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Holiday rentals with a kayak in Oregon

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Top-rated rentals with kayak in Oregon

Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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Top guest favourite
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
5 out of 5 average rating, 101 reviews

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!

Top guest favourite
A serene entrance features a wooden archway draped with greenery, leading to a tranquil lake. The lush yard is complemented by a carved bear statue, and mature trees provide shade. The calm water reflects the surrounding greenery, creating a peaceful atmosphere.
Guest suite in Milwaukie
4.95 out of 5 average rating, 434 reviews

River Forest Lake Apt w/hot tub. HOT find!

*No smoking, no parties, no drugs or pets on premises* total/Max 4 guests; included in this total are infants/children, no more than 2 or3 children under 12, as long as only 4 total guests. FYI: Incline driveway Welcome to our newly remodeled daylight basement apartment. Tucked into the quiet peaceful River Forest neighborhood of Milwaukie on River Forest Lake. Conveniently located to shopping, restaurants, hwy 99, freeways to Portland, Oregon City, historic Sellwood, the Gorge, Mt Hood, etc.

Top guest favourite
A charming cabin features a wooden exterior with large windows, surrounded by a vibrant garden. Two chairs are positioned on the porch, with colorful flowers and greenery enhancing the inviting entrance. A stone pathway leads through the lush landscape, completing the serene atmosphere.
Cabin in Lyons
5 out of 5 average rating, 147 reviews

Cabin at Moonrust on The Little North Fork River

Slow yourself down, find your respite & relax! Our 1 room Cabin at Moonrust, which sits on the bluff above the Little North Fork River, awaits your arrival. Enjoy a peaceful read, or raft, swim or tube from our private 'beach'. Relax on our Perch Deck & enjoy the pristine waters and song of the Little North Fork River while sipping coffee, or a glass of Wine & watch the sunset. Play a game of Bocce with your On-site Hosts or relax by the firepit. A tranquil spirit awaits you here at Moonrust.

Top guest favourite
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
4.94 out of 5 average rating, 124 reviews

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

Top guest favourite
A charming treehouse is suspended between large fir trees, featuring a wooden deck with multiple seating areas. Large windows provide natural light, and the surrounding forest greenery adds to the tranquil setting. The pathway beneath is lined with gravel, leading to the entrance.
Treehouse in Mt Hood
4.98 out of 5 average rating, 214 reviews

Beautiful, Magical, Treehouse

"Glamping at its' best"! 16' x 16' TreeHouse, suspended between 3 large fir trees, queen size bed, loft w/2 twin beds, composting toilet, much more, situated on 20 acres with a pond. Gas heater, mini-fridge, microwave, coffee pot. IMPORTANT: this is a Tree House! Going up the spiral staircase is an adventure in itself, so pack small bags (or packs) (large suitcases are not appropriate). Be sure to look at the pictures & read our reviews... that provides the most information. Happy Travels!

Guest favourite
A serene lake scene is captured, surrounded by lush green trees and a clear blue sky. Two kayakers can be seen enjoying the calm waters, reflecting the vibrant natural landscape. The tranquil setting highlights the inviting atmosphere of the area.
Guest suite in Milwaukie
4.9 out of 5 average rating, 346 reviews

Upstairs Rustic 1940s styled Studio Apartment

Great for water loving people! Private unit. Self checkin. Outdoor patio & yard. Wifi. Pet/animal free, allergy safe. Smoke free. Linens washed with Defunkify perfume free soap. Fully stocked kitchenette. .75 Bathroom (sink, toilet, large shower) Stocked w/ toiletries. AC in summer. Complimentary snacks! 1940's vintage furniture. Quiet neighborhood. Semi-industrial parking, as we run a pressure washing biz. Your unit is around the back on the 2nd floor. 1/4 mi to bus route at top of hill.

Guest favourite
The spacious backyard features a circular arrangement of eight colorful adirondack chairs surrounding a stone fire pit. The multi-level house is visible in the background, showcasing a wooden deck and large windows that invite sunlight into the living space.
Home in Pacific City
4.89 out of 5 average rating, 132 reviews

Coastal Retreat, Walk-2-Beach, Fire Pit, Hot Tub

The High Tide offers the perfect riverside retreat on the Nestucca River & an easy 5-minute walk to beach access. Picture yourself unwinding as you watch wildlife from our patios, dining area, or fire pit or easing into relaxation with the HOT TUB. Our "kid zone" features a second living area stocked with games, books, puzzles, and foosball, ensuring endless entertainment. Complimentary beach gear and yard toys guarantee there's never a dull moment. Come create lasting memories at our home!

