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Holiday rentals in Bend

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Quick stats about holiday rentals in Bend

  • Total holiday rentals

    Explore 2,020 holiday rentals in Bend

  • Nightly prices starting at

    Bend holiday rentals start at £8 per night before taxes and fees

  • Verified guest reviews

    Over 166,980 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,210 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 780 rentals that welcome pets

  • Holiday rentals with a pool

    320 properties feature pools

  • Rentals with dedicated workspaces

    1,080 properties have a dedicated workspace

  • Wifi availability

    1,960 of Bend holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Lake access and Gym 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 holiday rentals in Bend

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
An inviting hot tub is positioned alongside a sauna grotto, both nestled within a natural setting. The hot tub features clear water with soft illumination, while the sauna's wooden exterior is accentuated by warm light. Surrounding trees and rocks enhance the tranquil atmosphere.
Bungalow in Bend

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!

5.0 out of 5 average rating, 185 reviews
Top guest favourite
A charming tiny log cabin is nestled amidst tall evergreen trees, gently blanketed in snow. The cabin's sloped roof is thick with snow, creating a cozy appearance. A path through the white snow leads toward the cabin's entrance, inviting exploration in a serene winter landscape.
Cabin in Bend

Skyliners Getaway

Our tiny log cabin is a cozy getaway, close to hiking, mountain biking, and cross country skiing but only 10 miles from the amenities of Bend Oregon. It is a rustic place, with modern touches, like a gas range, refrigerator, and a gas fireplace. The bathroom is detached from the cabin - steps from the door. It is fully equipped with plumbing and a shower. Our place is perfect for people who love the outdoors with the comforts of home. No children under the age of 12 -- And alas, No Pets.

4.99 out of 5 average rating, 576 reviews
Top guest favourite
The exterior of the cottage is shown with a charming deck and two white chairs positioned under string lights. A well-maintained path leads through lush greenery and stone steps to the entrance, highlighting the inviting atmosphere of the cottage.
Cottage in Bend

The Blackberry Cottage

This adorable 1950's cottage is located in the heart of Midtown Bend, within walking distance to local coffee shops, restaurants, parks and Pilot Butte State Park, and less than a mile away from downtown Bend. Two light-filled bedrooms both have double French doors leading out to a large back deck and a fenced, private backyard. A cozy living room, and eat in kitchen make this home the perfect place for a small family or a few friends to share. Serene fenced back yard space with hot tub.

4.91 out of 5 average rating, 383 reviews
Guest favourite
Dome in Bend

Welcome to Dome Sweet Dome

Your chance to stay in a true-to-name Geodesic Dome! This one-of-a-kind retreat blends comfort with architectural charm. Guests call it cozy, inspiring, and unforgettable — a stay that feels like an experience, not just a place to sleep. Nestled in the First-on-the-Hill neighborhood off Century Drive, the Dome is perfectly positioned for everything Bend has to offer. Whether you’re here for skiing, biking, hiking, or just relaxing, you’ll love how close you are to Bend’s best adventures.

4.94 out of 5 average rating, 556 reviews
Guest favourite
An A-frame cabin is set against a colorful sunset, showcasing warm lights illuminating the exterior. The front entrance features a door with a welcoming window, while two rustic chairs sit on the porch, accompanied by potted plants and neatly stacked firewood.
Cabin in Bend

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!

4.94 out of 5 average rating, 281 reviews
Top guest favourite
A modern living room features large windows that provide views of the outdoors. A gray sectional sofa and a bright orange chair are arranged around a light area rug. A wooden coffee table is positioned nearby, and a TV is mounted on the wall. A stove adds a touch of warmth to the space.
Home in Bend

Modern high-end home, walk downtown

This fantastic modern home is in the sweet spot of Bend...just next door to the Deschutes River, Downtown Bend, parks, restaurants and dining, nightlife, and family-friendly activities. You'll love our home because of the amazing location, the mid-century inspired ambiance, the high ceilings, the people, and the local views. We are the perfect centrally located home for any Bend adventure. Our place is great for couples and solo adventurers. This is not a party house. Sorry no pets.

4.99 out of 5 average rating, 220 reviews
Top guest favourite
A historic two-story building is showcased in a monochrome setting. It features a large entrance with broad steps flanked by neatly trimmed hedges. The exterior has a simplistic design, with a gabled roof and multiple windows, contributing to its classic architectural style.
Home in Old Bend

The Church In Bend

The Alliance Tabernacle Church, built in 1923, is reported to be the first house of worship west of the Mississippi to be built entirely by volunteers from the congregation. By the 1970s the building had fallen into disrepair. Beginning in October 2014 the current owners began the process of restoring the building to it's original condition under the supervision of the Historic Landmark Commission. This special place is close to everything, making it easy to plan your visit.

