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Winton Vacation Rentals

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Winton vacation rentals

A log cabin with a central building and two smaller structures, surrounded by snow-covered trees.

1. Black Forest Cabin • Near town and Stevens Pass

Black Forest Cabin • Near town and Stevens Pass
Leavenworth
10.0 out of 10, Exceptional, (2 reviews)
"We enjoyed the beautiful house and surroundings. Host was easy to work with."
United States
Karen L.
$760 nightly
The price is $834
Nov 15 - Nov 16
Total with taxes and fees
Black Forest Cabin • Near town and Stevens Pass
A lodge with a stone facade, a red door, and outdoor seating.

2. Fantastic three level home central to Stevens and downtown Leavenworth! HOT TUB*

Fantastic three level home central to Stevens and downtown Leavenworth! HOT TUB*
Leavenworth
9.4 out of 10, Exceptional, (233 reviews)
"Really spacious and clean. Amazing place to stay. "
United States
Jeremy B.
$698 nightly
The price is $766
Nov 16 - Nov 17
Total with taxes and fees
Fantastic three level home central to Stevens and downtown Leavenworth! HOT TUB*
A spacious kitchen with a stone backsplash, wooden dining table, and bar stools. Large windows offer a view of the mountains.

3. Leavenworth Private 5 acre Mountain Vista Retreat

Leavenworth Private 5 acre Mountain Vista Retreat
Leavenworth
9.8 out of 10, Exceptional, (41 reviews)
"We truly enjoyed our stay, it was a wonderful place to retreat with good friends!"
United States
seannao O.
$600 nightly
The price is $658
Nov 22 - Nov 23
Total with taxes and fees
Leavenworth Private 5 acre Mountain Vista Retreat
A cabin with a porch, a staircase, and a deck.

4. `Ski Chalet` A cozy little cabin in the woods

`Ski Chalet` A cozy little cabin in the woods
Leavenworth
9.8 out of 10, Exceptional, (17 reviews)
"Loved our stay! Cozy little cabin. They had everything we needed and more. We will be back for sure!"
United States
Maiya A.
$322 nightly
The price is $352
Nov 15 - Nov 16
Total with taxes and fees
`Ski Chalet` A cozy little cabin in the woods
A wooden cabin with a covered porch and a staircase leading to the entrance.

5. `Lake House` tiny cabin near Lake Wenatchee with HOT TUB

`Lake House` tiny cabin near Lake Wenatchee with HOT TUB
Leavenworth
10.0 out of 10, Exceptional, (57 reviews)
"It was a very nice and relaxing place to stay"
United States
Brett C.
$324 nightly
The price is $355
Nov 15 - Nov 16
Total with taxes and fees
`Lake House` tiny cabin near Lake Wenatchee with HOT TUB
A cozy living room with a fireplace, dining area, and kitchen.

6. Gr8 Ski & Golf, Winter Wonderland near Leavenworth - 3 bedroom townhome!

Gr8 Ski & Golf, Winter Wonderland near Leavenworth - 3 bedroom townhome!
Leavenworth
10.0 out of 10, Exceptional, (104 reviews)
"It was very cozy lots of beds and bathrooms"
United States
Kimberly
$480 nightly
The price is $524
Nov 18 - Nov 19
Total with taxes and fees
Gr8 Ski & Golf, Winter Wonderland near Leavenworth - 3 bedroom townhome!
A cabin with a wooden exterior, a porch, and a staircase leading to the entrance.

7. `Bear Den` a Cozy 1 Bedroom tiny Cabin with Hot tub

`Bear Den` a Cozy 1 Bedroom tiny Cabin with Hot tub
Leavenworth
10.0 out of 10, Exceptional, (22 reviews)
"Awesome stay close to trails and in a beautiful setting. Loved the hot tub on the patio looking out at the forest! Heather, the host, was super responsive when we had questions. Would definitely come back!"
United States
Krzysztof G.
$334 nightly
The price is $365
Nov 15 - Nov 16
Total with taxes and fees
`Bear Den` a Cozy 1 Bedroom tiny Cabin with Hot tub
A deck with a table and chairs, overlooking a forested area.

