Winter Park Vacation Rentals

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Check prices for these dates

In two weeks
Mar 27 - Mar 29
In two months
May 8 - May 10
In three months
Jun 5 - Jun 7
In four months
Jul 3 - Jul 5

Our top choices for Winter Park vacation rentals

Apartment (3 Bedrooms) | Interior

Spacious Fraser Condo ~ 6 Mi to Winter Park!

Spacious Fraser Condo ~ 6 Mi to Winter Park!
3.5 star property
Fraser
$590 nightly
The price is $627
Mar 11 - Mar 12
Total with taxes and fees
Spacious Fraser Condo ~ 6 Mi to Winter Park!
Property entrance

Zephyr Mountain Lodge

Zephyr Mountain Lodge
3.5 star property
Winter Park Village
8.2 out of 10, Very Good, (685 reviews)
"Clean room and staff was outstanding. "
United States
Jessica
$315 nightly
The price is $357
Apr 5 - Apr 6
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, (58 reviews)
"Great stay!"
United States
Han X.
$395 nightly
The price is $443
Mar 31 - Apr 1
Total with taxes and fees
Ski-in Ski-Out Zephyr Mountain Lodge Condo with Hot Tub next to Gondola
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)
"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.
$273 nightly
The price is $290
Mar 11 - Mar 12
Total with taxes and fees
Fraser condo rental - 3 queens, full kitchen, private patio
Interior

Front Corner at Base: 3 King Beds, Deck, Views

Front Corner at Base: 3 King Beds, Deck, Views
Winter Park Village
10.0 out of 10, Exceptional, (117 reviews)
"Host was great and the condo was in excellent shape! Also very good location! "
United States
Zach M.
Front Corner at Base: 3 King Beds, Deck, Views
Exterior

Zephyr Mtn Lodge Slopeside - True ski-in / ski-out at WP base - many UPGRADES

Zephyr Mtn Lodge Slopeside - True ski-in / ski-out at WP base - many UPGRADES
Winter Park Village
10.0 out of 10, Exceptional, (142 reviews)
"Great location that was close to restaurants, and entertainment. Clean accommodations and very attentive host just a text away."
United States
Robin R.
$1,371 nightly
The price is $1,537
Apr 5 - Apr 6
Total with taxes and fees
Zephyr Mtn Lodge Slopeside - True ski-in / ski-out at WP base - many UPGRADES
Condo, 2 Bedrooms | Living area | Smart TV

Downtown Flat 2 Bedroom Condo

Downtown Flat 2 Bedroom Condo
3.0 star property
Winter Park
$889 nightly
The price is $1,007
Mar 18 - Mar 19
Total with taxes and fees
Downtown Flat 2 Bedroom Condo
Exterior

Madge’s Studio - Pets Welcome

Madge’s Studio - Pets Welcome
Fraser
10.0 out of 10, Exceptional, (107 reviews)
"The property was exactly as advertised and perfect for our needs"
United States
Craig F.
$147 nightly
The price is $163
Mar 11 - Mar 12
Total with taxes and fees
Madge’s Studio - Pets Welcome
Exterior

Ski in / ski out family friendly condo w/access to pool, hot tub & game room

Ski in / ski out family friendly condo w/access to pool, hot tub & game room
Winter Park
9.0 out of 10, Wonderful, (101 reviews)
"Excellent location. Just perfect for a ski vacation."
United States
Zsolt M.
$401 nightly
The price is $448
Mar 13 - Mar 14
Total with taxes and fees
Ski in / ski out family friendly condo w/access to pool, hot tub & game room
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, (30 reviews)
"We enjoyed our stay"
United States
Caleb M.
$203 nightly
The price is $216
Apr 1 - Apr 2
Total with taxes and fees
Updated interior in this 1 bedroom, private patio
Apartment (2 Bedrooms) | Interior

100 Steps to Gondola: Cozy Winter Park Condo!

100 Steps to Gondola: Cozy Winter Park Condo!
3.5 star property
Winter Park Village
$651 nightly
The price is $737
Mar 11 - Mar 12
Total with taxes and fees
100 Steps to Gondola: Cozy Winter Park Condo!
Exterior

Winterpark Cozy slope side condo

Winterpark Cozy slope side condo
Winter Park Village
9.0 out of 10, Wonderful, (14 reviews)
"Enjoyed the stay quite a bit. Great location and just a 10 min walk to the base. Place was clean and well equipped. Only downsides for me was the bedding (strong chemical detergent smell on linens, and pillows could use a refresh), and had to pay for parking. Would probably stay here again."
United States
David R.
$363 nightly
The price is $407
Mar 20 - Mar 21
Total with taxes and fees
Winterpark Cozy slope side condo
Smart TV, fireplace, video games

