Holiday rentals with a hot tub in Ashland

Top Guest favourite

Guest favourite

Mt Ashland Homestead, Ashland 10 m., right by PCT

Beautiful 4500 sq ft home nestled in the Cascade mountains of Southern Oregon. easy 15 minute drive to downtown Ashland, 20 minutes to Mt. Ashland Ski Area, 3 min. walk to Pacific Crest Trail. The Forest House is cozy yet spacious, peaceful, fun and relaxing, surrounded by magnificent old forests and mountain ranges. Seasonal Swedish sauna, fully equipped kitchen and dining, two living rooms, three bedrooms, large sun room w/ofuro tub overlooking forest, garage, swim pond and walking trails.

Top Guest favourite

Guest favourite

The Greenwood Villa w/wood fire hot tub

The guest house, we affectionately call the Villa, is situated near great views, restaurants, wineries, and nature trails available in Jacksonville, Ashland and Medford. Located in the country with views of the famous pear orchards. We have designed the Villa to be a quiet retreat that offers some unique features, so please familiarize yourself with our Property and House Rules. Every detail invites you to slow down and enjoy the beauty of Southern Oregon. Find us on socials: @thegreenwoodvilla

Manor Hill Haven | Hot Tub & Accessible Features

This single level 2-bedroom, 2-bathroom home is ideal for families, couples, or business travelers and has accessible features. Located in a residential only neighborhood, this property offers modern conveniences w/ comfort & style close to Medford medical plazas. - Handicap Accommodative & Wheelchair Accessible - EV Charger with access to a single-car garage for parking - Large Deck with mountain views - Hot Tub - .5 Mile to Golf Course - 1 Mile to Asante - 0.4 miles to Rogue Valley Manor

6 king bed real movie theater!! 5star BIG Hot tub!

Spacious East Medford home packed with fun & comfort! Features 6 king beds (1 in a converted dining room w/ privacy screens), a real movie theater with 4K Panasonic projector & surround sound, large hot tub with geyser, soaking tub, fireplace, putting green, 4 dining areas inside & out, and tankless water heater. Guests may use the laundry (dryer may have items). Quiet hours after 10pm. No parties. Ideal for families & groups! --- Want a more relaxed, luxurious, or family-friendly version?

Jacksonville Creekside Inn. Hot Tub, Game Room.

Truly one of a kind, located in the historic district of Jacksonville, a very short distance to downtown activities, Britt Festival, Vineyards, Unique shopping, restaurants for every appetite. What makes this such a rare property is it's proximity to town, yet sits on a quiet lot with large deck overlooking seasonal creek. New 39 jet spa, gas firepit & BBQ. 600 Sqft game room features darts, a full arcade with the old greats such as Pac-Man and Gagala, pool table, ping pong, shuffle board.

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.)

Top Guest favourite

Guest favourite

Gateway to Cathedral hills

Secluded forest of 5 acres only 3.5mi to Grants Pass with a private trail into legendary Cathedral Hills. A 3/2 home with DSL Wifi, dining area, living room, pellet stove, a fun converted carport for dining/entertainment/BBQ as well as a hot tub out back. Property has a seasonal creek and pond, a safe 300' from the house, and a classic tree fort. Enjoy outdoor dining, hiking, biking, or relaxing in the quiet southern Oregon woods. We are pet friendly, require a $50 pet fee, and limit 2

The Cedar Cottage - creekside studio

This vintage guest house is nestled along Neil Creek in the beautiful Rogue Valley. Only 4 miles (10 min drive) from the downtown plaza of Ashland you can enjoy restaurants, boutiques and the world famous Oregon Shakespeare Festival. Mt. Ashland is 30 minutes away and we are mere minutes from hiking and biking locations. We are conveniently located directly across the street from the public golf course, Oak Knoll, with easy access to I-5. Cedar Cottage is your perfect home away from home!

The Birdhouse Retreat| Views & Hot Tub

Take it easy at this unique and tranquil getaway. Immerse yourself with the sound of the forest gazing at the Applegate valley and lavender farms below. Walk around in over 10 acres of forest and enjoy a forest bath and sounds of the river below. Minutes from renowned Applegate Valley wineries and Applegate lake. Snow capped mountains in view most of the year. This space has a private bedroom and bathroom with a separate entrance. For the chilly nights, enjoy a cozy fireplace and a movie.

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!

Top Guest favourite

Guest favourite

La Petite Maison + Hot Tub

Welcome to La Petite Maison! Come take it easy at our unique and tranquil home away from home. Located in the heart of the Applegate with nearby wineries and exquisite views of the mountains. Our guest house is equipped with 1 master bedroom, full kitchen/bath, dining and living room with and private SPA on your very own deck! Only a 10 minute drive from the historic town of Jacksonville. At La Petite Maison you will have the peace and quiet of the country, and all that you may need.

Vineyard Cottage-Winery, Hot Tub, Privacy

Our vineyard cottage is located at Weisinger Family Winery in Ashland, Oregon. Built c. 1920, our vineyard cottage was the original farmhouse on the property and was recently remodeled in order to encompass the amenities and comforts of home. The hot tub and BBQ on the deck overlook our Pinot Noir vineyard. The property has wonderful views and privacy. A complimentary bottle of wine, cheese, and crackers are awaiting your arrival along with a free tasting in our tasting room.