Vacation rentals with a fire pit in Ashland

Cozy Family Ranch Cottage! Near Vineyards & Lake!

Welcome to Guches Ranch! Nestled on a picturesque ranch established in 1964 by the Guches family, a vast expanse of lush farmland. Our Airbnb listing is the ultimate retreat for those seeking solace and serenity away from the hustle & bustle of city life. We are located centrally to local popular Vineyards in the serene Applegate Valley, just 12 miles outside the historic Jacksonville Oregon. Our brand new modern-style single cottage is a stand alone unit & is a private cozy, yet spacious haven.

The Green Arrow Cabinette

Tucked in a serene nook of the breathtaking Colestin Valley, this tiny house was built with reclaimed and repurposed materials from a historic local housing district. A pair of outdoor, porcelain bathtubs and seasonal fire pit complete the unique, private setting—primed for travelers wanting to get off the beaten path, but within five minutes of I-5, also a convenient stop for road trippers looking to break up a long drive. And we're pet friendly! See House Rules for details on pet and tub fees.

Angel Crest Casita Guest Suite - East Medford

Enchanting, large, private 1 bedroom guest suite with a view In Upper East Medford. Beautiful, open concept living /dining area has plenty of room to relax and unwind. This space also includes a semi private queen bed. There is a large luxurious shower, kitchenette, and other amenities (microwave, fridge, and coffee maker). Outside there is a large private covered deck with outside seating and a fire pit. Close to wineries, golf, restaurants, and great hiking. This is a non smoking property.

Private & Cozy Treetop Cabin in Historic J-vile

Welcome to your private cabin up in the trees, just 3 miles from sought after Historic Jacksonville, Oregon-where award winning restaurants, wineries, and adventures await! Stay for a few days or a couple months and we will take care of you just the same! Set among mature Madrones and Pines with views of the evergreen mountains, you will be using all your senses to discover what Oregon is all about. Lots of fun wildlife! A well behaved pet is welcome with approval. DM for dates not listed.

The Cedar Cottage - creekside studio

This vintage guest house is nestled along Neil Creek in the beautiful Rogue Valley. Only 4 miles (10 min drive) from the downtown plaza of Ashland you can enjoy restaurants, boutiques and the world famous Oregon Shakespeare Festival. Mt. Ashland is 30 minutes away and we are mere minutes from hiking and biking locations. We are conveniently located directly across the street from the public golf course, Oak Knoll, with easy access to I-5. Cedar Cottage is your perfect home away from home!

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.

Stylish home with private access to Rogue River!

With breathtaking views of the Rogue River, our stylish one bedroom rental offers the perfect blend of luxury and tranquility. Spend your days fishing, rafting, or simply lounging by the water with a glass of wine. The bedroom features a king-sized bed with plush linens, and the living area has a comfortable twin trundle bed. The kitchen is fully equipped with stainless steel appliances and all the essentials. Book your stay now and discover the beauty of the Rogue River!

🐞 Tiny Living At It’s Finest - Ladybug 🐞

Feel refreshed when you stay in this rustic gem! Nestled in the mountains on Old Stage Road, this tiny home will be your cozy, peaceful retreat away from it all. Important note on directions: Google Maps has recently been directing guests to the neighboring property with a brown gate. Our entrance is just less than 100 yards south of that, and our gate is open and silver. Please make sure to check the house numbers carefully — we are directly on Old Stage Road.

Coyote Moon

Beautiful 1360 square foot home on 2 acres. Modern, shed roof design with great windows and view of Grizzly Peak. Quiet and peaceful but only 1.8 miles from the heart of downtown Ashland. Deck with propane fire table. Kitchen with quartz countertops and island. Perfect for a romantic couples getaway and also great for those visiting Ashland for the Oregon Shakespeare Festival. Wireless internet and Netflix and internet TV.