Holiday rentals in Leavenworth

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Top-rated holiday rentals in Leavenworth

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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, 448 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.

Guest favourite
A peaceful outdoor seating area features two chairs and a small wooden table. A vase holds dried grasses, complementing the view of rolling hills and a serene body of water. Soft sunlight enhances the landscape and casts gentle shadows across the patio.
Cabin in Entiat
4.94 out of 5 average rating, 108 reviews

Outlook Cabin

Experience The Outlook Cabin. Nestled atop a secluded hill, our unique cabin offers an unforgettable escape with breathtaking views of the valley below. The cabin itself is a rustic haven with modern comforts. The living space features large windows that frame the landscape like living art. Imagine cozy evenings by the fireplace, surrounded by the charm of exposed wooden beams and glow of ambient lighting. -30 minutes from Leavenworth -20 minutes from Chelan -Walking distance from City parks

Top 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, 361 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.

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, 158 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, smart tv, private hot tub & more! Not small child friendly. NO PETS/NO EXCEPTIONS. STR 000754

Guest favourite
A firepit area is surrounded by five outdoor chairs, each featuring a red cushion. The firepit is centrally located on a concrete pad, with the Wenatchee River visible nearby and tall trees framing the serene landscape. The chalet is positioned to the right in the background.
Cabin in Leavenworth
4.9 out of 5 average rating, 164 reviews

Riverfront cabin sleeps 4 with a hot tub

Welcome to RiverRun Chalet, a riverfront retreat located in Plain, 15 miles from Leavenworth. Situated next to the Wenatchee River, the Chalet is set on 1/3 of an acre with room for the whole family and friends. RiverRun offers a fully updated granite counter kitchen, stainless appliances, all new cookware, dishes, and kitchen gadgets. Everyone will sleep soundly in the two bedrooms and private loft. Sleeps up to 4 guests with a private hot tub! 15 miles from downtown Leavenworth!

Guest favourite
A natural cedar hot tub is set on a wooden platform, surrounded by vibrant autumn foliage. Steam rises gently from the hot tub, indicating warmth. Wooden steps lead up to the tub, and a storage box sits nearby, enhancing the rustic ambiance of the outdoor setting.
Cabin in Leavenworth
4.86 out of 5 average rating, 448 reviews

Little Bear A-frame + Cedar Hot tub/ STR 000211

Enjoy a mountain getaway or remote work stay in a dreamy A-Frame cabin with a cedar hot tub. The cabin is a 3 min drive to Wenatchee river, 3 min to Plain, 25 min to Leavenworth, and 35 min to Stevens Pass. Close to skiing, hiking, climbing, rivers and lakes. The cabin is set in a woodsy neighborhood but is not secluded. The bedroom is one open loft with 3 beds. The Cedar hot tub is accessed by a walking path outside and is not secluded. Hot tub is use at your own risk. Fast wifi.

Guest favourite
Cabin in Leavenworth
4.77 out of 5 average rating, 127 reviews

Doc Roy’s Legacy | On Fish Lake | Hot Tub | Dock

“Quiet mornings. Starry nights. Just you and the lake.” OVERVIEW: Doc Roy’s Legacy is a peaceful A-frame cabin nestled among the evergreens on the eastern shore of Fish Lake. Originally built in 1994 and thoughtfully renovated, this 888-square-foot retreat blends rustic character with modern luxury. With lakefront access, a private hot tub, updated interiors, and stunning natural surroundings, this home is ideal for couples or solo travelers seeking a serene mountain escape.

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, 281 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
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, 632 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

Top guest favourite
A bright living area features large windows framing scenic mountain views. A smart TV is positioned on the floor beside a small, round rug. Seating includes a light grey armchair and a minimalist dining table with two white chairs, enhancing the contemporary design.
Guest house in Leavenworth
4.98 out of 5 average rating, 180 reviews

Homestead Lookout - Enchantment Views

Come explore Leavenworth and stay in your own peaceful space with gorgeous views of the Enchantment mountains. Just a five minute (2 mile) drive to downtown Leavenworth, we are close to river access and popular hikes in the Icicle Valley. Our space is set up for short and long stays alike with a fully equipped kitchen and bathroom, king-size bed, smart TV, and views from every window. Explore, play hard, and enjoy a good nights sleep in our quiet refuge.

Guest favourite
Apartment in Leavenworth
4.94 out of 5 average rating, 403 reviews

Gorgeous 2BR/2BA Condo in downtown Leavenworth

Experience the heart of downtown Leavenworth at Wunderbar Condos, with breathtaking views of the Wenatchee River and Cascade Mountains. These first or second floor two-bedroom condos sleep up to four guests in a Queen bedroom with full ensuite bath, a King bedroom with adjacent full bath, living and dining areas, fully equipped kitchen, and cozy electric fireplace. While specific units aren’t guaranteed, we’ll do our best to meet your requests.

