Chalets Ashland

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31 chalets

Crater Lake Bungalows - The Chalet

Crater Lake National Park chalet

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 minutes

Match: Rental types Central heating

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Price per night from

$343

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2nd Street Cottages, GARDEN SUITE

Ashland cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Rental types, Central heating

1 of 2 filters match

Price per night from

$338

Nancy's Garden Cottage The Indigo

Ashland cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Rental types, Central heating

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Price per night from

$144

2nd Street Cottages, HERITAGE HOUSE

Ashland cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Central heating

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Price per night from

$568

2 Rooms in Large Rural Home with Large Kitchen

Rogue River private room

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Central heating

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Price per night from

$114

Skyfall Landing in Southern Oregon

Eagle Point house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Central heating

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Price per night from

$224

The Old FarmHouse - Crater Lake Bungalows

Fort Klamath farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 3 minutes

1 of 2 match: Rental types, Central heating

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Price per night from

$343

Crater Lake Bungalows - The Cabin on Crooked Creek

Crater Lake National Park log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 minutes

1 of 2 match: Rental types, Central heating

1 of 2 filters match

Price per night from

$343

Quinn's Cottage: A Chip & Joanna Farmhouse Remodel

Grants Pass cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Central heating

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Price per night from

$102

Soaring Eagle on Fort Creek-CraterLake Bungalows

Fort Klamath house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 minutes

1 of 2 match: Rental types, Central heating

1 of 2 filters match

Price per night from

$343

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!

1 of 2 match: Rental types, Central heating

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Price per night from

$224

Studio Apartment

Shady Cove apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 55 minutes

1 of 2 match: Rental types, Central heating

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Price per night from

$109

Lotus House

Medford house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Central heating

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Price per night from

$224

“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!

1 of 2 match: Rental types, Central heating

1 of 2 filters match

Price per night from

$344

Island Zen in Southern Oregon

Central Point private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Rental types, Central heating

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Price per night from

$121

Running Bear · Running Bear on Fort Creek-CraterLake Bungalows

Fort Klamath house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 minutes

1 of 2 match: Rental types, Central heating

1 of 2 filters match

Price per night from

$343

Stone's Throw Bungalow - Licensed, Private Garden

Ashland studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Rental types, Central heating

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Price per night from

$184

1 of 2 match: Rental types, Central heating

1 of 2 filters match

Price per night from

$345

The High Street Cottage An Artists' Garden Cottage

Ashland cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 14 minutes

1 of 2 match: Rental types, Central heating

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Price per night from

$218

Cattle View Ranch House

Ashland house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

1 of 2 match: Rental types, Central heating

1 of 2 filters match

Price per night from

$345

Huge Victorian Mansion - Newly Renovated

Yreka house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 16

Responds fast! avg. 1 hour 35 minutes

1 of 2 match: Rental types, Central heating

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Price per night from

$573

Beautiful Home on the Applegate River - Newly Remodeled

Jacksonville house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Rental types, Central heating

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Price per night from

$454

Sheri's Cottages Comfortable and Cozy

Grants Pass house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Central heating

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Price per night from

$166

Beautiful Home on the Applegate River - Surrounded by Wineries

Jacksonville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Central heating

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Price per night from

$517

The Terra Cottage Inn a beautiful Luxury Apartment

Ashland cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Perfect!” We just returned from our annual trip to ashland, mainly for OSF. After previously staying in B&B;'s we chose to find a rental house for this week. I did a bunch of research and what struck us about the Terra Cottage Inn was the outdoor kitchen. Since my wife I like to cook, we though this would be the place. I will say this is one place where the pictures do not do the property justice. First, the outdoor kitchen: it is the best! The grill, the stove, the sink, the refrigerator, the incredible clay pottery that one of the proprietors (Elizabeth) and the table and benches that the other proprietor (Mark) made make it a perfect spot. We took advantage of this spot to have several dinners and with the lounge chairs, it is perfect for morning coffee.It should be noted that the Terra Cottage Inn is part of a beautiful property that includes one other rental house and the owners house. Besides the outdoor kitchen, there is a Koi pond, a garden (from which you can pick anything from), a hammock, and outdoor shower (if you want to use it) and Elizabeth's Pottery Studio and Mark's art Studios. The have decorated the whole property with great lights and artistic touches everywhere. Terra Cottage Inn is in it's own building up a flight stairs(nothing but storage down below). It is not large, but perfect for a vacation rental. During our visit the temps in ashland were above 100 degrees, but the air conditioning kept is nice and cool. The kitchen is well stocked and the living room furniture is very comfortable.The linens in the bedroom are great and the queen bed is comfortable. They also provide great bathrobes! There is a second bedroom with two twin beds (which we didn't need to use). Bathroom has good water pressure and they provided almost everything you could need (shampoo, soap. lotion etc...). The inside space is not huge, but very comfortable, when you add in all the magical outdoor areas this is an a+ space and we will be back every year.

Responds fast! avg. 2 hours 14 minutes

1 of 2 match: Rental types, Central heating

1 of 2 filters match

Price per night from

$206

The Tigers Den

Jacksonville cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Central heating

1 of 2 filters match

Price per night from

$228

The Lily Pad

Jacksonville house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Rental types, Central heating

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Price per night from

$228

Beautiful Cedar cabin in the pines

Bonanza log cabin

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

1 of 2 match: Rental types, Central heating

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Price per night from

$241

Peaceful Rogue Riverfront Home on 3 Acres!

Grants Pass house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Central heating

1 of 2 filters match

Price per night from

$343

Sheri's Cottages Beautiful and Spacious

Grants Pass cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Central heating

1 of 2 filters match

Price per night from

$212

Alice's Cottage

Klamath Falls chalet

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 minutes

1 of 2 match: Central heating, Rental types

1 of 2 filters match

Price per night from

$343

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