
Holiday rentals with a kayak in Deschutes River
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in Deschutes River
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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.

River Run Bend Bungalow & Romantic Spa Grotto
**NEWLY INSTALLED! ** Spa & sauna grotto is all ready for your romantic Bend getaway! This quiet, wooded, centrally-located, standalone bungalow is steps from the Deschutes River trail, easy walking distance to Mill Dist. and Hayden Amphitheater. It boasts a comfy king bed w/premium down bedding and pillows, dedicated free parking (incl. extra cars or small RV), outdoor dining and patio area, washer/dryer, and kitchen fully stocked with everything you need for fun and relaxation for all seasons!

Adventure Retreat - Sunriver/Bachelor/Waterfront
Our home is special for its location providing easy summer access to water on the Deschutes River and easy winter access to snowy adventures on Mt Bachelor. Summer months are booked early by guests who love our peaceful water views and access to their private dock, kayaks & bicycles. Our winter months welcome guests looking to experience snowy pines and easy access to Mt Bachelor's powdery slopes and surrounding trails. Summer or winter guests celebrate our pristine hot tub, morning to evening.

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.

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).

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.

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.

Large Black Bear Cabin in Three Rivers w/ wildlife
Welcome to Black Bear Cabin: Your Central Oregon Escape! Escape to the serene beauty of Three Rivers, Oregon, and make yourself at home at the spacious Black Bear Cabin! Perfectly situated just a stone's throw from Sunriver and backing right up to the Deschutes National Forest, our 4-bedroom, 2-bath retreat offers ample space for you and your loved ones to spread out and relax. See "Bend Black Bear Cabin" on YT for a virtual tour!

Best for Old Mill:River Trail, Views & Town
Awesome location! Fast internet, Wi-Fi. Clean and close to everything that is great in Bend - the river, Mt. Bachelor, restaurants, nightlife, cycling, kayaking, paddle boarding, hiking, breweries, concerts and so much more. You’ll love the location, ambiance, the outdoor space, and the comfy bed. Walk along the river trail to experience what everyone loves about Bend. Easy drive to Mt. Bachelor, approximately 25 minutes.

Cozy Cottage near Mt. Hood
Escape to Brightwood Cottage, an ideal getaway for 1-4 guests, nestled in a serene forest setting minutes away from the Mt.Hood Village. After a day of exploring nearby nature trails, lakes and slopes, unwind by hopping into the inflated hot tub, cozy up with the fireplace, enjoy some board games or indulge in the luxurious dual-head rain shower and heated bathroom floors. Registration ID: 1053-24
Popular amenities for Deschutes River kayak rentals
Holiday House Rentals with a Kayak

Mt. Hood Retreat on Private Mountain Lake

Ponderosa Pine Oasis on 1 acre in BEND

Downtown Pine Mountain Paradise

Luxury Lakefront Home!

Pet-Friendly Riverfront Home w/ Deck

Cedar Retreat Waterfront, Spa 4Bed

Bend Family Retreat • Treehouse • HotTub •GameRoom

New 3BR Close to Village! Hot Tub SHARC Pets WFH
Cabin rentals with a kayak

Riverwoods A-Frame

Cabin at Moonrust on The Little North Fork River

Riverfront Ski Cabin w/ HotTub & Dock

A-frame w/ hot tub near Mt. Bachelor

Sunriver/Bachelor *RiverFront* Cabin

On Deschutes River | Kayak | HotTub | EVCharger

On the River Wooded Bliss Cabin near Loloma

Sunriver cabin near Mt. Bachelor
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Cascade Retreat - Designer Remodel Luxury

Iman Treetop Loft

⁂ Grand Getaway | Chef's Kitchen | +SHARC passes ⁂

Deschutes River Front Home

Peaceful Forest Riverfront Escape • PDX • Hot Tub

Indulge in Rare Riverside Retreat

A quiet retreat amongst the oaks

Hot Tub + Fire Pit | Family Friendly Sisters, OR
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