Holiday Rentals in Winter Park

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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 €241
includes taxes & fees
15 Jul - 16 Jul
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 €206
includes taxes & fees
10 Aug - 11 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 €548
includes taxes & fees
15 Jul - 16 Jul
4BR Mountain Escape Family Friendly, Sleeps 10

Rocky Mtn Hideaway: POOL + HOT TUB + VIEWS

The price is €349
includes taxes & fees
14 Jul - 15 Jul
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"
The price is €533
includes taxes & fees
21 Jul - 22 Jul
Mountain Views | Walk to Downtown & Activities

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 €388
includes taxes & fees
27 Jul - 28 Jul
Wonderful Fraser 2 bedroom, pet friendly, large yard

Budget 1 bedroom, private deck, clubhouse amenities

Budget 1 bedroom, private deck, clubhouse amenities

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 The house is still a little outdated.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 €365
includes taxes & fees
27 Jul - 28 Jul
Remodeled 3 bedroom, private deck, garage parking

Trailside Mountain Retreat with Private Hot Tub

10.0 out of 10, Exceptional, (1)
"The house is amazing. Hosts were very friendly and personable and quick to respond. Snow was deep so when they tell you to bring a 4 wheel drive they are not kidding. We used an all wheel drive vehicle and were perfectly fine. Location is awesome and plenty to do in the area for all ages. "
Trailside Mountain Retreat with Private Hot Tub

5 BDR Home, Ski, Hot tub, Shuttle

9.8 out of 10, Exceptional, (18)
"layout, location, everything about it was amazing!!"
5 BDR Home, Ski, Hot tub, Shuttle

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"
Hot Tub MTN Views | Free Shuttle | Central WP

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 €518
includes taxes & fees
3 Aug - 4 Aug
Luxurious 3 bedroom and mt views

4BR Riverfront Escape, King Bed, Deck with Views, Walkable, 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. "
4BR Riverfront Escape, King Bed, Deck with Views, Walkable, Coffee Bar

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 €671
includes taxes & fees
14 Jul - 15 Jul
New Listing! 3 Miles to Resort | Hot Tub | Fireplace | EV Charger

Mountain Getaway: Seclusion, Comfort & Adventure

9.8 out of 10, Exceptional, (43)
"Great condo, much more spacious than it appears and great location. Loved our stay!"
Mountain Getaway: Seclusion, Comfort & Adventure

Spacious 3 bedroom, indoor private hot tub

8.6 out of 10, Excellent, (4)
"Awesome location in WP. Nice place. Really enjoyed our stay. "
Spacious 3 bedroom, indoor private hot tub

Condo with fireplace on shuttle route, offering scenic woodland views.

9.4 out of 10, Exceptional, (23)
"Well worth every penny. It’s a great place to stay in a beautiful area. "
The price is €474
includes taxes & fees
17 Jul - 18 Jul
Condo with fireplace on shuttle route, offering scenic woodland views.

Lux 8000 SQ Ft, 9 BDR, 15 Beds, Hot Tub, Large Groups!

9.6 out of 10, Exceptional, (61)
"Pictures don’t do justice for just how big the house is. Great stay for an extended family reunion. We also had 4 kids ages 2 and under - the accommodations worked well for them also. Property manager extremely responsive, communicative, and fair. Would absolutely consider this place again for our next winter park visit."
The price is €2,219
includes taxes & fees
27 Jul - 28 Jul
Lux 8000 SQ Ft, 9 BDR, 15 Beds, Hot Tub, Large Groups!

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

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 €388
includes taxes & fees
22 Jul - 23 Jul
Rendezvous - Majestic Views|Hike|Bike|Ski
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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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 Luxury Ski in/Ski out town home, private hot tub, great for families and groups and Mountain view home with private hot tub, fireplace, WiFi, and washer/dryer.

How many holiday rentals are there in Winter Park?

With 533 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.