Winter Park Holiday Rentals

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Holiday Rentals in Winter Park

A Frame Club
3.5 star property
9.0 out of 10, Wonderful, (101)
"So beautiful and peaceful!"
United States
Madison
The price is AU$467
includes taxes & fees
16 Nov - 17 Nov
A Frame Club
Zephyr Mountain Lodge
3.5 star property
8.2 out of 10, Very good, (667)
"Zephyr is always a great choice! Located right in the square, this property is close to everything "
United States
Michelle
The price is AU$274
includes taxes & fees
20 Oct - 21 Oct
Zephyr Mountain Lodge
Indian Peaks Resort
3.5 star property
9.0 out of 10, Wonderful, (151)
"Had a great stay!"
United States
Brenda Lynn
Indian Peaks Resort
Cozy Condo in WP - On Blue Bus Route - Walk to Downtown, Restaurants, Grocery
9.2 out of 10, Wonderful, (11)
"Great place to stay right in the heart of Winter Park. Easy to get to everything and the bed was incredibly comfortable! "
United States
Victoria R.
The price is AU$256
includes taxes & fees
20 Oct - 21 Oct
Cozy Condo in WP - On Blue Bus Route - Walk to Downtown, Restaurants, Grocery
Silverado II Resort & Event Center
3.5 star property
8.4 out of 10, Very good, (159)
"The units are vey spacious felt like home away from home amazing staff communication is excellent and amenities are amazing would recommend this place to everyone looking to have a very comfortable stay. Thank you to all the staff!!! "
United States
Lorrine
Silverado II Resort & Event Center
Renovated Condo near the Slopes and Trails
9.4 out of 10, Exceptional, (170)
"Great property! Just as advertised. The rec center is very close and has a great pool and some wonderful hot tubs. "
United States
Austen A.
The price is AU$530
includes taxes & fees
27 Oct - 28 Oct
Renovated Condo near the Slopes and Trails
Luxury Downtown Condo - Private Hot Tub! Walk to Dining and Ski Bus...
10.0 out of 10, Exceptional, (75)
"Within walking distance of Main St.,, Winter Park, with many restaurants, and a wonderful park, including a skate park."
United States
Leslie M.
Luxury Downtown Condo - Private Hot Tub! Walk to Dining and Ski Bus...
Cozy large studio condo.
9.8 out of 10, Exceptional, (109)
"Great place for my ski trip with my two sons. Had everything we needed for our stay. Quick drive to Winter Park Resort. We enjoyed the heated pool and hot tubs after each day of skiing."
United States
Dustin and Jessica K.
Cozy large studio condo.
Fantastic front corner 2bd condo Base Winter Park
10.0 out of 10, Exceptional, (112)
"Great stay and very responsive owner. Thank you!"
United States
J M.
The price is AU$546
includes taxes & fees
20 Oct - 21 Oct
Fantastic front corner 2bd condo Base Winter Park
New Listing Remodeled 1 Bedroom vaulted ceiling & private deck
9.6 out of 10, Exceptional, (22)
"Nice Property. We enjoyed our stay."
United States
G Bruce K.
The price is AU$298
includes taxes & fees
20 Oct - 21 Oct
New Listing Remodeled 1 Bedroom vaulted ceiling & private deck
Beautiful Ski-In Home, with Hot Tub!
9.4 out of 10, Exceptional, (13)
"Its a beautiful house just down the road from the winterpark ski resort. Very peaceful. It is a house of many stairs on every level. Our group had a fun couple of days. "
United States
Teresa J.
The price is AU$1,459
includes taxes & fees
27 Oct - 28 Oct
Beautiful Ski-In Home, with Hot Tub!
A cozy non-smoking condo on the Fraser River in downtown Winter Park.
9.8 out of 10, Exceptional, (86)
"Great little condo for a Winter Park ski trip."
United States
DAVID K.
A cozy non-smoking condo on the Fraser River in downtown Winter Park.
Condo on the Shuttle Route w/ Private Sauna, Fireplace & Shared Hot Tubs/Pool
9.0 out of 10, Wonderful, (34)
"Great property and great location! "
United States
Anonymous traveller
Condo on the Shuttle Route w/ Private Sauna, Fireplace & Shared Hot Tubs/Pool
Main Level Private Entry-Steps from slopes
10.0 out of 10, Exceptional, (42)
"Great place in a perfect location. It had everything we needed and we really enjoyed our stay."
United Kingdom
Malcolm H.
Main Level Private Entry-Steps from slopes
New Listing! Lovely 2BD/2BA Winter Park Condo
The price is AU$642
includes taxes & fees
20 Oct - 21 Oct
New Listing! Lovely 2BD/2BA Winter Park Condo
Newly Updated TopFlr Views Of FootHills_River Private Balcony Hideaway Park
10.0 out of 10, Exceptional, (186)
"very nice fully stocked property with all of everything you would need for your stay"
United States
tom p.
Newly Updated TopFlr Views Of FootHills_River Private Balcony Hideaway Park
New Listing Ski-In/Ski-Out Zephyr 1 Bedroom Condo at the base of Winter Park
10.0 out of 10, Exceptional, (88)
"Had a fantastic stay at this property. The property and pictures were exactly as depicted. The check-in process was seamless and the property manager was very communicative. Great stay and plan to come back again!"
United States
Paul M.
The price is AU$429
includes taxes & fees
20 Oct - 21 Oct
New Listing Ski-In/Ski-Out Zephyr 1 Bedroom Condo at the base of Winter Park
Luxury Condo 1302 I Private Hot Tub I AC I Great Views I Best Price I Discounted Attractions
10.0 out of 10, Exceptional, (1)
"Well appointed, beautiful views, situated in a way that hid nearby construction. Beds were very comfortable."
United States
Lauren M.
Luxury Condo 1302 I Private Hot Tub I AC I Great Views I Best Price I Discounted Attractions
NEW pet friendly 1 bedroom - great location and amenities
9.6 out of 10, Exceptional, (20)
"Good location. "
United States
Kenneth S.
The price is AU$319
includes taxes & fees
28 Oct - 29 Oct
NEW pet friendly 1 bedroom - great location and amenities
5br Luxury Mountain Home Sleeps 16: Hot Tub, Game Room, Free Ski/town Shuttle
10.0 out of 10, Exceptional, (225)
"The property was great for our family ski vacation. It is in a very convenient location. Unlike other properties we have stayed at, this one was very well stocked with dishes, pots, pans, etc. Having four bedrooms with king beds and a bunk room make it great for families traveling together."
United States
Michael G.
5br Luxury Mountain Home Sleeps 16: Hot Tub, Game Room, Free Ski/town Shuttle
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, 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 favourite 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 depend 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 per night. Entering your travel dates in the search wizard might find you 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. 

Frequently asked questions

Can I find holiday rentals in Winter Park?

Yes, there are holiday rentals in Winter Park close to Alpine Slide, 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?

Luxury Downtown Condo - Private Hot Tub! Walk to Dining and Ski Bus...: This highly rated holiday 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub. Other favourite homes for rent in Winter Park are Beautiful Ski-In Home, with Hot Tub! and Luxury Condo 1302 I Private Hot Tub I AC I Great Views I Best Price I Discounted Attractions.

How many holiday rentals are there in Winter Park?

With 494 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.