Waterfront holiday rentals in Bend

4.8 out of 5 average rating, 133 reviews

A two-story white house with a sloped roof is set against a clear blue sky. Green grass covers the lawn, and tall pine trees provide shade. A wooden deck with railing is visible, along with a path leading to the entrance.

Home in La Pine

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.

4.92 out of 5 average rating, 150 reviews

The exterior of a log cabin is showcased, featuring a spacious outdoor seating area with a fire pit. Comfortable lounge chairs and a dining space are positioned near a hot tub, with tall pines providing a natural backdrop. Warm lighting enhances the welcoming environment.

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/

4.98 out of 5 average rating, 102 reviews

The exterior of the chalet features a striking wooden facade with large windows that invite natural light. A spacious deck extends from the front, offering views of the surrounding trees. The roof slopes gently, accentuating the chalet's inviting design.

Cabin in Bend

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

4.98 out of 5 average rating, 187 reviews

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

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.

4.94 out of 5 average rating, 116 reviews

Modern Home Close to OLD MILL | HOT TUB! | 6 Bikes

This absolute gem is located in the heart of Bend and is less than 5 minutes from the Old Mill District. Our 3 bed/2.5 bath mountain modern home backs up to the canal and has just about every amenity you could ask for. Such amenities include a private hot tub & back patio, 2 separate living rooms, gourmet fully stocked kitchen, dedicated workspace, high end furniture/artwork, and much more. This home is light and bright with large windows and vaulted ceilings. Come enjoy all Bend has to offer!

A serene view of the Central Oregon Historic Canal features calm waters reflecting blue skies. Lush greenery and wildflowers border the waterway, creating a peaceful natural environment surrounded by trees. The landscape invites exploration along the trail for hiking or biking.

4.99 out of 5 average rating, 139 reviews

Dog-friendly | Hot tub | Close to everything

Looking for relaxation in a peaceful setting that's still close to everything? You've come to the right place! Situated on a quiet cul-de-sac, Cozy Canterbury is surrounded by natural beauty making it the perfect getaway from the daily grind. Featuring hardwood floors, thoughtfully furnished rooms, a large deck with gas grill, hot tub and fire table, our home feels like a remote getaway while still being close to all that Bend offers! All that and dog-friendly, too! (2 dogs max allowed)

A charming two-story home with a yellow exterior and a welcoming front porch is positioned amidst a well-kept lawn. Stone steps lead to the entrance, flanked by neatly arranged green foliage. Large windows allow natural light to brighten the interior.

4.9 out of 5 average rating, 164 reviews

Gorgeous 3 Bed on Bend Westside

Welcome to this Gorgeous home crafted by HGTV's renowned interior designer Shannon Quimby. Convenience of walking everywhere, equipped kitchen awaiting your culinary adventures. Unwind in the hot tub that is cleaned after each guest checks out or explore the area with cruiser bikes. 1 block from the river, this home offers an amazing location. 2 blocks to dwntn shops, restaurants, breweries, and coffeehouses. Experience luxury living and prime location combined in this remarkable getaway!

A wooden deck overlooks a serene river, flanked by lush greenery. Two comfortable armchairs with bright cushions are arranged around a small table, inviting relaxation and enjoyment of the peaceful environment.

4.84 out of 5 average rating, 477 reviews

River View Inn a cabin on the River

Enjoy our River View Inn all to your self. 40 feet from the shore. Jump in and swim or float or fish, or just sit a take in the view. From the moment you walk you will feel nature tickle your toes. Sunriver Resort is just 5 miles away . Bend is 30 minutes away. you The High Desert Museum is 20 minutes away. Creator Lake is 2.5 hours away. We are only 17 miles to Mt Bachelor. It's a very private setting in a special place in the world. You may never want to leave.🐠 DCCA64390

4.98 out of 5 average rating, 338 reviews

A log cabin with a large front deck extends to the outdoors, surrounded by natural landscaping. The structure features a sloped roof and large windows that invite ample sunlight. Tall trees and rocky terrain complement the tranquil setting.

Cabin in Terrebonne

Steelhead Falls Log Cabin

Enjoy a restful time in our waterfront log cabin along the Deschutes River. Location is perfect for watching wildlife, fly fishing, quiet relaxation, and has easy access to hiking and rock climbing at Smith Rock and Lake Billy Chinook. Steelhead Falls is a a short hike away. Bend and Sisters are near. Unfortunately, we cannot accommodate even small weddings. We recommend access to AWD vehicle with either chains or snow tires in winter. Dog friendly- sorry, no cats.

4.94 out of 5 average rating, 459 reviews

A modern three-story apartment building features a striking combination of wood and contemporary architectural elements. Large windows provide ample natural light, while a wide staircase leads to the entrance. Trees are visible in the background, contributing to a serene outdoor setting.

Loft in Bend

Cozy River Front "NEST" | Old Mill | Dog | Bikes

Enjoy this Luxury 2nd level apartment directly on the Deschutes River. Easy trail access is steps away where you can run/hike the 3 1/2 mile loop or paddle up and down the river. Back at home sit on your deck and listen to the sounds of the river going by. The Old Mill, Box Factory, Food Carts and more are a peaceful 3/4 mile stroll along the river trail ....yet you are a world away in your "Nest" within the Ponderosa Pines along the river. ** Enjoy! **

A hot tub is positioned on a wooden deck, surrounded by trees, offering views of the rustic mountain home. The bubbling water is visible, inviting relaxation. Adirondack chairs are nearby, nestled against a natural backdrop.

4.92 out of 5 average rating, 111 reviews

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.