
Holiday rentals in Winthrop
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Top-rated holiday rentals in Winthrop
Guests agree: these stays 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!

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)

The Farm House at Chelan Valley Farms (STR00794)
At Chelan Valley Farms our guesthouse offers sweeping views of our vineyard, orchard, Roses Lake, the Cascade Mountains & wineries-all best seen while relaxing on the large covered porch. One bedroom & a pull-out couch, sleeps up to 4 people. Located on a working farm, you may see a tractor & our 3 friendly dogs may want to give you a kiss upon your arrival. We live on the farm and are happy to help with anything during your stay. Come put your feet up & relax. Visit ChelanValleyFarms

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.

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 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!

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.
Popular amenities for Winthrop holiday rentals
Other great holiday rentals in Winthrop

Breathtaking views/hot tub/game room

Raven's Nest

Rains End-Views, Views, Views!

Methow Valley 3BR Home w/Hot Tub, Private, Views

NorthFork Lodge Cabin #1 “The Willow”

The Cottages at Lone Point Cellars

Secluded gem/hot tub/private@PlatosCabin

Lost River Cabin
When is the best time to visit Winthrop?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $241 SGD | $240 SGD | $211 SGD | $209 SGD | $250 SGD | $258 SGD | $271 SGD | $266 SGD | $256 SGD | $231 SGD | $221 SGD | $231 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 |
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 bed and breakfast rentals in Winthrop?
Experience the best of Winthrop with our bed and breakfast rentals, starting at about $170 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do boutique hotel rentals in Winthrop have wifi?
Absolutely! We offer over 10 boutique hotel 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 10 homes with a bbq area, over 10 homes with self check-in, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Winthrop

Total holiday rentals
Explore 90 holiday rentals in Winthrop

Nightly prices starting at
Winthrop holiday rentals start at $103 SGD per night before taxes and fees

Verified guest reviews
Over 5,840 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
90 of Winthrop holiday rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across Winthrop rentals

4.8 Average rating
Winthrop stays are highly rated by guests – averaging 4.8 out of 5!
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