Holiday rentals with a kayak in Deschutes County

4.88 out of 5 average rating, 348 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, 117 reviews

Sunriver Luxury Family Home at Caldera Springs

Your next adventure begins here! Explore the limitless activities of Central Oregon from our luxurious home in Caldera Springs Resort at Sunriver located 14 miles South of Bend. Built for families and friends with three bedroom suites, upstairs loft bedroom with bunk beds & sofa bed, and flexible office with sofa bed. Features private hot tub, outdoor gas fire pit and BBQ, game room with ping pong/foosball/arcade, big screen TVs, Sonos, and more! Short walk to Caldera Springs pool and amenities.

4.99 out of 5 average rating, 189 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.

4.93 out of 5 average rating, 114 reviews

Cabin in Sunriver

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, 237 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.

4.98 out of 5 average rating, 122 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, 138 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, 552 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.

4.92 out of 5 average rating, 162 reviews

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!

4.88 out of 5 average rating, 106 reviews

Wooded river retreat near Sun River & Bend

Enjoy skiing, hiking, fishing, kayaking (2 provided) -- you name it -- from our peaceful Deschutes River 3-bedroom home. Inside: -Cozy living room -- w/pull-out bed & TV (fiber WiFi) -Kitchen & table which seats up to 8 (w/extensions) -3 bedrooms: Master, room w/queen, & room w/2 twins Outside: -Porch w/rocking chairs & table -Back patio w/table & BBQ -River 5 min, marina 15 min walk Location: -5 min Sun River -20 min Bend -30 min Mt. Bachelor *Dogs welcome: $75 per dog

4.99 out of 5 average rating, 161 reviews

Spacious Bend House w/HotTub/River Access/Gameroom

Experience the perfect Oregon vacation at our spacious, family-friendly Tree House Retreat, nestled along the Deschutes River in Bend. With community river access, a relaxing hot tub, and a fun-filled game room, this home is ideal for large families, groups, or outdoor enthusiasts seeking adventure and relaxation. Whether kayaking, mountain biking, or enjoying cozy evenings by the fire pit, this home offers everything for an unforgettable Bend getaway

4.96 out of 5 average rating, 168 reviews

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.

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Popular amenities for kayak rentals in Deschutes County

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

4.95 out of 5 average rating, 111 reviews

Large Black Bear Cabin in Three Rivers w/ wildlife

MyraRating, 5 stars2 weeks ago

Great place near the relatives we were visiting! Appreciated all the extras, soaps, seasonings, paper products. Rosy was very easy to contact and friendly!

4.95 out of 5 average rating, 20 reviews

Quiet Family Home in the Trees

BrianaRating, 5 stars1 week ago

Beautiful and well equipped home in a gorgeous forrest neighborhood! About 15 min drive into town, wonderful for families

4.95 out of 5 average rating, 105 reviews

Deschutes River Getaway-near Bachelor & Sunriver

EmilyRating, 5 stars10 months ago

We had a great time here with our family trip. We had 6 adults and 2 kids and lots of room for all of us. The kids liked the foosball table and we enjoyed the proximity to paths and the river. We used the tubes and life jackets to float and played some pickleball. The TV doesn't have cable/channels so bring your own streaming device - we were prepared for this and brought ours to catch some Olympics in our down time and when AQI got too high outside. This was a much more reasonably priced house than most in and around the Sunriver area, but still good proximity to pickleball/tennis, river, and small but clean pool. Lots of deer in the yard each day and lots of big fluffy bunnies hopping around. We would stay here again.

4.74 out of 5 average rating, 62 reviews

Home in La Pine

Little House on the River near Bend and Sunriver

ChantelleRating, 5 stars6 days ago

Russell was communicative and went out of his way to accommodate my family’s needs. We chose the home for its great location and flexibility—and it didn’t disappoint. Even when I needed to bring a trailer, it wasn’t an issue. The place itself is charming and just off the water. Anytime we needed something, Russell was quick to respond. The pull-out couch made it comfortable for both my sister and me, plus my furry little girl felt right at home too.

