Vacation Rentals By Owner In Ashland, OR

Showing 204 Of 204 Vacation Rentals

$176.0

Monthly Single family house just blocks to Ashland's downtown

Ashland, Oregon, United States

Single family house just blocks to Ashland's downtown dining & entertainment, Lithia Park, and the renowned Oregon Shakespeare Festival. Majestic, long-range mountain views as the backdrop for the covered deck & yard.

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Exceptional(9)

$364.57

/ Nightly

Private Vacation Home

Centrally located Historic Home with parking

Ashland, Oregon, United States

Experience history and enchantment at our Ashland, Oregon home built in 1887. Our home is minutes walk to everything and our retreat offers a seamless blend of comfort and tranquility. Immerse yourself in the vibrant arts scene, explore the renowned Lithia Park, or embark on scenic adventures in the surrounding mountains. With its thoughtfully designed space and proximity to Ashland's cultural treasures, our home promises an unforgettable experience in this captivating destination.brbrWelcome to your exquisite home in the heart of Ashland, Oregon walking distance to EVERYTHING! This thoughtfully designed space offers the epitome of comfort and sophistication. As you step inside, you'll be greeted by a harmonious blend of modern elegance and rustic charm. The spacious living area is bathed in natural light, creating a welcoming atmosphere for relaxation and gatherings. The well-appointed kitchen is perfect for family dinners. Retreat to the inviting bedrooms, where cozy beds ensure a restful night's sleep. Located just moments away from the vibrant downtown, renowned theaters, and scenic trails of Lithia Park, this home is the perfect base for immersing yourself in Ashland's cultural and natural treasures. Embrace the comfort of this exceptional space, and create unforgettable memories during your stay in Ashland, Oregon.brbrOur home boasts over 100 years of history and character. As you explore its unique charm, you may notice imperfections that come with age. We want to ensure your stay is comfortable and enjoyable, so please keep in mind that our home may not be perfect, but it holds a rich heritage that we hope you'll appreciate.brbrThank you for choosing to stay with us. We hope you create lasting memories in our historic abode.brbrbr

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Exceptional(20)

$293.25

/ Nightly

Cottage

Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More

Ashland, Oregon, United States

Welcome to Casa Amore Cottage, a cozy retreat thoughtfully designed for up to four guests and your pet! Tucked away in Ashland's peaceful Historic Railroad District, our charming cottage seamlessly blends modern comforts with the allure of natural beauty. Relax in the inviting living spaces, or explore Ashland and live like a local. Casa Amore Cottage is the perfect sanctuary for a group of four, offering a peaceful atmosphere to create lasting memories.brbrThis historic cottage in the Ashland Railroad District offers one bedroom, 1.5 bathrooms and will accommodate up to four guests. The kitchen has been remodeled and this darling cottage is walking distance to downtown Ashland.brbrWelcome to Casa Amore Cottage in the heart of Ashland's Historic Railroad District. Stroll to coffee shops, restaurants, shopping and the world famous Oregon Shakespeare Festival from this eclectic neighborhood of vintage 1800's homes, businesses and cottages.brbrThis two story cottage features a king bedroom suite with full bathroom and stackable washer & dryer upstairs, and queen sleeper sofa downstairs with an additional half bath. Please note there is no door to the upstairs bedroom. There is also a TV and a dining / desk area in main living area. There is a full kitchen with everything you need. Casa Amore Cottage has private covered parking, a covered front porch to have your coffee on and a balcony with mountain views. brbrSome of Ashland’s best restaurants and coffee shops are just a short walk away.brbrThe Plaza, Lithia Park and the downtown shopping area is the perfect pedestrian friendly spot for exploring. If you’re in town for the Holidays, Ashland celebrates with festive Winter lighting, bright star filled nights and fresh roasted coffees.

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Exceptional(51)

$205.17

/ Nightly

Cottage

ArtYCottage - custom furniture and art through out. Secluded and fabulous!

