
Pet-friendly vacation rentals in Ashland
Find and book unique pet-friendly homes on Airbnb
Quick stats about vacation rentals that are pet-friendly in Ashland

Total vacation rentals
Explore 130 vacation rentals in Ashland

Nightly prices starting at
Ashland vacation rentals start at $55 CAD per night before taxes and fees

Verified guest reviews
Over 12,540 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space and kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
130 of Ashland vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Ashland rentals

4.9 Average rating
Ashland stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated pet-friendly home rentals in Ashland
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Historic carriage house close to downtown Ashland
Explore downtown Ashland in a private carriage house! This home was built in 1884 and is on the property of an historic Victorian. Full kitchen with stove, dishwasher and refrigerator. Pellet stove in the living room as well as wall vented heating. Enclosed yard. Separate bedroom and en suite with a tub/shower combo and washer and dryer. Off street parking. HBO and Netflix included. 10 minute walk to downtown Please note the only bathroom is through the bedroom. Dog friendly - no cats please

Swank Suites | King with Lux Tub
Swank Boutique Suites | King Suite with Soaking Tub | Downtown Ashland Experience detailed hospitality and plush amenities while exploring Ashland. STEPS TO ALL ASHLAND HAS TO OFFER. STAY AND PLAY AT SWANK BOUTIQUE SUITES. 🔹 1 block to grocery store 🔹 2 blocks to Ashland Escape Room 🔹 3 blocks to start exploring all the downtown restaurants 🔹 4 blocks to Growler Guys 🔹 6 blocks to Ashland's Plaza Center 🔹 7 minute walk to Chozu Bath & Tea Gardens 🔹 BIKE & HIKE (ride from your front doo

Victorian Garden Carriage House
You will wake in the trees, to the soft prospects of the forested Siskiyou mountains to the west. You'll discover enchanting views at every window, from city streets to a quiet English garden and pond. You are only a few steps from Ashland Plaza, yet the retreat-like environment we offer to all our guests requires that no incense, smoking, vaping or pets are allowed in the Carriage House. The City of Ashland has authorized the Carriage House. Our City Planning Action Number is PA-2013-01701.

Manor Hill Haven | Hot Tub & Accessible Features
This single level 2-bedroom, 2-bathroom home is ideal for families, couples, or business travelers and has accessible features. Located in a residential only neighborhood, this property offers modern conveniences w/ comfort & style close to Medford medical plazas. - Handicap Accommodative & Wheelchair Accessible - EV Charger with access to a single-car garage for parking - Large Deck with mountain views - Hot Tub - .5 Mile to Golf Course - 1 Mile to Asante - 0.4 miles to Rogue Valley Manor

Street Level Flat in great Downtown Location "A"
This is a beautiful new 3 bedroom flat with oak hardwoods floors, granite counters, and new appliances. There is a laundry room with a washer and dryer. We offer a cozy living room to relax after your busy day with a sleeper sofa, flat screen TV, and air conditioning for those warm days. There is a fully equipped kitchen with stainless appliances, microwave and dishwasher. This flat is located in a prime location, a 5 minute walk to the popular Shakespeare Festival, restaurants and shops.

Charming very well appointed cottage !
The Cottage is a renovated former horse hotel. It retains the charm of its former use yet is well appointed and updated for comfort & convenience. The cottage overlooks a pasture with 1 barns with the Siskiyous beyond to the south & the Ashland, Grizzly Peak Hills to the east. We are only 2 easy miles from downtown Ashland with multiple wineries close by. There is hiking, swimming at Emigrant Lake nearby as well. If comfort what you are looking for, the cottage will meet all your needs.

The Aloha House - Hot Tub - Pool
The Aloha House is located just above the University and only 1.5 miles from downtown Ashland. Nestled up a hill in the forest, you'll be transported to your own little private resort-like getaway with stunning views, architectural design that brings the outdoors in, and ample space for dining and entertaining poolside. The property consists of two separate studios (both included) connected by a unique outdoor living space with a seasonal pool, spa, outdoor shower, bar & BBQ, and more!

