Winter Park Holiday Rentals

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Our top choices for Winter Park holiday rentals

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
River View Studio Near Winter Park Ski Resort
8.8 out of 10, Excellent, (29 reviews)
"Clean, PLENTY of everything you need + backups, perfect location (village / slopes), and more! "
United States
David
The price is AU$411
includes taxes & fees
25 Jan - 26 Jan
Inviting ski-in/ski-out condo hot tub, gas fireplace, and firepit
9.8 out of 10, Exceptional, (14 reviews)
"Perfect location to hop on a bus to go to the resort or walk down the street to grab a bite to eat. Trailheads are close by. Very functional, modern, efficient. Enjoyed the hot tub after a day on the slopes. Highly recommended, would stay there again in a heartbeat!"
United States
Sarah
The price is AU$382
includes taxes & fees
21 Jan - 22 Jan
Micro Guest Suite Downtown Winter Park GREAT LOCATION
10.0 out of 10, Exceptional, (104 reviews)
"I was actually not able to make it but did appreciate a quick response from owner, "
United States
Scott
The price is AU$246
includes taxes & fees
26 Jan - 27 Jan
Madge’s Studio - Pets Welcome

Aparthotel in Winter Park Village

Zephyr Mountain Lodge
3.5 star property
8.2 out of 10, Very good, (678 reviews)
"Clean room and staff was outstanding. "
United States
Jessica
The price is AU$932
includes taxes & fees
21 Jan - 22 Jan
Zephyr Mountain Lodge
3.0 star property
The price is AU$417
includes taxes & fees
22 Jan - 23 Jan
Walk to Dtwn: Winter Park Studio w/ Hot Tub Access
2.0 star property
9.6 out of 10, Exceptional, (4 reviews)
"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 AU$840
includes taxes & fees
21 Jan - 22 Jan
Peaks + Pines + Playtime | Your Iconic Retreat
2.0 star property
10.0 out of 10, Exceptional, (11 reviews)
"Excellent Property. Upgraded amenities, close to restaurants, grocery store, and Amtrak Station. ."
United States
Ronnie S.
The price is AU$398
includes taxes & fees
21 Jan - 22 Jan
Modern Downtown Home w/ Private Sauna
8.4 out of 10, Very good, (15 reviews)
"Great stay! Loved the location. Easy to take a lunch break and get back out on the slopes quickly. Just a quick few steps to the Gondola. Enjoyed our stay!"
United States
Limin K.
The price is AU$507
includes taxes & fees
21 Jan - 22 Jan
Fraser Crossing 3227 Ski In Ski Out Winter Park Resort
9.6 out of 10, Exceptional, (17 reviews)
"Enjoyed the close proximity to the mountain. Heated garage a bonus. "
United States
Stacy H.
The price is AU$688
includes taxes & fees
21 Jan - 22 Jan
Experience your own alpine retreat, just steps from the Gondola with 2 bedroom,
9.6 out of 10, Exceptional, (27 reviews)
"Wonderfully convenient!"
United States
Brandonlee M.
The price is AU$699
includes taxes & fees
21 Jan - 22 Jan
Ski Mountain Condo, located in Winter Park Resort's Founder's Pointe Building, I
9.0 out of 10, Wonderful, (20 reviews)
"Very nice condo in a great location to shopping and restaurants. We only stayed two nights but enjoyed our stay and would definitely stay here again. "
United States
Dana B.
The price is AU$493
includes taxes & fees
21 Jan - 22 Jan
This beautiful and modern condo is the ideal getaway in Winter Park.
10.0 out of 10, Exceptional, (4 reviews)
"Updated 2 bedroom with mountain view. Everything was great! Recommend to anyone!"
United States
Brian B.
The price is AU$527
includes taxes & fees
21 Jan - 22 Jan
Beautifully renovated 2 bedroom with clubhouse amenities
9.6 out of 10, Exceptional, (5 reviews)
"Great location close to activities in Winter Park and Granby"
United States
Susannah G.
The price is AU$728
includes taxes & fees
10 Feb - 11 Feb
New Luxe Condo | Hot Tub | Minutes to WP! | Fraser
9.2 out of 10, Wonderful, (45 reviews)
"Quiet with babbling stream, walking trail right out front door, and walking distance into downtown Winter Park. Love this location every time!"
United States
Steve B.
The price is AU$437
includes taxes & fees
3 Feb - 4 Feb
2BD Condo on the river, walk to town, free ski bus!
9.8 out of 10, Exceptional, (49 reviews)
"Everything was as expected, would stay again!"
United States
Andres E.
The price is AU$494
includes taxes & fees
21 Jan - 22 Jan
Cozy Pet & Family-Friendly Condo Near Winter Park•Heated Garage•Trails•Sleeps 6

Condo in Winter Park Village

Winterpark Cozy slope side condo
8.8 out of 10, Excellent, (13 reviews)
"Enjoyed the stay quite a bit. Great location and just a 10 min walk to the base. Place was clean and well equipped. Only downsides for me was the bedding (strong chemical detergent smell on linens, and pillows could use a refresh), and had to pay for parking. Would probably stay here again."
United States
David R.
The price is AU$383
includes taxes & fees
3 Feb - 4 Feb
Winterpark Cozy slope side condo
9.6 out of 10, Exceptional, (27 reviews)
"Book this place you won't regret it! "
United States
J A.
The price is AU$525
includes taxes & fees
21 Jan - 22 Jan
Location and Comfort - One Bedroom Ski In / Ski out, Hot Tub and Fire Pit
8.2 out of 10, Very good, (13 reviews)
"perfect for a small group look to ski"
United States
Mackenzie M.
The price is AU$339
includes taxes & fees
21 Jan - 22 Jan
Super modern interior, walk to downtown, clubhouse amenities
9.6 out of 10, Exceptional, (25 reviews)
"Very nice place to stay on our last minute trip."
United States
Katie W.
The price is AU$354
includes taxes & fees
21 Jan - 22 Jan
New Listing Remodeled 1 Bedroom vaulted ceiling & private deck
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$411 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?

Creekside Luxury Retreat • 8BR • Walk to Shops, Dining & Shuttle • Sleeps 22: This highly rated holiday home rental in Winter Park is located on the waterfront, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 8 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 Ski In Out Condo I Huge Hot Tub I Great Views I Heated Garage I Discounted Attractions and Ski In Out Chalet 277 I Hot Tub I Theatre I Views I Game Room I Discounted Attractions.

How many holiday rentals are there in Winter Park?

With 357 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.