Vacation rentals with a pool in Ashland

Tiny Groove with plunge pool and soaking tubs

A unique off grid experience awaits you at our eco-friendly solar powered tiny home on 6 secluded acres. The home site is perfectly cut into a groove in the hillside 200 feet above the valley below allowing for beautiful Mountain views and amazing privacy with no visible neighbors other than the variety of local wildlife. Enjoy the outdoor soaking tubs, wood fired sauna and a seasonal plunge pool. Just a short 5 minute drive to the lovely town of Rogue River and access to I-5. Pet friendly too!

Sweet Vintage Cottage steps from Rogue River

Welcome one and all to DunMovin'. The Cottage you will be staying in may make you feel like you have stepped back in time. Don't forget your fishing pole, this property is on the banks of the Wild and Scenic Rogue River. Lounge by the pool, feed the geese, go shopping, or head to any of the amazing restaurants that are just around the corner. I'm in the city limits, so everything is a minute or two away. It's my slice of heaven. I also have a larger unit, search for 'Riverside on the Rogue'

Big Pool, Great Room, Spa, Work Crews or Families

Perfect for Work Teams or Families to build lasting memories. Private home in Beautiful Scenic Medford Foothills! Close to everything, but out of town. Nearby dining and groceries. Quick drive to Ski Ashland, Crater Lake, Water Ski Lakes, Fishing Lakes, and Roxy Ann Winery. Hiking at Roxy Ann and Table Rocks. Vaulted Great Room, huge modular couch, 65" and 75" TVs, Redzone, Pool Table, Ping Pong, Coffee & Wine Bar, Golden Tee. Year-Round Hot Tub, Seasonal Swimming Pool (mid May-End of Sept.)

Cool Blue Waters-Guest Suite

Enjoy our guest suite, perfect for short stays of 26 nights max. We are a comfortable space for 3 guests. Cool Blue Waters is perfect for traveling professionals, families and dog lovers. We are centrally located in the heart of historic Grants Pass. The guest suite is attached to your Host's home and includes: Queen bed, office area, Wi-fi, TV, futon couch/folding bed, walk-in closet, kitchenette with coffee and breakfast items, Private Bathroom, toiletries, Pool and Private patio area.

The Green Arrow Loft

Situated right on the state line this studio apartment with EV charger access is nestled in its own nook of the gorgeous Colestine Valley. We're on 80 acres that adjoin the Cascade-Siskiyou National Monument to the North, perfect for a scenic hike or a casual stroll. Nature and wildlife abound, and though quiet and private the Loft is just 5 minutes off I-5 and 20 from downtown Ashland. We're pet friendly and have an outdoor pool! See the House Rules for details on EV, pet, and pool fees.

The Aloha House - Hot Tub - Pool

The Aloha House is located just above the University and only 1.5 miles from downtown Ashland. Nestled up a hill in the forest, you'll be transported to your own little private resort-like getaway with stunning views, architectural design that brings the outdoors in, and ample space for dining and entertaining poolside. The property consists of two separate studios (both included) connected by a unique outdoor living space with a seasonal pool, spa, outdoor shower, bar & BBQ, and more!

Entertainment Home on Golf Course - Hot Tub /Pool

Fantastic single-level home with stunning golf course views. The resort-style backyard features a heated pool, hot tub, ping-pong, cornhole, and a patio with a barbecue. This beautiful three-bedroom house also includes a studio guest house, a large chef's kitchen, a pool table, multiple TVs, and spacious living areas. Centrally located in East Medford, it's close to shopping, restaurants, the airport, and medical centers. Fully stocked with everything you need to feel at home!

Pool, Hot Tub & Sauna 2 Mi to Jacksonville

The moment the gate closes behind you, the pace changes. Cool off in the pool, soak in the hot tub, and relax the day away in the cedar sauna — mountain views by day, star-filled skies at night. ● Large pool area with plenty of lounge chairs ● BBQ & outdoor dining ● Ping pong, board games & movie nights ● Living room + family room to spread out ● Large dining table seats the whole crew ● Gated, private & serene ● Wave to the two resident goats in the fields

The Ashland Social | Main House

Elevate your Ashland experience at our retreat, moments from OSF. Enjoy a seasonal pool, hot tub and game room with 2 arcades and a pool table. Three king bedrooms and two pull-out couches offer comfort for up to 10 guests. Unwind and recharge with the perfect blend of relaxation and wellness for your family or group. (Pool is open year round but only heated from Memorial Day to Labor Day).

Farm Cottage 1/2 Mile Outside Jacksonville

Private cottage with fenced yard. 1/2 mile to historic Jacksonville and the famous Britt Festival. Noted local winery Rellik is one property away and we are in the heart of the Rogue Valley wine country. Pool available in the summer and meeting our farm animals is available with advanced notice. Our place is designed to help you create lasting memories! We look forward to your visit!

Peace on the Rogue river Studio

Beautiful park like setting on the Rogue river with a jacuzzi, swim spa two decks, fishing, yard games, hammock, barbecues, kitchenette has Keurig With pods,a toaster oven, crock pot, small George Forman a portable two burner cook top , small skillet, one pot and most utensils to provide a meal. Minutes from Grants Pass, shopping, restaurants, and winery's.

Sunflower

Nestled within the serene 20-acre expanse of Wagner Creek Sanctuary, the Sunflower Cabin offers a distinctive retreat that harmoniously blends sustainable living with natural beauty. This unique straw bale structure stands as a testament to eco-conscious design, providing guests with a cozy and authentic living experience.