Vacation rentals in Winthrop

Book unique vacation rentals, houses, and more on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Winthrop vacation rentals

Stay near Winthrop's top sights

Old Schoolhouse Brewery70 locals recommend
Rocking Horse Bakery61 locals recommend
Arrowleaf Bistro56 locals recommend
Copper Glance55 locals recommend
East 20 Pizza49 locals recommend
Evergreen IGA46 locals recommend

Apartment rentals in Winthrop

Superhost
A fire pit area is highlighted by two pink chairs facing a stone fire pit, surrounded by a garden with colorful flowers and greenery. A white trellis stands in the background, with a two-story green house visible behind the well-maintained outdoor space.
Apartment in Tonasket
4.8 out of 5 average rating, 140 reviews

Rolling Hills Guest House

ShelleyRating, 5 stars2 months ago
Just what I needed in a place to stay for a few weeks for school. Clean, quiet, warm. Mindy was responsive and flexible with my questions and needs.
Guest favorite
A cozy living area features comfortable leather seating arranged around a central table, with a fireplace creating a focal point. Large windows allow natural light to fill the space, while decorative wall art adds subtle character. A television is positioned for viewing convenience.
Apartment in Leavenworth
4.92 out of 5 average rating, 607 reviews

All the Comforts of Home in Leavenworth

TimRating, 5 stars2 weeks ago
The place was SPOTLESS! Clearly a well-managed rental. Good size, with a very usable kitchen. I didn't love the main bed (I thought there was a slight tendency to roll in to each other) but given the rest of the advantages, I would not hesitate to book this place again. I think it would be particularly good for people with two kids, given the two bathrooms, the kids' bedroom with two beds, the clothes washer/dryer, and enough hang-out space.
Top guest favorite
A spacious studio layout offers a comfortable couch positioned near a wooden coffee table. A queen-sized bed is framed by two windows, allowing natural light to fill the room. Wooden accents and soft furnishings create a warm atmosphere.
Apartment in Leavenworth
4.95 out of 5 average rating, 430 reviews

Wedge Mountain View Studio

BeverlyRating, 5 stars2 weeks ago
I had a lovely stay! The space is the perfect size for one person or a couple. It was super clean and had everything needed. The bed was also very comfortable! The views are gorgeous too! Jennifer was very kind and responsive as well. I'd definitely stay again and highly recommend! :)
Top guest favorite
The bright living area is complemented by large windows allowing natural light to fill the space. A comfortable sectional sofa is positioned near the center, with a dining table set against the backdrop of glass doors leading to a private deck. A potted plant adds a touch of greenery.
Apartment in Leavenworth
4.96 out of 5 average rating, 338 reviews

Mountain Ash Retreat 5min walk to village.

Leya and EwanRating, 5 stars2 days ago
Holly’s place in Leavenworth is in a great location, quiet, private, and well set up for a get away. It’s not pretentious or over the top. The balcony is great to get some evening rays and there is plenty of space for two. Highly recommend and will hopefully be back.
Top guest favorite
The charming exterior of the building features a red door framed with colorful flower boxes. Two chairs and a small table are placed outside, inviting relaxation. The house is surrounded by lush greenery, and the roofline is accented with a decorative gable.
Apartment in Leavenworth
4.96 out of 5 average rating, 716 reviews

Cozy place

TeriRating, 5 stars2 weeks ago
Perfect location close enough for a quick walk to town if you head left out the front door or head right for essentials from the little grocery store with a nice deli. We were far enough away from the main strip for a peaceful night sleep. I even baked a loaf of Sourdough bread in the oven!
Guest favorite
A cozy corner features a stone fireplace with a mounted television above it. A dark leather armchair is positioned nearby, complementing the warm wooden tones of the flooring and walls. A small basket holds neatly stacked firewood, adding to the inviting atmosphere.
Apartment in Winthrop
4.89 out of 5 average rating, 161 reviews

Riverside Avenue Retreat in Downtown Winthrop

MarcusRating, 5 stars3 months ago
Location, location, location! This is THE place if you want to be right in the middle of everything, yet hear nothing. Cross the street to a bar, or walk a half block to a brewpub and a cantina. Plenty of shops to peruse; amazing coffee 2 blocks away. The only time we used the car was to leave town to snowshoe and check out local sites. Bed was super comfy, and the smart TV was appreciated. All in all, exactly what we were looking for. Will stay again!
Guest favorite
A living area is featured with a comfortable sofa and an armchair displaying a nature-themed pattern. A wooden coffee table sits in front, while a flat-screen television is mounted on the wall above a console with a decorative lamp and a few items. Natural light enters from a nearby window.
Apartment in Peshastin
4.88 out of 5 average rating, 241 reviews

