
Family-friendly holiday rentals in Winthrop
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Top-rated family-friendly rentals in Winthrop
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

★ Cozy Cabin in the Woods ★ near Mazama/Winthrop
Serene base camp in a forested neighborhood 3 miles from Mazama and 10 miles from the Old West town of Winthrop, WA. This 2-BR, 2-BA cabin is a perfect getaway for outdoor lovers, remote workers, and families seeking nature and tranquility What You’ll Love 🌲 Next to national forest 🚴♀️ Minutes from biking, hiking, climbing, fishing & rafting 🎿 Access to 200+ km of cross-country ski trails 🍂 Peaceful spring & fall escapes 💻 Fast, reliable internet 🎁 Welcome bottle of red from local winery

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!

Base Camp 49
Base Camp 49 is a purpose built micro resort of four two-bedroom nightly rental homes, sleeping up to 6 guests each. Located on the ski trails in the heart of Mazama and the bank of the Methow River. All cabins enjoy covered patios, propane fire pits, and stunning views. Each casita is tastefully furnished with modern décor making the perfect place to relax and build memories. The individual units are named after the nearby mountains: Goat Peak, Sandy Butte, Flagg Mountain and Lucky Jim Bluff.

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.

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!

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

Winterfest | Pool & Hot Tub | Easy Access to Town

Penthouse-Stunning Views-Pool, Hot Tub

Snowy River Views, 2 King Beds, Hot Tub & Fire Pit

Earthlight 6

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

Osprey Acres: Modern Suite, HotTub, Hiking Trails

Sleepy Bear Lodge

Grinning Bear Cabin
Family- and pet-friendly home rentals

Mountaintop Hideaway | Private Hot Tub Deck

Eagles Nest, Romantic escape away from everything!

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

Sunflower Resort Daisy Cabin ~ Queen/2 Twin XLs

Spectacular Views 3BR Ranch with Hot Tub

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

Secluded Getaway with Sauna, Hot Tub & Cold Plunge

Sweet Mazama Cabin Pet-Friendly Near Hike Trails
Family-friendly home rentals with a pool

Leavenworth Country Stay

Chelan Waterfront 2BR|2BA Suite

Chelan Resort Suites: Water Sunset #303

Port Cabana - Unit 3

Lakefront Condo | Breathtaking Mountain Views

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

Waterfront Studio Condo on Lake Chelan

Private Pool/Stunning lake+mtn views/Close to town
When is the best time to visit Winthrop?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $387 SGD | $401 SGD | $297 SGD | $346 SGD | $346 SGD | $359 SGD | $383 SGD | $366 SGD | $346 SGD | $359 SGD | $346 SGD | $359 SGD |
| 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 holiday rentals that are family-friendly in Winthrop

Total holiday rentals
Explore 30 holiday rentals in Winthrop

Nightly prices starting at
Winthrop holiday rentals start at $192 SGD per night before taxes and fees

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Winthrop holiday rentals include wifi 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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