Holiday rentals in Leavenworth

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Top-rated holiday rentals in Leavenworth

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Top guest favourite
A cabin nestled among snow-covered evergreen trees presents a serene winter landscape. Snow blankets the roof and deck, while a panoramic view of the snow-draped mountains and forest below is clearly visible against a bright blue sky.
Cabin in Leavenworth
4.93 out of 5 average rating, 406 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 slope, featuring large windows that offer expansive views of the surrounding mountains and the Columbia River below. A small seating area with black chairs is visible on the deck, inviting relaxation amidst the natural landscape.
Home in Orondo
4.97 out of 5 average rating, 104 reviews

Earthlight 2

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 spacious balcony features a light-colored floor and wooden railings, providing a view of the surrounding mountains and trees. Comfortable seating is arranged with vibrant potted flowers adding color. The sky is clear, allowing natural light to flood the area.
Apartment in Leavenworth
4.91 out of 5 average rating, 269 reviews

Stay & park in a modern downtown Leavenworth condo

Experience the comfort of a modern space nestled in the mountains! Two Pines on Main Street is a recently updated 2 bed/2 bath condo in Leavenworth furnished for the modern traveler. This elevator-accessible 3rd floor unit features a spacious balcony overlooking the Cascades, a dedicated indoor parking spot, a stocked kitchen, 1GB internet access, comfortable bedrooms, and full-size bathrooms. Located in downtown Leavenworth, you'll literally be steps from Front Street AND from Enchantment Park.

Guest favourite
A framed wooden sign is displayed on the wall, featuring instructions for using the electric light in the room. The sign is positioned above a light switch, which is visibly mounted on the wall near the door.
Train in South Cle Elum
4.81 out of 5 average rating, 108 reviews

Southern Pacific Caboose at the Iron Horse Inn

This 1964 bay window steel caboose car features queen bed, private bath with jetted Jacuzzi tub, sitting room with table and chairs, A/C, and back deck near the creek. It also has a mini refrigerator, microwave and coffee maker. We serve a continental breakfast inside the Inn, so please book the correct number of guests as we cook breakfast according to the number of guests in each room. Our cabooses are pet friendly with a 25.00 per stay. Caboose has a coffee maker, microwave & mini fridge.

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
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.

Guest favourite
Apartment in Leavenworth
4.96 out of 5 average rating, 391 reviews

Wunderbar Condo-Best Views in downtown Leavenworth

Experience downtown Leavenworth in an upper-floor Wunderbar Condo with stunning Wenatchee River and Cascade Mountain views. These two-bedroom condos feature Queen and King bedrooms, a sofa sleeper, and at least two full bathrooms. Sleeps 4 (up to 6 with sofa bed). Enjoy spacious living and dining areas, a full kitchen, cozy electric fireplace, and covered balcony with panoramic scenery. Units vary slightly. Rates are based on 4 guests; additional guests 12+ are $15 + tax per guest.

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
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

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, 1,114 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
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$276 SGD$280 SGD$239 SGD$285 SGD$275 SGD$500 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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  5. Leavenworth