Holiday rentals with a kayak in Sunriver

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.

4.98 out of 5 average rating, 126 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.

4.98 out of 5 average rating, 162 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 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.

4.93 out of 5 average rating, 282 reviews

A cozy bedroom features a log bed with decorative pillows, complemented by a ceiling fan. Natural light filters through a large window, illuminating warm wooden flooring. An accent lamp and a small plant are placed beside the bed, adding subtle elements of design.

Guest suite in Bend

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.

4.9 out of 5 average rating, 194 reviews

An open living area showcases a large wooden dining table with black chairs, accompanied by a cozy seating arrangement featuring a light-colored sofa and a dark sectional. Tall windows provide natural light and views of the surrounding trees, while a modern ceiling fan enhances air circulation.

Home in Sunriver

Walk to SHARC 3BR Hot Tub

***LOCATION LOCATION LOCATION*** Literally across the street from the SHARC and Short Walk to the Village! ***New for 2025*** Bunk Room Updates, Flooring and Flat Screen TVs! We Require a Lease be Signed through our software prior to you receiving entry into the home. The lease and deposit are required to enter the home. $500 Security Deposit Required through our Merchant (Hold, not charge, on your Credit Card) Includes 8 SHARC Passes (Use subject to seasonal and staffing availability) 3

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.

4.91 out of 5 average rating, 142 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.

4.93 out of 5 average rating, 121 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

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

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.

4.99 out of 5 average rating, 183 reviews

Treehouse Escape • Hot Tub • Game Room • River Fun

Your Ultimate Bend Family Retreat Welcome to Treehouse Escape, a spacious Bend getaway for up to 15 guests. Kids will adore the private treehouse, swings, and slides, while adults relax in the hot tub or gather around the fire pit. With a full game room, chef’s kitchen, and outdoor dining under the pines, this pet-friendly retreat blends adventure and comfort for an unforgettable family escape. Minutes from the Deschutes River, Sunriver Village, and Mt. Bachelor, it’s perfect for all ages.

The cabin's exterior features a combination of wood and large glass panels, creating a warm and inviting entryway. Surrounded by tall pine trees, the snowy landscape enhances the sense of tranquility. A front porch with steps leads to the main entrance.

4.92 out of 5 average rating, 138 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.

4.92 out of 5 average rating, 596 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

Studio apt. No shared walls. 7-min drive from the Village at Sunriver on S Century, 20 mins to Bend. Close to the Deschutes river. SUPs (2), kayaks (2), floats, rafts and bikes (2 adult and 2 kid), snowshoes (4 pairs). Pepper is a golden/boxer mix who loves kids and dogs. 25-mins to skiing at Mt. Bachelor. Private marina access in Oregon Water Wonderland. Pet friendly (no fee), fenced, hot tub, fire pit, horse shoes, putt putt, disc golf, movie theatre/golf sim (game room) upon req.

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, 205 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.

4.94 out of 5 average rating, 101 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.

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, 121 reviews

Wooded river retreat near Sun River & Bend

Enjoy skiing, hiking, fishing, kayaking (2 provided) -- you name it -- from our peaceful Deschutes River 3-bedroom home. Inside: -Cozy living room -- w/pull-out bed & TV (fiber WiFi) -Kitchen & table which seats up to 8 (w/extensions) -3 bedrooms: Master, room w/queen, & room w/2 twins Outside: -Porch w/rocking chairs & table -Back patio w/table & BBQ -River 5 min, marina 15 min walk Location: -5 min Sun River -20 min Bend -30 min Mt. Bachelor *Dogs welcome: $75 per dog

Popular amenities for kayak rentals in Sunriver

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

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.

4.95 out of 5 average rating, 124 reviews

Large Black Bear Cabin in Three Rivers w/ wildlife

The exterior of a charming two-story home is surrounded by tall trees, featuring a welcoming porch with seating. A neatly arranged driveway provides access to a garage, and flower pots line the entrance. Sunlight filters through the branches, creating a serene atmosphere.

4.95 out of 5 average rating, 111 reviews

Deschutes River Getaway-near Bachelor & Sunriver

4.93 out of 5 average rating, 183 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

4.96 out of 5 average rating, 55 reviews

Large windows dominate the walls of this inviting living space, offering views of the surrounding forest. Two leather couches and a wooden coffee table are arranged on plush carpeting, complemented by a comfortable armchair and wooden chairs, creating a cozy gathering area.

Home in Sunriver

5 out of 5 average rating, 50 reviews

The spacious living room features vaulted wood ceilings and large floor-to-ceiling windows, allowing natural light to fill the area. Comfortable seating arrangements include a sectional sofa, recliners, and a coffee table. A gas fireplace is positioned against the wall, enhancing the inviting ambiance.

