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59 Ashland Pet Friendly Rentals

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews.
Compare Ashland pet friendly rentals from 6 rental sites including HomeAway, TripAdvisor, Expedia and more, from $40 a night.

Bard's Inn

  • 2
  • 1
$147
Booking.com

Art & Garden Cottage~Minutes from OSF~No longer pet-friendly

  • 1
  • 1
$135
HomeAway
$135
VRBO
Listed on 4 Sites

Timbers Motel

  • 1
  • 1
$78
Booking.com

Blue Moon Cottage ~ Pet Friendly ~ 5 Blocks to OSF

  • 1
  • 1
$225
HomeAway
$225
VRBO
Listed on 4 Sites

Best Western Windsor Inn

  • 1
  • 1
$107
Booking.com

Oak Street Cottages ~ Sherwin House~1. 5 Blocks from Oregon Shakespeare Festival!

  • 2
  • 2
$305
HomeAway
$305
VRBO
Listed on 4 Sites

Plaza Inn & Suites at Ashland Creek

  • 1
  • 1
$179
Booking.com

Carlisle Garden Suites ~ Marigold Cottage ~ Downtown Ashland

  • 1
  • 1
$210
HomeAway
$210
VRBO
Listed on 4 Sites

Flagship Inn of Ashland

  • 1
  • 1
$97
Booking.com

Carlisle Garden Suites ~ Chamomile Cottage ~ Downtown Ashland

  • 1
  • 1
$107
HomeAway
$107
VRBO
Listed on 4 Sites

Ashland Hills Hotel & Suites

  • 1
  • 1
$143
Booking.com

Carlisle Garden Suites ~ Viola Cottage ~ Downtown Ashland

  • 1
  • 1
$183
HomeAway
$183
VRBO
Listed on 4 Sites

Pelton Vacation Rental

  • 2
  • 1
$135
Booking.com

Carlisle Garden Suites ~ Jasmine Cottage ~ Downtown Ashland

  • Studio
  • 1
$105
HomeAway
$105
VRBO
Listed on 4 Sites

Comfort Inn & Suites Ashland

  • 1
  • 1
$86
Booking.com

Oak Street Cottages~Tower Townhouse~1. 5 Blocks from Oregon Shakespeare Festival!

  • 2
  • 2
$283
HomeAway
$283
VRBO
Listed on 4 Sites

Ashland Springs Hotel

  • 1
  • 1
$999
Booking.com

Oak Street Cottages ~ Oak Lawn ~ 1. 5 Blocks To Oregon Shakespeare Festival!

  • 2
  • 1
$239
HomeAway
$239
VRBO
Listed on 4 Sites

Holiday Inn Express Hotel & Suites Ashland

  • 1
  • 1
$96
Booking.com

Carlisle Garden Suites ~ Rose Cottage ~ Downtown Ashland

  • Studio
  • 1
$280
HomeAway
$280
VRBO
Listed on 4 Sites

Oak Street Cottages~Hideaway Cottage~1. 5 Blocks To Oregon Shakespeare Festival!

  • 2
  • 1
$239
HomeAway
$239
VRBO
Listed on 4 Sites

Walk to town from this Charming, Updated and Licensed Cottage

  • 2
  • 2
$225
HomeAway
$225
VRBO
Listed on 4 Sites

Red Birch Ranch Luxury Apartment

  • 1
  • 1
$175
HomeAway
$175
VRBO
Listed on 4 Sites

Steps To Theaters, Fully Remodeled, Charming And Super Clean, Great Furnishings!

  • 3
  • 2
$325
HomeAway
$325
VRBO
Listed on 4 Sites

The Lavender Country Estate in Charming Ashland Oregon

  • 4
  • 3
$700
HomeAway
$700
VRBO
Listed on 4 Sites

Walk To Shakespeare And Downtown

  • 2
  • 2
$70
HomeAway
$70
VRBO
Listed on 4 Sites

Vineyard Home w/ 360 Views, private walking, pet-friendly, 2 miles from town!

  • 6
  • 3
$450
HomeAway
$450
VRBO
Listed on 4 Sites

Little Creek Ranch Guest Ranch - Groups Welcomed

  • 3
  • 2
$170
HomeAway
$170
VRBO
Listed on 4 Sites

Gabriele's Gartenhaus - Peaceful garden setting - walk to theaters - sleeps 5

  • 2
  • 1
$220
HomeAway
$220
VRBO
Listed on 4 Sites

'Gorgeous Vintage Artist Home with Mt. Views '

  • 4
  • 3
$333
HomeAway
$333
VRBO
Listed on 4 Sites

Garden Cottage close to Downtown Ashland

  • 1
  • 1
$40
HomeAway
$40
VRBO
Listed on 4 Sites

One Bedroom Apartment ~ Perfect For A Stay In Ashland!

  • 1
  • 1
$109
HomeAway
$109
VRBO
Listed on 4 Sites

Sweet Cottage in Ashland Historical Railroad District w Bright Space and Garden

  • 2
  • 1
$68
HomeAway
$68
VRBO
Listed on 4 Sites

Ashland Summer Vacation Rental - August 2018

  • 3
  • 2
$96
HomeAway
$96
VRBO
Listed on 4 Sites

Carlisle Garden Suites - Calla Suite

  • 1
  • 1
$99
TripAdvisor

Holiday Inn Express & Suites ASHLAND

  • 1
  • 1
HRS Holidays

Ashland Information

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