Guest favourite
A fire pit is illuminated in the foreground, casting warm light on the surrounding stones. In the background, a colorful sunset paints the sky with shades of orange and pink, while trees and distant hills create a serene landscape.
Home in Happy Valley
4.88 out of 5 average rating, 106 reviews

RoofTop FirePit, HotTub & Outdoor Theater

Our large (1,500sq ft) space (private access), has a bedroom, bathroom, living room w/ a fireplace, hot tub, full gym as well as a kitchenette w/ full sized fridge, keurig, microwave, air fryer, toaster oven, single burner, and laundry facility. Smart tvs, hammocks and a rooftop firepit are in the outdoor entertainment area. LGBT & BIPOC friendly. Gym, hot tub and laundry are shared with owners but guests have priority access. Close to Mt Hood Wilderness (45mins) & Downtown Portland (15mins).

Guest favourite
A serene river view is visible, framed by lush trees and greenery. The clear water reflects the sky, while a gentle wake from a boat creates ripples. A sandy beach area is located in the foreground, alongside a manicured lawn and a fire pit.
Guest house in Milwaukie
4.88 out of 5 average rating, 183 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 favourite
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.
Cabin in Bend
4.92 out of 5 average rating, 211 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!

Top guest favourite
A serene aerial view captures the Main Umpqua River bordered by lush greenery and expansive fields. Nearby vineyards and farms stretch across the landscape, conveying a sense of tranquility in the heart of wine country.
Guest suite in Roseburg
4.99 out of 5 average rating, 190 reviews

Riverfront Hideaway - Hot Tub - Private Entrance

Kick back and relax in this calm, stylish space. While located in the heart of wine country with river views and river access only a few short steps away, it's still just a quick 10-minute jaunt into town. Fishing, agriculture, local activities, and wildlife surround our peaceful hideaway. We fell in love with this place! Come immerse yourself in its natural serenity. The unit is on 12+ acres and attached to the main house. It's been recently remodeled. Seasonal water sports available.

Guest favourite
Cabin in Tillamook
4.99 out of 5 average rating, 491 reviews

Mid-Century Riverfront Cabin - Seclusion Awaits!

Picturesque mid-century cabin...with your own private riverfront! (As seen on Magnolia Network 'Cabin Chronicles'). Boasting a magical view of huge forest trees and 300 feet of river frontage - enjoy a tastefully curated interior with luxury modern appliances & fast wifi. Soak in the incredible views on our expansive deck with a glass of wine, light a campfire on the private pebbled beach. Enjoy fishing/swimming right from your front door! @rivercabaan | rivercabaan . com

Popular amenities for kayak rentals in Oregon

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a kayak

Guest favourite
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 Bend
4.93 out of 5 average rating, 189 reviews

Drake Park Cottage in the Heart of Bend

Guest favourite
A modern house exterior is shown against a vibrant sunset sky. A fire pit with a small flame is situated in the foreground, surrounded by green grass. Kayaks are neatly stored nearby, and a cozy seating area is visible through the large windows.
Home in Pacific City
4.88 out of 5 average rating, 132 reviews

Pacific City Dog friendly on the Nestucca River.

Guest favourite
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, 123 reviews

Wooded river retreat near Sun River & Bend

Guest favourite
A spacious bedroom features a large dark blue bed covered with a plush blanket. A tufted brown bench is placed at the foot of the bed. Wall sconces and an artwork piece depicting birds add character, while a cozy fireplace sits nearby.
Home in Gilchrist
4.94 out of 5 average rating, 240 reviews

Studio between Bend and Crater Lake on the water

Guest favourite
The living area features a mix of seating options, including a modern black sofa and a rocking chair. A wooden coffee table occupies the center space, complemented by light streaming through the large windows. Decorative fish art adds a touch of character to the room.
Home in Brookings
4.85 out of 5 average rating, 236 reviews

Harbor Happenings-Two bedroom home- boat parking!

Top guest favourite
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.
Home in Bend
4.98 out of 5 average rating, 167 reviews

Best for Old Mill:River Trail, Views & Town

Top guest favourite
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.
Home in Bend
4.99 out of 5 average rating, 184 reviews

Treehouse Retreat • Hot Tub • Game Room •River Fun

Guest favourite
Home in Christmas Valley
4.96 out of 5 average rating, 181 reviews

Aspen lake

Cottage rentals with a kayak

Top guest favourite
The Sitka Farmhouse is nestled among lush greenery, surrounded by tall trees and open space. A peaceful beaver pond is visible in the background, creating a serene natural setting. The home features a dark exterior and is complemented by a stone pathway leading to its welcoming entrance.
Cottage in Cloverdale
4.97 out of 5 average rating, 31 reviews

Sitka Farmhouse - Coastal 3 acres, pond, forest

Superhost
A cozy living space is captured, featuring a glass dining table surrounded by four chairs. A plush sofa, adorned with striped cushions, is positioned beside a wooden entertainment unit and a mounted television. Soft light is provided by a hanging pendant light.
Cottage in Dunes City
4.82 out of 5 average rating, 288 reviews

Hot Tub Ocean access river Dock- Read reviews!

