Holiday rentals with a pool in Medford

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!

Cool Blue Waters-Guest Suite

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: 4 beds [1 Queen Bed (sleeps 2), 1 Folding Full Sofa Bed (sleeps 1), 1 Folding Chair Single Bed (sleeps 1), 1 Folding Chair Single Bed (sleeps 1)] and Office Area, Wi-fi, TV, a Walk-in Closet, Kitchenette with coffee and breakfast items, Private Bathroom, toiletries, Pool, BBQ grill & Firepit

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'

Beautiful Country Home next to Jacksonville!

The whole group will enjoy easy access to everything from this centrally located home! Enjoy a pool day with the family next to the serine pool. Or a fun day of wine tasting with Relik winery less than one mile away and Hummingbird less than 2 miles away! Or have a blast at a concert this summer at the Britt festival less than 2 miles away! Downtown Jacksonville is only a 3 minute drive! All queen beds have been upgraded to NEW Tempurpedic beds! King size bed is a Jennings (Very High Quality!)

Crew Work, personal Space, Swim, Hot Tub, Big TVs

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.)

Forest Cottage | Hot Tub, Outdoor Baths & Alpacas

Tiny Cottage Retreat w/Alpacas –Triple Nickel Pines🌲 Escape to the Pine Tree Tiny Cottage, a romantic & peaceful getaway in the heart of Southern Oregon. Tucked between Grants Pass & Merlin (8 mins from Merlin & 15mins from Grants Pass). This cozy cabin offers the perfect blend of comfort, nature, & uniqueness—right next door to our non-profit alpaca rescue. After exploring the area; stargaze from your outdoor tubs, soak in the hot tub, or roast s’mores by the fire. PERFECT COUPLES GETAWAY!

Chef's Kitchen | Pool | Bright, Spacious | 4 Bed

Bright & open 2-story, designed for comfort, gathering, & entertaining—perfect for families, professionals, and groups seeking space, tranquility, and elevated amenities. Chef’s kitchen, features double ovens, generous prep space on a large island, that flows into the family room. Perfect for families, professionals, and groups seeking space, tranquility, and elevated amenities. Located in a peaceful cul-de-sac in the highly desirable East Hills. SEASONAL POOL: Will close September 27

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

Red Hawk Hideaway

This single-story home nestled in the foothills of RoxyAnn is the perfect hideaway for a weekend of entertainment or extended family stay. A charming and contemporary home offering a spacious interior with modern furnishings, a fully equipped patio and home gym. All within a quick and easy drive to wineries, restaurants, Oregon Shakespeare Festival, Britt Festival, the Rogue River and so much more!

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!