Winter Park Holiday Rentals

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Holiday Rentals in Winter Park

Peaks + Pines + Playtime | Your Iconic Retreat

2.0 star property
Rendezvous
9.6 out of 10, Exceptional, (4)
"Girls weekend for a 50th- perfect for hiking, easy into town, so much space for storage, sleep, and cooking. Definitely the perfect place for our group "
United States
Elizabeth M.
The price is NZ$938
includes taxes & fees
12 Nov - 13 Nov
Peaks + Pines + Playtime | Your Iconic Retreat

A Frame Club

3.5 star property
Old Town Winter Park
9.0 out of 10, Wonderful, (101)
"Wonderful stay!"
United States
Margaret Vest
The price is NZ$439
includes taxes & fees
16 Nov - 17 Nov
A Frame Club

River View Studio Near Winter Park Ski Resort

Fraser
9.6 out of 10, Exceptional, (4)
"Perfect for a single person or a couple. Comfortable and clean. Mountain View’s are amazing. "
United States
Dianna Z.
The price is NZ$344
includes taxes & fees
12 Nov - 13 Nov
River View Studio Near Winter Park Ski Resort

Updated 2 bedroom at Beaver Village with clubhouse amenities

Winter Park
10.0 out of 10, Exceptional, (3)
"Convenient to the slopes and town"
United States
Bradley H.
The price is NZ$497
includes taxes & fees
12 Nov - 13 Nov
Updated 2 bedroom at Beaver Village with clubhouse amenities

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

Fraser
9.4 out of 10, Exceptional, (13)
"Nicely decorated and well appointed! "
United States
Gabriella
The price is NZ$310
includes taxes & fees
17 Nov - 18 Nov
Ideal and modern 1 bedroom - open floor plan and mt views

Beautifully renovated 2 bedroom with clubhouse amenities

2.0 star property
Fraser
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 NZ$535
includes taxes & fees
16 Nov - 17 Nov
Beautifully renovated 2 bedroom with clubhouse amenities

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

Winter Park Village
9.8 out of 10, Exceptional, (86)
"Great views and very clean. "
United States
Gregory
The price is NZ$462
includes taxes & fees
12 Nov - 13 Nov
Top Floor Ski-In / Ski-Out Studio Condo at the base of Winter Park Resort

2 bedroom with new flooring & kitchen, private deck

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 NZ$551
includes taxes & fees
12 Nov - 13 Nov
2 bedroom with new flooring & kitchen, private deck

Modern Downtown Home w/ Private Sauna

2.0 star property
Downtown
10.0 out of 10, Exceptional, (9)
"We had a great stay! Property was very clean and we enjoyed the amenities provided that you often do not see in VRBO properties (Nespresso machine, hand lotion, shampoo, conditioner, body wash, robes). Bed was very comfortable. The property is in close proximity to a lot of restaurants and of course, ski slopes. If you love coffee, be sure to check out Moon Frog too!"
United States
Cindy
The price is NZ$477
includes taxes & fees
13 Nov - 14 Nov
Modern Downtown Home w/ Private Sauna

Zephyr Mountain Lodge

3.5 star property
Winter Park Village
8.2 out of 10, Very good, (668)
"Beautiful resort!! Only negative is our room does not have air conditioning so it stayed pretty warm. They provided us an extra fan upon request. We loved our stay!"
United States
Rebecca
The price is NZ$579
includes taxes & fees
12 Nov - 13 Nov
Zephyr Mountain Lodge

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, (88)
"The condo was very clean and close to slopes. We will definitely stay again. "
United States
Marcy L.
The price is NZ$489
includes taxes & fees
12 Nov - 13 Nov
New Listing Ski-In/Ski-Out Zephyr 1 Bedroom Condo at the base of Winter Park

Renovated Condo near the Slopes and Trails

Winter Park
9.4 out of 10, Exceptional, (170)
"Great location and amenities. Everything you need to enjoy a few days in the mountains. Our only issue was the bed in one of the rooms being incredibly squeaky. We couldn't roll over or get up without making a lot of noise. "
United States
Cynthia F.
The price is NZ$604
includes taxes & fees
13 Nov - 14 Nov
Renovated Condo near the Slopes and Trails

This beautiful and modern condo is the ideal getaway in Winter Park.

