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 $80 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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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

4.79 out of 5 average rating, 129 reviews

Little House on the River near Bend and Sunriver

Take it easy at this unique and tranquil getaway by the river and away from the hustle and bustle of urban life. Smell the fresh air and enjoy a view of the Milky Way. Sit on the river bank and eat lunch or read a book...or take a nap! Cross country ski the property's trail in the winter or spend the night after a great day on the slopes of Mount Bachelor ski resort. Take a day trip to Benham Falls, Crater Lake, Newberry Crater or the high Cascade lakes and trails. A pet is allow for a fee.

Outdoor spacesLocationBackyard

Guest favorite

Home in Bend

4.89 out of 5 average rating, 399 reviews

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.

Outdoor spacesLocationHiking

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

4.98 out of 5 average rating, 102 reviews

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

Outdoor spacesLocationBathroom

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

4.98 out of 5 average rating, 182 reviews

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.

LocationOutdoor spacesLayout

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

4.98 out of 5 average rating, 187 reviews

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.

Outdoor spacesValueNearby

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

4.94 out of 5 average rating, 159 reviews

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

LocationOutdoor spacesAccuracy

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

5 out of 5 average rating, 170 reviews

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!

LocationValueParking

Top 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

4.98 out of 5 average rating, 129 reviews

Paradise Found Near Sunriver & Big Deschutes River

Enjoy the entire spacious second floor in our beautiful custom home in the Sunriver area; includes 2 bedrooms, bath, bonus room with kitchen, loft.a huge landscaped fenced back yard with hot tub,fire pit,lots of seating that backs up to forest service land for you to enjoy.. Minutes from Sunriver Resort, one block from the Deschutes River, 30 min to Mt. Bachelor Enjoy the many rivers, lakes and hiking . We love sharing our home to quests . We live in the home but give our guests privacy.

Outdoor spacesValueBreakfast

Guest favorite

Cabin in Bend

4.92 out of 5 average rating, 168 reviews

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.

Outdoor spacesValueHot tub

Guest favorite

Bungalow in Old Bend

4.9 out of 5 average rating, 393 reviews

FLOAT THE RIVER! River, Beach Access Downtown Bend

Welcome to our 1918 Bungalow on Riverfront Street. This simple, no frills one bedroom, one bath sleeps two to three. Enjoy a fully equipped kitchen, floor to ceiling river rock gas fireplace, inviting front porch, back deck with propane BBQ, table/ chairs. The Bungalow has a peek of the river, as it is considered the "guest house" to the larger "main house" it shares the lot with. Enjoy low bank river access to launch your kayak. Park the car and experience the best Bend has to offer.

LocationValueTV

Top 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

4.94 out of 5 average rating, 265 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!

LocationValueBackyard

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

4.9 out of 5 average rating, 118 reviews

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.

ValueLocationWalkability