
Vacation rentals with a kayak in Bend
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Top-rated kayak rentals in Bend
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

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.

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

Riverfront Lodge
The house sits on an acre of land right on the Deschutes river with over 200 ft of frontage. With private dock, kayaks, canoes and a row boat, you can enjoy the river and the wonderful view. Two large decks with furniture and fire pit are great for outdoor BBQ's and just watching the wildlife. Otters, beaver, deer, ducks, geese and swans make the back yard their home. There are 6 bikes, river tubes and a ping pong table in the garage. Come and enjoy, I guarantee you will want to come back!

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!

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.

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.

Riverfront Getaway
A rare Bend riverfront home with direct access to the river! This gorgeous 2,000 sq ft home just finished a complete remodel and is elegant in it's simplicity design. The high end finishes seamlessly blends the mid-century hip & sophisticated vibe with modern conveniences for the way we live today. This home was carefully planned for the ultimate in relaxation and enjoyment!
Popular amenities for Bend kayak rentals
House rentals with a kayak

Large Black Bear Cabin in Three Rivers w/ wildlife

Deschutes River Getaway-near Bachelor & Sunriver

Riverfront Cabin

Sunriver Luxury Family Home at Caldera Springs

Wooded river retreat near Sun River & Bend

Walk to SHARC 3BR Hot Tub

Treehouse Escape • Hot Tub • Game Room • River Fun

New! Brand New Furniture~Close to Trails~Fireplace
Cabin rentals with a kayak

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!

Tall Pines Guest House comes with rental canoe

Rustic Retreat Handcrafted Log Cabin

Amazing, unobstructed River View Downtown Bend

Black Butte Ranch Ridge Cabin 010
Other vacation rentals with a kayak

Black Chair Inn

Perfectly located getaway! Walk to the river!

Deschutes River front home

4 Bed/ 3 Bath, Pet Friendly, River Access , 5 Min

Entire Sunriver House, SHARC Passes

Cedar Retreat Waterfront, Spa 4Bed

Sisters Woodland Lodge- Hot Tub | Family Friendly

Guesthouse Retreat w/ friendly horse neighbors!
Quick stats about vacation rentals with a kayak in Bend
Total rentals
30 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
3.5K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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