A snow-covered building with illuminated windows and a ski lift in the foreground.

Winter Park Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Winter Park vacation rentals

A multi-story hotel with a ski slope in the background.

1. Zephyr Mountain Lodge

Zephyr Mountain Lodge
3.5 star property
Winter Park Village
8.2 out of 10, Very good, (708 reviews)
"Very nice. Exactly what we were hoping for."
United States
Dale
The price is CA $228
CA $272 total
includes taxes & fees
Oct 18 - Oct 19
Zephyr Mountain Lodge
Exterior

2. A Frame Club

A Frame Club
4.0 star property
Old Town Winter Park
9.2 out of 10, Wonderful, (118 reviews)
"The staff was so welcoming, and having a river trail right by the cabins made it the perfect, relaxing getaway."
United States
Bianca
The price is CA $432
CA $553 total
includes taxes & fees
Oct 13 - Oct 14
A Frame Club
A balcony with a stone wall, a door with a window, and a view of houses and trees.

3. 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
The price is CA $255
CA $508 total
includes taxes & fees
Oct 13 - Oct 14
Location and Comfort - One Bedroom Ski In / Ski out, Hot Tub and Fire Pit
A building with a sign reading "Founders Pointe."

4. Top Floor Ski-In / Ski-Out Studio Condo at the base of Winter Park Resort

Top Floor Ski-In / Ski-Out Studio Condo at the base of Winter Park Resort
Winter Park Village
9.8 out of 10, Exceptional, (87 reviews)
"Great place, super friendly host! Highly recommend!!"
United States
Tonya T.
The price is CA $168
CA $414 total
includes taxes & fees
Nov 2 - Nov 3
Top Floor Ski-In / Ski-Out Studio Condo at the base of Winter Park Resort
Modern mountain resort buildings nestled beside a flowing river, surrounded by evergreen forests and dramatic peaks.

5. Fraser Crossing 3518 remodeled studio gas fireplace and views

Fraser Crossing 3518 remodeled studio gas fireplace and views
Winter Park Village
8.8 out of 10, Excellent, (18 reviews)
"Perfect location for our ski trip. "
United States
Valerie D.
The price is CA $111
CA $301 total
includes taxes & fees
Oct 13 - Oct 14
Fraser Crossing 3518 remodeled studio gas fireplace and views
A wooden cabin with a snow-covered porch, surrounded by trees with yellow leaves.

6. Madge’s Studio - Pets Welcome

Madge’s Studio - Pets Welcome
Fraser
10.0 out of 10, Exceptional, (115 reviews)
"A nice property, I would stay here again. The bed was very comfortable, and it was close to Fraiser. The neighborhood was quiet and rural for the area. "
United States
David M.
The price is CA $109
CA $232 total
includes taxes & fees
Oct 14 - Oct 15
Madge’s Studio - Pets Welcome
A pool area with lounge chairs and a towel rack, surrounded by a building with a view of a snowy mountain.

7. Walk to Gondola · Alpine Slide & Village

Walk to Gondola · Alpine Slide & Village
Winter Park Village
10.0 out of 10, Exceptional, (93 reviews)
"Great place, super easy short walk to slopes. Would stay again! "
United States
Lee J.
The price is CA $89
CA $296 total
includes taxes & fees
Oct 13 - Oct 14
Walk to Gondola · Alpine Slide & Village
A covered outdoor area with a gravel patio, white plastic chairs, and a red chair.

8. Meadow Ridge 18-4 Cozy 1 bedroom, ground floor, remodeled, clubhouse amenities

Meadow Ridge 18-4 Cozy 1 bedroom, ground floor, remodeled, clubhouse amenities
Fraser
9.0 out of 10, Wonderful, (10 reviews)
"Great location, very close to town. The pool and tennis courts were great!"
United States
Kami
The price is CA $140
CA $320 total
includes taxes & fees
Oct 13 - Oct 14
Meadow Ridge 18-4 Cozy 1 bedroom, ground floor, remodeled, clubhouse amenities
A hotel room with a large bed, a wooden headboard, and a view through a sliding glass door to the outside.

