Bend vacation rentals

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Best Bend vacation rentals

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$48 - $258$258 - $468$468 - $678$678 - $888$888+ per night

Property Types

ApartmentCondoCottageHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Bend

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Mod Pod - Bend - Living room
Mod Pod
Bend, OR
9.6Wonderful(40)
Parking
Free Wi-Fi
$195+
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Bend Condo with Deck, Resort-Style Amenities and Views - Bend - Living room
Bend Condo with Deck, Resort-Style Amenities and Views
Bend, OR
8.7Very good(12)
Free Wi-Fi
Pet friendly
$214+
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Charming 1 Bedroom Apartment in Historic Old Bend - Bend - Living room
Charming 1 Bedroom Apartment in Historic Old Bend
Bend, OR
9.6Wonderful(22)
$187+
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Executive suite in Mount Bachelor Village - great for a couple - Bend - Bedroom
Executive suite in Mount Bachelor Village - great for a couple
Bend, OR
9.2Wonderful(17)
$139+
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Scenic 1 Bedroom W/loft at Mount Bachelor Resort! - Bend - Living room
Scenic 1 Bedroom W/loft at Mount Bachelor Resort!
Bend, OR
Free Wi-Fi
$224+
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Resort Condo Retreat about 6 Mi to Downtown Bend! - Bend - Living room
Resort Condo Retreat about 6 Mi to Downtown Bend!
Bend, OR
8.8Very good(8)
Free Wi-Fi
Pool
Pet friendly
$210+
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Alpine Studio at Mount Bachelor Village Resort with Pool and Hot Tub - Bend - Patio
Alpine Studio at Mount Bachelor Village Resort with Pool and Hot Tub
Bend, OR
7.0Good(1)
Parking
Free Wi-Fi
Pool
$131+
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Perfect Couples Getaway! Walk to Dwntwn, Galveston Corridor & Drake Park, Parking, Air Conditioning - Bend - Patio
Perfect Couples Getaway! Walk to Dwntwn, Galveston Corridor & Drake Park, Parking, Air Conditioning
Bend, OR
9.5Wonderful(48)
$177+
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Visit Bend Oregon! Spacious and Comfortable! Pets OK! - Bend - Living room
Visit Bend Oregon! Spacious and Comfortable! Pets OK!
Bend, OR
9.9Wonderful(77)
Free Wi-Fi
$141+
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Bluebird Day - Huckleberry Cottage - Bend - Bedroom
Bluebird Day - Huckleberry Cottage
Bend, OR
9.0Wonderful(2)
Parking
Free Wi-Fi
Pet friendly
$232+
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The Aerie Suites by AvantStay Modern Comfort with Mountain Views - Bend - Balcony
The Aerie Suites by AvantStay Modern Comfort with Mountain Views
Bend, OR
8.8Very good(5)
Free Wi-Fi
Pet friendly
$333+
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Spacious 1 Bedroom across from Drake Park - Bend - Bedroom
Spacious 1 Bedroom across from Drake Park
Bend, OR
10Wonderful(25)
$230+
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20 Min to Mt Bachelor! Perfect Basecamp for Skiers - Bend - Bedroom
20 Min to Mt Bachelor! Perfect Basecamp for Skiers
Bend, OR
Free Wi-Fi
$192+
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Beautiful Riverfront Near Mt Bachelor with Hot Tub - Bend
Beautiful Riverfront Near Mt Bachelor with Hot Tub
Bend, OR
9.9Wonderful(36)
Parking
Free Wi-Fi
Pet friendly
$192+
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Tree Top Retreat - Bend
Tree Top Retreat
Bend, OR
5.1Fair(10)
Pool
$184+
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Perfect Bend Getaway - Bend
Perfect Bend Getaway
Bend, OR
9.3Wonderful(3)
Pool
$218+
Check availability
Booking Insights

KAYAK’s insights for vacation rentals in Bend

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Bend with confidence.

What is the cheapest day of the week to book a vacation rental in Bend?

Sunday offers the lowest rates in Bend, with an average nightly price of $158. The highest prices are found on Thursday, with average rates at $363.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

December
August
$220
$307
Cheapest month to stay with an average 46% drop in price.
Most expensive month to stay with an average 17% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Bend vacation rental deals

  • Pet friendly, hot tub, air-conditioned, and pool are the most popular vacation rental property amenities in Bend
  • Vacation rentals in Bend are around 70% more expensive than hotels on average. Search here to compare prices for all accommodation types in Bend.
  • The best vacation rental properties in Bend are Spacious 1 Bedroom across from Drake Park (10.0, 25 reviews), Visit Bend Oregon! Spacious and Comfortable! Pets OK! (9.9, 77), and Room With a View Condo, Sharc passes included. (9.9, 41), based on ratings and reviews from real travelers.
  • Downtown is the neighborhood in Bend with the most affordable vacation rental properties (24 properties with an average price of $317 per night). Riverside Condo located Downtown Enjoy Nightlife, Downtown Craftsman with King Bed and Private Yard - Walk Everywhere, and Walk Everywhere! 4 Bedrooms +bonus Rm & Quaint Backyard are the most popular rental properties in Downtown.
  • If you’re looking for a cheap vacation rental in Bend, you should consider visiting during the low season. The cheapest vacation homes in Bend can be found in December and September.
  • The cheapest night for renting a vacation home in Bend is Sunday. In contrast, the most expensive is Saturday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Bend for 12 days.

FAQs when booking a vacation home in Bend

  • How much is a vacation rental for a week in Bend?

    The average price for a weekly Bend vacation rental found by KAYAK users in the last 2 weeks is $1,597.

  • How much is a vacation rental for a month in Bend?

    The average price for a monthly Bend vacation rental found by KAYAK users in the last 2 weeks is $6,843.

  • What types of vacation rentals are available in Bend?

    There are loads of different property types that you can make your vacation home in Bend. You’ll find apartments, cabins, caravans, chalets, condos, cottages, houses, homestays and villas.

  • Are there any pet-friendly vacation rentals in Bend?

    There are a number of dog and pet-friendly Bend vacation rentals, with around 10% allowing you to bring your pet along with you.

  • How much is a vacation rental in Bend for tonight?

    In the last 72 hours, users have found Bend vacation rentals for tonight for as low as $213. Search here for similar prices

  • How can I find vacation rentals near me in Bend?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Bend?

Our map will help you find the perfect place to stay in Bend by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Bend

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