Vacation rentals with a pool in Leavenworth

4.97 out of 5 average rating, 132 reviews

The outdoor area features a rectangular pool surrounded by lounge chairs, set against a backdrop of mountains and a lake. A shaded gazebo provides a comfortable space for relaxation. Lush green grass complements the landscape, enhancing the tranquil setting.

Home in Manson

Large Home with Pool, HotTub & Sweeping Lake Views

Cozy and Fun-Filled Vacation Retreat Welcome to this charming two-story home, perfect for families and groups seeking a blend of relaxation and entertainment! The upper level boasts three spacious bedrooms, two fully remolded bathrooms, a fully equipped kitchen, and a cozy living area, ideal for unwinding after a day of adventure. Head downstairs to the entertainment-packed basement, featuring a foosball table, an outdoor ping pong setup, and an additional bedroom outfitted with two bunk beds. Whether you’re binge-watching your favorite shows on the flatscreen smart TVs or diving into a game night on the game console, there’s something for everyone. Step outside to the expansive balcony for a serene evening under the stars or enjoy some friendly competition with yard games in the backyard. Dive into the seasonal pool, lounge in the sun, or take the excitement up a notch with a basketball match or a game of HORSE in the driveway. The hot tub off the patio offers year-round relaxation for your group. Just a short walk away, Willow Point Park provides easy lake access for more outdoor fun. With endless amenities and a prime location, this home is the ultimate destination for making lasting memories.

4.97 out of 5 average rating, 176 reviews

A spacious two-story lodge is set against a backdrop of green hills and evergreen trees. The exterior features dark siding and large windows, creating a modern look. A covered porch extends across the front, with outdoor seating arranged neatly in the yard.

Cabin in Leavenworth

12 ft Swim Spa Pool * Pets * Ping-Pong * By River

💌 Pls read our glowing reviews for more details! 👯‍♀️This home is setup perfectly for multi-generational family vacas w/infants through grandparents 🛌7beds + crib - sleeps 12 🏊🏻‍♂️12x8 foot swim spa that doubles as a large hot tub or small pool 🏓Ping-Pong, foosball, arcades, TV's, Fiber Internet, games/toys, large yard, stocked kitchen, baby-friendly w/gate, high chairs, crib, etc. 📍25 MIN TO LEAVENWORTH 📍10 MIN TO LAKE WENATCHEE 🔑Moonrise Mountain Lodge is ran by Poss Pines Vacation Rentals

The community pool is surrounded by landscaped gardens, with six lounge chairs placed around the water's edge. A shaded gazebo is visible in the background, providing a relaxing spot for guests. Clear blue water reflects sunlight, inviting a refreshing dip.

4.96 out of 5 average rating, 266 reviews

Modern Remodel, boutique getaway with POOL and AC

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.

4.97 out of 5 average rating, 154 reviews

The two-story house features a wrap-around porch and is surrounded by green lawns and mature trees. A fence encloses the yard, and a driveway leads to a garage in the background. Bright blue skies enhance the welcoming setting.

Home in Leavenworth

Heated pool,dogs ok, Hot tub,pond,2.2 mls to town.

Welcome to Icicle Oasis! Your home away from home with all the amenities of a resort. Boasting an acre of land with an above ground pool (heated May to October 1st) hot tub, basketball hoop, fire pit, and a large pond complete the serene laid-back escape. Close enough to town to enjoy all Leavenworth has to offer but far enough away to escape the hustle and bustle while relaxing on the porch with stunning views of Sleeping Lady Mountain. Camera installed by parking lot only. County permit#000120

4.9 out of 5 average rating, 294 reviews

A hot tub is positioned next to a seasonal swimming pool, surrounded by lounge chairs that invite relaxation. Steam rises from the warm water in the hot tub, enhancing the tranquil setting. The area is well-maintained and offers a clear view of the pool.

Condo in Leavenworth

Alpenhaus Leavenworth

Why work from home when you can work from here. Xmas lights on next week. Enjoy the fresh air. Come and experience Leavenworth and the mountains. This spacious 1,300 s.f. condo sleeps 6. 2 bedrooms, 2 baths (master has it's own bath). Living room has a queen sleeper sofa. Second floor patio with fantastic views. Relax in one of the hot tubs or enjoy a swim in one of the pools (seasonal). Enjoy the fresh air and beautiful scenery. Only a short 15 minute walk to town. Leave the car behind.

4.98 out of 5 average rating, 178 reviews

The image shows a bright outdoor pool surrounded by a spacious deck. Lounge chairs are positioned around the pool and a hot tub is visible to the right. Lush greenery and mountains create a scenic backdrop, enhancing the relaxing environment.