River Front Condo STR #00071

Alexander ErvingRating, 5 stars2 months ago
This place was perfect! We just need a quick birthday weekend getaway. Fred went above and beyond to make sure we had everything we needed. The place was clean, well organized and offered more than we expected. Perfect location, outstanding host, and a perfect setup!
Top guest favorite
The living area features cozy seating with two armchairs and a sofa, arranged around a coffee table. A large window offers views of surrounding nature, while a flat-screen television is mounted on the opposite wall. Wooden accents contribute to the warm atmosphere.
Apartment in Leavenworth
5 out of 5 average rating, 11 reviews

The Bloom Inn

SpencerRating, 5 stars2 months ago
The Bloom Inn is very cozy and in a lovely location to explore Leavenworth without being right in the middle of the bustle. The space is very cute and comfortable, and has beautiful views onto an orchard. Mark was very helpful and not intrusive at all. He was very kind to ensure that the driveway was plowed of snow so we had an easy time coming and going. I would stay here again, and I will definitely recommend it to others!

Other great vacation rentals in Winthrop

Guest favorite
Condo in Leavenworth
4.94 out of 5 average rating, 168 reviews

Walk to Town*Steps to Pool*Views Mountains & Golf

KaylaRating, 5 stars3 months ago
We stayed at Kim’s place for a girls getaway. We needed a place that was easy on the pocket and in walking distance of downtown. Kim’s place was perfect! We got some Insta-worthy shots from the balcony. Jacuzzi was perfect, after freezing walk from downtown. Beds were comfy! Space was clean and stocked with essentials. We would stay here again!
Top guest favorite
Chalet in Leavenworth
4.97 out of 5 average rating, 254 reviews

Chalet on 5+ Acres

JoelRating, 5 stars2 months ago
We had our family together for some February Winter fun. We appreciated all of the information about "Things to Do" "Places to Visit / Eat / Play". The home was well equipped and gave each of us (three couples) enough social space as well as personal space. Would recommend this location and property to those coming with similar size families.
Top guest favorite
A patio is furnished with a glass table and four chairs, featuring tropical-patterned cushions. An umbrella provides shade, while a colorful rug adds texture. Lush green vineyards and rolling hills can be seen in the background under a partly cloudy sky.
Farm stay in Chelan
5 out of 5 average rating, 7 reviews

Howling Coyote Ranch!

LisaRating, 5 stars8 months ago
This location is a comfortable space with all the amenities we could have asked for. The location is beautiful with lovely views out every window. The hosts were welcoming and helpful with recommendations and offers to help with anything we might need. Will stay again.
Guest favorite
Cabin in Leavenworth
4.91 out of 5 average rating, 92 reviews

Log cabin, large deck, views at Kahler Glen

PiotrRating, 5 stars3 months ago
Amazing log cabin in a beautiful location right off of the cross country trials and close to downhill at Stevens.
The villa showcases a rustic Provencal-style architecture with a stone tower and large windows. Colorful flowers and greenery enhance the entrance, leading to a welcoming courtyard. The exterior features a combination of yellow stucco and stone, set against a clear sky.
Villa in Chelan
4.9 out of 5 average rating, 103 reviews

The Villa at Siren Song Vineyard Estate and Winery

AshleyRating, 5 stars6 months ago
The view alone is worth the cost! We awoke to a spectacular view of the lake and mountains. The property was beautiful and so unique. The beds were so comfy, we slept so well after a long day of sightseeing and exploring the area. It was beautiful and peaceful, which was exactly what I was looking for. Thank you to Kevin and Holly for a wonderful escape to one of the most breathtaking areas of the country! I definitely want to come back!
Guest favorite
Home in Conconully
4.9 out of 5 average rating, 42 reviews

Conconully Lake Lodge Sleeps 14

CathyRating, 5 stars2 months ago
Very comfortable, clean house. Great location with lots of room for adults and littles to have their own space. Great weekend with friends snowmobiling and enjoying the local restaurants!
Superhost
The exterior of the rental house is captured at night, featuring modern architectural lines and large windows that offer glimpses of interior lighting. A porch extends across the front, illuminating the area with soft overhead lighting, set against an open grassy landscape.
Home in Winthrop
4.91 out of 5 average rating, 11 reviews

