Pet-friendly vacation rentals in Jacksonville

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Jacksonville

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

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Guest favorite

A light-filled kitchen area features modern cabinetry, a central island with seating, and stainless steel appliances. Mirrored panels and a small potted plant add depth to the space. An area rug with intricate patterns enhances the warm atmosphere, while a ceiling fan provides air circulation.

Guesthouse in Central Point

4.94 out of 5 average rating, 821 reviews

BEE WELL Organic Spa Garden Studio w/ Hot Tub

This detached 420 sf apartment is perfect for 1-2 guests. Light-filled studio (from two solar tubes) on over 1/3 acre of flowers and fruit trees, three blocks from downtown, and craft foods and wine. Very close and easy access from the highway. Jacksonville is 6 miles, and the Ashland plaza is 17 miles. Southern OR is filled with playhouses, delicious wine, yummy local restaurants, scenic rivers, and miles of wilderness. Come enjoy! We celebrate diversity! HOTTUB CLOSED until mid-September 2025.

Top guest favorite

The exterior of the modern two-story cottage features a large outdoor deck with steps leading to a landscaped yard. A circular fire pit surrounded by wooden chairs offers a cozy gathering space, while the fenced yard provides privacy and a serene environment.

Farm stay in Jacksonville

4.98 out of 5 average rating, 111 reviews

Cozy Family Ranch Cottage! Near Vineyards & Lake!

Welcome to Guches Ranch! Nestled on a picturesque ranch established in 1964 by the Guches family, a vast expanse of lush farmland. Our Airbnb listing is the ultimate retreat for those seeking solace and serenity away from the hustle & bustle of city life. We are located centrally to local popular Vineyards in the serene Applegate Valley, just 12 miles outside the historic Jacksonville Oregon. Our brand new modern-style single cottage is a stand alone unit & is a private cozy, yet spacious haven.

Top guest favorite

An airy living space is highlighted by large windows that provide abundant natural light and views of the surrounding landscape. A wooden ladder leads to a loft area, while minimal furnishings, including a cozy sofa and a wooden table, create a serene atmosphere.

Guesthouse in Medford

4.93 out of 5 average rating, 412 reviews

The Greenwood Villa w/wood fire hot tub

The guest house, we affectionately call the Villa, is situated near great views, restaurants, wineries, and nature trails available in Jacksonville, Ashland and Medford. Located in the country with views of the famous pear orchards. We have designed the Villa to be a quiet retreat that offers some unique features, so please familiarize yourself with our Property and House Rules. Every detail invites you to slow down and enjoy the beauty of Southern Oregon. Find us on socials: @thegreenwoodvilla

Top guest favorite

A bright living room features large windows that allow abundant natural light, complemented by a comfortable brown sofa and a cozy armchair. Lush green plants add a touch of nature, while a simple coffee table rests atop a textured area rug.

Home in Jacksonville

4.99 out of 5 average rating, 307 reviews

Britt Bungalow in the Heart of Jacksonville

The Britt Bungalow is an Award Winning boutique style stay, created and designed by the owner and host. This is a private 2 bed/2 bath cottage with 17' ceilings, fresh flower’s throughout, #1 rated Dreamcloud mattress in Master, fireplaced open living room with an abundance of natural light throughout. You will want for nothing during your stay. It is in the historical heart of Jacksonville Oregon just 2 blocks from the trolly, all the best restaurants, boutiques, Britt Gardens, and much more

Top guest favorite

A spacious living area features a modern fireplace beneath a wall-mounted television. Natural light floods in through multiple windows, illuminating the textured rug and cozy armchair. A small desk is positioned against the wall, providing a dedicated workspace.

Home in Central Point

4.97 out of 5 average rating, 118 reviews

Beautiful Country Home next to Jacksonville!

The whole group will enjoy easy access to everything from this centrally located home! Enjoy a pool day with the family next to the serine pool. Or a fun day of wine tasting with Relik winery less than one mile away and Hummingbird less than 2 miles away! Or have a blast at a concert this summer at the Britt festival less than 2 miles away! Downtown Jacksonville is only a 3 minute drive! All queen beds have been upgraded to NEW Tempurpedic beds! King size bed is a Jennings (Very High Quality!)

Top guest favorite

A cozy corner of the cabin features a calm dog resting on a soft bed. A small table holds a welcome sign and a plant, while colorful food and water bowls sit nearby. The floor is covered with natural stone tiles, enhancing the rustic ambiance.

