
Holiday rentals with a kayak in Bend
Find and book unique kayak rentals on Airbnb
Quick stats about holiday rentals with a kayak in Bend

Total holiday rentals
Explore 30 holiday rentals in Bend

Nightly prices starting at
Bend holiday rentals start at $102 SGD per night before taxes and fees

Verified guest reviews
Over 3,300 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
30 of Bend holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Bend rentals

4.9 Average rating
Bend stays are highly rated by guests – averaging 4.9 out of 5!

Nearby attractions
Bend’s top spots include Old Mill District, Drake Park and Pilot Butte
Top-rated rentals with kayak in Bend
Guests agree: these rentals with 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 spacesWalkability

On Deschutes River | Kayak | HotTub | EVCharger
Make some memories at “YourRiverfrontRetreat”, a unique and family-friendly place . This cabin is located on the Deschutes river with a private dock and access - with provided kayaks, canoe, paddleboards and tubes. It is 30 minutes from Mount Bachelor and 8 min from the Sunriver resort, with tons of access to the outdoors. Enjoy your private hot tub and fire pit after a fun filled day. Enjoy the beautiful starry sky on a clear night. A perfect place to relax, spend time with family/friends, and/
Outdoor spacesLocationWifi

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.
Outdoor spacesLocationIndoor spaces

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.
Outdoor spacesLocationFamily

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.
ValueLocationQuiet

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!
LocationOutdoor spacesBreakfast

Sunriver cabin near Mt. Bachelor
Come enjoy a get-away in Sunriver where you can relax and unwind or explore all that Central Oregon has to offer. The Cabin on Cooper is ideally located only minutes away from the Deschutes River, golf courses, shopping, Mt. Bachelor, and the Cascade Lakes making it the perfect retreat for large groups, corporate events, and families. When you return from your adventures, enjoy the hot tub and cozy atmosphere, or get competitive with a game of wiffle ball or miniature golf in the backyard.
ValueLocationCheck-in

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 spacesSkiing

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.
ValueLocationHiking

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.
LocationOutdoor spacesHeating

The Land of Aus
The Land of Aus is your quick ticket to relaxation. This charming rustic mountain home is less than a 5 minute walk from the Deschutes river and has everything you need to find solitude and tranquility. Amenities to help you unwind include a hot tub with delightful canal views, a cozy fireplace, clawfoot tub and a Finnish sauna to help sooth those muscles after a long day in the Central Oregon Outdoors.
Outdoor spacesValueHeating

Bend Waterfront Home: Hot Tub, Walk to Town
Waterfront Luxury in Downtown Bend w/ Private Hot Tub & River Access Indulge in waterfront bliss on Mirror Pond. Soak under the stars in the brand-new private hot tub, launch paddle boards directly from the backyard, or take a 5-minute stroll to downtown Bend’s top breweries and restaurants. Perfectly tailored for mountain adventures, river days, and relaxing group retreats. License Number: STR-18-1015
LocationValueSleep quality
Popular amenities for kayak rentals in Bend
House rentals with a kayak

Best for Old Mill:River Trail, Views & Town
ValueOutdoor spacesHospitality

Downtown Pine Mountain Paradise
LocationOutdoor spacesAir conditioning

Little House on the River near Bend and Sunriver
ValueOutdoor spacesRiver

Wooded river retreat near Sun River & Bend
Outdoor spacesValueComfort

Large Black Bear Cabin in Three Rivers w/ wildlife
LocationOutdoor spacesLayout

Loaded 3 Bd Hot Tub/Bikes/Kayaks/SHARC
Outdoor spacesLocationCheck-in

Treehouse Retreat • Hot Tub • Near Sunriver
Outdoor spacesValueWalkability

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

Black Butte Ranch A-Frame · Pools, Golf, Sleeps 8
Outdoor spacesLocationShared spaces

Waterfront Log Cabin - Sunriver
LocationValueBack garden

Custom Built Log Cabin Deschutes River, floating
LocationOutdoor spacesFamily

Deschutes Riverfront Home with A/C, Game Room, Hot
LocationValueHiking

Summer Waterfront Fun with Hot Tub & Water Toys
Outdoor spacesLocationBiking

Sunriver/Bachelor *RiverFront* Cabin
LocationOutdoor spacesNearby

Risa Cabin: Main Lodge | Private Lake, Hot Tub, 9
LocationCleanlinessView

Black Butte Ranch Ridge Cabin 014
HospitalityNearbyCheck-in
Other holiday rentals with a kayak

Chalet del Sol - Hot Tub - Ping Pong - Fire pit
Outdoor spacesValueTV

Cozy Queen, Private Bathroom and Entryway
ValueLocationHospitality

Luxurious Private Tumalo Suite Nestled in Trees
ValueLocationCheckout

Pepper’s Place
ValueOutdoor spacesHiking

Paradise Found Near Sunriver & Big Deschutes River
Outdoor spacesValueFamily

Country House Condo with a View
Outdoor spacesLocationGetting around

A Luxury Retreat in Bend’s Most Desirable Location
Outdoor spacesLocationAccuracy

Riverfront • Private Dock • BBQ • Cozy Retreat
LocationOutdoor spacesView
When is the best time to visit Bend?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $203 SGD | $212 SGD | $203 SGD | $182 SGD | $245 SGD | $342 SGD | $297 SGD | $299 SGD | $222 SGD | $207 SGD | $178 SGD | $215 SGD |
| Avg. temp | 2°C | 3°C | 5°C | 8°C | 12°C | 16°C | 20°C | 19°C | 15°C | 9°C | 4°C | 0°C |
Destinations to explore
- Seattle Holiday rentals
- Portland Holiday rentals
- Boise Holiday rentals
- Eugene Holiday rentals
- Lincoln City Holiday rentals
- Seaside Holiday rentals
- Tacoma Holiday rentals
- Leavenworth Holiday rentals
- Cannon Beach Holiday rentals
- Rockaway Beach Holiday rentals
- Port Angeles Holiday rentals
- Sunriver Holiday rentals
- Rentals with a hot tub Bend
- Hotel rooms Bend
- Flat rentals Bend
- House rentals Bend
- Cabin rentals Bend
- Rentals with a sauna Bend
- Guest house rentals Bend
- Apartment rentals Bend
- Ski-in/ski-out rentals Bend
- Waterfront rentals Bend
- Cottage rentals Bend
- Rentals with an accessible-height toilet Bend
- Serviced apartment rentals Bend
- Rentals with breakfast Bend
- Private suite rentals Bend
- Townhouse rentals Bend
- Family-friendly rentals Bend
- Rentals with pools Bend
- Pet-friendly rentals Bend
- Rentals with lake access Bend
- Rentals with a kayak Deschutes County
- Rentals with a kayak Oregon
- Rentals with a kayak United States





