Holiday rentals with outdoor seating in Josephine County

New Modern Cottage on the Rogue

With breathtaking views of the Rogue River, our stylish one bedroom offers the perfect blend of luxury and tranquility. Spend your days lounging by the water with a glass of wine. The bedroom features a queen-sized bed with plush linens, and a sliding glass door leading directly to the river. The living area has a comfortable leather sofa and large television. The kitchen is equipped with a large stainless steel refrigerator, microwave/airfryer, Keurig coffee machine, and all of the essentials.

Heron House Country Escape Views, Wildlife & Space

Heron House, a spacious country retreat on 3 acres just minutes from downtown Grants Pass. Designed for comfort and connection, with a semi-open floor plan, large windows that showcase mountain views and stunning sunsets, a chef's kitchen, Starlink Wi-Fi, and gathering spaces for family and friends. Enjoy the expansive lawn and furnished deck with a dining table for eight, with room for kids, pets, yard games, and relaxing under the open sky. Attached EDU rented separately for up to 4BD/3BA.

Forest Cottage | Hot Tub, Outdoor Baths & Alpacas

Tiny Cottage Retreat w/Alpacas –Triple Nickel Pines🌲 Escape to the Pine Tree Tiny Cottage, a romantic & peaceful getaway in the heart of Southern Oregon. Tucked between Grants Pass & Merlin (8 mins from Merlin & 15mins from Grants Pass). This cozy cabin offers the perfect blend of comfort, nature, & uniqueness—right next door to our non-profit alpaca rescue. After exploring the area; stargaze from your outdoor tubs, soak in the hot tub, or roast s’mores by the fire. PERFECT COUPLES GETAWAY!

Mountain Greens Cabin

Looking for a peaceful getaway?🌲Welcome to Mountain Greens Cabin! Enjoy a relaxing stay at this unique & tranquil cabin right in the beautiful forest of Southern Oregon. You will feel right at home in this cozy cabin with scenic Mountain views. Conveniently located right off the freeway, only 10 miles from Grants Pass! Enjoy your own private nature walk, where you can view wildlife right from the cabin! After exploring, you will feel relaxed and comfortable the moment you enter the cabin!

Delightful suite in a peaceful neighborhood!

Private entrance! Fully equipped kitchenette and full private bath. Pet friendly with a one time $50 pet fee! This lovely unit has a washer/dryer, Roku TV, Air-conditioned/heated, back patio nook, and sited on a quiet dead end street not far from Rogue River access, shopping & restaurants. Minutes from hiking trails, tennis courts, historic downtown Grants Pass, and a day trip away from several local lakes, Crater Lake National Monument, The California Redwoods, and the Oregon Coast!

Perfect Location! Entire house, pet friendly!

Looking for a place for an extended stay on a business trip to Grants Pass? Message me! Awesome neighborhood! Quiet & close to the Historical District which has wonderful restaurants and shopping. Good location for all activities in the area. Lots of natural light. Fenced back yard for your four legged friends. The front deck has table and chairs so you can sit out and enjoy morning coffee or evening glass of wine! The prefect location to base your Southern Oregon adventure from!

Applegate cottage at boutique winery!

Located right in the middle of Southern Oregon Applegate 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. 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

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.

Tranquil Studio Near Scenic Redwood Hwy

Tucked amongst the trees, 8 miles west of Grants Pass, this charming studio feels like stepping into a quiet fairytale—birdsong and fresh air welcome you in. Enter through the cottage garden into a warm, thoughtfully designed retreat that balances convenience with nature. Perfect for road trippers or exploring the Redwoods, the studio features a spacious deck overlooking a seasonal pond (dry in summer). Guests who book one night often wish they had stayed longer.

Rogue Reefs

Kick back and relax in this calm, stylish gated space. Completely redone 1963 riverfront property. This spot was the childhood fishing spot of the host where trout and steelhead would hide in the unique reef structures. Feel free to bring your fishing gear and make new Rogue Reef memories. Steps taken down to a large river rock area is accessible during normal river levels. In the summertime pick your own figs, apples, cherries, blackberries, grapes and pears.

Laurel Farm's Guesthouse

Laurel Farm, a quiet, pastoral and mountain view farm located in the Rogue Valley of southern Oregon. Outdoor activities, the arts, and wineries reign. We're minutes off Hwy 199 and 15 minutes from I-5 and Grants Pass. Our historic building's guesthouse has everything you need for comfort and convenience. A relaxing place to hang your hat, we encourage longer stays. Pets on approval only. Let us know if you're a repeat guest. Some specials may apply.

Chalet in the Woods

Welcome to the little Chalet in the beautiful Oregon woods! Come relax and unplug in this charming private guest house situated on 4 acres, just 5 minutes from downtown Grants Pass and 3 minutes from grocery stores and shopping yet you feel as if you are out in the country far removed from anything and everything. This space was created to embody Swiss style living and the details speak to that. Comfortable and efficient.