Holiday rentals in Bend

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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
The modern exterior of the ADU features wooden accents and large windows, surrounded by lush greenery. A small outdoor seating area with two chairs and a fire pit is visible. The entrance is framed by a wooden fence, providing privacy and inviting atmosphere.
Home in Bend
4.99 out of 5 average rating, 238 reviews

Modern retreat in central Bend

Enjoy our new custom-built ADU located a block away from the Deschutes River in a quiet residential neighborhood, just a 10-minute walk from downtown along the River Trail. In this modern, bright, and private space, you'll enjoy the luxuries of hardwood floors, waterfall countertops, a built-in workspace, heated tile bathroom floors, a 55" Smart TV, BBQ and fire pit, and endless hot water—plus off-street parking and EV charger. One king bed, one daybed with a trundle, and one queen sleeper sofa.

Top guest favourite
An open studio space features vaulted ceilings and handmade woodwork. A green felt pool table occupies the center, surrounded by seating options. Hunting trophies adorn the walls, and a kitchen area is visible to the right, showcasing wooden cabinetry and modern appliances.
Guest suite in Bend
4.96 out of 5 average rating, 761 reviews

Forested Custom Built W/Mt view, Hot Tub, Wildlife

Our custom-made studio is nestled in the woods with a country feel yet close to everything Bend has to offer. Outside,we have two large decks overlooking the wildlife with beautiful mountain views. Inside this 1100 square foot studio with a loft ,we have vaulted ceilings with open beams, a pool table, hunting trophies, and handmade woodwork throughout. You will have a private studio with no shared spaces that includes two queen beds, a kitchen, a living room, a bathrom, two decks, and a hot tub.

Guest favourite
A spacious living area features a large sectional sofa with plush cushions, complemented by a wooden coffee table. A flat-screen TV is mounted above a modern fireplace, with decorative shelves showcasing plants and accessories. Natural light flows in through multiple windows.
Home in Bend
4.97 out of 5 average rating, 132 reviews

Hot Tub~King Bed~Dog Friendly-New Construction

Welcome to the Old Murph House. This newly constructed home is a 1500 sqft, 2bd/2ba home with updates & modern furnishings throughout. Perks: - Keyless entry - Modern furnishings - New appliances - Full kitchen - Speedy wifi - Flat screen tv - Hot tub - Indoor Fireplace - Putting green - Bocce ball - Dog friendly with a 99$ PET FEE** - 4 parking spots Distance to (driving): - Grocery stores: 1min - Old Mill: 6min - Downtown: 8min - Sunriver: 15min - Mt. Bachelor: 45mins - Smith Rock: 38mins

Top guest favourite
A cozy sleeping area features a queen size bed dressed in neutral tones, complemented by decorative pillows. Natural light filters through a window covered with wooden blinds. A small wooden table and stool are situated nearby, providing additional functional space.
Guest house in Bend
4.99 out of 5 average rating, 148 reviews

Renovated Condo - Ideal Location

This is Central Oregon's premier location for recreation activities. Your stay at this sleek condo will have you encircled by peaks, lakes, meadows, culture, adventure, breweries, festivals, family fun and more. Offering a cozy condo that comfortably sleeps 2 guests with a queen size bed, a mini kitchen, the convenience of on-site laundry facilities. Plus, a living/dining are comforts that would be hard to find in an average hotel. Come make this your launching pad as you experience Bend!

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.
Flat in Bend
5 out of 5 average rating, 121 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 hot tub is positioned on a wooden deck, surrounded by tall greenery for privacy. The house features large sliding doors leading to an open space, with outdoor seating visible nearby, creating a relaxed outdoor retreat.
Bungalow in Bend
4.98 out of 5 average rating, 244 reviews

Ski, Bike, and Golf from a Spacious Family Bungalow

Mountain Bird Bungalow offers something for everyone with an open kitchen-dining area, intimate living spaces, and a cozy fireplace. Mountain Bird Bungalow is the perfect location to enjoy the beautiful nature of Bend, or within a short distance from the downtown area, with its shopping and dining. Garage parking is provided. If your trip involves remote work, you are covered with a dedicated work space and very fast Wi-Fi. Two bedrooms and two full bathrooms make for a comfortable stay.

Guest favourite
A charming Craftsman bungalow is surrounded by lush greenery and well-maintained landscaping. A brick pathway leads to the entrance, showcasing a mixture of shrubs and small trees. An American flag is displayed on the porch, adding a welcoming touch to the exterior.
Bungalow in Old Bend
4.9 out of 5 average rating, 388 reviews

Location! Bungalow River & Beach Access

Welcome to our 1918 Bungalow on Riverfront Street. This simple, no frills one bedroom, one bath sleeps two to three. Enjoy a fully equipped kitchen, floor to ceiling river rock gas fireplace, inviting front porch, back deck with propane BBQ, table/ chairs. The Bungalow has a peek of the river, as it is considered the "guest house" to the larger "main house" it shares the lot with. Enjoy low bank river access to launch your kayak. Park the car and experience the best Bend has to offer.

