Vacation rentals with a kayak in Oregon

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Top-rated kayak rentals in Oregon

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Guest favorite

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.

Home in Bend

4.88 out of 5 average rating, 338 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!!

Guest favorite

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

4.94 out of 5 average rating, 104 reviews

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/

Superhost

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

4.96 out of 5 average rating, 152 reviews

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!

Guest favorite

Home in Cloverdale

4.93 out of 5 average rating, 305 reviews

Hot tub, EV Charger, Kayaks, Games, Bikes

Enjoy the restoring ambience of a gazebo with a fire table while overlooking calm waters or gathering around the fire pit. Relax in the hot tub or on the dock, or kayak and explore nature. 2 minutes drive to the beach. Your extra value (free to you) with your stay * Tillamook County Parking Pass - Value $10 a day * Kayak access - Value $95 a day * Bikes access - Value $50 a day * Free use of EV charging station * Disney Plus + Amazon Prime Over $150 in extra value per day

Guest favorite

A spacious covered outdoor seating area features comfortable sofas surrounding a central fire pit. The serene lake view is framed by tall trees, while sun loungers are positioned nearby on the deck. The area is illuminated by natural light and provides an inviting atmosphere.

Home in Prineville

4.97 out of 5 average rating, 115 reviews

Lakefront House with Amazing View Near Bend Oregon

Located in Central Oregon, 50 minutes from Bend, this newly renovated 4600 sq-ft lakefront home is a rare piece of paradise! This property has over 200 feet of year round private lakefront shoreline onto a 1,100 acre lake. Stunning lakefront views from almost every room in the house, luxurious décor, 5 bedrooms, and incredible options for both indoor and outdoor entertainment. This home was specifically designed and built for the ultimate year-round get-a-way vacation or executive retreat!

Superhost

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

4.88 out of 5 average rating, 105 reviews

"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.

Superhost

Three kayaks in vibrant hues of purple, red, and blue are arranged against a wooden fence, partially shaded by a tree. The surrounding area features reddish-brown mulch and dappled sunlight filtering through the leaves.

Guesthouse in Milwaukie

4.88 out of 5 average rating, 170 reviews

Milwaukie Riverfront Guest House

Incredibly majestic river-front guest house. This is the ultimate romantic getaway and peaceful retreat. Large windows and double french doors look out on the Willamette river from the cottage living room and loft sleeping area. It includes a semi-private rocky beach, and a large manicured lawn with fire pit. Kayaks are available for use, and guests are welcome to bring their own too! The guesthouse has its own drive-way, and is completely separate from the main-house grounds for privacy.

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, 453 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.

Guest favorite

The spacious living room features warm wood paneling, a comfortable sectional sofa, and a lounge chair. A fireplace is situated in the corner next to a wall-mounted TV. Soft lighting is provided by table lamps on either side, while shelves display books and decorative items.

Apartment in Portland

4.88 out of 5 average rating, 200 reviews

1-bdrm Basement Apt (non-smoking, no cleaning fee)

Please NO-SMOKING, NO-CHILDREN, NO PETS. Spacious, fully-furnished basement apartment/suite that is 10 mins to downtown Portland & 5 mins to Lake Oswego. No cleaning fee. Located on the Willamette river in a single home in exclusive neighborhood. Hiking trails and free use of kayaks. Bonus Shiatsu massage chair and high-quality queen bed. NOTE: Internet access and tv is available. No cable TV. But you can cast your netflix, prime, etc accounts from your mobile phone to the TV.

Superhost

A rustic A-frame cottage is nestled among tall pine trees, showcasing a vibrant red exterior and a distinctive metal roof. The entrance features a covered porch with large glass doors, allowing a glimpse of the inviting interior. A wooden fence frames the property, enhancing the natural surroundings.

Chalet in Crater Lake

4.74 out of 5 average rating, 109 reviews

Alice's Cottage

Alice's Cottage rests hidden in the trees of Rocky Point, east of Lake of the Woods Resort and South of Crater Lake National Park. If you are looking for a summer getaway look no further. Complete with fiber internet and Air Conditioning, enjoy your stay. **There is one security camera covering the entrance to the house. There are no additional cameras on the property, nor are any inside.** **Note: The Wood Fireplace is not available for use due to insurance safety regulations.**

Superhost

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

4.87 out of 5 average rating, 100 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

Guest favorite

Home in Lincoln City

4.96 out of 5 average rating, 102 reviews

Prime Location, Waterfront Deck, Steps2Beach, BBQ

Between Ocean and Lake, Fun Awaits | By Hooray Stays 🔥 Waterfront Fire Pit 🌊Beach Access-3 minute 🏃‍♀️Walk 🌅 Breathtaking Canal View 🍷 Enjoy Wine on the Deck 🌴 Relaxing Hot Tub 🏝️ 7 miles of Sandy Beaches 🛶Two Kayaks Provided 🦆 Magical Birdwatching Paradise 🍳 Stocked Chef’s Kitchen 👪 Perfect for Families & Couples 🕹Arcade Game Room 🛒Great Proximity to Shopping 🗝️ Your Own Sanctuary 🛌 Comfy Beds & Linens