The 10 best cottages in Bend, US | Booking.com
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The best cottages in Bend

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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 States
A 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 9.6
Exceptional - What previous guests thought, 6 reviews
Price from
$153
1 night, 2 adults
Check availability

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 States
Like 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
$386.27
1 night, 2 adults
Check availability

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 States
Easy 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 8.5
Very Good - What previous guests thought, 10 reviews
Price from
$166.88
1 night, 2 adults
Check availability

Bluebird Day - Casa Sol

Bend

A 8-minute walk from Drake Park in Bend, Bluebird Day - Casa Sol offers accommodations with access to a hot tub. Both free Wifi and parking on-site are accessible at the vacation home free of charge.

M
Maddy
From
United States
The hot tub, the decks, plenty of parking, beautiful home
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 6 reviews
Check availability

Serendipitous-AC, Hot Tub, Big Fenced Yard, 2 Master Suites,

Bend

2.9 miles from Drake Park in Bend, Serendipitous-AC, Hot Tub, Big Fenced Yard, 2 Master Suites, provides accommodations with access to a hot tub.

J
Julie
From
United States
Large rooms, two master suites, hot tub & location
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 5 reviews
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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 States
The Chalet was clean, quiet, and ideally located. All the appliances were new and everything worked great. Beautiful spot!
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 11 reviews
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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 States
The location was great,and the house was amazing we couldn't ask for anything more
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 16 reviews
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Ski House 155 - Meredith Lodging

Bend

2.5 miles from Drake Park in Bend, Ski House 155 - Meredith Lodging provides accommodations with access to a hot tub.

c
carl
From
United States
Good location, beautiful surroundings, nice comfortable furnishings.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 5 reviews
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Hunters Circle - Meredith Lodging

Bend

Hunters Circle - Meredith Lodging offers accommodations in Bend, 5 miles from Drake Park and 6 miles from Ponderosa Park.

D
Dyslexic readers
From
United States
Property has two beautifully mature lilac bushes that were in full bloom during our stay. The facilities were perfect for our purpose and everything we needed for the kitchen existed here. The beds are comfortable.
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 6 reviews
Check availability

Pony Express 5

Bend

Providing massage services, Pony Express 5 provides accommodations in Bend. The air-conditioned accommodation is 24 miles from Drake Park.

L
Lynn
From
United States
very nice property, well appointed, pretty new, good beds, nice layout; perfect for our family that included one young child and 8 adults.
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 5 reviews
Check availability
All cottages in Bend

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

See all

Enjoy breakfast in Bend and nearby

  • Lucy 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.

  • Scored out of 10, guest rating 9.3
    Wonderful - What previous guests thought, 4 reviews

    A 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.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 2 reviews

    Bluebird Day - Cinder Cone Bungalow is located in Bend, just a 9-minute walk from Drake Park and 2.3 miles from Hollinshead Park.

  • Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 1 review

    Bluebird 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 is located in Bend, just a 10-minute walk from Drake Park and 2.3 miles from Hollinshead Park.

  • Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 6 reviews

    2.3 miles from Hollinshead Park in Bend, Georgia Peach - Meredith Lodging features accommodations with access to a hot tub.

  • Mirror Pond

    Bend
    Breakfast options

    Mirror 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.

  • Mirror Pond bungalow

    Bend
    Breakfast options
    Scored out of 10, guest rating 8.0
    Very Good - What previous guests thought, 1 review

    Mirror 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.

Traveling by car? These cottages in Bend and nearby offer free parking

  • Mirror Pond

    Bend
    Free parking
    Scored out of 10, guest rating 9.3
    Wonderful - What previous guests thought, 4 reviews

    Mirror 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 offers accommodations in Bend, a 8-minute walk from Drake Park and 2 miles from Hollinshead Park.

  • Craftsman style Awbrey Home is located in Bend, just 1.8 miles from Hollinshead Park and 2.5 miles from Ponderosa Park.

  • Awbrey

    Bend
    Free parking

    Awbrey offers accommodations in Bend, 1.9 miles from Hollinshead Park and 2.5 miles from Ponderosa Park.

  • A 12-minute walk from Drake Park in Bend, Bluebird Day - Star Cottage provides accommodations with access to a hot tub.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    A 16-minute walk from Drake Park in Bend, Bluebird Day - Hill Street Beauty provides accommodations with access to a hot tub.

  • Bluebird Day - Jefferson Cottage offers accommodations in Bend, a 8-minute walk from Drake Park and 2.6 miles from Hollinshead Park.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Bluebird Day - Sierra Nook is located in Bend, just a 16-minute walk from Drake Park and 2.1 miles from Hollinshead Park.

These cottages in Bend and nearby have options with free cancellation

  • Amazing 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 - Lakewood Cottage

    Bend
    Free cancellation options available
    Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Bluebird 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

    Bend
    Free cancellation options available

    Bluebird 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

    Bend
    Free cancellation options available

    Bluebird 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

    Bend
    Free cancellation options available
    Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 1 review

    Bluebird 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

    Bend
    Free cancellation options available

    A 17-minute walk from Drake Park in Bend, Bluebird Day - Fuller Cottage features accommodations with access to a hot tub.

  • Bluebird Day - Kingfisher Bungalow

    Bend
    Free cancellation options available
    Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    A 15-minute walk from Drake Park in Bend, Bluebird Day - Kingfisher Bungalow provides accommodations with access to a hot tub.

  • Drake Cottage 311

    Bend
    Free cancellation options available
    Scored out of 10, guest rating 8.5
    Very Good - What previous guests thought, 2 reviews

    Drake Cottage 311 offers accommodations in Bend, a 5-minute walk from Drake Park and 2.6 miles from Hollinshead Park.

FAQ about cottages in Bend