Holiday rentals with outdoor seating in Josephine County

Applegate cottage at boutique winery!

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. Tasting room open Saturday & Sunday. (April-December) With 7 wineries under 5 minutes away from the cottage, you’ll have plenty to explore right out your front door. Wooldridge, Walport, Troon, Schultz, Schmidt, Blossom Barn, Rosellas & Solaro just to name a few. Downtown Grants Pass & Jacksonville are 30 minutes away. Highway 5 is 30 min away.

Sand Creek Cottage

Welcome to Sand Creek Cottage located in the heart of the beautiful Siskiyou Mountains near the Wild and Scenic Rogue River. Enjoy the warm, eclectic, feel of your own private Guest House. Sand Creek Cottage can be a destination retreat space or a base to explore the vast natural beauty, outdoor adventures, growing wine region and local tourism of Southern Oregon. We invite you to relax in the Outdoor Sauna, cozy up with a good book next to the wood stove and enjoy fruit from the Orchard.

Brand New Stylish MCM Studio

Enjoy a stylish experience at this centrally-located brand new studio apartment in a quiet neighborhood! Bright, clean, and cozy — the perfect home away from home. 1 queen bed 1 bath studio with kitchen located less than a mile to historic downtown Grants Pass where you will find amazing local restaurants and shopping! Space is a mile off I-5 and a mile and a half to the beautiful Rogue River. Guests will have access to their own private fenced patio complete with lights, fire pit and a bbq.

The Hideaway - A Private Entrance Suite

Escape to this charming private EDU cottage with its own entrance and convenient parking. This cozy retreat includes a mini-fridge, microwave, Keurig, WiFi, and TV with Netflix. The soothing décor, custom-tiled bathroom, and spa-style shower make it a relaxing getaway. Located 3 miles from historic downtown Grants Pass in Oregon's beautiful farm country, the property features a tranquil pond alive with birds in spring and summer. Unwind and enjoy the perfect blend of comfort and nature.

New Barndo: Stunning Rogue River access!

Escape to our chic one-bedroom retreat with stunning Rogue River access, blending luxury and serenity. Fish, raft, or relax by the river with wine or coffee in hand. The spacious bedroom boasts a king-size bed with plush linens, while the cozy living area offers a queen sleeper sofa. Cook with ease in the fully equipped kitchen featuring stainless steel appliances. Perfect for a tranquil getaway, this riverside haven awaits. Book now to experience the Rogue River’s breathtaking beauty!

Tranquil Studio Near Scenic Redwood Highway

The studio offers a perfect balance of proximity to town and the tranquility of nature just 8 miles west of downtown Grants Pass. Enter the unit through a flourishing garden and enjoy a cozy, clean oasis. This is a great stopover for road trippers and a convenient home base for exploring the Redwoods and Rogue River. The unit features a spacious deck overlooking a seasonal pond (dry in summer). If you're seeking peace, quiet, and a restful night's sleep, this is the place for you!

Alder Creek retreat

This wonderfully inviting home wants to welcome you and your family to relax, unwind, and enjoy each other’s company! You will have space to roam surrounded by nature and a piece of the beautiful Rogue Valley. This property is wooded with its own miniature nature trail along Alder Creek so you enjoy early morning walks with the song birds. * A side note about the area; it is prone to possible power outages when it is very Hot and or windy due to wildfire possibility.

The Cozy Cabin (with own private hot tub!)

Come relax and unwind in our cozy, peaceful cabin, tucked away in the beautiful hills of Grants Pass. With mountain views, stunning sunsets and a private wooded environment, it’s the perfect place to get away. Relax, read a good book, take a soak in the hot tub located just steps outside the master suite. The Cozy Cabin is filled with thoughtful touches, from throw blankets to high quality linens and towels, selected to create a welcoming and comfortable atmosphere.

Private 2-Acre Country Escape +Spa | 3BR Near Town

Escape to this charming 3-bedroom country home on 2 private acres just minutes from downtown Grants Pass, Oregon. Perfect for families, couples, or groups, this peaceful retreat blends privacy with convenience. ✅ Relax in the outdoor spa/hot tub under the stars ✅ Spacious living with a cozy country feel ✅ Fully equipped kitchen & family dining space ✅ Pet-friendly open land, ideal for kids & dogs ✅ Quick drive to the Rogue River, wineries, and downtown Grants Pass