Wolf Creek Lodge

InezRating, 5 stars2 months ago
The house is beautiful, very well stocked, and extremely comfortable. It is located outside of the main street of Winthrop but right on the ski trail. The kids stepped out of the house and went skiing at all hours!
Guest favorite
An aerial view of a newer construction home surrounded by a spacious yard. A large in-ground pool is visible in the backyard, along with a deck accessible from the upper level. The property is well-maintained, featuring a manicured lawn and a driveway leading to a garage.
Home in Manson
4.9 out of 5 average rating, 49 reviews

Lake Views, Heated Pool and Game Room. STR # 730

CristinRating, 5 stars9 months ago
Such a great gem! Will stay again!

Quick stats about vacation rentals in Winthrop

  • Total rentals

    90 properties

  • Nightly prices starting at

    $80 before taxes and fees

  • Total number of reviews

    5.3K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Your guide to Winthrop

Welcome to Winthrop

This 1883 Gold Rush settlement has stuck to its guns, becoming an Old West theme town complete with Washington’s oldest legal saloon. The north-central mountain outpost of Winthrop is a jumping-off point for outdoor adventures in the glacially carved Methow (“Me-tow”) Valley, including lakes ideal for fly-fishing and paddling. Cross-country skiers will find the biggest system of Nordic trails in the country here.

Winthrop is also a popular base for the Pasayten Wilderness, 531,000 acres fringing the Canadian border. This rugged, remote area within the Okanogan-Wenatchee National Forest straddles the crest of the Cascades and has almost 150 mountains topping 7,500 feet. The contiguous states’ largest population of lynx live in this wilderness, among the moose, bighorn sheep, and gray wolves. With so much beauty all around you, don’t forget to look up in Winthrop. On clear nights, the tiny, low-lit Winthrop and its surroundings reveal a blaze of stars — and sometimes even the Northern Lights.


The best time to stay in a vacation rental in Winthrop

Western Washington’s rainforests and lush maritime climate give way to high, dry steppes to the east. Winthrop sits at the northernmost edge of the “Sagebrush Sea” that once blanketed much of the American West. Expect heat and clear skies in summer, with cold settling in from mid-November to mid-February. July and August remain best for outdoor activities.

Events-wise, February brings a snowshoe softball tournament, while photographers swoon over March’s Winthrop Balloon Roundup. Check out May’s 49er Days, a festival of Western history. As the weather warms up, don’t miss mid-July’s Rhythm & Blues Festival. Round out the year with September’s Steampunk Rendezvous and a cowboy Christmas extravaganza in late November.


Top things to do in Winthrop

Dry Falls

Dry Falls State Park, 109 miles southeast of Winthrop, shelters one of the most staggering landscapes along the Ice Age Floods National Geologic Trail. Ice dams near the modern border of Idaho and Montana burst repeatedly, sending wave after wave of water toward the Pacific. The biggest were equal to ten times the output of all the world’s rivers combined. Together they sculpted this 3.5-mile basalt chasm with a drop of 400 feet — which would’ve made Dry Falls wider and taller than Niagara Falls.

Shafer Historical Museum

Prospect for Western nostalgia with the Shafer Historical Museum’s collection of artifacts and historic buildings. Peer into Washington’s pioneer past through exhibits featuring sackcloth dresses, plows, windmills, and mining equipment.

TwispWorks

This cultural campus occupies an old ranger station, 9 miles south of Winthrop. It includes food trucks, a nursery, artist and artisan studios, and a free interpretive center honoring the original Native inhabitants of the area. Originally funded by anonymous donors, this dynamic project became self-sustaining after ten years in 2019.

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Winthrop?

    Yes! Work meets play with ease at over 30 vacation rentals in Winthrop featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Winthrop?

    Four-legged friends are welcome in Winthrop. Choose from more than 30 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in boutique hotel rentals in Winthrop?

    Experience the best of Winthrop with our boutique hotel rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do hotel rentals in Winthrop have self check-in?

    Absolutely! We offer over 10 hotel rentals with self check-in in Winthrop. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Winthrop have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Winthrop. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Winthrop?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with self check-in, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. United States
  3. Washington
  4. Okanogan County
  5. Winthrop