Home in Sunriver

⁂ Grand Getaway | Chef's Kitchen | +SHARC passes ⁂

4.97 out of 5 average rating, 103 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

A well-appointed bedroom features a spacious bed draped in striped bedding. Two bedside lamps provide soft illumination on either side, while a large window offers views of the outdoor greenery. A full-length mirror adds functionality to the room's clean design.

4.98 out of 5 average rating, 167 reviews

Best for Old Mill:River Trail, Views & Town

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.

4.97 out of 5 average rating, 60 reviews

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

Cabin rentals with a kayak

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.

4.94 out of 5 average rating, 52 reviews

Riverwoods A-Frame

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.

4.76 out of 5 average rating, 21 reviews

Deschutes River Home | Game Room + Kayaks

4.95 out of 5 average rating, 40 reviews

A-frame w/ Cedar Hot Tub -avail now for ski season

5 out of 5 average rating, 3 reviews

AC Hot tub Luxury cabin pets allowed, perks, view!

A luxury cabin is presented with a wooden exterior and a peaked roof, surrounded by tall trees. Illuminated windows create a warm glow, highlighting the expansive wrap-around deck equipped with chairs. The structure integrates natural materials, blending seamlessly into the forest environment.

4.92 out of 5 average rating, 105 reviews

Romantic Luxury w/Hot Tub, Amazing Lake Views

An A-frame cabin is showcased with a wooden deck and a sloped roof. Large windows allow natural light to enter, surrounded by tall pine trees. The front door is centrally positioned, adding charm to the home's exterior.

Cabin in La Pine

4.66 out of 5 average rating, 87 reviews

Tall Pines Guest House comes with rental canoe

A handcrafted log cabin showcases a spacious two-story structure surrounded by snow-covered trees. The exterior features large windows and a welcoming balcony, while a garage is visible to the left. The serene winter landscape highlights the cabin's rustic charm.

4.9 out of 5 average rating, 106 reviews

Rustic Retreat Handcrafted Log Cabin

The cozy living room features a large sectional sofa alongside a full sleeper sofa, both positioned around a rustic wooden coffee table. A vibrant area rug complements the warm cabin decor, with natural light streaming through the window and a wooden sliding door visible in the background.

Cabin in La Pine

4.42 out of 5 average rating, 26 reviews

Private La Pine Cabin Rental: 30 Mi to Bend!

Other holiday rentals with a kayak

A spacious living area features comfortable seating arrangements on a patterned rug. Natural light fills the room through large windows, and a television is mounted above a cozy fireplace. Decorative elements include plants and artwork, contributing to a welcoming ambiance.

4.98 out of 5 average rating, 41 reviews

Quiet Family Home in the Trees

A charming outdoor space is featured, characterized by a gravel pathway bordered by greenery and plants. A wooden bench is positioned nearby, providing a peaceful spot to enjoy the natural surroundings. The property is enveloped by tall trees, enhancing the tranquil atmosphere.

5 out of 5 average rating, 9 reviews

Ponderosa Pine Oasis on 1 acre in BEND

The exterior view showcases a charming multi-unit building surrounded by landscaped gardens. Pathways lead to the entrance, lined with natural stone and flower beds, emphasizing the tranquil ambiance. Lush trees provide shade, and the blue sky enhances the peaceful setting.

Apartment in Bend

WorldMark Bend Seventh Mountain Resort - 1BD Sleep

A wooden structure with a metal roof is positioned near a serene riverbank. Tall pine trees frame the scene, casting gentle shadows. A small deck with seating overlooks the calm water, while the surrounding landscape features grass and distant hills under a clear blue sky.

Apartment in Bend

Otterspot on the Deschutes River w/Hot Tub

An open living space features a blend of seating options, including a spacious orange sofa and wooden dining chairs. A large window allows natural light to brighten the room, while shelves and plants add a touch of decor. A cozy atmosphere is created by the arrangement of furniture.

4.78 out of 5 average rating, 9 reviews

The Red House

Home in La Pine

4.75 out of 5 average rating, 87 reviews

Little House on the River near Bend and Sunriver

A spacious living area is highlighted by a stone fireplace surrounded by large windows that invite natural light. Comfortable seating includes leather couches and armchairs arranged around a glass coffee table. A warm, patterned rug adds a touch of coziness to the setting.

4.71 out of 5 average rating, 7 reviews

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

The exterior of the Cedar Retreat is shown, featuring a wood paneling structure with a welcoming sign. A spacious deck is furnished with a dining set and an umbrella. A charcoal grill is positioned nearby, surrounded by lush greenery.