Vacation rentals with a kayak in Bend

4.88 out of 5 average rating, 347 reviews

Waterfront Home/Private Dock/Kayaks near Sunriver

You will love the peaceful, natural setting waiting for you at Three Rivers Retreat. Fully equipped with amenities for you to enjoy, our home will welcome you and invite you to return again and again. Its location offers exciting seasonal access to the Big Deschutes River, Mt. Bachelor, and Sunriver. Enjoy the comfort and serenity waiting for you at this peaceful home with views to the Big Deschutes River. Watch ducks stirring the water or a heron standing nearby. Listen to geese pierce the calm as you absorb the tranquil beauty of this natural setting. With easy access to Mt. Bachelor, come and experience some of the best snowboarding or skiing in the West. As the snow melts, visit one of the beautiful Cascade Lakes or just paddle away from your own private DOCK. Six kayaks, adult life jackets, and paddles are provided. The Big Deschutes River is renowned for kayaking, rafting, and fishing. Settle in and make yourself cozy, nestled within the Deschutes National Forest. Relax under the pines in a beautiful 7-person Caldera HOT TUB. Let Three Rivers Retreat be your point of departure for adventures and relaxation your memory will treasure. Nightly rates include access to Wi-Fi, Netflix and other Smart TV apps, private Caldera hot tub, premium in-house laundry facilities. Additional amenities include 3 comfortable queen beds, 1 queen futon, 2 full baths, a fully stocked kitchen, open floor-plan, 5 seat breakfast counter, 6 seat dining table, dishwasher, circular drive, private boat dock (seasonal: May through September), community boat launch nearby (12 month), and Weber barbecue. Come and enjoy! Two-night minimum; Specific notes: Enjoy a short walk to the neighborhood boat launch on Snow Goose Place. From the home's driveway, turn right and continue to the stop sign at Snow Goose Rd. Turn left on Snow Goose Rd and continue to the second left at Snow Goose Place. The boat launch/park area is on your right. This area provides a take out from the Big Deschutes River for short floats from the house. Personal flotation tubes (not provided) are easiest to carry for 10 minute walk back to the house. This community dock and park area also provides a good take out for WINTER floats from the South Century Drive bridge parking area on right (opposite the campground). This launch site is three miles from the house (1 mi. to S Century Dr, turn right for 2 mi to the bridge over the Big Deschutes river). Winter floats should be made with some additional caution! During winter season the managed flow out of Wickiup Reservoir is significantly reduced, lowering water level. October through April, our very short canal access to the river in view is frozen or dry. In May our water access returns for the warm season. Our shorter 6 fishing style kayaks are very stable, light, and easy to transport when tied securely. thank you!!

4.99 out of 5 average rating, 188 reviews

Guest suite in Bend

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.

4.93 out of 5 average rating, 114 reviews

Cabin in Sunriver

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/

4.97 out of 5 average rating, 159 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.

4.93 out of 5 average rating, 236 reviews

Guest suite in Bend

Cozy Queen, Private Bathroom and Entryway

Peaceful, intimate bedroom (referred to as a “studio”) with a generously sized bathroom. Facing a large, sunny community space, enjoy amenities like a Keurig, heated bathroom floors, log bed, AC and PRIVACY. Experience a quaint, welcoming atmosphere, making it effortless for you to focus on what truly matters—creating cherished memories during your stay. This studio features WiFi, washer/dryer, kitchen essentials, TV with streaming, EV charger and self-check in. The studio is 300 square feet.

4.92 out of 5 average rating, 104 reviews

Chalet in Bend

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

4.97 out of 5 average rating, 137 reviews

Cabin in Sunriver

Riverfront w/ HotTub, Dock, Bikes & Water Toys!

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 river activities, hiking & biking. Kayaks, SUP, canoe & bikes available for use. 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.

4.92 out of 5 average rating, 551 reviews

Guest suite in Sunriver

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.

4.93 out of 5 average rating, 160 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!

4.97 out of 5 average rating, 221 reviews

Home in Orchard District

Midtown Mid-Century With Hot Tub Near Downtown

This fully updated 1940s, stocked and furnished home perfectly fits everyone. (Please read rave the reviews.) Central Oregon is the ultimate vacation destination with 25 golf courses, 22 breweries, 14 lakes, Mt. Bachelor, Deschutes River, Newberry Crater, Badlands Wilderness, hiking, waterfalls, wildlife, fishing, skiing, music, festivals, numerous activities, arts/culture, shopping, dining experiences, family-friendly, dog friendly...the options are endless!

4.96 out of 5 average rating, 168 reviews

Swan Rd Getaway w/Hot Tub & AC - Near Mt. Bachelor

DCCA #692656 This cozy 3 bedroom, 2 bath getaway has plenty of amenities to enhance your stay. Enjoy a private hot tub, outdoor seating with a propane fire pit, SUP paddleboards, kayaks, cornhole set, Smart TV with Hulu, Disney+, and more! Our outdoor space is fully fenced so you can lodge your fur babies without a worry. Minutes away from the Sunriver Village Shops, river docks, and snow parks, and a popular walking route for wildlife.

4.93 out of 5 average rating, 150 reviews

Home in Old Bend

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.

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Popular amenities for Bend kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

4.95 out of 5 average rating, 111 reviews

Large Black Bear Cabin in Three Rivers w/ wildlife

MyraRating, 5 stars1 week ago

Great place near the relatives we were visiting! Appreciated all the extras, soaps, seasonings, paper products. Rosy was very easy to contact and friendly!

