
Holiday rentals with a kayak in Deschutes River
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Top-rated Accommodation with a Kayak in Deschutes River
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

Three Rivers Chalet | 30 min to Bachelor | Hot Tub
Welcome to our waterfront chalet, situated on a peaceful wooded lot overlooking a canal that leads out to the Deschutes River, just a 2 min paddle away. Whether you're seeking a relaxing getaway, fishing, biking, hiking, off-roading, or snow activities, this chalet offers everything you need, including a hot tub and complementary kayaks & canoes. Conveniently located, we're 10 min from Sunriver, 25 min to Bend, and 30 min to Mt. Bachelor. Your perfect adventure awaits! IG @threeriverschalet
LocationOutdoor spacesComfort

Little House on the River near Bend and Sunriver
Take it easy at this unique and tranquil getaway by the river and away from the hustle and bustle of urban life. Smell the fresh air and enjoy a view of the Milky Way. Sit on the river bank and eat lunch or read a book...or take a nap! Cross country ski the property's trail in the winter or spend the night after a great day on the slopes of Mount Bachelor ski resort. Take a day trip to Benham Falls, Crater Lake, Newberry Crater or the high Cascade lakes and trails. A pet is allow for a fee.
Outdoor spacesValueBathroom

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.
ValueOutdoor spacesHospitality

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
Outdoor spacesValueNearby

Beautiful, Magical, Treehouse
"Glamping at its' best"! 16' x 16' TreeHouse, suspended between 3 large fir trees, queen size bed, loft w/2 twin beds, composting toilet, much more, situated on 20 acres with a pond. Gas heater, mini-fridge, microwave, coffee pot. IMPORTANT: this is a Tree House! Going up the spiral staircase is an adventure in itself, so pack small bags (or packs) (large suitcases are not appropriate). Be sure to look at the pictures & read our reviews... that provides the most information. Happy Travels!
Outdoor spacesValueAccuracy

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!
ValueLocationComfort

Paradise Found Near Sunriver & Big Deschutes River
Enjoy the entire spacious second floor in our beautiful custom home in the Sunriver area; includes 2 bedrooms, bath, bonus room with kitchen, loft.a huge landscaped fenced back yard with hot tub,fire pit,lots of seating that backs up to forest service land for you to enjoy.. Minutes from Sunriver Resort, one block from the Deschutes River, 30 min to Mt. Bachelor Enjoy the many rivers, lakes and hiking . We love sharing our home to quests . We live in the home but give our guests privacy.
Outdoor spacesLocationIndoor spaces

RoofTop FirePit, HotTub & Outdoor Theater
Our large (1,500sq ft) space (private access), has a bedroom, bathroom, living room w/ a fireplace, hot tub, full gym as well as a kitchenette w/ full sized fridge, keurig, microwave, air fryer, toaster oven, single burner, and laundry facility. Smart tvs, hammocks and a rooftop firepit are in the outdoor entertainment area. LGBT & BIPOC friendly. Gym, hot tub and laundry are shared with owners but guests have priority access. Close to Mt Hood Wilderness (45mins) & Downtown Portland (15mins).
ValueOutdoor spacesLaundry

FLOAT THE RIVER! River, Beach Access Downtown Bend
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.
Outdoor spacesValueCheckout

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!
LocationOutdoor spacesBackyard

Riverfront Cabin
This cozy retreat offers the perfect blend of comfort and natural beauty, making it an ideal getaway for families and friends. Nestled on the banks of the Deschutes River, this rental house offers breathtaking views and a serene atmosphere. With two bedrooms, a sleeping loft, and two bathrooms, it comfortably accommodates eight guests who desire a peaceful escape. The home provides comfortable beds, local photography, a hot tub, SUPs and kayaks, games for endless family fun.
LocationOutdoor spacesAmenities

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.
LocationOutdoor spacesAccess
Popular amenities for Deschutes River kayak rentals
Holiday House Rentals with a Kayak

Big River Getaway *Spectacular Riverfront Property
ValueOutdoor spacesCheck-in

Sunriver Luxury Family Home at Caldera Springs
ValueOutdoor spacesBiking

Downtown Pine Mountain Paradise
ValueLocationLayout

Loaded 3 Bd Hot Tub/Bikes/Kayaks/SHARC
ValueOutdoor spacesLayout

Hot tub, Sunroom, Aquarium, Spacious kitchen, Deck
Outdoor spacesValueHospitality

Pet-Friendly Riverfront Home w/ Deck
LocationValueGetting around

Camas Lakehouse With Private Hot Tub
ValueLocationWalkability

Deschutes River Getaway-near Bachelor & Sunriver
Outdoor spacesLocationFamily
Cabin rentals with a kayak

Sunriver cabin near Mt. Bachelor
LocationOutdoor spacesCondition

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

Riverfront Cabin w/ Private Dock & HotTub
LocationValueQuiet

Cozy Cottage near Mt. Hood
LocationOutdoor spacesBathroom

On Deschutes River | Kayak | HotTub | EVCharger
LocationOutdoor spacesHiking

Riverwoods A-Frame
LocationOutdoor spacesKitchen

Summer Waterfront Fun with Hot Tub & Water Toys
LocationOutdoor spacesBarbecue

Waterfront Log Cabin - Sunriver
Outdoor spacesValueIndoor spaces
Other holiday rentals with a kayak

Cozy Queen, Private Bathroom and Entryway
LocationOutdoor spacesWi-Fi

Willamette Riverfront Cottage near Portland
LocationValueHospitality

Riverfront Cottage | Miller's Landing
LocationOutdoor spacesBarbecue

Pepper’s Place
Outdoor spacesLocationPets
Underground Art Suite
LocationOutdoor spacesCheck-in

The Red Door Retreat at Our Shangra la
LocationOutdoor spacesBathroom

River Garden Cottage.
Outdoor spacesValueBackyard

Country House Condo with a View
LocationValueHeating
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- Rentals with a kayak Oregon
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- Timberline Lodge
- Mt. Bachelor Ski Resort
- Hoodoo Ski Area
- Metolius River
- Smith Rock State Park
- Tamolitch Falls
- Bagby Hot Springs
- Breitenbush Hot Springs
- High Desert Museum
- Belknap Lodge & Hot Springs
- Dee Wright Observatory
- Mt. Hood Meadows
- Riverbend Park
- Sun Mountain Fun Center
- Crescent Moon Ranch
- Mt. Hood Skibowl
- Old Mill District
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