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

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Our top choices for Winter Park holiday rentals

1. Chic Winter Park Studio w/ Community Hot Tub

Chic Winter Park Studio w/ Community Hot Tub
3.0 star property
Winter Park
10.0 out of 10, Exceptional, (3 reviews)
"Excellent location. Comfortable home. Great artwork!"
United States
Kelley
The price is £177
includes taxes & fees
10 Nov - 11 Nov
Chic Winter Park Studio w/ Community Hot Tub

2. Beaver Village Unit #0332 Remodeled 1 Bedroom vaulted ceiling & private deck

Beaver Village Unit #0332 Remodeled 1 Bedroom vaulted ceiling & private deck
Winter Park
9.2 out of 10, Wonderful, (31 reviews)
"Thoroughly enjoyed our stay. Quite lovely accommodations. Especially enjoyed spa area. Pool, jacuzzi and sauna. Loved hearing the elk bugle outside the windows. Highly recommend and will stay again."
United States
Shannon
The price is £185
includes taxes & fees
9 Nov - 10 Nov
Beaver Village Unit #0332 Remodeled 1 Bedroom vaulted ceiling & private deck

3. Cozy, 1 bed Condo, 2 Blocks from Downtown, on Bus Rt Short Term License # 004821

Cozy, 1 bed Condo, 2 Blocks from Downtown, on Bus Rt Short Term License # 004821
Winter Park
9.0 out of 10, Wonderful, (62 reviews)
"We came in for a girls weekend getaway and it was hands down the best vrbo experiance ive had. The hosts were so kind and the home was so clean, would definitely book again!"
United States
Mikinzie D.
The price is £176
includes taxes & fees
13 Nov - 14 Nov
Cozy, 1 bed Condo, 2 Blocks from Downtown, on Bus Rt Short Term License # 004821

4. Newly Remodeled Studio steps from the lifts of Winter Park Base

Newly Remodeled Studio steps from the lifts of Winter Park Base
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 £158
includes taxes & fees
7 Nov - 8 Nov
Newly Remodeled Studio steps from the lifts of Winter Park Base

5. 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, (5 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 £185
includes taxes & fees
8 Nov - 9 Nov
Beaver Village Unit #2032R Vaulted Ceilings views of Winter Park Resort

6. Fraser Crossing 3518 remodeled studio gas fireplace and views

Fraser Crossing 3518 remodeled studio gas fireplace and views
Winter Park Village
9.0 out of 10, Wonderful, (19 reviews)
"Everything is good"
United States
Alfonso
The price is £168
includes taxes & fees
9 Nov - 10 Nov
Fraser Crossing 3518 remodeled studio gas fireplace and views

7. 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 £215
includes taxes & fees
9 Nov - 10 Nov
Ski-in Ski-Out Zephyr Mountain Lodge Condo with Hot Tub next to Gondola

8. Pool Hot Tub Free Garage · Remodeled Studio

Pool Hot Tub Free Garage · Remodeled Studio
Winter Park
9.8 out of 10, Exceptional, (29 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 £149
includes taxes & fees
9 Nov - 10 Nov
Pool Hot Tub Free Garage · Remodeled Studio

9. 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 £172
includes taxes & fees
9 Nov - 10 Nov
Meadow Ridge Court 9 Unit 4 Updated interior in this 1 bedroom, private patio

10. Waterside West A303 Ideal and modern 1 bedroom - open floor plan and mt views

Waterside West A303 Ideal and modern 1 bedroom - open floor plan and mt views
Fraser
9.4 out of 10, Exceptional, (16 reviews)
"Great property and location!"
United States
Sarah S.
The price is £171
includes taxes & fees
12 Nov - 13 Nov
Waterside West A303 Ideal and modern 1 bedroom - open floor plan and mt views

11. 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 £163
includes taxes & fees
12 Nov - 13 Nov
Micro Guest Suite Downtown Winter Park GREAT LOCATION

12. Madge’s Studio - Pets Welcome

Madge’s Studio - Pets Welcome
Fraser
10.0 out of 10, Exceptional, (116 reviews)
"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 £116
includes taxes & fees
12 Nov - 13 Nov
Madge’s Studio - Pets Welcome

13. Zephyr Mountain Lodge

Zephyr Mountain Lodge
3.5 star property
Winter Park Village
8.2 out of 10, Very good, (710 reviews)
"Amazing place to stay and dine."
United States
Carl
The price is £167
includes taxes & fees
14 Nov - 15 Nov
Zephyr Mountain Lodge

14. 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 £175
includes taxes & fees
9 Nov - 10 Nov
Meadow Ridge 18-4 Cozy 1 bedroom, ground floor, remodeled, clubhouse amenities

15. Beaver Village Unit #0232R Modern 1 bedroom condo close to downtown & clubhouse

Beaver Village Unit #0232R Modern 1 bedroom condo close to downtown & clubhouse
Winter Park
9.0 out of 10, Wonderful, (6 reviews)
"Great cozy place "
United States
Katherine H.
The price is £186
includes taxes & fees
19 Nov - 20 Nov
Beaver Village Unit #0232R Modern 1 bedroom condo close to downtown & clubhouse

16. Beaver Village Unit #1612R Remodeled king bed and rich leather furnishings

Beaver Village Unit #1612R Remodeled king bed and rich leather furnishings
Winter Park
10.0 out of 10, Exceptional, (5 reviews)
"Cozy little spot perfect for our family of four."
United States
Sean C.
The price is £185
includes taxes & fees
8 Nov - 9 Nov
Beaver Village Unit #1612R Remodeled king bed and rich leather furnishings

17. 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 £194
includes taxes & fees
7 Nov - 8 Nov
Beaver Village Unit #0931R Located in WP Minutes from Winter Park Resort

18. 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 £185
includes taxes & fees
8 Nov - 9 Nov
Beaver Village Unit #0412R Wonderful 1 bed unit the perfect mountain getaway!

19. 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 £181
includes taxes & fees
7 Nov - 8 Nov
Top Floor Ski-In / Ski-Out Studio Condo at the base of Winter Park Resort

20. Hi Country Haus Unit 1803 1 bedroom, private deck, walk to Main Street

Hi Country Haus Unit 1803 1 bedroom, private deck, walk to Main Street
Winter Park
9.8 out of 10, Exceptional, (24 reviews)
"Great place!"
United States
Dale K.
The price is £181
includes taxes & fees
9 Nov - 10 Nov
Hi Country Haus Unit 1803 1 bedroom, private deck, walk to Main Street
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

Everything you need to know about Winter Park holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winter Park holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winter Park holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winter Park holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winter Park holiday rentals we have selected for you start as low as £149 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winter Park rentals

At Expedia, we put the best Winter Park holiday 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 holiday.

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 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?

Creekside Luxury Retreat • 8BR • Walk to Shops, Dining & Shuttle • Sleeps 22: This highly rated holiday home rental in Winter Park is located on the waterfront, and has a fireplace, a patio and a BBQ 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 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 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 holiday rentals are there in Winter Park?

With 341 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.