Pet-friendly vacation rentals in Bend

Home in Lodges at Bachelor View - Book Now!

Enjoy Bend’s newest west-side neighborhood nestled beside Century Drive, the gateway to Mt. Bachelor and the Cascade Lakes. Our unique location puts you right on the connector trails to the popular Phil's Trail System for mountain biking or casually strolling along the Deschutes river trail. With access to the National Forest in just steps and breweries mere minutes down the road, Pinehaven is as 'Bend' as it gets. Thank you for considering Pinehaven for your stay. We think you’ll love it here!

Romantic Farmhouse near Mt. Bachelor

Relax at a peaceful farmhouse for a romantic weekend, or take your time exploring Bend with friends. Baltzor Farm and Guesthouse is fewer than 2 miles from some of Bend's amazing breweries and restaurants. Smith Rock and Mt. Bachelor are both within 30 minutes of the guesthouse. Catch a concert, float the Deschutes, or go on a bike ride. Our relaxing farmhouse has rustic, old-world charm with all of the modern amenities, including a soaking tub, waterfall showerhead, soft linens, and Starlink.

Ranch Cottage: Desert, Forest, Horses, Hot Tub

Beautiful guest cottage studio, with mountain views, in the southeast Bend neighborhood of Sundance. 15 minutes to town and 45 minutes to Mt. Bachelor ski area. This special ranch property is two blocks away from endless recreation in the Deschutes National Forest. (PLEASE NOTE; national forest access has been closed as of May 1, 2025-May 2026 for fuel reduction and restoration. blm trails are open) Includes one king Sleep Number bed and one queen Murphy bed. Private hot tub out the back door.

The Blackberry Cottage

This adorable 1950's cottage is located in the heart of Midtown Bend, within walking distance to local coffee shops, restaurants, parks and Pilot Butte State Park, and less than a mile away from downtown Bend. Two light-filled bedrooms both have double French doors leading out to a large back deck and a fenced, private backyard. A cozy living room, and eat in kitchen make this home the perfect place for a small family or a few friends to share. Serene fenced back yard space with hot tub.

River Run Bend Bungalow & Romantic Spa Grotto

**NEWLY INSTALLED! ** Spa & sauna grotto is all ready for your romantic Bend getaway! This quiet, wooded, centrally located, standalone bungalow is steps from the Deschutes River trail, easy walking distance to Mill Dist. and Hayden Amphitheater. It boasts a comfy king bed w/premium down bedding & pillows, dedicated free parking (+ extra cars or small RVs), outdoor dining and patio area, washer/dryer, and a kitchen fully stocked with everything you need for fun and relaxation for all seasons!

BEST location in Bend! *HOT TUB*

Welcome to Columbia House! Just steps away to Downtown Bend, Drake Park, Galveston Corridor (10 Barrel, Sunriver Brewing, Boss Rambler, The Lot Food Trucks, Westside Tavern, Victorian Cafe and more!), Old Mill (shops and eateries), Hayden Homes Amphitheater - leave your car at home! This updated and spacious home accommodates up to 6 guests and is kid and pet-friendly. We pride ourselves on having meticulously clean vacation homes and top-notch local management to make your stay exceptional.

The Sunset Bungalow, cozy, private and sweet.

Come join us for a boutique experience in this one-of-a-kind Bungalow above the high desert! Warm, cozy, private and pet-friendly . It's centrally located just 25 minutes from the world renowned Smith Rock and 15 minutes from downtown Bend. The bungalow is peaceful and private, nestled beneath old growth Junipers, surrounded by gardens and a rustic countryside feel, with private bathroom and kitchenette. Includes complimentary organic coffee and lava rock filtered water!

<SALE> Cozy River Front "NEST" | Old Mill | Dog |

Enjoy this Luxury 2nd level apartment directly on the Deschutes River. Easy trail access is steps away where you can run/hike the 3 1/2 mile loop or paddle up and down the river. Back at home sit on your deck and listen to the sounds of the river going by. The Old Mill, Box Factory, Food Carts and more are a peaceful 3/4 mile stroll along the river trail ....yet you are a world away in your "Nest" within the Ponderosa Pines along the river. ** Enjoy! **

WHOLE HOUSE! Tiny Home on Bend's East Side

Welcome home to this tiny house, The Minni House! Located on the east side of Bend on the back of a beautiful treed lot across from a city park, this Minni retreat is the perfect place to experience tiny house living while visiting Bend. It is new construction, designed in comfortable contemporary colors and styles with everything you need and nothing you don't. Simple living, beautifully done. It has everything you need, and nothing you don't!

The Blue Rhodie| Centrally located family retreat

Experience the best of Central Oregon in this beautiful 2-story house, located at the end of a cul-de-sac. With access to skiing at Mt. Bachelor, hiking at Smith Rocks, and water sports on the Deschutes River, this house is perfectly situated. Featuring a master bedroom, open living area, and a fantastic backyard perfect for barbecuing and yard games. Book your stay now and make your visit to Bend unforgettable.

Eco cabin near Bend: sauna, spa, king bed, EV plug

Tucked away on a quiet acre in Three Rivers, our cabin is a cozy, eco-friendly basecamp for Central Oregon adventures. Soak in the hot tub after a day on the trails, warm up in the barrel sauna, or gather by the fire pit under the stars. Inside, you’ll find knotty pine, a full kitchen, WiFi, and thoughtful eco-friendly touches. 30 min to Bend and Mt. Bachelor, 15 min to Sunriver — and far from the noise.

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.