Cozy & remodeled 1 bedroom, ground floor, mountain views
Fraser
9.6 out of 10, Exceptional, (5 reviews)
"Very nice location."
United States
Cindy B.
The price is ￥15,852
￥36,211 total
includes taxes & fees
Jul 7 - Jul 8
Cozy & remodeled 1 bedroom, ground floor, mountain views
1 bedroom, free WiFi, bed sheets

Micro Guest Suite Downtown Winter Park GREAT LOCATION

Micro Guest Suite Downtown Winter Park GREAT LOCATION
Winter Park
9.8 out of 10, Exceptional, (17 reviews)
"We enjoyed our stay the room was clean and parking was great and easy. Perfect location! "
United States
Faith R.
The price is ￥12,417
￥37,815 total
includes taxes & fees
Jul 5 - Jul 6
Micro Guest Suite Downtown Winter Park GREAT LOCATION
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

Gravity Haus Winter Park

Gravity Haus Winter Park

10/10 Excellent
"Great place, cool vibe, awesome location within walking distance to a lot of restaurants. I would stay there again"
Tyler 1-night trip
Posted 1 hour ago
Gravity Haus Winter Park

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
  • Use the map to find apartments and other holiday homes in the Winter Park neighbourhood you prefer
  • 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?

Perfect mountain getaway close to Winter Park Village!: This highly rated vacation home rental in Winter Park is located near skiing and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. Other favorite homes for rent in Winter Park are Luxury Downtown Condo - Private Hot Tub! Walk to Dining and Ski Bus... and Large Beautiful Townhome, Private Hot Tub, Near Shuttle Route, In Town, WIFI.

How many vacation rentals are there in Winter Park?

With 328 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.