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Vacation rentals in Ashland

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Top-rated vacation rentals in Ashland

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

Charming Guest House - One block from Downtown!
SUPERHOST
Entire guesthouse · 4 guests · 2 beds · 1 bath

Charming Guest House - One block from Downtown!This private, comfortable, two story guest house is located one block from Downtown! With stylish furniture, a large furnished private deck, and a space that can comfortably sleep 4, it's sure to give you a great visit. Enjoy a short walk to Shakespeare (6-8 mins per iPhone map), great coffee shops, Lithia Park, amazing restaurants, or stay in and enjoy the view off the private second story deck. We feel fortunate to offer such a lovely space in such a great location. PA number on file.

Charming cottage, walk to town.
SUPERHOST
Entire guesthouse · 4 guests · 2 beds · 1.5 baths

Charming cottage, walk to town.Our guests at The Ashland Cottage are always thrilled upon arrival, "It's gorgeous!" The cottage offers exactly what Ashland visitors are seeking: Comfort and charm, ample amenities and a walkable location. The cottage is newly constructed yet designed with the same Craftsman appeal as our 1920s residence. As a separate house with a private entrance, the cottage offers spacious living with high ceilings, natural light and inspiring views.. all within a 10 minute walk to theaters and downtown

Ashland country guest house
Entire guesthouse · 2 guests · 1 bed · 1 bath

Ashland country guest houseNewly remodeled guest house, just a five minute drive from downtown, but feels like a world away. This guest house is the perfect getaway, whether you are in town for outdoor adventures or seeing Shakespeare! We are on the property, but will give you total privacy. There is ample parking, beautiful views and a nice hike just outside the door!

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Popular amenities for Ashland vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Ashland

SUPERHOST
  1. Farm stay
  2. Ashland
Cozy Private Apartment on Farm
$115 per night
SUPERHOST
  1. Entire rental unit
  2. Ashland
Hargadine House, the Carriage House
$159 per night
SUPERHOST
  1. Entire guesthouse
  2. Ashland
Manzanita Cottage
$165 per night
SUPERHOST
  1. Entire rental unit
  2. Ashland
Victorian Garden Carriage House
$187 per night
SUPERHOST
  1. Private room
  2. Ashland
Rural Oasis, close to downtown Ashland
$74 per night
SUPERHOST
  1. Entire rental unit
  2. Ashland
Clean, Stylish Apt w/kitchen. block from Downtown
$93 per night
SUPERHOST
  1. Entire villa
  2. Ashland
Ashland French Country Villa w/exceptional views
$371 per night
SUPERHOST
  1. Entire cottage
  2. Ashland
Downtown Cottage - 1 Block to OSF & Great View!
$151 per night
SUPERHOST
  1. Entire guest suite
  2. Ashland
Summer's Night Cottage (1 BR Downtown Suite)
$99 per night
SUPERHOST
  1. Entire guest suite
  2. Ashland
Stone's Throw Bungalow
$144 per night
SUPERHOST
  1. Entire cabin
  2. Ashland
The Ashland Farm Cabin
$67 per night
SUPERHOST
  1. Entire guest suite
  2. Ashland
Sophisticated Downtown Suite
$138 per night

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