Guesthouse vacation rentals in Grants Pass

BEE WELL Organic Spa Garden Studio w/ Hot Tub

This detached 420 sf apartment is perfect for 1-2 guests. Light-filled studio (from two solar tubes) on over 1/3 acre of flowers and fruit trees, three blocks from downtown, and craft foods and wine. Very close and easy access from the highway. Jacksonville is 6 miles, and the Ashland plaza is 17 miles. Southern OR is filled with playhouses, delicious wine, yummy local restaurants, scenic rivers, and miles of wilderness. Come enjoy! We celebrate diversity! HOTTUB CLOSED until mid-September 2025.

The Greenwood Villa w/wood fire hot tub

The guest house, we affectionately call the Villa, is situated near great views, restaurants, wineries, and nature trails available in Jacksonville, Ashland and Medford. Located in the country with views of the famous pear orchards. We have designed the Villa to be a quiet retreat that offers some unique features, so please familiarize yourself with our Property and House Rules. Every detail invites you to slow down and enjoy the beauty of Southern Oregon. Find us on socials: @thegreenwoodvilla

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.

Free Bird Ranch-Oregon Adventures Home Base

Crater Lake National Park is NOT closed, only the 2 mile walking path that leads to a boat ramp is closed for renovation. The rim drive is open all year round. Find peace and serenity in the Rogue Valley. Enjoy stunning valley, Cascade views, and sunsets from the deck. Minutes from vineyards, a short drive to Table Rocks (10 min) & the Rogue River (2 min). On the way to Crater Lake (50 min) & near Ashland skiing (45 min). Unwind in comfort after your adventures. Long-term inquiries welcome!

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.

Queen Lady Vacation Rental pet friendly.

Awestruck is not nearly enough to describe what you feel when you see our 1905 Colonial revival home. We have worked tirelessly to restore this home to its original charm. The main rental unit is a private restored two bedroom Carriage house that is fully air conditioned with an open floor plan. We are less than 1 mile from town but still enjoy watching deer families and wild turkeys cross our property. It truly is a home away from home and a clean comfortable place to relax in.

Cozy Jacksonville Cottage

This cozy, rustic one bedroom cottage (325 sq. ft.) is just a 15 min. walk from downtown Jacksonville (3/4 mile) and 30 min. from Ashland. It has private parking, on the property. The owner is happy w/ pets in the cottage, but needs to know in advance that a pet is coming (maximum 35lbs) too. There isn't a full kitchen but it has a kitchenette with sink, fridge, microwave, hot plate and coffee maker, so cooking basics won't be a problem. Relax in the outside patio in the summer.

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.

Modern Guesthouse w/ Hot Tub, Private Yard & Views

Modern 650 sq ft guesthouse near Medford & Rogue Valley wine country. Bright, private retreat with queen bedroom, loft double bed, walk-in shower, and washer/dryer. Fully equipped kitchen + living area. Private fenced yard with hot tub, outdoor shower, BBQ & patio. Perfect for couples, families, or business travelers. Minutes to wineries, hiking, and downtown Medford with your own entrance, parking & privacy.