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!

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.

Deluxe View Chelan Condo w/TWO Parking Spaces

Fun for the whole family at this stylish lake view Chelan condo. Enjoy the INDOOR pool and hot tub or walk a few steps to BEACH. This luxury 2-bedroom suite features a gas fireplace, private balcony, and TWO underground parking spaces. Relax on the balcony with mountain & lake views while enjoying free WIFI, LED TV’s, and games & puzzles. Unit includes a full-size washer/dryer, linens, and a well-equipped kitchen. Enjoy endless local activities with waterslides, wine tasting, and fun.

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.

Wapato Point Resort - 1 Bedroom Condo New Remodel

This is a 1 bedroom condo at Lake Chelan's Wapato Point Resort. It was just completely remodeled in 2024. There is lots to do at this 116 acre resort: tennis, pickleball, biking, 7 (seasonal) outdoor pools, indoor pool and hot tub, miniature golf, playgrounds, basketball & shuffleboard courts, and an onsite winery. A golf course, casino and shopping are all just minutes away. I do also have other condos available, if you need to accommodate a larger group.

1.5 Miles from Town & Mountain Views!

This newly renovated ground level apartment with private entrance & parking, boasts beautiful Mountain views in almost every room and is surrounded by orchards, nearby wineries and the Reindeer Farm! We are 1.5 miles from the beautiful town of Leavenworth, and offer a unique space to stay as you look to Tumwater Mountain & the Enchantments. Enjoy all Four seasons of activities include hiking, biking, skiing and rafting. Chelan County STR#000969

Lake Chelan Shores

Create memories at the iconic Lake Chelan Shores waterfront resort minutes from downtown Chelan, wineries and the lake! This two bedroom, two bathroom spacious condo works well for couples or families. Full kitchen and spacious living room with pull out sofa. Complete access to pools, hot tubs, basketball court, playground, swimming in the lake, boat launch, watercraft rental (seasonal), horseshoe pit, racquetball and pickleball courts.

The Bloom Inn

Get ready to relax in this 1-bedroom apartment for two in Leavenworth. This beautiful and private, brand new property offers quality craftsmanship, cozy furniture, serene atmosphere, and beautiful panoramic views. Close to town, adjacent to Leavenworth Ski Hill, featuring skiing, hiking, snowshoeing and mountain biking. Owner on site and available. We think you'll have a relaxing and enjoyable stay at our private getaway. STR 000935

The Studio, Ski and Hike Right Out Your Door

This ground-floor studio apartment opens onto wooded grounds and lawn below towering Goat Wall, at the base of the North Cascades Mountains. Attached to the separately rented Big House rental, with its own, separate entrance. Just a short drive from miles of mountain biking, hiking and Nordic ski trails. Ski and hike out your door! North Cascades Nat'l Park is ~45 minutes drive, accessed by Highway 20 in the summer.