Pet-friendly vacation rentals in Ashland

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Ashland

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Guest favorite
Cabin in Ashland
Beautiful Barndominium by Howard Prairie Lake
Local host with only ONE Airbnb Listing. Support a small family by renting here! Spacious and beautifully finished barndominium just 20 miles east of Ashland is the perfect basecamp for your Southern Oregon adventures! Ashland is home to the world-famous Oregon Shakespeare Festival and is a cultural hot spot, even making the top 10 of "The 100 Best Small Art Towns in America"! Or maybe you're here for the thrills of hiking, biking, fishing, and skiing, either way you won't forget your stay!
Apr 26 – May 3
$158 per night
4.96 out of 5 average rating, 154 reviews
Guest favorite
Guesthouse in Ashland
The Cedar Cottage - creekside studio
This vintage guest house is nestled along Neil Creek in the beautiful Rogue Valley. Only 4 miles (10 min drive) from the downtown plaza of Ashland you can enjoy restaurants, boutiques and the world famous Oregon Shakespeare Festival. Mt. Ashland is 30 minutes away and we are mere minutes from hiking and biking locations. We are conveniently located directly across the street from the public golf course, Oak Knoll, with easy access to I-5. Cedar Cottage is your perfect home away from home!
Apr 24 – May 1
$92 per night
4.94 out of 5 average rating, 100 reviews
Guest favorite
Farm stay in Ashland
Kelly’s Farm 4 miles to Ashland
Nestled on the border of the Shakespeare hamlet of Ashland, Oregon, is Kelly’s farm. Only four miles away, come soak in the views. Kelly’s farm has horses, goats, chickens, gardens, fruit and nut trees with views of Mt. Ashland’s seven-thousand feet high profile in its front and bucolic rolling hills in its back. Bring your dog! You have access to a large fenced in yard right from your private entrance and deck. ***Unfortunately we are not set up for children under 4 or kitty cats. ***
Jul 28 – Aug 4
$128 per night
4.93 out of 5 average rating, 580 reviews

Popular amenities for Ashland pet-friendly home rentals

Pet-friendly house rentals

Guest favorite
Home in Ashland
Ashland Haus Retreat - 1 block from downtown!
Oct 18 – 25
$181 per night
4.91 out of 5 average rating, 190 reviews
Guest favorite
Home in Trail
Log Cabin w/Treehouse & Zip Line on Rogue River
May 27 – Jun 3
$400 per night
4.95 out of 5 average rating, 210 reviews
Guest favorite
Home in Gold Hill
Rogue River Retreat
Jan 2 – 9
$196 per night
4.99 out of 5 average rating, 209 reviews
Guest favorite
Home in Jacksonville
Britt Bungalow in the Heart of Jacksonville
Oct 12 – 19
$243 per night
4.99 out of 5 average rating, 246 reviews
Superhost
Home in Ashland
Premier Downstairs Flat in great Downtown Location
Nov 25 – Dec 2
$296 per night
4.79 out of 5 average rating, 102 reviews
Guest favorite
Home in Medford
Southern Oregon Gem (EV Charger)
Jun 12 – 19
$94 per night
4.88 out of 5 average rating, 202 reviews
Guest favorite
Home in Medford
Clean, pet friendly, 2-Bedroom Cottage with yard.
Apr 23 – 30
$102 per night
4.92 out of 5 average rating, 240 reviews
Guest favorite
Home in Medford
Cheerful new 2 bedroom home in cul de sac Netflix
Feb 4 – 11
$78 per night
4.87 out of 5 average rating, 162 reviews
Guest favorite
Home in Grants Pass
Cedar Mountain Suite A -Home Theater, Gamer Ready!
Dec 13 – 20
$91 per night
4.92 out of 5 average rating, 159 reviews
Guest favorite
Home in Grants Pass
777 House
Oct 7 – 14
$126 per night
4.92 out of 5 average rating, 181 reviews
Guest favorite
Home in Grants Pass
Perfect Location! Entire house, pet friendly!
Aug 7 – 14
$102 per night
4.94 out of 5 average rating, 425 reviews
Guest favorite
Home in Ashland
Beautiful and peaceful cottage close to downtown
Nov 8 – 15
$156 per night
4.94 out of 5 average rating, 108 reviews

