Waterfront holiday rentals in Bend

<SALE> River Front | Hot Tub | Old Mill | Dogs

Enjoy this Contemporary Luxury Home directly on the Deschutes River. Literally step out your back door and stroll, run or paddle up and down the river. The river trail is a 3 3/4 mile loop and one of the best hikes around. Back at home sit on your deck or in the Hot Tub and listen the the sounds of the river going by and enjoy peaceful solitude. Shop or get a bite to eat at The Old Mill, Box Factory, Food Carts and more which are a peaceful 3/4 mile stroll along the river trail. Enjoy!

Stunning Luxury, w/Hot Tub Pvt Lake Amazing Views

The stunning Lakeside East Cabin (3 bedroom/3.5 bath, sleeps 8) overlooks Tumalo Lake with cozy wood-burning stove, private hot tub, and amazing 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, wildlife viewing, stargazing, complimentary canoes, kayaks, SUPs, snowshoeing, sledding, hammock, horseshoe and corn hole game; lakeside deck with chairs, picnic table and fire pit (shared).

Creekside Luxury @ Eaglecrest-Dog Friendly Escape!

Nestled next to a serene creek, our home in Eaglecrest Resort offers a tranquil escape like no other. In addition to our two bedrooms, two baths, and proximity to great breweries, you'll have the soothing sound of flowing water right at your porch. Immerse yourself in nature's symphony as you relax on the patio or take a leisurely stroll along the creek. Let the peaceful ambiance rejuvenate your senses and create lasting memories. Book now and experience the serenity of our creekside retreat.

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)

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!

Walk to downtown Bend or stroll river trail condo!

You'll love this clean, updated cozy Condo just a few minutes to the Deschutes River Trail, Pioneer Park and a 6 minute walk to Downtown! Features: Bedroom features King bed w/quality linens Living Room with Queen sofa sleeper w/ memory foam mattress 2 full baths with newly tiled tub/shower Cozy gas Fireplace Newly renovated kitchen, stove, fridge & dishwash 2 Balconies overlooking park like grounds, BBQ & Patio Off Street Pkg, Laundry room on premises Minutes to Parkway & stores.

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.

Fish the Deschutes from your back door!

Our home is the perfect base to explore central Oregon. Located midway between Bend ,Redmond and Sisters,Tumalo is a great spot to experience all the fun our region offers. Midway between Mt Bachelor and Hoodoo it’s the perfect spot for a spring ski break. Our home is dog friendly with a hiking trail right out the back door.We live in the neighborhood so if you need anything, we can help.Check out all the retro elements from this funky 70’s manufactured home!

Gorgeous Condo With River View - Pool and Hot Tub

Condo 309/310 is a stunningly remodeled condo here at Bend Riverside Rentals, which we have named 'Deschutes Trail Mix." This condo went through an extensive head to toe remodel and is now ready to host travelers! It can sleep up to six guests, has a full kitchen, two full bathrooms, a washer and dryer, a private patio and comes with access to our indoor heated pool and hot tub! This condo is also pet friendly! Bring up to two pets for an additional fee.

Best for Old Mill:River Trail, Views & Town

Awesome location! Fast internet, Wi-Fi. Clean and close to everything that is great in Bend - the river, Mt. Bachelor, restaurants, nightlife, cycling, kayaking, paddle boarding, hiking, breweries, concerts and so much more. You’ll love the location, ambiance, the outdoor space, and the comfy bed. Walk along the river trail to experience what everyone loves about Bend. Easy drive to Mt. Bachelor, approximately 25 minutes.

Riverfront Retreat with Hot Tub

Escape to our elegant 2,000 sq. ft. riverfront home on a private acre in Tumalo. This serene 3-bedroom retreat offers stunning Deschutes River views, a hot tub, and a fire pit. Perfectly situated between Bend and Sisters, it's an ideal basecamp for families and couples seeking a stylish Central Oregon getaway. Comfortably sleeps your group with a dedicated workspace and modern amenities.

Epic Waterfront Home, walk to Downtown & Old Mill!

Truly one of the best riverfront homes in Bend! This luxury 2 bed, 2 bath cottage sits directly on the Deschutes River with a fenced yard, deck, gazebo, fire pit, kayaks, paddleboards, bikes, and more. Walk to downtown, Old Mill, and Galveston Ave breweries. Pet-friendly, fully updated, and made for cozy, upscale stays. Relax, explore, and enjoy Bend like a local — right on the river.