Holiday rentals with a kayak in Deschutes County

4.89 out of 5 average rating, 367 reviews

Waterfront Home/Private Dock/Kayaks near Sunriver

You will love the peaceful, natural setting waiting for you at Three Rivers Retreat. Fully equipped with amenities for you to enjoy, our home will welcome you and invite you to return again and again. Its location offers exciting seasonal access to the Big Deschutes River, Mt. Bachelor, and Sunriver. Enjoy the comfort and serenity waiting for you at this peaceful home with views to the Big Deschutes River. Watch ducks stirring the water or a heron standing nearby. Listen to geese pierce the calm as you absorb the tranquil beauty of this natural setting. With easy access to Mt. Bachelor, come and experience some of the best snowboarding or skiing in the West. As the snow melts, visit one of the beautiful Cascade Lakes or just paddle away from your own private DOCK. Six kayaks, adult life jackets, and paddles are provided. The Big Deschutes River is renowned for kayaking, rafting, and fishing. Settle in and make yourself cozy, nestled within the Deschutes National Forest. Relax under the pines in a beautiful 7-person Caldera HOT TUB. Let Three Rivers Retreat be your point of departure for adventures and relaxation your memory will treasure. Nightly rates include access to Wi-Fi, Netflix and other Smart TV apps, private Caldera hot tub, premium in-house laundry facilities. Additional amenities include 3 comfortable queen beds, 1 queen futon, 2 full baths, a fully stocked kitchen, open floor-plan, 5 seat breakfast counter, 6 seat dining table, dishwasher, circular drive, private boat dock (seasonal: May through September), community boat launch nearby (12 month), and Weber barbecue. Come and enjoy! Two-night minimum; Specific notes: Enjoy a short walk to the neighborhood boat launch on Snow Goose Place. From the home's driveway, turn right and continue to the stop sign at Snow Goose Rd. Turn left on Snow Goose Rd and continue to the second left at Snow Goose Place. The boat launch/park area is on your right. This area provides a take out from the Big Deschutes River for short floats from the house. Personal flotation tubes (not provided) are easiest to carry for 10 minute walk back to the house. This community dock and park area also provides a good take out for WINTER floats from the South Century Drive bridge parking area on right (opposite the campground). This launch site is three miles from the house (1 mi. to S Century Dr, turn right for 2 mi to the bridge over the Big Deschutes river). Winter floats should be made with some additional caution! During winter season the managed flow out of Wickiup Reservoir is significantly reduced, lowering water level. October through April, our very short canal access to the river in view is frozen or dry. In May our water access returns for the warm season. Our shorter 6 fishing style kayaks are very stable, light, and easy to transport when tied securely. thank you!!

4.99 out of 5 average rating, 201 reviews

Guest suite in Bend

Luxurious Private Tumalo Suite Nestled in Trees

The Treehouse Guest Suite is nestled in the trees in the beautiful community of Tumalo, Oregon! Tumalo, a short 10 minute drive west of Bend, is well known for its beauty to include easy access to hiking and biking trails. Your second floor craftsman style guest suite is surrounded by trees and includes a private entrance, garage, and deck. Our farm has scenic views of the Cascade Mountains. During the summer, guests can enjoy our English Country Garden, swimming pond, and Alpacas in the field.

Superhost

Cabin in Sunriver

4.93 out of 5 average rating, 121 reviews

On Deschutes River | Kayak | HotTub | EVCharger

Make some memories at @YourRiverfrontRetreat - a unique and family-friendly place . This cabin is located on the Deschutes river with a private dock and access - with provided kayaks, canoe, paddleboards and tubes. It is 30 minutes from Mount Bachelor and 8 min from the Sunriver resort, with tons of access to the outdoors. Enjoy your private hot tub and fire pit after a fun filled day. Enjoy the beautiful starry sky on a clear night. A perfect place to relax, spend time with family/friends, and/

4.93 out of 5 average rating, 273 reviews

Guest suite in Bend

Cozy Queen, Private Bathroom and Entryway

Peaceful, intimate bedroom (referred to as a “studio”) with a generously sized bathroom. Facing a large, sunny community space, enjoy amenities like a Keurig, heated bathroom floors, log bed, AC and PRIVACY. Experience a quaint, welcoming atmosphere, making it effortless for you to focus on what truly matters—creating cherished memories during your stay. This studio features WiFi, washer/dryer, kitchen essentials, TV with streaming, EV charger and self-check in. The studio is 300 square feet.

4.93 out of 5 average rating, 117 reviews

Chalet in Bend

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

4.98 out of 5 average rating, 133 reviews

Home in Prineville

Lakefront House with Amazing View Near Bend Oregon

Located in Central Oregon, 50 minutes from Bend, this newly renovated 4600 sq-ft lakefront home is a rare piece of paradise! This property has over 200 feet of year round private lakefront shoreline onto a 1,100 acre lake. Stunning lakefront views from almost every room in the house, luxurious décor, 5 bedrooms, and incredible options for both indoor and outdoor entertainment. This home was specifically designed and built for the ultimate year-round get-a-way vacation or executive retreat!

4.97 out of 5 average rating, 156 reviews

Cabin in Sunriver

Riverfront w/ HotTub, Dock, Bikes & Water Toys!

Riverfront cabin w/ fantastic location! Conveniently located to the Sunriver Village (5 min) & Mt. Bachelor (20 min). Take it easy @ this unique, round house perched over the Spring River w/ 2 levels of decking, hot tub & private dock! Enjoy river activities, hiking & biking. Kayaks, SUP, canoe & bikes available for use. Stunning 180 degree views of the river. House is well stocked w/ all the creature comforts. This home is truly a peaceful oasis for some fun and R&R! 1 dog limit, $100 fee.

4.92 out of 5 average rating, 584 reviews

Guest suite in Sunriver

Pepper’s Place

Studio apt. No shared walls. 7-min drive from the Village at Sunriver on S Century, 20 mins to Bend. Close to the Deschutes river. SUPs (2), kayaks (2), floats, rafts and bikes (2 adult and 2 kid), snowshoes (4 pairs). Pepper is a golden/boxer mix who loves kids and dogs. 25-mins to skiing at Mt. Bachelor. Private marina access in Oregon Water Wonderland. Pet friendly (no fee), fenced, hot tub, fire pit, horse shoes, putt putt, disc golf, movie theatre/golf sim (game room) upon req.

4.93 out of 5 average rating, 193 reviews

Cabin in Bend

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!

4.84 out of 5 average rating, 118 reviews

Sunriver Area Retreat + EV Charger + Hot Tub!

Welcome to your next amazing getaway! Our house is SOUTH of Sunriver proper, about 10 minutes away and we don’t have SHARC passes. But.. from our front door, enjoy all that Central Oregon has to offer at our family and dog-friendly home! Located just one block (3 minute walk) from the Deschutes River, private community pool, tennis and pickle-ball courts or stay home and relax in the private hot tub. Our place is a perfect active family getaway.

4.93 out of 5 average rating, 176 reviews

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.