Winter Park Holiday Rentals

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Holiday Rentals in Winter Park

Front of property - evening/night
Zephyr Mountain Lodge
3.5 star property
8.2 out of 10, Very good, (619)
"The properly was clean and well kwpt however the beds were incredibly uncomfortable and very old. Honestly, this could’ve been a five star experience had the beds not been so incredibly uncomfortable for everyone in our party in three different rooms. We loved the walkability to the ski lift and the amenities and restaurants nearby. However, I would not stay here again because that’s how incredibly bad the beds were. Has five grown adults in their early 30s we all complained about the beds for a...
The price is AU$267
includes taxes & fees
17 May - 18 May
Zephyr Mountain Lodge
Property entrance
Indian Peaks Resort
3.5 star property
9.2 out of 10, Wonderful, (104)
"Amazing room. Very clean rooms and well furnished "
Indian Peaks Resort
Lake
**Downtown** Private Hot Tub, Garage, Fireplace & Washer/Dryer
10.0 out of 10, Exceptional, (339)
"Good location and very well kept home. It was comfortable with the radiant floor heating and never a need to touch the thermostat. Fully equipped kitchen. Thank you once again for a great escape from the city."
The price is AU$370
includes taxes & fees
16 May - 17 May
**Downtown** Private Hot Tub, Garage, Fireplace & Washer/Dryer
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Property grounds
Newly renovated Winter Park condo on the Fraser River
10.0 out of 10, Exceptional, (37)
"Everything was just as described in the web site ad. Very clean. The towels and washcloths were great quality (I even wrote down the brand name to purchase some). I had a question while we tee staying and the host was quick to reply to my email with an answer. Would highly recommend this place!"
Newly renovated Winter Park condo on the Fraser River
Exterior
Large 7 Bedroom Home, Mountain Setting, 3 family rooms, Hot Tub.
9.6 out of 10, Exceptional, (110)
"The house is big and comfy, plenty on beds and baths, but still very quiet once you are in the BRs. Gathering areas accommodate a large crowd. Kitchen is a bit dated but functional. Overall a great experience."
The price is AU$1,492
includes taxes & fees
16 May - 17 May
Large 7 Bedroom Home, Mountain Setting, 3 family rooms, Hot Tub.
Exterior
Trestle House | Ski Out Your Back Door | WP's Most Stunning Home INSTAGRAM FAMOUS!
10.0 out of 10, Exceptional, (11)
"This home has it all. We absolutely loved staying at Trestle house and we hope to come back again soon. The game room was a huge hit for sure and the spacious living/kitchen/dinning area was amazing, My favorite part was watching the snow cats go by the house every morning while drinking our coffee ❤️"
Trestle House | Ski Out Your Back Door | WP's Most Stunning Home INSTAGRAM FAMOUS!
Property grounds
Amazing Cabin Just Above Downtown Winter Park. Private Hot Tub!
10.0 out of 10, Exceptional, (23)
"The house was as advertised. Clean, close to town, shuttle and resort. Views off the back deck were amazing."
Amazing Cabin Just Above Downtown Winter Park. Private Hot Tub!
Fridge, microwave, oven, stovetop
5br Luxury Mountain Home Sleeps 16: Hot Tub, Game Room, Free Ski/town Shuttle
10.0 out of 10, Exceptional, (208)
"Our family of 11 had a great stay for a family ski vacation. The owner is helpful and kind, besides being an excellent communicator. The house is wonderful. Its bedrooms are spacious, the beds comfortable, and each room quiet and private. The kitchen was well equipped to cook everything from pancakes to birthday cake to big dinners, and there was plenty of dishes, glasses, wine glasses, serving platters, etc. The large dining room table accommodated everyone easily, and the living room is set...
5br Luxury Mountain Home Sleeps 16: Hot Tub, Game Room, Free Ski/town Shuttle
Exterior
Large Glass Front with Beautiful Mountain Views
9.8 out of 10, Exceptional, (140)
"Our stay was fabulous. It was easy to get to town and the shuttle and the space was comfortable for our family. It would be helpful to know about the loft style and lack of door in bedrooms for noise planning for the little one ahead of time."
Large Glass Front with Beautiful Mountain Views
Smart TV, fireplace, books, stereo
Gorgeous home just across from Winter Park Resort with BREATHTAKING view!
9.4 out of 10, Exceptional, (23)
"Everything was amazing"
Gorgeous home just across from Winter Park Resort with BREATHTAKING view!
Exterior
Luxurious home 9 Bedrooms, 6 bath, hot tub, resort views!
9.6 out of 10, Exceptional, (55)
"This house was everything we wanted and more! So much room to spread out, plenty of beds for everyone and the house came with everything we needed. The kitchen is fully stocked with every pan and dish you could need. We cooked a lot of our meals at the house and loved having everything by we needed. The stove was a little tricky to get lit, but once we figured out that you have to slowly turn the dial after it is lit, it was no problem. All of the beds were very comfortable as well. Everyone...
The price is AU$2,773
includes taxes & fees
16 May - 17 May
Luxurious home 9 Bedrooms, 6 bath, hot tub, resort views!
4 bedrooms, Internet, bed sheets
Mountain view home with private hot tub, fireplace, WiFi, and washer/dryer
10.0 out of 10, Exceptional, (13)
"Lots of space for different couples; nicely stocked kitchen with all the pots, pans, and utensils needed; hot tub worked great, quiet, but parking very limited for a large group. Ski shuttle is not very close by - a solid ten minute walk down a hill (in ski boots with gear) and then up the hill after skiing - not ideal. We ended up driving to resort. Easy in and out - will book again in future."
Mountain view home with private hot tub, fireplace, WiFi, and washer/dryer
Exterior
Zephyr Mountain Lodge/Slope Side Bldg True Ski/Bike in/ out with patio walk out
9.8 out of 10, Exceptional, (147)
"Nice comfy furniture & bed, well stocked kitchen, nice linens and bedding, great location!"
Zephyr Mountain Lodge/Slope Side Bldg True Ski/Bike in/ out with patio walk out
Exterior
Spacious ski condo with fireplace, pool, hot tub & free shuttle to Winter Park
8.2 out of 10, Very good, (12)
"Great location and super cozy. Loved the layout and individual thermostats. Well appointed kitchen and bar!"
Spacious ski condo with fireplace, pool, hot tub & free shuttle to Winter Park
Property grounds
Family/ Pet Friendly Downtown Winter Park Condo 3BD/2BA
9.8 out of 10, Exceptional, (148)
"As advertised. Family of 9 had plenty of room. Lift shuttle right outside door. Be advised, it's on 3rd floor with no elevator. Only negatives were water turned off 2 different mornings for remodel downstairs and some outlets were not working or very loose connection. It was clean and spacious. Would stay again."
Family/ Pet Friendly Downtown Winter Park Condo 3BD/2BA
Poolside bar
Silverado II Resort & Event Center
3.5 star property
8.2 out of 10, Very good, (143)
"It was just what we needed for a long weekend ski trip of 4 days. The Winter Park ski shuttle picks you up right in front of the hotel by the road. It’s a little difficult to walk in the snow to the main road, so make friends with or find out the number to the local shuttle driver in the evenings who can get you to one of the couple of restaurants or a grocery store. Full kitchen was great. Fireplace was also nice. Very spacious 2 bedroom unit with plenty of living room space, dining table and...
Silverado II Resort & Event Center
Exterior
A Frame Club
3.0 star property
9.4 out of 10, Exceptional, (69)
"Great place. Close to the mountain. Good food. Very accommodating "
A Frame Club
TV, fireplace
9 BDR Home downtown Winter Park, Hot Tub, Shuttle, Sleeps 19!
9.6 out of 10, Exceptional, (38)
"Nice house. Just as listed. There was a small issue with the septic system and the property manager had it fixed extremely quick so it didn’t cause us any headache at all. The two king suites upstairs are massive and by far the best rooms if you want to have a quiet room in a house with a ton of people. The garage is gigantic. We will stay here again if we ever come back to winter park."
The price is AU$2,535
includes taxes & fees
7 June - 8 June
9 BDR Home downtown Winter Park, Hot Tub, Shuttle, Sleeps 19!
Exterior
Ski-in Ski-Out Zephyr Mountain Lodge Condo with Hot Tub next to Gondola
9.8 out of 10, Exceptional, (27)
"Great stay, close to the mountain."
The price is AU$352
includes taxes & fees
19 May - 20 May
Ski-in Ski-Out Zephyr Mountain Lodge Condo with Hot Tub next to Gondola
Terrace/patio
Great Condo-Hot tub-Pool-Walk to Rendezvous and Restaurants
9.8 out of 10, Exceptional, (30)
"Very nice studio, actually more spacious than I thought it would be. Kitchen was nicely stocked, bed was comfortable. Great place to relax after skiing. We enjoyed hot tubing at the fitness center. Just know that the fitness center is in a different building but is a short walk. We were able to park in the garage but we were there Sunday-Thursday. Garage is small so parking may be a challenge on weekends. Overall it was a great place to stay."
Great Condo-Hot tub-Pool-Walk to Rendezvous and Restaurants
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See all available properties in Winter Park
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.

