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37 Houses

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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

Great rentals within 20 miles that match your search

Mountain Retreat!

Jacksonville house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

Match: Wireless Internet

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Price per night from

$910

Cheerful new guest house

Medford house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Wireless Internet

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Price per night from

$138

Sunshine Studio

Medford studio

  • Studio
  • 1 bathroom
  • sleeps 3

Match: Wireless Internet

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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

Luxurious Home near Downtown Ashland and Theaters

Ashland house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

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Price per night from

$441

Walk to Downtown/Theaters from this Charming Home

Ashland cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Wireless Internet

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Price per night from

$338

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

Lotus Studio I

Medford guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Wireless Internet

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Price per night from

$91

“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

Lotus Studio II

Medford guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Wireless Internet

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Price per night from

$114

Stone's Throw Bungalow - Licensed, Private Garden

Ashland studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$184

The Tigers Den

Jacksonville cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$228

The Lily Pad

Jacksonville house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Wireless Internet

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Price per night from

$228

Carlisle Garden Suites - Marigold Suite

Ashland cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Wireless Internet

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Price per night from

$235

Carlisle Garden Suites - Calla Suite

Ashland cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Wireless Internet

All filters match

Price per night from

$235

Carlisle Garden Suites - Iris Suite

Ashland cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Wireless Internet

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Price per night from

$321

Carlisle Garden Suites - Rose Suite

Ashland cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Wireless Internet

All filters match

Price per night from

$321

Carlisle Garden Suites - Jasmine Suite

Ashland cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Wireless Internet

All filters match

Price per night from

$235

Carlisle Garden Suites - Chamomile

Ashland cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Wireless Internet

All filters match

Price per night from

$235

Carlisle Garden Suites - Daisy Suite

Ashland cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Wireless Internet

All filters match

Price per night from

$235

Carlisle Garden Suites - Viola Suite

Ashland cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Wireless Internet

All filters match

Price per night from

$235

Carlisle Garden Suites - Pomegranate Suite

Ashland cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Wireless Internet

All filters match

Price per night from

$235

Iris Suite at the Carlisle Garden Suites

Ashland apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Wireless Internet

All filters match

Price per night from

$258

Marigold Suite at the Carlisle Garden Suites

Ashland apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Wireless Internet

All filters match

Price per night from

$258

Viola Suite at the Carlisle Garden Suites

Ashland apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Wireless Internet

All filters match

Price per night from

$258

Chamomile Suite at the Carlisle Garden Suites

Ashland apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Wireless Internet

All filters match

Price per night from

$258

Rose Suite at the Carlisle Garden Suites

Ashland apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Wireless Internet

All filters match

Price per night from

$258

Jasmine Suite at the Carlisle Garden Suites

Ashland apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Wireless Internet

All filters match

Price per night from

$258

Daisy Suite at the Carlisle Garden Suites

Ashland apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Wireless Internet

All filters match

Price per night from

$258

Calla Suite at the Carlisle Garden Suites

Ashland apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Wireless Internet

All filters match

Price per night from

$258

Pomegranate Suite at the Carlisle Garden Suites

Ashland apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Wireless Internet

All filters match

Price per night from

$258

Match: Wireless Internet

All filters match

Price per night from

$144

Hargadine House: The Carriage House

Ashland studio

  • Studio
  • 1 bathroom
  • sleeps 2

Match: Wireless Internet

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Price per night from

$274

Cattle View Ranch House

Ashland house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

Match: Wireless Internet

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Price per night from

$344

2nd Street Cottages, HERITAGE HOUSE

Ashland cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Wireless Internet

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Price per night from

$567

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

Jacksonville house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Wireless Internet

All filters match

Price per night from

$228

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