Holiday rentals with a pool in Chelan

A modern living area features a tufted blue sofa with yellow accent pillows, positioned near a sleek coffee table. A dining table with white chairs is visible, along with a beautifully organized kitchen area in the background, showcasing minimalist décor and warm wooden flooring.

4.95 out of 5 average rating, 301 reviews

Romantic Boutique Getaway with Modern Remodel.

Top floor unit, no one above you! This newly remodeled private boutique-style condo with central AC is the perfect getaway for 1-4 guests. Located next to Lakeside Park, near the heart of Chelan. Includes free parking, fast WiFi, a community pool and sauna, and thoughtfully stocked kitchen and bathroom. Centrally located, just seconds from the lake, with quick access to vineyards, golf, fishing, water sports, hiking, shopping, and more! Need only 1 night? Send me a message for availability.

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.

4.92 out of 5 average rating, 103 reviews

Indoor 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.

4.87 out of 5 average rating, 255 reviews

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.

Condo in Manson

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.

4.94 out of 5 average rating, 35 reviews

Lake Access & Views | Indoor Pool and Hot Tub

Welcome to our spacious 2BR/2BA condo at Chelan Resort Suites, just steps from Lake Chelan! Enjoy partial lake views from your private balcony, a cozy gas fireplace, and all the comforts of home. Sleeps 6 with two bedrooms + Murphy bed. Cook in the fully stocked kitchen, relax in the indoor pool & hot tub, and enjoy the washer/dryer and 2 free parking stalls. Close to wineries, Slidewaters, Lady of the Lake, hiking, dining, and shopping. Book your Chelan getaway today! City Permit: STR-0039

An open living and dining area showcases a wooden table with comfortable seating for six, complemented by a modern light fixture. Large windows frame stunning mountain views and offer access to a balcony, while a cozy seating arrangement is visible in the background.

4.95 out of 5 average rating, 57 reviews

Lakefront Condo | Breathtaking Mountain Views

This 2-bedroom, 2-bath vacation rental in Chelan, Washington, is the perfect place to relax and rejuvenate. You’ll love the cozy space with free WiFi, a full kitchen, and a balcony with amazing mountain views. It feels like you’re right at home! While you’re here, you can explore Chelan Riverwalk Park, go wine tasting at some of the local vineyards, or play a round of mini-golf with the family. This highly-rated retreat has everything you need to unwind and experience Chelan to the fullest!

4.88 out of 5 average rating, 25 reviews

A scenic exterior view of a multi-level home is presented, nestled among lush greenery and overlooking the Columbia River. The backdrop features rolling hills, while the sky displays soft hues of pink and purple at sunset, creating a serene atmosphere.

Home in Douglas County

Juniper Hill Columbia Riverfront w/Beach & Hot Tub

Luxurious columbia river waterfront oasis with private beach & moorage! This 4 bed/3.25 bath 4011 sq ft estate boasts stunning views from all 3 levels. Huge gourmet chef's kitchen, wine & coffee bar + massive pantry. Gorgeous primary suite w/ private deck & lavish bath w/ steam shower. Lower level has a movie/game room & wet bar! Private backyard w/ beautiful sandy cove area, hot tub & luxury swim spa! Outdoor patio w/ firepit & BBQ. Plan a family getaway & you'll never want to leave!

4.93 out of 5 average rating, 102 reviews

A panoramic view captures multiple structures resting on a rugged landscape, with warm hues of sunset illuminating the scene. The Columbia River flows in the distance, framed by rolling hills, creating a serene backdrop for the setting.

Home in Quincy

Boutique Experience with HOT TUB and EPIC views

Experience the present & be swept away by the gorgeous views of the Columbia River Gorge. Only a short 2.5-hour drive from Seattle, Stay has everything you & your 4-legged friend need to enjoy a memorable weekend away. Stay features a hot tub, indoor and outdoor fireplaces, gas grill, and spacious kitchen, and comfortably sleeps 6 people. Situated on a cliff overlooking the winery, you'll enjoy scenic views when heading to the winery, Gorge Amphitheater, and Sagecliff Resort & Spa.

The outdoor space showcases a heated pool surrounded by lounge chairs and vibrant umbrellas. Soft lighting illuminates the area, enhancing the inviting atmosphere. The back of the multi-level home is visible, featuring large windows that open to the gathering area.

