Holiday rentals with a kayak in Bend

Little House on the River near Bend and Sunriver

Take it easy at this unique and tranquil getaway by the river and away from the hustle and bustle of urban life. Smell the fresh air and enjoy a view of the Milky Way. Sit on the river bank and eat lunch or read a book...or take a nap! Cross country ski the property's trail in the winter or spend the night after a great day on the slopes of Mount Bachelor ski resort. Take a day trip to Benham Falls, Crater Lake, Newberry Crater or the high Cascade lakes and trails. A pet is allow for a fee.

Cozy Queen, Private Bathroom and Entryway

Peaceful, intimate bedroom (we call "the studio”) with a generously-sized bathroom. Facing a large community space, enjoy your morning coffee with heated bathroom floors, fireplace, AC, and kitchenette-like appliances. Experience a quaint, welcoming atmosphere, so you can focus on what matters—creating cherished memories during your stay. The studio features WiFi, washer/dryer, TV with streaming, EV charger and self-check in. The studio is 300 square feet and shares a wall with another AirBnB.

Chalet del Sol - Hot Tub - Ping Pong - Fire pit

Welcome to the cozy Chalet del Sol just South of Old Mill District and close to the hiking trails. What this home offers: ☞ Entire property to yourself ☞ Hot tub ☞ BBQ & Blackstone ☞ Ping Pong Table ☞ Master w/king bed upstairs ☞2nd bedroom downstairs queen bed ☞3rd bedroom is a loft w/queen & 2 twins ☞Two full bathrooms ☞ Fast WIFI ☞ Garage ☞ Fully equipped chef’s kitchen ☞ 65” Smart TV w/ Netflix ☞ Lots of Parking → 4 plus cars ☞ Private yard ☞ Washer + dryer ☞ Ductless heating and cooling

Stunning Luxury, w/Hot Tub Pvt Lake Amazing Views

The stunning Lakeside East Cabin (3 bedroom/3.5 bath, sleeps 8) overlooks Tumalo Lake with cozy wood-burning stove, private hot tub, and amazing views. 12 mi to downtown Bend, 45 min to Mt Bachelor and 4 mi to Tumalo Falls. Immerse in nature and be as active as you choose: hiking, mountain biking, fishing, wildlife viewing, stargazing, complimentary canoes, kayaks, SUPs, snowshoeing, sledding, hammock, horseshoe and corn hole game; lakeside deck with chairs, picnic table and fire pit (shared).

River Run Bend Bungalow & Romantic Spa Grotto

Relaxing, private spa & sauna grotto is ready for your romantic Bend getaway! This quiet, wooded, centrally located standalone bungalow is steps from the Deschutes River trail and within easy walking distance of 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!

Paradise Found Near Sunriver & Big Deschutes River

Enjoy the entire spacious second floor in our beautiful custom home in the Sunriver area; includes 2 bedrooms, bath, bonus room with kitchen, loft.a huge landscaped fenced back yard with hot tub,fire pit,lots of seating that backs up to forest service land for you to enjoy.. Minutes from Sunriver Resort, one block from the Deschutes River, 30 min to Mt. Bachelor Enjoy the many rivers, lakes and hiking . We love sharing our home to quests . we live in the home but give our guests privacy.

Sunriver cabin near Mt. Bachelor

Come enjoy a get-away in Sunriver where you can relax and unwind or explore all that Central Oregon has to offer. The Cabin on Cooper is ideally located only minutes away from the Deschutes River, golf courses, shopping, Mt. Bachelor, and the Cascade Lakes making it the perfect retreat for large groups, corporate events, and families. When you return from your adventures, enjoy the hot tub and cozy atmosphere, or get competitive with a game of wiffle ball or miniature golf in the backyard.

FLOAT THE RIVER! River, Beach Access Downtown Bend

Welcome to our 1918 Bungalow on Riverfront Street. This simple, no frills one bedroom, one bath sleeps two to three. Enjoy a fully equipped kitchen, floor to ceiling river rock gas fireplace, inviting front porch, back deck with propane BBQ, table/ chairs. The Bungalow has a peek of the river, as it is considered the "guest house" to the larger "main house" it shares the lot with. Enjoy low bank river access to launch your kayak. Park the car and experience the best Bend has to offer.

Black Duck Cabin

Cozy A frame cabin set in a quiet neighborhood among the pine trees just a short walk from the Deschutes River. The Black Duck Cabin is a perfect destination for all of Central Oregon's amazing activities. 10 minute drive to Sunriver Village, 30 minute drive to Mt. Bachelor, 30 minutes to Downtown Bend, 10 minute walk to the Deschutes River, golfing, fishing, hiking, shopping, mountain biking, all a short drive. If you're looking for a rustic, cabin experience this is the place for you!

Riverfront Cabin

This cozy retreat offers the perfect blend of comfort and natural beauty, making it an ideal getaway for families and friends. Nestled on the banks of the Deschutes River, this rental house offers breathtaking views and a serene atmosphere. With two bedrooms, a sleeping loft, and two bathrooms, it comfortably accommodates eight guests who desire a peaceful escape. The home provides comfortable beds, local photography, a hot tub, SUPs and kayaks, games for endless family fun.

Swan Rd Getaway w/Hot Tub & AC - Near Mt. Bachelor

DCCA #692656 This cozy 3 bedroom, 2 bath getaway has plenty of amenities to enhance your stay. Enjoy a private hot tub, outdoor seating with a propane fire pit, SUP paddleboards, kayaks, cornhole set, Smart TV with Hulu, Disney+, and more! Our outdoor space is fully fenced so you can lodge your fur babies without a worry. Minutes away from the Sunriver Village Shops, river docks, and snow parks, and a popular walking route for wildlife.

Drake Park Cottage in the Heart of Bend

This location can’t be beat! The cottage is steps away from Drake Park and the river as well as walking distance to downtown. Enjoy summer festivals in the park, floating or stand up paddleboard on the river. Located in the historic parks district, this property is quiet and comfortable yet close to all the action. Guests have been coming back year after year to enjoy this unique vacation spot. It’s a gem! SORRY NO PETS and NO SMOKING.