Holiday rentals with a kayak in Southern Oregon

Find and book unique kayak rentals on Airbnb

Top-rated Accommodation with a Kayak in Southern Oregon

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

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Guest favourite

A two-story white house with a sloped roof is set against a clear blue sky. Green grass covers the lawn, and tall pine trees provide shade. A wooden deck with railing is visible, along with a path leading to the entrance.

Home in La Pine

4.79 out of 5 average rating, 129 reviews

Little House on the River near Bend and Sunriver

Take it easy at this unique and tranquil getaway by the river and away from the hustle and bustle of urban life. Smell the fresh air and enjoy a view of the Milky Way. Sit on the river bank and eat lunch or read a book...or take a nap! Cross country ski the property's trail in the winter or spend the night after a great day on the slopes of Mount Bachelor ski resort. Take a day trip to Benham Falls, Crater Lake, Newberry Crater or the high Cascade lakes and trails. A pet is allow for a fee.

ValueLocationIndoor spaces

Top Guest favourite

A wooden cabin with a shingled exterior is set against a backdrop of tall conifer trees. The porch features a green railing, with a few steps leading up to the entrance. Sunlight filters through the trees, illuminating the cabin's rustic charm.

Guesthouse in Agness

4.98 out of 5 average rating, 172 reviews

Remote Riverfront Retreat 1 Bedroom Country Cabin

Escape to this beautiful and spacious cabin nestled aside the Mighty Rogue River. Let the sound of the river take you away from the hustle and bustle of city life. Located in the Wild & Scenic River Area of the Rogue River - Siskiyou National Forest, outdoor adventure awaits!! Cast your line for renowned Chinook Salmon Fishing or take a hike on many nearby trails. Pack a picnic and cool off in the beautiful clear blue water. Whatever your interest, you’ll find no shortage of outdoor activities.

Outdoor spacesValuePets

Top Guest favourite

An open interior of a modern yurt is shown, featuring a kitchen island with bar stools, wooden cabinetry, and a cozy seating area. Large windows allow natural light to fill the space, highlighting the unique vaulted ceiling and bamboo flooring.

Yurt in Eagle Point

4.96 out of 5 average rating, 285 reviews

Starlight Meadow Yurt

The yurt is a modern, light, space with a deck. It's nestled between a mixed conifer forest and Starlight Meadow. We're at the end of a private road on 20 acres. The property is gated for your comfort and peace of mind. There's a large trampoline at the edge of the meadow perfect for stargazing and sunsets. The creek flows October thru June depending on rainfall. Six miles from Shady Cove where you'll find restaurants and a grocery store. 40 miles to Crater Lake. 26 to Ashland. Treat yourself!

ValueOutdoor spacesLong stay

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, 170 reviews

River Run Bend Bungalow & Romantic Spa Grotto

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

Outdoor spacesValueHot tub

Top Guest favourite

A snow-capped mountain rises majestically against a clear blue sky, with a foreground of sparse trees and shrubs. The landscape includes a rustic wooden fence, framing the vibrant natural scenery and highlighting the tranquility of the area.

Guest suite in Bend

4.98 out of 5 average rating, 129 reviews

Paradise Found Near Sunriver & Big Deschutes River

Enjoy the entire spacious second floor in our beautiful custom home in the Sunriver area; includes 2 bedrooms, bath, bonus room with kitchen, loft.a huge landscaped fenced back yard with hot tub,fire pit,lots of seating that backs up to forest service land for you to enjoy.. Minutes from Sunriver Resort, one block from the Deschutes River, 30 min to Mt. Bachelor Enjoy the many rivers, lakes and hiking . We love sharing our home to quests . We live in the home but give our guests privacy.

