Pet-friendly holiday rentals in Bend

Laverne - Historic Home in Downtown (new hot tub!)

Laverne is a one bedroom historic cottage tucked in between two larger houses, with access from both Georgia Ave and Lava Road. Unique for it's proximity to downtown AND the peaceful residential feel. Mature landscaping with heritage cherry tree, private and sheltered bungalow. Outdoor space includes private deck and hot tub with views; small enclosed front yard. Full kitchen, washer/dryer. Queen Casper in the tiny bedroom. Sleeper sofa in living room. Great natural light. Off street parking.

West Side Bungalow, Hot Tub, One Block to River

The Drake West Bungalow is an adorable one bedroom, one bathroom home in the River West Neighborhood near the Galveston Avenue District. It is located just one block back from iconic Drake Park along the Deschutes River, and one block from popular Galveston Avenue with its eclectic shops and restaurants. Just a half block away is The Lot food truck court with amazing outdoor seating open year round and local beer on tap. It is a quintessential historic Bend cottage with unbelievable charm.

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).

Butler Corner - New, Clean & Minutes From Downtown

Relax and enjoy all that Central Oregon has to offer in this nice, clean and newer 2019 built home. Butler Corner is located in Midtown and sits on a corner lot in a nice quiet and charming neighborhood just minutes from Downtown. We invite you to stay a while in this comfortable space and think of it as your home away from home. ***Please keep an eye out for posted road signs, and I recommend using Google Maps or Apple Maps to help navigate the temporary one-way directions.

Sixties Suite Spot

Escape to our cozy, retro suite, a serene haven centrally located near Pine Nursery Park. Enjoy a tranquil retreat with high-quality amenities, dog-friendly comforts, and snowboard/ski storage. With a semi-private yard featuring Adirondack chairs, easy parking, and a vibrant, photo-ready design, it's perfect for relaxation and adventure. We proudly welcome 2SLGBTQIA+ guests, offering a warm, inclusive environment. Discover a blend of charm and convenience at our unique getaway!

Historic Old Bend Cottage & Carriage House Spa

This historic Old Town Bend cottage boasts a relaxing setting for unwinding with a lovely cedar hot tub & sauna in its restored carriage house. Walk to the attractions: 0.2 mi. to the best shops and restaurants, and 0.4 mi. to Mirror Pond & Drake Park! Split heating in each room, snow gear storage, boot warmer, grill, and new washer/dryer. Driveway and extra street parking (free). Fast WiFi and a smart TV. The kitchen is fully stocked, and we look forward to hosting you!

Charming Millhouse w/ hot tub close to everything

Unveil Bend's charm at our centrally located 1945 mill cottage – the adventure nexus! Walk to top restaurants, a grocery store, and embrace the Old Mill District, or catch a Bend Elks game. Deschutes River, and Hayden Homes Amphitheater just a short bike ride or walk away. Conquer Mt. Bachelor in a scenic 30-min drive. Your ultimate Bend basecamp beckons! No pet fee!! No chore list at checkout!! Ski, golf, hike, climb, shop, dine, float .... It's all here

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.

Lodge with Spa, Walk to Old Mill

Experience Bend in this modern 4BR Craftsman home for 8. Unwind in your private redwood sauna and saltwater hot tub after a day of adventure. Located in the quiet Southern Crossing district, you're just a 9-minute walk from the Old Mill District's shops and restaurants. Features a gourmet kitchen, dedicated office, and movie room. Perfect for families and friends seeking a luxury retreat with unbeatable access to everything Bend has to offer.

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

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

Mill Cabin at Deschutes Dunes River/ beach access

This Mill Cabin is located in one of the most central, westside Bend neighborhoods along the Deschutes River. The modest, no frills two bedroom 1918 cabin was home to some of Bend’s earliest mill workers. It features a rustic theme and most of the basic stuff you'll need for a great stay. The main highlight is LOCATION, the fabulous yard and direct river access.