Winter Park Holiday Rentals

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Holiday Rentals in Winter Park

Modern Downtown Home w/ Private Sauna

2.0 star property
10.0 out of 10, Exceptional, (4)
"Delightful location and the home is very warm and full of light!"
The price is NZ$513
includes taxes & fees
19 Aug - 20 Aug
Modern Downtown Home w/ Private Sauna

Split interior 2 bedroom, comfortable family rental

8.8 out of 10, Excellent, (3)
"We enjoyed our weekend skiing. "
The price is NZ$404
includes taxes & fees
12 Aug - 13 Aug
Split interior 2 bedroom, comfortable family rental

4BR Mountain Escape Family Friendly, Sleeps 10

2.0 star property
9.6 out of 10, Exceptional, (8)
"Great trip. Snow was perfect"
The price is NZ$1,115
includes taxes & fees
19 Aug - 20 Aug
4BR Mountain Escape Family Friendly, Sleeps 10

3 Level Townhome, Ski Shuttle, Views, Hot tub!

2.0 star property
9.4 out of 10, Exceptional, (3)
"Great, spacious property that feels like it belongs in the mountains! One item to be aware is that the house is heated through radiant heat in the floors, takes a while to warm up, but feels great over time!"
The price is NZ$1,017
includes taxes & fees
27 July - 28 July
3 Level Townhome, Ski Shuttle, Views, Hot tub!

Rocky Mtn Hideaway: POOL + HOT TUB + VIEWS

Rocky Mtn Hideaway: POOL + HOT TUB + VIEWS

Mountain retreat w/ sunroom & fireplace

2.0 star property
10.0 out of 10, Exceptional, (3)
"Great place! Very clean and comfortable. Beautiful location"
Mountain retreat w/ sunroom & fireplace

Rendezvous - Majestic Views|Hike|Bike|Ski

9.4 out of 10, Exceptional, (66)
"Great home very comfortable for family of four with two teens and two dogs. Great location, so close to everything!"
Rendezvous - Majestic Views|Hike|Bike|Ski

Budget 1 bedroom, private deck, clubhouse amenities

Budget 1 bedroom, private deck, clubhouse amenities

Wonderful Fraser 2 bedroom, pet friendly, large yard

8.0 out of 10, Very good, (4)
"I really like this property. The location in Fraser is walking distance to some fun spots, and quick drive to both Winter Park and Mary Jane. It's spacious and clean and we fit four adults very comfortably."
The price is NZ$736
includes taxes & fees
6 Aug - 7 Aug
Wonderful Fraser 2 bedroom, pet friendly, large yard

Unique & colorful condominium close to downtown, minutes from WP Resort

The price is NZ$311
includes taxes & fees
6 Aug - 7 Aug
Unique & colorful condominium close to downtown, minutes from WP Resort

Located Walking Distance to Main Street in Winter Park Colorado

The price is NZ$311
includes taxes & fees
6 Aug - 7 Aug
Located Walking Distance to Main Street in Winter Park Colorado

Hot Tub MTN Views | Free Shuttle | Central WP

10.0 out of 10, Exceptional, (4)
"Solid property with great view. Hot tub worked fine, laundry stocked, everything needed was there. Be great if winter Park resort showed the green line shuttle on it's app so you could better time the walk to the shuttle stop, but that's on the resort"
The price is NZ$1,333
includes taxes & fees
6 Aug - 7 Aug
Hot Tub MTN Views | Free Shuttle | Central WP

Winter Park Getaway! 4 BR Townhouse w Hot Tub

9.8 out of 10, Exceptional, (56)
"Overall, a great place to stay!"
Winter Park Getaway! 4 BR Townhouse w Hot Tub

Remodeled 3 bedroom, private deck, garage parking

8.6 out of 10, Excellent, (4)
"The unit was clean and nice. Gave the cabin feel for sure. Very spacious and everyone was comfortable. Quiet Up and serene. Will defiantly book again. Only thing I would suggest is since cell service can be sketch, in your directions, I would let people know that the Courts are technically behind the Safeway up the hill and make a right at the stop sign. That will help your customers a lot better. "
The price is NZ$691
includes taxes & fees
6 Aug - 7 Aug
Remodeled 3 bedroom, private deck, garage parking

Close to slopes and Walk to Downtown Winter Park!

10.0 out of 10, Exceptional, (3)
"The property had everything you need for a great ski trip to the mountains. Great location and comfy beds. "
The price is NZ$664
includes taxes & fees
5 Aug - 6 Aug
Close to slopes and Walk to Downtown Winter Park!

Spacious 3 bedroom, indoor private hot tub

8.6 out of 10, Excellent, (4)
"Awesome location in WP. Nice place. Really enjoyed our stay. "
The price is NZ$959
includes taxes & fees
6 Aug - 7 Aug
Spacious 3 bedroom, indoor private hot tub

Luxurious 3 bedroom and mt views

10.0 out of 10, Exceptional, (2)
"We loved our stay in the beautiful and spacious condo just minutes from Winter Park. The unit has breathtaking views from almost every window. Well equipped kitchen was perfect for cooking family meals. Also close to many shops and restaurants."
Luxurious 3 bedroom and mt views

Spacious & modern 3 bedroom, pet friendly in Fraser

10.0 out of 10, Exceptional, (28)
"The house was great, my wife even thought it looked better then the photos. Will definitely rent this house again!"
Spacious & modern 3 bedroom, pet friendly in Fraser

Winter escape w/ hot tub & walk to shuttle

9.8 out of 10, Exceptional, (17)
"Beautiful property. Beautiful view."
The price is NZ$1,110
includes taxes & fees
28 July - 29 July
Winter escape w/ hot tub & walk to shuttle

Private Hot Tub, Garage + EV Charger, On Bus Line!

Private Hot Tub, Garage + EV Charger, On Bus Line!
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

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?

Perfect mountain getaway any time of year!: This highly rated holiday home rental in Winter Park is located near skiing, and has a fireplace, a patio 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. 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 Stunning townhome. Few minutes from Winter Park Ski Resort and Town of WP and New Listing! 3 Miles to Resort | Hot Tub | Fireplace | EV Charger.

How many holiday rentals are there in Winter Park?

With 534 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.