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Winter Park Holiday Rentals

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Check prices for these dates

In two weeks
12 Dec - 14 Dec
In two months
23 Jan - 25 Jan
In three months
20 Feb - 22 Feb
In four months
20 Mar - 22 Mar

Holiday Rentals in Winter Park

Property entrance
Zephyr Mountain Lodge

Zephyr Mountain Lodge

3.5 star property
Winter Park Village
8.2 out of 10, Very good, (668)
"Zephyr is always a great choice! Located right in the square, this property is close to everything "
United States
Michelle
The price is HK$2,519
HK$3,006 total
includes taxes & fees
3 Dec - 4 Dec
Zephyr Mountain Lodge
2 bedrooms, premium bedding, laptop workspace, blackout curtains
Indian Peaks Resort

Indian Peaks Resort

3.5 star property
Winter Park
9.0 out of 10, Wonderful, (154)
"Would come back again "
United States
James
Indian Peaks Resort
Exterior
A Frame Club

A Frame Club

3.5 star property
Old Town Winter Park
9.0 out of 10, Wonderful, (102)
"Great place that was close to the resort. Very clean and well kept and more interesting than a standard hotel or condo. "
United States
Jason
The price is HK$1,510
HK$2,017 total
includes taxes & fees
1 Dec - 2 Dec
A Frame Club
Exterior
Top Floor Mountain Retreat, Prime Location to WP Base Village, Trestle Bike Park

Top Floor Mountain Retreat, Prime Location to WP Base Village, Trestle Bike Park

Winter Park Village
10.0 out of 10, Exceptional, (68)
"Good location and equipped with everything you need."
United States
Stephen S.
Top Floor Mountain Retreat, Prime Location to WP Base Village, Trestle Bike Park
7 bedrooms, desk, iron/ironing board, travel cot
7 BR home in central Winter Park with great views on bus route

7 BR home in central Winter Park with great views on bus route

Winter Park
9.6 out of 10, Exceptional, (5)
"Great stay! It was very close to downtown Winter park. They had everything we needed already stocked and they were super responsive when we needed help. House was big and our whole group fit nicely there. "
United States
Rebecca R.
7 BR home in central Winter Park with great views on bus route
Property grounds
Beautiful Ski-In Home, with Hot Tub!

Beautiful Ski-In Home, with Hot Tub!

Winter Park
9.4 out of 10, Exceptional, (13)
"Beautiful place. We enjoyed it very much."
United States
Pat B.
The price is HK$2,311
HK$7,351 total
includes taxes & fees
10 Dec - 11 Dec
Beautiful Ski-In Home, with Hot Tub!
Property grounds
Cozy Condo in WP - On Blue Bus Route - Walk to Downtown, Restaurants, Grocery

Cozy Condo in WP - On Blue Bus Route - Walk to Downtown, Restaurants, Grocery

Winter Park
9.0 out of 10, Wonderful, (15)
"Great place to stay right in the heart of Winter Park. Easy to get to everything and the bed was incredibly comfortable! "
United States
Victoria R.
The price is HK$389
HK$1,263 total
includes taxes & fees
1 Dec - 2 Dec
Cozy Condo in WP - On Blue Bus Route - Walk to Downtown, Restaurants, Grocery
Property grounds
☑ Perfect Downtown Location | Close to Skiing & Park | Trailhead Lodges 822

☑ Perfect Downtown Location | Close to Skiing & Park | Trailhead Lodges 822

Winter Park
10.0 out of 10, Exceptional, (34)
"Great place for a family. Great location."
United States
David B.
☑ Perfect Downtown Location | Close to Skiing & Park | Trailhead Lodges 822
Exterior
Luxury Downtown Condo - Private Hot Tub! Walk to Dining and Ski Bus...

Luxury Downtown Condo - Private Hot Tub! Walk to Dining and Ski Bus...

Winter Park
10.0 out of 10, Exceptional, (75)
"The owner was excellent the place was great and location next to the Headwaters where our wedding venue was at was just right. "
United States
Matthew T.
Luxury Downtown Condo - Private Hot Tub! Walk to Dining and Ski Bus...
Interior
A cozy non-smoking condo on the Fraser River in downtown Winter Park.

A cozy non-smoking condo on the Fraser River in downtown Winter Park.

Winter Park
9.8 out of 10, Exceptional, (86)
"Great stay. Nice condo in a great location. Well kept and clean. Communication with the owners was exceptional. Highly recommend if going to Winter Park."
United States
Todd V.
A cozy non-smoking condo on the Fraser River in downtown Winter Park.
Dining
Creekside Luxury Retreat • 8BR • Walk to Shops, Dining & Shuttle • Sleeps 22

Creekside Luxury Retreat • 8BR • Walk to Shops, Dining & Shuttle • Sleeps 22

Winter Park
9.8 out of 10, Exceptional, (133)
"Awesome as always, we love staying here for our company ski weekend !!!"
United States
Joy B.
Creekside Luxury Retreat • 8BR • Walk to Shops, Dining & Shuttle • Sleeps 22
Property grounds
Top Floor with Beautiful Views! Great location! New Luxurious Sleeper Sofa!

