The 10 best cottages in Bend, USA | Booking.com
Skip to main content

Cottages in Bend

Find the cottages that appeal to you the most

The best cottages in Bend

Check out our pick of great cottages in Bend

Show hotels on map

Filter by:

Review score

HideAway Chalet

Bend

Featuring air-conditioned accommodation with a patio, HideAway Chalet is set in Bend. This property offers access to a balcony, free private parking and free WiFi.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 9 reviews
Price from
US$327.31
1 night, 2 adults
Check availability

Mt. Bachelor & Sun River Get Away

Bend

Located in Bend in the Oregon region and Drake Park reachable within 36 km, Mt.

K
Kevin
From
United States
clean and quiet also with river shore
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 15 reviews
Price from
US$536.15
1 night, 2 adults
Check availability

Deschutes Delight

Bend

Set in Bend, 4.2 km from Drake Park and 8 km from Hollinshead Park, Deschutes Delight offers a restaurant. Guests can benefit from a patio and a children's playground.

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 14 reviews
Price from
US$171.15
1 night, 2 adults
Check availability

Rocking CR Ranch Guesthouse

Tumalo (Near Bend)

Situated in Tumalo, 13 km from Hollinshead Park and 15 km from Drake Park, Rocking CR Ranch Guesthouse offers a garden and air conditioning.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 5 reviews
Price from
US$328.09
1 night, 2 adults
Check availability

West Ridge Craftsman with Amazing Views

Redmond (Near Bend)

Boasting air-conditioned accommodation with a private pool, mountain view and a balcony, West Ridge Craftsman with Amazing Views is situated in Redmond.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews
Price from
US$657.05
1 night, 2 adults
Check availability

Great Kitchen, AC, SHARC Access, Hot Tub, Bring Pet!

Sunriver (Near Bend)

Located in Sunriver, Great Kitchen, AC, SHARC Access, Hot Tub, Bring Pet! provides accommodation with a heated pool, a patio and garden views.

G
Georgeann
From
United States
The house is lovely. The layout is great, perfect space for our family of ten. Lots of labels made it easy to know which switches etc to use. It was very clean and comfortable. Most well-stocked kitchen of any place we have ever stayed. There was even a delicious treat waiting for us upon arrival! We hope to return in the future.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 12 reviews
Price from
US$808.66
1 night, 2 adults
Check availability

Welcome to The Village Hideout, Steps to the Village, Resort, Golf, SHARC, AC, Hot-tub, Grill and Bikes

Sunriver (Near Bend)

Located in Sunriver, the recently renovated Welcome to The Village Hideout, Steps to the Village, Resort, Golf, SHARC, AC, Hot-tub, Grill and Bikes provides accommodation 29 km from Drake Park and 30...

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 5 reviews
Price from
US$774.55
1 night, 2 adults
Check availability

Lovely county-fair getaway

Redmond (Near Bend)

Situated 26 km from Ponderosa Park and providing a garden, Lovely county-fair getaway provides accommodation in Redmond.

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 10 reviews
Price from
US$288.40
1 night, 2 adults
Check availability

12 Deer Lane

Sunriver (Near Bend)

Located in Sunriver, 29 km from Drake Park and 30 km from Hollinshead Park, 12 Deer Lane provides a restaurant. The property is non-smoking and is set 27 km from Ponderosa Park.

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 7 reviews
Price from
US$507.48
1 night, 2 adults
Check availability

12 Juniper

Sunriver (Near Bend)

Located in Sunriver, 12 Juniper provides a restaurant, 27 km from Drake Park and 29 km from Hollinshead Park. The property is non-smoking and is set 26 km from Ponderosa Park.

Scored out of 10, guest rating 7.4
Good - What previous guests thought, 7 reviews
Price from
US$368.96
1 night, 2 adults
Check availability
All cottages in Bend

Looking for a cottage?

Cottages are perfect for travellers who enjoy feeling cosy and independent in the countryside. Usually small, traditionally built houses, cottages spread across one or two floors, making them great for families, or holidays with a little more privacy.

Most booked cottages in Bend and surroundings in the past month

See all

Enjoy breakfast in Bend and nearby

  • Dara

    Bend
    Breakfast options

    Situated in Bend, 300 metres from Drake Park and 3.4 km from Hollinshead Park, Dara offers air conditioning. Guests staying at this holiday home have access to a fully equipped kitchen.

  • Located in Bend, 600 metres from Drake Park and 3 km from Hollinshead Park, Lucy Lou 30 Day Minimum offers air conditioning.

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 3 reviews

    Close to Drake Park, The Church, Built in 1923 & 2 Blocks From Downtown is located in Bend and has a hot tub and garden.

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

    Situated in Bend, less than 1 km from Drake Park and 3.6 km from Hollinshead Park, Bluebird Day - Cinder Cone Bungalow offers air conditioning.

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

    Situated in Bend, less than 1 km from Drake Park and 3.7 km from Hollinshead Park, Bluebird Day - Crater Retreat offers air conditioning.