8. Studio Cabin - hot tub, near skiing, dogs welcome

Studio Cabin - hot tub, near skiing, dogs welcome
Leavenworth
9.2 out of 10, Wonderful, (82 reviews)
"This place was exactly what we needed. It’s dog-friendly, which was a huge plus—Finley gives it 5 paws! 🐾 We loved hanging out on the deck, using the BBQ, and relaxing in the hot tub. Also, I have to mention the shower pressure because it was fantastic. The chalet had tons of amenities and felt really well stocked. The walk down to the river was beautiful, and the location was perfect—close enough to town to grab whatever you need, but far enough away to feel peaceful and get away from it...
United States
Kristie Ann F.
$338 nightly
The price is $372
Nov 16 - Nov 17
Total with taxes and fees
Studio Cabin - hot tub, near skiing, dogs welcome
A log cabin with a snow-covered ground, surrounded by evergreen trees, and a mountain range in the background.

9. Sweet Private Leavenworth River Front Cabin with Fast WiFi & hot tub- Sleeps 6.

Sweet Private Leavenworth River Front Cabin with Fast WiFi & hot tub- Sleeps 6.
Leavenworth
9.6 out of 10, Exceptional, (308 reviews)
"Home was very comfortable, private and made us feel right at home."
United States
Elizabeth H.
$560 nightly
The price is $611
Nov 21 - Nov 22
Total with taxes and fees
Sweet Private Leavenworth River Front Cabin with Fast WiFi & hot tub- Sleeps 6.
A two-story lodge with a snow-covered roof, a balcony, and two garages.

10. The Leavenworth Escape

The Leavenworth Escape
Leavenworth
10.0 out of 10, Exceptional, (19 reviews)
"Had an amazing stay, super close to town but away from the noise and lights of the city and hwy, would love to stay again next year. "
United States
Seth P.
$220 nightly
The price is $232
Nov 15 - Nov 16
Total with taxes and fees
The Leavenworth Escape
A lodge with a gravel driveway, wooden exterior, and multiple cabins.

11. `Tall Pines` a cozy 1 bedroom Tiny Cabin

`Tall Pines` a cozy 1 bedroom Tiny Cabin
Leavenworth
9.6 out of 10, Exceptional, (14 reviews)
"We were really impressed by how cozy and welcoming the space was and had a great time staying as a jump off point for our outdoor adventures over the weekend!"
United States
Dillon K.
$328 nightly
The price is $359
Nov 15 - Nov 16
Total with taxes and fees
`Tall Pines` a cozy 1 bedroom Tiny Cabin
Two wooden cabins with a gravel driveway, surrounded by dense forest.

12. `Wilderness Lodge` 1 bedroom cabin in the woods

`Wilderness Lodge` 1 bedroom cabin in the woods
Leavenworth
10.0 out of 10, Exceptional, (16 reviews)
"BEAUTIFUL PLACE AND WHILE WE WERE ONLY STAYING ONE NIGHT...SO GLAD WE DID AS OPPOSED TO A HOTEL DOWNTOWN !"
United States
Starr D.
$322 nightly
The price is $352
Nov 15 - Nov 16
Total with taxes and fees
`Wilderness Lodge` 1 bedroom cabin in the woods
A cabin with a deck, outdoor seating, and a fire pit.

13. Riverfront Chalet near Lakes, Mtns. & Leavenworth

Riverfront Chalet near Lakes, Mtns. & Leavenworth
Leavenworth
10.0 out of 10, Exceptional, (13 reviews)
"The cabin and the entire property was absolutely amazing! The views were beautiful and we all had a great time! We will definitely be back!"
United States
Fabian S.
$520 nightly
The price is $571
Nov 17 - Nov 18
Total with taxes and fees
Riverfront Chalet near Lakes, Mtns. & Leavenworth
A two-story house with a balcony, surrounded by a snowy landscape and tall trees.

14. Leavenworth Cabin Close To Town And Jaw Dropping View!

Leavenworth Cabin Close To Town And Jaw Dropping View!
Leavenworth
8.4 out of 10, Very good, (80 reviews)
"There was glitch with the cleaning crew when we wanted to check in. Maurine was amazingly communicative and helpful in the process. She went above and beyond! The cabin was clean, spacious, and comfortable for our large family. Highly recommended!"
United States
Amy S.
$389 nightly
The price is $427
Nov 30 - Dec 1
Total with taxes and fees
Leavenworth Cabin Close To Town And Jaw Dropping View!
An outdoor patio with a fire pit, seating, and a view of the landscape.