Ashland, Oregon, United States

We now require guests to be vaccinated for Covid 19 and be willing to show proof. No exceptions.brThe nightly rate is $195.00 for 2 people. Additional guests are $50.00 per guest per night. The maximum number of guests is 4 total. brThere is a $100.00 cleaning fee for short term stays 2 weeks or less. For longer term stays the fee is $250. brThere is a 4 day minimum stay.brPETS ..... we do allow pets but they are not allowed upstairs or on the furniture. They can be left in the cottage with our approval.brbrWe are 6.9 miles out of Ashland. Depending on how you drive it is 10 minutes into shopping and another 5 minutes to downtown. CUSTOM COUNTRY COTTAGE .........as seen in brSunset magazine and Southern Oregon MagazinebrbrPLEASE FEEL FREE TO CONTACT US FOR LAST MINUTE SPECIALS IF THE DATES ARE AVAILABLE WE MAY DISCOUNT THEM. FOR OFF SEASON OR DEPENDING ON YOUR LENGTH OF STAYbrbrLOCATED:brTen minutes drive from Ashland in the cascade foot hills east of town. We are 10 degrees cooler and well worth the drive. Our close proximity to the beautiful mountain lakes, superb fishing spots, hiking trails, cross-country ski trails and mountain biking on forest service roads, are just a few reasons our guests return again and again. brbrFOCUS ON ART:brWe are custom furniture makers so all the furniture in the ArtYCottage is one-of-a-kind and can be ordered or bought. You are welcome to visit our work shop on the property and see custom furniture being made.brbrcustom woodworkbrcustom metal workbrcustom textiles throughout the cottagebrbrbrbrRELAX/MEDITATEbrlarge private deck-barbecuebrhiking out the front doorbrUpdated fully functional kitchen.brWe offer design consultation. Everything in the cottage is hand made. brbrbrbrTHINGS TO DO:brhike right out the front door, Lake Hyatt, Lake of the Woods, Emigrant Lake, Rogue River Rafting, Oregon Shakespeare Festival, Cabaret Theatre, Camelot theatre, Wineries, Cheese factory, Dagoba organic chocolate factory, Galleries, Day spas.brbrWITHIN DRIVING DISTANCE:brCrater Lake, Table Rock, Mount McLaughlinbrbrWIRELESS INTERNETbrAIR CONDITIONER brbr brbrbrbrbrKeywords: Cottage/Gallery

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Private vacation home

View 77 Private vacation home

Most popular vacation rentals in Ashland

Exceptional(51)

$825.88

/ Nightly

Apartment

Anne Hathaway, 8 bedrooms, 9 bathrooms, a commercial kitchen and dining room.

Ashland, Oregon, United States

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Exceptional(51)

$845.40

/ Nightly

Private vacation home

The Ashland Social | Entire Estate

Ashland, Oregon, United States

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Exceptional(51)

$945.59

/ Nightly

Apartment

5 bedroom historic home with brand new furnishings, and is perfect for up to 14 guests.

Ashland, Oregon, United States

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Exceptional(51)

$994.76

/ Nightly

Hotel

2 units with 6 bedrooms, 6 bathrooms, a kitchen and large dining area.

Ashland, Oregon, United States

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Exceptional(51)

$1205.56

/ Nightly

Lodge

2 bedrooms, office with sofa bed, sofa bed in living room, 3 bathrooms

Ashland, Oregon, United States

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Exceptional(51)

$1315.89

/ Nightly

Apartment

Pioneer Mega 3 vacation homes offering 8 Bedrooms, 5 bathrooms, laundry, TV, and kitchens.

Ashland, Oregon, United States

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Exceptional(51)

$327.17

/ Nightly

Cabin

Mayfield Gardens Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn

Ashland, Oregon, United States

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Exceptional(51)

$305.66

/ Nightly

Cabin

Soda Mountain Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn

Ashland, Oregon, United States

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Exceptional(51)

$306.53

/ Nightly

Private vacation home

The Madrone House, Country Getaway with Mountain Views and Fresh Air.

Ashland, Oregon, United States

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Exceptional(51)

$306.87

/ Nightly

Cabin

Hobart Peak Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn

Ashland, Oregon, United States

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Bath

Sleeps

Vacation Rentals By Owner In Ashland, OR

$176.0

$364.57

$293.25

$205.17

Rent a place that suits your needs

Most popular vacation rentals in Ashland

$825.88

$845.40

$945.59

$994.76

$1205.56

$1315.89

$327.17

$305.66

$306.53

$306.87

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