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Cottages in Bend
Find the cottages that appeal to you the most
The best cottages in Bend
Check out our selection of great cottages in Bend
Filter by:
Review score
HideAway Chalet
Bend
Featuring a garden, HideAway Chalet offers accommodations in Bend. This property offers access to a patio, free private parking, and free Wifi. Outdoor seating is also available at the chalet.
S
Sarah
From
United StatesThe Chalet was clean, quiet, and ideally located. All the appliances were new and everything worked great. Beautiful spot!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 8 reviews
Price from
$172.50
1 night, 2 adults
Mt. Bachelor & Sun River Get Away
Bend
Mt. Bachelor & Sun River Get Away offers accommodations in Bend, 22 miles from Ponderosa Park.
B
Boyd
From
United StatesThe location was great,and the house was amazing we couldn't ask for anything more
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 15 reviews
Price from
$293.25
1 night, 2 adults
Deschutes Delight
Bend
Deschutes Delight is located in Bend, just 2.6 miles from Drake Park and 5 miles from Hollinshead Park. The vacation home has access to a restaurant.
D
Diane
From
United StatesLocation, cleanliness, peaceful, etc
Scored out of 10, guest rating 7.8
Good - What previous guests thought, 14 reviews
Price from
$133
1 night, 2 adults
Rocking CR Ranch Guesthouse
Tumalo (Near Bend)
Featuring a garden, Rocking CR Ranch Guesthouse provides accommodations in Tumalo. This property offers access to a terrace, free private parking, and free Wifi.
C
Chelsey
From
United StatesA Little slice of heaven! Beautiful gardens and pastures. Accommodations had everything we could need, warmly decorated with cozy beds and the cutest bedding! Close to everywhere we wanted to visit. Caroline and Doug were the ideal hosts, giving us our privacy while still chatting us up and giving recommendations. Our Dog stayed too, and got to visit with theirs while romping through the pasture. Such a fun visit. Highly recommended.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 5 reviews
Price from
$163.20
1 night, 2 adults
West Ridge Craftsman with Amazing Views
Redmond (Near Bend)
Featuring water sports facilities, West Ridge Craftsman with Amazing Views provides accommodations in Redmond. This property offers access to a terrace and free private parking.
L
LaRena
From
United StatesThe house was beautiful the rooms were good size the beds were comfortable, the kitchen was amazing
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews
Price from
$309
1 night, 2 adults
Great Kitchen, AC, SHARC Access, Hot Tub, Bring Pet!
Sunriver (Near Bend)
Great Kitchen, AC, SHARC Access, Hot Tub, Bring Pet! is located in Sunriver, just 17 miles from Drake Park and 18 miles from Hollinshead Park.
A
Alexandra
From
United StatesLike the title says, this house has a truly Great Kitchen! It was clean, well stocked and had plenty of space. Great for a girls trip that we were on but would be perfect for a family with kids too! The host was the best of any place I have stayed. Communicative, thoughtful and kind. If I could give 20 starts I would!
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 12 reviews
Price from
$360.52
1 night, 2 adults
Welcome to The Village Hideout, Steps to the Village, Resort, Golf, SHARC, AC, Hot-tub, Grill and Bikes
Sunriver (Near Bend)
Welcome to The Village Hideout, Steps to the Village, Resort, Golf, SHARC, AC, Hot-tub, Grill and Bikes is a recently renovated vacation home in Sunriver where guests can make the most of the garden...
L
Lindsey
From
FranceThe location on the house was amazing, being just a 3 min walk to the village was amazing!
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 5 reviews
Price from
$371.20
1 night, 2 adults
Lovely county-fair getaway
Redmond (Near Bend)
Lovely county-fair getaway offers accommodations in Redmond, 16 miles from Ponderosa Park. With free private parking, the property is 14 miles from Hollinshead Park and 15 miles from Drake Park.
S
Shawna
From
United StatesEasy to find, clean, affordable, and comfortable for our small family. A few nice teen/tween-friendly perks like movies and popcorn and table arcade games…and local fair-trade coffee was delicious! Good quality bathroom items very appreciated. Baby/toddler items for those who would need them. I’d book here again for sure. Can’t beat location.
