Holiday rentals with breakfast in Jackson County

Lily Pad/#1 Best Location/Full Kitchen/Luxurious

The Lily Pad is an elegantly appointed 1 bedroom home with a fully stocked kitchen with counter top dining, perfect for preparing a gourmet meal after a visit to the local farmers market. The private master bedroom has high quality, comfortable linen and a private patio. There is a gorgeous master bathroom and inviting living room made for relaxation. Concierge service available. *If you need more space both the Lily Pad and The Tigers Den can be booked together to sleep a total of 6 people.

Orchard Home Cottage * ~ Private, Cozy, Peaceful *

*NO PETS* Enjoy Southern Oregon by staying in our peaceful bright cottage. Perfect for those who want a quiet getaway close to all the Rogue Valley has to offer. It is situated toward the rear of our property w/private parking and its own fenced patio. We are located 4 miles from Jacksonville where you can hear the sounds of the Britt Festival. Ashland, home of Oregon's Shakespeare Festival is 20 minutes away. Lakes, hiking trails, and rivers are all around for those looking for adventure.

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.

Oakdale Cottage - Medford Hist District

Beautiful Oakdale Cottage Guest Suite is located in the Historic District of dwntn Medford and is decorated with subtle historic touches. A giant redwood tree is the focal point in the back yard and keeps you cool on hot summer days. Relax on your own private patio. Off street parking. Key pad private entry for your convenience. Wi-Fi, and many other amenities. Private bath. Very convenient to local business, bus line, hospitals, freeway, airport and cultural and outdoor activities.

Eagles Nest on the Rogue River

Stunningly beautiful Rogue River location with river-view patio & fully stocked kitchen. Two hundred feet of river frontage with direct river access. Sit and listen to the Rogue River. Great fishing, rafting, kayaking, hiking, biking, water skiing, BBQing by the river, plus great local wine tasting, 10 minutes from Lost Creek Lake, Crater Lake is under an hour away. Large parking area in front yard. Three guest maximum at the house. Dogs welcome. See House Manual for pet policy.

The Lookout •Complimentary Farm Breakfast

⸻ The Lookout is a cozy cedar-lined studio with mountain and forest views. It features a full bathroom, kitchenette with essentials, and a comfy futon that folds out to sleep 2–4 guests. We provide a continental breakfast for your first morning: fruit, yogurt, oatmeal, croissants, and coffee. Set on a peaceful, chemical-free mountain ranch with pure spring water, you’ll enjoy stargazing, fresh air, privacy, and access to trails, creeks, and wild herbal plants.

Secluded wooded retreat with amazing city view!

Charming log cabin home located above the city lights of Medford, 6 miles from Jacksonville's Britt Festival, 16 miles to Ashland. Enjoy your own entrance and private patio overlooking the valley at 2100ft. Private living space includes kitchenette, living area with wood stove, brand new flooring in the bedroom, newly remodeled bathroom that includes a soaking tub, laundry and high speed internet! PLEASE READ ENTIRE LISTING BEFORE BOOKING

The Rogue Treehouse

Escape to the Rogue Treehouse, a historic 1929 cabin overlooking the Rogue River. Enjoy two cozy bedrooms with Tempur-Pedic beds, a spacious deck, jacuzzi, fire pit, and a secret fishing hole. Inside, find a coffee/tea bar, full kitchen, and smart TV. Perfect for exploring Crater Lake, hiking, or tasting local wines. Host a small wedding or simply relax. Minutes from Rogue River dining, it’s a unique blend of nature, history, and comfort.

Wisteria Home

Escape to our peaceful Medford historic home. Ideal for families or professionals, our 3-bed, 2-bath retreat offers comfort & convenience. Unwind in the primary suite, cook in the full kitchen, or enjoy the garden. Each bedroom has a TV, and 1GBPS WiFi ensures connectivity. Relax in our calm space after exploring Medford's history. Book your quiet getaway