Vacation rentals with a kayak in Southern Oregon

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Top-rated kayak rentals in Southern Oregon

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Guest favorite

Cottage in Glendale

4.92 out of 5 average rating, 329 reviews

★ Cowcreek Cottage off of I5★

A comfortable 2 bedrm a 𝐍𝐎𝐍 𝐒𝐌𝐎𝐊𝐈𝐍𝐆 home on 13 acres, all self-contained. All new major appliances. Peggy has made the kitchen a "cook's kitchen", to make cooking easy.We have added a pizza stone and Pizza paddle. The 1st bedrm has a king bed, the 2nd bedrm has 3 twin beds and a full sized bed. You have access to cow creek and our two ponds, We have kayaks and SUP paddle board for our guests and life vest all sizes. Hiking trail by Cow Creek, Tables &chairs 4 you camera at driveway entrance

Guest favorite

Cabin in Sunriver

4.96 out of 5 average rating, 108 reviews

Sunriver Ski Cabin Riverfront w/ HotTub & Dock!

Riverfront ski cabin w/ fantastic location! Conveniently located to Mt. Bachelor (20 min.) & the Sunriver Village (5 min). Take it easy @ this unique, round house perched over the Spring River w/ 2 levels of decking, porch, hot tub & private dock! Enjoy skiing, hiking & biking. Kayaks, SUP, canoe & bikes available for use (summer).Stunning 180 degree views of the river. Home is stocked w/ all the creature comforts. This home is truly a peaceful oasis for some fun and R&R! 1 dog limit, $100 fee.

Guest favorite

Home in Bend

4.97 out of 5 average rating, 141 reviews

Private Luxury w/Hot Tub on Pvt Lake Amazing Views

The private & spectacular Lakeside West Cabin (3 bedr/3.5 bath, sleeps 8) overlooks Tumalo Lake with cozy wood-burning stove, private hot tub, & amazing lake views. 12 mi to downtown Bend, 45 min to Mt Bachelor and 4 mi to Tumalo Falls. Immerse in nature and be as active as you choose: hiking, mountain biking, fishing, complimentary canoes, kayaks, SUPs, snowshoeing, sledding, hammock, horseshoe and corn hole game, shared fire pit. Need more or less space? We have 2, 4 and 6 - 8 bedroom cabins.

Guest favorite

Dome in Scottsburg

4.97 out of 5 average rating, 150 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 Christmas Valley

4.96 out of 5 average rating, 167 reviews

Aspen lake

Welcome to "Aspen Lake". In Christmas Valley. 2 bedroom, 1 bath single wide manufactured home, completely remodeled. Nestled in a grove of Aspen trees, on the lake. Enjoy the beautiful views, ducks, geese, many other birds and deer. Very peaceful and serene. There is a canoe and kayaks for your use on site, horseshoe pits, and fire pit (closed June-sep) Please bring your own wood. Please keep it small and don't use if windy. Cafes, bakery, and bar close by. Golf course about 1 1/2 miles.

Guest favorite

Cottage in Chiloquin

4.95 out of 5 average rating, 142 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!

Guest favorite

Home in Gilchrist

4.95 out of 5 average rating, 188 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!

Guest favorite

Guest suite in Oakridge

4.93 out of 5 average rating, 108 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.

Guest favorite

Guest suite in Sunriver

4.92 out of 5 average rating, 494 reviews

Pepper’s Place

Studio apt. No shared walls. 7-min drive from the Village at Sunriver on S Century, 20 mins to Bend. Close to the Deschutes river. SUPs (2), kayaks (2), floats, rafts and bikes (2 adult and 2 kid), snowshoes (4 pairs). Pepper is a golden/boxer mix who loves kids and dogs. 25-mins to skiing at Mt. Bachelor. Private marina access in Oregon Water Wonderland. Pet friendly (no fee), fenced, hot tub, fire pit, horse shoes, putt putt, disc golf, movie theatre/golf sim (game room) upon req.

Guest favorite

Rental unit in Chiloquin

4.89 out of 5 average rating, 698 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 favorite

Cabin in Bend

4.91 out of 5 average rating, 113 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!

Guest favorite

Guesthouse in Roseburg

4.93 out of 5 average rating, 198 reviews

Riverfront Flower Farm Retreat

Welcome to Rustic River Farms! Situated on 5.5 acres in wine country along the Umpqua River, our riverfront guest house offers a quaint, quarky space to unwind. During summer months you can take in the views of lavender and seasonal flowers in our field. We are also in the heart of some awesome fish runs. A perfect base camp for the fisherman or couples looking for a quiet retreat, which can also accommodate 1 adult or 2 children on the sleeper sofa.