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 10 reviews
Price from
$166.88
1 night, 2 adults
12 Deer Lane
Sunriver (Near Bend)
18 miles from Drake Park in Sunriver, 12 Deer Lane provides accommodations with access to a hot tub. The vacation home has access to a restaurant.
L
LaDonna
From
United StatesLocation was great. Home was decorated cozy, clean, and well stocked. Firepalce and hot tub were very nice.
Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 7 reviews
Price from
$403
1 night, 2 adults
12 Juniper
Sunriver (Near Bend)
12 Juniper offers accommodations in Sunriver, 17 miles from Drake Park and 18 miles from Hollinshead Park. The vacation home has access to a restaurant.
S
Stephanie81
From
United StatesHad what we needed and was conformable
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 7 reviews
Price from
$293
1 night, 2 adults
Looking for a cottage?
Cottages are perfect for travelers who enjoy feeling cozy and independent in the countryside. Usually small, traditionally built houses, cottages are spread across one or two floors – making them great for families or vacations with a little more privacy.
Most booked cottages in Bend and surrounding area in the past month
Popular with guests booking cottages in Bend
Scored out of 10, guest rating 8.4Very Good - What previous guests thought, 5 reviewsPopular with guests booking cottages in Bend
Popular with guests booking cottages in Bend
Popular with guests booking cottages in Bend
Scored out of 10, guest rating 9.3Wonderful - What previous guests thought, 4 reviewsPopular with guests booking cottages in Bend
Scored out of 10, guest rating 9.7Exceptional - What previous guests thought, 15 reviewsPopular with guests booking cottages in Bend
Scored out of 10, guest rating 9.0Wonderful - What previous guests thought, 5 reviewsPopular with guests booking cottages in Bend
Scored out of 10, guest rating 6.6Pleasant - What previous guests thought, 8 reviewsPopular with guests booking cottages in Bend
Scored out of 10, guest rating 9.0Wonderful - What previous guests thought, 2 reviewsPopular with guests booking cottages in Bend
Scored out of 10, guest rating 8.0Very Good - What previous guests thought, 7 reviewsPopular with guests booking cottages in Bend
Enjoy breakfast in Bend and nearby
Dara
BendBreakfast optionsDara is located in Bend, just 2.1 miles from Hollinshead Park and 2.6 miles from Ponderosa Park. The air-conditioned accommodation is a 3-minute walk from Drake Park.
Lucy Lou 30 Day Minimum
BendBreakfast optionsLucy Lou 30 Day Minimum offers accommodations in Bend, 1.9 miles from Hollinshead Park and 2.2 miles from Ponderosa Park. The air-conditioned accommodation is a 7-minute walk from Drake Park.
The Church, Built in 1923 & 2 Blocks From Downtown
BendBreakfast optionsScored out of 10, guest rating 9.0Wonderful - What previous guests thought, 2 reviewsA 7-minute walk from Drake Park in Bend, The Church, Built in 1923 & 2 Blocks From Downtown offers accommodations with access to a hot tub.
Bluebird Day - Cinder Cone Bungalow
BendBreakfast optionsScored out of 10, guest rating 10.0Exceptional - What previous guests thought, 1 reviewBluebird Day - Cinder Cone Bungalow is located in Bend, just a 9-minute walk from Drake Park and 2.3 miles from Hollinshead Park.
Bluebird Day - Crater Retreat
BendBreakfast optionsScored out of 10, guest rating 7.0Good - What previous guests thought, 1 reviewBluebird Day - Crater Retreat is located in Bend, just a 10-minute walk from Drake Park and 2.3 miles from Hollinshead Park.
Bluebird Day - Lava Hideaway
BendBreakfast optionsBluebird Day - Lava Hideaway is located in Bend, just a 10-minute walk from Drake Park and 2.3 miles from Hollinshead Park.
Georgia Peach - Meredith Lodging
BendBreakfast optionsScored out of 10, guest rating 8.8Excellent - What previous guests thought, 6 reviews2.3 miles from Hollinshead Park in Bend, Georgia Peach - Meredith Lodging features accommodations with access to a hot tub.
