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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Guest favourite
A spacious bedroom features a king-sized bed dressed in light grey bedding. A wooden accent wall serves as a backdrop for wall-mounted reading lights. Artwork of a bicycle is displayed above the bed. Natural light is allowed in through neighboring windows, complemented by a rustic ceiling beam.
Bungalow in River West
4.94 out of 5 average rating, 232 reviews

Walk Everywhere, Private Hot Tub, Modern Chic

Welcome to The Nest... a warm and welcoming, yet modern and contemporary, Bend home. It has been newly remodeled and is just right for single travelers or couples seeking a special cozy retreat. Tall vaulted ceilings and windows all around make this space light and airy. It has a delightful full kitchen with a touch of class featuring butcher block counters, subway tile, farmhouse sink, and all brand new appliances, making it as much fun to “dine-in” as dine out. It is totally private and ideal!

Top guest favourite
Guest suite in Orchard District
4.92 out of 5 average rating, 413 reviews

Midtown Getaway- Private entrance and bathroom!

Just over 2 miles from downtown. This is a private room attached to our house with a separate entrance. The room has a double bed, full private bathroom, closet space, a kitchenette, and seasonal access to the outside deck and hammock. Includes heating and cooling controls, a mini-fridge/freezer, microwave, coffee maker, cups, plates, and utensils. Coffee, tea, snacks, ice provided. Great for late night arrivals or early departures! The space is quaint- room & bathroom- 185 sq. ft. total

Top guest favourite
Home in Bend
4.98 out of 5 average rating, 178 reviews

Quail Park Haven in NW! King Beds & Hot Tub

Relax in this peaceful NW Bend home with king beds and access to Quail Park. Enjoy natural light from the skylights and high ceilings. Kick back in the expansive backyard with mature plantings, tall trees and flagstone paths. Multiple patios including a deck off the living room, a paver patio with fire-pit, hot tub, outdoor furniture and gas BBQ. EV charger, HEPA air filter and garage access. No parties or pets please. Trip insurance recommended if illness, weather or smoke may be an issue.

Top guest favourite
An open-concept living space features a large kitchen island with bar stools and modern appliances. Natural light enters through multiple windows, highlighting a cozy seating area with a sectional sofa. Wooden accents and a stylish rug add warmth to the contemporary design.
Apartment in River West
5 out of 5 average rating, 111 reviews

Craftsman Style Retreat in Bend River West

Located in one of Bend’s most walkable neighborhoods, this studio is a couple blocks away from Columbia Park with easy walking access to Drake Park, Harmon Park, McKay Park and the Old Mill District (and amphitheater). After (or before) you’ve explored nearby shopping and food, head out and explore the endless outdoor activities such as skiing, Mt. Biking, rafting, fishing, and much more! You are short pedal to Phils Trails, a 5 min walk to Mt. Bachelor’s Park n Ride (or 25 min. drive).

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 River West
4.99 out of 5 average rating, 192 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 favourite
An outdoor living space features four wooden Adirondack chairs arranged around a smokeless firepit. A hot tub and sauna are visible within a nearby structure, with steam rising gently from the hot tub. The area is surrounded by a wooden fence and trees.
Cottage in Old Bend
4.97 out of 5 average rating, 126 reviews

Historic Old Bend Cottage & Carriage House Spa

This historic Old Town Bend cottage boasts a relaxing setting for unwinding with a lovely cedar hot tub & sauna in its restored carriage house. Walk to the attractions: 0.2 mi. to the best shops and restaurants, and 0.4 mi. to Mirror Pond & Drake Park! Split heating in each room, snow gear storage, boot warmer, grill, and new washer/dryer. Driveway and extra street parking (free). Fast WiFi and a smart TV. The kitchen is fully stocked, and we look forward to hosting you!

Top guest favourite
A cozy bedroom features a metal bed frame with plush green pillows and a textured blanket. Natural light illuminates the space through multiple small windows, while hardwood floors and a rustic wooden ceiling create warmth. A small green nightstand and a desk are visible in the room.
Apartment in Old Bend
4.99 out of 5 average rating, 162 reviews

Walk to the River | Private Apt in Old Bend

Newly renovated, clean, modern 1Bd/1Ba private apartment on a quiet cul-de-sac in the heart of Old Bend. Walk to the river in under five minutes, or reach downtown, the Old Mill, or Box Factory in less than ten. Includes well-stocked kitchenette, dining area, living room, and in-unit washer/dryer. Private entrance via spiral staircase in backyard—no shared floors or ceilings with main house. Please read House Rules before booking.

Top guest favourite
Home in Orchard District
4.91 out of 5 average rating, 358 reviews

The Blue Rhodie| Centrally located family retreat

Experience the best of Central Oregon in this beautiful 2-story house, located at the end of a cul-de-sac. With access to skiing at Mt. Bachelor, hiking at Smith Rocks, and water sports on the Deschutes River, this house is perfectly situated. Featuring a master bedroom, open living area, and a fantastic backyard perfect for barbecuing and yard games. Book your stay now and make your visit to Bend unforgettable.

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 River West
4.94 out of 5 average rating, 376 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 favourite
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, 775 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.

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
4.98 out of 5 average rating, 143 reviews

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.

Top guest favourite
Aerial view of a beautiful riverside home surrounded by lush trees and vibrant foliage. The property features a large private backyard that leads directly to the water, showcasing a peaceful escape into nature. The nearby river reflects the sky and trees, enhancing the tranquil scenery.
Home in Old Bend
4.95 out of 5 average rating, 175 reviews

Downtown Bend Waterfront Escape

Indulge in waterfront bliss at this exquisite 3 BR/2.5 BA home on Mirror Pond. Breathtaking views, steps to downtown, private backyard w/ river access. Enjoy paddleboarding and tubing from the backyard and close proximity to Mt. Bachelor. Sleeps 8, perfect for unforgettable memories. License Number: STR-18-1015

Popular amenities for Bend vacation rentals

When is the best time to visit Bend?

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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.

Quick stats about vacation rentals in Bend

  • Total vacation rentals

    Explore 1,950 vacation rentals in Bend

  • Nightly prices starting at

    Bend vacation rentals start at $14 CAD per night before taxes and fees

  • Verified guest reviews

    Over 160,770 verified reviews to help you choose

  • Family-friendly vacation rentals

    1,200 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 850 rentals that welcome pets

  • Vacation rentals with a pool

    330 properties feature pools

  • Rentals with dedicated workspaces

    1,110 properties have a dedicated workspace

  • Wifi availability

    1,930 of Bend vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Lake access, and Gym 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

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  2. United States
  3. Oregon
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  5. Bend