Holiday houses in Jackson County

Unwind at a Luxury Cottage in Jacksonville's Historic Core

Enjoy your stay at "The Laundry" a lovely historic home. Remodeled and professionally decorated in French Country Chic style with luxury Italian Frette sheets, Turkish towels, robes, slippers, enchanting landscaping with two private fountains and outdoor eating! Ample onsite parking with complete privacy! Two flat screen SMART WIFI TV's with Cable and WIFI/Internet provided, desk/work area along with fun games. A washer/dryer with soap supplies is provided for your convenience. A fully stocked kitchen with stainless steel appliances and gas range. Cuisinart coffee pot with Starbucks coffee and tea provided. You will have access to the entire home. Approximately 1250 sq. ft. with high ceilings. For your comfort the bedroom has a large king size BeautyRest Black mattress with feather-bed topper, Italian linens and Hungarian down pillows. The living room has a large deep couch with feather stuffing. Couch is also a Queen size sofa sleeper that can comfortably accommodate 2 adults. We offer self check-in but I live only 5 minutes away from the cottage. We're happy to help answer questions :) This property is in the core of historic Jacksonville, very conveniently located close to quaint shops and restaurants. Explore hiking trails, try wine tasting, and take an easy day trip to Crater Lake National Forest for a nature fix.

Location · Value · Layout

Tiny Groove with plunge pool and soaking tubs

A unique off grid experience awaits you at our eco-friendly solar powered tiny home on 6 secluded acres. The home site is perfectly cut into a groove in the hillside 200 feet above the valley below allowing for beautiful Mountain views and amazing privacy with no visible neighbors other than the variety of local wildlife. Enjoy the outdoor soaking tubs, wood fired sauna and a seasonal plunge pool. Just a short 5 minute drive to the lovely town of Rogue River and access to I-5. Pet friendly too!

Location · Barbecue · Getting around

Creekside Charmer

Forget your worries in this comfy and cozy home. Whether coming to explore OR in all its beauty or to relax and visit with friends/family, you can sit back on the deck and watch the ducks in the Little Butte Creek. Creekside Charmer has 2 BR, 1 queen+1 full bed, laundry, 3 season porch/spare single bed. Deck, plenty yard space, driveway. 10-20 mi to local hospitals, 60mi to Crater Lake NP, 3-4hr drive to Oregon coast, 10 mi to Rogue Valley Int'l Airport +plenty shopping/restaurants in Medford.

Family · Location · View

Starlight Meadow Yurt

The yurt is a modern, light, space with a deck. It's nestled between a mixed conifer forest and Starlight Meadow. We're at the end of a private road on 20 acres. The property is gated for your comfort and peace of mind. There's a large trampoline at the edge of the meadow perfect for stargazing and sunsets. The creek flows October thru June depending on rainfall. Six miles from Shady Cove where you'll find restaurants and a grocery store. 40 miles to Crater Lake. 26 to Ashland. Treat yourself!

Value · Location · Checkout

Manor Hill Haven | Hot Tub & Accessible Features

This single level 2-bedroom, 2-bathroom home is ideal for families, couples, or business travelers and has accessible features. Located in a residential only neighborhood, this property offers modern conveniences w/ comfort & style close to Medford medical plazas. - Handicap Accommodative & Wheelchair Accessible - EV Charger with access to a single-car garage for parking - Large Deck with mountain views - Hot Tub - .5 Mile to Golf Course - 1 Mile to Asante - 0.4 miles to Rogue Valley Manor

Value · Location · TV

Beautiful Country Home next to Jacksonville!

The whole group will enjoy easy access to everything from this centrally located home! Enjoy a pool day with the family next to the serine pool. Or a fun day of wine tasting with Relik winery less than one mile away and Hummingbird less than 2 miles away! Or have a blast at a concert this summer at the Britt festival less than 2 miles away! Downtown Jacksonville is only a 3 minute drive! All queen beds have been upgraded to NEW Tempurpedic beds! King size bed is a Jennings (Very High Quality!)

Value · Location · Wi-Fi

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.

Family · Location · Hiking

Vineyard in full swing. Perfect time of year!

Begin your day in the heart of a working vineyard and end it with a glass of local wine as horses and cattle graze nearby. Designed for true wine country living, this serene farm retreat blends quiet luxury, nature, and adventure. Relax in the vineyard-view hot tub, gather in the spacious game room, and enjoy a fully equipped kitchen for unhurried evenings. Explore nearby award-winning wineries or take a scenic drive to Crater Lake, Oregon’s only national park. We look forward to having you.

Location · Family · Cleanliness

Ripple Rock Lodge- Gateway to Crater Lake

The Ripple Rock Lodge offers amazing views of The Rogue River Gorge and Lost Creek Lake. The lodge has a large patio with ambient lighting, and both gas and charcoal grills! It is located on a 10 acres parcel of woodlands to explore with access to the Rogue River and numerous hiking trails. Medford International Airport is approximately 40 miles from the Lodge and Crater Lake National Park is approximately 35 miles. Now offering as a wedding venue, please message with any inquiries!

Location · Value · Indoor spaces

Eagle’s Nest Cottage | 40 mins to Crater Lake

Rogue River Retreat enjoy a cozy weekend of unplugging and quality time with loved ones! - 60 minutes to Crater Lake National Park - Riverfront retreat on the tranquil Rogue River - Wake up to breathtaking river views - Lounge in the hammock while watching rafters, ducks, and fish drift by - Play Ping-pong - BBQing on the patio - Fishing off the dock is allowed—please bring your own line and tackle. - Cook family meals together - Play board games - Stream movies on the Roku TV

Location · Value · Amenities

The Shady Knoll | Crater Lake Basecamp | Hot Tub

Unwind on a fenced, gated acre just up from the Rogue River. Year-round private hot tub, BBQ & string lights over a huge lawn. Updated home w/ king suite, spa-style rainfall shower, cozy pellet stove, fast wifi & 2 workspaces. Boat & raft trailer parking inside the gate — fish or float world-class Chinook & steelhead water minutes away. Lost Creek Lake in 10, Crater Lake ~1 hr, waterfalls & hikes all around. Mornings: coffee on the deck. Nights: stargazing from the hot tub.

Location · Value · Barbecue

Historic 1875 Kitchen House

Easy walking distance to Britt concert venue, trails, and downtown. The base rate is for the entire first floor and includes one bedroom with en suite bathroom with a large clawfoot tub. Upstairs attic space can also be rented for an additional fee, which includes 3 beds and a full bathroom. Declare 3 guests if 2 people need their own suites. Air conditioning upstairs and downstairs keeps you feeling cool in summer. Heating keeps you comfy and warm in winter.

Location · Value · Cleanliness