Mirror Pond
BendBreakfast optionsMirror Pond is located in Bend, just 2 miles from Hollinshead Park and 2.6 miles from Ponderosa Park. The air-conditioned accommodation is a 9-minute walk from Drake Park.
These cottages in Bend and nearby have options with free cancellation
Mirror Pond bungalow
BendFree cancellation options availableScored out of 10, guest rating 8.0Very Good - What previous guests thought, 1 reviewMirror Pond bungalow is located in Bend, just a 9-minute walk from Drake Park and 2 miles from Hollinshead Park. Both Wifi and private parking are available at the vacation home free of charge.
Mirror Pond
BendFree cancellation options availableScored out of 10, guest rating 9.3Wonderful - What previous guests thought, 4 reviewsMirror Pond is located in Bend, just a 7-minute walk from Drake Park and 2 miles from Hollinshead Park. This property offers access to a balcony, free private parking, and free Wifi.
Bluebird Day - Drake Escape
BendFree cancellation options availableBluebird Day - Drake Escape offers accommodations in Bend, a 8-minute walk from Drake Park and 2 miles from Hollinshead Park.
Craftsman style Awbrey Home
BendFree cancellation options availableCraftsman style Awbrey Home is located in Bend, just 1.8 miles from Hollinshead Park and 2.5 miles from Ponderosa Park.
Awbrey
BendFree cancellation options availableAwbrey offers accommodations in Bend, 1.9 miles from Hollinshead Park and 2.5 miles from Ponderosa Park.
Amazing Steps to Downtown and River Gorgeous Newer AC 4222
BendFree cancellation options availableAmazing Steps to Downtown and River Gorgeous Newer AC 4222 offers accommodations in Bend, 2.5 miles from Ponderosa Park. The air-conditioned accommodation is 1.8 miles from Hollinshead Park.
Bluebird Day - Star Cottage
BendFree cancellation options availableA 12-minute walk from Drake Park in Bend, Bluebird Day - Star Cottage provides accommodations with access to a hot tub.
Bluebird Day - Hill Street Beauty
BendFree cancellation options availableScored out of 10, guest rating 10.0Exceptional - What previous guests thought, 1 reviewA 16-minute walk from Drake Park in Bend, Bluebird Day - Hill Street Beauty provides accommodations with access to a hot tub.
Traveling by car? These cottages in Bend and nearby offer free parking
Bluebird Day - Jefferson Cottage
BendFree parkingBluebird Day - Jefferson Cottage offers accommodations in Bend, a 8-minute walk from Drake Park and 2.6 miles from Hollinshead Park.
Bluebird Day - Sierra Nook
BendFree parkingBluebird Day - Sierra Nook is located in Bend, just a 16-minute walk from Drake Park and 2.1 miles from Hollinshead Park.
Bluebird Day - Lakewood Cottage
BendFree parkingScored out of 10, guest rating 10.0Exceptional - What previous guests thought, 1 reviewBluebird Day - Lakewood Cottage is located in Bend, just a 17-minute walk from Drake Park and 2.2 miles from Hollinshead Park.
Bluebird Day - Twin Mills Bungalow
BendFree parkingBluebird Day - Twin Mills Bungalow offers accommodations in Bend, a 16-minute walk from Drake Park and 2.1 miles from Hollinshead Park.
Bluebird Day - Huckleberry Cottage
BendFree parkingBluebird Day - Huckleberry Cottage is located in Bend, just a 16-minute walk from Drake Park and 2.1 miles from Hollinshead Park.
Bluebird Day - Aspen Getaway
BendFree parkingScored out of 10, guest rating 9.0Wonderful - What previous guests thought, 1 reviewBluebird Day - Aspen Getaway offers accommodations in Bend, a 17-minute walk from Drake Park and 2.2 miles from Hollinshead Park.
Bluebird Day - Fuller Cottage
BendFree parkingA 17-minute walk from Drake Park in Bend, Bluebird Day - Fuller Cottage features accommodations with access to a hot tub.
Bluebird Day - Kingfisher Bungalow
BendFree parkingScored out of 10, guest rating 10.0Exceptional - What previous guests thought, 1 reviewA 15-minute walk from Drake Park in Bend, Bluebird Day - Kingfisher Bungalow provides accommodations with access to a hot tub.
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