Holiday rentals in Chelan

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Top-rated holiday rentals in Chelan

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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, 439 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 coffee table displays two board games, 'Sorry!' and 'Sorry!' in vibrant colors. A modern fireplace is visible in the background, with flames softly illuminating the room. Books can be seen neatly arranged on a nearby shelf.
Apartment in Chelan
4.92 out of 5 average rating, 103 reviews

Winterfest | Pool & Hot Tub | Easy Access to Town

Winter at Lake Chelan awaits. This cozy 1-bedroom condo is steps from the water and close to wineries, winter events, and snow-covered mountain views. Enjoy a fireplace, full kitchen, queen bed, loft with bunks, and a balcony with partial lake views. After a day exploring Chelan, unwind in the indoor pool and hot tub — a perfect winter retreat for couples or small families. Local Guest Perk: Enjoy 20% off at Twisted Cork or Farmer’s Kitchen (formerly The Hangar). Details shared after booking.

Guest favourite
A spacious balcony features wooden seating and a dining area, offering expansive views of Lake Chelan and the surrounding mountains. Lush greenery outlines the waterfront, and the inviting blue water reflects the sunny sky, creating a serene backdrop for relaxation.
Apartment in Manson
4.87 out of 5 average rating, 254 reviews

Penthouse-Stunning Views-Pool, Hot Tub

Looking for high-end accommodations with pristine views of Lake Chelan? Marina's Edge is located across the street from Manson Bay Marina, a public swim park, with lifeguard, and steps away from the heart of downtown Manson. Manson boasts wineries, the local brewery, restaurants, and a diversity of other area attractions. Pristine views of Lake Chelan and the majestic mountain range. This is a Penthouse Suite on the 4th level and there are two flights of stairs from entrance on 2nd level.

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
4.93 out of 5 average rating, 103 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 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, 204 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 welcoming entrance is presented by a farmhouse with a covered porch, flanked by two wooden chairs and surrounded by vibrant greenery. The pathway leads to a manicured lawn, complemented by flowering shrubs and an umbrella-shaded seating area in the background.
Farm stay in Manson
5 out of 5 average rating, 221 reviews

The Farm House at Chelan Valley Farms (STR00794)

At Chelan Valley Farms our guesthouse offers sweeping views of our vineyard, orchard, Roses Lake, the Cascade Mountains & wineries-all best seen while relaxing on the large covered porch. One bedroom & a pull-out couch, sleeps up to 4 people. Located on a working farm, you may see a tractor & our 3 friendly dogs may want to give you a kiss upon your arrival. We live on the farm and are happy to help with anything during your stay. Come put your feet up & relax. Visit ChelanValleyFarms

Guest favourite
A private balcony is shown with a clear view of the tranquil water, where several boats are anchored. The surrounding landscape features gentle hills under a blue sky, creating a serene waterfront scene.
Apartment in Chelan
4.92 out of 5 average rating, 134 reviews

Waterfront Studio Condo on Lake Chelan

You can't beat this WATERFRONT location with great amenities, and private condo-living a short walk to downtown Chelan! Features include: - Large sandy beach, grassy areas, beautiful landscaping, picnic areas - Year-round heated adult hot tub. - Seasonal: heated pool, charcoal BBQ's, picnic tables, lawn furniture, cabana - Onsite coin-operated laundry, children's playground, large dock, pickle ball court, and free parking City of Chelan Short Term Rental License: #STR-0004

Guest favourite
A sweeping view of the Cascade Mountain Range is presented, featuring rugged peaks dusted with snow and extensive greenery below. Lush trees are visible in the foreground, while soft mist envelopes the distant mountains, creating a serene and tranquil landscape.
Guest suite in Cashmere
4.84 out of 5 average rating, 658 reviews

Best Mountain View of the Cascades! DOGS Allowed!

