Vacation rentals with a kayak in Southern Oregon

A wooden dock extends over calm waters, surrounded by tall pine trees and lush green grass. The serene setting invites relaxation, with reflections of nature visible in the water.

4.88 out of 5 average rating, 341 reviews

Three Rivers Retreat near Sunriver

You will love the peaceful, natural setting waiting for you at Three Rivers Retreat. Fully equipped with amenities for you to enjoy, our home will welcome you and invite you to return again and again. Its location offers exciting seasonal access to the Big Deschutes River, Mt. Bachelor, and Sunriver. Enjoy the comfort and serenity waiting for you at this peaceful home with views to the Big Deschutes River. Watch ducks stirring the water or a heron standing nearby. Listen to geese pierce the calm as you absorb the tranquil beauty of this natural setting. With easy access to Mt. Bachelor, come and experience some of the best snowboarding or skiing in the West. As the snow melts, visit one of the beautiful Cascade Lakes or just paddle away from your own private DOCK. Six kayaks, adult life jackets, and paddles are provided. The Big Deschutes River is renowned for kayaking, rafting, and fishing. Settle in and make yourself cozy, nestled within the Deschutes National Forest. Relax under the pines in a beautiful 7-person Caldera HOT TUB. Let Three Rivers Retreat be your point of departure for adventures and relaxation your memory will treasure. Nightly rates include access to Wi-Fi, Netflix and other Smart TV apps, private Caldera hot tub, premium in-house laundry facilities. Additional amenities include 3 comfortable queen beds, 1 queen futon, 2 full baths, a fully stocked kitchen, open floor-plan, 5 seat breakfast counter, 6 seat dining table, dishwasher, circular drive, private boat dock (seasonal: May through September), community boat launch nearby (12 month), and Weber barbecue. Come and enjoy! Two-night minimum; Specific notes: Enjoy a short walk to the neighborhood boat launch on Snow Goose Place. From the home's driveway, turn right and continue to the stop sign at Snow Goose Rd. Turn left on Snow Goose Rd and continue to the second left at Snow Goose Place. The boat launch/park area is on your right. This area provides a take out from the Big Deschutes River for short floats from the house. Personal flotation tubes (not provided) are easiest to carry for 10 minute walk back to the house. This community dock and park area also provides a good take out for WINTER floats from the South Century Drive bridge parking area on right (opposite the campground). This launch site is three miles from the house (1 mi. to S Century Dr, turn right for 2 mi to the bridge over the Big Deschutes river). Winter floats should be made with some additional caution! During winter season the managed flow out of Wickiup Reservoir is significantly reduced, lowering water level. October through April, our very short canal access to the river in view is frozen or dry. In May our water access returns for the warm season. Our shorter 6 fishing style kayaks are very stable, light, and easy to transport when tied securely. Pets are welcome, they need to be kept on a leash all the time when they are outside and not leaving them inside alone by themselves.. thank you!!

4.93 out of 5 average rating, 107 reviews

A serene view of the Deschutes River is captured, showcasing two people kayaking on the calm water. Lush pine trees line the shore, reflecting in the river's surface, while colorful kayaks rest on the dock in the foreground.

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/

4.96 out of 5 average rating, 153 reviews

An aerial view captures a 16 ft insulated dome nestled among trees, illuminated softly at night. A floating dock extends into the river, lined with lights leading to a cozy seating area with a fire pit, providing a serene atmosphere.

Dome in Scottsburg

Tide's Reach of the Umpqua

All it's own type thing, in it's own type place, a RIVERSIDE LUXERY GLAMP! Nooked in Oregon Coastal Mountains at edge of inland tidal waters. Set to the background of a small historic rural township, tucked just out of sight of the beaten route to/from the Pacific Ocean and Oregon Dunes a short 16mi away at Reedsport. Year round floating dock and river access all to yourself, different experience with each tide change, and kayaks provided. Otter, eagle, seal, fish, etc : a nature theme park!

4.96 out of 5 average rating, 102 reviews

Five kayaks in vibrant colors are lined up on the banks of a calm creek. A mix of green and blue kayaks rests on the earth among patches of grass, with a backdrop of trees and water visible in the distance.