Cabin in Jacksonville

4.99 out of 5 average rating, 137 reviews

Private & Cozy Treetop Cabin in Historic J-vile

Welcome to your private cabin up in the trees, just 3 miles from sought after Historic Jacksonville, Oregon-where award winning restaurants, wineries, and adventures await! Stay for a few days or a couple months and we will take care of you just the same! Set among mature Madrones and Pines with views of the evergreen mountains, you will be using all your senses to discover what Oregon is all about. Lots of fun wildlife! A well behaved pet is welcome with approval. DM for dates not listed.

Top guest favorite

Cottage in Jacksonville

4.92 out of 5 average rating, 216 reviews

Cottage on River Farm -Applegate Wine Trail

Classic one-room cottage on a 5-acre micro-farm, on the Applegate River near vineyards. This cozy cottage is a mini farm-stay experience with goats & chickens along the Applegate Valley Wine Trail. Walk to Red Lily Vineyards! Enjoy the private firepit (when not in wildfire season) with complimentary s’mores kit or walk down to the river and breath. We are 15 minutes from the historic gold-rush town of Jacksonville, home of the Britt Summer Music Festival. Wine Country Farm Stay dot come.

Guest favorite

The outdoor deck features four white Adirondack chairs arranged around a central fire pit. Surrounding greenery provides a natural backdrop, with potted plants adding color to the space. Sunlight filters through the trees, creating a serene atmosphere for relaxation.

Guest suite in Jacksonville

4.88 out of 5 average rating, 166 reviews

The Birdhouse Retreat| Views & Hot Tub

Take it easy at this unique and tranquil getaway. Immerse yourself with the sound of the forest gazing at the Applegate valley and lavender farms below. Walk around in over 10 acres of forest and enjoy a forest bath and sounds of the river below. Minutes from renowned Applegate Valley wineries and Applegate lake. Snow capped mountains in view most of the year. This space has a private bedroom and bathroom with a separate entrance. For the chilly nights, enjoy a cozy fireplace and a movie.

Top guest favorite

A spacious outdoor area features a crystal-clear swimming pool adjacent to a stone hot tub. Surrounding greenery and colorful flowers enhance the serene setting. Seating options are available nearby, with steps leading elegantly from the house to the poolside.

Home in Ashland

4.96 out of 5 average rating, 114 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!

Top guest favorite

An outdoor seating area is framed by wooden beams and surrounded by a fenced space. Comfortable chairs and a sleek fire pit create a cozy gathering spot, while tall trees and mountains provide a serene backdrop.

Camper/RV in Jacksonville

5 out of 5 average rating, 103 reviews

Lux roadtrip stop over and stay-cation getaway

Experience your own personal oasis at this beautifully private spot! Rurally located, this nostalgic Airstream will invite you to relax and rejuvenate. Our space is intentionally designed for you to sleep well, eat well and enjoy the surrounding views. The glorious outdoor space has a luxurious outdoor grotto shower with endless HOT water, large covered pergola with propane fire pit, covered dining, and BBQ w/prep space. Privacy surrounds you as you relish in the Applegate Valley!

Top guest favorite

The exterior of a rustic wooden cottage features a welcoming door with a decorative sign reading 'The Cottage'. Flower boxes are positioned under the windows, complemented by colorful potted plants that add charm to the entrance. A canopy awning provides shade above.

Guesthouse in Jacksonville

4.93 out of 5 average rating, 1,092 reviews

Cozy Jacksonville Cottage

This cozy, rustic one bedroom cottage (325 sq. ft.) is just a 15 min. walk from downtown Jacksonville (3/4 mile) and 30 min. from Ashland. It has private parking, on the property. The owner is happy w/ pets in the cottage, but needs to know in advance that a pet is coming (maximum 35lbs) too. There isn't a full kitchen but it has a kitchenette with sink, fridge, microwave, hot plate and coffee maker, so cooking basics won't be a problem. Relax in the outside patio in the summer.

Guest favorite

The exterior of the Plymale Cottage is displayed, featuring a classic white façade with a pitched roof. A well-maintained front yard is bordered by a white picket fence, complemented by several leafy trees, contributing to a welcoming atmosphere.

Home in Jacksonville

4.87 out of 5 average rating, 291 reviews

Plymale Cottage Bed & Biscotti - 2BR, Kitchen, AC

4 Guests, 2 Bed Rm, Sitting Rm & Kitchen, the "Hobbit Rm" with toys, teddy bears and a playhouse. Pet Friendly - One (1) small dog (30lbs or under) house trained. My small back yard is not available for a pet. Our upstairs cottage rate is $135/night. Rates do include city taxes, service & c;eaning fees. Guest entrance has stairs and balcony. Kitchenette and small living. TV available in King room. Air Conditioning