Surround yourself with acres of forest with awe-inspiring views of the Cascade Mountain Range! My photos do not do it justice. You will enjoy peace and quiet in the Master bedroom suite, blocked off from the rest of the house (absolute privacy) and your own private door to access your deck outside. It includes your own private Master bathroom with two shower heads, heated floor, and two sinks. Warm up with the wood stove! Dogs Allowed! (WOOF!) Chelan County STR #000957

Guest favourite
A spacious living area features a large sectional sofa adorned with colorful throw pillows. A round coffee table sits in front, accompanied by decorative items. A warm light emanates from a nearby lamp, and the wall is embellished with a mirror and wall art.
Flat in Wenatchee
4.82 out of 5 average rating, 472 reviews

The IvyWild - Apartment in Tudor Historic Home

A few years ago, I operated a bed and breakfast in this historically registered Tudor home. With our growing family it became too much to manage. Since we love hosting we decided to remodel our spacious basement apartment. It is fully furnished and super cozy. The apartment has its own entrance and lots of parking and even a private outdoor patio area. We are in the central part of town and close to the main street, the market and the Columbia River loop trail.

Superhost
An exterior view of a dwelling features a rounded green door surrounded by a charming stone pathway. Colorful flower pots adorn the entrance, while a lush green hillside and a vibrant pink sky create a picturesque backdrop.
Earthen home in Orondo
4.81 out of 5 average rating, 1,459 reviews

The Hobbit Inn

In a quiet fold of the mountains above the great Columbia River lies a small curious dwelling built into the hill. Through its round green door you’ll find a snug room, a steady fire, and quiet enough to hear your thoughts. It was made for those who take joy in small comforts and simple work. Here, time lingers, tea tastes better, and the world feels just a bit larger beyond the door.

Superhost
A spacious living area features a dark sectional sofa with accent pillows, paired with a round glass coffee table. Natural light pours in from large windows, showcasing access to a private balcony with views. Decorative artwork adorns the walls, adding visual interest.
Apartment in Chelan
4.77 out of 5 average rating, 171 reviews

Top floor 2BR condo w pool & hot tub open all year

Most desirable top floor, lakefront condo at Chelan Resort Suites. Conveniently located next to Lakeside Park & Beach where you can enjoy water activities and sunbathing by day or take a walk or short drive to various local wineries, golf courses, restaurants, shops, Slide Waters and more! At night, soak up the beautiful sunset & gorgeous views of Lake Chelan from your private patio.

Top guest favourite
The cabin, nestled among trees, features a vibrant yellow door and a gently sloping driveway. Snow blankets parts of the ground, while the mountain backdrop creates a scenic view. The front steps lead up to the porch, enhancing the entrance.
Cabin in Ronald
4.98 out of 5 average rating, 111 reviews

Mountain Lakeview Cabin

Escape to a cozy 3 Bed Rm 1 Bath cabin above Lake Cle Elum—your basecamp for snowy hikes, sledding, or curling up with a good book. Enjoy lake views, a fire pit for s’mores, games, a projector for the kids, and a fully stocked kitchen. Just 10 min from Roslyn & Suncadia. Road is currently open but may close with snow—snow taxi available if needed.

Popular amenities for Chelan holiday rentals

When is the best time to visit Chelan?

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Avg. price$263 SGD$253 SGD$248 SGD$261 SGD$287 SGD$305 SGD$397 SGD$417 SGD$282 SGD$228 SGD$225 SGD$226 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 Chelan?

    Lakeside neighborhoods, areas near downtown, and locations around the hills are popular with visitors for easy access to the water and local eateries. Vacation rentals and lodges often provide a variety of settings, from cozy cabins to modern homes.

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

    Families often explore local parks and beaches, splash in the lake, or visit seasonal farms and fruit stands. Mini golf and water activities are frequently suggested, creating kid-friendly ways to enjoy Chelan’s setting.

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

    Many visitors relax along Lake Chelan, sample regional wines, and hike nearby trails for elevated views. Exploring the downtown district for local shops and dining is also frequently suggested.