  • Set in Bend, less than 1 km from Drake Park and 3.7 km from Hollinshead Park, Bluebird Day - Lava Hideaway offers air conditioning.

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

    3.9 km from Ponderosa Park in Bend, Georgia Peach - Meredith Lodging features accommodation with access to a hot tub.

  • Mirror Pond

    Bend
    Breakfast options

    Located in Bend, less than 1 km from Drake Park and 3.2 km from Hollinshead Park, Mirror Pond offers air conditioning. Guests staying at this holiday home have access to a fully equipped kitchen.

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

  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 1 review

    Mirror Pond bungalow offers accommodation in Bend, 4.2 km from Ponderosa Park.

  • Mirror Pond

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

    Set in Bend, 600 metres from Drake Park and 3.3 km from Hollinshead Park, Mirror Pond offers air conditioning. This property offers access to a balcony, free private parking and free WiFi.

  • Set in Bend, 700 metres from Drake Park and 3.2 km from Hollinshead Park, Bluebird Day - Drake Escape offers air conditioning.

  • Craftsman style Awbrey Home offers accommodation in Bend, 4 km from Ponderosa Park.

  • Awbrey

    Bend
    Free parking

    Featuring a spa bath, Awbrey is located in Bend. The air-conditioned accommodation is less than 1 km from Drake Park, and guests can benefit from private parking available on site and free WiFi.

  • Located in Bend, 1 km from Drake Park and 3.2 km from Hollinshead Park, Bluebird Day - Star Cottage offers air conditioning. The Ponderosa Park is within 3.7 km of the holiday home.

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

    Located in Bend, 1.4 km from Drake Park and 3.3 km from Hollinshead Park, Bluebird Day - Hill Street Beauty offers air conditioning. The holiday home is 3.8 km from Ponderosa Park.

  • Located in Bend, 700 metres from Drake Park and 4.2 km from Hollinshead Park, Bluebird Day - Jefferson Cottage offers air conditioning.

These cottages in Bend and nearby have options with free cancellation

  • Located in Bend, 2.9 km from Hollinshead Park and 4 km from Ponderosa Park, Amazing Steps to Downtown and River Gorgeous Newer AC 4222 offers air conditioning.

  • Bluebird Day - Sierra Nook

    Bend
    Free cancellation options available

    Located in Bend, 1.4 km from Drake Park and 3.4 km from Hollinshead Park, Bluebird Day - Sierra Nook offers air conditioning.

  • Bluebird Day - Lakewood Cottage

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

    Set in Bend, 1.4 km from Drake Park and 3.5 km from Hollinshead Park, Bluebird Day - Lakewood Cottage offers air conditioning.

  • Bluebird Day - Twin Mills Bungalow

    Bend
    Free cancellation options available

    Set in Bend, 1.4 km from Drake Park and 3.4 km from Hollinshead Park, Bluebird Day - Twin Mills Bungalow offers air conditioning.

  • Bluebird Day - Huckleberry Cottage

    Bend
    Free cancellation options available

    Situated in Bend, 1.4 km from Drake Park and 3.5 km from Hollinshead Park, Bluebird Day - Huckleberry Cottage offers air conditioning.

  • Bluebird Day - Aspen Getaway

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

    Located in Bend, 1.4 km from Drake Park and 3.5 km from Hollinshead Park, Bluebird Day - Aspen Getaway offers air conditioning.

  • Bluebird Day - Fuller Cottage

    Bend
    Free cancellation options available

    Situated in Bend, 1.4 km from Drake Park and 3.6 km from Hollinshead Park, Bluebird Day - Fuller Cottage offers air conditioning.

  • Bluebird Day - Kingfisher Bungalow

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

    Located in Bend, 1.3 km from Drake Park and 2.7 km from Hollinshead Park, Bluebird Day - Kingfisher Bungalow offers air conditioning. This holiday home is 4.3 km from Ponderosa Park.

FAQ about cottages in Bend

Research, refine and make plans for your whole trip

Cottages in Redmond

Flexible on where to stay? Look up cottages in nearby Redmond, not too far from Bend.

Cottages in Sisters

Find more hotels in a city close to Sisters.

When to visit the United States

Events, prices, the weather and more.

Car hire in Bend

Hire a car and hit the road.

Cottages in New York

Discover another destination in the United States.

Cottages in Las Vegas

Discover another destination in the United States.

Cottages in the United States

Eager to explore more of the United States? Find hotels up and down the country!

Hotels near Roberts Field Airport

Perfect for a late arrival or early departure.

Cottages in Oregon

Extend your search and explore the surrounding area.

Cottages in Mount Bachelor

Extend your search and explore the surrounding area.

Hotels in Bend

More great accommodation options for your trip.

Cheap hotels in Bend

More great accommodation options for your trip.

Motels in Bend

Explore more great accommodation options in Bend, starting with motels.

Pet-Friendly Hotels in Bend

More great accommodation options for your trip.

Hotels with Parking in Bend

More great accommodation options for your trip.

Cheap holidays in Bend

Book the best flights, stays and more – all in one place