Pet-friendly holiday rentals in Southern Oregon

Pet friendly, upscale home, AC, sleeps 8

Our beautiful 1900 sq. ft. Home, is the perfect spot for your vacation. Our kitchen has every gadget, and upscale appliances to create gourmet meals. King master upstairs, and 2 queen bedrooms down, share a bathroom. We have bikes and ping pong and TV in the garage. A Weber BBQ on the deck, with a sparkling, bubbling hot tub. Decks face both east and west, so morning sun, and evening sunsets. Dog friendly! (2 dog limit). Warm up by our big fireplace after a fun day skiing at Mt. Bachelor.

Big Sky *Pet Friendly Classic Comfortable Home

Great home to come and enjoy beautiful Sunriver. Located on the northern side of town and close to Benham Falls Trail, the river, Woodlands Golf Course and 20 minutes from Bend. You can easily drive or bike to the SHARC, Village or horse stables. The house offers 4 bedrooms, 3 full baths and a private hot tub! Great space to visit with friends and family out on the deck or in the open living room. *** NO SHARC PASSES*** We allow dogs ONLY but have a 2 dog limit. There is a $50 pet fee.

“Peaceful Pines Cottage” 2+ acres near Mt. Bach

Peaceful Pines Cottage is a newly renovated PET FRIENDLY remote cottage located in Central Oregon. Perfect for ski trips at Mt. Bachelor & Willamette Ski Resort! This 3 bedroom / 2 full bathroom home is on 2.25 acres of fully fenced-in land that backs up to public BLM land for you to explore.. Driving distance to downtown La Pine, Bend, PCT trails, Crater Lake National Park, lakes + much more! This is the perfect home for a gathering with loved ones or a relaxing weekend for yourself.

Cozy Cottage | Hot Tub | Pet Friendly | Fenced

Get ready to enjoy all that the beautiful town of Sisters has to offer from this tasteful retreat. Here you will find yourself in a quiet neighborhood surrounded by majestic old growth ponderosa pines. Relax and enjoy the tasteful craftsmanship of the home and walk to Sisters for an evening on the town. Finish the day right with a soak in the hot tub! The side yard fence is perfect for your furry friends. Before you leave you’ll be planning your return trip!

Cozy, Pet Friendly, Hot Tub. Garage.

Our cozy, pet-friendly cottage is located on the very popular westside of Bend and conveniently located to numerous pubs, restaurants, Hayden Homes Amphitheater, the Pavilion, shopping, parks and sightseeing! Beautiful, private, secure, fenced back yard with hot tub and BBQ in the covered patio area and a portable fire pit to sit around and roast marshmallows or hot dogs. Park in the garage and securely store your bikes, skies, snowboards and more.

Amazing Location! | Charming, Cozy Cottage

There is no better way to explore Bend than in this vibrant, centrally located, popular neighborhood in the heart of Bend. This charming cottage will have you feeling right at home during your visit. Enjoy a spacious backyard area with a gas fire pit, a fully equipped kitchen, comfortable communal areas for lounging and dining, a bathroom downstairs, one private bedroom downstairs and another upstairs.

The Nook - Entire House. Dog friendly!

Dog friendly! Set in charming Old Town Redmond, this quaint home has what you need to explore Central Oregon! Only 25 minutes to downtown Bend and less than 10 minutes to the airport. This home features a fully fenced backyard with an art studio! 3 bedroom, 1 bath, & cozy kitchen. Easy access to downtown Redmond and the Dry Canyon Trail. Max 2 dogs (not included in total, flat fee of $80).

Amazing West Side - Walk Everywhere- Dog Friendly

The location of this home is just exceptional for visiting Bend. You will be in the heart of the wonderful and popular West Side. We built the home specifically to be used as a vacation rental. We would love to make sure you have a great experience visiting Bend and staying in our home so please let us know what we can do to make sure you have a 5 star experience.

Clean, pet friendly, 2-Bedroom Cottage with yard.

Comfortable and clean, this pet friendly two bedroom cottage has the right balance of vintage charm and modern convenience. Centrally located in a cute residential neighborhood. Just minutes away from a great park, dog park, hospital, shopping, and freeway exit.