4.95 out of 5 average rating, 105 reviews

Deschutes River Getaway-near Bachelor & Sunriver

EmilyRating, 5 stars10 months ago

We had a great time here with our family trip. We had 6 adults and 2 kids and lots of room for all of us. The kids liked the foosball table and we enjoyed the proximity to paths and the river. We used the tubes and life jackets to float and played some pickleball. The TV doesn't have cable/channels so bring your own streaming device - we were prepared for this and brought ours to catch some Olympics in our down time and when AQI got too high outside. This was a much more reasonably priced house than most in and around the Sunriver area, but still good proximity to pickleball/tennis, river, and small but clean pool. Lots of deer in the yard each day and lots of big fluffy bunnies hopping around. We would stay here again.

4.99 out of 5 average rating, 116 reviews

Sunriver Luxury Family Home at Caldera Springs

KaraRating, 5 stars4 days ago

We spent three nights (two families) and wished we could have stayed longer! We appreciated the two King en-suites for the adults and the Queen room for an adult child, as well as the kids bunk/play room over the garage. Everyone had their own space! Super comfortable and perfect for two to three families with kids. The house was just across the street from the pickleball/tennis courts and the pool/clubhouse and a 5 minute drive from the Village at Sunriver. The house had tons of “toys”and we used the canoe on the lake by the clubhouse. The kitchen had everything we needed to cook for our group as was well appointed and the open concept worked well for our group. Thanks Eric for the great stay! We will stay again!

4.88 out of 5 average rating, 106 reviews

Wooded river retreat near Sun River & Bend

CalvinRating, 5 stars2 weeks ago

About equal distance from LaPine and Bend, which was perfect for us. Nothing around but houses; store and gas were about a ten minute drive away. Very, very peaceful and quiet

4.73 out of 5 average rating, 60 reviews

Home in La Pine

Little House on the River near Bend and Sunriver

KatelynRating, 5 stars1 day ago

We had a great stay at Russell's! Beautiful outdoor area, it had everything we needed inside. Russell was also so kind and very communicative! We would recommend to anyone!

4.94 out of 5 average rating, 128 reviews

20 acre ranch Bend Or

AdrianRating, 5 stars1 week ago

It was a wonderful, peaceful place to make fun memories with my family

4.9 out of 5 average rating, 182 reviews

Home in Sunriver

Walk to SHARC 3BR Hot Tub

SimiRating, 5 stars1 week ago

Great place to enjoy the outdoors!

4.97 out of 5 average rating, 151 reviews

Best for Old Mill:River Trail, Views & Town

KristinaRating, 5 stars4 days ago

We loved our stay. We especially loved being able to hear the concerts while sitting on the porch swing. We enjoyed walking along the river and everything was super easy to get to. Would definitely stay again.

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Cabin rentals with a kayak

4.9 out of 5 average rating, 447 reviews

Cabin in Old Bend

Mill Cabin at Deschutes Dunes River/ beach access

MaryRating, 5 stars2 weeks ago

The Mill cabin is a gem with warmth and history. It is in the perfect location, walking distance to great restaurants and parks. We were able to enjoy coffee on the deck every morning & make lasting family memories by the river. Tab even went out of her way to provide an infant life vest so our almost 1 year old could go on her first kayak ride!

4.97 out of 5 average rating, 29 reviews

A-Frame w/Cedar Soaking Tub, Dock and Treehouse

GarrettRating, 5 stars2 weeks ago

Renee’s place was great - everything we hoped for. We really appreciated the quiet location and proximity to the Deschutes. It was also fun to see Paulina Peak from the street - plenty of deer and geese around too. Overall, it was a great stay in a cute A Frame. Would definitely recommend.

4.91 out of 5 average rating, 94 reviews

Romantic Luxury w/Hot Tub, Amazing Lake Views

KenadiRating, 5 stars2 weeks ago

Amazing place to stay! The cabin is cozy and gorgeous - we were extremely impressed when we arrived! The area is absolutely beautiful - definitely take advantage of the hike around the lake! - and we had no problems getting to the cabin, directions were clear and helpful. Tracy and Bill were kind and responsive, although we didn’t contact them much since our stay went so smoothly.

5 out of 5 average rating, 3 reviews

AC Hot tub Luxury cabin pets allowed, perks, view!

DaleRating, 5 stars1 month ago

Great place to stay that is close to all the activities but nice and quiet since it is located in Caldera Springs and not inside Sunriver proper.

Cabin in La Pine

4.67 out of 5 average rating, 82 reviews

Tall Pines Guest House comes with rental canoe

RaymondRating, 5 stars10 months ago

Beautiful location to stay near La Pine-- especially if you like the outdoors but don't have the gumption for camping! The place is cozy and makes good use of the space. Some of it is a little dated, but it adds to the charm. We especially enjoyed the night sky the night that we stayed. These city guys never saw so many stars at one time!

4.89 out of 5 average rating, 102 reviews

Rustic Retreat Handcrafted Log Cabin

SarahRating, 5 stars2 weeks ago

We loved how accessible the river was. We enjoyed biking around the area and using the kayaks. The windows and high ceilings on the cabin were beautiful. Thank you for hosting us.

Cabin in La Pine

4.5 out of 5 average rating, 22 reviews

Private La Pine Cabin Rental: 30 Mi to Bend!

LauraRating, 5 stars5 months ago

We loved this cabin! There dvd collection, very cozy, clean and reasonably priced! We’d definitely stay here again.