Bend vacation rentals

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Best Bend vacation rentals

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6+ Okay7+ Good8+ Great9+ Excellent

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$48 - $251$251 - $454$454 - $657$657 - $860$860+ per night

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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
$328+
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River Ridge 416b Condo - Bend - Bedroom
River Ridge 416b Condo
Bend, OR
7.6Good(16)
Free Wi-Fi
$216+
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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
$225+
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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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Mirror Pond - Bend - Dining room
Mirror Pond
Bend, OR
9.2Wonderful(4)
Free Wi-Fi
$450+
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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)
$234+
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Drake Cottage 311 - Bend - Living room
Drake Cottage 311
Bend, OR
9.6Wonderful(58)
$153+
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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
$221+
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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)
$140+
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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)
$158+
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Spacious 1 Bedroom across from Drake Park - Bend - Bedroom
Spacious 1 Bedroom across from Drake Park
Bend, OR
10Wonderful(25)
$222+
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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
6.0Okay(1)
Parking
Free Wi-Fi
Pool
$133+
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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
$197+
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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
$134+
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Eat. Sleep. Ski. 'Larsson's Ski Retreat Awaits'! - Bend - Bedroom
Eat. Sleep. Ski. 'Larsson's Ski Retreat Awaits'!
Bend, OR
9.4Wonderful(23)
Free Wi-Fi
$101+
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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
$172+
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 $162. The highest prices are found on Thursday, with average rates at $307.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

October
December
$218
$312
Cheapest month to stay with an average 38% drop in price.
Most expensive month to stay with an average 23% 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 69% 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 Beautiful Riverfront Near Mt Bachelor with Hot Tub (9.9, 36), 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 $318 per night). Riverside Condo located Downtown Enjoy Nightlife, Downtown Craftsman with King Bed and Private Yard - Walk Everywhere, and Stylish Condo With Balconies, Fireplace & Bbq On Top Floor 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 October 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 13 days.
  • The cheapest Bend vacation rental found on KAYAK in the last 2 weeks was $227, while the most expensive was $272.

FAQs when booking a vacation home in Bend

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

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

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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