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Vacation rentals with a kayak in Bend

Find and book unique kayak rentals on Airbnb

Quick stats about vacation rentals with a kayak in Bend

  • Total vacation rentals

    Explore 30 vacation rentals in Bend

  • Nightly prices starting at

    Bend vacation rentals start at €69 per night before taxes and fees

  • Verified guest reviews

    Over 3,300 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Bend vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Bend rentals

  • 4.9 Average rating

    Bend stays are highly rated by guests—averaging 4.9 out of 5!

  • Nearby attractions

    Bend's top spots, include Old Mill District, Drake Park, and Pilot Butte

Top-rated kayak rentals in Bend

Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
The exterior of the chalet features a striking wooden facade with large windows that invite natural light. A spacious deck extends from the front, offering views of the surrounding trees. The roof slopes gently, accentuating the chalet's inviting design.
Cabin in Bend

Three Rivers Chalet | 30 min to Bachelor | Hot Tub

Welcome to our waterfront chalet, situated on a peaceful wooded lot overlooking a canal that leads out to the Deschutes River, just a 2 min paddle away. Whether you're seeking a relaxing getaway, fishing, biking, hiking, off-roading, or snow activities, this chalet offers everything you need, including a hot tub and complementary kayaks & canoes. Conveniently located, we're 10 min from Sunriver, 25 min to Bend, and 30 min to Mt. Bachelor. Your perfect adventure awaits! IG @threeriverschalet

4.98 out of 5 average rating, 103 reviews
Top guest favorite
A wooden dock extends over the clear waters of the Spring River, featuring a bright yellow kayak resting on the edge. A paddle lies nearby, and lush greenery surrounds the tranquil scene, providing a serene backdrop of trees and natural beauty.
Cabin in Sunriver

Riverfront Cabin w/ Private Dock & HotTub

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 H20 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.

4.98 out of 5 average rating, 192 reviews
Top guest favorite
A spacious backyard is shown, featuring a well-manicured lawn and a shaded seating area. The modern chalet is visible in the background, with large windows and a stone chimney. A hot tub is positioned nearby, integrating relaxation into the outdoor space.
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

4.94 out of 5 average rating, 163 reviews
Top guest favorite
The cabin's exterior is crafted with natural wood and features large, angular windows that showcase the surrounding forest. A spacious deck with Adirondack chairs extends across the front, inviting relaxation and connection with nature.
Home in Bend

Private Luxury w/Hot Tub on Pvt Lake Amazing Views

The private & spectacular Lakeside West Cabin (3 bedr/3.5 bath, sleeps 8) overlooks Tumalo Lake with cozy wood-burning stove, private hot tub, & amazing lake 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, complimentary canoes, kayaks, SUPs, snowshoeing, sledding, hammock, horseshoe and corn hole game, shared fire pit. Need more or less space? We have 2, 4 and 6 - 8 bedroom cabins.

4.98 out of 5 average rating, 184 reviews
Top guest favorite
A private outdoor deck features a hot tub positioned near the water's edge. Surrounded by tall trees, the area offers scenic views of the river and surrounding wetlands. Comfortable seating is available nearby for relaxation.
Home in Bend

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.

4.93 out of 5 average rating, 175 reviews
Top guest favorite
An inviting hot tub is positioned alongside a sauna grotto, both nestled within a natural setting. The hot tub features clear water with soft illumination, while the sauna's wooden exterior is accentuated by warm light. Surrounding trees and rocks enhance the tranquil atmosphere.
Bungalow in Bend

River Run Bend Bungalow & Romantic Spa Grotto

Relaxing, private spa & sauna grotto is ready for your romantic Bend getaway! This quiet, wooded, centrally located standalone bungalow is steps from the Deschutes River trail and within easy walking distance of Mill Dist. and Hayden Amphitheater. It boasts a comfy king bed w/premium down bedding & pillows, dedicated free parking (+ extra cars or small RVs), outdoor dining and patio area, washer/dryer, and a kitchen fully stocked with everything you need for fun and relaxation for all seasons!

5.0 out of 5 average rating, 181 reviews
Guest favorite
Cabin in Bend

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.