Beautiful and peaceful cottage close to downtown
Come retreat in our oasis during your stay in Ashland! Charming 1 bedroom, two bathroom home, tucked away from the busy boulevard, with a lovely outdoor space to relax in. Our cottage has a full kitchen, comfortable living space, and a pullout couch that converts to a full size, flexsteel mattress. Upstairs is a beautiful queen size bed with high quality linens, a sitting area, fireplace, and an office space. Each story is 500sf and filled with light from the abundance of windows.

Countryman-Fox Carriage House
Considering the central location of this little gem, it is amazingly peaceful. To add to this charm, the cottage is fresh & bright with a lovely view across the valley. What a joy to walk across the street to the theater & dinner without parking issues. Besides being clean & safe, I like the king size bed, the fireplace, the choice of large tub or shower, the heated bathroom floor, and the little yard, the most. NEW: a high speed (240 volt) charger for EVs. You need an adapter.

Mindy’s Ashland Hideaway
Detached guest house offers a 5 minute drive to the I5 exit/Tesla Chargers & 10 mins to downtown Ashland. spacious, rural feel nestled by open pasture on a serene 1 acre property, this quiet getaway is great for a relaxing vacation, or a quick recharge! With enough parking for a trailer, boat, or other toys, this could be your spot to refresh on your road trip. Quick access to Oregon Shakespeare Festival , wineries, fishing, hiking, mountain biking, or Skiing in Southern Oregon!

Secluded mountain retreat, 10m. to Ashland, by PCT
Beautiful hand built log house nestled in the Cascade mountains of Southern Oregon. 15 minutes to Ashland, 20 minutes to Mt. Ashland Ski Area, and a three minute walk to Pacific Crest Trail. This home is a cozy, quiet getaway: surrounded by a 38 acre old forest w/ endless mountains and trails at your doorstep. Features include glassed in sun room (sleep under the stars), fully equipped kitchen, large covered deck, seasonal wood-fired sauna, swimming pond and walking trails.

Penthouse Suite, easy walk to downtown.
The Penthouse Suite is the full top floor of the 2 story apartment building, that affords lovely views, and has been completely rebuilt in 2017! New kitchen and appliances, gas fireplace, & in house laundry. It has 3 bedrooms with 1 king, 2 queen, 1 full, & Q futon. It has 2.5 baths. Enjoy huge, partially covered deck, and gas grill. Downtown is 10/15 minute walk away. The local taxes are included in the price, account ID 527. Pets on approval.
Popular amenities for Ashland pet-friendly home rentals
Pet-friendly house rentals

Ashland Haus Retreat - 1 block from downtown!

Phoenix Rising

Rogue Valley Cottage

Spa Like Stay at the Britt Bungalow in J’Ville

Clean, comfy, pet friendly & fully stocked

Designer Home w/ Chef’s Kitchen

Rogue River Retreat

Cozy Ashland Getaway
Pet-friendly home rentals with a pool

Beautiful Country Home next to Jacksonville!

Tiny Groove with plunge pool and soaking tubs

The Green Arrow Loft

Farm Cottage 1/2 Mile Outside Jacksonville

Peace on the Rogue river Studio

1940s Vintage apartment steps from the Rogue River

Cool Blue Waters-Guest Suite

Dream House at Paschal Winery
Private, pet-friendly home rentals

Clean, Stylish Apt w/kitchen. block from Downtown

The Cedar Cottage - creekside studio

The Epic A - Charming 1960s A-Frame w/Hot tub

Studio Cottage near downtown Ashland - Queen Bed!

The Greenwood Villa w/wood fire hot tub

Kelly’s Carriage House 4 miles from Ashland

Bluemoon Vacation Rentals - Cabin 52

Modern, pet-friendly, private - EV charger level 2
When is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $200 CAD | $215 CAD | $216 CAD | $223 CAD | $250 CAD | $269 CAD | $257 CAD | $245 CAD | $243 CAD | $239 CAD | $216 CAD | $212 CAD |
| Avg. temp | 5 °C | 7 °C | 9 °C | 12 °C | 16 °C | 19 °C | 24 °C | 24 °C | 20 °C | 13 °C | 7 °C | 4 °C |
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