Holiday rentals in Leavenworth

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Top-rated holiday rentals in Leavenworth

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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, 394 reviews

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. *owners live on property *Additional adults are $50 per adult per day after prior approval

Top guest favourite
A cozy living area features a comfortable couch and a white armchair, positioned around a wooden coffee table. Artwork adorns the walls, and large windows allow natural light to fill the room. A wood-burning stove and a mounted TV are present, enhancing the inviting space.
Home in Leavenworth
4.99 out of 5 average rating, 352 reviews

Cozy 2 BR Red Cabin in Town of Leavenworth

Discover a charming, small, and cozy log cabin conveniently located a block off Hwy 2. Offering easy walking access to nearby shops and off-street parking. During your stay, relax in the sauna. From the front porch, enjoy breathtaking mountain views. With downtown a few blocks away, exploring popular shops, restaurants, and drinkeries is a delightful stroll. This cabin serves as an ideal home base for Leavenworth adventures. Max 4 people Owner occupied, owners live next door. UBI '604848199'

Top guest favourite
The exterior of a modern two-story structure is set against a backdrop of tall evergreen trees. The building features large windows, a welcoming porch, and a gravel driveway with parked vehicles. A tree with vibrant yellow-green foliage stands in the foreground.
Farm stay in Leavenworth
4.99 out of 5 average rating, 209 reviews

Peaceful Soujourn at Snowgrass Farm Stay

Snowgrass Farm Stay is a unique gem, beautifully situated in a small valley, 20 minutes from Leavenworth and 5 to Plain. This newly built apartment sits above a garage and overlooks Snowgrass Farm, which produces certified organic vegetables and fruit May through October. In the winter months outdoor adventures abound as we are on a forest service road with cross country skiing, snowshoeing and sledding, all accessed from your front door. Enjoy the solitude and beauty of this special place.

Top guest favourite
A spacious studio unit is presented with a comfortable sofa and a queen bed. Soft lighting is provided by two lamps beside the sofa. A flat-screen TV is located on a white stand, while a natural rug adds warmth to the wooden-laminate flooring.
Flat in Leavenworth
4.94 out of 5 average rating, 773 reviews

The Hideout

This is our little hideout near the heart of downtown Leavenworth. It's a studio unit with a 3/4 bathroom and a kitchenette. It has a queen bed, sofa, Roku TV, great wifi, soft towels, coffee maker, refrigerator, microwave and more. It does not have a stove or cooking equipment other than a microwave. It is a basement unit but with lots of light. It's one of three units in the building and there is a unit above this one so you WILL likely hear footsteps or muted voices from above at times.

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, 360 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
An outdoor hot tub is set in a private, fenced patio area, surrounded by lush mountain views. Two vibrant green chairs are positioned beside the tub, inviting a relaxed atmosphere. A clear sky with scattered clouds enhances the tranquil outdoor space.
Guest suite in Leavenworth
4.95 out of 5 average rating, 1,076 reviews

HOT TUB, Mountain Views, In-Town Studio Retreat

Relax in luxury. This studio space is two blocks from downtown, yet blissfully quiet. Private outdoor hot tub and private patio screened in with beautiful cedar fencing and a row of cedar trees. Mountain views from the tub/patio and very quiet. Private entry to suite. Glass tile double shower with plenty of hot water. King size bed and flat screen/Netflix. Sink, mini-fridge, and dishes to keep your local goodies refrigerated or enjoy after a soak. Coffee/tea and snacks provided.

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

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, 1,112 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 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.

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, 163 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
Apartment in Leavenworth
4.94 out of 5 average rating, 402 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
An inviting entrance leads into a well-lit space featuring a stylish dresser with decorative flowers. A bathroom can be seen through an open doorway, and a comfortable sitting area with a television and plush seating is visible, complemented by warm wood tones and natural light.
Guest house in Leavenworth
4.99 out of 5 average rating, 390 reviews

Thoughtfully designed guest house in town

A lovingly designed space with attention to detail, enjoy heated floors in the bathroom. A easy walk to the heart of downtown Leavenworth. Clean simple decor with ample lighting, a full kitchen and a smart TV. You’re sure to fully relax in this quiet neighborhood and enjoy the convenience of your personal parking space. We will provide you a forest service permit to compliment your basecamp for all the recreation adventures awaiting you!

Popular amenities for Leavenworth holiday rentals

When is the best time to visit Leavenworth?

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Avg. price$270 SGD$238 SGD$204 SGD$209 SGD$232 SGD$238 SGD$277 SGD$280 SGD$240 SGD$286 SGD$275 SGD$501 SGD
Avg. temp-1°C2°C6°C10°C16°C20°C24°C23°C18°C11°C3°C-1°C

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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