Cottage vacation rentals in Bend

NW Bend Hot Tub+Big Porch w/ Enclosed Yard+Pets OK

Located in the heart of NW Bend in the middle of it all! A short walk to great restaurants + pubs, the river, Amphitheater, Downtown, 3 Parks, The Old Mill -but on a nice quiet street. Well worth the price, it sleeps a comfortable 4 and a cozy 6 with a comfty Queen bed in one room, and pine bunk bed in other room (full bed on bottom and top with cozy mattresses). Large enclosed yard for the pets and patio with Hot tub! The home is well stocked, tastefully furnished with high quality bedding.

Minutes walk Downtown/Cozy Cottage Retreat/Sauna.

Imagine yourself surrounded by majestic old-growth ponderosa pine and juniper trees, where the gentle murmur of Whychus Creek is in the distance, all while being just a short stroll from the vibrant heart of downtown Sisters. Embrace the tranquility as you explore an array of delightful restaurants, local festivals, and enjoy nearby parks, as well as endless hiking and biking trailheads, the Creekside campground, all within moments’ reach. Minutes’ drive to Hoodoo Mountain, Blackbutte, Aspen

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.

The Tumalo House

The Tumalo House is located just north of Bend and is situated between Tumalo Cider and Bend Cider. Just across the street from The Bite, the local hang out, this fully renovated 1940's farm house offers 2 bedrooms, sofa bed and 1 bath, and outdoor space with a gas fire pit. This cozy find is only steps from the Deschutes river, 30 minutes from Mt. Bachelor and minutes from Downtown Bend and The Shops at the Old Mill. No matter what brings you here, this home will make you want to stay!

Old Town Bend Cottage | Walk to the Best of Bend

Experience the "Sweet Spot" of Bend. This 110-year-old logging-era cottage is perfectly tucked into Old Bend, offering a rare blend of historic soul and modern luxury. A 1/2 block from the Bend Surf Park and a short, scenic stroll from the Old Mill District and Downtown shopping & dining. Whether walking the famous Bend River Trail or to Drake Park, catching a concert at the Amphitheater, or hopping on the Mt. Bachelor bus, this heritage home is the ultimate basecamp for the best of Bend.

One Block to Downtown, Hot Tub, Private Home, Yard

The River Run radiates warmth and comfort. This delightful craftsman style home beautifully blends old fashion charm with modern amenities. It is designed to make your Bend experience special, and we highlight our personal commitment to excellence in our attention to details: from fresh coffee beans to warm snuggle comforters and themed Central Oregon décor. Our goal is to make every Bend trip memorable in the very best way. Enjoy a cup of coffee on the porch or hot tub under the stars.

Galveston Getaway to all the fun in Bend Oregon

Galveston Getaway is an original 1919 Bend cottage that has been updated and remodeled while retaining the original charm. The cottage is stylish but comfortably furnished, and in the perfect location on the west side. Guests will be able to walk to restaurants, shopping, brew pubs, and Drake Park. Mountain bike trails are within riding distance to the house. Mt. Bachelor with all of its activities is only a short drive. The house is fully equipped to a make your Bend stay perfect.

Blossom Cottage Studio

Keep it simple and take it easy at this peaceful and centrally-located, unique, cozy getaway. The Blossom Cottage Studio is located in a beautiful garden setting. ~The space~ • One Room Studio • 1 Bathroom • Full sized bed (additional cot if needed) •Kitchenette (Refrigerator w/small Freezer, Toaster Oven, Microwave, Blender, Kuerig, etc) •Short walk to the heart of downtown Redmond. The cottage is private and located on the back property of a Gift Boutique Shop and Bakery/Cafe.

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!

Vintage Pink Hot Tub✓ Walkable✓

Our 105 year-old lovingly restored 1920 cottage is 3 blocks from First Street River Rapids, 25 minutes to Bachelor & 10 minute walk to Town. Centrally located urban setting on a main street. Step back in time, the original charm was painstakingly preserved, with original claw foot with shower and bathtub (which requires adequate mobility) and wood floors. Comforts include: Hot Tub, Gas fireplace, Dishwasher, W/D.

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

Cozy Home w/River Access, Hot Tub, 7min to Village

Welcome to our Backcountry Basecamp Cottage! Nestled in the heart of the Deschutes National Forest. Our home is a short walk from the crystal-clear waters of the Deschutes River, which you can access through a private neighborhood marina. You can enjoy hiking, floating, kayaking, or skiing and snowshoeing nearby. It is the perfect base camp for exploring all that the area has to offer.