15. Leavenworth Farmhouse - Sled Hill, Hot Tub, Game Room, Bunk Room!

Leavenworth Farmhouse - Sled Hill, Hot Tub, Game Room, Bunk Room!
Chelan County
10.0 out of 10, Exceptional, (28 reviews)
"It was a really lovely stay, they were so welcoming and responsive! We would love to come back"
United States
Alia P.
$1,478 nightly
The price is $1,581
Dec 3 - Dec 4
Total with taxes and fees
Leavenworth Farmhouse - Sled Hill, Hot Tub, Game Room, Bunk Room!
A resort with multiple wooden cabins, a pond with a fountain, and mountains in the background.

16. Winter Getaway - Walk to Downtown

Winter Getaway - Walk to Downtown
3.5 star property
Leavenworth
$700 nightly
The price is $782
Dec 6 - Dec 7
Total with taxes and fees
Winter Getaway - Walk to Downtown
A traditional European building with a balcony, a clock, and flags.

17. Alpine Escape (2 Bed/2 Bath)

Alpine Escape (2 Bed/2 Bath)
Leavenworth
9.8 out of 10, Exceptional, (207 reviews)
"We enjoy the stay at this beautiful home away from home. Very nice place, perfect for my boys and myself. We had all we needed to enjoy our vacations."
United States
Leticia A.
$291 nightly
The price is $323
Nov 13 - Nov 14
Total with taxes and fees
Alpine Escape (2 Bed/2 Bath)
A spacious kitchen with wooden cabinets, a central island, and a dining area with a table set for four.

18. Creekside Lodging, Perfect Family Vacation, Recreation Area, Games, Pet Friendly

Creekside Lodging, Perfect Family Vacation, Recreation Area, Games, Pet Friendly
Leavenworth
9.8 out of 10, Exceptional, (342 reviews)
"Beautiful property"
United States
Ryan B.
$768 nightly
The price is $839
Nov 15 - Nov 16
Total with taxes and fees
Creekside Lodging, Perfect Family Vacation, Recreation Area, Games, Pet Friendly
A building with a clock tower, a wooden pergola, and a stone waterfall feature.

19. Icicle Resort• Pool • Hot Tub • Walk to Town • AC

Icicle Resort• Pool • Hot Tub • Walk to Town • AC
Leavenworth
9.6 out of 10, Exceptional, (20 reviews)
"Lovely and perfectly located condo."
United States
Sandra
$272 nightly
The price is $302
Nov 15 - Nov 16
Total with taxes and fees
Icicle Resort• Pool • Hot Tub • Walk to Town • AC
A rustic cabin with a wooden exterior, a front porch, and a small front yard with bushes.

20. Downtown Leavenworth King Suite #21 + parking

Downtown Leavenworth King Suite #21 + parking
Downtown Leavenworth
9.0 out of 10, Wonderful, (38 reviews)
"Loved our stay! Place was clean, cute and cozy. Just what we were looking for in the heart of Leavenworth Had questions mid-visit and the response time from management was prompt and super helpful"
United States
Maxine B.
$219 nightly
The price is $242
Nov 22 - Nov 23
Total with taxes and fees
Downtown Leavenworth King Suite #21 + parking
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 Winton Hotel Reviews

Icicle Village Resort

Icicle Village Resort

10/10 Excellent
"The room was a good size, the pool hot tub area was amazing and the mini golf was a lot of fun. Breakfast was 10 out of 10. Overall it was a very good stay for a family."
Alejandra 1-night trip
Posted 1 hour ago
Icicle Village Resort

Find out more about Winton

Everything you need to know about Winton 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 Winton 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 Winton vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winton vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winton. 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 Winton 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 $168 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 Winton rentals

At Expedia, we put the best Winton 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 Winton 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 Winton 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 Winton. 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 a vacation rental in Winton?

Yes, there are vacation rentals close to top sights in Winton, or you can go with a more remote option if you want a relaxing place to stay. Winton is known for its parks.

What are some of the best vacation rentals that Winton has to offer?

Heaven Can Wait Lodge ~ Riverfront Estate on 12 Private Acres ~ Expansive Views: Visitors like this Winton vacation home rental. It is located on a river and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 7 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 patio, a garden, and an arcade game room so you can immerse yourself in your vacation.

What’s there to see and do in Winton?

Explore the area and family-friendly sights such as Leavenworth Reindeer Farm, or get out into nature at a spot like Lake Wenatchee State Park. Kahler Glen Golf & Ski Resort and Lake Wenatchee are a couple of places you'll find in the larger area.

What’s a vacation rental in Winton like?

Vacation rentals are private properties where you can stay for a couple of days or more in Winton. Vacation rentals offer extras such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for family trips.