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!

1 BDRM Cottage-Keyless self check in-Quiet Lane

Beautiful, fully furnished, 460 sq feet, one bedroom apartment with all the amenities. Private keypad entrance and dedicated parking space. Ideal for traveling professionals who need a short term rental or those looking for a vacation rental. Great location near the river and parks. Walking distance to town. The bedroom has a queen size bed. The open concept kitchen/living room has a queen size sofa sleeper. Full kitchen. Washer and dryer. Outside sitting area with BBQ. Hi-Speed Wifi.

Cozy Cottage in the Woods

Cozy, cottage nestled in the woods between the Siskiyou and Kalmiopsis ranges. Enjoy the natural beauty of the forest, in our adjacent guest house surrounded by tall trees, and fresh air. Located just 2 mi from town, enjoy the serenity of Southern Oregon with convenience. Family run and stocked with organic, local, coffee, tea, cotton linens, natural bath products and amenities make you feel at home. Close to Southern Oregon wineries, hiking trails and pristine swimming holes.

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!

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.