House vacation rentals in Ashland

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Top-rated house rentals in Ashland

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Guest favorite

Home in Grants Pass

4.96 out of 5 average rating, 321 reviews

Gateway to Cathedral hills

Secluded forest of 5 acres only 3.5mi to Grants Pass with a private trail into legendary Cathedral Hills. A 3/2 home with DSL Wifi, dining area, living room, pellet stove, a fun converted carport for dining/entertainment/BBQ as well as a hot tub out back. Property has a seasonal creek and pond, a safe 300' from the house, and a classic tree fort. Enjoy outdoor dining, hiking, biking, or relaxing in the quiet southern Oregon woods. We are pet friendly, require a $30 per pet fee, and limit 2

Guest favorite

Home in Ashland

4.97 out of 5 average rating, 258 reviews

Secluded Forest Log House 15 minutes to Ashland

Beautiful hand built rustic log house nestled in the Cascade mountains of Southern Oregon. 15 minutes to downtown Ashland, 20 minutes to Mt. Ashland Ski Area, and a five minute walk to Pacific Crest Trail. This home is the perfect quiet, serene getaway: close enough to Ashland to be convenient, yet completely secluded and private. Features include private covered parking, fully equipped kitchen, large private covered deck overlooking the forest, seasonal wood-fired sauna, and walking trails.

Guest favorite

Home in Jacksonville

4.99 out of 5 average rating, 267 reviews

Britt Bungalow in the Heart of Jacksonville

The Britt Bungalow is an Award Winning boutique style stay, created and designed by the owner and host. This is a private 2 bed/2 bath cottage with 17' ceilings, fresh flower’s throughout, #1 rated Dreamcloud mattress in Master, fireplaced open living room with an abundance of natural light throughout. You will want for nothing during your stay. It is in the historical heart of Jacksonville Oregon just 2 blocks from the trolly, all the best restaurants, boutiques, Britt Gardens, and much more

Guest favorite

Home in Ashland

4.91 out of 5 average rating, 216 reviews

Ashland Haus Retreat - 1 block from downtown!

This beautiful 10 foot ceiling home is ideal for your stay in Ashland. Our classic two bedroom 1900s home has many new renovations (floors, appliances, furniture-- all done in August 2017). Enjoy a short walk to great cafes, restaurants and breweries! We are about an 8 minute walk to the Shakespeare Festival. One bedroom has a queen bed, the other has a king bed that can be made into two singles. The sleeper sofa is in living room. The bedrooms share a Jack&Jill bathroom. PA # PA-2017-01160

Guest favorite

Home in Grants Pass

4.92 out of 5 average rating, 210 reviews

Cedar Mountain Suite A -Home Theater, Gamer Ready!

Welcome to The Entertainment House! This 2-bedroom, 2-bathroom home offers the ultimate theater experience with its impressive 86" TV and Surround Sound System. Located just a 5-minute walk from JetBoat Excursions, Riverside Park, and the Historic Downtown District, complete with bars, restaurants, and antique shops. Despite its proximity to these lively attractions, this location provides a peaceful and private environment, making it feel like you're perched high on a mountaintop in Aspen!

Guest favorite

Home in Grants Pass

4.97 out of 5 average rating, 354 reviews

Charming Cottage, Walk To Downtown!

Newly remodeled 1910 cottage a few short blocks away from historic downtown! 1 bedroom and 1 loft both featuring brand new queen beds.The cottage is only two miles off of I-5 and within walking distance to some of the best restaurants, bars, and shops downtown has to offer. The living room features a 60in HDTV. The kitchen is equipped with dishes, glassware, pots and pans, a keurig and many other commodities . The Outdoor area includes a grill, picnic table as well as a fire pit. No pets.

Guest favorite

Home in Central Point

4.96 out of 5 average rating, 126 reviews

Ideal & quiet location, 3BR+office, perfectly cozy

Kid friendly, Inviting & Comfortable, 3BR 2BA + office in a clean and safe neighborhood. All the comforts of home will meet you at our door in the peaceful town of Central Point, OR. Here you'll find excellent local restaurants, shops, and parks that will make your stay enjoyable. Less than a mile from Interstate 5, its a great location for travelers. A quick 15 minute drive to Jacksonville, 25 mins to either Ashland or Grants Pass, Central Point is an ideal spot for both work and play.

Guest favorite

Home in Ashland

4.94 out of 5 average rating, 108 reviews

Beautiful and peaceful cottage close to downtown

Come retreat in our oasis during your stay in Ashland! Charming 1 bedroom, two bathroom home, tucked away from the busy boulevard, with a lovely outdoor space to relax in. Our cottage has a full kitchen, comfortable living space, and a pullout couch that converts to a full size, flexsteel mattress. Upstairs is a beautiful queen size bed with high quality linens, a sitting area, fireplace, and an office space. Each story is 500sf and filled with light from the abundance of windows.

Guest favorite

Home in Grants Pass

4.97 out of 5 average rating, 116 reviews

Peaceful Private Retreat on Rogue River Downtown

*no cleaning fee & dogs stay free* Close to everything and just a 15-minute walk to downtown Grants Pass, the Rock House is an ideal getaway. Sunlit and partially below ground, this space stays cool in the summer while mini-splits and an electric fireplace ensure it's cozy in the winter. Featuring a large, open floor plan with private bedroom and bathroom, it's spacious but intimate. The kitchen and lounge area look out onto the Rogue River and a path leads to the water's edge.

Guest favorite

Home in Medford

4.96 out of 5 average rating, 146 reviews

the Downtown Mint

Bright and comfortable cottage centrally located in the heart of the Rogue Valley. Walking distance to many restaurants and coffee shops. It’s 2.5 miles from Asante medical center and close to the old gold mining town of Jacksonville. Ashland, home of the Shakespeare festival is 12 miles south. 1.5 hr to the north east you’ll find Crater lake national park. Enjoy wine tasting at the many winery’s scattered throughout the valley. Happy exploring!

Guest favorite

Home in Ashland

4.99 out of 5 average rating, 128 reviews

Swank House on Main St in Ashland

Dip into an Ashland vacation experience unlike any other. Stroll to your morning coffee or evening theater show from our newly renovated Main St home. Indoors, breathe easy with soaring vaulted ceilings and luxuries like the soaking tub and fully equipped kitchen. Outside, spend time with your feet up on the private outdoor patio. Our house is ideal for couples or families seeking extra space and privacy. A Swank House property. (#18-243)

Guest favorite

Home in Ashland

4.96 out of 5 average rating, 202 reviews

Coyote Moon

Beautiful 1360 square foot home on 2 acres. Modern, shed roof design with great windows and view of Grizzly Peak. Quiet and peaceful but only 1.8 miles from the heart of downtown Ashland. Deck with propane fire table. Kitchen with quartz countertops and island. Perfect for a romantic couples getaway and also great for those visiting Ashland for the Oregon Shakespeare Festival. Wireless internet and Netflix and internet TV.