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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

Log Cabin w/Treehouse & Zip Line on Rogue River

Serene, large log home in the woods w/matching tree house fort. Located in Trail, Oregon on 120 acres of forest views and has a 1/2 mile of river frontage on the wild and scenic Rogue River. The property is near to several lakes, waterfalls and scenic hiking trails and is located directly on the way to Crater Lake National Park. Home is located at the end of the road and provides lots of privacy, peace and quiet. The nearby river can be heard from the cabin providing a peaceful environment.

Lotus 2-Peaceful-Well Stocked-W/D-Walk to Park

-No Checkout Chores- The Studio is a comfortable and relaxing place to wind down after exploring the area. It is above the garage of my home with a side entry. The full kitchen is well equipped. It has a Keurig, coffees, teas, creamers, sugar, cooking oil and spices. Vaulted ceiling and ceiling fan. The bathroom is a good size with a jacuzzi tub/shower. The walk-in closet has an energy efficient washer/dryer-laundry supplies included. Located 2 blocks from a major park-Fitchner Mainwaring

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.

Mexico Apartment at Wood Hamlet, by Downtown

The Wood Hamlet Mexico Apartment is a delightful space filled with color and culture. A short walk to town, 72-acre park & the theaters. Feel the welcoming warmth of the hand-crafted Mexican decor. Basement unit but with lots of windows and light. (4 beams at 6'1") Kitchen, with top of the line induction burner, fridge, microwave..., full bath, W/Dryer, work area... Wi-fi. Beautiful, garden with sitting areas & swimming pond. Parking. (Ashland City Permit# 17-080) NO SMOKING ON PREMISES

Hillcrest 4br 6 bed, last minute ok, 75" Qled TV!!

Beautiful 4-bedroom home on Hillcrest. Close i. with granite counters in kitchen and baths, views, and a yard (not fenced). Enjoy two balconies with seating, a double-headed shower in the master, and dual-zone temp controls. Built in 2015, the home features a 75" Samsung 4K QLED TV with Sonos soundbar in the living room and a new 55" 4K Samsung in the master. Huge upstairs bedroom/play area with 3 queens and a big screen TV. Keurig & drip coffee, and comfortable couches throughout.

Peace and art. Airstream with panoramic views

This beautifully rebuilt Airstream, makes for the perfect cozy getaway. Perched on its own terrace on a 5+ acre Italian style estate you'll be surrounded by spectacular views, an abundance of fine food, entertainment (including the world famous Shakespeare and Britt Festivals), nightlife, endless family-friendly and outdoor activities, day trips to destination wineries, redwoods and Crater Lake. 4 mi. from downtown Ashland and 13 mi. from Medford airport.

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!