Winthrop vacation rentals

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Top-rated vacation rentals in Winthrop

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite

Cabin in Winthrop

4.95 out of 5 average rating, 167 reviews

Three Brothers Cabin

Newer modern cabin minutes to Mazama and 10 min drive to Winthrop. You will be surrounded by hundreds of miles of XC trails, biking, hiking trails, beautiful lakes and rivers. Our cabin was build in 2018 with traditional cabin feel done in a modern way. It features gourmet kitchen, 3 bd, 2 bath, large open common area, dining room, bar, open loft with TV, and foosball table. We have AC We are dog friendly with approval but pets do require extra cleaning, we ask for a pet fee of $80 per Dog.

Apr 19 – 26

G$55,329 GYD per night
Guest favorite

Villa in Waterville

4.96 out of 5 average rating, 296 reviews

Earthlight 6

The villa on top of the world! Earthlight™ is built high atop Pioneer Ridge near Orondo, Washington. With sweeping views of the Columbia River, our unique homes are specifically designed to experience the combination of luxury living and the beauty of nature. Relax in our hot tub while watching the sun descend behind the snowy mountains. Explore our wild trekking paths in spring and summer, and snowshoe through the hills in winter. Watch the deer wander by. Earthlight™ has it all, and then some.

Mar 6 – 13

G$126,759 GYD per night
Guest favorite

Tiny home in Okanogan County

4.95 out of 5 average rating, 223 reviews

Lost River Tiny House

The Tiny House may be tiny, but she be fierce! It is packed full, inside and out, with all the things you need for a lovely unplugged stay in the North Cascades. Wake up to birds singing, take your coffee outside on the large wraparound deck and breathe in the fresh mountain air. After a day exploring, come back to enjoy a drink and some sort of treat you may have picked up from the Mazama Store. Please be aware that there is no WiFi! And you may not have cell coverage. Did we mention no WiFi?

May 13 – 20

G$22,407 GYD per night

Popular amenities for Winthrop vacation rentals

Stay near Winthrop's top sights

Three Fingered Jack’s Saloon36 locals recommend
Sheri's Sweet Shoppe41 locals recommend
East 20 Pizza49 locals recommend
Old Schoolhouse Brewery70 locals recommend
Methow Valley Ciderhouse40 locals recommend
Duck Brand Hotel and Restaurant34 locals recommend

Other great vacation rentals in Winthrop

Guest favorite

Bungalow in Leavenworth

5.0 out of 5 average rating, 204 reviews

Camp Howard

Nov 28 – Dec 5

G$87,704 GYD per night
Guest favorite

Cabin in Mazama

4.89 out of 5 average rating, 159 reviews

Log Home at Lost River & Methow Rivers Confluence

Jun 9 – 16

G$85,993 GYD per night
Guest favorite

Home in Mazama

4.94 out of 5 average rating, 130 reviews

★ Cozy Cabin in the Woods ★ near Mazama/Winthrop

Aug 15 – 22

G$65,358 GYD per night
Guest favorite

Bungalow in Pateros

4.96 out of 5 average rating, 211 reviews

Charming Secluded Bungalow with River Views

Dec 25 – Jan 1

G$38,352 GYD per night
Guest favorite

Guest suite in Entiat

4.94 out of 5 average rating, 102 reviews

Two Rivers Getaway

Jun 14 – 21

G$21,543 GYD per night
Guest favorite

Chalet in Okanogan County

4.97 out of 5 average rating, 101 reviews

Cub House

Nov 11 – 18

G$104,215 GYD per night
Superhost

Townhouse in Okanogan

4.86 out of 5 average rating, 174 reviews

1BR Pine Cone Cottage - Okanogan WA

Feb 23 – Mar 2

G$14,489 GYD per night
Guest favorite

Guesthouse in Winthrop

4.99 out of 5 average rating, 87 reviews

Lovely 1-bedroom guest house, downtown Winthrop.

