Pet-friendly holiday rentals in Medford

Spa Like Stay at the Britt Bungalow in J’Ville

The Britt Bungalow is an Award Winning boutique style stay in the historical heart of Jacksonville Oregon created and designed by the owner and host. Enjoy a spa like private stay w/ 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. Just 2 blocks to the trolly, all the best restaurants, boutiques, Britt Gardens, and more

Cozy cottage in old E. Medford

Your family will be close to everything when you stay at this centrally-located home. Minutes from shops, restaurants, parks, hospitals, hikes, rivers & more. The kitchen & bathroom are freshly gutted, renovated & updated. The master has a brand new cozy king mattress. The black out shades in both bedrooms makes for a nice nights sleep. Lots of games for your family fun. Smart tv and Wi-Fi available. Cute little back patio with BBQ & yard access. Includes full laundry room with an extra fridge..

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

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!

Historic Upstairs Apartment

Welcome to our nearly 100 year old craftsman style home. This apartment is tucked away in the private upper floor with it's own entrance. It features one bedroom with a queen bed, living room with a pull out bed, kitchenette and newly updated bathroom. The original hardwood floors, historic wavy glass windows, and warm wood trim made us fall for this house when we became first time homeowners last year, and we're excited to share our unique and special little piece of history with you.

Peach Street Super Suite

Welcome to our updated 1-bedroom short-term apartment in the heart of Medford, Oregon, designed to exceed your expectations and provide a more comfortable and affordable alternative to a hotel stay. As you step into our centrally located apartment, you'll immediately notice the modern and inviting atmosphere. The living room is tastefully furnished with a cozy sofa, a smart TV for your entertainment needs, and a dining area perfect for enjoying meals or working remotely.

Clean, comfy, pet friendly & fully stocked

Relax at Casita Blanca! Peaceful, fully stocked and tons of extra amenities for your enjoyment. Perfect for families, girls trips, dogs, and right off of I-5 if you’re passing through and need a place to rest your head. Extra care has gone into curating this home including a lavish coffee and tea bar, robes, house socks (socks are for you to keep), comfy beds, luxury amenities, pup basket, wifi, smart TV's in every bedroom, kids items, and a fully stocked kitchen.

Southern Oregon Gem (EV Charger)

Welcome to our charming little home in Medford, Oregon. a delightful haven designed for comfort, cleanliness, and efficiency. Nestled near the city center, this inviting space offers a perfect blend of coziness and functionality for a memorable stay. The thoughtful layout maximizes every inch of space, creating a welcoming atmosphere for solo travelers, couples, or small groups. The color palette is soothing, creating a serene ambiance that promotes relaxation.

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.

Eco-Tiny House in SE Medford

Clean and quiet 200 sq ft. detached guesthouse with kitchenette nestled among vegetable gardens and native wildflower beds. Within walking distance of Asante hospital and several shops and restaurants. Easy access to freeway. 20 minutes from downtown Ashland and Jacksonville and only and 10 minutes from downtown Medford. Off-street parking available. Well-behaved pets welcome. Please no smoking inside the guesthouse or on the property.

Designer Home w/ Chef’s Kitchen

Stunning designer home with a true chef’s kitchen, perfect for families, couples, remote workers, wedding parties, and four-legged friends. Thoughtful high-end finishes throughout, sleeps 7 comfortably with lightning-fast WiFi. Close to gorgeous Rogue Valley wineries, Britt trails and outdoor adventures. Less than 10 minutes from historical downtown Jacksonville and The Britt Festival!

Charming Two

Your family will be close to everything when you stay at this centrally-located place. Providing a clean and cozy environment. This Airbnb is close to everything and minutes away from Roxyann peak and winery. Close to all hospitals, parks, and located in east Medford. There’s a park 2 blocks away. Great for kids and pets. Safe and large back yard gated for kids and pets.