Holiday rentals with a fireplace in Ashland

Hillcrest Estates

Gorgeous custom built home on a Private Road in very desirable East Medford Hills - Open Floor Plan - Living room & master bedroom opens to a covered deck. Crown molding, beautiful kitchen w/slab granite counters & Stainless Steel appliances, gas fireplace w/slate surround & mantel, hardwood flooring, natural Beech wood cabinetry, 12' ceilings +more. The master suite features a soaking tub, glass-surround shower, double vanity. Lower level has 2 bedrooms, a full bath & exit to covered patio.

The Birdhouse Retreat| Views & Hot Tub

Take it easy at this unique and tranquil getaway. Immerse yourself with the sound of the forest gazing at the Applegate valley and lavender farms below. Walk around in over 10 acres of forest and enjoy a forest bath and sounds of the river below. Minutes from renowned Applegate Valley wineries and Applegate lake. Snow capped mountains in view most of the year. This space has a private bedroom and bathroom with a separate entrance. For the chilly nights, enjoy a cozy fireplace and a movie.

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.

Weisinger Winery Vineyard Cottage

Our vineyard cottage is located at Weisinger Family Winery in Ashland, Oregon. Built c. 1920, our vineyard cottage was the original farmhouse on the property and was recently remodeled in order to encompass the amenities and comforts of home. The hot tub and BBQ on the deck overlook our Pinot Noir vineyard. The property has wonderful views and privacy. A complimentary bottle of wine, cheese, and crackers are awaiting your arrival along with a free tasting in our tasting room.

Oak Hideaway Cottage

Oak Hideaway's charm abounds, from the built-in seating on your porch, to the fireplace in the living room, to the faux finished walls throughout. This cottage also offers the convenience of handicap accessibility, handy for those young ones in strollers, as well. With a mirror floor plan to Oak Lawn's, across the way, 3 queen beds sleep 6 comfortably. Walk out your private entrance just a short block to downtown where theaters, restaurants and art galleries await you!

Riverside Cabin 2

Discover the effortless way to experience Grants Pass at Riverside Suites. Perfectly situated in the heart of the historical downtown area, you can easily walk to explore the charming shops and delectable restaurants. Just a 5-minute stroll away, you'll find the famous Riverside Park on the Rogue River, where you can enjoy a leisurely stroll. With so many places to see and things to do within walking distance, you'll never run out of adventures.

Drift Away

Drift Away, your dreamy paradise on the Rogue River with private river access at the center of Southern Oregon's attractions. The house sleeps 14 people. Fireside and River View dining make this a special place for families or simply to get away from the crowds to escape to your private boating and fishing oasis. Near the airport, shopping, golf, rafting, fishing, hiking, biking, wine tours, jet boats.

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!

Courtside Cottage - WalkScore 93 - Dog Friendly

The same cottage you've known and loved. Now we manage it ourselves. A sampling of previous reviews are in the photos. Named one of the Top Ten Traveler's Accommodations in Ashland by The Oregonian. Dogs always welcome. Please read all of the house rules and particulars regarding parking. Thanks!