4.92 out of 5 average rating, 169 reviews
Guest favorite
An A-frame cabin is set against a colorful sunset, showcasing warm lights illuminating the exterior. The front entrance features a door with a welcoming window, while two rustic chairs sit on the porch, accompanied by potted plants and neatly stacked firewood.
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!

4.93 out of 5 average rating, 274 reviews
Guest favorite
The exterior of a two-story house is showcased, featuring a mix of dark green and beige siding. A spacious wooden deck is adorned with multiple outdoor seating options, including loungers and a hammock. Tall trees surround the property, contributing to a serene natural setting.
Home in Bend

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.

4.9 out of 5 average rating, 120 reviews
Guest favorite
A comfortable living area features a green sectional sofa and a gray accent chair. A large coffee table sits in the center, with a light-colored rug beneath. Exposed wooden beams adorn the ceiling, while a staircase leads to an upper level. A television is mounted on the wall.
Home in Old Bend

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.

4.93 out of 5 average rating, 231 reviews
Top guest favorite
A hot tub is positioned on a wooden deck, surrounded by trees, offering views of the rustic mountain home. The bubbling water is visible, inviting relaxation. Adirondack chairs are nearby, nestled against a natural backdrop.
Home in Bend

The Land of Aus

The Land of Aus is your quick ticket to relaxation. This charming rustic mountain home is less than a 5 minute walk from the Deschutes river and has everything you need to find solitude and tranquility. Amenities to help you unwind include a hot tub with delightful canal views, a cozy fireplace, clawfoot tub and a Finnish sauna to help sooth those muscles after a long day in the Central Oregon Outdoors.

4.92 out of 5 average rating, 112 reviews
Top guest favorite
A serene waterfront scene captures Mirror Pond surrounded by vibrant autumn foliage. Reflections of colorful trees ripple on the calm water. The image includes a glimpse of a nearby residence, offering a peaceful connection to nature and the outdoors.
Home in Old Bend

Bend Waterfront Home: Hot Tub, Walk to Town

Waterfront Luxury in Downtown Bend w/ Private Hot Tub & River Access Indulge in waterfront bliss on Mirror Pond. Soak under the stars in the brand-new private hot tub, launch paddle boards directly from the backyard, or take a 5-minute stroll to downtown Bend’s top breweries and restaurants. Perfectly tailored for mountain adventures, river days, and relaxing group retreats. License Number: STR-18-1015

4.95 out of 5 average rating, 193 reviews

Popular amenities for Bend kayak rentals

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a kayak

Top guest favorite
Home in Bend

Best for Old Mill:River Trail, Views & Town

4.96 out of 5 average rating, 184 reviews
Guest favorite
Home in Sisters

Downtown Pine Mountain Paradise

4.95 out of 5 average rating, 128 reviews
Guest favorite
A two-story white house with a sloped roof is set against a clear blue sky. Green grass covers the lawn, and tall pine trees provide shade. A wooden deck with railing is visible, along with a path leading to the entrance.
Home in La Pine

Little House on the River near Bend and Sunriver

4.8 out of 5 average rating, 136 reviews
Superhost
A cozy living area features light-colored walls and a large window providing natural light, framed by blue curtains. A fireplace is situated beneath a wall-mounted television. A wooden coffee table sits centrally, adorned with brochures. Comfortable sofas are arranged around the space.
Home in Bend

Large Black Bear Cabin in Three Rivers w/ wildlife

4.94 out of 5 average rating, 142 reviews
Guest favorite
A modern cabin exterior is surrounded by tall pines, featuring a dark wood finish that blends with the natural landscape. The driveway leads to a two-car garage, while a welcoming entrance is flanked by landscaped stones and native plants.
Home in Sunriver

Loaded 3 Bd Hot Tub/Bikes/Kayaks/SHARC

4.93 out of 5 average rating, 144 reviews
Guest favorite
The outdoor area is surrounded by lush green grass, featuring a fire pit at the center with several blue Adirondack chairs arranged around it. A hot tub is positioned nearby, with a spacious house in the background, framed by tall pine trees.
Home in Bend

Treehouse Retreat • Hot Tub • Near Sunriver

4.98 out of 5 average rating, 210 reviews
Guest favorite
A gravel driveway leads to a single-story home nestled among tall pine trees. The house features a neutral exterior and is set back from the road, surrounded by a grassy area, offering a sense of privacy in a tranquil setting.
Home in Bend