Top guest favourite
A panoramic view of the Pacific Ocean is displayed, framed by tall trees and well-maintained green grass. The image highlights a wooden fence that delineates the property, with a glimpse of a cottage visible on the right side. Clear blue skies enhance the serene atmosphere.
Cottage in Brookings
4.97 out of 5 average rating, 221 reviews

Slice of heaven right here high up in the sky!

Guest favourite
The exterior of the cottage is showcased, featuring a welcoming porch with a sitting area. An American flag is displayed prominently, and the surrounding greenery includes several trees and blooming plants, contributing to a peaceful rural setting.
Cottage in Chiloquin
4.95 out of 5 average rating, 190 reviews

Cozy Spring Creek Cottage

Guest favourite
The cottage is nestled by the Winchuck River, surrounded by lush greenery and trees. Reflections of the structure and the landscape are visible in the calm water, under a partly cloudy sky, creating a serene environment.
Cottage in Brookings
4.93 out of 5 average rating, 256 reviews

Riverfront Cottage with Hot Tub 1/4 mi from Beach

Guest favourite
A panoramic view of the Columbia River is captured from a private balcony, featuring a wooden railing and outdoor seating. The scene includes a dock extending into the river, with rustic buildings visible along the shore, framed by serene natural landscaping and distant mountains.
Cottage in Clatskanie
4.95 out of 5 average rating, 22 reviews

Sportsman Lookout - Columbia Riverfront/Dock

Superhost
A charming cottage exterior is presented with a green facade and a sloped roof. A small patio area features a round table and two chairs, surrounded by well-maintained grass. A barbecue grill is also visible to the left, set against a backdrop of trees.
Cottage in Fort Klamath
4.83 out of 5 average rating, 206 reviews

Cozy Cottage Close to Crater Lake

Guest favourite
The charming cottage features a white exterior with a distinctive sloped roof. A small front porch is adorned with greenery, while a winding path leads to the entrance. Surrounding trees and plants create a serene, natural setting.
Cottage in Yachats
4.95 out of 5 average rating, 165 reviews

Annandale Cottage near the river and the sea

Cabin rentals with a kayak

Top guest favourite
The cabin's exterior is illuminated by soft string lights, highlighting the log construction and expansive entrance. A stone pathway leads to a spacious patio area, surrounded by greenery and landscaping that complement the natural setting.
Cabin in Roseburg
4.99 out of 5 average rating, 104 reviews

Firewater Lodge Log Cabin

Top guest favourite
The living space features a high ceiling with exposed beams and large triangular windows that provide ample natural light. Stylish furniture, including a wooden sofa and mid-century chairs, is arranged around a simple area rug. A surfboard is mounted on the wall, adding a coastal vibe.
Cabin in Tillamook
5 out of 5 average rating, 79 reviews

Surfline Loft, A-Frame Cabin in Netarts

Top guest favourite
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
4.98 out of 5 average rating, 163 reviews

Riverfront Ski Cabin w/ HotTub & Dock

Guest favourite
The entrance features a wooden porch with a slatted railing, providing a welcoming access point. A pitched roof extends over the doorway, and greenery surrounds the cabin, enhancing the natural setting. Large windows offer views of the outdoors, complementing the cabin's warm wooden exterior.
Cabin in Klamath Falls
4.94 out of 5 average rating, 157 reviews

Cozy Cabin at Cherry Creek Ranch

Guest favourite
A tranquil sunset over Netarts Bay is captured, revealing a gradient of warm colors reflecting on the calm water. Silhouetted trees frame the image, creating a serene view that emphasizes the natural beauty of the area.
Cabin in Tillamook
4.88 out of 5 average rating, 421 reviews

Waterfront Netarts Bay, Oregon- The Pearl Cabin

Top guest favourite
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.
Cabin in Bend
4.92 out of 5 average rating, 106 reviews

Romantic Luxury w/Hot Tub, Amazing Lake Views

Top guest favourite
A spacious living area showcases large windows that provide panoramic views of the surrounding mountains. A stone fireplace stands as a focal point, complemented by comfortable leather sofas and a wooden coffee table. Natural light fills the room, enhancing the inviting wooden interior.
Cabin in Crescent
4.93 out of 5 average rating, 180 reviews

Luxury Chalet: Views, Hot Tub & Fireside Comfort

Guest favourite
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 Bend
4.88 out of 5 average rating, 297 reviews

Amazing, unobstructed River View Downtown Bend

Destinations to explore