Holiday rentals with a pool in Chelan County

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.

Location · Value · Bathroom

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

Value · Location · Beach

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

Location · Family · Indoor spaces

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.

Location · Value · Condition

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!

Family · Location · Laundry

Private indoor pool, hot tub & lake views

Welcome to Lakeview Haven in Lake Chelan, a warm and stylish family retreat nestled just minutes from the heart of downtown. Enjoy endless hours of entertainment with our year-round private, heated indoor pool overlooking serene mountain and lake views! Explore everything Chelan has to offer with walking distance to wineries, and less than five miles of parks, restaurants and shops. Perfect retreat to unwind and indulge in an alfresco experience with the view of Lake Chelan as your backdrop.

Location · Family · Skiing

Walk2Lake | Pool/HotTub | Games + Bunk Bed

Summer at Lake Chelan await. This cozy 1-bedroom condo is just steps from the water and close to wineries, downtown Chelan, and Slidewaters. Inside, enjoy a comfortable living space with a fireplace, full kitchen, queen bedroom, and loft with bunk beds — perfect for couples or small families. Take in partial lake views from the private balcony, spend sunny days at the lake, and unwind in the shared indoor pool and hot tub after exploring Chelan. The perfect home base for your Chelan getaway.

Value · Location · Indoor spaces

A Vineyard Stay, Savor the Serenity of Manson

A Vineyard Stay Looking for space and privacy? You've got it with over an acre of land, and a completely detached guesthouse with fully equipped kitchen and heated pool. Sit back and relax on your private deck with sweeping views of pristine Lake Chelan, views of your hosts vineyard and immaculate gardens. Enjoy yard games or walks through country roads surrounded by orchards. Located in Manson, experience the stunning natural beauty, endless recreation and small-town charm found here.

Location · Family · Air conditioning

FamilyFriendly, PoolHot Tub, 15 min to Leavenworth

The perfect basecamp for all your adventures in the Leavenworth area. Peacefully situated in a beautiful, sunny canyon, nestled just beyond lush green orchards. Unwind in your own private hot tub under the stars. Play and relax in your private swimming pool. Enjoy a fully equipped kitchen. You'll have your own large, secured & separate, private space (2 bedrooms/2 bathrooms) on the main level of this home. Friendly owners are just downstairs, happy to ensure you have a great stay!

Value · Family · View

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

Welcome to the Chelamptons, a 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 & 100+ feet of waterfront w/ 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.

Value · Location · Decor

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.

Value · Location · Comfort

Tumwater Vista Retreat: Pool | Hot Tub | Mtn Views

"Absolutely perfect – stylish, spotless, and beautifully maintained with every detail thoughtfully considered. Truly a home away from home.” – Ben “One of the top places I've stayed at in the country! The location was phenomenal – walkable around town, very peaceful, amazing views. Can't beat this place.” – Corina

Location · Value · Decor