
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 $56 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
4.98 out of 5 average rating, 131 reviews
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
4.97 out of 5 average rating, 103 reviews
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.
4.97 out of 5 average rating, 516 reviews
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
4.95 out of 5 average rating, 123 reviews
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.
4.95 out of 5 average rating, 500 reviews
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!
4.93 out of 5 average rating, 213 reviews
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!
4.95 out of 5 average rating, 168 reviews
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.
4.9 out of 5 average rating, 173 reviews
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.
5.0 out of 5 average rating, 306 reviews
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.
4.97 out of 5 average rating, 324 reviews
The Epic A - Charming 1960s A-Frame w/Hot tub
Introducing The Epic A, an A-frame style home in the Southern Oregon countryside minutes from downtown. This charming space is perched on a hillside with a view of the local mountains, a hot tub, and everything you need to enjoy your visit to Grants Pass. The hosts have taken special care to balance vintage style with modern comforts and create a relaxing atmosphere. Expect quiet evenings and wildlife visits on this beautiful acre property.
4.97 out of 5 average rating, 181 reviews
Charming house two blocks from downtown Ashland
The Serendipity House is a comfortably stylish escape in the heart of Ashland. Our home has all the comforts you will need. Cozy beds, a full kitchen with a complimentary coffee bar, and all the privacy of having the entire property to yourselves. Please note that a gardener visits once a week to maintain the yard. Restaurants, shopping, and theater begin two blocks away. This is the perfect house for your unforgettable Ashland experience.
4.88 out of 5 average rating, 183 reviewsPopular amenities for Ashland pet-friendly home rentals
Pet-friendly house rentals

Rogue River Retreat
4.97 out of 5 average rating, 298 reviews
Spa Like Stay at the Britt Bungalow in J’Ville
4.99 out of 5 average rating, 348 reviews
Designer Home w/ Chef’s Kitchen
4.99 out of 5 average rating, 163 reviews
Phoenix Rising
4.96 out of 5 average rating, 183 reviews
Ashland Haus Retreat - 1 block from downtown!
4.91 out of 5 average rating, 277 reviews
Luxury Guest House in Charming Old East Medford
5.0 out of 5 average rating, 110 reviews
Street Level Flat in great Downtown Location "A"
4.82 out of 5 average rating, 143 reviews
Charming Two
4.98 out of 5 average rating, 171 reviewsPet-friendly home rentals with a pool

Beautiful Country Home next to Jacksonville!
4.96 out of 5 average rating, 155 reviews
Tiny Groove with plunge pool and soaking tubs
4.86 out of 5 average rating, 132 reviews
The Green Arrow Loft
4.93 out of 5 average rating, 412 reviews
Farm Cottage 1/2 Mile Outside Jacksonville
4.9 out of 5 average rating, 192 reviews
1940s Vintage apartment steps from the Rogue River
4.95 out of 5 average rating, 242 reviews
Peace on the Rogue river Studio
4.95 out of 5 average rating, 941 reviews
Cool Blue Waters-Guest Suite
4.92 out of 5 average rating, 118 reviews
Dream House at Paschal Winery
5.0 out of 5 average rating, 11 reviewsPrivate, pet-friendly home rentals

Studio Cottage near downtown Ashland - Queen Bed!
4.95 out of 5 average rating, 620 reviews
Mindy’s Ashland Hideaway
4.9 out of 5 average rating, 202 reviews
Kelly’s Carriage House 4 miles from Ashland
4.97 out of 5 average rating, 399 reviews
Penthouse Suite, easy walk to downtown.
4.99 out of 5 average rating, 143 reviews
The Birdhouse Retreat| Views & Hot Tub
4.83 out of 5 average rating, 286 reviews
The Greenwood Villa w/wood fire hot tub
4.93 out of 5 average rating, 466 reviews
Modern, pet-friendly, private - EV charger level 2
4.95 out of 5 average rating, 569 reviews
Bluemoon Vacation Rentals - Cabin 52
4.85 out of 5 average rating, 123 reviewsWhen is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $202 CAD | $217 CAD | $218 CAD | $225 CAD | $252 CAD | $271 CAD | $259 CAD | $248 CAD | $245 CAD | $241 CAD | $218 CAD | $214 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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