
Farmstay holiday rentals in Southern Oregon
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Top-rated farm stay rentals in Southern Oregon
Guests agree: these farm stay rentals are highly rated for location, cleanliness and more.

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
ValueLocationCleanliness
4.93 out of 5 average rating, 467 reviews
Right on the River House (Now with EV charging)
Relax with the whole family. This rustic but updated and cozy cabin has an old west atmosphere. Come enjoy fishing in one of the deepest pools on the Williamson River. Known as a fishing spot worth traveling to. You'll sit right on the banks with a private dock, with kayaks/paddle boards/dart board to enjoy. Spend a summer day in/on the river and relax, or drive to Crater Lake (about 35 min. away) - our neighborhood national park !!! Or Kla-Mo-Ya Casino within a few miles to try your luck !!
ValueLocationCleanliness
4.81 out of 5 average rating, 113 reviews
Enchanted Conestoga wagon on the Applegate River
Reconnect with nature in the breathtaking Applegate Valley while enjoying the comfort of our cozy covered wagon. Take a step back in time and create memories as our ancestors did on the Oregon trail in covered wagons. Escape the hustle and bustle of everyday life & unwind in harmony with nature on the Applegate River. Enjoy the many nature trails that meander throughout the 12 acres on our farm. Say hello to all of the cute furry animals grazing on our pasture. Your adventure awaits!!
ValueFamilyBack garden
4.97 out of 5 average rating, 112 reviews
The Bluebird House
John Muir once said, "The best place to ride out a storm is in a tree." Enjoy storm watching on the Oregon Coast in a unique way; be warm and cozy inside, feel the sway of the tree, and watch the waves crash below against the famous Samuel Boardman Corridor. Whether you are romatic love birds or a family of adventurers, you will love it! Property is set on seven acres of farm, forest and beach. There are gardens year around, transformed in winter by local fairies and twinkling lights.
ValueFamilyParks
4.92 out of 5 average rating, 726 reviews
Cottage on River Farm -Applegate Wine Trail
Cozy one-room cottage on a 5-acre micro-farm, on the Applegate River near vineyards. Set halfway between Crater Lake & the Redwood Forest, the Applegate Valley is a lush valley with 19 artisan vineyards. This classic cottage is a mini farm-stay experience with goats & chickens. Walk to Red Lily Vineyard! Enjoy the private firepit with complimentary s’mores kit or walk down to the river to swim. Nearby: the historic gold-rush town of Jacksonville, home of the Britt Summer Music Festival.
ValueFamilyHeating
4.93 out of 5 average rating, 249 reviews
Cabin Serenity at Applegate Winery
Escape to your own cozy cabin, tucked away in a private wooded forest on a stunning vineyard & winery. Perfect for a quiet & peaceful getaway! Wake up to forest views from your king bed or unwind with a glass of wine on one of two private decks. Located at Walport Family Cellars in the heart of Applegate wine country, with 18+ wineries nearby—many within walking distance! For guests over 21, enjoy honorary wine club perks, including complimentary flights and purchase discounts!
FamilyValueSleep quality
4.95 out of 5 average rating, 111 reviews
Forest Dream House Tree House at Pachamama Farm
Complimentary continental breakfast includes croissants, jelly, coffee, tea, creamers, sugar, yogurt, fruit & pineapple juice stocked in your house. Farm menu add-ons like fresh eggs, bacon & sausage available for delivery. 2BR/1BA ranch house w/ kitchenette, laundry, fast Wi-Fi, landline, luxury linens, cozy throws & covered parking. Sleeps 6 family-style or 2 unrelated adults. Dog-friendly 🚫 No cats No smoking indoors. Clean, scenic, peaceful ranch retreat.Sleeps 4 guests
ValueLocationDecor
4.91 out of 5 average rating, 118 reviews
Tenmile Lakeview Retreat
Escape to the Oregon Coast and soak up stunning views of Tenmile Lake from this modern, cozy getaway. Sip your morning coffee on the full deck, gather around the backyard fire pit, or relax indoors while enjoying the lake view and streaming your favorite shows on the Smart TV with high-speed WiFi. Here, you’ll find the perfect balance of relaxation and convenience. Come unwind, recharge, and create unforgettable memories at this lakeside retreat.
LocationFamilyKitchen
4.96 out of 5 average rating, 524 reviews
Lilly Glen Tree House at Taylor Creek Lodge
Lilly Glen Treehouse is in the most magical and enchanting setting. Nestled in a very Jurassic looking gully and overlooking a 40foot waterfall, this is truly a one of a kind experience. Although you have exclusive use of the treehouse, you still have access to all of Taylor Creek Lodge's amenities . Enjoy a treehouse experience in luxury. A continental breakfast basket is included each morning. Sorry, no children under 12 years old.
LocationFamilyGrill
4.96 out of 5 average rating, 129 reviews
Chardonnay Chalet at the Vineyard
Enjoy the ultimate Pacific Northwest getaway in our luxury vineyard guest house. We are perfectly located as a launching point to experience Ocean Beaches (1.5 hours), Crater Lake National Park (2.5 hours), Waterfall Hikes (45 minutes), and Wine Tasting (a 5 minute walk!) Enjoy the view from the elegant patio while cooking/grilling, take a stroll through the vines, or a hike up the hill to enjoy the view from the hammocks.
LocationFamilyHot tub
4.97 out of 5 average rating, 727 reviews
Valhalla Cabin, King Bed, Hiking, close to Britt
Tranquility & hiking. 128 AC of wooded acreage to hike on. The flowers bloom in the spring! Come and see! We are located about 20 min from The Britt in Jacksonville. Check out their venue and list of performers! ***This is a NO SMOKING IN OR OUT of the unit/property, This cabin is NOT suitable for children, No animals allowed EXCEPT for service dogs. When there is snow, 4-wheel vehicles are advised***
ValueFamilyBack garden
4.95 out of 5 average rating, 214 reviews
Sunset View Yurt of Applegate Valley with HOT TUB!
NO CLEANING FEE! Large 24 ft yurt located on our 5 acre property. Gorgeous views to the west. Includes a king size bed, and queen sofa bed. Located in Applegate Valley. Many fabulous wineries nearby. We're 6 miles south of downtown Grants Pass, and 2 miles north of Murphy. Enjoy the hot tub under the stars, or catch a spectacular sunset. It's all good! Please note: Well behaved children are welcome.
ValueLocationNearby
4.98 out of 5 average rating, 842 reviewsPopular amenities for farm stay rentals in Southern Oregon
Family-friendly farm stay rentals