Outdoor spacesLocationLaundry

Top 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, 254 reviews

Studio between Bend and Crater Lake on the water

Make some memories at this unique and family-friendly place. In the summer this 12 acre compound has numerous activities to keep you busy. Heated swimming pool, hot tub, tennis and basketball courts, badminton, volleyball bicycles, and lots of water toys…paddle boards, pedal boat, kayaks, and pontoon boats. Winter heated pool and hot tub, large fire pit and seasonal snow. Willamette pass 20 min. Wildlife very abundant, and a working lumber mill across the water. Sunsets are usually gorgeous!

ValueOutdoor spacesHeating

Top Guest favourite

An insulated dome interior showcases a cozy space with a plush brown blanket draped over a spacious bed. A stone hearth is centrally positioned, with wood-fired heating. Two tall tables with chairs and a sectional sofa are located near expansive windows that provide views of the outdoors.

Dome in Scottsburg

4.97 out of 5 average rating, 181 reviews

Tide's Reach of the Umpqua

All it's own type thing, in it's own type place, a unique RIVERSIDE GLAMP! Nooked in Oregon Coastal Mountains at edge of inland tidal waters. Set to the background of a small historic rural town, 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!

LocationOutdoor spacesGetting around

Guest favourite

Home in Shady Cove

4.92 out of 5 average rating, 164 reviews

The Shady Knoll | Crater Lake Basecamp | Hot Tub

Unwind on a fenced, gated acre just up from the Rogue River. Private year-round hot tub, fire pit, BBQ & string lights over a huge lawn. Updated home w/ king suite, spa-style rainfall shower, fast wifi (150+ Mbps) & 2 workspaces. Raft or fish world-class Chinook & steelhead water minutes away, Lost Creek Lake in 10, Crater Lake in about an hour, and tons of waterfalls and hikes under an hour. Mornings: Coffee on the deck. Nights: stargazing from the hot tub. Your Southern Oregon basecamp.

ValueOutdoor spacesFamily

Superhost

A wooden railing balcony offers a view of a lake with mountains in the background. Two glasses of red wine and a bottle are placed on the railing, capturing a serene moment during sunset with soft light reflecting on the water.

Apartment in Chiloquin

4.87 out of 5 average rating, 835 reviews

Agency Lake Front Apartment

Lakefront with beautiful view across Agency Lake to the mountains surrounding Crater Lake! This upstairs apartment has one good sized bedroom, with skylights, a desk area and a flat screen TV. A full kitchen is stocked with dishes, pots and pans, glasses and silverware, plus extras. A hide-a bed sofa is in the living room, with a comfortable reading area. The bathroom has a stand up shower. Loaner kayaks in summer months, sled in winter. 30 minutes to beautiful Crater Lake park boundary.

LocationOutdoor spacesBathroom

Top 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

4.94 out of 5 average rating, 265 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!

Outdoor spacesValueSkiing

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

4.98 out of 5 average rating, 245 reviews

Riverfront Hideaway - Hot Tub - Private Entrance

Kick back and relax in this calm, stylish retreat tucked along the river in the heart of wine country. With peaceful river views and private river access just steps away, you’ll feel immersed in nature—yet still enjoy the convenience of being only a quick 10-minute drive into town. Fishing, agriculture, local activities, and abundant wildlife surround our tranquil hideaway, and it’s easy to see why we fell in love with this special place. Come unwind and soak in the serenity.

Outdoor spacesValueBackyard

Guest favourite

Cabin in Lakeside

4.94 out of 5 average rating, 142 reviews

Secluded Lakefront Mini-Cabin W/ Paddleboards

Remote lakefront retreat—boat access only. We provide all arrival details after booking. Tucked away on North Tenmile Lake, this peaceful mini-cabin is perfect for a romantic escape or quiet writer’s retreat. Features a full kitchen, full bathroom with shower/tub combo, loft with king bed and lake views. Enjoy a private dock, paddleboards, high-speed WiFi, fishing, stargazing, and morning coffee by the water. The perfect mix of peace, privacy, and nature.

LocationValueBeach