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 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

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 CA $373
CA $485 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 CA $140
CA $337 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 CA $60
CA $406 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 CA $133
CA $309 total
includes taxes & fees
Jul 7 - Jul 8
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 CA $296
CA $900 total
includes taxes & fees
Jul 14 - Jul 15
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 CA $189
CA $489 total
includes taxes & fees
Jul 7 - Jul 8
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 CA $121
CA $245 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 CA $102
CA $312 total
includes taxes & fees
Jul 7 - Jul 8
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 CA $168
CA $374 total
includes taxes & fees
Jul 12 - Jul 13
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 CA $127
CA $390 total
includes taxes & fees
Jul 19 - Jul 20
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 CA $111
CA $357 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 CA $192
CA $490 total
includes taxes & fees
Jul 11 - Jul 12
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 CA $117
CA $356 total
includes taxes & fees
Jul 7 - Jul 8
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 CA $112
CA $347 total
includes taxes & fees
Jul 12 - Jul 13
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 CA $169
CA $516 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 CA $254
CA $506 total
includes taxes & fees
Jul 7 - Jul 8
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 CA $133
CA $326 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 CA $212
CA $602 total
includes taxes & fees
Jul 7 - Jul 8
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 CA $140
CA $319 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 CA $109
CA $337 total
includes taxes & fees
Jul 7 - Jul 8
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

The Vintage Hotel

The Vintage Hotel

10/10 Excellent
"Beautifully maintained and located. Loft rooms are unique and attractive."
Rosaura 2-night trip
Posted 1 hour ago
The Vintage Hotel

Find out more about Winter Park

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Winter Park. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.