Vacation rentals with a pool in Chelan

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Chelan

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

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Guest favorite

Condo in Chelan

4.97 out of 5 average rating, 248 reviews

Romantic Boutique Getaway with cozy fireplace.

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.

Guest favorite

Home in George

4.96 out of 5 average rating, 110 reviews

CaveB Escape-2bd/2bth +HOT TUB *pool access* +view

Perched on a hill above the Columbia River with majestic views of the gorge and vineyards, sit a series of newly built luxury modern homes designed by Olson Kundig. One of a few homes with unobstructed views + a HOT TUB, Cave B Escape comfortably sleeps 6 adults and 4 toddlers. The perfect destination for couples, families, work retreats or concerts. Walk to the Gorge Amphitheater, winery, restaurant + spa. The list of extra amenities is endless! Please check IG @cavebescape for a virtual tour.

Guest favorite

Cabin in Ronald

4.98 out of 5 average rating, 127 reviews

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!

Superhost

Home in Manson

4.89 out of 5 average rating, 93 reviews

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!

Guest favorite

Home in Chelan

5 out of 5 average rating, 40 reviews

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.

Superhost

Condo in Chelan

4.85 out of 5 average rating, 131 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!

Guest favorite

Home in Chelan

5 out of 5 average rating, 94 reviews

Luxury Home w/Hot Tub, Heated Pool & View

Caribou Lodge is 5 star living at its best! Easy lake access and plenty of parking! This newer custom home has a huge and amazing outdoor area with a beautiful pool, hot tub, fire pit and outdoor living space all overlooking an incredible lake and mountain view! We offer a coffee bar, wine bar with a wine fridge, pool table and wetbar & mini fridge on main level of home. 3 beautiful king bedrooms and the 4th is a loft with a trundlebed (which is 2 singles) and a queen sofa bed. STR#000097

Guest favorite

Condo in Chelan

4.9 out of 5 average rating, 69 reviews

Indoor Pool | Hot Tub | Games | Lake Access

Beautiful 1-bedroom/1-bathroom condo with a loft. This condo features a full kitchen, private balcony with partial views of the lake, shared indoor pool and hot tub, free on-site parking, washer/dryer and games for the family to enjoy. Chelan Resort Suites is located steps away from the lake and with your booking you have access to the lakeside park. We are located close to popular wineries, Slidewaters, The Lady of the Lake and 2 miles from downtown Chelan. City permit number:STR-0248

Guest favorite

Condo in Chelan

5 out of 5 average rating, 15 reviews

Spader Bay Studio, steps to the lake, ground floor

Just steps from Lake Chelan's shore, this ground floor STUDIO condo offers year-round Spader Bay views. Perfect for couples and small families, it features a Queen size Murphy bed, two twin pull-outs, a full bath, and a well-equipped kitchen. Enjoy the private beach, Olympic-sized pool, and nearby attractions with a 10-minute walk to town or a 5-minute drive to the water park. Pickle ball court and paddles! Pool closed October 1-May 15. Hot tub open year round seconds from the unit.

Guest favorite

Condo in Chelan

4.92 out of 5 average rating, 122 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

Guest favorite

Condo in Chelan

4.85 out of 5 average rating, 164 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.

Superhost

Rental unit in Manson

4.89 out of 5 average rating, 9 reviews

Wapato Point Resort - 1 Bedroom Condo New Remodel

This is a 1 bedroom condo at Lake Chelan's Wapato Point Resort. It was just completely remodeled in 2024. There is lots to do at this 116 acre resort: tennis, pickleball, biking, 7 (seasonal) outdoor pools, indoor pool and hot tub, miniature golf, playgrounds, basketball & shuffleboard courts, and an onsite winery. A golf course, casino and shopping are all just minutes away. I do also have other condos available, if you need to accommodate a larger group.