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

Lux 8000 SQ Ft, 9 BDR, 15 Beds, Hot Tub, Large Groups!
Winter Park
9.6 out of 10, Exceptional, (64 reviews)
"The house was exactly as described. Very clean, with plenty of amenities. The hot tub was great after a long day of hiking, and the neighborhood was quiet. The location is convenient to grocery stores, restaurants, and Winter Park Resort. The views were breathtaking. We'd love to stay here again."
United States
KRISTY C.
$1,983 nightly
The price is $2,166
Mar 22 - Mar 23
Total with taxes and fees
Lux 8000 SQ Ft, 9 BDR, 15 Beds, Hot Tub, Large Groups!
Terrace/patio

Modern Downtown Home w/ Private Sauna

Modern Downtown Home w/ Private Sauna
Downtown
10.0 out of 10, Exceptional, (12 reviews)
"This is a great property in a good location. The house was very clean and comfortable with nice amenities. "
United States
Eric L.
$257 nightly
The price is $286
Mar 31 - Apr 1
Total with taxes and fees
Modern Downtown Home w/ Private Sauna
Exterior

Large 7 Bedroom Home, Mountain Setting, 3 family rooms, Hot Tub.

Large 7 Bedroom Home, Mountain Setting, 3 family rooms, Hot Tub.
Fraser
9.6 out of 10, Exceptional, (126 reviews)
"This was our 10th annual visit. 5th or 6th time in a “winterparkhouse” property. We love making memories here. The space is excellent for multiple families and the hosts are extremely friendly and attentive. Always recommend!"
United States
Darcy C.
$1,283 nightly
The price is $1,336
Mar 23 - Mar 24
Total with taxes and fees
Large 7 Bedroom Home, Mountain Setting, 3 family rooms, Hot Tub.
Exterior

Ski in Ski out slopeside two bedroom at the Zephyr Mountain Lodge. Sleeps 8

Ski in Ski out slopeside two bedroom at the Zephyr Mountain Lodge. Sleeps 8
Winter Park Village
9.4 out of 10, Exceptional, (50 reviews)
"Great hot tub!"
United States
Annika A.
$808 nightly
The price is $902
Mar 21 - Mar 22
Total with taxes and fees
Ski in Ski out slopeside two bedroom at the Zephyr Mountain Lodge. Sleeps 8
House, 4 Bedrooms | Outdoor dining

Mountain Haus 4 Bedroom Home by RedAwning

Mountain Haus 4 Bedroom Home by RedAwning
3.0 star property
Fraser
$1,236 nightly
The price is $1,374
Mar 18 - Mar 19
Total with taxes and fees
Mountain Haus 4 Bedroom Home by RedAwning
Exterior

Beautiful Custom Home, Open Floor Plan, Lg Groups

Beautiful Custom Home, Open Floor Plan, Lg Groups
Fraser
9.6 out of 10, Exceptional, (70 reviews)
"Overall, we had a great experience and enjoyed the house!"
United States
Patrick H.
$1,148 nightly
The price is $1,224
Mar 23 - Mar 24
Total with taxes and fees
Beautiful Custom Home, Open Floor Plan, Lg Groups
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, (94 reviews)
"Communication was great, check in easy , enjoyed the condo and location ! "
United States
Tim G.
$479 nightly
The price is $537
Apr 6 - Apr 7
Total with taxes and fees
New Listing Ski-In/Ski-Out Zephyr 1 Bedroom Condo at the base of Winter Park
TV, fireplace, computer monitors

Beautifully renovated 2 bedroom with clubhouse amenities

Beautifully renovated 2 bedroom with clubhouse amenities
Fraser
9.6 out of 10, Exceptional, (5 reviews)
"Place was very clean, nice and quiet."
United States
Larry F.
$315 nightly
The price is $334
Mar 11 - Mar 12
Total with taxes and fees
Beautifully renovated 2 bedroom with clubhouse amenities
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

Creekside Luxury Retreat • 8BR • Walk to Shops, Dining & Shuttle • Sleeps 22

Creekside Luxury Retreat • 8BR • Walk to Shops, Dining & Shuttle • Sleeps 22

10/10 Excellent
"As always, my team absoltely loves staying here when we have our company ski weekend !!!"
Joy B. 2-night trip
Posted 14 hours ago
Creekside Luxury Retreat • 8BR • Walk to Shops, Dining & Shuttle • Sleeps 22

Price trends for vacation rentals in Winter Park

Less expensive
More expensive
This month
Next month
October
January
$295
$269
Month
Price
January
$466
February
$357
March
$295
April
$269
May
$258
June
$266
July
$302
August
$285
September
$295
October
$256
November
$280
December
$449
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 $224 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?

Luxury Downtown Condo - Private Hot Tub! Walk to Dining and Ski Bus...: This highly rated vacation home rental in Winter Park is located on a river and has a fireplace, a balcony, and laundry facilities to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub. Other favorite homes for rent in Winter Park are Creekside Luxury Retreat • 8BR • Walk to Shops, Dining & Shuttle • Sleeps 22 and Large Beautiful Townhome, Private Hot Tub, Near Shuttle Route, In Town, WIFI.

How many vacation rentals are there in Winter Park?

With 334 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.