Condo in Leavenworth

Park & Walk to town, 3 pools OPEN, Hot tubs, Views

Come & enjoy any season in Leavenworth You will feel right at home as soon as you enter our spacious, clean and up to date condo over looking the 14th fairway on the golf course, enjoy 2 pools + toddler pool, (Pools are open depending on winter weather) 3 hot tubs are open for guests use, views & an easy walk into the village of Leavenworth for strolling, shopping & dinner. The bonus is being able to park in carport and walk into front street, as parking can be a challenge on the busier days.

4.97 out of 5 average rating, 171 reviews

The cabin is illuminated under a twilight sky, surrounded by trees. A spacious patio features a hot tub, barrel sauna, picnic table, and fire pit, with hanging lights adding to the inviting ambiance. Two cozy hanging chairs and a gravel path complete the setting.

Cabin in Ronald

Arcade, Hot Tub, Sauna, Firepit, King Bed & EV!

Welcome to Rock Rabbit! This luxurious 3BR 2.5Bath cabin is nestled near Lake Cle Elum. Gaze at the starry sky from hammocks or the luxury hot tub, unwind in the barrel sauna or hike the majestic Cascade Mountains. Kids will love the retro arcade and private community pool! ✔ 3 Comfy BRs ✔ Open Design Living + TV Room ✔ Full Kitchen ✔ Game Room (Arcades, Foosball, Pop-Shot) ✔ Backyard (Hot Tub, Barrel Sauna, BBQ, Hammocks, Fire Pit) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking ✔ EV Charging!

4.9 out of 5 average rating, 102 reviews

A sparkling, heated pool sits at the edge of a patio, featuring lounge chairs arranged nearby. Mountains and a tranquil lake are visible in the background, framed by trees and an expansive blue sky.

Home in Manson

Lake Chelan View Home with pool, hot tub & yard!

Treat your family or group to panoramic lake views at this Lake Chelan retreat. This charming home has been freshly-renovated with a sophisticated blend of modern and farmhouse designs. Relax to a mood-setting electric fireplace in the main living area and a bonus room downstairs that is perfect for movie or game nights & covered deck so you can relax and BBQ in style! Over half an acre of tranquil, park-like grounds that includes a fenced-in yard, a private 44' heated pool, cabana & hot tub!

4.93 out of 5 average rating, 235 reviews

The image displays a scenic view of a green landscape featuring a swimming pool and a fishing pond. Pine trees and well-kept gardens surround the area. The mountains rise in the background, providing a natural backdrop that enhances the outdoor setting.

Apartment in Leavenworth

Summer in Leavenworth! Huge, view condo. Pools.

"Little Bit of Norway" is walking distance to city center, parks, the golf course, hiking trails, and climbing routes. The new Leavenworth Adventure Park is almost next door! You’ll love our spacious condo because of the gorgeous mountain views from the deck, the walkable location with guaranteed parking, and the brand-new kitchen (renovated spring 2023). Pool, hot tub, gym, in-unit laundry all available. Great for couples, solo adventurers, groups of friends, and families with kids!

4.97 out of 5 average rating, 197 reviews

The exterior of the cabins is framed by lush greenery, showcasing three distinct structures with wood siding. A heated swimming pool glimmers in the center, accompanied by wooden lounge chairs, inviting relaxation in a private, fully fenced setting.

Cabin in Leavenworth

88° pool, 3 cabins, fenced acre, views

-max 6 people -max 2 dogs (non-shedding only) -enjoy your own mini glamping resort—3 cabins (essentially 1 cabin under 3 roofs all for you) -private, fully-fenced acre -heated swimming pool early April - late September. **note pool quietly serviced Tuesdays between 7 and 8:30am** -hot tub (all year) -short walk to trails, horse riding, cafe & bar at Sleeping Lady Resort -wi-fi, streaming TVs -EV level 2 charger -gas grill -fire pit & fireplace -fully-equiped kitchen -laundry room

Guest suite in Leavenworth

A private swimming pool is surrounded by lush greenery and sun-kissed patio areas for relaxation. Lounge chairs are positioned nearby, while a shaded area is provided by a vine-covered pergola. The calm water reflects the vibrant foliage, creating a serene outdoor space.

4.94 out of 5 average rating, 181 reviews

Leavenworth Country Stay

STR #000065 Spring is Here! We are all enjoying the warmer weather and the wildflowers are about to burst-they may have by time you read this! This is a great time to get out walking and soon hiking in the higher country. The birds are so busy, singing and settling down to nesting time. Don't forget Bird Fest in May! Town is still quiet now in early Spring, so it's a great time to visit Leavenworth before schools let out and the many visitors arrive.