4.94 out of 5 average rating, 130 reviews

20 acre ranch Bend Or

LoriRating, 5 stars1 day ago

Erik’s place was incredibly beautiful. The view was absolutely breathtaking and the grounds had a lot to do to keep everyone-entertained from the teenagers and little kids to grandparents. It was very clean inside and big enough for our large family. The kitchen was well stocked and had a lot of extras including bar tools and condiments. The hosts were super responsive to any questions we had. We will be back!!

4.9 out of 5 average rating, 182 reviews

Home in Sunriver

Walk to SHARC 3BR Hot Tub

SimiRating, 5 stars2 weeks ago

Great place to enjoy the outdoors!

4.97 out of 5 average rating, 151 reviews

Best for Old Mill:River Trail, Views & Town

KristinaRating, 5 stars1 week ago

We loved our stay. We especially loved being able to hear the concerts while sitting on the porch swing. We enjoyed walking along the river and everything was super easy to get to. Would definitely stay again.

4.96 out of 5 average rating, 167 reviews

Home in Sunriver

Forest Haven • River Floats • Bikes • Firepit

AriannaRating, 5 stars3 weeks ago

Gorgeous house, plenty of space, and a great kitchen. Phenomenal experience, would definitely recommend

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Cabin rentals with a kayak

4.9 out of 5 average rating, 448 reviews

Mill Cabin at Deschutes Dunes River/ beach access

MaryRating, 5 stars2 weeks ago

The Mill cabin is a gem with warmth and history. It is in the perfect location, walking distance to great restaurants and parks. We were able to enjoy coffee on the deck every morning & make lasting family memories by the river. Tab even went out of her way to provide an infant life vest so our almost 1 year old could go on her first kayak ride!

JenniferRating, 5 stars1 day ago

New place to stay

Riverwoods A-Frame

Great cabin! Nestled in the towering pines of the DRW, this little A frame was an absolute treat to stay at. The home is well maintained with thoughtful decor. From burl wood light fixtures to hand painted mountain scenery and Edison bulbs; the love and care that was put in to this place Is readily apparent, we would stay again.

4.97 out of 5 average rating, 29 reviews

A-Frame w/Cedar Soaking Tub, Dock and Treehouse

GarrettRating, 5 stars3 weeks ago

Renee’s place was great - everything we hoped for. We really appreciated the quiet location and proximity to the Deschutes. It was also fun to see Paulina Peak from the street - plenty of deer and geese around too. Overall, it was a great stay in a cute A Frame. Would definitely recommend.

5 out of 5 average rating, 3 reviews

AC Hot tub Luxury cabin pets allowed, perks, view!

DaleRating, 5 stars2 months ago

Great place to stay that is close to all the activities but nice and quiet since it is located in Caldera Springs and not inside Sunriver proper.

4.92 out of 5 average rating, 95 reviews

Romantic Luxury w/Hot Tub, Amazing Lake Views

KenadiRating, 5 stars3 weeks ago

Amazing place to stay! The cabin is cozy and gorgeous - we were extremely impressed when we arrived! The area is absolutely beautiful - definitely take advantage of the hike around the lake! - and we had no problems getting to the cabin, directions were clear and helpful. Tracy and Bill were kind and responsive, although we didn’t contact them much since our stay went so smoothly.

Cabin in La Pine

4.67 out of 5 average rating, 83 reviews

Tall Pines Guest House comes with rental canoe

RaymondRating, 5 stars10 months ago

Beautiful location to stay near La Pine-- especially if you like the outdoors but don't have the gumption for camping! The place is cozy and makes good use of the space. Some of it is a little dated, but it adds to the charm. We especially enjoyed the night sky the night that we stayed. These city guys never saw so many stars at one time!