Ashland Rentals

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39 Houses

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ArtYcottage UNBELIEVEABLE...

Ashland house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“A Place in the Woods to Dream and Live Your Dream” My mouth dropped when I stepped into artYcottage and was surrounded by so much beauty, creativity and originality. It was endless. Everywhere I looked there were remarkable details that were executed with perfection. Rich colors and varied textures everywhere. Everything handmade from the quilts to the furniture to the faucets and tiling and even the soap! One day it was 80 degrees and I enjoyed reading on a chaise on the deck. Then the very next day it was snowing and I was lucky to be there to enjoy the beauty of nature's softness covering the branches of trees. I stayed in that day by the fire my wonderful host, Tom, built. Tom and his stunning and bubbly wife, Margaret, made me feel at home with their warmth and sensitivity. From now on I will definitely be staying here on my twice yearly trips to ashland!

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Price per night from

$224

Cattle View Ranch House

Ashland house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

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Price per night from

$344

“Fabulous place to stay!” We recently stayed in this cottage for 3 nights and we really enjoyed ourselves. The short walk to the plaza and theaters was ideal, but we were most impressed by how clean and well-maintained the cottage was. The cottage is on the property of the Hersey House Bed and Breakfast Inn and the hosts were very welcoming, and they deliver a morning continental breakfast tray. We especially liked the warm raspberry crumble with sweet cream and it was nice because we enjoyed 3 breakfast trays and each morning we were served something different. We really like the cottage and it was super easy with our kids because there were two bedrooms and it was handy to have the kitchen. We will definitely be back!

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Price per night from

$344

Carlisle Garden Suites - Chamomile

Ashland cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$235

Stone's Throw Bungalow - Licensed, Private Garden

Ashland studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$184

Porscha's Hideaway 2

Ashland house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$230

Luxurious Home near Downtown Ashland and Theaters

Ashland house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

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Price per night from

$442

Walk to Downtown/Theaters from this Charming Home

Ashland cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$339

Porscha's Hideaway

Ashland studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$172

Carlisle Garden Suites - Calla Suite

Ashland cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$235

2nd Street Cottages, HERITAGE HOUSE

Ashland cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$568

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Price per night from

$144

Jasmine Suite at the Carlisle Garden Suites

Ashland apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$258

Chamomile Suite at the Carlisle Garden Suites

Ashland apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$258

Carlisle Garden Suites - Pomegranate Suite

Ashland cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$235

Pomegranate Suite at the Carlisle Garden Suites

Ashland apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$258

Carlisle Garden Suites - Daisy Suite

Ashland cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$235

Calla Suite at the Carlisle Garden Suites

Ashland apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$258

Carlisle Garden Suites - Rose Suite

Ashland cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$321

Rose Suite at the Carlisle Garden Suites

Ashland apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$258

Carlisle Garden Suites - Iris Suite

Ashland cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$321

Carlisle Garden Suites - Marigold Suite

Ashland cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$235

Daisy Suite at the Carlisle Garden Suites

Ashland apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$258

Iris Suite at the Carlisle Garden Suites

Ashland apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$258

Carlisle Garden Suites - Jasmine Suite

Ashland cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$235

Marigold Suite at the Carlisle Garden Suites

Ashland apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$258

Carlisle Garden Suites - Viola Suite

Ashland cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$235

Viola Suite at the Carlisle Garden Suites

Ashland apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$258

Hargadine House: The Carriage House

Ashland studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$274

Great rentals within 20 miles that match your search

Lotus Studio I

Medford guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$91

Lotus Studio II

Medford guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$114

Guest room with private bath in a Cozy Log Cabin!

Talent private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$67

Mountain Retreat!

Jacksonville house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

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Price per night from

$912

Cheerful new guest house

Medford house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$138

Beautiful Luxury Cottage "The Quarters" - Walk to it All !

Jacksonville house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$229

Sunshine Studio

Medford studio

  • Studio
  • 1 bathroom
  • sleeps 3

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Price per night from

$115

Brookdale Meadows Farmhouse Cutie

Medford house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$182

The Tigers Den

Jacksonville cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$228

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rentals in Ashland

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