Top guest favourite
A spacious studio suite features a queen-sized bed with a plaid blanket and soft pillows, framed by large windows that provide natural light. Exposed wooden beams span the ceiling, accentuating the cozy atmosphere. A small dining table with chairs is positioned near the entrance.
Guest house in Leavenworth
4.98 out of 5 average rating, 715 reviews

The Alley House

The Alley House is a hidden gem tucked away on private property, surrounded by a lush canopy of trees and just steps from the peaceful Wenatchee River. Its ideal location offers effortless parking, quick access to festivals, river adventures, scenic trail walks, and the charming downtown shops. It’s the perfect four-season retreat for outdoor lovers, weekend event-goers, or anyone seeking a peaceful escape.

Popular amenities for Leavenworth holiday rentals

When is the best time to visit Leavenworth?

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Avg. price$271 SGD$239 SGD$205 SGD$210 SGD$233 SGD$239 SGD$278 SGD$281 SGD$240 SGD$287 SGD$276 SGD$503 SGD
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Frequently Asked Questions

  • What are the best places to stay in Leavenworth?

    Leavenworth has stays downtown amid alpine-inspired streets, cozy cabins around forested areas, and family homes near rivers and parks. Many travelers prefer locations with mountain views and easy access to outdoor activities.

  • What are the best things to do in Leavenworth with kids?

    Kids can explore local parks, visit interactive spaces, and enjoy easy nature trails around Leavenworth. Seasonal activities like tubing, sledding, or guided rafting are often suggested for families.

  • What are some of the best things to do in Leavenworth?

    Leavenworth has traditional Bavarian-themed shops, forested walking paths, and riverside parks. Visitors frequently enjoy wine tasting, hiking, and enjoying local arts events throughout the year.

  • How is the weather in Leavenworth?

    Leavenworth has cold winters around 24–36°F (-5–2°C) with occasional snow, and warm, dry summers near 61–89°F (16–32°C). Spring and autumn offer mild temperatures and colorful scenery.

  • What are the best places to visit in Leavenworth?

    Explore the heart of downtown Leavenworth, walk along the Waterfront Park, and visit the Nutcracker Museum, known for its locally rooted collection. The city has riverfront paths and scenic viewpoints.

  • What are some hiking trails in Leavenworth?

    Trails like Icicle Ridge Trail, Waterfront Park Trail, and nearby paths through forested areas are frequently suggested. Hikers often enjoy alpine scenery and views of surrounding mountains.

  • What are some family activities we can do in Leavenworth?

    Families can picnic by the river, join gentle rafting trips, or visit local museums and interactive shops in Leavenworth. Outdoor playgrounds and art workshops are also popular choices.

  • What are some of the best day trip ideas from Leavenworth?

    Day trips around Leavenworth might include exploring national forest areas, visiting scenic lakes, or discovering locally owned farms and wineries. Many travelers like to spend time in traditional mountain villages nearby.

  • Are there any pet friendly accommodations available in Leavenworth?

    Leavenworth has pet-friendly stays in areas near the river, forested trails, and downtown. Some properties welcome dogs, and walking paths make it easy to explore together.

  • What are some local tips for visiting Leavenworth?

    Leavenworth locals suggest packing layers due to changing mountain weather and exploring early in the day for quieter experiences. Sampling regional foods and joining seasonal festivals can add to your visit.

  • What is Leavenworth known for?

    Leavenworth is known for its Bavarian-inspired downtown, annual festivals, and access to outdoor recreation such as hiking and river sports. Its lively atmosphere and mountain scenery draw visitors year-round.

  • What are the best hidden gems to explore in Leavenworth?

    Leavenworth has quiet riverside paths, small art galleries, and tucked-away local bakeries that reward those who wander beyond the main streets. Some visitors also enjoy lesser-known forest trails.

  • What are the best foods to try in Leavenworth?

    Frequently suggested foods in Leavenworth include bratwurst, soft pretzels, regional cheeses, and apple-based desserts. Many enjoy locally crafted beers and wines with their meals.

  • What should I bring for a trip to Leavenworth?

    Bring layers for shifting mountain temperatures, sturdy walking shoes for uneven paths, and a reusable water bottle for outdoor adventures. Sun protection is helpful year-round, especially when hiking.

  • What is the nightlife in Leavenworth like?

    Leavenworth’s nightlife includes casual pubs, lively beer gardens, and music events at local venues. Many guests unwind at evening wine tastings or join community gatherings downtown.

  • What are the most popular events or festivals in Leavenworth?

    Leavenworth has seasonal festivals like Oktoberfest in autumn, tree lighting celebrations in winter, and music events in the summer. Many travelers also join spring wine walks and traditional Bavarian-themed parades.

  • Are there family friendly vacation rentals in Leavenworth?

    Leavenworth has family-friendly rentals in downtown, riverside, and residential areas, with space for groups and nearby parks. Many homes provide easy access to outdoor and cultural activities for all ages.

  • When is the best time to visit Leavenworth?

    Late spring to early autumn is often recommended for outdoor activities and warmer weather. Winter draws those interested in snow sports and festive seasonal events.

Quick stats about holiday rentals in Leavenworth

  • Total holiday rentals

    Explore 430 holiday rentals in Leavenworth

  • Nightly prices starting at

    Leavenworth holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 48,260 verified reviews to help you choose

  • Family-friendly holiday rentals

    300 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

    410 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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  2. United States
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  4. Chelan County
  5. Leavenworth