Holiday rentals with a pool in Wenatchee

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.

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

Arcade, Hot Tub, Sauna, Firepit, King Bed and EV

Escape to Rock Rabbit, a luxury 3BR cabin near Lake Cle Elum for 10 guests. Unwind in the private hot tub and cedar sauna, or have fun in the retro arcade. Enjoy the community pool, stargazing hammocks, and a cozy fire pit. Perfect for families and groups seeking a mountain retreat with modern amenities, including an EV charger. Note: This property requires the primary booking guest to be at least 25 years old. The booker must be present during the entire stay and is responsible for the group.

Riverview Retreat- hot tub, games, relax

Have fun with the whole family at this peaceful place to stay. Community outdoor kitchen, hot tub and outdoor pool are open seasonally mid May - mid September Game Room, office space, board games, private hot tub, full kitchen and open living spaces. RV plug in and parking available in front of the garage. Panoramic river views of the Columbia and foothills. Great hikes and sight seeing in the area, near state parks, fishing, hunting, rock climbing. Short drive to the Gorge concert venue.

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!

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.

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.

Hiking, Heated pool, Hot Tubs, View & Walk to Town

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.

The Wapiti Cabin! 90 mins to 2026 FIFA World Cup!

Find yourself captivated by this peaceful cabin in the heart of the Cascades. Whether visiting for a romantic getaway or a family fun trip, memories will be made! No detail is spared in this immaculate 3 bed, 3 bath home. Explore wineries & all things nature w/ mountains, beaches & rivers nearby. Whether you spend summer days lazing away on the hammock under forest trees or warm winter evenings by the fireplace under towering view windows, this cabin will become your home away from home.

Heated Pool! Fenced for Dogs, Walk to Café

In Leavenworth right by Sleeping Lady Resort -max 8 people (no more than 6 adults 18+) -max 2 dogs -mini glamping resort—3 cabins (essentially 1 cabin under 3 roofs all for you) -private, fully-fenced acre -heated seasonal swimming pool early 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, TVs -EV level 2 charger -gas grill -fire pit & fireplace

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.

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

Escape to Cascade Retreat, a luxury cabin 5 mins from Lake Cle Elum & 10 mins from Suncadia. Perfect for 10 guests, this upscale getaway offers stunning forest views, a private hot tub, game room, and outdoor fire pit. Enjoy soaring ceilings, a cozy fireplace, and a fully equipped kitchen. Ideal for families and groups seeking relaxation and fun in the Cascades.