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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.

Clean, Stylish Apt w/kitchen. block from Downtown
SUPERHOST
Entire rental unit · 2 guests · 1 bed · 1 bath
Clean, Stylish Apt w/kitchen. block from Downtown92½ Church Street. A private apartment with a large bedroom, full kitchen, bath with shower. Vintage styling with loads of special touches, ONE BLOCK from downtown. All the comfort of home and so close to the action. Large yard. Permitted. (Ashland City Permit: 15-237). 2020 Update: We have adopted the recommended Covid-19 Cleaning Guidelines.
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.
Wood Hamlet - Noble Forest Room Private by DownTn
SUPERHOST
Private room · 2 guests · 1 bed · 1 private bath
Wood Hamlet - Noble Forest Room Private by DownTnNoble Forest Room is a great price and only a short walk to the Shakespeare theater and restaurants. A private entrance, private bathroom and parking on premises. One queen bed - perfectly comfortable for two. Coffee, tea and mini frig in your room. Located just 4 blocks from downtown. Garden, patio and swimming pond available for outdoor relaxation. Near biking & hiking trails and Lithia Park. All guest must be VACCINATED. (Ashland City Permit# 17-080) NO smoking ANYWHERE on premises.

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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

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Coyote Moon
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Private Apartment on Farm
SUPERHOST
  1. Entire guest suite
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The West Wing-Stay Rogue
SUPERHOST
  1. Entire residential home
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Porscha's Hideaway Italian Upscale
SUPERHOST
  1. Entire cottage
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Downtown Cottage - Great Views - 1 Block to OSF!
  1. Entire residential home
  2. Ashland
Entire residential home - Ashland Harmony Cottage
SUPERHOST
  1. Private room
  2. Ashland
Rural Oasis, close to downtown Ashland
SUPERHOST
  1. Entire rental unit
  2. Ashland
Peerless Hotel~ Guest Room 2 ~Downtown Ashland
SUPERHOST
  1. Entire residential home
  2. Ashland
Main St House: Downtown and Just Renovated!
SUPERHOST
  1. Entire guesthouse
  2. Ashland
Wood Hamlet - Picasso Suite by Downtown, w/kitchen
SUPERHOST
  1. Entire cabin
  2. Ashland
The Ashland Farm Cabin
SUPERHOST
  1. Entire rental unit
  2. Ashland
The Ashland House