Holiday rentals in Leavenworth

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Top-rated holiday rentals in Leavenworth

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Top guest favourite
An expansive wooden deck is surrounded by tall trees, providing a panoramic view of lush green mountains and valleys below. A barbecue grill is positioned neatly on one side, inviting outdoor meals against a scenic backdrop.
Cabin in Leavenworth
4.93 out of 5 average rating, 387 reviews

Eagles Nest, Romantic escape away from everything!

Eagles Nest is great for that romantic getaway weekend, eagle's nest is perched above the Wenatchee river and overlooking the valley with mountains in the background. Eagle's nest has the best of everything: 10/min to fish lake, 25/min to Leavenworth, 10/min to bike, hiking, horse riding trails and so on. We also have WIFI and Netflix along with all the others with a sizable DVD library filled with romantic movies. Eagles Nest is one of the last affordable getaway cabins your "romantic get-away"

Guest favourite
A modern villa is positioned on a snowy hillside, surrounded by a winter landscape. The structure features large windows that reflect the panoramic views of the distant mountains and foggy valleys. A snowy path leads to the entrance, emphasizing the secluded location.
Villa in Waterville
4.96 out of 5 average rating, 423 reviews

Earthlight 6

The villa on top of the world! Earthlight™ is built high atop Pioneer Ridge near Orondo, Washington. With sweeping views of the Columbia River, our unique homes are specifically designed to experience the combination of luxury living and the beauty of nature. Relax in our hot tub while watching the sun descend behind the snowy mountains. Explore our wild trekking paths in spring and summer, and snowshoe through the hills in winter. Watch the deer wander by. Earthlight™ has it all, and then some.

Top guest favourite
A wooden deck features two folding chairs positioned around a small table. Lush trees and distant mountains create a serene backdrop, allowing guests to enjoy tranquil views of the surrounding wilderness.
Guest house in Leavenworth
4.99 out of 5 average rating, 557 reviews

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.

Top guest favourite
Snow-covered mountains rise majestically in the background, bathed in moonlight. A soft glow emanates from a distant building, creating a serene contrast against the dark, wintry landscape. Pine trees line the foreground, enhancing the natural beauty of the scene.
Flat in Leavenworth
5 out of 5 average rating, 147 reviews

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, high speed fiberoptic internet, smart tv, private hot tub & more! Not pet or kid friendly. STR 000754

Top guest favourite
A cozy suite is presented with a checkered bedspread atop a spacious bed, accompanied by decorative pillows. A soft area rug lies on the floor beneath a seating area that includes a light-colored sofa and a wooden side table. Soft natural light filters in through a window, providing a warm ambiance.
Guest suite in Leavenworth
5 out of 5 average rating, 170 reviews

True North Getaway with cozy mountain view

Forget your worries in this spacious & serene space. Your private en-suite has its own key-coded private entry. Nestled in the mountains 5 miles north of beautiful Leavenworth, enjoy your spacious suite with king-size bed, private bath, fridge, electric fireplace & microwave in newer home. Your suite is sparkling clean & sanitized for a healthy, clean, safe stay. Enjoy the starry nights on your private patio free of sky shine in this beautiful country setting. Come prepared to relax!

Guest favourite
The exterior of a modern cabin features a sleek structure with wooden paneling and large overhanging eaves. A concrete path leads to a covered porch area, surrounded by tall trees providing natural shade.
Home in Leavenworth
4.97 out of 5 average rating, 345 reviews

The Overlook - Modern Leavenworth Cabin

Ready to make your friends jealous? With a retractable wall for indoor/outdoor living, a real wood burning fireplace, unreal views of the river, this modern cliffhanging home above the Wenatchee river and in the heart of Leavenworth (only a 2min drive to town!) this cabin will help you unwind and relax! The heat lamps on the deck during the winter or the a/c inside during the summer, you are sure to enjoy your stay at The Overlook **SNOW ADVISORY** please make sure your car is AWD or 4WD.

