Holiday rentals with a kayak in Eastern Oregon

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Top-rated Accommodation with a Kayak in Eastern Oregon

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

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Guest favourite

A charming cabin is nestled among tall evergreen trees, surrounded by lush greenery. A stone pathway leads to the entrance, which features a wooden porch and sturdy door. The peaceful setting evokes a sense of seclusion and connection with nature.

Cabin in Donnelly

4.86 out of 5 average rating, 419 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!

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, 178 reviews

Riverfront Cabin w/ Private Dock & HotTub

Riverfront cabin w/ fantastic location! Conveniently located to the Sunriver Village (5 min) & Mt. Bachelor (20 min). Take it easy @ this unique, round house perched over the Spring River w/ 2 levels of decking, hot tub & private dock! Enjoy H20 activities, hiking & biking. Kayaks, SUP, canoe & bikes available during summer.Stunning 180 degree views of the river. House is well stocked w/ all the creature comforts. This home is truly a peaceful oasis for some fun and R&R! 1 dog limit, $100 fee.

Top Guest favourite

A private outdoor deck features a hot tub positioned near the water's edge. Surrounded by tall trees, the area offers scenic views of the river and surrounding wetlands. Comfortable seating is available nearby for relaxation.

Home in Bend

4.92 out of 5 average rating, 166 reviews

Big River Getaway *Spectacular Riverfront Property

DCCA #742522 Magical location w/ over 100 ft of frontage on the Deschutes River. This 2-story, classic NW contemporary 3 bedroom, 2 bathroom home is an outdoor enthusiast's dream. Relax in the hot tub located 40 feet from the water's edge with spectacular panoramic views of the river and natural wetlands. The house is complete with a canoe, two-man kayak, and tubes for enjoying the beautiful Deschutes from your private boat ramp. Conveniently located just 8 mins from the amenities of Sunriver.

Top Guest favourite

Lush green grass extends beneath tall trees along the riverbank, with soft shadows created by the sunlight filtering through the branches. Several ducks are seen gracefully walking on the vibrant lawn, contributing to the tranquil natural setting.

Home in Bend

4.98 out of 5 average rating, 132 reviews

Riverfront Lodge

The house sits on an acre of land right on the Deschutes river with over 200 ft of frontage. With private dock, kayaks, canoes and a row boat, you can enjoy the river and the wonderful view. Two large decks with furniture and fire pit are great for outdoor BBQ's and just watching the wildlife. Otters, beaver, deer, ducks, geese and swans make the back yard their home. There are 6 bikes, river tubes and a ping pong table in the garage. Come and enjoy, I guarantee you will want to come back!

Guest favourite

A spacious studio apartment is shown, featuring a combination of cozy seating and a dining area. Natural light fills the room through glass doors that lead outside. A bed is visible in the background, creating a functional and inviting living space.

Guest suite in Sunriver

4.91 out of 5 average rating, 637 reviews

Pepper’s Place

Private marina & hot tub — cozy studio Apt with no shared walls. 7-min drive to the Village at Sunriver via S. Century, 20 mins to Bend, 25 minutes to Mt. Bachelor. SUPs (2), kayaks (2), floats, rafts, and bikes (2 adult + 2 kid), snowshoes (4 pairs). Pepper is a friendly golden/boxer mix who loves kids and dogs. Pet friendly (no fee), fenced yard, hot tub, propane and wood fire pits, OWW. Sound-deadened movie theater and foosball room available upon request. Backyard is shared with Pepper.

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, 147 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!

Top Guest favourite

The modern A-frame cabin is set amidst tall pine trees, displaying a striking black exterior. Tall, triangular windows allow natural light to brighten the interior. A spacious deck wraps around the cabin, offering an ideal spot for outdoor relaxation.

Cabin in Sisters

4.93 out of 5 average rating, 139 reviews

Popular BBR A-Frame | 2 golf courses | 5 pools

Welcome to Your Modern A-Frame Cabin at Black Butte Ranch! - Accommodations: Sleeps 8 in 2 queen bedrooms and a 2 twin loft, and trundle downstairs - Amenities: Relax in the living area with a Roku TV; the chef's kitchen makes meal prep easy, and self check-in ensures a smooth arrival - Sunny Recreation: Access to 6 pools, including the nearby Paulina pool, plus golf, pickleball, horseback riding, and hiking - Winter Fun: 20m drive to HooDoo Ski Resort Book your unforgettable getaway today!

Guest favourite

A charming Craftsman bungalow is surrounded by lush greenery and well-maintained landscaping. A brick pathway leads to the entrance, showcasing a mixture of shrubs and small trees. An American flag is displayed on the porch, adding a welcoming touch to the exterior.

Bungalow in Bend

4.9 out of 5 average rating, 388 reviews

Location! Bungalow River & Beach Access

Welcome to our 1918 Bungalow on Riverfront Street. This simple, no frills one bedroom, one bath sleeps two to three. Enjoy a fully equipped kitchen, floor to ceiling river rock gas fireplace, inviting front porch, back deck with propane BBQ, table/ chairs. The Bungalow has a peek of the river, as it is considered the "guest house" to the larger "main house" it shares the lot with. Enjoy low bank river access to launch your kayak. Park the car and experience the best Bend has to offer.

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, 250 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 cozy interior of a tiny home is displayed, featuring wooden walls and a well-equipped kitchen with a sink. A dark sofa with colorful cushions sits adjacent to a plush area rug. Natural light filters through windows, enhancing the inviting atmosphere.

Tiny home in White Salmon

4.96 out of 5 average rating, 428 reviews

Tiny Home for Big Gorge Living

Experience the Tiny Home life (without getting rid of your stuff!) Our tiny home is 8'x22' with queen-sized loft bedroom. Lots of natural light and breezy. Access to loft is via a staircase and the main floor has a sofa bed, kitchen with cooking supplies, and a fridge/freezer. Smart TV. Also has a bathroom with shower, sink, & flushing toilet. Perfect place for launching into the Gorge for wineries, weddings, windsports, or visiting friends.

Guest favourite

An aerial view of a red roof A-frame cabin surrounded by lush greenery. A gravel path leads to the entrance, while tall trees provide a natural border. The bright sunlight illuminates the scene, showcasing the peaceful setting near Cascade Lake.

Cabin in Donnelly

4.92 out of 5 average rating, 369 reviews

Cozy A-Frame w Hot Tub, 4 Min to Lake, Fast Fiber

A red roof A frame, two bedroom cabin in a peaceful Donnelly neighborhood just a 4 minute drive from Cascade Lake. Soak in the hot tub on the wraparound porch, watch the stars, and enjoy filtered views of West Mountain through the trees. Inside you will find comfortable beds, a well stocked kitchen, modern amenities, and fast fiber internet. Ideal for couples, families, and small groups exploring Cascade Lake, McCall, Tamarack, and Brundage.

Guest favourite

Home in Christmas Valley

4.96 out of 5 average rating, 191 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.