Pet-friendly home rentals with a pool

Guest favorite
Tiny home in Grants Pass
Tiny Cabin in the Woods w/ Hot Tub and Firepit
Dec 7 – 14
$107 per night
4.96 out of 5 average rating, 185 reviews
Guest favorite
Guesthouse in Gold Hill
Octagon Studio / Beautiful Rogue River property
May 6 – 13
$125 per night
4.92 out of 5 average rating, 162 reviews
Guest favorite
Apartment in Grants Pass
Peace on the Rogue river Studio
Apr 14 – 21
$94 per night
4.94 out of 5 average rating, 757 reviews
Guest favorite
Guest suite in Medford
La Maison Bohème, a French country studio
Mar 5 – 12
$79 per night
4.91 out of 5 average rating, 201 reviews
Guest favorite
Cottage in Central Point
Farm Cottage 1/2 Mile Outside Jacksonville
Mar 25 – Apr 1
$64 per night
4.9 out of 5 average rating, 138 reviews
Superhost
Apartment in Medford
Broken Chair Ranch
Jun 12 – 19
$243 per night
4.91 out of 5 average rating, 159 reviews
Guest favorite
Apartment in Grants Pass
1940s Vintage apartment steps from the Rogue River
Mar 23 – 30
$89 per night
4.97 out of 5 average rating, 202 reviews
Superhost
Home in Medford
Cute 3 king with 85" 4k TV, near huge park
Jul 10 – 17
$261 per night
4.77 out of 5 average rating, 121 reviews
Guest favorite
Home in Ashland
The Aloha House - Hot Tub - Pool
Oct 14 – 21
$319 per night
5.0 out of 5 average rating, 15 reviews
Guest favorite
Home in Cave Junction
Private Country Paradise
Feb 16 – 23
$333 per night
5.0 out of 5 average rating, 44 reviews
Guest favorite
Home in Ashland
Perfect Getaway: Pool, Hot Tub, Sauna Bliss
Nov 27 – Dec 4
$521 per night
4.86 out of 5 average rating, 22 reviews
Guest favorite
Home in Medford
657 S. Holly St. Medford, OR
Oct 7 – 14
$250 per night
5.0 out of 5 average rating, 16 reviews

Private, pet-friendly home rentals

Guest favorite
Farm stay in Ashland
Kelly’s Carriage House 4 miles from Ashland
Mar 24 – 31
$120 per night
5.0 out of 5 average rating, 106 reviews
Guest favorite
Guesthouse in Ashland
Courtside Cottage - WalkScore 93 - Dog Friendly
Apr 18 – 25
$147 per night
4.98 out of 5 average rating, 106 reviews
Guest favorite
Cottage in Ashland
The Red Dragon House
Oct 19 – 26
$169 per night
4.99 out of 5 average rating, 139 reviews
Guest favorite
Guesthouse in Ashland
Comfortable, Private Guest Lodging
Jun 1 – 8
$104 per night
4.95 out of 5 average rating, 311 reviews
Guest favorite
Cottage in Medford
Stunning Private Orchard Property
Nov 1 – 8
$129 per night
4.91 out of 5 average rating, 275 reviews
Guest favorite
Guesthouse in Ashland
Manzanita Cottage
Sep 3 – 10
$162 per night
4.97 out of 5 average rating, 143 reviews
Superhost
Cottage in Ashland
Oak Street Studio
Sep 21 – 28
$149 per night
4.78 out of 5 average rating, 286 reviews
Guest favorite
Guesthouse in Medford
Eco-Tiny House in SE Medford
Jun 26 – Jul 3
$114 per night
4.95 out of 5 average rating, 1084 reviews
Guest favorite
Guesthouse in Jacksonville
Starthistle Cottage in Applegate wine country
Jun 22 – 29
$101 per night
4.98 out of 5 average rating, 149 reviews
Guest favorite
Guesthouse in Medford
The Greenwood Villa
May 21 – 28
$182 per night
4.92 out of 5 average rating, 343 reviews
Guest favorite
Cottage in Azalea
Blissful Solitude - Sweet Cottage
Oct 30 – Nov 6
$99 per night
4.94 out of 5 average rating, 155 reviews
Guest favorite
Guesthouse in Medford
Creekside Cabin
Oct 21 – 28
$95 per night
4.97 out of 5 average rating, 117 reviews

Quick stats about vacation rentals that are pet-friendly in Ashland

Total rentals

100 properties

Popular amenities

Kitchen, Wifi, and Pool

Wifi availability

100 properties include access to wifi

Rentals with dedicated workspaces

60 properties have a dedicated workspace

Family-friendly rentals

40 properties are a good fit for families

Total number of reviews

8.5K reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Oregon
  4. Jackson County
  5. Ashland
  6. Pet-friendly rentals