Holiday rentals with a hot tub in Medford

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

Peaceful Woodland Cabin Nearby Wagner Creek

Welcome to our cozy cabin, nestled in Oregon’s lush forest beside a seasonal creek. Blending rustic craftsman charm with a bohemian flair, our cabin provides a warm ambiance with a well-equipped kitchenette , living room, and a walnut bar-top dining area. In the mezzanine loft, find an organic queen bed and a workspace with a fold-out futon. Enjoy our wood fired hot tub, Wagner Creek trails, nearby wineries and the Shakespeare festival, offering a mix of nature’s beauty and local culture.

Cozy Riverside Retreat, Dog-Friendly w/Hot Tub

**all‑in nightly price = no fees & dogs stay free!** *no cats please* Close to everything and just a 15-minute walk from downtown Grants Pass, the Rock House is a perfect retreat. Bright and partially below ground, the space stays cool in summer, while mini-splits and an electric fireplace keep it warm in winter. With an open floor plan plus private bedroom and bath, it feels spacious yet cozy. The kitchen and lounge overlook the Rogue River, with a path leading right to the water’s edge.

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!

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.

Dollar Mountain Hideout

Recently updated suite (with kitchen) in a historic home. Private entry, furnished with modern tasteful stylings. Has a smart TV and smart lock all connected to Internet. No pets please. Very convenient to I-5, great for both travelers and medium length stays. Ideal for traveling nurses. Contact me for deals! Grants Pass and surrounding area is beautiful, located at the base of the mountain, and only a few blocks to downtown. Hot tub and laundry room are for guest use.

Romantic Retreat w/ Hot Tub & Starlit Massage Room

The Applegate Spa is a top-rated romantic retreat in Southern Oregon’s stunning Applegate Valley. Perfect for couples, it features a private hot tub, cozy fireplace, and a dreamy massage room beneath a glowing starlight ceiling. Surrounded by vineyards, rivers, and charming wineries, this peaceful escape blends rustic charm with comfort and relaxation. Just minutes from historic Jacksonville and scenic trails, it’s the ideal place to unwind, explore, and reconnect.

BEE WELL Organic Spa Garden Studio w/ Hot Tub

This detached 420 sf apartment is perfect for 1 or 2 guests. Light-filled studio (from two solar tubes) on over 1/3 acre of flowers and fruit trees, three blocks from downtown, and craft foods and wine. Very close and easy access from the highway. Jacksonville is 6 miles, and the Ashland Plaza is 17 miles. Southern OR is filled with playhouses, delicious wine, yummy local restaurants, scenic rivers, and endless wilderness. Come enjoy! We celebrate diversity!

The Sleepy Canoe

Sleepy Canoe is a great getaway half way between Ashland and Grants Pass on the Rogue River just 15 minutes from the Medford Airport. Between Crater Lake and the Pacific Ocean. Enjoy fishing, cycling, wine tasting and rafting the best rapids on the Rogue River. Sleeps and feeds 14 people and has a private fishing area at the bottom of the trail below the house. Enjoy this special one-of-a-kind escape. The house is brand new and ready for you!

The Epic A - Charming 1960s A-Frame w/Hot tub

Introducing The Epic A, an A-frame style home in the Southern Oregon countryside minutes from downtown. This charming space is perched on a hillside with a view of the local mountains, a hot tub, and everything you need to enjoy your visit to Grants Pass. The hosts have taken special care to balance vintage style with modern comforts and create a relaxing atmosphere. Expect quiet evenings and wildlife visits on this beautiful acre property.

HOT TUB 3 Kings Beautiful Close to freeway

Gorgeous newer home with brand new floors and a bright, open layout! Two living areas with the kitchen in the center make it perfect for families. Features a top-end 75" Samsung Q60 4K TV, 65" Samsung in the master, 3 king beds, queen pullout, and a queen air mattress. Fully fenced backyard. No smoking of any kind inside the house. Please be respectful of neighbors. All guests and pets must be disclosed.