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Ashland vacation rentals

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Top-rated vacation rentals in Ashland

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest suite in Ashland
Lithia Park Suite Two
Arrive. Park your car. Exhale & walk for the remainder of your visit. You are now adjacent to 93- acre Lithia Park and downtown Ashland. Within a 5-minute walk, you will discover exceptional restaurants, the Oregon Shakespeare Festival, curio stores, bakeries coffee houses, cafes, bookstores, 4-screen art house movie theater & summer Saturday Farmer's Market. Within a 10 minutes walk enjoy the Food Co-Op, nature shops, pet stores, veterinarians, yoga studios, gyms, the Carnegie-Melon library.
$92 per night
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Guest suite in Ashland
La Dolce Vita II
Private guest suite, 450 sq ft. Lots of natural light. Open living room kitchen space. Barn door opens to bedroom with a queen size bed. Bathroom off the bedroom with large tiled shower. Private patio, outdoor table, BBQ grill available. Near walking trails, grocery stores and 2.5 mile flat walk to downtown. Off street parking. Quiet neighborhood that allows rentals with minimum of 30 day stay. $60 per day with $100 cleaning fee. Private washer/dryer in garage available to tenants.
$60 per night
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Guest suite in Ashland
Peaceful living on Lake Hill
You will enjoy our guest quarters which is 1015 SF on the lower floor of our 3 level home on 5 acres with it's own private entrance. We are located next to a Lake State Park with spectacular views of the entire Rogue Valley. Open floor plan to living space which faces our garden. 1 br, 1 ba, living & eating area, kitchen, full fridge. Private laundry rm, Queen mattress w/ memory foam topper. 2 couches, recliner, desk area, private patio. Ideal for longer stays!
$60 per night

Stay near Ashland's top sights

Photo of Lithia Park
Lithia Park198 locals recommend
Photo of Oregon Shakespeare Festival
Oregon Shakespeare Festival267 locals recommend
Photo of Ashland's Own Shop'n Kart
Ashland's Own Shop'n Kart38 locals recommend
Photo of Brickroom
Brickroom76 locals recommend
Photo of Louie's of Ashland
Louie's of Ashland18 locals recommend
Photo of Ashland Food Co-op
Ashland Food Co-op91 locals recommend

Other great vacation rentals in Ashland

Guesthouse in Ashland
Charming Guest House - One block from Downtown!
$130 per night
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Guesthouse in Ashland
Courtside Cottage - WalkScore 93 - Dog Friendly
$127 per night
Rental unit in Ashland
The Matriarch- Suite 2- One block to Downtown
$127 per night
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Private room in Ashland
Wood Hamlet - E. Gorey Room, Private by Downtown
$62 per night
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Guesthouse in Ashland
Ashland Artist Country Retreat
$85 per night
Rental unit in Ashland
Swanky Downtown Suite- walkable + dog friendly!
$135 per night
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Cabin in Ashland
The Ashland Farm Cabin
$75 per night
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Cottage in Ashland
Downtown Cottage - Great Views & 1 Block to OSF!
$146 per night
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Guesthouse in Ashland
Charming cottage, walk to town.
$163 per night
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Private room in Ashland
Wood Hamlet - Noble Forest Room Private by DownTn
$58 per night
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Guesthouse in Ashland
Ashland Carriage House Apartment - Near Safeway
$48 per night
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Cottage in Ashland
Charming very well appointed cottage !
$99 per night
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