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.

4.97 out of 5 average rating, 128 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, 163 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.

5 out of 5 average rating, 109 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

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

4.89 out of 5 average rating, 376 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.

4.91 out of 5 average rating, 129 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/

4.93 out of 5 average rating, 290 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.

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.

4.91 out of 5 average rating, 145 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, 604 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, 220 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.

4.93 out of 5 average rating, 103 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 private hot tub bubbles gently in a secluded outdoor space, surrounded by wood-paneled walls and evergreen trees. Two towels hang on a nearby railing, and small potted plants adorn the fence, adding a touch of greenery to the serene setting.

4.85 out of 5 average rating, 127 reviews

Sunriver Area Retreat + EV Charger + Hot Tub!

Welcome to your next amazing getaway! Our house is SOUTH of Sunriver proper, about 10 minutes away and we don’t have SHARC passes. But.. from our front door, enjoy all that Central Oregon has to offer at our family and dog-friendly home! Located just one block (3 minute walk) from the Deschutes River, private community pool, tennis and pickle-ball courts or stay home and relax in the private hot tub. Our place is a perfect active family getaway.

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, 190 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 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, 125 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, 191 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

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, 123 reviews

Wooded river retreat near Sun River & Bend

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.

4.87 out of 5 average rating, 159 reviews

Pet-Friendly Riverfront Home w/ Deck

4.96 out of 5 average rating, 107 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

The exterior of the single-level home is framed by tall pine trees, providing a natural setting. A covered front porch with seating is visible, inviting relaxation. The garage and pathway are shown along with the structured roofline, reflecting a cozy, welcoming ambiance.

4.95 out of 5 average rating, 20 reviews

13 Stag Lane, Sunriver

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.

4.94 out of 5 average rating, 65 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.

4.95 out of 5 average rating, 61 reviews

Riverwoods A-Frame

An outdoor fire pit is surrounded by several chairs, offering a cozy gathering spot. Behind it, a two-story cabin is visible, featuring large windows and a spacious deck. Soft evening light casts a warm glow on the wooden surfaces, creating a welcoming atmosphere.

4.88 out of 5 average rating, 16 reviews

Riverfront Cabin w/ Trails, AC & Views

4.95 out of 5 average rating, 40 reviews

A-frame w/ hot tub near Mt. Bachelor

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, 106 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

4.88 out of 5 average rating, 302 reviews

A serene sunset over the Deschutes River is captured, featuring vibrant colors reflecting on the water. Chairs are positioned along the sandy beach, framed by natural vegetation and trees, offering a tranquil riverside view.

Cabin in Old Bend

Amazing, unobstructed River View Downtown Bend

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.

4.98 out of 5 average rating, 47 reviews

Sunriver/Bachelor *RiverFront* Cabin

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

5 out of 5 average rating, 13 reviews

Home in Sunriver

SR Tree Lights! Ice Skating, Skiing & Sledding

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

Bungalow in Bend

New place to stay

Riverfront Retreat near Bend's Drake Park

5 out of 5 average rating, 6 reviews

The exterior of an A-frame home is showcased at dusk, featuring a metal roof and stone chimney. Warm lighting from several windows creates a welcoming ambiance, while a large tree is prominently positioned near the entrance. The surrounding landscape includes greenery and stone pathways.

Home in Sunriver

Riverfront Home near Sunriver/hot tub/2 fire pits

5 out of 5 average rating, 6 reviews

Farm stay in Bend

Peaceful Hobby Farm, Gateway to Outdoor Adventure

A spacious living area features a stone fireplace, providing warmth and comfort. Large windows allow natural light to illuminate the room, showcasing wooden accents and a colorful area rug. A flat-screen television is mounted above the fireplace, complementing the inviting decor.