Vacation rentals with a pool in Chelan County

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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 favorite

Condo in Leavenworth

4.89 out of 5 average rating, 242 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.

Apr 7 – 14

G$54,039 GYD per night

Guest favorite

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.

Nov 18 – 25

G$80,436 GYD per night

Superhost

Condo in Chelan

4.86 out of 5 average rating, 104 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!

Sep 17 – 24

G$50,102 GYD per night

Guest favorite

Condo 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.

May 3 – 10

G$57,524 GYD per night

Guest favorite

Condo in Manson

4.91 out of 5 average rating, 147 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.

Dec 20 – 27

G$75,555 GYD per night

Guest favorite

Condo in Chelan

4.91 out of 5 average rating, 108 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

Nov 27 – Dec 4

G$36,138 GYD per night

Guest favorite

Condo in Chelan

4.98 out of 5 average rating, 205 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!

Dec 22 – 29

G$49,663 GYD per night

Guest favorite

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.

Sep 5 – 12

G$121,302 GYD per night

Guest favorite

Condo in Leavenworth

4.99 out of 5 average rating, 161 reviews

Rent 2 nights, 1 night free April- Pools are open.

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.

Aug 20 – 27

G$84,879 GYD per night

Guest favorite

Condo 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.

Nov 15 – 22

G$35,113 GYD per night

Guest favorite

Cabin in Leavenworth

4.97 out of 5 average rating, 173 reviews

Icicle Camp, Heated Pool Open April 5, EV Charger

permit #000067 -maximum 6 people -enjoy your own mini glamping resort! -three cabins (essentially one cabin under three roofs all for you) -private, fully-fenced acre -heated swimming pool (April 5 through October 2) -hot tub (all year) -short walk to trails, horse-back riding, cafe and bar at Sleeping Lady Resort -Puffy-Lux mattresses -wi-fi, streaming TVs -EV level 2 charger -gas grill -fire pit and fireplace -fully-equiped kitchen -laundry room

Sep 6 – 13

G$107,989 GYD per night

Guest favorite

Home in Leavenworth

4.92 out of 5 average rating, 118 reviews

Rosy Boa Retreat - Permit # 463

At Rosy Boa Retreat you will find: *Private indoor pool *outdoor hot tub*loft room for the kids with a big T.V. Great for stitching out and playing a game or relaxing and watching a movie*4,000 square feet/5 bedrooms, 5 baths*large BBQ *well stocked well equipped kitchen*Plenty of parking If you feel like exploring, you have many options nearby. Give yourself the gift of a wonderful vacation, enjoying a phenomenal family and group friendly home.

Sep 20 – 27

G$229,145 GYD per night