Guesthouse holiday rentals in Grants Pass

4.94 out of 5 average rating, 454 reviews

Sweet Vintage Cottage steps from Rogue River

Welcome one and all to DunMovin'. The Cottage you will be staying in may make you feel like you have stepped back in time. Don't forget your fishing pole, this property is on the banks of the Wild and Scenic Rogue River. Lounge by the pool, feed the geese, go shopping, or head to any of the amazing restaurants that are just around the corner. I'm in the city limits, so everything is a minute or two away. It's my slice of heaven. I also have a larger unit, search for 'Riverside on the Rogue'

Guesthouse in Central Point

4.94 out of 5 average rating, 809 reviews

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.

4.93 out of 5 average rating, 402 reviews

Guesthouse in Medford

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

4.98 out of 5 average rating, 247 reviews

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.

Guesthouse in Eagle Point

4.91 out of 5 average rating, 319 reviews

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!

4.99 out of 5 average rating, 101 reviews

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.

Guesthouse in Jacksonville

4.96 out of 5 average rating, 116 reviews

La Petite Maison + Hot Tub

Welcome to La Petite Maison! Come take it easy at our unique and tranquil home away from home. Located in the heart of the Applegate with nearby wineries and exquisite views of the mountains. Our guest house is equipped with 1 master bedroom, full kitchen/bath, dining and living room with and private SPA on your very own deck! Only a 10 minute drive from the historic town of Jacksonville. At La Petite Maison you will have the peace and quiet of the country, and all that you may need.

4.96 out of 5 average rating, 369 reviews

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.

4.99 out of 5 average rating, 148 reviews

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!

Guesthouse in Jacksonville

4.93 out of 5 average rating, 1,068 reviews

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.

4.97 out of 5 average rating, 205 reviews

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.