Top Floor with Beautiful Views! Great location! New Luxurious Sleeper Sofa!

Winter Park Village
10.0 out of 10, Exceptional, (92)
"A perfect place to spend a relaxing week with my wife. Condo is steps away from dining and shopping options in the Winter Park Resort Village."
United States
Larry
Top Floor with Beautiful Views! Great location! New Luxurious Sleeper Sofa!
Outdoor spa tub
Contemporary ski retreat with fast WiFi, pool & hot tub

Contemporary ski retreat with fast WiFi, pool & hot tub

Winter Park
9.8 out of 10, Exceptional, (45)
"Loved sitting on the back deck viewing the Frazer river and watching the hummingbirds!"
United States
Craig S.
Contemporary ski retreat with fast WiFi, pool & hot tub
Property grounds
Ski in/out condo,K Bed,memory foam Q pull-out,xbox,deck has grill,shared hot tub

Ski in/out condo,K Bed,memory foam Q pull-out,xbox,deck has grill,shared hot tub

Winter Park Village
9.6 out of 10, Exceptional, (168)
"Best location on mountain. Great stay we couldn’t have asked for more "
United States
Shannon H.
Ski in/out condo,K Bed,memory foam Q pull-out,xbox,deck has grill,shared hot tub
Interior
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, (89)
"Communication was great, check in easy , enjoyed the condo and location ! "
United States
Tim G.
The price is HK$1,284
HK$2,794 total
includes taxes & fees
30 Nov - 1 Dec
New Listing Ski-In/Ski-Out Zephyr 1 Bedroom Condo at the base of Winter Park
Exterior
Large Glass Front with Beautiful Mountain Views

Large Glass Front with Beautiful Mountain Views

Hideaway Village
9.8 out of 10, Exceptional, (159)
"Fabulous stay! Beautiful location. We had a bear stop by nightly "
United States
Courtney A.
Large Glass Front with Beautiful Mountain Views
TV, fireplace
9 BDR Home downtown Winter Park, Hot Tub, Shuttle, Sleeps 19!

9 BDR Home downtown Winter Park, Hot Tub, Shuttle, Sleeps 19!

Winter Park
9.4 out of 10, Exceptional, (52)
"The location of the house was perfect! The kitchen was well stocked for cooking. Very clean & any question were answered quickly! My family had a wonderful week in this home!"
United States
Marybeth T.
The price is HK$8,951
HK$18,029 total
includes taxes & fees
29 Nov - 30 Nov
9 BDR Home downtown Winter Park, Hot Tub, Shuttle, Sleeps 19!
Fridge, microwave, oven, stovetop
Pet Friendly 1 bedroom, downtown location, private patio

Pet Friendly 1 bedroom, downtown location, private patio

Winter Park
8.6 out of 10, Excellent, (30)
"Great location and plenty of space "
United States
Matthew K.
The price is HK$651
HK$1,556 total
includes taxes & fees
1 Dec - 2 Dec
Pet Friendly 1 bedroom, downtown location, private patio
Outdoor dining
Ski-in Ski-out Iron Horse Studio Condo C

Ski-in Ski-out Iron Horse Studio Condo C

Winter Park
10.0 out of 10, Exceptional, (21)
"The studio was such a cozy and cool spot to stay. Close to everything!"
United States
cristian b.
Ski-in Ski-out Iron Horse Studio Condo C
Exterior
Ski in Ski out condo with Great views of slopes. Access to shared hot tubs

Ski in Ski out condo with Great views of slopes. Access to shared hot tubs

Winter Park Village
9.6 out of 10, Exceptional, (161)
"Bobby here. Very clean and cozy"
United States
Colleen S.
Ski in Ski out condo with Great views of slopes. Access to shared hot tubs
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

A Frame Club

A Frame Club

10/10 Excellent
"The staff was great and responsive. I loved the use of text messages to communicate. The grounds were immaculate and after it snowed, someone was out immediately ensuring all the walkways were safe. The town was adorable and this was just what I needed for a mini getaway. I will definitely be back. "
Lonnye 2-night trip
Posted 7 days ago
A Frame Club

Find out more about Winter Park

Search for holiday rentals in Winter Park on Expedia! You can easily find your home rentals, villas, holiday apartments in Winter Park using one of the methods below:

  • View our selection of featured holiday rentals in Winter Park
  • Use the map to find apartments and other holiday homes in the Winter Park neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winter Park while they last

Look no further and take a look at our great range of rental properties in Winter Park!

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?

Beautiful Ski-In Home, with Hot Tub!: This highly rated holiday home rental in Winter Park is located in the mountains, and has a fireplace, a selection of games 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. Make the most of Access to hot tub in this rental home to help you unwind. Other favourite homes for rent in Winter Park are 7 BR home in central Winter Park with great views on bus route and Creekside Luxury Retreat • 8BR • Walk to Shops, Dining & Shuttle • Sleeps 22.

How many holiday rentals are there in Winter Park?

With 507 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.