Vacation rentals in Bend

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Top-rated vacation rentals in Bend

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

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Top guest favorite
A spacious living room is featured with a gas fireplace and a large-screen TV, complemented by a pull-out sofa. Large windows allow natural light to fill the room, while bar seating is available at the open kitchen, creating an inviting atmosphere for relaxation or gatherings.
Guesthouse in Orchard District
4.97 out of 5 average rating, 293 reviews

Midtown gem I Cozy Fire I Full kitchen I Park View

Above garage one bedroom/one bath apartment in booming midtown. Open living with a gas fireplace, ac, full-sized kitchen, and gas stove. A large bathroom with a deep tub to relax or let the kids play. The bedroom features a cozy queen bed with a new Tempur-Pedic mattress topper and ample closet space. The east-facing deck is ready to sip your morning coffee while you wake up slowly, grill for an evening in or sit and work with the high-speed wireless as you watch the dog park across the street!

Top guest favorite
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
4.99 out of 5 average rating, 526 reviews

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.

Top guest favorite
Dome in Bend
4.95 out of 5 average rating, 513 reviews

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.

Top guest favorite
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 River West
4.99 out of 5 average rating, 180 reviews

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.

Top guest favorite
A cozy living area features a dark sofa with bright pillows, complemented by a colorful area rug. The kitchen is visibly modern, showcasing stainless steel appliances and a light blue accent wall. Natural light filters in through the skylight and window.
Apartment in Larkspur
4.95 out of 5 average rating, 368 reviews

Larkspur Garden Guesthouse

Located in Bend's 'Midtown' and with access to the Larkspur trail that leads to iconic Pilot Butte, this bright, newly built 450 sq. foot apartment balances cozy and modern elements to make your stay in Bend comfortable. Equipped with a full kitchen, a separate room with a queen bed, a deep, relaxing tub, a sofa that converts into a memory foam queen bed, a TV with access to Netflix, and a separate laundry room. Our space is a great option for 2 guests, but it can fit up to 4.

Guest favorite
A studio cabin is positioned on a deck overlooking a canyon, surrounded by native plants. Two wooden chairs are placed on the deck, providing a space to absorb the expansive mountain views in the distance. The structure features a large window reflecting the evening light.
Cabin in Culver
4.89 out of 5 average rating, 222 reviews

Cabin on The Rim

Take it easy at this unique and private getaway. This off the grid studio cabin is located just 10 minutes from Smith Rock and 10 minutes from Lake Billy Chinook. It is positioned on the edge of the Crooked River Gorge with breathtaking views of the canyon. Near the cabin is a trail head to a private hiking trail that takes the adventurer down into the canyon where the scenery is otherworldly. Enjoy a sunset with full cascade Mountain View’s, green pastures, and grazing horses.

Top guest favorite
A cozy bedroom features a spacious bed with a colorful blanket, complemented by wooden accent walls. A wall-mounted flat-screen TV is above a modern electric fireplace. A small table with two chairs is positioned nearby, with a mirror framed in green accentuating the space.
Guest suite in Bend
5 out of 5 average rating, 112 reviews

Sixties Suite Spot

Escape to our cozy, retro suite, a serene haven centrally located near Pine Nursery Park. Enjoy a tranquil retreat with high-quality amenities, dog-friendly comforts, and snowboard/ski storage. With a semi-private yard featuring Adirondack chairs, easy parking, and a vibrant, photo-ready design, it's perfect for relaxation and adventure. We proudly welcome 2SLGBTQIA+ guests, offering a warm, inclusive environment. Discover a blend of charm and convenience at our unique getaway!

Guest favorite
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
4.93 out of 5 average rating, 182 reviews

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.

Top guest favorite
The exterior of the home features a welcoming front porch with two black Adirondack chairs and a small table. A path leads to the front door, bordered by low-maintenance landscaping and a natural stone feature. Large windows provide views of the surrounding area.
Home in Bend
4.99 out of 5 average rating, 302 reviews

Your gateway to Mt Bachelor & all that Bend offers

You're invited to stay at Kart Haus, located in the River Camp development on Bend's west side. Located in the middle of an outdoor recreational heaven: Kart Haus is 20 minutes from Mt. Bachelor's slopes and surrounding trails and just steps to the Deschutes River Trail, an oasis for walking, running and biking. Year-round, you're a short drive from downtown, the Old Mill District, tasty eateries, cafes and brewpubs.

Guest favorite
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 River West
4.95 out of 5 average rating, 364 reviews

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

Top guest favorite
A cozy sleeping area features a wooden bed frame with a patterned grey comforter. A large armoire stands against the wall, and a small lamp is positioned on a bedside table. Light is infused into the space from a nearby window, creating a bright ambiance.
Guest suite in Orchard District
4.93 out of 5 average rating, 768 reviews

Orchard District Studio

A cozy studio apartment; this converted garage space has tall ceilings making it feel light and airy. Located in Bend's Orchard District, it is walking distance to Hollinshead Park & Pilot Butte. We are NOT within walking distance to downtown, however it is only a 5 minute drive to downtown & 15 minutes to outdoor recreation opportunities. Hosts live in the main house. LGBQT+ BIPOC friendly.

Guest favorite
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
4.9 out of 5 average rating, 477 reviews

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.

