Waterfront holiday rentals in Bend

4.98 out of 5 average rating, 103 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

Superhost

The serene river flows gently past a mixture of rocks and vegetation, framed by tall pine trees. In the background, a spacious home is visible, elevated on a slight hill. The sky shows a gradient of colors as the sun sets, enhancing the peaceful atmosphere of the landscape.

Home in Sisters

River front Sanctuary

If you are looking to stay in a beautiful home in a spectacular setting, you have found it. Whether you want to fish, stargaze or just relax in the hot tub or hammock and watch the water flow by this premier property gives its guests a one of a kind setting to enjoy with family and friends. This perfectly situated home on over 10 acres sits right on the river bend. You will not only enjoy the incredible beauty of the property but this 3200 sq ft home provides plenty of space for family to gather

4.9 out of 5 average rating, 104 reviews

4.98 out of 5 average rating, 192 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.

A private outdoor deck features a hot tub positioned near the water's edge. Surrounded by tall trees, the area offers scenic views of the river and surrounding wetlands. Comfortable seating is available nearby for relaxation.

4.93 out of 5 average rating, 175 reviews

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.

4.94 out of 5 average rating, 120 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, 140 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, 166 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, 480 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

4.96 out of 5 average rating, 184 reviews

Best for Old Mill:River Trail, Views & Town

Enjoy an unbeatable location within walking distance of the Hayden Homes Amphitheater, Old Mill and the scenic Deschutes River Trail. Experience all the best of Bend right outside your door! Whether you’re here for a concert, outdoor adventure, or a relaxing weekend, you’ll be close to everything that makes Bend special—riverfront trails, restaurants, breweries, nightlife, cycling, kayaking, paddleboarding, and hiking. Mt. Bachelor is just a short drive away—approx. 25 minutes.

The exterior of a two-story house is showcased, featuring a mix of dark green and beige siding. A spacious wooden deck is adorned with multiple outdoor seating options, including loungers and a hammock. Tall trees surround the property, contributing to a serene natural setting.

4.9 out of 5 average rating, 120 reviews

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.

4.93 out of 5 average rating, 117 reviews

A luxury cabin is presented with a wooden exterior and a peaked roof, surrounded by tall trees. Illuminated windows create a warm glow, highlighting the expansive wrap-around deck equipped with chairs. The structure integrates natural materials, blending seamlessly into the forest environment.

Cabin in Bend

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.