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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

B.F. Dowell House

Originally constructed in 1861, the historic B.F. Dowell house has been beautifully revived. Situated within walking distance of downtown, the home provides guests with easy access to the towns charming cultural fixtures as well as a variety of quaint stores. The market across the street may help guests utilize the homes large, well-equipped kitchen. Full baths adjoin each bedroom, an additional bathroom adjoins a laundry room. The homes porch opens to a patio that accompanies a spacious lawn.

Woodland Cottage near Jacksonville Dog Friendly

It seems remote, so your nervous system relaxes on 60 acres in nature's stillness, yet it's only 10-minutes drive to Jacksonville or Medford; 25-min to Ashland. Long stays welcome. Our sanctuary has modern comfort & convenience, a king + queen bed, 2 sofabeds, full kitchen, TV, large library + views. Our land supports evergreens, gardens, ranch critters (chicken, dogs), a shallow pond, hilly hikes to BLM trails, peaceful places to hang out. We welcome Canine Companions ($30/week fee) & Kids.

Charming Guest House - One block from Downtown!

This private, comfortable, two story guest house is located one block from Downtown! With stylish furniture, a large furnished private deck, and a space that can sleep 4, it's sure to give you a great visit. Enjoy a short walk to Shakespeare (6-8 mins per iPhone map), great coffee shops, Lithia Park, amazing restaurants, or stay in and enjoy the view off the private second story deck. We feel fortunate to offer such a lovely space in such a great location. PA number on file.

River Rapids! Mindfulness while forest bathing

This stand alone one bedroom tiny home provides all of the amenities of a home, on the Applegate River only 10 min from historic downtown Grants Pass and 5 minutes from the Applegate wine trail. It is about a 5-7 min walk downhill with a stairwell to a secluded private beach oasis. Soak in the natural forest landscape. Engage your senses in forest bathing from the evergreens to the beach or from the hot tub gazing at the stars. About a 10 minute walk back up to the home.

Historic Cottage close to plaza

Whimsical, cozy cottage located off quiet alley behind our main residence. Low-key, friendly neighborhood in the Skidmore Historic District. Front porch and back patio. Park your car and never get back in until it's time to leave. Street parking with a walk of about 250 feet to the cottage. Just 4 blocks from downtown. Full kitchen & laundry. A light-filled groovy hideaway. (Our wifi is good, but if you are doing zoom meetings, don't expect perfection.)

Private Garden Cottage w Sauna in RR District

Located in the historic Railroad District, our cottage is walking distance from the Shakespeare theater and all the trimmings of downtown. Walk to an award winning coffee shop down the alley and two grocery stores and park. Set between the cottage and our house are beautiful vegetable and flower gardens. There is a great deck for morning coffee and secure bike storage available. Miles of mountain hiking trails are close by. This will be your new spot!

Historic Stage Coach Stop

Built in 1852, the Mountain House, listed on the national historic register, is southern Oregon's oldest timber-framed house. Adjacent to the house amid lush gardens, the renovated two-story brick stage coach driver's quarters is a cozy, private get-away. Microwave, refrigerator, electric water pot, coffee maker downstairs along with bathroom. Upstairs comfy queen bed, armoire, easy chair, television, and beautiful views from every window!

Plymale Cottage Bed & Biscotti - 2BR, Kitchen, AC

4 Guests, 2 Bed Rm, Sitting Rm & Kitchen, the "Hobbit Rm" with toys, teddy bears and a playhouse. Pet Friendly - One (1) small dog (30lbs or under) house trained. My small back yard is not available for a pet. Our upstairs cottage rate is $135/night. Rates do include city taxes, service & c;eaning fees. Guest entrance has stairs and balcony. Kitchenette and small living. TV available in King room. Air Conditioning