4.92 out of 5 average rating, 146 reviews

A row of parked jet skis is visible along a dock, with calm waters reflecting the surrounding mountains and clouds. The dock features green posts and extends into the clear lake, offering a scenic view of the serene landscape.

Condo in Manson

Stunning views, Luxury on Lake Chelan - Pool, Spas

Located in the quaint and peaceful town of Manson, Marina's Edge features dazzling views of Lake Chelan and surrounding Cascade peaks. Relax in the spacious pool or one of the hot tubs while you soak in the stunning natural beauty. Walking distance to downtown Manson, local brewery, award winning wineries, and restaurants. Across the street for Manson Bay's public swimming area, and boat dock. Luxury all the way! This unit is on the third floor.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Cabins

Kick off your hiking boots at these rustic lodgings

Apartments

Convenient locations with everyday essentials

Popular amenities for Leavenworth rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.98 out of 5 average rating, 56 reviews

A spacious living room features large windows allowing natural light to fill the space. A stone fireplace serves as a focal point, with a mounted decor accent above the mantel. A comfortable couch and armchair provide ample seating, complemented by a wall clock and decorative artwork.

Home in Ronald

Family Fun Getaway w/Private Hot Tub & Games

TriciaRating, 5 stars1 week ago

We spent the weekend here celebrating a family birthday. It was perfect! We loved the backyard, garage full of games, and using the activity center for a pool day.

A well-lit great room features large windows that provide sweeping views of trees and mountains. A stone gas fireplace adds warmth to the space, while a wooden coffee table sits in the center. Plush seating arrangements are included, enhancing the cozy atmosphere.

4.96 out of 5 average rating, 23 reviews

Lookout Lodge

TrishaRating, 5 stars4 months ago

We had an amazing stay! The property is so beautiful and peaceful. The house is very well stocked and has everything you could need for your stay. The house was very clean as well. Nice touches around the house such as supplies for s'mores, cozy blankets and sleds to play in snow. They even had a Nintendo which was so much fun! Nicole was also great about answering questions. We would absolutely stay here again in the future and are so glad to have had the opportunity to enjoy this property!

A private outdoor hot tub is situated under a wooden pavilion, surrounded by snow-covered ground and evergreen trees. Steam rises from the water, indicating warmth, while the structure provides coverage for comfort in a serene winter landscape.

4.86 out of 5 average rating, 22 reviews

Cozy Cabin in the Pines: Hot Tub & Huge Game Room!

AmberRating, 5 stars1 month ago

We had the best time! We wanted a relaxing weekend and we got exactly that! The small towns nearby provided everything we needed from morning coffee to amazing local beers! We will absolutely be visiting again!

The bedroom features a rustic wooden headboard with a white bedspread and fluffy decorative pillows. A large wall art piece depicting a cow's face is centered above the bed, with softly illuminated sconces on either side adding warmth to the space.

5 out of 5 average rating, 17 reviews

Luxe House - game room, hot tub, firepit, retreat

KamilRating, 5 stars5 months ago

This place was a magical winter wonderland for our family! Tucked away from the city hustle and bustle, the house is modern living just outside of a cute little one street, small town USA. Great place to stay at.

The exterior of the mountain retreat is showcased, featuring a blend of wood and stone materials. Soft lighting accentuates the inviting entrance, while surrounding landscaping includes sparse vegetation and rocky areas. The setting sun casts warm hues across the sky, enhancing the tranquil atmosphere.

5 out of 5 average rating, 36 reviews

Taneum Mountain House

GraceRating, 5 stars3 weeks ago

We had an amazing time! The place is beautiful and spacious, very clean and well-maintained. Would definitely love to come back!

A spacious, custom-designed home is surrounded by towering trees, featuring a blend of stone and dark wood exteriors. A winding driveway leads to the entrance, accented by landscaped gardens and natural stone elements, inviting guests to explore the property.

4.85 out of 5 average rating, 48 reviews

Hot tub, Golf view, Game Room, Pet friendly Lodge

YoharRating, 5 stars6 months ago

What a wonderful home to stay in! Hot tub was perfect, master bathroom is huge! Kitchen is large and well appointed, and the host responds within minutes if you need something!

4.99 out of 5 average rating, 73 reviews

Home in Quincy

Sunset Views! Luxury Villa, Free Golf and Swim

RubyRating, 5 starstoday

The place was as described! Clean, comfortable, my kids loved it! Beautiful place to stay and relax!! Thank you Kendehl for being so responsive and welcoming.

