Holiday rentals with a pool in Walla Walla County

The Farmhouse and Pool in Walla Walla Wine Country

Relax with the entire family at this tranquil 2.5 acre farm on the South Side of Walla Walla. The heated gunite pool is open March through October, minutes from wineries. Resident animals include SuzyQ the mini donkey and Precious the Alpaca. Relax into one of the 5 eloquently decorated bedrooms with tried and tested mattresses and bedding after a long day's travel. The game room with bar and pool table along with 2 TV rooms allow additional space for socializing, movies, gaming, or winding down

Family · Value · Parking

Walla Walla Wine Country Casita

Experience our 40-acre farm/estate with panoramic views of the Blue Mountains. Great for walking, biking, or fishing in our private pond. The courtyard, shared with the main house, has an infinity pool and spa. Inside, there are two private ensuite bedrooms connected by a small kitchen and seating area. In the back, enjoy a private patio, coal burning BBQ, and a picnic area under the trees. Enjoy a luxury stay in a private, rural environment. DAMA Wines are always available upon request.

Location · Family · Bathroom

Mojo Place- Beautiful home with pool and hot tub

Our 5,500 square foot home sits on a 2.17-acre parcel with stunning views of the Blue Mountains and surrounding vineyards. We are located just south of downtown near the southside wineries. Our home is meant for entertaining, with an open floor plan, large living and family rooms with flat screen TVs, foosball table, and board games. Outdoor is just as accommodating with a large covered upper deck, patio below, pool (Spring -September - weather dependent), hot tub and a cozy gas firepit.

Location · Value · Hot tub

Heated Pool & Hot Tub - Walk to Town- Dog Friendly

Bryant House is truly the best gathering space for families and friends. Our back yard is an oasis. A heated pool with an automated cover for safety, with a hot tub and fire-pit for the cooler nights. The back patio has a covered section with comfortable seating as well as tables and chairs dispersed around the pool, so you can enjoy dinner "Al Fresco"! There are 4 bedrooms and 2 bathrooms, with a full basement. Fully stocked kitchen! 15-20 min walk to downtown. Pool open April 1- Oct.1

Family · Value · Backyard

The Grant House - Spacious & Sophisticated

Whether you are coming to town for the amazing wine, ample sunshine, great restaurants, or a family event, we promise that you'll enjoy your time at Grant House. Newly renovated and impeccably decorated, Grant House exudes a true mid-century modern "Palm Springs" vibe. Located minutes from everything Walla Walla has to offer and every amenity has been provided. It is a comfortable home with a private heated pool (open May through September) and a 6-person HOT TUB (open year round).

Value · Family · Barbecue

Pool & Hot Tub Guesthouse | Near Walla Walla Wines

Poolside sunsets, a private hot-tub soak, and wine country just minutes away. Welcome! SUITE AT A GLANCE • Sleeps 4 – queen bedroom + queen sofa bed • 1 full bathroom with plush towels & toiletries • Full kitchen and in-unit washer/dryer (ideal for longer stays) • Fast Wi-Fi, 65” smart TV, dedicated workspace • Shared amenities: seasonal pool (closed Nov–Apr), year-round hot tub, firepit, Blackstone BBQ, garden & spacious yard • Private parking plus 14-50 EV outlet (bring your cable)

Location · Decor · Cleanliness

Heated Pool Hot Tub, Steps from Park, Dogs welcome

Our home offers a whopping 3,900 square feet of living space on three levels. 4 Bedrooms and 3 Bathrooms to accommodate everyone. The large Gourmet Kitchen truly has everything you need. The backyard has a HEATED pool with diving board and hot tub. You can gather at the Gas Table Firepit for dinner outside or the large table on the deck. Lounge chairs all around the pool to relax and enjoy. We love our home and love being able to share it with our guests. Pool open April 1- Oct 1

Family · Location · Hot tub

Spacious retreat w/ Heated Pool & Hot Tub

The Sturm house is a luxury home that sleeps up to 10 guests w/ 5 bedrooms and 5 baths. Relax in the heated pool & hot tub, play games and sip a glass of Walla Walla's finest wine around the firepit. Cook meals in the indoor and outdoor kitchens, and connect with family and friends in one of the many lounge areas in the home. The home is located in close proximity of all that Walla Walla has to offer. Perfect for friends and families to come together for fun and relaxation.

Family · Location · Hot tub

Hideaway Tent with Pool and Hot Tub

It is a Colorado Yurt Company luxury tent - experience comfort and privacy. Located on 2-acres with ample off-street parking and big shade trees. Relax on the covered patio and enjoy a starry night. Custom, handmade furniture throughout. 25-steps away is a private indoor luxury shower and bathroom for your exclusive use. Enjoy the indoor pool and brand-new hot tub year-round. Enjoy a pick-up game of basketball on our regulation half-court. Lighted for night play.

Family · Location · Breakfast

PoplarPlace @ The Wesley WW MicroResort Downtown

This stand-alone​ house features two private outdoor patio spaces in addition to general shared outdoor property-wide​ amenities. We've thought of everything for the modern savvy traveler. PoplarPlace, a stand-alone​ cottage house, is a part of The Wesley Walla Walla development​ which features uniquely stunning self-catering vacation suites in a private resort setting located just one block from the best restaurants, tasting rooms & shopping Walla Walla has to offer..

Sleep quality · Comfort · Outdoor spaces

Estate on Wine Route w/Pool on 5 acres

Great for families or couples! 2 master bedrooms with ensuite bathroom, 3 king beds, 1 queen and 1 twin trundle. Large kitchen with ample room for cooking, outdoor bbq, pool and pool house (seasonal May-Sept) with outdoor shower and 1/2 bath in pool house. 5 acres, 3 car garage. 3 smart TVs, wifi, fast Internet. On the South side wine route with several wineries nearby. Bring the whole family to this great place with lots of room for fun!

Family · Location · Amenities

Summer Fun • Heated Pool • 5 Min to Town

This property is now under new management. Andare is a modern, adults-only retreat built around a beautifully heated private pool with views of the Palouse and surrounding wheat fields. Set in the peaceful countryside just outside Walla Walla, this home offers sweeping views in every direction, outdoor dining, and wide-open skies — all just minutes from downtown Walla Walla and the charm of nearby Waitsburg.

Location · Sleep quality · Cleanliness