Apartment holiday rentals in Winthrop

Pine Street Studio

Welcome to the Pine Street Studio. We are just 5 blocks (1/2 mile) from the center of town in a residential neighborhood. This unit has it's own private entrance and dedicated parking spot right outside the front door to the unit. It's a spacious studio with full kitchen and bathroom. We live in the main house. You'll have complete privacy during your stay but we're available should you need anything. Our occupancy limit is two guests regardless of age (a child of any age counts as a guest).

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!

Mountain Ash Retreat 5min walk to village.

Maximum 2 adults, 2 kids. Clean, stylish upstairs one-bedroom in a detached ADU—perfect for a couple’s retreat, family getaway, or adventure base. Just two blocks from village shops, restaurants, coffee spots, and holiday lights—no car needed! Walk to Riverfront Park with trails, picnic areas, and playground. Features a king bed and comfy queen sofa bed for a restful night in a quiet, charming location. *owners live on property *Additional adults are $50 per adult per day after prior approval

Dream Suites 3/4 1 Bedroom /1 Bathroom on Front St

Overlook downtown Leavenworth from your private Dream Suites 3 or 4 balcony. Each apartment is a one-bedroom suite with a king bed, pull-out sofa, and full kitchen (no oven). Relax in the spacious living/dining area with an electric fireplace, or soak in the bathroom’s Jacuzzi tub (separate shower). This apartment sleeps four. The rate is based on double occupancy, with an extra charge per additional guest 12 and up. This apartment is on the third floor and is only accessible via stairs.

4 Bed, 3 Bath Riverfront Guesthouse near Chelan

Welcome to Two Rivers Guesthouse! This modern luxury 4BD, 4 BA 2500 SQ ft waterfront home sleeps up to 12 & boasts an amazing central location! 20 min to Lake Chelan 15 min to Gamble Sands 10 min to Alta Lake Enjoy hot coffee on a private deck w/ spectacular waterfront & mountain views! Featuring vaulted ceilings, spacious master suite, fully-equipped kitchen w/ high-end appliances & granite countertops. NO PARTIES. Long term renters welcome! Minimum age to rent 25. PET-FREE home.

Fall/Winter is Gorgeous! Huge view condo. Hot tubs

"Little Bit of Norway" is walking distance to city center, parks, the golf course, hiking trails, and climbing routes. The new Leavenworth Adventure Park is almost next door! You’ll love our spacious condo because of the gorgeous mountain views from the deck, the walkable location with guaranteed parking, and the brand-new kitchen (renovated spring 2023). Pool, hot tub, gym, in-unit laundry all available. Great for couples, solo adventurers, groups of friends, and families with kids!

Snow Creek Loft: 2m to town, hot tub, Mtn VIEWS

Imagine a private oasis that places you in the heart of Leavenworth with incredible mountain views from the private deck. Short drive to river access, hiking, biking, winter sports and the Bavarian Village. This gorgeous vacation rental is 1,500sf, has its own entrance and is all self contained with a large, stocked kitchen, living room, bedroom, bathroom with rain shower, washer/dryer, smart tv, private hot tub & more! Not small child friendly. NO PETS/NO EXCEPTIONS. STR 000754

Lake Chelan View Condo

Chelan Resort Suites #411 It is located within a 3 minute walk to a lovely swimming beach and picnic area at "Lakeside Park" located in front of the building. It is 2 miles from downtown Chelan, minutes to Slidewater's Water Park, wineries and restaurants. Relax on the balcony where you can enjoy the lake & mountain views, the 4th of July and New Year's Eve fireworks. Enjoy relaxing in the in door on site pool and hot tub. Fully stocked kitchen, fireplace and washer and dryer.

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

Wake up to ridge and open-field views from this new, high-ceiling 1BR at Wolfridge. You’re on the Methow Community Ski Trail, which becomes part of the Methow Valley Trails bike network in summer. Quiet, bright, and set up for work and play: fully equipped kitchenette, projector for movie nights, dedicated desk with external monitor and inspiring view, high-speed Wi-Fi, and air conditioning. Seasonal pool, year-round hot tub, playground, and the Methow River are a short walk.

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.

Pine Sisk Inn

Explore Pine Sisk Inn, an entire, private 1-bedroom apartment that is walking distance to downtown Leavenworth. Fully furnished with a stocked kitchen, comfy queen bed, 3/4 bath, and a living room with a large screen TV. There is also a 4" fold-out full sized mattress. You will have a private entrance to a peaceful retreat a short walk from the vibrant downtown area. You will not have to compete for parking! As one guest said, "I felt like a local!"

Wedge Mountain View Studio

Enjoy Leavenworth by staying just outside the fray of the town. This studio apartment is 1.5 miles south of town on Icicle road. Relax on the couch with views of Wedge mountain. We live next door so this is a great space to rent if you are looking for quiet accommodations near town or recreation areas in the Icicle valley. Sorry, we don’t allow pets or any animals as the space has soft pine flooring damaged by paws.