9. Micro Guest Suite Downtown Winter Park GREAT LOCATION

Micro Guest Suite Downtown Winter Park GREAT LOCATION
Winter Park
10.0 out of 10, Exceptional, (22 reviews)
"We enjoyed our stay the room was clean and parking was great and easy. Perfect location! "
United States
Faith R.
The price is CA $86
CA $309 total
includes taxes & fees
Oct 13 - Oct 14
Micro Guest Suite Downtown Winter Park GREAT LOCATION
Sink into plush leather seating at the clubhouse by your crackling fireplace, where warm wood accents create the perfect après-ski retreat.

10. Beaver Village Unit #0412R Wonderful 1 bed unit the perfect mountain getaway!

Beaver Village Unit #0412R Wonderful 1 bed unit the perfect mountain getaway!
Winter Park
10.0 out of 10, Exceptional, (3 reviews)
"Great spot."
United States
Ryan L.
The price is CA $140
CA $338 total
includes taxes & fees
Oct 13 - Oct 14
Beaver Village Unit #0412R Wonderful 1 bed unit the perfect mountain getaway!
Sink into plush leather seating at the clubhouse crackling fireplace, where natural light and warm wood create the perfect retreat.

11. Beaver Village Unit #1633R Classic condo has all that you need for your vacation

Beaver Village Unit #1633R Classic condo has all that you need for your vacation
Winter Park
10.0 out of 10, Exceptional, (5 reviews)
"Good trail nearby, and bus route to town too!"
United States
Jonathan T.
The price is CA $151
CA $353 total
includes taxes & fees
Oct 15 - Oct 16
Beaver Village Unit #1633R Classic condo has all that you need for your vacation
A kitchen with granite countertops, wooden cabinets, and a dining area with a table and chairs.

12. Beaver Village Unit #0931R Located in WP Minutes from Winter Park Resort

Beaver Village Unit #0931R Located in WP Minutes from Winter Park Resort
Winter Park
10.0 out of 10, Exceptional, (3 reviews)
"Beautifully kept condo in a great location!"
United States
Simon M.
The price is CA $151
CA $355 total
includes taxes & fees
Nov 1 - Nov 2
Beaver Village Unit #0931R Located in WP Minutes from Winter Park Resort
A multi-story hotel with a ski lift in the background, surrounded by snow-covered trees and a clear sky.

13. 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, (70 reviews)
"Really great stay "
United States
Ila B.
The price is CA $96
CA $351 total
includes taxes & fees
Oct 13 - Oct 14
Ski-in Ski-Out Zephyr Mountain Lodge Condo with Hot Tub next to Gondola
A spacious kitchen with wooden cabinets, a granite countertop, and a built-in dishwasher.

14. Beaver Village Unit #2032R Vaulted Ceilings views of Winter Park Resort

Beaver Village Unit #2032R Vaulted Ceilings views of Winter Park Resort
Winter Park
9.6 out of 10, Exceptional, (4 reviews)
"We thoroughly enjoyed our stay. The staff is always friendly and the lodging is exactly what we were looking for."
United States
Dawn C.
The price is CA $140
CA $338 total
includes taxes & fees
Oct 14 - Oct 15
Beaver Village Unit #2032R Vaulted Ceilings views of Winter Park Resort
A wooden deck with two chairs and a white railing.

15. Hideaway Village Alpine 4 Split interior 2 bedroom, comfortable family rental

Hideaway Village Alpine 4 Split interior 2 bedroom, comfortable family rental
Hideaway Village
9.2 out of 10, Wonderful, (11 reviews)
"Great property. Parking lot and walk ways very well maintained. Host was great."
United States
S S.
The price is CA $154
CA $389 total
includes taxes & fees
Oct 13 - Oct 14
Hideaway Village Alpine 4 Split interior 2 bedroom, comfortable family rental
A mountainous landscape with a modern building featuring a stone facade and large windows.

