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Winter Park Holiday Rentals

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Holiday Rentals in Winter Park

Cabin in Old Town Winter Park

3.5 star property
9.0 out of 10, Wonderful, (103)
"Unfortunately, our cabin looked directly into another cabin. River view was a very big stretch. There were no other rooms available so we were stuck with it. To make it worse, there are very bright lights on the building next door that were on all night, and since you cannot close the window due to the open design, we had a terrible nights sleep. A good idea in theory, but reality was a big miss. "
United States
Hannah
The price is AU$390
includes taxes & fees
7 Dec - 8 Dec
A Frame Club

Aparthotel in Winter Park Village

3.5 star property
8.2 out of 10, Very good, (669)
"Zephyr is always a great choice! Located right in the square, this property is close to everything "
United States
Michelle
The price is AU$582
includes taxes & fees
10 Dec - 11 Dec
Zephyr Mountain Lodge

Condo in Fraser

2.0 star property
10.0 out of 10, Exceptional, (4)
"Updated 2 bedroom with mountain view. Everything was great! Recommend to anyone!"
United States
Brian B.
The price is AU$460
includes taxes & fees
7 Dec - 8 Dec
Beautifully renovated 2 bedroom with clubhouse amenities

Condo in Fraser

9.6 out of 10, Exceptional, (4)
"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 AU$290
includes taxes & fees
9 Dec - 10 Dec
River View Studio Near Winter Park Ski Resort

Condo in Winter Park

9.8 out of 10, Exceptional, (7)
"Everything was nice and clean. Great location with lots of amenities near by. "
United States
Seung L.
The price is AU$474
includes taxes & fees
13 Dec - 14 Dec
2 bedroom with new flooring & kitchen, private deck

Condo in Winter Park

10.0 out of 10, Exceptional, (3)
"Convenient to the slopes and town"
United States
Bradley H.
The price is AU$433
includes taxes & fees
8 Dec - 9 Dec
Updated 2 bedroom at Beaver Village with clubhouse amenities

Condo in Winter Park

2.0 star property
9.0 out of 10, Wonderful, (18)
"Loved the stay. Everything was great. "
United States
Shivali W.
The price is AU$427
includes taxes & fees
7 Dec - 8 Dec
This beautiful and modern condo is the ideal getaway in Winter Park.

Condo in Fraser

8.4 out of 10, Very good, (12)
"Cute pics! Outside images of the building would have been helpful in finding the exact location.Overall clean and tidy... would be helpful to have a few basic cooking spices.Things that will help improve the quality and comfort would be a some better quality pillows and comforters or additional cozy blankets/throws. A bean bag in the main area would allow for additional comfort for anyone sitting on the floorBurners on the range need some additional attention or maintenance they seem to be...
United States
Ann Marie R.
The price is AU$394
includes taxes & fees
7 Dec - 8 Dec
Fraser condo rental - 3 queens, full kitchen, private patio

Condo in Fraser

9.4 out of 10, Exceptional, (13)
"Great property and location!"
United States
Sarah S.
The price is AU$274
includes taxes & fees
7 Dec - 8 Dec
Ideal and modern 1 bedroom - open floor plan and mt views

Apartment in Downtown

2.0 star property
10.0 out of 10, Exceptional, (11)
"Excellent Property. Upgraded amenities, close to restaurants, grocery store, and Amtrak Station. ."
United States
Ronnie S.
The price is AU$408
includes taxes & fees
7 Dec - 8 Dec
Modern Downtown Home w/ Private Sauna

Condo in Winter Park

9.6 out of 10, Exceptional, (9)
"This is a perfect spot for a summer mountain getaway. Close to downtown Fraser and the bike path is right across the highway. Highly recommended!"
United States
Heather
The price is AU$433
includes taxes & fees
8 Dec - 9 Dec
Spacious 2 bedroom condo remodeled kitchen, vaulted ceilings

Condo in Winter Park

10.0 out of 10, Exceptional, (12)
"This is a nice property to stay for a couple of nights. It has all your basic needs for a stay."
United States
Diane H.
The price is AU$479
includes taxes & fees
8 Dec - 9 Dec
Recently remodeled for top notch comfort!

Condo in Fraser

9.6 out of 10, Exceptional, (41)
"Great location for all snow activities"
United States
Kayla S.
The price is AU$547
includes taxes & fees
7 Dec - 8 Dec
Fraser Condo Near Tubing Hill!

Condo in Winter Park

9.4 out of 10, Exceptional, (171)
"It was a great pace for our family to stay, the pool access was great"
United States
Natasha M.
The price is AU$561
includes taxes & fees
8 Dec - 9 Dec
Renovated Condo near the Slopes and Trails

Condo in Winter Park

9.6 out of 10, Exceptional, (12)
"Beautiful little place, updated and great view of the mountains from the living room, close to everything in town. Would definitely stay again."
United States
Denver C.
The price is AU$331
includes taxes & fees
8 Dec - 9 Dec
New 1 Bedroom, downtown location & lots of amenities!

Condo in Fraser

9.4 out of 10, Exceptional, (28)
"We enjoyed our stay"
United States
Caleb M.
The price is AU$276
includes taxes & fees
7 Dec - 8 Dec
Updated interior in this 1 bedroom, private patio

Condo in Winter Park Village

9.4 out of 10, Exceptional, (24)
"All we needed for a great time at WP"
United States
Frank M.
Modern slopeside out studio with access to hot tub, fire pit & fire place

Condo in Winter Park Village

9.8 out of 10, Exceptional, (86)
"Great views and very clean. "
United States
Gregory
The price is AU$449
includes taxes & fees
7 Dec - 8 Dec
Top Floor Ski-In / Ski-Out Studio Condo at the base of Winter Park Resort

Condo in Fraser

9.8 out of 10, Exceptional, (112)
"Thanks for an easy, lovely stay!"
United States
Samantha L.
The price is AU$495
includes taxes & fees
7 Dec - 8 Dec
Cozy Retreat Across from the Clubhouse - 2bd/2ba Condo (Sleeps 6)

Condo in Winter Park

9.8 out of 10, Exceptional, (24)
"We had a great stay, enjoyed the property and location."
United States
Kathleen C.
The price is AU$686
includes taxes & fees
19 Dec - 20 Dec
Pet friendly 2 bedroom, walk to Main Street, forest view
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

Find out more about Winter Park

Everything you need to know about Winter Park holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winter Park holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winter Park holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Winter Park holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winter Park. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winter Park holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winter Park holiday rentals we have selected for you start as low as AU$325 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Winter Park rentals

At Expedia, we put the best Winter Park holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winter Park rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winter Park holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winter Park. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Winter Park?

Yes, there are holiday rentals in Winter Park close to Amaze'n Maze Winter Park, or you can select a more secluded option if you're looking for 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 holiday rentals that Winter Park has to offer?

7 BR home in central Winter Park with great views on bus route: This highly rated holiday home rental in Winter Park is located in the city centre, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Other favourite homes for rent in Winter Park are Beautiful Ski-In Home, with Hot Tub! and Luxury Downtown Condo - Private Hot Tub! Walk to Dining and Ski Bus....

How many holiday rentals are there in Winter Park?

With 322 Expedia holiday rentals, you're guaranteed 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 holiday rental in Winter Park like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winter Park. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for family trips or small group gatherings.