Guest favourite
A private outdoor area features a hot tub surrounded by string lights, creating a cozy ambiance. A wooden table displays a bottle of sparkling wine with two glasses and a small potted plant, inviting relaxation and enjoyment in nature.
Cabin in Bend
4.92 out of 5 average rating, 233 reviews

Eco cabin near Bend: sauna, spa, king bed, EV plug

If you’re heading to Central Oregon to hike, ski, or explore, our cabin is the perfect spot for you. Tucked away on a quiet acre in Three Rivers, we offer a cozy, eco-friendly basecamp for your adventures. Soak in the hot tub after a day on the trails, warm up in the barrel sauna, or gather by the fire pit under the stars. Inside, you’ll find knotty pine, a full kitchen, WiFi, and thoughtful touches. 30 min to Bend and Mt. Bachelor, 15 min to Sunriver — and far from the noise.

Top guest favourite
The living area features a comfortable gray sofa with decorative cushions and a glass coffee table. A light-colored chair complements the space, while a dining set for four is positioned nearby. The kitchen, visible in the background, includes wooden cabinetry and modern appliances.
Apartment in Bend
4.94 out of 5 average rating, 139 reviews

Adventure Awaits! Walk to downtown and river!

A perfect home base for all your adventures in Bend! Just a 10 minute walk from downtown. Walk or bike to the best restaurants and breweries in Bend. Swimming, hiking, and fishing in the Deschutes river steps from your doorway. King Bed~ Gas fireplace ~ Reading nook ~ Comfy queen sleeper sofa ~ Air Conditioning ~ Games ~ 2 TVs ~ Full kitchen ~ 2 balconies ~ Keyless Entry ~ Shared laundry room ~ 2 Bathrooms ~ K Cup coffee bar ~ Private WiFi ~ Roku TVs

Top guest favourite
Two Adirondack chairs are positioned on a patio, facing a stunning sunset over distant mountains. A small table is located between the chairs, accompanied by a flower pot. The sky is painted with hues of pink, orange, and purple, creating a serene atmosphere.
Guest suite in Powell Butte
4.96 out of 5 average rating, 255 reviews

Panoramic Mountain View Oasis

Your high desert sanctuary awaits. Enjoy breathtaking panoramic mountain views from your second floor apartment, stargaze in the hot tub, cozy up outside by the wood-burning fireplace, and so much more! Only 2 miles from Brasada Ranch, convenient for weddings and events. Close to world-famous Smith Rock, centrally located between Bend, Redmond, and Prineville for a myriad of outdoor activities. Forget your worries in this serene and peaceful place!

Top guest favourite
A light-filled living area features a black leather sofa and a wooden armchair facing a large window. A patterned area rug adds warmth to the hardwood floor. Barstools are placed at the kitchen counter, and artwork is displayed on the white wall.
Home in Bend
5 out of 5 average rating, 206 reviews

Central Modern Guesthouse with EV Charger

We built this home out of a passion for creating welcoming spaces. Years ago, we renovated a motel on the coast - an experience that sparked our love of hospitality and shapes how we host today. We live around the corner with our kids, a golden retriever, and a few cats. Mike’s a local realtor, and Betsy manages business ops for the local fire department. We love books, music, and helping you discover the best of Bend - trails, eats, and community.

Top guest favourite
Home in Bend
4.93 out of 5 average rating, 210 reviews

Hip Fun 1 Bed on Bend's Westside

Enjoy a stylish experience at this centrally-located place. Just one block off of Newport Avenue, the location of this Hip 1 Bedroom is exceptional! Just one block away from Brooks Park/Mirror Pond Park (with a dock to drop in to the Deschutes River) and 2 blocks to Downtown Bend. You can stroll through Drake Park to all of the shops, restaurants, breweries, and pubs in Downtown Bend.

Popular amenities for Bend holiday rentals

When is the best time to visit Bend?

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Avg. price€115€116€119€107€120€139€156€154€119€109€112€122
Avg. temp2°C3°C5°C8°C12°C16°C20°C19°C15°C9°C4°C0°C

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 holiday rentals in Bend

  • Total holiday rentals

    Explore 1,960 holiday rentals in Bend

  • Nightly prices starting at

    Bend holiday rentals start at €9 per night before taxes and fees

  • Verified guest reviews

    Over 161,350 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,240 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 830 rentals that welcome pets

  • Holiday rentals with a pool

    330 properties feature pools

  • Rentals with dedicated workspaces

    1,080 properties have a dedicated workspace

  • Wifi availability

    1,920 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

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