4.8 out of 5 average rating, 40 reviews

Luxe Stay in Chelan | Walk downtown & to the lake

Looking for the perfect getaway? 🎉 Our multi-level home has it all! Lounge by the pool (May 1st to Sept 30) or hot tub / Hot tub (Oct 1 - April 30) Host epic movie nights in the 100” HD theater Fire up the outdoor grill. Coffee lovers will adore our espresso station, And wine enthusiasts? We’ve got a wine fridge! With spacious gathering areas (indoor & out), fireplaces, board games, and a 10-minute walk to downtown Chelan, your dream escape awaits. STR Licence #: STR-0281

5 out of 5 average rating, 20 reviews

A cozy living space features large windows that offer views of the lake and mountains. A wooden dining table with three chairs is positioned near a comfortable couch. A stylish light fixture is suspended over the table, and a fireplace is located in the corner.

Apartment in Chelan

Lake Chelan View Condo

Chelan Resort Suites #411 It is located within a 3 minute walk to a lovely swimming beach and picnic area at "Lakeside Park" located in front of the building. It is 2 miles from downtown Chelan, minutes to Slidewater's Water Park, wineries and restaurants. Relax on the balcony where you can enjoy the lake & mountain views, the 4th of July and New Year's Eve fireworks. Enjoy relaxing in the in door on site pool and hot tub. Fully stocked kitchen, fireplace and washer and dryer.

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.

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

5 out of 5 average rating, 25 reviews

A lakeside property features a spacious outdoor area with a saltwater pool, surrounded by landscaped gardens and seating. The home's large windows reflect evening light, while panoramic views of the lake and mountains are visible in the background. A covered patio offers additional space for relaxation.

Home in Manson

*NEW! Views/Private Pool/Hot Tub/Lake Access/Dock

Welcome to the Chelamptons, your dream lakeside retreat in Lake Chelan! This stunning lakefront property offers the perfect setting for family getaways, group gatherings & peaceful escapes. With a private hot tub, saltwater pool, and 100+ feet of waterfront with lake access & a floating buoy, you’ll be able to make the most of every sunlit moment year round. The home, pool & lake level each feature panoramic lake & mountain views and well-curated spaces to gather & unwind.

A well-furnished sleeping area features a spacious bed with clean, white linens, positioned against a neutral wall. Nearby, a wooden dresser and small desk provide storage and workspace. Soft lighting from two bedside lamps creates a calming atmosphere, while a television is mounted on the wall.

4.86 out of 5 average rating, 171 reviews

Port Cabana - Unit 3

Welcome to your own private oasis in beautiful Lake Chelan! Our cozy one-bedroom cabana is the perfect escape for couples or small families. Relax and unwind in the comfort of your own full kitchen and outside pool. Take in the stunning lake views from your private deck, or venture out and explore all that Lake Chelan has to offer. Whether you're looking for a romantic getaway or a fun-filled family vacation, our cabana has everything you need for the perfect stay

Popular amenities for Chelan rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 33 reviews

A modern kitchen features a large central island with seating for four. White cabinetry provides ample storage, while large windows allow natural light to brighten the space. Appliances include a refrigerator, dishwasher, and a stove, creating a functional cooking area with a clean aesthetic.

Home in Orondo

Sun Cove Lake House: Columbia River Getaway

4.99 out of 5 average rating, 83 reviews

The image captures a serene backyard with a solar-heated pool surrounded by a patio. A covered seating area is positioned near the pool, and manicured shrubs and trees provide privacy, enhancing the relaxing atmosphere of the outdoor space.

Home in East Wenatchee

3-4 Bedroom Home w/private yard, hot tub & pool

5 out of 5 average rating, 15 reviews

An inviting outdoor space features a heated in-ground swimming pool reflecting the sunset. Sun loungers are positioned nearby on a deck, and the home is framed by lush lawns and trees. Large sliding doors offer a view into the living area, integrating indoor and outdoor settings.

Home in Wenatchee

Amazing view home with pool/spa

4.9 out of 5 average rating, 109 reviews

An aerial view captures a spacious home with a distinctive roof and a private, fenced pool surrounded by a concrete deck. Lush green lawns and trees frame the property, while rolling hills and distant mountains create a scenic backdrop.

Home in Leavenworth

Ski Hill Getaway - Entertaining Year-Round

5 out of 5 average rating, 15 reviews

The home features a spacious outdoor deck with a dining area set for six, a seating area around a fire table, and natural grass surrounding the property. Large windows provide views of the sunset, complemented by a garage and patio space underneath.

