
Family-friendly holiday rentals in Winthrop
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Top-rated family-friendly rentals in Winthrop
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Lovely 1-bedroom guest house, downtown Winthrop.
Enjoy the convenience of staying in town, but tucked away just far enough to create a peaceful stay while you explore the Methow Valley. We welcome you to the Sweet Grass Suite, your little sanctuary within a 2 minute walk across the Chewuch River to all the shops, restaurants and activities of downtown Winthrop. With a luxurious king bed and a sofa pullout couch, the guesthouse is best for a couple or close friends. We invite you to lodge with us and use our new guesthouse as your basecamp!

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?

410 Bluff Street
410 Bluff Street is the upstairs of a comfortable home overlooking the Chewuch River located three blocks from downtown Winthrop. It is a private and quiet space with large windows providing generous views of the river habitat. With a deck overlooking the river below, this space offers the unique combination of intimacy with nature and the convenience of town living. If you have children (or are 3+ travelers) please pay special attention to the information and requests noted below. Thank you!

1BR Pine Cone Cottage - Okanogan WA (4 mi to Omak)
1BR Pine Cone Cottage is a bit of wild west and a bit of man cave shoehorned into a wee depression-era cottage in beautiful north central Washington State. Small but comfy, with wifi and smart TV (antenna/Netflix), western fiction/non-fiction, this is a NW history lover's ideal base camp. The region boasts great fishing lakes and is a hiker's paradise. Not suitable for children or the physically challenged. No pets (allergen-free space for family). Possible early checkin or late checkout.

Bunkhouse on the River
Cozy and comfortable Studio w/ private entrance & 500' river front in Carlton, WA. Queen bed, WIFI, Dish Network TV, Toaster, Microwave, Coffee Pot, Keurig, Full size Refrigerator/Freezer. Sorry, no cooking inside, there's a Blackstone Propane Griddle on the deck with cookware. Walk in shower with glass doors. Private deck with seating, propane fire pit (usable winter only), hot tub. Enjoy the yard, hammock, pick fresh fruit (in season), follow the path to the river and fish (in season)

Private bedroom suite with office a mile to town
Our barn house is a unique and tranquil getaway, about a mile from town. We live up on the top level second floor and your all inclusive private space has one bed room, lounge area and full bathroom which is on the first floor. This is a working horse property so you will most likely hear farm noises and the sounds of horses outside your window. Enjoy a picnic area with a BBQ and picnic table provided. There is also a semi private sitting area by the willow tree with a fire pit.

Okanogan River Guest House in Tonasket
Welcome to our newly renovated and enlarged 1 bedroom, 1 bath cottage in Tonasket with a full size pullout couch bed in the living room and a queen size bed in the bedroom. It is a 5 minute walk into town and the property is surrounded by orchards and the Okanogan River, and our 1 acre includes chickens in a fenced pasture, as well as 2 small dogs and a cat. You will hear rural sounds of farmers, some highway noise, and the peace of nature on the river. No pets please.

Riverside Avenue Retreat in Downtown Winthrop
Riverside Avenue Retreat(a legal, licensed nightly rental with a current Okanogan County health permit as required by law) is located right in the heart of downtown Winthrop, and is close to the old western boardwalk, shops and eateries. It is a complete apartment suite where you can stay for awhile. There is a King bed, a gorgeous fireplace setting, Smart TV and a comfortable Queen size sofa sleeper, and so much more. Shared parking is available behind building.

The Caboose in Conconully
This property is located on Salmon Creek in the historic town of Conconully Washington! There are 2 lakes within walking distance for fishing or swimming. There is also a grocery store, and 2 restaurants/bars. Plenty of fishing available on both lakes. If you need a fishing pole, just let us know. There are amazing mountains to explore and many nearby towns to visit. Our little town is full of deer for your viewing pleasure. We have a wonderful state park as well.

Cascade Cabin near Mazama/Winthrop
Cascade Cabin is nestled in a beautiful forested community located between Mazama and Winthrop. Our cabin features a modern chef's kitchen, spacious open living and dining area, 2 bedrooms and 1 bathroom. High speed Wifi is available for remote work, or just unplug and enjoy all the valley has to offer. Incredible XC ski and mountain bike trails, epic hiking, rock climbing and more surround us in the Methow Valley. 5 minutes to Mazama Store; 12 minutes to Winthrop.

Artemisia: A Zero-Energy Home- Walk to Town
This light-filled home is the perfect escape. Artemisia is within walking distance of the cafes, restaurants, and shopping of Winthrop but feels miles away. After an active day of skiing, hiking, fly fishing, or just relaxing, you can kick back and take in the expansive views of Mount Gardner. Have dinner at one of the many nearby restaurants or stay in and take advantage of the well-stocked kitchen with induction range. It's a peaceful, laid-back gathering place.

Trailside vacation home—easy walk to Winthrop
Enjoy the central location in the heart of the Methow Valley from this fully equipped, family-friendly, trailside home! Truly a basecamp for adventures to North Cascades National Park, local nordic and back country skiing, hiking and mountain biking. An easy 15 minute walk to downtown Winthrop across a beautiful suspension bridge, a 5 minute walk to the grocery store and dining options makes this a prime location for your getaway!
Popular amenities for Winthrop family-friendly rentals
Family-friendly home rentals with a hot tub

PNW Hideout Cabin. Modern cabin in the woods!

Snowshine Cabin - Charming, Updated Basecamp

Penthouse-Stunning Views-Pool, Hot Tub

Winter Escape | Hot Tub | Cold Plunge | Sauna

Earthlight 6

Thyme Out-Hot Tub, WIFI, Dog Space, Forest, BBQ

Osprey Acres: Modern Suite, HotTub, Hiking Trails

Grinning Bear Cabin
Family- and pet-friendly home rentals

Cozy modern chalet in private forested setting

Rolling Hills Guest House

Bright 1BR Retreat with Big Views On Methow Trail

Cabin on the Twisp River

The Sleepy Sasquatch

Happy Place

Sunflower Resort Balsam Cabin ~ 2 Queens

"Bear Den" a Tiny Cabin with New Private HOT TUB
Family-friendly home rentals with a pool

Leavenworth Country Stay

Indoor Pool | Hot Tub | Games | Lake Access

Chelan Waterfront 2BR|2BA Suite

Kid-friendly, waterfront condo w/ pool & hot tub

A Vineyard Stay, Savor the Serenity of Manson

Port Cabana - Unit 3

Romantic Boutique Getaway with Modern Remodel.

Condo in Chelan - Mountain Views
Quick stats about holiday rentals that are family-friendly in Winthrop
Total rentals
30 properties
Nightly prices starting at
$246 AUD before taxes and fees
Total number of reviews
1.9K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
30 properties include access to Wi-Fi
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