Jan 9 – 16

G$51,429 GYD per night
Guest favorite

Vacation home in Winthrop

4.96 out of 5 average rating, 53 reviews

Trailside vacation home—easy walk to Winthrop

Jun 3 – 10

G$68,806 GYD per night
Guest favorite

Cabin in Winthrop

4.93 out of 5 average rating, 59 reviews

#7 / River Pines Inn - River Cabin (Dog-Friendly)

Mar 7 – 14

G$46,437 GYD per night
Guest favorite

Farm stay in Twisp

5.0 out of 5 average rating, 11 reviews

Cabin on the Twisp River

May 19 – 26

G$32,584 GYD per night
Guest favorite

Cabin in Winthrop

4.98 out of 5 average rating, 46 reviews

Mazama Mountain Hideaway

Oct 21 – 28

G$49,499 GYD per night

Other great vacation rentals in Winthrop

Guest favorite

Guesthouse in Brewster

4.89 out of 5 average rating, 38 reviews

Sweet Studio near the Columbia River and Cove Park

Mar 3 – 10

G$18,899 GYD per night
Guest favorite

Farm stay in Leavenworth

4.99 out of 5 average rating, 92 reviews

Peaceful Soujourn at Snowgrass Farm Stay

Jun 3 – 10

G$25,533 GYD per night
Superhost

Cabin in Mazama

4.92 out of 5 average rating, 50 reviews

Sven's North Cascades Basecamp:

Jun 8 – 15

G$48,195 GYD per night
Guest favorite

Home in Methow

5.0 out of 5 average rating, 14 reviews

Dreamy Mountain View Cottage + Creative Work Space

Apr 26 – May 3

G$31,155 GYD per night
Guest favorite

Home in Winthrop

4.95 out of 5 average rating, 62 reviews

Spring Creek Ranch House

Sep 7 – 14

G$82,143 GYD per night
Superhost

Cottage in Twisp

4.95 out of 5 average rating, 43 reviews

An Unexpected Twisp

May 30 – Jun 6

G$43,744 GYD per night
Guest favorite

Cabin in Leavenworth

4.95 out of 5 average rating, 77 reviews

Modern A-Frame Cabin w/stunning views - Dawn Cabin

Jun 29 – Jul 6

G$76,651 GYD per night
Guest favorite

Home in Chelan

5.0 out of 5 average rating, 16 reviews

Serene Lakefront lodge-/private dock & hot tub

Dec 23 – 30

G$120,986 GYD per night
Guest favorite

Cabin in 100B Boone Ave Conconully, Wa 98819

5.0 out of 5 average rating, 6 reviews

NorthFork Lodge Cabin #2 "The Pine"

Apr 14 – 21

G$28,203 GYD per night
Guest favorite

Cabin in Riverside

4.99 out of 5 average rating, 67 reviews

Jade Lake Cabin near Omak, Wa

Nov 14 – 21

G$61,584 GYD per night
Guest favorite

Home in Chelan

5.0 out of 5 average rating, 13 reviews

Cougar Crossing Lakehouse STR000882

Jan 25 – Feb 1

G$96,663 GYD per night
Superhost

Cabin in Winthrop

4.84 out of 5 average rating, 166 reviews

Gardner View Cabin- Dog Friendly!

Nov 17 – 24

G$23,902 GYD per night

Quick stats about vacation rentals in Winthrop

Total rentals

70 properties

Rentals with dedicated workspaces

30 properties have a dedicated workspace

Pet-friendly rentals

30 properties allow pets

Family-friendly rentals

30 properties are a good fit for families

Total number of reviews

4.2K reviews

Nightly prices starting at

G$6,283 GYD before taxes and fees

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 bed and breakfast rentals in Winthrop have wifi?

    Absolutely! We offer over 10 bed and breakfast rentals with wifi 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.

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

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

  • Are there family-friendly house rentals in Winthrop?

    Winthrop has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with wifi, over 10 homes with a bbq area, over 10 homes with self check-in, 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