Cabin in Chiloquin

Creekside Beaver Cabin

Kayaks, nature & internet at this modern Creekside retreat! Gateway to Crater Lake National Park, the Klamath Basin & Diamond Lake this cabin is a gem offering a peaceful getaway with 3 bedrooms & 3 bath. Beautiful interior, clean, comfortable with everything you need for respite or basecamp for adventure! Fully stocked kitchen & BBQ await! Washer, dryer in house! The dock & kayaks are for guest use & shared with our cottage next door. Eagles, ducks, beavers & more just outside the door!

4.87 out of 5 average rating, 107 reviews

A vibrant green kayak floats calmly on the serene water, surrounded by lush green hills. A person is seated inside, wearing a life jacket and holding a paddle. The landscape reflects a peaceful atmosphere, with gentle ripples in the shimmering lake.

Home in Brookings

"Chetco Charm" (5 Acre Riverfront House)

Let the fun begin! Come and Enjoy the abundant wildlife of the Chetco River on 5 private acres. This is a spacious 2 level home with a coastal country feel. Private swimming, kayaking & fishing areas with lots of space to walk around and enjoy nature. An abundance of wildlife: Deer, White egrets, blue herons, Osprey's and nests, a seal family too! Enjoy the relaxing river by taking a morning paddle on the provided kayaks or stroll on foot at low tide at the foot of the Chetco shallow’s.

Top guest favorite

A paddler in a kayak glides smoothly across the calm waters, surrounded by gentle ripples. The person is wearing a life jacket, with dual paddles positioned for movement. Reflections of trees and light are visible on the water's surface.

Place to stay in Waldport

4.98 out of 5 average rating, 458 reviews

Castaway Cove-*NO Cleaning Fees*-Free Kayaks!

Castaway Cove's cool shipwreck theme is a great fantasy getaway for weekends, or perfect for family vacations! NO CLEANING FEES! 7 FREE kayaks & canoe. Launch to the beautiful Alsea River right from our bank at high tide! 5 mins to stunning beaches. SORRY NO PETS or smoking due to severe allergies. Entire floor all to yourself w/private keypad entrance! Comfy beds, cozy robes, WiFi, Netflix, DVDs, games, free laundry. Go crabbing or clamming w/ our gear. Fantastic whale watching nearby.

4.92 out of 5 average rating, 222 reviews

Cottage in Brookings

Riverfront Cottage with Hot Tub 1/4 mi from Beach

Headed to the beach for a family vacation? Enjoy the views of the Winchuck River by day or the patio lights or stars by night from the upper deck hot tub of this secluded cottage. Only 1/4 mile from the Crissey Field State Park beach access and minutes to shops & restaurants. Family-friendly, newly remodeled home that comfortably sleeps 8. Huge kitchen stocked for all of your needs. If water and rest are what you seek, enjoy the river, hot tub and beach in this quiet location.

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.

4.88 out of 5 average rating, 104 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

4.8 out of 5 average rating, 159 reviews

Guesthouse in Langlois

Redwood Guesthouse- Charm on lake & 5 min to beach

Newly renovated guesthouse at the Floras Lake Getaway Have the ultimate weekend getaway at this peaceful location. This two bedroom guesthouse with amazing redwood paneling at the Floras Lake Getaway Vacation Property is set back from the main house, allowing a secluded area with all the benefits the property has to offer. Directly on Floras Lake, you can enjoy the beach front and use the private dock as well. Welcome to the Floras Lake Getaway

4.82 out of 5 average rating, 250 reviews

A serene view of the river is presented, showcasing calm water surrounded by lush greenery. A private dock is visible, offering access to personal boats. Trees line the banks, adding a natural frame to the tranquil waterscape.

Cottage in Dunes City

Hot Tub Ocean access river Dock- Read reviews!

Time to enjoy life! soak in the hot tub. Fish for salmon right from your own private dock on the siltcoos river! Dock your boat or have fun with sup, kayak and canoes. 100 yard paddle east to the second largest lake on the oregon coast. Or paddle west 2 miles on the Relaxed river to the ocean where you can then get out and play on the beach! Bird watch as you catch your fish. Take it easy at this unique and tranquil place.

Top guest favorite

4.97 out of 5 average rating, 144 reviews

Best for Old Mill:River Trail, Views & Town

Awesome location! Fast internet, Wi-Fi. Clean and close to everything that is great in Bend - the river, Mt. Bachelor, restaurants, nightlife, cycling, kayaking, paddle boarding, hiking, breweries, concerts and so much more. You’ll love the location, ambiance, the outdoor space, and the comfy bed. Walk along the river trail to experience what everyone loves about Bend. Easy drive to Mt. Bachelor, approximately 25 minutes.