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Holiday rentals with a kayak in Deschutes River

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Top-rated rentals with kayak in Deschutes River

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

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Top guest favourite
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, 105 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

LocationOutdoor spacesCleanliness

Top guest favourite
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
4.93 out of 5 average rating, 176 reviews

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.

ValueLocationHot tub

Top guest favourite
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, 192 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.

LocationValueTV

Top guest favourite
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, 185 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.

LocationValueHiking

Top guest favourite
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
5.0 out of 5 average rating, 182 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!

LocationOutdoor spacesCheck-in

Guest favourite
Cabin in Bend
4.92 out of 5 average rating, 170 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 spacesValueAmenities

Guest favourite
Home in Sisters
4.95 out of 5 average rating, 129 reviews

Downtown Pine Mountain Paradise

Classic Pine Meadow Paradise! 3 bedrooms and an additional ADU, this consists of one King bed, two Queen beds and two twin beds. You will love all of the natural light and french doors right off the living room. Fully equipped kitchen with Island. Master bedroom has mountain views, sandstone shower and soaking tub upstairs. There is also a private ADU over the garage guests are free to use. Enjoy sitting around on the wrap around porch with your favorite drink with family and friends.

ValueLocationHiking

Guest favourite
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
4.93 out of 5 average rating, 274 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!

ValueOutdoor spacesRiver

Guest favourite
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, 121 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.

Outdoor spacesValueLayout

Guest favourite
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
4.91 out of 5 average rating, 236 reviews

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.

LocationOutdoor spacesKitchen

Top guest favourite
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
4.92 out of 5 average rating, 113 reviews

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.

ValueOutdoor spacesBiking

Top guest favourite
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
4.95 out of 5 average rating, 194 reviews

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

Outdoor spacesLocationHeating

Popular amenities for kayak rentals in Deschutes River

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a kayak

Guest favourite
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
4.8 out of 5 average rating, 138 reviews

Little House on the River near Bend and Sunriver

Outdoor spacesLocationQuiet

Guest favourite
A fire pit is illuminated in the foreground, casting warm light on the surrounding stones. In the background, a colorful sunset paints the sky with shades of orange and pink, while trees and distant hills create a serene landscape.
Home in Happy Valley
4.91 out of 5 average rating, 154 reviews

RoofTop FirePit, HotTub & Outdoor Theater

ValueOutdoor spacesCleanliness

Guest favourite
A well-appointed kitchen and dining area feature rich blue cabinetry and modern appliances. A circular light fixture adds a contemporary touch. A sleek dining table is surrounded by wooden chairs, inviting relaxed mealtimes, while large windows provide views of the outdoor space.
Home in Troutdale
4.96 out of 5 average rating, 211 reviews

Hot tub, Sunroom, Aquarium, Spacious kitchen, Deck

Outdoor spacesLocationHiking

Guest favourite
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
4.86 out of 5 average rating, 140 reviews

Wooded river retreat near Sun River & Bend

ValueLocationAccuracy

Top guest favourite
Home in Bend
4.96 out of 5 average rating, 184 reviews

Best for Old Mill:River Trail, Views & Town

Outdoor spacesValueHeating

Guest favourite
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
4.93 out of 5 average rating, 144 reviews

Loaded 3 Bd Hot Tub/Bikes/Kayaks/SHARC

ValueLocationParking

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
4.94 out of 5 average rating, 143 reviews

Large Black Bear Cabin in Three Rivers w/ wildlife

LocationValueCondition

Guest favourite
Home in West Linn
4.89 out of 5 average rating, 106 reviews

2.3k sqft Cozy Kid Friendly+ playground Toys Gym

ValueLocationTV

Cabin rentals with a kayak

Guest favourite
The exterior of a log cabin is showcased, featuring a spacious outdoor seating area with a fire pit. Comfortable lounge chairs and a dining space are positioned near a hot tub, with tall pines providing a natural backdrop. Warm lighting enhances the welcoming environment.
Cabin in Sunriver
4.92 out of 5 average rating, 152 reviews

