Apartment holiday rentals in Winthrop

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!

Bright 1BR Retreat with Big Views On Methow Trail

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.

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. *Additional adults are $50 per adult per day after prior approval

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

Bright and beautiful 1 bedroom / 1 bathroom apartment. Apartment sleeps four guests. The rate per night is based on 2 guests. Extra guests, over 12-years-old, can be added at a rate of $15+tax/guest. This unit is smack in the middle of downtown and overlooks Front Street and the Cascade Mountain Range. This apartment is on the third floor and is only accessible via stairs. The apartment is pet friendly, however, we charge $25+tax per pet per night.

BRAND NEW Drive or Fly 1 Bedroom Apartment

A romantic getaway in Wine Country. Come and enjoy this brand new 1 bedroom apartment. From the deck overlooking the adjacent vineyard, guests will enjoy Osoyoos lake views. A perfect place to relax and enjoy some of the many award winning wines the Okanagan Valley has to offer. Located at the Osoyoos Airport (CBB9) you have the option flying in.(a vehicle is available) As the majority are most likely to drive, a Level 2 EV charger is also available.

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. Book now for a convenient and comfortable stay. 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!"

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.

All the Comforts of Home in Leavenworth

2 bedroom, 2 bathroom, full kitchen, ground floor condo located one mile from downtown with plenty of space for couples, families and friends traveling together or travelers exploring alone. All the amenities and essentials of home to make your stay as comfortable as possible. Just bring your suitcase and your sense of adventure...there is always a festival or something fun going on in Leavenworth!