16. New Condo w/ Hot Tub & Balcony-Short Walk/Bike to Trestle Bike Park & Village

New Condo w/ Hot Tub & Balcony-Short Walk/Bike to Trestle Bike Park & Village
Winter Park
10.0 out of 10, Exceptional, (11 reviews)
"Great location in winter if you are a skier!"
United States
Sheri T.
The price is CA $137
CA $459 total
includes taxes & fees
Oct 13 - Oct 14
New Condo w/ Hot Tub & Balcony-Short Walk/Bike to Trestle Bike Park & Village
A living room with a stone fireplace, a television, a sofa with patterned cushions, and a large window overlooking a snowy landscape.

17. Meadow Ridge Court 9 Unit 4 Updated interior in this 1 bedroom, private patio

Meadow Ridge Court 9 Unit 4 Updated interior in this 1 bedroom, private patio
Fraser
9.4 out of 10, Exceptional, (32 reviews)
"We enjoyed our stay"
United States
Caleb M.
The price is CA $140
CA $320 total
includes taxes & fees
Oct 13 - Oct 14
Meadow Ridge Court 9 Unit 4 Updated interior in this 1 bedroom, private patio
Property grounds

18. Pool Hot Tub Free Garage · Remodeled Studio

Pool Hot Tub Free Garage · Remodeled Studio
Winter Park
9.8 out of 10, Exceptional, (28 reviews)
"Beautiful condo with amazing views from the balcony. Very clean, host was very responsive, excellent communication. Great place to stay!"
United States
Eric E.
The price is CA $76
CA $280 total
includes taxes & fees
Oct 13 - Oct 14
Pool Hot Tub Free Garage · Remodeled Studio
A hot tub on a wooden deck with lounge chairs, a gazebo, and a forested backdrop.

19. Renovated Condo near the Slopes and Trails

Renovated Condo near the Slopes and Trails
Winter Park
9.4 out of 10, Exceptional, (199 reviews)
"Great spot for the family! The pool area is very nice."
United States
Luke P.
The price is CA $127
CA $492 total
includes taxes & fees
Oct 18 - Oct 19
Renovated Condo near the Slopes and Trails
A multi-story hotel with a central courtyard featuring outdoor seating and snow-covered trees.

20. 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
9.8 out of 10, Exceptional, (99 reviews)
"It was a fine stay"
United States
Annette H.
The price is CA $118
CA $368 total
includes taxes & fees
Oct 13 - Oct 14
New Listing Ski-In/Ski-Out Zephyr 1 Bedroom Condo at the base of Winter Park
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

Winter Park Chateau

Winter Park Chateau

10/10 Excellent
"We stayed one Saturday night at the Winter Park Chateau, and honestly, we weren’t sure what to expect, but we were pleasantly surprised! From the moment we arrived, the host was so friendly, kind, and welcoming. The place has such a cool, laid-back vibe while still feeling cozy, modern, and thoughtfully designed. I loved that we could access our room from both the outside and inside, and the cute little porch was such a nice bonus for sitting outside and enjoying the fresh mountain air. The remote keypad was also a great touch for convenience. Our room was lovely! Everything felt comfortable and high quality, from the super-soft bed and pillows to the cute little rugs and extra blankets. They even thought of the little details, like having multiple chargers available. The coffee maker, refrigerator, and fireplace were all great amenities that made the room feel extra cozy. Even though we were only passing through and stayed just one night, we absolutely loved our experience. It was such a pleasant surprise, and we would definitely stay here again! Highly recommend the Winter Park Chateau if you’re looking for a comfortable, modern, and welcoming place to stay. ❤️"
Marla 1-night trip
Posted 4 hours ago
Winter Park Chateau

Find out more about Winter Park

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Winter Park. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 Luxury Downtown Condo - Private Hot Tub! Walk to Dining and Ski Bus... and Large Beautiful Townhome, Private Hot Tub, Near Shuttle Route, In Town, WIFI.

How many vacation rentals are there in Winter Park?

With 341 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.