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Holiday rentals with a kayak in Southern Oregon

Find and book unique kayak rentals on Airbnb

Top-rated rentals with kayak in Southern 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!

Guest favourite
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
4.94 out of 5 average rating, 124 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/

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, 280 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!

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

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

Kayaks, internet and nature! Basecamp for Crater Lake, Diamond Lake & the Klamath Basin! Make some memories at this clean, cozy, family and pet friendly 2 bedroom cottage. Kitchen & BBQ are fully stocked and this well appointed living space is a perfect place to relax after a day outside or for remote work! Curl up by the fire in the evening or head out to town! This cottage is in the forest near Spring Creek for kayaking. Enjoy the dock from that is shared with our cabin next to the creek!

Top guest favourite
A serene landscape is captured showing a white treehouse nestled among tall trees. The single-story house features a sloped roof with solar panels. Vibrant flowers line the grassy area in front, with a backdrop of lush green forests under a clear sky.
Guest suite in Oakridge
4.93 out of 5 average rating, 146 reviews

The Red Door Retreat at Our Shangra la

The Red Door Retreat is part of Our Shangra la LLC. We overlook the Circle Bar Golf course. Quiet, water features on four sides. 6 month creek flows into the North Fork of the Willamette. Tree frog pond and waterfall in the Grape arbor. We put up our own grape juice. Heated Exercise Pool with a current also enclosed to keep the pool area pleasant. A HOT SPRINGS hot tub. Multi car parking. Koi and frog pond. A Treehouse with stairs and adult swing set.

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.
Flat in Chiloquin
4.89 out of 5 average rating, 784 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.

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.

Top guest favourite
A modern two-story Bardominium is displayed, featuring a spacious exterior with a white facade and wooden accents. Two large black garage doors are positioned at the front, complemented by tall pine trees in the background and a clear blue sky above.
Home in Crescent
4.99 out of 5 average rating, 123 reviews

Crescent Butte Barndominium with Disc Golf

Take advantage of low Spring prices! Our 2 bed, 2 bath Bardominium is filled with extras including a sledding hill, snowshoeing on the property, private 9 hole disc golf course and a Level 2 EV Charger. Enjoy the view of Diamond Peak, hiking in the Gilchrist State Forest right out the door. We are about 45 miles to the N. entrance of Crater Lake. The "Barn" is perfect for 2 couples, or families. Enjoy this upscale country setting.

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

Escape to our luxurious chalet on 3+ wooded acres with panoramic views. Enjoy a fully equipped kitchen, high-speed internet, hot tub, BBQ, AC, fireplaces, TV with streaming, washer/dryer, and pet-friendly policy. Near Crater Lake, indulge in summer lakes and winter ski resorts. Experience ultimate relaxation in our serene forest retreat with top-tier amenities and unbeatable access to outdoor adventures

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

Firewater Lodge is our father's dream, and our family's gift to you. This cabin retreat has access to outdoor activities, wine tasting, mushroom foraging, hiking, fishing, and wildlife watching (including Wildlife Safari). We personally know the area and will make it our priority to make your stay a unique, one-of-a-kind experience.

Popular amenities for kayak rentals in Southern Oregon

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