Holiday rentals with a kayak in Sunriver

4.94 out of 5 average rating, 139 reviews

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

Lovingly remodeled mid-century cabin with tons of amenities in prime Sunriver near SHARC/Village. The Nest on Little Court has an open concept kitchen/dining/living space, wrap around deck with dining for 12 and private hot tub, 3 bdrms with new high quality bedding, lots of games and fun extras ...all with an intentionally eclectic mix of vintage rustic charm and modern design. Don't miss the clubhouse w/ping pong, foosball, kayaks, lawn games, and bikes for endless fun! 8 SHARC passes too!

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.

4.96 out of 5 average rating, 138 reviews

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.

4.92 out of 5 average rating, 148 reviews

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

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/

4.98 out of 5 average rating, 185 reviews

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.

The cabin features a striking architectural design with large wooden beams and a wrap-around deck. Soft lighting illuminates the exterior, creating a welcoming ambiance. Surrounded by tall pine trees, the structure offers a sense of seclusion and tranquility within its natural environment.

4.99 out of 5 average rating, 118 reviews

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).

5.0 out of 5 average rating, 168 reviews

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!

4.98 out of 5 average rating, 126 reviews

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

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.

4.91 out of 5 average rating, 651 reviews

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

Private marina & hot tub — cozy, relaxing studio Apt with no shared walls, just outside Sunriver Resort on a fenced acre, 20 mins to Bend and 25 mins to Mt. Bachelor. SUPs (3), kayaks (2), floats, rafts, bikes (3 adult + 2 kid), and snowshoes (4 pairs). Pepper is a friendly golden/boxer mix who loves kids and dogs. Pet friendly (no fee), fenced yard, hot tub, propane and wood fire pits. Sound-deadened movie theater and foosball room available upon request. Backyard is shared with Pepper.

4.92 out of 5 average rating, 167 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.

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.

4.93 out of 5 average rating, 261 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!

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.

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.

An outdoor seating area features a covered gazebo with an open design. Two cushioned chairs face a central gas fire pit, surrounded by a wooden deck. The spacious yard is visible beyond the gazebo, offering a grassy area and a fully fenced perimeter.

4.95 out of 5 average rating, 205 reviews

Swan Rd Getaway w/Hot Tub & AC - Near Mt. Bachelor

DCCA #692656 This cozy 3 bedroom, 2 bath getaway has plenty of amenities to enhance your stay. Enjoy a private hot tub, outdoor seating with a propane fire pit, SUP paddleboards, kayaks, cornhole set, Smart TV with Hulu, Disney+, and more! Our outdoor space is fully fenced so you can lodge your fur babies without a worry. Minutes away from the Sunriver Village Shops, river docks, and snow parks, and a popular walking route for wildlife.

Popular amenities for Sunriver kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a Kayak

4.79 out of 5 average rating, 126 reviews

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

Superhost

A comfortable living area features a sectional sofa and leather ottoman, surrounded by stylish armchairs. Large windows provide views of the surrounding trees, while natural light enhances the space. A neutral color palette is complemented by decorative pillows and a wall art piece depicting a bike.

4.88 out of 5 average rating, 161 reviews

Pet-Friendly Riverfront Home w/ Deck

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.

4.87 out of 5 average rating, 136 reviews

Wooded river retreat near Sun River & Bend

4.99 out of 5 average rating, 146 reviews

Home in Old Bend

A Stone's Throw | Riverfront Retreat | Waterfront

4.99 out of 5 average rating, 207 reviews

Treehouse Retreat • Hot Tub • Near Sunriver

4.92 out of 5 average rating, 224 reviews

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

4.97 out of 5 average rating, 118 reviews

A serene view of the river is framed by a decorative metal fence, complemented by lush greenery and colorful flowers along the bank. The water reflects sunlight and the surrounding natural landscape provides a tranquil setting.

Home in Old Bend

Riverfront Getaway

4.96 out of 5 average rating, 184 reviews

Best for Old Mill:River Trail, Views & Town

Cabin rentals with a kayak

4.9 out of 5 average rating, 536 reviews

A wooden deck provides seating with two Adirondack chairs facing the tranquil river. Potted flowers add a touch of color to the space, while lush greenery lines the riverbank. Kayakers can be seen leisurely paddling on the water under a bright blue sky.

Cabin in Old Bend

Mill Cabin at Deschutes Dunes River/ beach access

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.

4.96 out of 5 average rating, 52 reviews

Sunriver/Bachelor *RiverFront* Cabin

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.

4.98 out of 5 average rating, 99 reviews

Three Rivers Chalet | 30 min to Bachelor | Hot Tub

Superhost

4.89 out of 5 average rating, 27 reviews

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

4.96 out of 5 average rating, 49 reviews

Summer Waterfront Fun with Hot Tub & Water Toys

A charming A-frame cabin is surrounded by tall pine trees, featuring a spacious front porch with two rocking chairs and a set of steps leading to the entrance. Large windows allow natural light to fill the interior, enhancing the welcoming atmosphere.

4.96 out of 5 average rating, 89 reviews

Riverwoods A-Frame

4.92 out of 5 average rating, 12 reviews

Waterfront Log Cabin - Sunriver

4.86 out of 5 average rating, 37 reviews

Custom Built Log Cabin Deschutes River, floating

Other holiday rentals with a kayak

4.94 out of 5 average rating, 158 reviews

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

4.99 out of 5 average rating, 142 reviews

Cottage in Old Bend

Last-Minute July Waterfront Availability

4.92 out of 5 average rating, 319 reviews

Guest suite in Bend

Cozy Queen, Private Bathroom and Entryway

5.0 out of 5 average rating, 13 reviews

Guesthouse in Bend

A Luxury Retreat in Bend’s Most Desirable Location

The living area features a large sectional couch positioned around a central wagon wheel coffee table. A gas fireplace is set within a stone surround, and a 65” smart TV is mounted on the wall. Natural light fills the space through multiple windows.

4.95 out of 5 average rating, 85 reviews

New 3BR Close to Village! Hot Tub SHARC Pets WFH

The exterior of a spacious cabin is revealed during twilight, showcasing multiple glass doors that open to a wooden deck. Comfortable outdoor seating circles a fire pit, with a dining table shaded by an umbrella. A hot tub is visible nearby, surrounded by trees.

4.95 out of 5 average rating, 38 reviews

Game Room• Hot Tub•Bikes• Firepit• River Floats

4.95 out of 5 average rating, 62 reviews

Home in Sunriver

Stunning Views@River Sun Resort