Holiday rentals with a pool in Chelan County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Chelan County

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

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Guest favourite

Home in Manson

4.96 out of 5 average rating, 110 reviews

Large Home with Pool, HotTub & Sweeping Lake Views

This two story home features three bedrooms, two bathrooms, kitchen, and living space on the upper level. The basement is a fun entertainment space with both a foosball and outside ping pong table. One additional bedroom can also be found with two bunk beds. Cozy up on the couch to watch Netflix, Amazon or Hulu on the flatscreen smart tvs or pull out some board games from the game closet. Spend a relaxing night on the large balcony or whip out the yard games for some friendly competition in the spacious yard. Endless hours of entertainment will be found in the seasonal, pool with chairs to lounge around. If a competitive atmosphere is being sought after then set up the volleyball net for a match or grab the basketball for a game of HORSE in the driveway. A brand new hot tub was installed September 2020 to offer year round enjoyment. Willow point park is a short walk to lake access.

9–16 Sept

£962 per night

Guest favourite

Apartment in Leavenworth

4.89 out of 5 average rating, 243 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.

11–18 Feb

£247 per night

Guest favourite

Cabin in Leavenworth

4.98 out of 5 average rating, 105 reviews

Moonrise Mountain Lodge *Hot Tub *Pets *Ping-Pong

Pls read our glowing reviews to get the full scope of this rental! Our goal was to create a seamless vacation experience for families just like us, so we've added all the extras so you don't have to rent a uhaul to get away for a weekend! This might be the most family friendly vaca rental in the Plain/Leavenworth area! Crib, toys, baby gates, etc! *Quick highlight of the fun stuff - we have AC, a hot tub, Ping Pong, a 65 inch 4K TV and 2 fireplaces & super fast wifi. 25 min to Leavenworth.

7–14 Oct

£490 per night

Superhost

Apartment in Chelan

4.85 out of 5 average rating, 105 reviews

Kid-friendly, Waterfront Condo w/ Pool & Hot Tub

Great family waterfront condo awaits you at the Grandview on Lake Chelan. Our 1 bedroom unit sleeps 6 & opens to a spacious lawn for kids to play or you to relax or jump in the lake, seasonal pool, or hot tub. Whether you enjoy walking the Riverwalk trail, golfing, or visiting many of the wineries/restaurants close by, this place has it all. Guests enjoy full kitchen, fireplace, games, & kid-amenities (pack & play crib). W/D in unit + free Wi-Fi & 1 parking spot. Docks & buoy tie-up a bonus!

11–18 Sept

£251 per night

Guest favourite

Apartment in Leavenworth

4.94 out of 5 average rating, 148 reviews

Walk to Town * View * Steps to Pool & Hot Tub

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 & 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.

4–11 May

£265 per night

Guest favourite

Apartment in Manson

4.91 out of 5 average rating, 148 reviews

Top Floor - Incredible Views, Pool, Walk to Town

Enjoy this condo with Pristine views of Lake Chelan and perched on a hill directly across from this glacier-fed lake. Across the street from a public swimming area, Manson Bay Marina, boat and jet ski rentals. Within walking distance into the heart of Manson where restaurants, wineries with local entertainment and the local Brewery is located. You're also a short drive to discover some of the many estate wineries that makes the Lake Chelan Valley popular for their award-winning wines.

20–27 Sept

£701 per night

Guest favourite

Flat in Leavenworth

4.92 out of 5 average rating, 210 reviews

Spring & Summer in Leavenworth! Huge, view condo!

"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!

21–28 Jan

£276 per night

Guest favourite

Apartment in Chelan

4.98 out of 5 average rating, 206 reviews

Romantic boutique getaway with cozy fireplace.

Top floor unit, no one above you! This newly remodeled private boutique-style condo with AC and pool for the summer months, and a cozy fireplace and sauna for the winter months is the perfect getaway for 1-4 guests. Located at Lakeside Park, near the heart of Chelan. Includes free parking, WiFi, a pool, sauna, and fully stocked kitchen. Centrally located, just seconds from the lake, with quick access to vineyards, golf, fishing, water sports, hiking, shopping, and more!

11–18 Jan

£230 per night

Guest favourite

Apartment in Chelan

4.91 out of 5 average rating, 109 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

6–13 Jun

£255 per night

Guest favourite

Home in Leavenworth

4.98 out of 5 average rating, 131 reviews

Heated pool 4/16-10/1,firepit,dogs ok,hot tub,pond

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.

10–17 Sept

£496 per night

Guest favourite

Apartment in Leavenworth

4.99 out of 5 average rating, 161 reviews

Pools (3) are OPEN- Walk to Town- Views all around

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 walk into front street, as parking can be a challenge on the busier days.

13–20 Oct

£363 per night

Guest favourite

Apartment in Chelan

4.85 out of 5 average rating, 158 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.

27 Oct – 3 Nov

£176 per night