
Family-friendly vacation rentals in Winthrop
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Winthrop
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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!

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.

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 trails 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.

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.

Artemisia: A Net-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.

All Seasons Mountain Retreat-Ski in/out- WiFi 150
Ski in/ ski out, bike and hike to famous Methow cross-country trails and town! Fastest WiFi in Methow 148+Mbps 220 volt EV charger coming soon - request charger Close to everything you need, including trails, dining, cinema, and shopping. Modern conveniences in the pristine beauty of the Methow Valley - air conditioners, smart TVs, new appliances, new carpet, King size sleep number bed, a lovely patio, and a propane fireplace. Excellent place for families

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!

The Hobbit Inn
In a quiet fold of the mountains above the great Columbia River lies a small curious dwelling built into the hill. Through its round green door you’ll find a snug room, a steady fire, and quiet enough to hear your thoughts. It was made for those who take joy in small comforts and simple work. Here, time lingers, tea tastes better, and the world feels just a bit larger beyond the door.

Silverstar Bungalow- Downtown Winthrop
The Silverstar bungalow is great for those who want complete independence from the happenings of the hostel. While guests are welcome to the hostel communal areas, you’ll find you have everything you need in the bungalow with its own kitchenette, full bathroom, and large patio overlooking town. Perfect for a weekend getaway.
Popular amenities for Winthrop family-friendly rentals
Family-friendly home rentals with a hot tub

PNW Hideout Cabin. Modern cabin in the woods!

Penthouse-Stunning Views-Pool, Hot Tub

Riverfront cabin sleeps 4 with a hot tub

Top floor 2BR condo w pool & hot tub open all year

Osprey Acres: Modern Suite, HotTub, Hiking Trails

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

Sleepy Bear Lodge

Grinning Bear Cabin
Family- and pet-friendly home rentals

Mountaintop Hideaway | Private Hot Tub Deck

River Front | Mountain Ski Cabin

Bright 1BR Retreat with On Methow Trail Ski-In/Out

Log Home at Lost River & Methow Rivers Confluence

2BR Saskatoon Cottage - Okanogan WA (4 mi to Omak)

Sunflower Resort Arnica Cabin ~ King/Queen

Après Cabin | Designer Lakeside Cabin, Gear Garage

Secluded Getaway with Sauna, Hot Tub & Cold Plunge
Family-friendly home rentals with a pool

Leavenworth Country Stay

Indoor Pool & Hot Tub | Easy Access to Town

Luxury Retreat with Heated Pool, Hot Tub & View

Port Cabana - Unit 3

Chelan Condo | Breathtaking Mountain & Lake Views

Waterfront Studio Condo on Lake Chelan

Luxury/Seasonal pool/Hot Tub/Fire Pit/Outdoor fun

Lake Chelan View Condo
When is the best time to visit Winthrop?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$63,149 GYD | G$65,449 GYD | G$48,512 GYD | G$56,458 GYD | G$56,458 GYD | G$58,549 GYD | G$62,522 GYD | G$59,803 GYD | G$56,458 GYD | G$58,131 GYD | G$55,412 GYD | G$64,195 GYD |
| Avg. temp | -2°C | 0°C | 5°C | 10°C | 15°C | 18°C | 23°C | 23°C | 17°C | 9°C | 2°C | -2°C |
Quick stats about vacation rentals that are family-friendly in Winthrop

Total vacation rentals
Explore 30 vacation rentals in Winthrop

Nightly prices starting at
Winthrop vacation rentals start at G$31,365 GYD per night before taxes and fees

Verified guest reviews
Over 2,040 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Winthrop vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Winthrop rentals

4.9 Average rating
Winthrop stays are highly rated by guests—averaging 4.9 out of 5!
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