Holiday Rentals in Winter Park

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Our top choices for Winter Park holiday rentals

Spacious Fraser Condo ~ 6 Mi to Winter Park!

Spacious Fraser Condo ~ 6 Mi to Winter Park!
3.5 star property
Fraser
The price is €540
includes taxes & fees
9 Mar - 10 Mar
Spacious Fraser Condo ~ 6 Mi to Winter Park!

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
The price is €307
includes taxes & fees
5 Apr - 6 Apr
Zephyr Mountain Lodge

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.
The price is €351
includes taxes & fees
9 Mar - 10 Mar
Ski-in Ski-Out Zephyr Mountain Lodge Condo with Hot Tub next to Gondola

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

Fraser condo rental - 3 queens, full kitchen, private patio
Fraser
8.4 out of 10, Very good, (12 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.
The price is €249
includes taxes & fees
10 Mar - 11 Mar
Fraser condo rental - 3 queens, full kitchen, private patio

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)
"Great stay and very responsive owner. Thank you!"
United States
J M.
Front Corner at Base: 3 King Beds, Deck, Views

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.
The price is €1,327
includes taxes & fees
5 Apr - 6 Apr
Zephyr Mtn Lodge Slopeside - True ski-in / ski-out at WP base - many UPGRADES

Downtown Flat 2 Bedroom Condo

Downtown Flat 2 Bedroom Condo
3.0 star property
Winter Park
The price is €1,038
includes taxes & fees
18 Mar - 19 Mar
Downtown Flat 2 Bedroom Condo

Madge’s Studio - Pets Welcome

Madge’s Studio - Pets Welcome
Fraser
10.0 out of 10, Exceptional, (106 reviews)
"The property was exactly as advertised and perfect for our needs"
United States
Craig F.
The price is €152
includes taxes & fees
6 Apr - 7 Apr
Madge’s Studio - Pets Welcome

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

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.
The price is €185
includes taxes & fees
7 Apr - 8 Apr
Updated interior in this 1 bedroom, private patio

100 Steps to Gondola: Cozy Winter Park Condo!

100 Steps to Gondola: Cozy Winter Park Condo!
3.5 star property
Winter Park Village
The price is €635
includes taxes & fees
8 Mar - 9 Mar
100 Steps to Gondola: Cozy Winter Park Condo!

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.
The price is €349
includes taxes & fees
8 Mar - 9 Mar
Winterpark Cozy slope side condo

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

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.
The price is €240
includes taxes & fees
9 Mar - 10 Mar
Modern Downtown Home w/ Private Sauna

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

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 stay"
United States
Robert
Ski in Ski out slopeside two bedroom at the Zephyr Mountain Lodge. Sleeps 8

Mountain Haus 4 Bedroom Home by RedAwning

Mountain Haus 4 Bedroom Home by RedAwning
3.0 star property
Fraser
The price is €1,244
includes taxes & fees
18 Mar - 19 Mar
Mountain Haus 4 Bedroom Home by RedAwning

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.
Beautiful Custom Home, Open Floor Plan, Lg Groups

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.
The price is €511
includes taxes & fees
29 Mar - 30 Mar
New Listing Ski-In/Ski-Out Zephyr 1 Bedroom Condo at the base of Winter Park

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.
The price is €288
includes taxes & fees
8 Mar - 9 Mar
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

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 €240 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. 

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?

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 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 holiday rentals are there in Winter Park?

With 334 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.