  • How is the weather in Chelan?

    Chelan has chilly winters, with temperatures between 24–36°F (-5–2°C), and hot, mostly dry summers that reach 89°F (32°C). Expect clear skies and low rainfall in summer, while winter brings occasional snow—layered clothing is suggested for year-round visits.

  • When is the best time to visit Chelan?

    Late spring through early fall is often recommended for warm weather, water activities, and festivals, while winter has a quieter pace and opportunities for seasonal outdoor recreation. Each season highlights a different side of Chelan’s landscape and traditions.

  • What are the best places to visit in Chelan?

    Explore the Lake Chelan waterfront, stroll through parks, and visit a local winery or fruit orchard. The downtown area has boutique shops and eateries rooted in the region’s traditions.

  • What are some hiking trails in Chelan?

    Chelan has trails for a range of hiking experiences, from gentle lakefront paths to routes in the nearby hills. Many visitors explore local parks or venture into the surrounding national forest areas for forested trails and scenic views.

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

    Families can enjoy swimming in Lake Chelan, picking fruit at local orchards, or exploring playgrounds and picnic areas in parks. Mini golf, paddleboarding, and boat tours are also frequently suggested family-friendly activities.

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

    Day trips from Chelan can include exploring neighboring wine regions, hiking in nearby national forests, or discovering small towns with historical sites and local markets. Scenic drives and boat tours are popular ways to experience the surrounding area.

  • Are there any pet friendly accommodations available in Chelan?

    Chelan has pet-friendly accommodations in several areas, including vacation rentals and some lodges. Local parks and waterfront paths make it easy to enjoy outdoor time with dogs.

  • What are some local tips for visiting Chelan?

    Bring sun protection, as Chelan has strong summer sun, and sample seasonal fruit from roadside stands or farmers’ markets. Staying hydrated and reserving tours in advance can help make the most of peak travel times.

  • What is Chelan known for?

    Chelan is known for its picturesque lake, abundant fruit orchards, and a lively wine region. Many visitors enjoy water sports, local wine tasting, and seasonal harvest experiences.

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

    Discover lesser-known hiking trails, tuck into small bakeries featuring regional flavors, or explore art galleries showcasing local artists. Some visitors enjoy visiting family-run orchards set just outside the busier parts of town.

  • What are the best foods to try in Chelan?

    Chelan is known for dishes featuring local cherries, apples, and stone fruits, as well as wines made from area vineyards. Many travelers seek out fresh fruit pies, craft ciders, and picnic-friendly cheeses.

  • What should I bring for a trip to Chelan?

    Pack layers, as Chelan’s temperatures vary with the season—summers can reach 89°F (32°C), while winters often dip to 24°F (-5°C). Sunglasses, sunscreen, a hat, and comfortable walking shoes are helpful for sunny days by the lake or exploring outdoor trails.

  • What is the nightlife in Chelan like?

    Chelan’s nightlife centers around casual bars, local breweries, and wine lounges, some with live music or seasonal outdoor seating. Evenings tend to have a laid-back, friendly atmosphere.

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

    Chelan hosts annual events like a winter festival with themed activities and fireworks, a wine and music celebration in spring, and harvest season festivities in fall. These events highlight community traditions and local flavors.

  • Are there family friendly vacation rentals in Chelan?

    Chelan has family-friendly vacation rentals near the lake, downtown, and hillside neighborhoods. Many of these provide space for groups and easy access to parks, beaches, and dining.

Quick stats about holiday rentals in Chelan

  • Total holiday rentals

    Explore 540 holiday rentals in Chelan

  • Nightly prices starting at

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

  • Verified guest reviews

    Over 10,560 verified reviews to help you choose

  • Family-friendly holiday rentals

    370 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    470 properties feature pools

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wifi availability

    530 of Chelan holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Lake access, Gym and BBQ grill across Chelan rentals

  • 4.7 Average rating

    Chelan stays receive an average rating of 4.7 out of 5 from guests

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