
Holiday rentals with a kayak in Deschutes County
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in Deschutes County
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.

Riverfront Ski Cabin w/ HotTub & Dock
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 snow activities, hiking & biking. Kayaks, SUP, canoe & bikes available during summer.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.

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.

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/

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.

Walk to SHARC 3BR Hot Tub
***LOCATION LOCATION LOCATION*** Literally across the street from the SHARC and Short Walk to the Village! ***New for 2025*** Bunk Room Updates, Flooring and Flat Screen TVs! We Require a Lease be Signed through our software prior to you receiving entry into the home. The lease and deposit are required to enter the home. $500 Security Deposit Required through our Merchant (Hold, not charge, on your Credit Card) Includes 8 SHARC Passes (Use subject to seasonal and staffing availability) 3

Big River Getaway *Spectacular Riverfront Property
DCCA #742522 Magical location w/ over 100 ft of frontage on the Deschutes River. This 2-story, classic NW contemporary 3 bedroom, 2 bathroom home is an outdoor enthusiast's dream. Relax in the hot tub located 40 feet from the water's edge with spectacular panoramic views of the river and natural wetlands. The house is complete with a canoe, two-man kayak, and tubes for enjoying the beautiful Deschutes from your private boat ramp. Conveniently located just 8 mins from the amenities of Sunriver.

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

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!

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.

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.

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!
Popular amenities for Deschutes County kayak rentals
Holiday House Rentals with a Kayak

Large Black Bear Cabin in Three Rivers w/ wildlife

Deschutes River Getaway-near Bachelor & Sunriver

Riverfront Cabin

Drake Park Cottage in the Heart of Bend

Downtown Pine Mountain Paradise

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

Wooded river retreat near Sun River & Bend

Riverfront Getaway
Cabin rentals with a kayak

Black Butte Ranch Ridge Cabin 022

Riverwoods A-Frame

Deschutes River Home | Game Room + Kayaks

A-frame w/ Cedar Hot Tub -avail now for ski season

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

Romantic Luxury w/Hot Tub, Amazing Lake Views

Tall Pines Guest House comes with rental canoe

Rustic Retreat Handcrafted Log Cabin
Other holiday rentals with a kayak

Black Chair Inn

Ponderosa Pine Oasis on 1 acre in BEND

Perfectly located getaway! Walk to the river!

4 King+Bunk|SHARC Pool|Hot tub|WiFi|A/C|Bikes

Entire Sunriver House, SHARC Passes

Cedar Retreat Waterfront, Spa 4Bed

13 Stag Lane, Sunriver

New! Brand New Furniture~Close to Trails~Fireplace
Destinations to explore
- Rentals with outdoor seating Deschutes County
- RV rentals Deschutes County
- Ski-in/ski-out rentals Deschutes County
- Beachfront rentals Deschutes County
- House rentals Deschutes County
- Rentals with breakfast Deschutes County
- Fitness-friendly rentals Deschutes County
- Waterfront rentals Deschutes County
- Rentals with a hot tub Deschutes County
- Family-friendly rentals Deschutes County
- Cabin rentals Deschutes County
- Farmstay rentals Deschutes County
- Rentals with an accessible height toilet Deschutes County
- Rentals with a fire pit Deschutes County
- Rentals with a sauna Deschutes County
- Rentals with an EV charger Deschutes County
- Guesthouse rentals Deschutes County
- Tiny house rentals Deschutes County
- Rentals with a patio Deschutes County
- Townhouse rentals Deschutes County
- Cottage rentals Deschutes County
- Luxury rentals Deschutes County
- Condo rentals Deschutes County
- Apartment rentals Deschutes County
- Rentals with a fireplace Deschutes County
- Rentals with lake access Deschutes County
- Boutique hotels Deschutes County
- Hotel rooms Deschutes County
- Barn rentals Deschutes County
- Pet-friendly rentals Deschutes County
- Private suite rentals Deschutes County
- Rentals with a washing machine and dryer Deschutes County
- Rentals with pools Deschutes County
- Chalet rentals Deschutes County
- Rentals with a kayak Oregon
- Rentals with a kayak United States




