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Applegate Wine Country cottage!

Our "Lil Wanderer" cottage is located right in the middle of Southern Oregon wine country. You will be staying in a cottage on a vineyard with our own winery and tasting room onsite. We’re open Saturday & Sunday. Also, with 7 wineries under 5 minutes away from the cottage, you’ll have plenty to explore right out your front door. Wooldridge, Walport,Troon, Schmidt, Blossom Barn, Rosellas & Solaro just to name a few. Downtown Grants Pass & Jacksonville are 30 minutes away. Highway 5 is 30 min away

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The Greenwood Villa

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

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Cottage on River Farm -Applegate Wine Trail

Recently repainted and deep cleaned, cottage on a 5-acre, Applegate River farm near vineyards. This is a cozy cottage on "Red Barn Farm.” Enjoy a mini farm-stay experience with goats & chickens along the Applegate Valley Wine Trail. Walk to Red Lily Vineyards! Enjoy the private firepit with complimentary s’mores kit or walk down to the river and breath. We are 15 minutes from the historic gold-rush town of Jacksonville, home of the Britt Summer Music Festival. Wine Country Farm Stay dot come.

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Modern Getaway on Sunflower Farm

Stunning modern getaway on a flower farm with spectacular views. Nestled in the heart of the valley. 15 minutes from Ashland and Jacksonville. Home of Shakespeare and Britt Festivals. Over 6 wineries and a distillery within a 3 mile radius. Bright design with beautiful features. The many windows and French doors offer light in all directions with views of sunflowers, pear orchards and Roxy Ann Peak. One mile from the Greenway, a bike and pedestrian pathway linking Central Point to Ashland.

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Sweet Rose Cottage

This beautifully designed 1800 sq/ft cottage at Sweet Rose Farm offers rare seclusion and privacy located very close to historic Jacksonville. Bountiful views of agricultural land surrounds with pear orchards, fields, vineyards, ponds and of course the beautiful horses stabled at Sweet Rose Farm. The furnishings, beds and bedding are as expected at higher price points. Relax inside or out with a cup of coffee from the Jura espresso machine while taking in the many views from every window.

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Kelly’s Farm 4 miles to Ashland

Nestled on the border of the Shakespeare hamlet of Ashland, Oregon, is Kelly’s farm. Only four miles away, come soak in the views. Kelly’s farm has horses, goats, chickens, gardens, fruit and nut trees with views of Mt. Ashland’s seven-thousand feet high profile in its front and bucolic rolling hills in its back. Bring your dog! You have access to a large fenced in yard right from your private entrance and deck. ***Unfortunately we are not set up for children under 4 or kitty cats. ***

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The Red Dragon House

Just a few minutes outside of Ashland, this unique and spacious property will put you in a rural setting with excellent views of the surrounding hills of the Rogue Valley. Located on 5.2 acres, with two security gates that are, remnants of a previous cannabis operation, the property affords ample privacy, and is invisible from the street, providing a perfect getaway for those that seek it. We are adjacent to I-5, so if road noise is an issue, this property may not be right for you.

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Amazing Rogue River frontage/1-BR guest house/pool

ROGUE RIVER ESTATE Park-like setting on a 5 acre premier property. Use the 740 square foot guest house to enjoy the luxuries of the property or as a home base for the many amenities in the Rogue Valley from Grants Pass to Ashland. Relax by the pool or on the floating river dock, swing between two large pine trees, lounge on the river's beach, an evening fire in the fire pit, trout for a morning breakfast, watch the abundant wildlife: deer, eagles, osprey, hawks, ducks and geese .

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Crater Lake "Bunkhouse" on 100 acre ranch & trails

The private Ranch "BunkHouse" sits on a meadow near the horse paddocks & barn w/ views of valley, mountains, & access to gorgeous woodsy hiking trails. The "BunkHouse" retains the rustic charm of the original Bunkhouse but inside it enjoys new comfort, style & amenities! It's an up-dated large (20X40) open studio/bedrm w/ kitchenette & private bath (clawfoot shower/tub). A king-sized bed & extra twin bed if you have a 3rd traveling w/you, all in one room. Also, TV and WiFi

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Vineyard Views from 2 Bdrm Suite on the Farm

The guesthouse on our little farm overlooks the vineyard and the fields beyond. We are in the perfect spot to easily access many of the wonderful things Southern Oregon has to offer. Explore wineries, including our own, hiking trails, the Britt festival, and more! The guesthouse has lots of amenities, including an outdoor grill, kitchenette with fridge and hot plate, and full-size sleeper-sofa. Pack & play and other baby/child amenities are available upon request.

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Ranch House #2 +Farm Breakfast Included

Spread out in 1500 Sq. Feet Of Grand Rustic Décor! Located in the original barn on the property, Our Charming Rustic Ranch House is part of a converted barn duplex. Featuring a fully stocked kitchen, full bathroom, 2 bedrooms(1 bedroom is spacious with a queen bed and chair. 1 bedroom has a Queen & Bunk Twin), Kids Loft & Game Room has 2 Twins and a great room with 20’ ceilings for gathering up after a long day of play. We are dog friendly but Do Not allow CATS

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Ashland Artist Country Retreat

Lovely light-filled, artistic, private, quiet, two-level studio apartment with full bath and kitchenette located on an organic farm in a beautiful country setting, just 3.6 miles to downtown Ashland and the Oregon Shakespeare Festival. Enjoy a private garden and views of the trees and mountains, as well as original art made by your host. We offer organic and upscale amenities and use only eco-friendly and healthy cleaners.

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Peaceful Cottage in the Applegate Wine Country

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The Peaceful Log Room: 1 Bedroom Guesthouse

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Million Dollar View No city tax! Huge 4k tvs

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Working cattle ranch 1 hr from Crater Lake NP

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ORCHARD SUITE, Private, Safe & Comfortable Getaway

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Peaceful Airstream with panoramic views

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Shady Grove Farm - Studio

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Farmhouse Studio: Willow-Witt Ranch

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Paschal Winery - Dream 1 Cottage

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“The Old Homestead”hunting/Resting ; BLM

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Lavender Hill

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Peaceful Phoenix & Private Quarters

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TT's Place - sleeps 5

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Cabin Serenity at Applegate Winery

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Large 4 bedroom house with pool in bamboo forest!

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Sunnybrook Guest Cabin

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A Retreat From The City - The Little Farmhouse

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Rosegold Nature Studio

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1-bedroom on a small country farm.

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Spacious, Country Home, close to town!

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The Orchard House at Yale Creek Ranch

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Historic Farm estate Sleeps 16 Ashland Medford

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Peace and Joy Mini Farm

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Casa Pingla Guest House

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