Bend Cottage Rentals

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Best Bend cottage rentals

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$34 - $342$342 - $649$649 - $956$956 - $1,263$1,263+ per night

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Free breakfastFree parkingFree cancellationFree internetFree airport shuttle

Most recommended cottage rentals in Bend

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Beaumont - Bend - Balcony
Beaumont
Bend, OR
Cottage
Parking
Free Wi-Fi
$293+
Check availability
Stunning Bend Retreat 20 Mi to Mt Bachelor! - Bend - Building
Stunning Bend Retreat 20 Mi to Mt Bachelor!
Bend, OR
Cottage
Free Wi-Fi
Pool
$536+
Check availability
The Autumn Cottage in Historical Downtown Bend with Hot tub - Bend - Living room
The Autumn Cottage in Historical Downtown Bend with Hot tub
Bend, OR
8.9Very good(23)
Cottage
Free Wi-Fi
$311+
Check availability
The River Run Cottage: Historic Downtown & Deschutes River With Hot Tub - Bend - Living room
The River Run Cottage: Historic Downtown & Deschutes River With Hot Tub
Bend, OR
9.4Wonderful(31)
Cottage
Free Wi-Fi
$340+
Check availability
The Westside Cottage: Heart of Galveston Ave District with Private Hot Tub - Bend - Living room
The Westside Cottage: Heart of Galveston Ave District with Private Hot Tub
Bend, OR
9.7Wonderful(25)
Cottage
Free Wi-Fi
$340+
Check availability
Sweet craftsman bungalow in the heart of Bend - Bend - Living room
Sweet craftsman bungalow in the heart of Bend
Bend, OR
10Wonderful(6)
Cottage
Free Wi-Fi
$280+
Check availability
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere - Bend - Living room
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
Bend, OR
10Wonderful(33)
Cottage
$246+
Check availability
Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown - Bend - Living room
Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown
Bend, OR
9.8Wonderful(36)
Cottage
$301+
Check availability
2 Units Deck, Hot Tub, Minutes to Old Bend 1212 Skyline Ranch by Avantstay - Bend - Building
2 Units Deck, Hot Tub, Minutes to Old Bend 1212 Skyline Ranch by Avantstay
Bend, OR
Cottage
Free Wi-Fi
$704+
Check availability
Modern cottage charm & walk to Downtown Bend - Bend - Living room
Modern cottage charm & walk to Downtown Bend
Bend, OR
10Wonderful(2)
Cottage
$316+
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Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park - Bend - Patio
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
Bend, OR
9.6Wonderful(54)
Cottage
$194+
Check availability
Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries - Bend - Living room
Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries
Bend, OR
9.4Wonderful(55)
Cottage
$236+
Check availability
Award winning Downtown Cottage Retreat-Bachelor is open-EV charger - Bend - Living room
Award winning Downtown Cottage Retreat-Bachelor is open-EV charger
Bend, OR
10Wonderful(48)
Cottage
Free Wi-Fi
$279+
Check availability
The Sunrise Cottage on Bend's Trendy West Side - Bend - Living room
The Sunrise Cottage on Bend's Trendy West Side
Bend, OR
9.8Wonderful(30)
Cottage
Free Wi-Fi
$278+
Check availability
Paradise in The Parks on Westside with summer pool, bike trails and restaurants. - Bend - Pool
Paradise in The Parks on Westside with summer pool, bike trails and restaurants.
Bend, OR
9.6Wonderful(26)
Cottage
Free Wi-Fi
$167+
Check availability
Visit Bend! Cozy, Pet Friendly, Secluded Yard & Garage! - Bend - Kitchen
Visit Bend! Cozy, Pet Friendly, Secluded Yard & Garage!
Bend, OR
9.6Wonderful(41)
Cottage
Free Wi-Fi
$204+
Check availability
Useful Info

Good to know

Low season

High season

Average price (weeknight)

January
June
$176
Cheapest month to stay with an average 42% drop in price.
Most expensive month to stay with an average 32% rise in price.
Average Sun - Thu price over the last 2 weeks.

KAYAK's top tips for finding Bend vacation rental deals

  • For the cheapest cottage rental in Bend, try to visit during the low season and outside of main travel peaks. The cheapest rates can be found in January and October.
  • The cheapest night of the week to rent a cottage in Bend is Wednesday. On the other hand, the most expensive is Monday.

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