Holiday rentals with a pool in Kittitas County

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

Family · Value · Accuracy

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.

Family · Value · Access

High Pine Loft: Wifi-Fireplace-Close to Lake!

Welcome to High Pine Loft! A place where luxury & the outdoors unify. This 2-bedroom, 1-bathroom home is a true gem, tucked away in the beautiful Cascade Mountains. Located just a short drive from Seattle, our little loft sleeps 6 comfortably & is the perfect option to escape the hustle & bustle of everyday life. Come for a romantic getaway, a special time with friends, or a much-needed family vacation! Everything has been provided, making it easy to relax & connect back to what matters most.

Location · Family · Sleep quality

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.

Value · Family · Comfort

Family Cabin with Hot Tub & Fire Pit

Welcome to Your Cozy Family Retreat in the Mountains Sasquatch Hideaway is a cozy family cabin near Roslyn, Cle Elum & Suncadia, designed for comfort, play & connection. Sleeps 10 with 3 bedrooms & 3 baths. Enjoy soaring ceilings, forest views, stone fireplace, vintage arcade games, board games & themed bedrooms. Outside, relax in the sauna, 7-person hot tub, gather at the fire pit, or grill on the Weber BBQ. Perfect for families in every season—minutes from hiking, lakes, golf & ski resorts.

Location · Family · TV

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.

Family · Location · Laundry

Dream Penthouse Studio | Views, Pool & Hot Tub

✨ Escape to our elegant Penthouse Studio at The Suncadia Lodge, a cozy yet luxurious retreat nestled within a premier four-season resort. 🏔️ Surrounded by breathtaking mountain scenery, this inviting getaway is the perfect base for year-round adventure and relaxation. Enjoy scenic trails, beautiful parks, tubing, ice skating, cross-country skiing, archery, axe throwing, 🔥 firepit s’mores, billiards, and stunning lodge views—all while soaking in the warm and welcoming resort atmosphere. 🌲

Value · Family · Pool

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.

Family · Location · Getting around

Dreamy Views, Pool Access, Game Room, Fire Pit

A luxe mountain escape perfect for large groups and their furry friends. Enjoy drinks on the deck with stunning mountain views. Play all day in the game room with ping pong, arcade games, and Air Hockey. Gather with some popcorn and stream your favorite movies, host a family game night with our abundance of games, or play cornhole and ladder ball with the kids in the private backyard while you grill dinner. Tell stories around the fire pit and unwind in the hot tub surrounded by nature.

Family · Location · Decor

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

Location · Family · EV charging

2066 🏔🏌🏻🚲Unique ONE bedroom with kitchen & patio!

Enjoy your stay at THE LODGE AT SUNCADIA in our cozy privately owned ONE BEDROOM condo. This unit features a full kitchen, large private bedroom with a King size bed plus a pull out sofa in the main living space. Sliding glass doors access the private patio, connecting the main bedroom and living room. The patio gives the unit an additional 200+ sq. feet, fenced for privacy, perfect for kids, furry friends, welcoming fresh air, additional outdoor seating, and/or an outdoor game.

Family · Value · Condition

CaveB Escape-2bd/2bth +HOT TUB +view+winery

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, 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!

Value · Location · Hot tub