5.0 out of 5 average rating, 103 reviews
Top guest favourite
A spacious living room features a light-colored sectional sofa positioned around a glass coffee table. Large windows invite natural light, revealing a view of the outdoors. A stone fireplace provides a warm focal point, complemented by a cozy armchair and decorative elements throughout.
Home in Bend

Airy Bend Oasis - Two Ensuites

Cheers to your stay at Bent Pine Oasis, located in the picturesque west side of Bend! This home provides the ideal location for any outdoor enthusiast: Mt Bachelor's slopes are just a 20 minute drive & the Deschutes River Trail is mere steps from the front door- your avenue to biking, running and exploring Bend. Looking for a more relaxing day? You can make the 5 minute drive into the Old Mill District to enjoy food trucks, a river float, or fresh hops at a local brewery.

4.99 out of 5 average rating, 228 reviews
Top guest favourite
A welcoming front porch features two white folding chairs and a small table. Potted flowers add color to the space. The green door complements the light exterior, while overhead lights enhance visibility. Natural light filters through the surrounding trees.
Cottage in Bend

Adorable West Side Cottage, Pet Friendly!

Enjoy a cozy and comfortable stay in my 1-bedroom, 2-bathroom home, complete with a bonus room that offers plenty of privacy when needed and a plush futon that allows for two additional guests (best for up to 3 adults or 2 adults and 2 kids, or two couples would work as a well ) Conveniently located within walking distance of Newport Market, Backporch Coffee, Chow, and Spork, it's just five blocks from downtown

4.95 out of 5 average rating, 402 reviews
Top guest favourite
Home in Terrebonne

Smith Rock Oasis w/ Hot Tub Steps to the Park

Welcome to The Spot at Smith Rock, a purposefully designed and thoughtfully appointed Scandinavian styled residence on six, breathtaking acres situated steps to Smith Rock. Step outside and into expansive and immersive 360 degree views of Smith Rock. Take it all in beside a campfire or on a starry night in the hot tub - enjoy a coffee, a cocktail or a meal surrounded by Smith Rock and the Crooked River.

4.94 out of 5 average rating, 187 reviews
Top guest favourite
A wooden deck provides seating with two Adirondack chairs facing the tranquil river. Potted flowers add a touch of color to the space, while lush greenery lines the riverbank. Kayakers can be seen leisurely paddling on the water under a bright blue sky.
Cabin in Old Bend

Mill Cabin at Deschutes Dunes River/ beach access

This Mill Cabin is located in one of the most central, westside Bend neighborhoods along the Deschutes River. The modest, no frills two bedroom 1918 cabin was home to some of Bend’s earliest mill workers. It features a rustic theme and most of the basic stuff you'll need for a great stay. The main highlight is LOCATION, the fabulous yard and direct river access.

4.9 out of 5 average rating, 544 reviews
Top guest favourite
A charming exterior view of the rustic cabin showcases a covered porch with comfortable seating. Surrounding landscaping features a variety of plants and rocks, complemented by a small fire pit area. The home's muted color palette blends harmoniously with the natural setting.
Cottage in Bend

River Camp House

The perfect getaway for the outdoor enthusiast and for local entertainment in this ultra clean Bend home. Hop on the trails from the doorstep of this riverside home. Rustic tables, wooden floors, and a central fire place lend to the warm, cabin ambiance. Relax on the patio by the fire pit perfect for roasting marshmallows after a full day on the slopes.

4.98 out of 5 average rating, 161 reviews

Popular amenities for Bend holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Bend's top sights

Old Mill District

414 locals recommend

Crux Fermentation Project

307 locals recommend

10 Barrel Brewing Co

239 locals recommend

Worldmark Bend - Seventh Mountain Resort

8 locals recommend

Drake Park

204 locals recommend

Pilot Butte

197 locals recommend

Other great holiday rentals in Bend

Top guest favourite
A historic craftsman bungalow is framed by vibrant autumn foliage. A concrete path leads to the covered front porch, surrounded by tall grasses and fallen red leaves, evoking a welcoming outdoor space in the fenced front yard.
Home in Old Bend

Lucinder - Modern historic home, views, Downtown

4.99 out of 5 average rating, 265 reviews
Guest favourite
The charming exterior of the Craftsman home features a yellow façade with white shutters and a bold red front door. A symmetrical front porch is flanked by two large windows, and colorful landscaping enhances the welcoming curb appeal.
Home in Old Bend

Cascadia - Historic Drake Park Gem

4.92 out of 5 average rating, 313 reviews
Guest favourite
A comfortable living area features a green sectional sofa and a gray accent chair. A large coffee table sits in the center, with a light-colored rug beneath. Exposed wooden beams adorn the ceiling, while a staircase leads to an upper level. A television is mounted on the wall.
Home in Old Bend

Drake Park Cottage in the Heart of Bend

4.91 out of 5 average rating, 238 reviews
Top guest favourite
A spacious backyard features a circle of comfortable outdoor seating surrounding a fire pit. The cozy home is visible in the background, with warm lights illuminating large windows. Lush green grass and well-maintained landscaping create a welcoming outdoor space.
Home in Bend

Spacious Pet-Friendly Home • Fire Pit • Fenced Yd

4.98 out of 5 average rating, 351 reviews
Top guest favourite
A spacious living area is highlighted by large windows that allow natural light to fill the room. A cozy seating arrangement surrounds a central coffee table, with a modern fireplace adding warmth. A television mounted on the wall provides entertainment options.
Townhouse in Bend

Minutes to Bachelor! Spa. Fire pit. Ski!

