Guesthouse holiday rentals in Chelan County

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!

Aspen Carriage House - A Wooded Retreat Guesthouse

The Aspen Carriage House provides you with a wooded and restorative retreat at the foothills of Sleeping Lady Mountain to either relax, adventure, or just work remotely. Our 1,000 SF carriage house is tucked away in 5 acres of secluded forest, yet within 2 miles of all the Bavarian mountain town amenities of downtown Leavenworth. Our carriage house is also the perfect home base whether you're coming in to town for Oktoberfest, Leavenworth's Christmas light celebration, hike or just to relax.

Hansel Hideaway "Little Gem In The Woods"

Hansel Hideaway a "little gem" nestled under the canopy of the Ponderosa Pines. As you meander up the stone steps, you are enchanted immediately by its whimsy and captivating charm. This guest cottage is a separate unit set behind the main house. This delightful space provides a queen sized bed and a private bath. The beverage station is fully stocked with a variety of teas and coffee. Wander onto the private deck and breathe in the sweet, fresh mountain air. Welcome! STR# 000099

Located- Icicle road, close to hiking/town. Views

PLAN NOW FOR SUMMER, FALL & WINTER GETAWAYS Spacious, fully furnished & equipped, family friendly Above the Barn is the place to call home for a couple of days while enjoying being close to everything Leavenworth as to offer. Located on a quiet side street off of Icicle road. 1.5 miles from the village of Leavenworth, close to hiking trails, Sleeping Lady resort, the Wenatchee & Icicle rivers. The unit has many large picture windows that overlook the valley, surrounding hills & mountains.

Contemporary Guesthouse in Town

"The Shedd" used to be a shed before our architect got a hold of it and turned it into a retreat for writing, reading, and napping. The 800 sq. ft. guesthouse has a bedroom, bathroom w/ walk-in shower, small kitchen, dining nook, sitting area, desk, wifi, and A/C. Even though it's just a 7-minute walk to the village, our place backs up to the wilderness, with great views of Tumwater Mountain and Icicle Ridge. Best of all, The Shedd has many windows and lots of fresh air and natural light.

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)

Modern 1 Bedroom Guest House- STR #000655

Fully renovated (2021) 1 bedroom guest house located in the desirable Sleepy Hollow estates. Come enjoy a peaceful and refreshing retreat on the eastside of the mountains. Sweeping views of the Wenatchee Valley and River. **IMPORTANT TO NOTE** This space is suitable for two adults max with 1 child and 1 baby. The guest house is centrally located : 15 minutes to Downtown Wenatchee 20 minutes to Leavenworth 35 minutes to Mission Ridge 45 minutes to Chelan 1 hour to Gorge Amphitheatre

Happy Place

Happy Place is state of mind on the edge of Lake Chelan. Private and isolated. It is a studio set up with a king size bed, sitting area, and table. The large deck wraps around for complete views up and down the lake. Watch the Lady of the Lake go by on it's 55 mile daily trip to Stehekin. Across the lake is the wooded and mountainous view of Slide Ridge. Happy Place is towards the end of the road on the north shore of Manson. Wilderness area extends the rest of the up lake.

STEAM SAUNA, Mountain Views, In-Town Retreat

A private, spa-like retreat in a quiet neighborhood three blocks from downtown. Designed with relaxation in mind: double shower and full steam room, essential oils, teak benches; two box bay window benches to stretch out with a book; and a large second story balcony to breath in the crisp mountain air with your morning coffee. Granite, quartz, and maple finishes; vaulted ceilings and mountain views. A true oasis of tranquility. UBI# 604 130 4-thirty-2

Homestead Lookout - Enchantment Views

Come explore Leavenworth and stay in your own peaceful space with gorgeous views of the Enchantment mountains. Just a five minute (2 mile) drive to downtown Leavenworth, we are close to river access and popular hikes in the Icicle Valley. Our space is set up for short and long stays alike with a fully equipped kitchen and bathroom, king-size bed, smart TV, and views from every window. Explore, play hard, and enjoy a good nights sleep in our quiet refuge.

Thoughtfully designed guest house in town

A lovingly designed space with attention to detail, enjoy heated floors in the bathroom. A easy walk to the heart of downtown Leavenworth. Clean simple decor with ample lighting, a full kitchen and a smart TV. You’re sure to fully relax in this quiet neighborhood and enjoy the convenience of your personal parking space. We will provide you a forest service permit to compliment your basecamp for all the recreation adventures awaiting you!

The Alley House

The Alley House is a hidden gem nestled on private property, enveloped by a lush canopy of trees, and just a stone's throw away from the serene Wenatchee River. Its prime location is perfect for easy parking, quick access to festivals, riverside adventures, scenic trail walks, and exploring the downtown shops, making it the ultimate four-season getaway for outdoor enthusiasts, weekend event-goers, or those seeking a peaceful retreat.