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

Property Types

ApartmentCondoCottageHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Bend

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River Ridge 416B - Bend - Bedroom
River Ridge 416B
Bend, OR
8.0Very good(16)
Free Wi-Fi
Pool
$174+
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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
$229+
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Resort Condo Retreat about 6 Mi to Downtown Bend! - Bend
Resort Condo Retreat about 6 Mi to Downtown Bend!
Bend, OR
8.6Very good(7)
Free Wi-Fi
Pool
Pet friendly
$209+
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Mirror Pond - Bend - Dining room
Mirror Pond
Bend, OR
9.2Wonderful(4)
Free Wi-Fi
$491+
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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
9.7Wonderful(20)
$213+
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Perfect Couples Getaway! Walk to Dwntwn, Galveston Corridor & Drake Park, Parking, Air Conditioning - Bend - Property amenity
Perfect Couples Getaway! Walk to Dwntwn, Galveston Corridor & Drake Park, Parking, Air Conditioning
Bend, OR
9.5Wonderful(47)
$269+
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Alpine Studio at Mount Bachelor - Bend - Outdoors view
Alpine Studio at Mount Bachelor
Bend, OR
Free Wi-Fi
Pool
$216+
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Drake Cottage 311 - Bend - Property amenity
Drake Cottage 311
Bend, OR
9.6Wonderful(56)
$268+
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Spacious 1 Bedroom across from Drake Park - Bend - Bathroom
Spacious 1 Bedroom across from Drake Park
Bend, OR
10Wonderful(25)
$253+
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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
$120+
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Mod Pod - Bend
Mod Pod
Bend, OR
9.4Wonderful(37)
$403+
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Family Getaway With Hot Tub Less Than 2 Mi To Dtwn Bend - Bend
Family Getaway With Hot Tub Less Than 2 Mi To Dtwn Bend
Bend, OR
Spa
$303+
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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(32)
Parking
Free Wi-Fi
Pet friendly
$172+
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Hill St Cottage 338 - Bend
Hill St Cottage 338
Bend, OR
9.3Wonderful(33)
$184+
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Tree Top Retreat - Bend
Tree Top Retreat
Bend, OR
6.1Okay(9)
Pool
$178+
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6 Bedroom / Hot Tub / 1 Acre Property with Wooded Yard / Pet Friendly / Firepit - Bend
6 Bedroom / Hot Tub / 1 Acre Property with Wooded Yard / Pet Friendly / Firepit
Bend, OR
9.4Wonderful(22)
Pool
Pet friendly
Spa
$365+
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?

Wednesday offers the lowest rates in Bend, with an average nightly price of $199. The highest prices are found on Thursday, with average rates at $380.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

January
October
$258
$347
Cheapest month to stay with an average 44% drop in price.
Most expensive month to stay with an average 36% 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, pool, air-conditioned, and hot tub are the most popular vacation rental property amenities in Bend
  • Vacation rentals in Bend are around 46% 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), Beautiful Riverfront Near Mt Bachelor with Hot Tub (9.9, 32), and Charming 1 Bedroom Apartment in Historic Old Bend (9.7, 20), based on ratings and reviews from real travelers.
  • Downtown is the neighborhood in Bend with the most affordable vacation rental properties (60 properties with an average price of $363 per night). \'Knoll It All\' Sweet condo on edge of downtown and river walk, Riverfront Top Floor Condo near downtown Bend, and Riverside Condo located Downtown Enjoy Nightlife 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 January and March.
  • The cheapest night for renting a vacation home in Bend is Wednesday. 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.
  • 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 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, bungalows, cabins, caravans, chalets, condos, cottages, houses, holiday parks, 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 17% 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 $227. Search here for similar prices

  • How much is a vacation rental in Bend for this weekend?

    In the last 72 hours, users have found Bend vacation rentals for this weekend for as low as $251 per night. 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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