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Winter Park Vacation Rentals

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Our top choices for Winter Park vacation rentals

Peaks + Pines + Playtime | Your Iconic Retreat

Peaks + Pines + Playtime | Your Iconic Retreat
2.0 star property
Rendezvous
9.6 out of 10, Exceptional, (4)
"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 ¥15,458
¥85,356 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Peaks + Pines + Playtime | Your Iconic Retreat

River View Studio Near Winter Park Ski Resort

River View Studio Near Winter Park Ski Resort
Fraser
9.6 out of 10, Exceptional, (4)
"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
The price is ¥11,398
¥34,276 total
includes taxes & fees
Dec 28 - Dec 29
River View Studio Near Winter Park Ski Resort

Tri-level townhome in Fraser, private outdoor hot tub, mt views

Tri-level townhome in Fraser, private outdoor hot tub, mt views
2.0 star property
Fraser
10.0 out of 10, Exceptional, (1)
"Un lugar muy bonito con muchos espacio "
Mexico
Ever Josué
The price is ¥28,371
¥66,093 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Tri-level townhome in Fraser, private outdoor hot tub, mt views

Updated 2 bedroom at Beaver Village with clubhouse amenities

Updated 2 bedroom at Beaver Village with clubhouse amenities
Winter Park
10.0 out of 10, Exceptional, (3)
"Convenient to the slopes and town"
United States
Bradley H.
The price is ¥21,586
¥50,367 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Updated 2 bedroom at Beaver Village with clubhouse amenities

Inviting ski-in/ski-out condo hot tub, gas fireplace, and firepit

Inviting ski-in/ski-out condo hot tub, gas fireplace, and firepit
Winter Park Village
8.6 out of 10, Excellent, (28)
"Clean, PLENTY of everything you need + backups, perfect location (village / slopes), and more! "
United States
David
The price is ¥13,584
¥44,998 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Inviting ski-in/ski-out condo hot tub, gas fireplace, and firepit

Zephyr Mountain Lodge

Zephyr Mountain Lodge
3.5 star property
Winter Park Village
8.2 out of 10, Very Good, (675)
"Love the location! "
United States
Mariana
The price is ¥81,817
¥97,620 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Zephyr Mountain Lodge

Walk to Dtwn: Winter Park Studio w/ Hot Tub Access

Walk to Dtwn: Winter Park Studio w/ Hot Tub Access
3.0 star property
Winter Park
The price is ¥14,365
¥47,070 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Walk to Dtwn: Winter Park Studio w/ Hot Tub Access

2 bedroom with new flooring & kitchen, private deck

2 bedroom with new flooring & kitchen, private deck
Winter Park
9.8 out of 10, Exceptional, (7)
"Everything was nice and clean. Great location with lots of amenities near by. "
United States
Seung L.
The price is ¥24,998
¥55,116 total
includes taxes & fees
Jan 12 - Jan 13, 2026
2 bedroom with new flooring & kitchen, private deck

Madge’s Studio - Pets Welcome

Madge’s Studio - Pets Welcome
Fraser
10.0 out of 10, Exceptional, (102)
"We loved our short stay! Very easy to get to where we needed to be and the location is beautiful."
United States
Carrie B.
The price is ¥11,945
¥25,437 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Madge’s Studio - Pets Welcome

Beautifully renovated 2 bedroom with clubhouse amenities

Beautifully renovated 2 bedroom with clubhouse amenities
2.0 star property
Fraser
10.0 out of 10, Exceptional, (4)
"Updated 2 bedroom with mountain view. Everything was great! Recommend to anyone!"
United States
Brian B.
The price is ¥25,896
¥54,048 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Beautifully renovated 2 bedroom with clubhouse amenities

Recently remodeled for top notch comfort!

Recently remodeled for top notch comfort!
Winter Park
10.0 out of 10, Exceptional, (12)
"Great stay"
United States
Garrett M.
The price is ¥25,178
¥54,200 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Recently remodeled for top notch comfort!

This beautiful and modern condo is the ideal getaway in Winter Park.

This beautiful and modern condo is the ideal getaway in Winter Park.
2.0 star property
Winter Park
9.2 out of 10, Wonderful, (19)
"Loved the stay. Everything was great. "
United States
Shivali W.
The price is ¥21,586
¥50,367 total
includes taxes & fees
Jan 12 - Jan 13, 2026
This beautiful and modern condo is the ideal getaway in Winter Park.