Popular amenities for Bend vacation rentals

Your guide to Bend

All About Bend

Bend is arguably Oregon’s capital of outdoor sports, a four-season base for a host of activities. Hundreds of miles of hiking and single-track mountain bike trails weave around Central Oregon, and the Deschutes River flowing through Bend is filled with paddleboards and kayaks. When the snows arrive, the snowboards and snowshoes emerge, many of them headed up Mt. Bachelor. Increasingly, this fast-growing city offers more urbane pleasures as well. The Old Mill District, a former sawmill, has been turned into a complex of shops and cafes. And Bend is home to more than two dozen, from tiny brewpubs to major brands, attracting beer lovers who have no intention of hitting the trail.


The best time to stay in a vacation rental in Bend

Every story you’ve heard about rainy Oregon? They don’t apply to Bend, located in the state’s high desert. This part of Central Oregon receives fewer than 12 inches of rain a year, plus another two feet of snow in wintertime, and sunny days outnumber cloudy ones.

Bend has four distinct seasons. From June through September, temperatures in the 70s and 80s Fahrenheit are common, while the shoulder seasons of spring and autumn are more likely to be cool, with days in the 40s and nights dropping down to the 20s. Temperatures frequently drop below freezing between November and March, and the slopes are covered in dry powder. Oregon may be the most casual state in the nation, so pack seasonally appropriate activewear and don’t worry about dressing up.


Top things to do in Bend

Tumalo Falls

Viewing this spectacular 97-foot cascade, located 14 miles outside Bend, is only one reason to hike along Tumalo Creek. Many hikers use the falls as a starting point for four-to-eight-mile loops that wend past smaller but equally scenic waterfalls.

Mount Bachelor

Snowboarders and skiers from all over the West make pilgrimages to Bend for Mt. Bachelor’s 101 runs, which range in skill level from novice to expert. In the summer, mountain bikers take the same lifts up to fly along trails that descend through the trees.

Whitewater Park

Surfing in the middle of Bend? When the city parks department created a whitewater play area on the Deschutes River in 2015, short-board surfers flocked to its Green Wave feature. You can also rent an inner tube or a raft (plus lifejackets) for a leisurely two-mile float through the center of town. The bravest rafters can steer through the rocky, fast-flowing whitewater channel — dodging surfboards, of course.

Frequently Asked Questions

  • How is the weather in Bend?

    Bend experiences a dry high desert climate. Summers are warm with temperatures often reaching 82°F (28°C), while winters are cold and snowy, averaging around 23°F (-5°C). The city is recognized for its sunny days, receiving an average of 300 days of sunshine each year.

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

    In Bend, outdoor activities are abundant. You can hike trails such as the Deschutes River Trail, raft on the river, or ski at Mount Bachelor. For a cultural experience, explore the Roundabout Art Route or visit the High Desert Museum.

  • What is the best time of year to visit Bend?

    The most frequented time to visit Bend is in the summer months, from June to August, when the weather is warmest. During this time, Bend hosts the annual Summer Fest featuring local music, food, and arts. The winter season also attracts visitors for skiing at Mount Bachelor.

  • What are the best places to stay in Bend?

    Downtown Bend is a vibrant area, close to shops, restaurants, and Drake Park. Old Bend, with its historic charm and proximity to the Deschutes River, is also popular. For a more suburban feel, consider the Old Mill District, a redeveloped area with a mix of residential properties and commercial spaces.

  • What are the best places to visit in Bend?

    Explore the High Desert Museum for interactive exhibits, or immerse yourself in nature at Drake Park. The Deschutes River, with its gentle rapids, is popular for rafting. For art enthusiasts, the Roundabout Art Route is a collection of over 30 public art pieces scattered throughout the city.

  • What are some hiking trails in Bend?

    Bend is a hiker's paradise with a diverse range of trails. You can explore the easy 3.5-mile (5.6 km) Deschutes River Trail for unique river views or enjoy the stunning scenery of the 10.3-mile (16.5 km) Green Lakes Trail. For a more challenging trek, the 4-mile (6.4 km) Misery Ridge Trail at Smith Rock State Park is often suggested. Always remember, safety first, so make sure to prepare accordingly.

  • What are some family activities to do in Bend?

    Families can enjoy a day at the High Desert Museum, where history and nature blend seamlessly. The Sun Mountain Fun Center, with its bumper cars and mini-golf, is another family-friendly spot. For outdoor adventures, consider a gentle rafting trip on the Deschutes River or a walk through the beautiful Drake Park.

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

    Consider a day trip to Smith Rock State Park, a rock climbing haven located 36 miles (58 km) north of Bend. Another option is a visit to the scenic Mount Bachelor, located 22 miles (35 km) southwest of Bend, known for skiing in the winter and hiking in the summer.

  • Are there vacation rentals with a dedicated workspace in Bend?

    Yes! Work meets play with ease at over 1,200 vacation rentals in Bend featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Bend?

    Four-legged friends are welcome in Bend. Choose from more than 890 vacation rentals for guests traveling with pets.

Quick stats about vacation rentals in Bend

  • Total vacation rentals

    Explore 2,010 vacation rentals in Bend

  • Verified guest reviews

    Over 157,980 verified reviews to help you choose

  • Family-friendly vacation rentals

    1,220 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 880 rentals that welcome pets

  • Vacation rentals with a pool

    360 properties feature pools

  • Rentals with dedicated workspaces

    1,180 properties have a dedicated workspace

  • Wi-Fi availability

    1,960 of Bend vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Monthly stays, Self check-in, and Lake access across Bend rentals

  • 4.8 Average rating

    Bend stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Bend's top spots, include Old Mill District, Drake Park, and Pilot Butte

Destinations to explore

  1. Airbnb
  2. United States
  3. Oregon
  4. Deschutes County
  5. Bend