4.98 out of 5 average rating, 121 reviews
Top guest favourite
A spacious outdoor deck is furnished with two Adirondack chairs facing a circular fire pit. A panoramic view of distant mountains and valleys is framed by a railing, showcasing the landscape under clear blue skies.
Flat in Redmond

Smith Rock Contemporary

4.97 out of 5 average rating, 593 reviews
Guest favourite
Guest house in Bend

A Luxury Retreat in Bend’s Most Desirable Location

4.96 out of 5 average rating, 23 reviews
Top guest favourite
Home in Bend

Peaceful Bend Retreat Near Shevlin Park

5.0 out of 5 average rating, 27 reviews

When is the best time to visit Bend?

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Avg. price£100£101£103£105£118£139£136£134£103£94£97£106
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Frequently Asked Questions

  • What are the best places to stay in Bend?

    Explore downtown Bend for vibrant shops and cafes, the Old Mill District for walking paths by the river, or Westside neighborhoods for access to breweries and outdoor spaces. Many stays include easy access to parks and local trails.

  • What are the best things to do in Bend with kids?

    Families frequently explore the High Desert Museum, play at Drake Park, or walk along the Deschutes River Trail. In winter, nearby areas often have snow activities suitable for children.

  • What are some of the best things to do in Bend?

    Bend has river walks, mountain biking routes, and opportunities for paddle sports. Explore local breweries, visit the High Desert Museum, or stroll through downtown galleries and shops.

  • How is the weather in Bend?

    Bend has cold, snowy winters with temperatures from 25 to 44°F (-4 to 7°C), while summers are dry and warm, reaching up to 88°F (31°C). Spring and autumn bring mild days and cool nights, so layering is helpful.

  • What are the best places to visit in Bend?

    Discover the Old Mill District’s riverside trails, wander Drake Park, and explore exhibits at the High Desert Museum. The Deschutes River and vibrant downtown shops are frequently suggested destinations.

  • What are some hiking trails in Bend?

    Bend has scenic hiking with the Deschutes River Trail, Shevlin Park’s forested paths, and Pilot Butte’s summit offering panoramic views. Trails around Tumalo Falls are often popular for nature walks.

  • What are some family activities we can do in Bend?

    Families explore interactive exhibits at the High Desert Museum, picnic or play at Drake Park, and try floating or paddling on the Deschutes River. Seasonal events and markets welcome kids and adults.

  • What are some of the best day trip ideas from Bend?

    Many visitors explore scenic lakes, hike near Tumalo Falls, or visit geological sites such as Lava River Cave. Smith Rock State Park is frequently suggested for hiking and rock climbing.

  • Are there any pet friendly accommodations available in Bend?

    Bend has many pet-friendly stays in areas like downtown, Westside, and near parks. Trails and open spaces such as Shevlin Park make it easy to adventure with your dog.

  • What are some local tips for visiting Bend?

    Pack layers to accommodate shifts from warm days to cool evenings, and sunscreen is useful due to the high elevation. Many locals use reusable water bottles and support Bend’s breweries or coffee shops.

  • What is Bend known for?

    Bend is known for its outdoor recreation, craft brewery scene, and access to river, forest, and mountain landscapes. The city blends locally rooted arts, food, and family-friendly experiences.

  • What are the best hidden gems to explore in Bend?

    Look for lava tube adventures at Lava River Cave, explore Pilot Butte for unique sunrise views, or wander the local art walks. Neighborhood cafes and lesser-known trails offer quieter ways to experience Bend.

  • What are the best foods to try in Bend?

    Bend has locally brewed beers, pub favorites such as elk or bison burgers, and fresh Pacific Northwest-style cuisine. Farmers markets and casual bakeries are often suggested spots for seasonal treats.

  • What should I bring for a trip to Bend?

    Bring comfortable walking shoes, layered clothing for shifting temperatures, and a reusable water bottle to stay hydrated. Sun protection and a hat are useful in summer, as skies are often clear.

  • What is the nightlife in Bend like?

    Nightlife in Bend features local breweries, live music venues, and cozy pubs. Downtown and the Old Mill District are often lively with arts events, entertainment, and evening dining.

  • What are the most popular events or festivals in Bend?

    Bend hosts a summer brew fest celebrating local craft beer, and annual events often include art walks or outdoor concerts in parks. Winter months bring community gatherings and holiday markets.

  • Are there family friendly vacation rentals in Bend?

    Many vacation rentals in Bend welcome families, especially in neighborhoods near parks or the river. Spaces often have amenities such as kitchens, outdoor areas, and easy access to local attractions.

  • When is the best time to visit Bend?

    Late spring through early autumn is often recommended thanks to warm, dry days and clear skies. Winter draws visitors for snow sports in nearby areas.

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