Wooded river retreat near Sun River & Bend

4.87 out of 5 average rating, 139 reviews
Guest favorite
The living room features a stone fireplace surrounded by wooden shelves, with a large flat-screen TV mounted above. A rustic wooden coffee table sits on a patterned area rug, complemented by leather seating and large windows that allow natural light to flood the space.
Home in Bend

Sunriver Luxury Family Home at Caldera Springs

4.96 out of 5 average rating, 140 reviews

Cabin rentals with a kayak

Top guest favorite
The modern A-frame cabin is set amidst tall pine trees, displaying a striking black exterior. Tall, triangular windows allow natural light to brighten the interior. A spacious deck wraps around the cabin, offering an ideal spot for outdoor relaxation.
Cabin in Sisters

Popular BBR A-Frame | 2 golf courses | 5 pools

4.93 out of 5 average rating, 144 reviews
Guest favorite
Cabin in Bend

Waterfront Log Cabin - Sunriver

4.93 out of 5 average rating, 15 reviews
Guest favorite
Cabin in Bend

Custom Built Log Cabin Deschutes River, floating

4.87 out of 5 average rating, 38 reviews
Guest favorite
Cabin in Bend

Summer Waterfront Fun with Hot Tub & Water Toys

4.96 out of 5 average rating, 51 reviews
Superhost
Cabin in Bend

Riverfront Cabin w/ Trails, Hot Tub, Wood Stove, A

4.89 out of 5 average rating, 27 reviews
Top guest favorite
A serene view of the river reflects surrounding trees and cabins, with wooden docks leading into the calm water. The soft morning light highlights the greenery along the banks. A kayak is seen gliding across the water, adding to the peaceful ambiance.
Cabin in Bend

Sunriver/Bachelor *RiverFront* Cabin

4.96 out of 5 average rating, 53 reviews
Cabin in Bend

Risa Cabin: Full Lodge | Lake, Hot Tub, 9 Acres

4.73 out of 5 average rating, 15 reviews
Cabin in Sisters

Black Butte Ranch Ridge Cabin 014

Other vacation rentals with a kayak

Guest favorite
Guest suite in Bend

Cozy Queen, Private Bathroom and Entryway

4.92 out of 5 average rating, 324 reviews
Top guest favorite
A spacious studio apartment is shown, featuring a combination of cozy seating and a dining area. Natural light fills the room through glass doors that lead outside. A bed is visible in the background, creating a functional and inviting living space.
Guest suite in Sunriver

Pepper’s Place

4.91 out of 5 average rating, 661 reviews
Top guest favorite
An aerial view captures the expansive property featuring a lush English Country Garden filled with vibrant flowers and greenery. A serene swimming pond is visible in the foreground, while the well-maintained guest suite is framed by trees in the background.
Guest suite in Bend

Luxurious Private Tumalo Suite Nestled in Trees

4.99 out of 5 average rating, 219 reviews
Guest favorite
A snow-capped mountain rises majestically against a clear blue sky, with a foreground of sparse trees and shrubs. The landscape includes a rustic wooden fence, framing the vibrant natural scenery and highlighting the tranquility of the area.
Guest suite in Bend

Paradise Found Near Sunriver & Big Deschutes River

4.98 out of 5 average rating, 131 reviews
Guest favorite
A cozy living area features light wood paneling and large windows. A comfortable sectional sofa, accented with orange and gray pillows, is positioned on a plush area rug. A wood stove adds warmth, while a framed landscape artwork complements the natural tones.
Condo in Sisters

Country House Condo with a View

4.8 out of 5 average rating, 160 reviews
Guest favorite
Guesthouse in Bend

A Luxury Retreat in Bend’s Most Desirable Location

5.0 out of 5 average rating, 19 reviews
Top guest favorite
The kitchen features sleek white cabinetry, stainless steel appliances, and a minimalist design. A large wooden dining table with black chairs is positioned nearby. Wall art adds a modern touch, while natural light fills the space through a window.
Townhouse in Bend

Cascade Retreat - Designer Remodel Luxury

5.0 out of 5 average rating, 73 reviews
Top guest favorite
Home in Bend

Settle Inn~Riverfront Home, Float, Hot Tub, Ski

4.98 out of 5 average rating, 58 reviews

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