Pet-friendly holiday rentals in Bend

Lucinder - Modern historic home, views, Downtown

Lucinder is a 2bed, 2bath historic but modern home in historic Old Bend neighborhood. Mid-century furniture, functional and uncluttered, designed for active visitors looking to enjoy the best of Bend. Fenced front yard, lovely back deck with views and hot tub. Gorgeous views from interior of light filled home, including views of downtown skyline and Mt. Bachelor. Open, modern kitchen with gas range, dishwasher, washer/dryer, central heat and a/c. Pets ok, ideal location, fast wifi, air filter.

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 and pillows, dedicated free parking (incl. extra cars or small RV), outdoor dining and patio area, washer/dryer, and kitchen fully stocked with everything you need for fun and relaxation for all seasons!

DogOk. Large Retreat, 3 King Beds. Fire pit

3 Bedroom/2.5 Bath House with King Beds in All bedrooms + Private Den/Office with Queen Bed. Open floor plan downstairs with large kitchen, great room (with fireplace), dining room, and 1/2 bath. Fenced in back yard with large Gas Fire Pit, Outdoor Grill/BBQ area, and plenty of room to relax after exploring Bend. Convenient East Side location, 5 min drive to downtown Bend. Very close/easy walking distance to grocery stores, restaurants, coffee shops, and two very popular food truck lots.

Historic Downtown, Private Hot Tub, High Demand

NOTE: Intermittent area construction August 4-8 with discounted rates! This amazing little downtown cottage provides all the comforts of home with the freedoms of vacationing. You cannot find a better location than The Autumn Cottage! It is located on a quiet little street, yet it is just one block from the historic downtown area. It has been lovingly designed to offer guests the full flavor of Bend, with many modern amenities paired with classic charm to make your Bend visit exceptional.

The Big Tiny

Reset and rejuvenate at the Big Tiny. Our thoughtfully designed, unique tiny house is fully equipped for your comfort and is surrounded with gorgeous desert views, and is also pet friendly. Conveniently located just 15 mins from downtown Bend. Enjoy all that Central Oregon has to offer. Start your days sipping coffee in the front yard while drinking in the fresh air. Relax after a day of adventure under the starry sky with a local beer or glass of wine next to the propane fire pit.

Downtown with hot tub and fenced-in yard

Light and bright downtown Bend vacation cottage with a landscaped, fenced yard and HOT TUB. Walk to breweries, restaurants, coffee shops , art galleries and the Deschutes river and river trail. One-bedroom, one-bath unit features a separate memory foam queen hide-a-bed in the living room. Private laundry room. Private parking spaces in back. Open floor plan with vaulted ceilings and automated skylight shades. Complete remodel. Pet-friendly (must add pet to the reservation).

Gorgeous Condo With River View - Pool and Hot Tub

Condo 309/310 is a stunningly remodeled condo here at Bend Riverside Rentals, which we have named 'Deschutes Trail Mix." This condo went through an extensive head to toe remodel and is now ready to host travelers! It can sleep up to six guests, has a full kitchen, two full bathrooms, a washer and dryer, a private patio and comes with access to our indoor heated pool and hot tub! This condo is also pet friendly! Bring up to two pets for an additional fee.

Luxury View Condo - Mt Bachelor, Amphitheater

Luxury condo with fast WiFi - a perfect jumping off place for your summer escape. Stunning views of the Cascade Mountains. 21 miles to Mt Bachelor for hiking, mountain biking, or river fun. Easy walking distance to the Deschutes, the Amphitheater, Old Mill + downtown. Secure garage parking for your car and gear. Relax on the deck in the sun after a day outside or working remotely. Watch the sun set over the mountains. That’s pure heaven

Downtown Den

Located in the Historic district of downtown Bend, OR. This dog friendly home presents hard wood finishes and soft designs that allows you to easily experience it's northwest charm. Private off street parking, large open floor plan and high end kitchen appliances gives you the comforts of home while on vacation. Located 3 blocks from downtown and 4 blocks from the old mill district. Easily walk or ride anywhere you want to be.

Bend Base-camp! Near river, mts, shops, fun stuff!

Our base-camp is available to help you enjoy all your activities. It’s a few mins drive to Old Mill District, Downtown Bend & Pilot Butte. Plenty of parks, hiking trails, recreational opportunities nearby. Shopping, restaurants, brew pubs & food truck lots also nearby even walkable, definitely bike-able! Mt Bachelor, the city of Sisters & Sun River all within a 30 mins drive. Welcome to Bend and welcome to your Bend base-camp!

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.

Adorable West Side Cottage, Pet Friendly!

Enjoy a cozy and comfortable stay in my 1-bedroom, 2-bathroom home, complete with a bonus room that offers plenty of privacy when needed and a plush futon that allows for two additional guests (best for up to 3 adults or 2 adults and 2 kids, or two couples would work as a well ) Conveniently located within walking distance of Newport Market, Backporch Coffee, Chow, and Spork, it's just five blocks from downtown