Vacation rentals with a kayak in Eastern Oregon

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Top-rated kayak rentals in Eastern Oregon

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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

Guest suite in Bend

4.99 out of 5 average rating, 179 reviews

Luxurious Private Tumalo Suite Nestled in Trees

The Treehouse Guest Suite is nestled in the trees in the beautiful community of Tumalo, Oregon! Tumalo, a short 10 minute drive west of Bend, is well known for its beauty to include easy access to hiking and biking trails. Your second floor craftsman style guest suite is surrounded by trees and includes a private entrance, garage, and deck. Our farm has scenic views of the Cascade Mountains. During the summer, guests can enjoy our English Country Garden, swimming pond, and Alpacas in the field.

Guest favorite

Cabin in Donnelly

4.86 out of 5 average rating, 358 reviews

Beautiful cabin by Tamarack Resort & Cascade Lake

Stonewood Creek is the perfect combination of rustic appeal & comfortable living. The cabin sits on a stunning 1/2 acre park-like setting with a creek running through it, a tranquil 2 min walk to breathtaking view of Cascade Lake & Salmon River Mtns. First floor is a spacious studio with full bed, couch, dining area, kitchen, full bath. Separate entrance basement has full-sized bunk bed, sofa, and love seat. It is complete with fire pit, patio, walk to fishing bridge & 5 min drive to boat docks!

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

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

Home in Prineville

4.97 out of 5 average rating, 113 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!

Guest favorite

Home in Gilchrist

4.95 out of 5 average rating, 189 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 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

Cabin in Donnelly

4.93 out of 5 average rating, 280 reviews

Cozy A-Frame cabin by lake - Hot Tub & Starlink

A red roof A-frame, two bedroom cabin located in a peaceful area near Cascade Lake. Enjoy the hot tub on the wrap around porch and take in the stunning view of West Mountain. This cozy cabin has most modern amenities you would expect in a new home but still retains the "cabin in the mountains" feel. You can pretend to be off the grid, relax and watch movies all weekend, spend a week working remotely or use it as a base camp for all your outdoor adventures.

Guest favorite

Home in Bend

4.97 out of 5 average rating, 116 reviews

Drake Park Cottage in the Heart of Bend

This location can’t be beat! The cottage is steps away from Drake Park and the river as well as walking distance to downtown. Enjoy summer festivals in the park, floating or stand up paddleboard on the river. Located in the historic parks district, this property is quiet and comfortable yet close to all the action. Guests have been coming back year after year to enjoy this unique vacation spot. It’s a gem! SORRY NO PETS and NO SMOKING.