
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.

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!

Adventure Retreat - Sunriver/Bachelor/Waterfront
Our home is special for its location providing easy summer access to water on the Deschutes River and easy winter access to snowy adventures on Mt Bachelor. Summer months are booked early by guests who love our peaceful water views and access to their private dock, kayaks & bicycles. Our winter months welcome guests looking to experience snowy pines and easy access to Mt Bachelor's powdery slopes and surrounding trails. Summer or winter guests celebrate our pristine hot tub, morning to evening.

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.

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.

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

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.

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 & 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!

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!

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!

Romantic Luxury w/Hot Tub, Amazing Lake Views
Stunning, romantic luxury cabin (2 bedr 2.5 bath, sleeps 5) on private Tumalo Lake w/cozy wood-burning stove, private hot tub, fire pit and 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, skiing, snowshoeing, hammock, horseshoe and corn hole game. Need more space? We also have 3, 4 and 6 - 8 bedroom cabins.

Guest House at Lake Rivendell - Entire Upper Level
If you like open spaces and beautiful rim property views of the mountains and gorgeous morning sunrises and evening sunsets, walks around a ten acre walking path, access to a relaxing private lake, views of pastures where sheep (and lambs in the spring) graze and the view of pretty hens pecking around for bugs and worms providing you with farm fresh eggs for breakfast...then this is the place for you. We are pet friendly but have a two dog limit!

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.
Popular amenities for Eastern Oregon kayak rentals
Holiday House Rentals with a Kayak

Columbia River Retreat

Sunriver Luxury Family Home at Caldera Springs

Downtown Pine Mountain Paradise

Wooded river retreat near Sun River & Bend

Pet-Friendly Riverfront Home w/ Deck

Riverfront Getaway

Best for Old Mill:River Trail, Views & Town

Pet Friendly Rancho Reata Retreat
Cabin rentals with a kayak

Riverwoods A-Frame

Mill Cabin at Deschutes Dunes River/ beach access

Cute, Pet Friendly Cabin with Hot Tub

Summer Waterfront Fun with Hot Tub & Water Toys

Luxury cabin near Tamarack

Family Friendly Log Cabin w/ Game Room Near Skiing

Wolf Creek Cowboy Cabin

On Deschutes River | Kayak | HotTub | EVCharger
Other holiday rentals with a kayak

The Guest House at the Farmhouse

Luxury Lakefront Home!

Riverfront Retreat near Bend's Drake Park

The Country House

Cascade Pines - Mountain View - EV Charger - Sauna

Peaceful Hobby Farm, Gateway to Outdoor Adventure

Mt. Bachelor & Sun River Get Away - 2025 Upgrades

The Guesthouse Retreat at Wild River
Destinations to explore
- Seattle Holiday rentals
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