On Deschutes River | Kayak | HotTub | EVCharger

LocationValueBack garden

Top guest favourite
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
4.93 out of 5 average rating, 145 reviews

Black Butte Ranch A-Frame · Pools, Golf, Sleeps 8

Outdoor spacesLocationKitchen

Guest favourite
A warm living space features a wood-burning stove at its center, surrounded by comfortable seating. Large windows allow natural light to fill the room, complemented by soft fabric curtains. A small side table hosts a lamp, enhancing the cozy ambiance.
Cabin in Mount Hood Village
4.94 out of 5 average rating, 134 reviews

Cozy Cottage near Mt. Hood

LocationOutdoor spacesGetting around

Guest favourite
Cabin in Bend
4.94 out of 5 average rating, 16 reviews

Waterfront Log Cabin - Sunriver

ValueLocationHospitality

Guest favourite
Cabin in Bend
4.96 out of 5 average rating, 55 reviews

Summer Waterfront Fun with Hot Tub & Water Toys

Outdoor spacesLocationWalkability

Guest favourite
A circular fire pit surrounded by six metal chairs is situated in a gravel area. A pathway leads from the fire pit to a two-story lodge, which features a balcony and large windows. Towering pines are visible in the background, and the sky displays hues of sunset.
Cabin in Bend
4.87 out of 5 average rating, 38 reviews

Deschutes Riverfront Home with A/C, Game Room, Hot

ValueLocationHot tub

Top guest favourite
The interior of the log cabin features a stone fireplace framed by wooden paneling. Comfortable seating options, including a gray sectional and two armchairs, face the fireplace. Natural light enters through several windows, illuminating the rugged yet cozy atmosphere.
Cabin in McKenzie Bridge
5.0 out of 5 average rating, 22 reviews

On the River Wooded Bliss Cabin near Loloma #3

LocationOutdoor spacesGetting around

Superhost
Cabin in Crescent
5.0 out of 5 average rating, 5 reviews

Salt Creek Falls Cabin

LocationBathroomHeating

Other holiday rentals with a kayak

Top guest favourite
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
4.99 out of 5 average rating, 220 reviews

Luxurious Private Tumalo Suite Nestled in Trees

ValueLocationCondition

Top guest favourite
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
4.95 out of 5 average rating, 164 reviews

Chalet del Sol - Hot Tub - Ping Pong - Fire pit

LocationValueAmenities

Top guest favourite
A charming treehouse is suspended between large fir trees, featuring a wooden deck with multiple seating areas. Large windows provide natural light, and the surrounding forest greenery adds to the tranquil setting. The pathway beneath is lined with gravel, leading to the entrance.
Treehouse in Mount Hood
4.98 out of 5 average rating, 221 reviews

Beautiful, Magical, Treehouse

ValueLocationWalkability

Guest favourite
Guest suite in Bend
4.92 out of 5 average rating, 324 reviews

Cozy Queen, Private Bathroom and Entryway

ValueLocationCleanliness

Top guest favourite
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
4.91 out of 5 average rating, 667 reviews

Pepper’s Place

LocationValueTV

Guest favourite
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.
Apartment in Sisters
4.8 out of 5 average rating, 160 reviews

Country House Condo with a View

Outdoor spacesValueLaundry

Top guest favourite
A serene view of the river at sunset is captured, with vibrant colors reflecting off the water. Lush greenery lines the riverbanks, creating a natural border. The scene illustrates a tranquil atmosphere, ideal for relaxation and connection with nature.
Cottage in West Linn
4.95 out of 5 average rating, 129 reviews

Willamette Riverfront Cottage near Portland

ValueOutdoor spacesCleanliness

Guest favourite
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, 132 reviews

Paradise Found Near Sunriver & Big Deschutes River

ValueLocationHospitality

Destinations to explore