Winter Park Vacation Rentals

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Winter Park vacation rentals

Apartment (3 Bedrooms) | Interior

Fraser Mtn Escape: 8 Mi to Winter Park Resort

Fraser Mtn Escape: 8 Mi to Winter Park Resort
3.5 star property
Winter Park
$309 nightly
The price is $328
Jun 22 - Jun 23
Total with taxes and fees
Fraser Mtn Escape: 8 Mi to Winter Park Resort
TV, fireplace

This classic Winter Park condo has all that you need for your vacation

This classic Winter Park condo has all that you need for your vacation
Winter Park
10.0 out of 10, Exceptional, (2 reviews)
"Good trail nearby, and bus route to town too!"
United States
Jonathan T.
$201 nightly
The price is $226
Jun 22 - Jun 23
Total with taxes and fees
This classic Winter Park condo has all that you need for your vacation
Smart TV, fireplace

The Grand Timberglass Lodge | Tipi | Hot Tub

The Grand Timberglass Lodge | Tipi | Hot Tub
Winter Park
10.0 out of 10, Exceptional, (1 review)
"We had such a wonderful stay! We really liked this place. The highlight was definitely the breathtaking views - especially from the hot tub overlooking the mountains. Sauna was fantastic!! We will definitely be returning!! Thank you for sharing your home!!"
United States
Alan W.
$512 nightly
The price is $564
Jun 22 - Jun 23
Total with taxes and fees
The Grand Timberglass Lodge | Tipi | Hot Tub
Exterior

Madge’s Studio - Pets Welcome

Madge’s Studio - Pets Welcome
Fraser
10.0 out of 10, Exceptional, (111 reviews)
"The property was exactly as advertised and perfect for our needs"
United States
Craig F.
$147 nightly
The price is $163
Jun 22 - Jun 23
Total with taxes and fees
Madge’s Studio - Pets Welcome
Property grounds

Cozy Retreat Across from the Clubhouse - 2bd/2ba Condo (Sleeps 6)

Cozy Retreat Across from the Clubhouse - 2bd/2ba Condo (Sleeps 6)
Fraser
9.8 out of 10, Exceptional, (116 reviews)
"The host was super responsive. We loved the easy access of the shuttle to Winter Park. Condo was great and had everything wet needed! "
United States
Sabrina Shaw T.
$324 nightly
The price is $344
Jun 22 - Jun 23
Total with taxes and fees
Cozy Retreat Across from the Clubhouse - 2bd/2ba Condo (Sleeps 6)
Interior

River View Studio Near Winter Park Ski Resort

River View Studio Near Winter Park Ski Resort
Fraser
9.6 out of 10, Exceptional, (4 reviews)
"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
$272 nightly
The price is $300
Jul 7 - Jul 8
Total with taxes and fees
River View Studio Near Winter Park Ski Resort
TV, fireplace, DVD player

Updated interior in this 1 bedroom, private patio

Updated interior in this 1 bedroom, private patio
Fraser
9.4 out of 10, Exceptional, (31 reviews)
"This place was great & a bargain. Clean, comfy, and just like the description. Easy to find and close parking. Plus the spa and steam room were awesome. "
United States
Rachel
$191 nightly
The price is $203
Jun 22 - Jun 23
Total with taxes and fees
Updated interior in this 1 bedroom, private patio
Terrace/patio

Cozy & remodeled 1 bedroom, ground floor, mountain views

Cozy & remodeled 1 bedroom, ground floor, mountain views
Fraser
9.6 out of 10, Exceptional, (5 reviews)
"Very nice location."
United States
Cindy B.
$191 nightly
The price is $203
Jun 22 - Jun 23
Total with taxes and fees
Cozy & remodeled 1 bedroom, ground floor, mountain views
Property grounds

Ski in/ski out condo at Winter Park - cozy slopeside with pool, hot tub & more

Ski in/ski out condo at Winter Park - cozy slopeside with pool, hot tub & more
Winter Park
10.0 out of 10, Exceptional, (8 reviews)
"Host was great and very accommodating. Great location and easy access to Winter Park base camp. "
United States
Keith D.
$192 nightly
The price is $216
Jun 25 - Jun 26
Total with taxes and fees
Ski in/ski out condo at Winter Park - cozy slopeside with pool, hot tub & more
A heated pool

Location and Comfort - One Bedroom Ski In / Ski out, Hot Tub and Fire Pit

Location and Comfort - One Bedroom Ski In / Ski out, Hot Tub and Fire Pit
Winter Park Village
9.6 out of 10, Exceptional, (32 reviews)
"Great location and size for what we needed"
United States
Evan
$242 nightly
The price is $272
Jun 22 - Jun 23
Total with taxes and fees
Location and Comfort - One Bedroom Ski In / Ski out, Hot Tub and Fire Pit
Property grounds

Fraser Mtn Escape: 8 Mi to Winter Park Resort

Fraser Mtn Escape: 8 Mi to Winter Park Resort
Fraser
9.6 out of 10, Exceptional, (24 reviews)
"Condo was wonderful, comfortable, and in a quiet neighborhood not far from downtown Fraser/Winter Park. "
United States
Chris C.
$311 nightly
The price is $329
Jun 22 - Jun 23
Total with taxes and fees
Fraser Mtn Escape: 8 Mi to Winter Park Resort
Terrace/patio

Fraser Condo Near Tubing Hill!

