Holiday rentals with outdoor seating in Ashland

Guest house in Grants Pass

4.94 out of 5 average rating, 450 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'

4.94 out of 5 average rating, 427 reviews

Home in Medford

🌟 🥂 Medford’s BEST 📣 🌟 💕Clean, Modern, Private💕

Simple and clean, with a hidden, private driveway in a safe and secure area of North East Medford. This home is only a few minutes from Rogue Valley International- Medford Airport, plenty of shopping, grocery stores, city transit & local hospitals. Take a short drive to explore Crater Lake, Oregon’s only National Park or head over to Ashland & experience the Oregon Shakespeare Festival. Mountains, lakes & rivers nearby & the Oregon Coast is only 2 hours away. There’s something for everyone here!

4.97 out of 5 average rating, 112 reviews

Applegate Stargazer, HotTub, 5acres gated.

(Lookup NEW River Rapids Airbnb across street!) https://abnb.me/s0orTJBkdFb Private hilltop retreat. Electric vehicle Level 2 charging station.. Not shared! HotTub, Views of The Valley are enjoyed from the home & gazebo, fire pit table & grilling area. Gaze at the starry display from this home, 10min. to Grants Pass, 5min. to the Applegate Valley Wine Trail.25min. to Jacksonville.1.5 hours to Coast. This is a new 1 bed 1 bath getaway. Owner not on site. No neighbors, Real heat pump, and A/C.

4.95 out of 5 average rating, 475 reviews

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!

4.96 out of 5 average rating, 213 reviews

Country home on 2 acres just minutes to town

Gorgeous Rustic Home with Electric Car Charger! Beautifully situated on a spacious and treed 1.98-acre lot near desirable amenities, this 3BR/1BA, 1,440sqft property features tranquil mountain views, a classic cedar exterior, an open floorplan, wood ceilings, and an upgraded kitchen with stainless-steel appliances, gas range, and a breakfast bar. All bedrooms are generously sized. Other features: laundry room, BBQ, huge deck, modern oversized shower, a garden, a hot tub, and much more!

4.99 out of 5 average rating, 154 reviews

Guest house in Ashland

Countryman-Fox Carriage House

Considering the central location of this little gem, it is amazingly peaceful. To add to this charm, the cottage is fresh & bright with a lovely view across the valley. What a joy to walk across the street to the theater & dinner without parking issues. Besides being clean & safe, I like the king size bed, the fireplace, the choice of large tub or shower, the heated bathroom floor, and the little yard, the most. Charging is available for your electric cars in the upper parking area.

5 out of 5 average rating, 165 reviews

Home in Gold Hill

Hygge Hideaway. A home for rest and adventure

In Scandinavia, "hygge" represents contentment & coziness. Settle into this sun-soaked, mountain-side, madrone forest & valley view home for relaxation on the deck, wine by the fire, & mineral baths. This solar powered home has easy access to outdoor adventures. Options include Laundry, Wood Stove (fire logs avail $), & fully equipped Kitchen. Whether you're looking for a getaway, family event, road stop, or retreat - you're welcome here. Pets require PRE-APPROVAL.

Superhost

Tiny home in Medford

4.87 out of 5 average rating, 101 reviews

Broken Chair Ranch Bungalow

Welcome to the beautiful Griffin Creek area just outside of Medford, Jacksonville, and Ashland. Our tiny home is at the top of a hill with stunning views of the city lights as well as upper and lower Table Rock. Enjoy the hot tub and watch the sunset with the fire pit near the front porch. The house is on 40 acres and has a gorgeous view at the top with a stunning echo off the mountain Private setting one mile up a gravel road, 2wd friendly

4.97 out of 5 average rating, 267 reviews

Home with gated driveway near Downtown & River

Family friendly with fresh decor, single level 3 bed 1 bath home. Gated Driveway on a flag lot with two homes, sets the stage for a very private but ideally located home. Spacious Living Room with an open Kitchen. Located in Downtown Grants Pass, minutes from I-5, and a short walk down to the Rogue River. Very comfortable & private for the location. Large covered patio with fenced in turf yard, furniture & a grill year round.

4.95 out of 5 average rating, 109 reviews

Home in Medford

Voted Guest Favorite/Fast Wi-Fi/Hiking/Shopping.

Modern millennial dream! Stunning , bright & modern home. If you’re looking for that Instagram worthy spot, look no further! The living area boasts a floor to ceiling hand-painted mural for that perfect family photo backdrop. Each room caters to every age from young to seasoned. The open concept living room boasts a floor to ceiling mural of the mountains and comes complete with a gas fireplace.

4.9 out of 5 average rating, 204 reviews

Home in Medford

Hot Tub huge yard 5 kings fiber wi-fi 4k huge tv

Brand new home with stunning hill views on a corner lot. Huge backyard with hot tub, kidss’ toys, and playground. Fast fiber internet—great for remote work. Quartz counters, stylish finishes, and new appliances. No significant outdoor noise after 10 PM—strict rule. $30/night per dog, with approval. Close to shopping. Great for families, groups, and relaxing getaways!