Home in Orondo

Sun Cove | Lake Views, Pool & Beach Access

4.67 out of 5 average rating, 3 reviews

Home in Cle Elum

1PM In/Out | Seahawks Super Bowl Special

4.94 out of 5 average rating, 32 reviews

A well-maintained saltwater pool is visible with clear blue water, flanked by six lounge chairs and two umbrellas. The three-story home in the background features multiple balconies, and manicured greenery outlines the private pool area under a sunny sky.

Home in Manson

LUXE Lake house -Private Heated Pool-downtown

4.95 out of 5 average rating, 74 reviews

A modern mountain retreat is set against a serene backdrop, showcasing a spacious deck with wooden railings and outdoor seating. The structure features large windows that provide natural light, and the landscaping includes a manicured lawn, gravel driveway, and surrounding trees.

Home in Cle Elum

Spacious 7BR Getaway ~Swim Spa~ Game Room~ Sleep24

Condo rentals with a pool

4.95 out of 5 average rating, 59 reviews

Condo in Cle Elum

Top-Floor River View 1BR Balcony FP Lodge Pool

4.91 out of 5 average rating, 11 reviews

Condo in Cle Elum

Modern 1BR Retreat with Fireplace & Mountain Views

A two-story condo is showcased against a backdrop of the lake, with expansive glass windows offering views. The lawn is neatly trimmed, leading to the water's edge, while mountains rise in the distance under a clear sky illuminated by sunlight.

4.7 out of 5 average rating, 23 reviews

Huge 1BR Lakefront 2nd-Floor | Balcony | Pool

A spacious balcony overlooks the shimmering lake and community outdoor pool. Features include a gas grill, a glass dining table, and several comfortable chairs, providing a perfect setting for enjoying the views of the surrounding landscape.

4.71 out of 5 average rating, 24 reviews

Beautiful Condo w/ Balcony on Lake Chelan!

The spacious balcony features a round table surrounded by colorful, striped chairs, with two reclining lounge chairs positioned for relaxation. Scenic views of mountains and greenery extend beyond the balcony, creating a serene outdoor space for dining and leisure.

4.93 out of 5 average rating, 15 reviews

2BR lakeside condo with stunning views and grill

4.89 out of 5 average rating, 28 reviews

An aerial view captures a circular arrangement of buildings, featuring vibrant red roofs surrounding a central pool area. The pool is complemented by green landscaping and organized pathways, while nearby water and developed areas are visible in the background.

Condo in Quincy

Crescent Bar/Quincy condo-Monthly rate available!

A balcony area features a large glass-top table surrounded by four metal-framed chairs. The backdrop includes expansive views of the lake and distant mountains under a clear blue sky.

5 out of 5 average rating, 3 reviews

*Chelan Lake House WA, u *3-Bedroom Lake View Z #1

A cozy living area is presented with comfortable seating, including a plush armchair and a gray sofa. Large glass doors provide a view of Lake Chelan and mountains, allowing natural light to fill the space. Soft furnishings and decor add a welcoming touch.

4.66 out of 5 average rating, 53 reviews

GrandView 301 - Waterfront Double Queen Suite

Other holiday rentals with a pool

A private patio is seen overlooking a serene lake, featuring a small pool surrounded by lounge chairs in bright orange. The stunning view captures distant hills under a blue sky, creating a peaceful outdoor retreat.

4.69 out of 5 average rating, 77 reviews

2 Waterfront Houses for the price of one

5 out of 5 average rating, 10 reviews

Private cabin at Twenty-Five Mile Creek

A serene lakeside view is captured, featuring gentle waves lapping at the shore. Lush green grass extends toward a fenced area by the water, with mountains rising in the background. The bright sun casts a warm glow, enhancing the tranquil setting.

5 out of 5 average rating, 52 reviews

Updated 1 Bedroom Condo in excellent location!

A living area features a comfortable seating arrangement with a sofa and two armchairs. A coffee table is centered in front, while a television is positioned near a fireplace. The room is bathed in natural light from large windows, offering views of the lake and mountains.

Apartment in Manson

5 out of 5 average rating, 3 reviews

Waterfront Condo with Pool

A covered balcony overlooks a scenic view of rolling hills and a calm lake. A glass table surrounded by black wicker chairs is positioned on the tiled surface, providing a comfortable space for outdoor dining or relaxation.

4.86 out of 5 average rating, 22 reviews

Spacious 3 Bed 3 Bath condo - Lake Chelan Shores

The exterior of the vacation home showcases a modern design with a combination of light and dark siding. A paved patio area includes seating around a firepit, surrounded by landscaped areas with native plants. The home is set against a backdrop of rolling hills, illuminated by a sunset.