Cozy downtown studio for 2! Clubhouse amenities

Cozy downtown studio for 2! Clubhouse amenities
Winter Park
8.4 out of 10, Very Good, (8)
"This stay in winter park was awesome. The room was large and clean with a bathroom, kitchen and living room"
United States
Daniel F.
The price is ¥17,995
¥34,860 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Cozy downtown studio for 2! Clubhouse amenities

Fraser condo rental - 3 queens, full kitchen, private patio

Fraser condo rental - 3 queens, full kitchen, private patio
Fraser
8.4 out of 10, Very Good, (12)
"When we arrived at the place. There was no pass to the clubhouse. The next day they sent a lady over with a temporary pass. Very friendly staff. Thank you "
United States
Sheri P.
The price is ¥23,741
¥47,379 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Fraser condo rental - 3 queens, full kitchen, private patio

River view from private deck, 2 bedroom modern interior

River view from private deck, 2 bedroom modern interior
Winter Park
9.6 out of 10, Exceptional, (21)
"It was great for a quick stay! Great location and great condo!"
United States
JB S.
The price is ¥25,537
¥52,254 total
includes taxes & fees
Jan 11 - Jan 12, 2026
River view from private deck, 2 bedroom modern interior

Spacious 2 bedroom condo remodeled kitchen, vaulted ceilings

Spacious 2 bedroom condo remodeled kitchen, vaulted ceilings
Winter Park
9.6 out of 10, Exceptional, (9)
"Loved this condo and the location! We will be back!"
United States
Amy C.
The price is ¥21,586
¥50,367 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Spacious 2 bedroom condo remodeled kitchen, vaulted ceilings

New Listing Remodeled 1 Bedroom vaulted ceiling & private deck

New Listing Remodeled 1 Bedroom vaulted ceiling & private deck
Winter Park
9.6 out of 10, Exceptional, (23)
"The area was so nice and the place was very clean and as advertised. It was close to everything and very convenient to the hiking and biking we were looking for. "
United States
Abbigale K.
The price is ¥24,280
¥46,335 total
includes taxes & fees
Jan 8 - Jan 9, 2026
New Listing Remodeled 1 Bedroom vaulted ceiling & private deck

Fraser Condo Near Tubing Hill!

Fraser Condo Near Tubing Hill!
Fraser
9.6 out of 10, Exceptional, (41)
"Great location for all snow activities"
United States
Kayla S.
The price is ¥23,421
¥56,342 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Fraser Condo Near Tubing Hill!

Micro Guest Suite Downtown Winter Park GREAT LOCATION

Micro Guest Suite Downtown Winter Park GREAT LOCATION
Winter Park
9.8 out of 10, Exceptional, (13)
"It's a great place to crash when you've been on the mountain all day. "
United States
Chris
The price is ¥16,863
¥41,767 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Micro Guest Suite Downtown Winter Park GREAT LOCATION

Updated interior in this 1 bedroom, private patio

Updated interior in this 1 bedroom, private patio
Fraser
9.4 out of 10, Exceptional, (28)
"We enjoyed our stay"
United States
Caleb M.
The price is ¥17,097
¥34,788 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Updated interior in this 1 bedroom, private patio
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

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:

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

Frequently asked questions

Can I find vacation rentals in Winter Park?

Yes, we give you a choice of vacation rentals in Winter Park close to Amaze'n Maze Winter Park, or you can select a more remote option if you want 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 vacation home rentals that Winter Park has to offer?

Creekside Luxury Retreat • 8BR • Walk to Shops, Dining & Shuttle • Sleeps 22: This highly rated vacation home rental in Winter Park is located on the waterfront and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. Other favorite homes for rent in Winter Park are Perfect mountain getaway close to Winter Park Village! and Ski In Out Luxury Condo 4375 I Huge Hot Tub I Great Views I Best Price I Discounted Attractions.

How many vacation rentals are there in Winter Park?

With 339 Expedia vacation rentals, you're sure 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 vacation rental in Winter Park like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in Winter Park. Vacation rentals offer extras such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for a family trip.