4.97 out of 5 average rating, 87 reviews

A heated pool is framed by a spacious deck featuring multiple lounge chairs and tables. The rustic wooden clubhouse with a steep roof is visible in the background, surrounded by lush greenery. Decorative fountains add a serene touch to the outdoor space.

Home in Ronald

The Wapiti Cabin! 60mins to Gorge Amphitheatre!

JenessaRating, 5 stars1 month ago

Very comfortable home. Worth the extra drive from Roslyn to each have a bathroom to ourselves and plenty of space to spread out! Kitchen stocked well for cooking. Would go stay here again.

Show all

Condo rentals with a pool

A multi-story lodge with a mix of wood and stone accents is nestled among landscaped greenery. A tranquil stream flows beside the building, while native plants and rocks enhance the natural setting. The clear blue sky contrasts against the architecture, creating an inviting atmosphere.

4.89 out of 5 average rating, 115 reviews

*Heart of Suncadia Lodge Resort*Hot Tub*Pool*MTNS

MarkRating, 5 stars1 week ago

My girlfriend and I stayed at Jillian’s condo while enjoying a weekend up at Suncadia. The unit had everything we needed, the kitchenette was especially handy to have for lunches that we made and packed for adventures during the day. We enjoyed sunsets over the valley from the lodge while drinking wine and eat smores that the resort provided around the fire. The winery was just a couple mins away which had great tastings and food. I play golf eat time I’m up there as well, the courses are some of my favorite in the area. Would recommend for anyone looking for a weekend getaway.

A bright bedroom features a spacious bed adorned with a light quilt, complemented by two bedside lamps. Large windows with horizontal blinds allow natural light to fill the space, offering views of the surrounding area.

4.91 out of 5 average rating, 81 reviews

Indoor Pool | Hot Tub | Games | Lake Access

MonicaRating, 5 stars1 week ago

This was our 2nd time staying at Julia’s place and it was great. Julia was really responsive in communication and quick to support any of our needs. This is a great location, walking distance to the water front park and great accommodations for families with little ones. We will definitely stay at Julia’s place the next time we are in town.

5 out of 5 average rating, 8 reviews

A swimming pool is surrounded by a paved deck, with lounge chairs placed strategically around its perimeter. A heated hot tub sits adjacent to the pool, both set against a backdrop of rolling green hills and distant mountains under a clear blue sky.

Condo in Leavenworth

2BR Retreat | 1 Mile to Downtown | Pool & Hot Tub

MichaelRating, 5 stars5 months ago

Had a trip out to Leavenworth over the Xmas holidays. The place was nice — a bit outside of the main center as to be really relaxing and not in the hustle and bustle, but close enough for a 15 min walk in.

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.

4.96 out of 5 average rating, 26 reviews

Cozy Chelan Condo | Lake & Mountain Views

KyleRating, 5 stars1 week ago

This condo was immaculate, had panoramic views, generous amenities, and a fantastic location. The host was also super responsive and accommodating. Highly recommend staying here!

An outdoor pool is surrounded by freshly fallen snow, with a clear blue sky above. Stone walls frame the pool area, and snow-capped lounge chairs are visible in the background. Tall evergreen trees create a tranquil backdrop against the winter landscape.

4.91 out of 5 average rating, 120 reviews

4014 Fabulous☀️ Suncadia Lodge Studio

BarretRating, 5 stars2 weeks ago

Kristin's place was great at the lodge. She answered all of my questions when I sent her message. it was a great price as well along with the summer time up here at suncadia. I will for sure stay at this place.

An outdoor pool is visible in a snow-covered landscape, with steam rising from its surface. Surrounding the pool, snow blankets the ground and chairs, while multi-story buildings are seen in the background, partially obscured by light mist.

4.86 out of 5 average rating, 199 reviews

3056 Studio☀️ Hike🏔Bike 🚲 & get outside!

AuraRating, 5 stars1 month ago

Excellent location with amazing views at the lodge. Super quiet and very clean room. We will definitely stay again.

An indoor pool area is featured, surrounded by large windows allowing ample natural light. Colorful loungers line the poolside, providing comfortable seating. The smooth water surface reflects the overhead lighting, creating a welcoming atmosphere for relaxation.

4.78 out of 5 average rating, 147 reviews

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

BrittanyRating, 5 stars1 day ago

We had a wonderful stay! Great location, beautiful view, amenities were perfect for families with young kids, and the host was so responsive and friendly! We can’t wait to come back!

A furnished balcony offers two cozy chairs with a small table, overlooking expansive mountain views. The scene includes a community pool below, framed by lush greenery and a clear blue sky filled with clouds.