Holiday rentals with a pool in Pendleton

Adventure trails | wine| comforts of home

Pool. Enjoy comfort and convenience minutes from Country Mercantile, Goose Ridge Winery, and Badger Mountain trails. Access to offsite pool & sports courts. With restaurants, shopping, golf courses, and the Southridge Sports Complex within 10 miles, you’re ideally situated for tournament weekends, tee times, and easy access to local dining and shopping. Relax on the private patio with a gas fire table, Blackstone, or enjoy new furnishings, a stocked kitchen, smart TVs, and indoor/outdoor games.

Family · Location · Cleanliness

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 · Family · Nearby

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 · Hospitality

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).

Family · Value · Hospitality

Movie/Music Lovers Haven and Backyard Oasis

Private Pool (no shared space) open May 1, 2026–Stylish, super comfortable 3 bed 2 1/2 bath remodeled home with large open kitchen connecting to great room. Great room has an oversized couch to accommodate large group, projector with drop down movie screen and a grand piano. 2 story window wall overlooking pool/patio area. Outdoor Bbq, dining tables and lounge area, separate fire pit area, in-ground trampoline, sandbox, swing set, Volleyball net, playhouse. Come make some fun memories!

Location · Family · Nearby

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 · Condition · Accuracy

Pet Friendly Rancho Reata Retreat

Welcome to this peaceful, quiet retreat for you to getaway. If you enjoy backyard living, you'll love this private, fully fenced back yard. The patio is set up for entertaining with a firepit and plenty of seating. Stroll the property and enjoy the chickens and rural setting. The large 18x36 pool will cool you down on those hot, sunny Tri-City days! Minutes to the river(5-7 miles from the nearest boat launch) and plenty of parking for your boat and trailer. *No Hot Tub*

Family · Biking · Long stay

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 · Value · Wi-Fi

Hilltop Haven w/ Pool & Hottub!

Welcome to the Hilltop Haven w/Underground pool, Hot Tub, Firepit, and Stunning Views. The perfect hillside getaway! Beautifully decorated 4 bed, 2 bath designed for comfort & style. Kids will enjoy the playset and own room, complete with two sets of bunk beds & bean bags. Gather for meals in the spacious dining area, great for large groups, comfortable patio furniture & gas BBQ. Enchanting waterfall feature and softly lit stairs ready to make unforgettable memories!

Family · Location · Quiet

The Staycation With Indoor Pool!

Enjoy the perfect getaway close to home! This spacious house features 4 bedrooms, 3 living rooms, and bedding for 16 guests, making it ideal for families and group trips. The private indoor pool means year-round fun — perfect for winter birthdays or weekend relaxation. Inside, you’ll also find an arcade room and bar room for added entertainment. A fully equipped kitchen and multiple lounging areas make it easy to unwind together or separately. Located near shops.

Family · Location · Condition

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 · Indoor spaces

Peaceful Country Escape with Trough Pool & Hot Tub

Escape to our peaceful Western ranch on 32 private acres near Dayton, WA. Relax in the hot tub, cool off in the stock tank pool, and enjoy beautiful country views, wildlife, fast WiFi, a full kitchen, laundry, and spacious accommodations. The large yard and ample parking make it perfect for families and groups. We also host weddings, reunions, retreats, and special events with prior approval and an additional event fee.

Location · Value · Indoor spaces