Fraser Condo Near Tubing Hill!
Fraser
9.6 out of 10, Exceptional, (44 reviews)
"Place was great and close to winter park for skiing. Very convenient, clean and big enough for our family of 6. "
United States
Whit H.
$308 nightly
The price is $342
Jun 22 - Jun 23
Total with taxes and fees
Fraser Condo Near Tubing Hill!
Interior

New Luxe Condo | Hot Tub | Minutes to WP! | Fraser

New Luxe Condo | Hot Tub | Minutes to WP! | Fraser
Fraser
9.2 out of 10, Wonderful, (7 reviews)
"Great location close to activities in Winter Park and Granby"
United States
Susannah G.
$394 nightly
The price is $435
Jun 26 - Jun 27
Total with taxes and fees
New Luxe Condo | Hot Tub | Minutes to WP! | Fraser
Property entrance

Zephyr Mountain Lodge

Zephyr Mountain Lodge
3.5 star property
Winter Park Village
8.4 out of 10, Very Good, (693 reviews)
"Amazing place to stay and dine."
United States
Carl
$204 nightly
The price is $230
Jun 24 - Jun 25
Total with taxes and fees
Zephyr Mountain Lodge
Exterior

Ski-in Ski-Out Zephyr Mountain Lodge Condo with Hot Tub next to Gondola

Ski-in Ski-Out Zephyr Mountain Lodge Condo with Hot Tub next to Gondola
Winter Park Village
9.6 out of 10, Exceptional, (63 reviews)
"Great stay. "
United States
Brad C.
$295 nightly
The price is $331
Jun 22 - Jun 23
Total with taxes and fees
Ski-in Ski-Out Zephyr Mountain Lodge Condo with Hot Tub next to Gondola
Travel crib, WiFi, bed sheets

Super modern interior, walk to downtown, clubhouse amenities

Super modern interior, walk to downtown, clubhouse amenities
WINTER PARK
8.4 out of 10, Very Good, (14 reviews)
"Everything was exactly what I was looking for. Cozy and convenient. "
United States
Micah W.
$182 nightly
The price is $204
Jun 22 - Jun 23
Total with taxes and fees
Super modern interior, walk to downtown, clubhouse amenities
TV, fireplace, DVD player

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

Fraser condo rental - 3 queens, full kitchen, private patio
Fraser
8.2 out of 10, Very Good, (13 reviews)
"The check in/out process was great and easy. It's easy to communicate with the property management. You just got to stop get your keys before you get to the condo and re-confirm the address otherwise you may not find it. The property needs a few fixes, chairs are broken, mold on the bathroom ceiling, rotten shower curtain rod, broken coaster holders etc Bed covers have stains, pillows are not the most comfortable and the mattress, well it works for 1 night. With a little love this place could...
United States
E B.
$263 nightly
The price is $279
Jun 22 - Jun 23
Total with taxes and fees
Fraser condo rental - 3 queens, full kitchen, private patio
Outdoor dining

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, (95 reviews)
"It was a fine stay"
United States
Annette H.
$219 nightly
The price is $246
Jun 22 - Jun 23
Total with taxes and fees
New Listing Ski-In/Ski-Out Zephyr 1 Bedroom Condo at the base of Winter Park
Property grounds

Luxury 4BR Townhouse Hot Tub, Views, Hiking/Biking

Luxury 4BR Townhouse Hot Tub, Views, Hiking/Biking
Fraser
9.8 out of 10, Exceptional, (61 reviews)
"Great place to stay. Good location."
United States
Orin C.
$640 nightly
The price is $713
Jun 28 - Jun 29
Total with taxes and fees
Luxury 4BR Townhouse Hot Tub, Views, Hiking/Biking
Property grounds

Ski Mountain Condo, located in Winter Park Resort's Founder's Pointe Building, I

Ski Mountain Condo, located in Winter Park Resort's Founder's Pointe Building, I
Winter Park Village
9.6 out of 10, Exceptional, (30 reviews)
"The location of this condo shown on the map does not match the address. A ski-in-ski-out condo is what I looked for. Even the real location is not too far away, it is still not as close as shown on the map. Other than that, I have no complaint about the condo’s amenities."
United States
Qin W.
$490 nightly
The price is $556
Jun 22 - Jun 23
Total with taxes and fees
Ski Mountain Condo, located in Winter Park Resort's Founder's Pointe Building, I
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

The Vintage Hotel

The Vintage Hotel

8/10 Good
"Good place to stay. Big hotel. Staff always sits in the lobby as is expected for a hotel of this size. They got irons, ironing boards, steemers, tall mirrors and hairdryers in all rooms."
Ely 19-night trip
Posted 1 hour ago
The Vintage Hotel

Price trends for vacation rentals in Winter Park

Less expensive
More expensive
Next month
October
December
$269
Month
Price
January
$431
February
$399
March
$366
April
$267
May
$252
June
$257
July
$269
August
$250
September
$261
October
$233
November
$300
December
$476
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Winter Park. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Winter Park

Everything you need to know about Winter Park vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winter Park vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winter Park vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winter Park vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winter Park. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Winter Park in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $230 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winter Park rentals

At Expedia, we put the best Winter Park vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winter Park rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winter Park vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winter Park. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Large Beautiful Townhome, Private Hot Tub, Near Shuttle Route, In Town, WIFI: This highly rated vacation home rental in Winter Park is located near skiing and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub. Other favorite homes for rent in Winter Park are Beautiful Condo - Riverfront-Slopeside-Walk to Resort-On Bus Route and Lakota Dreamcatcher 133 | Dreams Are Made Here | Pet Friendly | Across From Resort.

How many vacation rentals are there in Winter Park?

With 315 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 Hideaway 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.