Laurel Farm's Guesthouse
LocationFamilyAccuracy
4.98 out of 5 average rating, 464 reviews
The Land of Ahs Farmhouse
FamilyValueHeating
4.93 out of 5 average rating, 235 reviews
1940s Vintage apartment steps from the Rogue River
LocationValueIndoor spaces
4.95 out of 5 average rating, 243 reviews
Cozy Ashland Farm Cabin
FamilyLocationBreakfast
4.96 out of 5 average rating, 878 reviews
Crater Lake "Bunkhouse" on 100 acre ranch & trails
ValueFamilyHiking
4.97 out of 5 average rating, 750 reviews
Rockin' TD Ranch Guest House
LocationFamilySleep quality
4.99 out of 5 average rating, 180 reviews
The Green Arrow Cabinette
FamilyLocationCleanliness
4.92 out of 5 average rating, 262 reviews
Wine Country Farm Stay Near Ashland
ValueLocationDecor
4.99 out of 5 average rating, 495 reviewsFarm stay rentals with a patio

4BR W/ View, Crater Lake, Running Y Resort House
FamilyLocationSkiing
4.99 out of 5 average rating, 136 reviews
Horseshoe Ranch on Wood River near Crater Lake
FamilyValueWifi
4.92 out of 5 average rating, 119 reviews
☀️Ocean View Ranch⛱
LocationValueParks
4.78 out of 5 average rating, 223 reviews
Off-Grid Yurt at Mountain in the Mist Homestead
ValueLocationAccess
4.96 out of 5 average rating, 162 reviews
Vintage Trailer Private "FARMSTAY"
FamilyLocationCheck-in
4.97 out of 5 average rating, 228 reviews
Adorable 1-bedroom 1930s farmhouse.
FamilyLocationBathroom
4.95 out of 5 average rating, 197 reviews
Gather & Relax | 1930s Farmhouse by Vineyards
ValueLocationBreakfast
4.91 out of 5 average rating, 116 reviews
A Riverfront Cottage, w/Views @ Wildlife Sanctuary
FamilyLocationCheck-in
4.98 out of 5 average rating, 50 reviewsFarmstay rentals with a washing machine and dryer

Ocean Mist Beach House- Private Beach Path & SPA
FamilyValueBack garden
4.99 out of 5 average rating, 160 reviews
Stunning Private Orchard Property
FamilyValueParks
4.9 out of 5 average rating, 410 reviews
House on a Ranch. Ponds, beautiful tree landcapes
FamilyLocationQuiet
4.96 out of 5 average rating, 134 reviews
HoneyComb HideAway Modern Homestead Vibes & Views
FamilyLocationComfort
4.98 out of 5 average rating, 328 reviews
Smith River - Riverfront Retreat
FamilyLocationPets
4.8 out of 5 average rating, 366 reviews
Bend Ranch Guesthouse on 20 acres
ValueFamilyTV
4.98 out of 5 average rating, 442 reviews
Applegate cottage at boutique winery!
LocationValueShared spaces
4.96 out of 5 average rating, 291 reviews
Cozy cottage surrounded by farmland
LocationFamilyView
4.97 out of 5 average rating, 229 reviewsDestinations to explore
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