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, (3)
"Delightful location and the home is very warm and full of light!"
The price is AU$487
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 AU$362
includes taxes & fees
17 Aug - 18 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 AU$968
includes taxes & fees
27 July - 28 July
4BR Mountain Escape Family Friendly, Sleeps 10

Rocky Mtn Hideaway: POOL + HOT TUB + VIEWS

The price is AU$613
includes taxes & fees
21 July - 22 July
Rocky Mtn Hideaway: POOL + HOT TUB + VIEWS

Mountain Views | Walk to Downtown & Activities

2.0 star property
10.0 out of 10, Exceptional, (3)
"Great place! Very clean and comfortable. Beautiful location"
Mountain Views | Walk to Downtown & Activities

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 AU$947
includes taxes & fees
24 July - 25 July
3 Level Townhome, Ski Shuttle, Views, Hot tub!

Budget 1 bedroom, private deck, clubhouse amenities

The price is AU$310
includes taxes & fees
21 July - 22 July
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 AU$688
includes taxes & fees
27 July - 28 July
Wonderful Fraser 2 bedroom, pet friendly, large yard

Remodeled 3 bedroom, private deck, garage parking

8.0 out of 10, Very good, (3)
"Overall it was very clean. Location is great but neighborhood is old. The house is still a little outdated. Smells like an older 80's/early 90's property. Appliances could be newer, TV needs to be replaced. Not a bad place to stay for a couple nights."
The price is AU$646
includes taxes & fees
31 July - 1 Aug
Remodeled 3 bedroom, private deck, garage parking

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 AU$1,142
includes taxes & fees
20 July - 21 July
Hot Tub MTN Views | Free Shuttle | Central WP

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. "
Close to slopes and Walk to Downtown Winter Park!

5 BDR Home, Ski, Hot tub, Shuttle

9.8 out of 10, Exceptional, (18)
"layout, location, everything about it was amazing!!"
The price is AU$1,144
includes taxes & fees
20 July - 21 July
5 BDR Home, Ski, Hot tub, Shuttle

Winter Park Getaway! 4 BR Townhouse w Hot Tub

9.8 out of 10, Exceptional, (56)
"Overall, a great place to stay!"
The price is AU$1,043
includes taxes & fees
23 July - 24 July
Winter Park Getaway! 4 BR Townhouse w Hot Tub

NEW Downtown 3 bedroom Private Hot Tub

10.0 out of 10, Exceptional, (6)
"Close to the best restaurants and only 5 minutes from the slopes!"
NEW Downtown 3 bedroom Private Hot Tub

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!"
The price is AU$685
includes taxes & fees
18 Aug - 19 Aug
Rendezvous - Majestic Views|Hike|Bike|Ski

Mountain Views: Hot Tub and Game Room

10.0 out of 10, Exceptional, (25)
"We love visiting Colorado with the family and this year we brought along 2 of our kids friends. Everyone had plenty of space to sleep and relax. The playroom downstairs was a great bonus and lent for night time fun with the kids. Location of the house was excellent and close to everything."
Mountain Views: Hot Tub and Game Room

Riverfront Family-Friendly 4BR, Walkable , King Bed, Deck with Views, Coffee Bar

10.0 out of 10, Exceptional, (2)
"We stayed in summer after going through the Rockies and went to see a rodeo. Excellent location for both. Also very close to Winter Park. Property is beautiful and clean on inside with everything you would need. "
The price is AU$806
includes taxes & fees
20 July - 21 July
Riverfront Family-Friendly 4BR, Walkable , King Bed, Deck with Views, Coffee Bar

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."
The price is AU$914
includes taxes & fees
1 Aug - 2 Aug
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!"
The price is AU$1,044
includes taxes & fees
20 July - 21 July
Spacious & modern 3 bedroom, pet friendly in Fraser

New Listing! 3 Miles to Resort | Hot Tub | Fireplace | EV Charger

10.0 out of 10, Exceptional, (1)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: What a lovely home! We were pleasantly surprised by its cozy spaciousness. And the location couldn't be better - we walked to breakfast, to dinner, out for drinks, and the Lift shuttle stop is right across Hwy 40 which quickly gets you to the base...
The price is AU$1,176
includes taxes & fees
21 July - 22 July
New Listing! 3 Miles to Resort | Hot Tub | Fireplace | EV Charger
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.