Guest favourite
A scenic view from the balcony captures the Wenatchee River winding through a landscape of vibrant autumn foliage. The Cascade Mountains rise in the background under a clear blue sky, creating a sense of tranquility and natural beauty.
Apartment in Leavenworth
4.96 out of 5 average rating, 366 reviews

Wunderbar Condo-Best Views in downtown Leavenworth

These gorgeous condominiums are located on the top three floors of a five story building. Easy access from parking via an elevator and access to Front Street from the 4th floor entrance. Please keep in mind that views, furnishings and flooring may vary slightly from unit to unit. You will be on the 3rd, 4th or 5th floor. The units overlook the Wenatchee River and the Cascade Mountains. The listed is based on 4 guests. Extra guests over 12-years-old are an additional $15+tax/guest.

Top guest favourite
A modern cabin is framed by trees, featuring a combination of wooden siding and large glass windows. The open porch showcases comfortable seating and a ramp, providing easy access to the living space while offering views of the surrounding landscape.
Bungalow in Leavenworth
4.99 out of 5 average rating, 277 reviews

Camp Howard

Camp Howard, built in 2018, was designed to blend modern luxury into the expansive nature of Nason Ridge. The home sits 2000 feet above sea level, perched on top of 5 acres of ponderosa forest in the foothills of Cashmere mountain. The rarities of the Pacific Northwest are a short drive away: Alpine skiing 25 minutes to the west at Stevens Pass, Bavarian treats 20 minutes south in Leavenworth, and recreation at Lake Wenatchee just moments north. Chelan County STR 000476

Top guest favourite
Chalet in Leavenworth
4.98 out of 5 average rating, 123 reviews

Luxury Black Forest Chalet | Near Leavenworth

STR Permit #000582 🛏️ Sleeps 6 - 3 cozy bedrooms (3 king beds, each has a bathroom) 🛁 Private hot tub, forest view deck & firepit 🌲 2.5 secluded wooded acres, peaceful & private 🔥 Fireplace, board games, Smart TV, fast Wi‑Fi 🚗 20 min scenic drive to downtown Leavenworth, 30 min to Stevens Pass 🍳 Fully equipped kitchen + outdoor grill 👤 On-site caretaker in a separate ADU ensures a smooth and enjoyable stay 🔌 Tesla charger Max guests: 6, including children

Top guest favourite
A spacious balcony features comfortable seating with navy blue cushions and a coffee table. A lush green plant offers a touch of nature. Mountains can be seen in the background, emphasizing the peaceful outdoor setting.
Guest house in Leavenworth
4.97 out of 5 average rating, 597 reviews

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

Guest favourite
A spacious living area is seen, featuring a comfortable sofa adorned with pink cushions. A round dining table with gray chairs is positioned nearby. Light-colored wooden floors reflect ample natural light from windows, adding to the bright ambiance. A ceiling fan is mounted above for airflow.
Loft in Leavenworth
4.93 out of 5 average rating, 1,080 reviews

Bright, clean downtown Leavenworth loft

Our loft is the perfect place to stay while visiting Leavenworth. Our quiet neighborhood is just 1 block from Leavenworth's restaurants and shops. Local walking trails and river beaches are accessed right across the street. You'll enjoy having your own private entrance and parking spot. We offer self check-in and are low key hosts! We love our community and are here to answer any questions you may have and can recommend places to eat and trails to enjoy!

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
4.99 out of 5 average rating, 131 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. 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!"

Popular amenities for Leavenworth holiday rentals

Quick stats about holiday rentals in Leavenworth

  • Total holiday rentals

    Explore 410 holiday rentals in Leavenworth

  • Nightly prices starting at

    Leavenworth holiday rentals start at $65 SGD per night before taxes and fees

  • Verified guest reviews

    Over 47,020 verified reviews to help you choose

  • Family-friendly holiday rentals

    290 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 120 rentals that welcome pets

  • Holiday rentals with a pool

    140 properties feature pools

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wifi availability

    400 of Leavenworth holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Leavenworth rentals

  • 4.8 Average rating

    Leavenworth stays are highly rated by guests – averaging 4.8 out of 5!

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