Holiday rentals with a pool in Leavenworth

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Leavenworth

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
Home in Ronald
4.91 out of 5 average rating, 147 reviews

Luxe Retreat with Fire Pit, Game Room, and Hot Tub

Escape to the "Cascade Retreat," our luxurious cabin located 5 mins from the beautiful lake Cle Elum and 10 mins from Suncadia! Whether you want to curl up by the fireplace, play a game of mini-golf, BBQ in the backyard with heated lamps, or chill by the fire pit, our cabin is the perfect getaway. With space for up to 10 guests, our cozy yet upscale retreat has A/C and offers a fully equipped kitchen, coffee bar, game room with Arcade games, Pop-a-shot, plus multiple fun outdoor games. Book now and indulge in some serious R&R!

Guest favourite
Apartment in Leavenworth
4.94 out of 5 average rating, 185 reviews

Walk to Town*Mountain View* HotTub & Seasonal Pool

Beautiful mountain & golf course views! Spacious Top Floor, 2 bedrooms & 2 bathrooms, vaulted ceilings, well-equipped kitchen & comfortable living. Steps to pool,hot tub, tennis/pickleball/basketball court. Private patio with grill. Fab location -Walk to village, river & parks. Gas fireplace, A/C, Wi-Fi, & games. Leavenworth is a year-round vacation spot with something for everyone. Many outdoor activities including skiing,tubing,hiking & rafting, plus fun festivals,wineries,restaurants & more.

Top guest favourite
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
4.97 out of 5 average rating, 180 reviews

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

Top guest favourite
The image displays a scenic view of multi-level condominiums surrounded by lush greenery and landscaped gardens. Snow-capped mountains rise in the background under a clear blue sky, providing a tranquil and inviting backdrop for the property.
Apartment in Leavenworth
4.91 out of 5 average rating, 324 reviews

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.

Top guest favourite
The exterior of a spacious two-story lodge is highlighted, featuring a large swim spa on a patio. Surrounding the spa, multiple lounge chairs and an umbrella provide seating options. The lodge is set against a backdrop of lush trees and mountain scenery, with a gravel driveway leading up to the structure.
Cabin in Leavenworth
4.97 out of 5 average rating, 214 reviews

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 📍25 MIN TO LEAVENWORTH 📍10 MIN TO LAKE WENATCHEE 🔑Moonrise Mountain Lodge Poss Pines Vacation Rentals

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, 255 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
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
4.97 out of 5 average rating, 209 reviews

Seasonal 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 seasonal swimming pool open mid 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 favourite
Home in Manson
4.92 out of 5 average rating, 118 reviews

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

Treat your family or group to panoramic lake views at this Lake Chelan luxury 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, 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 including a fenced-in yard, a private 44' heated pool, cabana & hot tub!

Guest favourite
A heated pool is shown surrounded by lounge chairs set against a backdrop of mountain peaks and lush greenery. Nearby, spacious accommodations can be seen featuring a combination of wood and stone architecture, adding to the natural ambiance of the resort.
Apartment in Leavenworth
4.89 out of 5 average rating, 219 reviews

Free night in March-Heated pool is open, Views

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

Top guest favourite
Flat in Leavenworth
4.93 out of 5 average rating, 246 reviews

Fall/Winter is Gorgeous! Huge view condo. Hot tubs

"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!

Top guest favourite
A charming entryway is framed by lush greenery and colorful flowers. The path of stone pavers leads to a welcoming wooden door, with large windows offering glimpses into the interior. A spacious porch showcases outdoor seating amidst comfortable landscaping.
Guest suite in Leavenworth
4.94 out of 5 average rating, 189 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.

Guest favourite
The exterior of the home is illuminated at twilight, showcasing large windows that reveal the inviting interior. A spacious deck leads to a hot tub, set against a backdrop of tall pine trees and a grassy yard. The peaceful surroundings enhance the retreat's natural charm.
Cabin in Ronald
4.97 out of 5 average rating, 124 reviews

Pine Forest Getaway, Game Room, Hot Tub, Fire Pit

Welcome to our home on the Sunny Side. Hyacinth house is a serene forest retreat and the perfect spot for a peaceful weekend getaway, ideal for creating cherished moments with loved ones. Enjoy a fun-filled game room with Skee Ball, a huge yard for kids, and a hot tub for ultimate unwinding. Gather around the fire pit for cozy nights and s’mores. Enjoy great mornings with hot coffee and a view of the forest.

Popular amenities for Leavenworth rentals with a pool

When is the best time to visit Leavenworth?

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Avg. price$335 SGD$275 SGD$259 SGD$262 SGD$266 SGD$276 SGD$308 SGD$349 SGD$295 SGD$365 SGD$304 SGD$456 SGD
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Quick stats about holiday rentals with a pool in Leavenworth

  • Total holiday rentals

    Explore 140 holiday rentals in Leavenworth

  • Nightly prices starting at

    Leavenworth holiday rentals start at $89 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,020 verified reviews to help you choose

  • Family-friendly holiday rentals

    130 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    130 of Leavenworth holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Leavenworth rentals

  • 4.8 Average rating

    Leavenworth stays are highly rated by guests – averaging 4.8 out of 5!