Winter Park Holiday Home Travel Info

Number of holiday homes
626
Popular accommodation
Winter Park condos
Known landmarks
Winter Park Ski Resort, Trestle Bike Park and The Fraser River Trail
International airport
Denver, CO (DEN-Denver Intl.)

Other types of properties in Winter Park you may be interested in

Exterior
The Vintage Hotel
3.0 star property
8.6 out of 10, Excellent, (1000)
"Convenient location and excellent property "
The price is AU$171
includes taxes & fees
17 May - 18 May
The Vintage Hotel
Outdoor spa tub
Gravity Haus Winter Park
3.5 star property
9.0 out of 10, Wonderful, (440)
"All the employees are so kind! My favorite GH in the state by far!!!"
The price is AU$200
includes taxes & fees
19 May - 20 May
Gravity Haus Winter Park
Exterior
Winter Park Mountain Lodge
3.0 star property
7.0 out of 10, Good, (1001)
"super convenient to winter park ski base with free public shuttle that runs all day. restraunt service at the hotel is convenient when its open. not tubs have a great view, but could be cleaner. "
The price is AU$163
includes taxes & fees
2 June - 3 June
Winter Park Mountain Lodge
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.

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$267 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.

How many holiday rentals are there in Winter Park?

With 532 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?

Family-friendly attractions include Amaze'n Maze Winter Park and Vasquez Peak Wilderness, whereas The Fraser River Trail is a spot to enjoy the outdoors. 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.

Recent reviews of Winter Park properties
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