Bend vacation rentals

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Top-rated vacation rentals in Bend

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

Guest favorite
Guesthouse in Bend
A Couples Getaway in Old NW Bend
Old Bend meets new Bend in this spacious, newly constructed second level studio apartment in a century old neighborhood in NW Bend. The beautifully appointed room has private access and includes a well accessorized kitchen, comfortable furnishings, a queen size bed, and bathroom. As comfortable as we know you’ll be in the studio, you must get out and experience all Bend has to offer. Hiking, fishing, golf, lakes, rivers, Mt. Bachelor, beautiful sightseeing and many more activities are within a 30 minute drive. We think you’ll enjoy your stay without getting in your car at all. Within blocks you can visit local brew pubs and a great assortment of restaurants and shops. Beautiful downtown Bend is a 15 minute walk, or, a short bike ride on bikes we provide. Experience locally owned restaurants, bars, breweries, unique boutique shops, coffee roasters, bakeries, Drake park and more. This century old neighborhood which was home to many mill workers in the past has become a rejuvenated and vibrant area for a new generation. Many of the old houses continue to be remodeled and, at the same time, retain the old neighborhood feel.
Nov 29 – Dec 6
$119 per night
4.96 out of 5 average rating, 698 reviews
Guest favorite
Guest suite in Bend
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.
Apr 11 – 18
$110 per night
4.96 out of 5 average rating, 504 reviews
Guest favorite
Apartment in Bend
Urban Studio Loft-Hot Tub AC 250+Mbps Views
Fall asleep under a stargazing skylight in a retreat lodge’s stylish loft apartment! The studio has big windows with a bright, natural light atmosphere. It is located in one of Bend's best neighborhoods, River West--only a 14-minute walk to downtown (.6 miles) and close to Drake Park, restaurants, shopping, cafes & galleries. Designed for individuals or couples seeking a fun, comfortable and peaceful experience. Numerous amenities include parking, private deck, washer/dryer, HBO, cable & coffee.
Apr 4 – 11
$98 per night
4.96 out of 5 average rating, 870 reviews

Popular amenities for Bend vacation rentals

Stay near Bend's top sights

Old Mill District292 locals recommend
BLOCKBUSTER15 locals recommend
McMenamins158 locals recommend
Pine Nursery Park41 locals recommend
Sawyer Park11 locals recommend
Walmart Supercenter15 locals recommend

Bend house rentals

Guest favorite
Home in Bend
Mountain Bliss: Gateway to Mt. Bachelor and More
Nov 17 – 24
$135 per night
5.0 out of 5 average rating, 177 reviews
Guest favorite
Home in Bend
One Bedroom/Bathroom w/ TV Studio & Outdoor Patio!
Jun 25 – Jul 2
$120 per night
4.97 out of 5 average rating, 101 reviews
Guest favorite
Home in Bend
Modern high-end home, walk downtown
Jan 25 – Feb 1
$237 per night
5.0 out of 5 average rating, 109 reviews
Superhost
Home in Bend
Fall Creek Suite - Awesome Westside Location
Nov 17 – 24
$110 per night
4.81 out of 5 average rating, 345 reviews
Guest favorite
Home in Bend
Westside Bungalow - Heart of Bend
Apr 2 – 9
$225 per night
4.95 out of 5 average rating, 280 reviews
Guest favorite
Home in Terrebonne
Cozy Three Story Lookout Tower
Sep 1 – 6
$299 per night
4.98 out of 5 average rating, 798 reviews
Guest favorite
Home in Bend
Your gateway to Mt Bachelor & all that Bend offers
Sep 21 – 28
$169 per night
4.99 out of 5 average rating, 219 reviews
Guest favorite
Home in Bend
"Urban Spruce" - Great peaceful location!!
Apr 11 – 18
$139 per night
4.98 out of 5 average rating, 194 reviews
Guest favorite
Home in Bend
Ripple at River Camp, near Ntl Forest/River Trail
Jul 26 – Aug 2
$225 per night
4.98 out of 5 average rating, 169 reviews
Guest favorite
Home in Bend
Stunning River Front | Hot Tub | Old Mill | Bikes
Sep 11 – 18
$396 per night
4.98 out of 5 average rating, 273 reviews
Superhost
Home in Old Bend
RiverBend is riverfront! Salt Hot Tub, AC, Wifi
Jan 27 – Feb 3
$376 per night
4.95 out of 5 average rating, 114 reviews
Guest favorite
Home in Bend
Downtown Bend Waterfront Escape
Oct 17 – 24
$504 per night
4.93 out of 5 average rating, 123 reviews

Other great vacation rentals in Bend

Guest favorite
Apartment in Old Bend
LOCATION! WALK DOWNTOWN & OLD MILL - #2
Nov 14 – 21
$89 per night
4.96 out of 5 average rating, 168 reviews
Guest favorite
Cabin in Old Bend
Mill Cabin at Deschutes Dunes River/ beach access
Feb 23 – Mar 2
$126 per night
4.9 out of 5 average rating, 362 reviews
Guest favorite
Guesthouse in Bend
Old Mill and River Walk Retreat
Nov 5 – 12
$125 per night
4.97 out of 5 average rating, 311 reviews
Guest favorite
Guest suite in Bend
Old Mill Studio, Easy to Mt B, Near all the fun!
Apr 23 – 30
$96 per night
4.99 out of 5 average rating, 289 reviews
Guest favorite
Guest suite in Bend
Cozy Deschutes River Getaway
Mar 31 – Apr 7
$74 per night
4.81 out of 5 average rating, 297 reviews
Guest favorite
Guest suite in Bend
Midtown Getaway- Private entrance and bathroom!
Apr 10 – 17
$53 per night
4.91 out of 5 average rating, 305 reviews
Guest favorite
Guest suite in Bend
The Sawmill — Designer Cabin Vibes Glow In Natural Light
Oct 8 – 15
$299 per night
4.98 out of 5 average rating, 199 reviews
Guest favorite
Guest suite in Bend
Mt Bachelor Village Resort- Room in River Ridge II
Mar 25 – Apr 1
$66 per night
4.86 out of 5 average rating, 221 reviews
Guest favorite
Guest suite in Bend
CLOSE COUNTRY QUARTERS (Hot Tub and Fire Pit)
Nov 19 – 26
$79 per night
4.9 out of 5 average rating, 256 reviews
Guest favorite
Cabin in La Pine
Cozy Forest Cabin w/ Sauna & Hot Tub!
Oct 23 – 30
$147 per night
4.95 out of 5 average rating, 192 reviews
Guest favorite
Farm stay in Bend
Historic cabin at Anker Farm
Dec 16 – 23
$99 per night
4.95 out of 5 average rating, 490 reviews
Superhost
Bungalow in Old Bend
Broadway Bungalow Retreat - 243
Apr 18 – 25
$156 per night
4.92 out of 5 average rating, 212 reviews

Quick stats about vacation rentals in Bend

Total rentals

2K properties

Rentals with dedicated workspaces

1.2K properties have a dedicated workspace

Rentals with a pool

340 properties have a pool

Pet-friendly rentals

800 properties allow pets

Family-friendly rentals

1.2K properties are a good fit for families

Total number of reviews

133K reviews

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 800 vacation rentals for guests traveling with pets.

Destinations to explore

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