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!

1940s Vintage apartment steps from the Rogue River

Welcome one and all to DunMovin'. At Riverside on the Rogue you will go to sleep with views of the stars through the skylights and wake up to the Wild and Scenic Rogue just outside your French Doors. Throw a line in and fish from the yard if you like. Lounge by the heated saline pool, feed the geese, go shopping, or head to any of our amazing local restaurants. I'm in the city limits. It's my slice of heaven and I'm sharing it with you. My other unit can be found at: 'The Cottage at DunMovin'

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

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.)

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!

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!

The Cherry Cottage with built in pool & Hot tub

Keep it simple at your own private Grants Pass home! This 3-bedroom, 2-bath home sleeps 6 with three queen beds and features a private pool, hot tub, BBQ, fire pit, loungers, and a fully fenced backyard made for relaxing. Tucked into a quiet neighborhood just a couple minutes from the Rogue River. Pool is unheated and available May -September; the hot tub is ready year round.

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.

Siskiyou Chateau

Welcome to Siskiyou Chateau! King master suite with luxurious bathroom. Large spa tub and steam shower. Three bedroom suites with private baths. Half kitchen located near bedrooms. Pool, Spa and plenty of room to roam around with views for miles around. We have a beautiful chefs kitchen with decks over looking Emigrant Lake to enjoy your meal.