2.0 star property
Winter Park
9.0 out of 10, Wonderful, (18)
"Booking a last minute weekend getaway was easy with keyless check-in and check-out. The queen size bed in the second bedroom was perfect for all adults compared to bunk beds."
United States
Heather P.
The price is NZ$497
includes taxes & fees
12 Nov - 13 Nov
This beautiful and modern condo is the ideal getaway in Winter Park.

New 1 Bedroom, downtown location & lots of amenities!

Winter Park
9.6 out of 10, Exceptional, (12)
"Right across from Hideaway Park and music- walk to everything!"
United States
Nina G.
The price is NZ$376
includes taxes & fees
12 Nov - 13 Nov
New 1 Bedroom, downtown location & lots of amenities!

Updated interior in this 1 bedroom, private patio

Fraser
9.4 out of 10, Exceptional, (28)
"We enjoyed our stay"
United States
Caleb M.
The price is NZ$322
includes taxes & fees
13 Nov - 14 Nov
Updated interior in this 1 bedroom, private patio

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

Fraser
8.4 out of 10, Very good, (12)
"Convenient location, quiet and had everything we needed"
United States
Seth T.
The price is NZ$459
includes taxes & fees
12 Nov - 13 Nov
Fraser condo rental - 3 queens, full kitchen, private patio

Cozy downtown studio for 2! Clubhouse amenities

Winter Park
8.4 out of 10, Very good, (8)
"Condo is great proximity to ski area and easy to access. Parking was a little unclear but not difficult to figure out. Had to look around a bit to find out how to get to the clubhouse. Pool and hot tubs are great. The room itself was cozy, clean, and comfortable. Bathroom sink was slow to drain but there was a plunger underneath. FYI: no streaming options on the TV, just cable/ satellite. But several family -friendly DVDs available in console drawer."
United States
James H.
The price is NZ$322
includes taxes & fees
12 Nov - 13 Nov
Cozy downtown studio for 2! Clubhouse amenities

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, (104)
"The property was very well represented and the owners kept us well informed on all aspects of the visit. The comfort and convenience suited our visit well. "
United States
Jean B.
The price is NZ$468
includes taxes & fees
12 Nov - 13 Nov
Top Floor Ski-In / Ski-Out 1 Bedroom Condo at the base of Winter Park Resort

4BR Mountain Escape Family Friendly, Sleeps 10

2.0 star property
Winter Park
9.6 out of 10, Exceptional, (9)
"Pros: Space, views, location. The view is spectacular. Good space for entertaining a family and having meals at home. Overall it was a nice homebase for exploring Colorado.Cons: living room screen door to porch is off the tracks, some of the windows don’t unlock to crank open, need better instructions on regulating heat/air, the garage floor needs cleaned out several inches of dirt, garage door wouldn’t close at one point and when I called left message and emailed..around 6:15pm on a...
United States
PAUL O.
The price is NZ$1,064
includes taxes & fees
16 Nov - 17 Nov
4BR Mountain Escape Family Friendly, Sleeps 10
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 favorite 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 depends 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 NZ$288 per night. Entering your travel dates in the search wizard you might find 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 Alpine Slide, 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?

4BR Mountain Escape Family Friendly, Sleeps 10: This highly rated holiday home rental in Winter Park is located in the mountains, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. Other favourite homes for rent in Winter Park are Beautiful Ski-In Home, with Hot Tub! and Spacious & Luxurious 8-Bedroom Retreat in Downtown Winter Park on Vasquez Creek.

How many holiday rentals are there in Winter Park?

With 503 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.