Apartment holiday rentals in Winthrop

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Top-rated apartment rentals in Winthrop

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Top guest favourite
A wooden deck features two Adirondack chairs positioned for enjoying views of the surrounding forest. Potted plants add natural color, while the Chewuch River can be seen flowing in the background, enhancing the tranquil outdoor setting.
Flat in Winthrop
4.99 out of 5 average rating, 183 reviews

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!

Top guest favourite
The bright living area is complemented by large windows allowing natural light to fill the space. A comfortable sectional sofa is positioned near the center, with a dining table set against the backdrop of glass doors leading to a private deck. A potted plant adds a touch of greenery.
Flat in Leavenworth
4.96 out of 5 average rating, 399 reviews

Mountain Ash Retreat 5 min 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

Guest favourite
A balcony view presents a charming downtown scene, featuring traditional architecture and surrounding mountains. The landscape showcases a mix of buildings and vehicles below, with the Cascade Mountain Range rising majestically in the background under a clear blue sky.
Flat in Leavenworth
4.87 out of 5 average rating, 169 reviews

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.

Top guest favourite
The image displays a scenic view of a green landscape featuring a swimming pool and a fishing pond. Pine trees and well-kept gardens surround the area. The mountains rise in the background, providing a natural backdrop that enhances the outdoor setting.
Flat in Leavenworth
4.93 out of 5 average rating, 246 reviews

Spring & Summer! Huge view condo. Hot tubs, pools.

"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!

Superhost
A comfortable living area features two recliner sofas and a center coffee table, arranged around a decorative area rug. Natural light filters in through a large window, highlighting a corner entertainment center and wall-mounted television.
Flat in Winthrop
4.67 out of 5 average rating, 12 reviews

Lakeview Lodge

Lakeview Lodge is located above the office/store of Silverline Lakeside Resort on Pearrygin Lake. Formerly the Owner's Quarters, it is a spacious two-bedroom, one bathroom apartment, with full kitchen, dining, and laundry. Views of both Pearrygin Lake and Mt. Gardener can be found throughout the apartment. Equipped with two king beds and a set of twin bunks, Lakeview Lodge comfortably accommodates six people. There is parking for two vehicles, one covered space and one uncovered.

Top guest favourite
A cozy living space features large windows that offer views of the lake and mountains. A wooden dining table with three chairs is positioned near a comfortable couch. A stylish light fixture is suspended over the table, and a fireplace is located in the corner.
Flat in Chelan
5 out of 5 average rating, 25 reviews

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.

Superhost
The living area features modern furnishings, including a black sofa and an accent chair. A colorful area rug lies on the hardwood floor, with a potted plant and small table at its center. Natural light enters through large windows, enhancing the open design.
Flat in Winthrop
4.92 out of 5 average rating, 25 reviews

Bright 1BR Retreat with On Methow Trail Pool River

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.

Guest favourite
Flat in Pateros
5 out of 5 average rating, 16 reviews

4BR Riverview Guesthouse Mtn Views | Near Chelan

Welcome to Two Rivers Guesthouse! This modern luxury 4BD, 4 BA 2700 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. Long term renters welcome! Minimum age to rent 25. PET-FREE home.

Guest favourite
The bedroom area is furnished with a spacious wooden bed adorned with a colorful quilt and pillows, complemented by two bedside lamps. A cozy sofa sits opposite, with a decorative area rug adding warmth to the wood floor. A vibrant artwork hangs above.
Flat in Winthrop
4.89 out of 5 average rating, 171 reviews

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.

Guest favourite
A serene lakeside scene showcases colorful inflatable water toys resting on the shore. The calm water reflects the surrounding hills and clear sky. Lush green grass borders the beach area, with boats gently anchored nearby, inviting relaxation and recreation.
Flat in Manson
4.96 out of 5 average rating, 27 reviews

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.

Top guest favourite
A wooden sign features the name 'Pine Sisk Inn' intricately carved and accented with a small heart. A detailed illustration of a bird and pine branch is visible alongside the text. Softly glowing fairy lights hang above the sign, adding a warm touch.
Flat in Leavenworth
4.98 out of 5 average rating, 183 reviews

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!"

Guest favourite
Flat in Leavenworth
4.96 out of 5 average rating, 27 reviews

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

Popular amenities for Winthrop apartment rentals

Quick stats about flat rentals in Winthrop

  • Nightly prices starting at

    Winthrop holiday rentals start at £97 per night before taxes and fees

  • Verified guest reviews

    Over 870 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winthrop rentals

  • 4.9 Average rating

    Winthrop stays are highly rated by guests – averaging 4.9 out of 5!

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