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

Holiday Rentals in Bend

Find the holiday rentals that appeal to you the most

Holiday Rentals for every style

Find the right holiday rental for you in Bend

The best holiday rentals in Bend

Check out our pick of great holiday rentals in Bend

Show hotels on map

Filter by:

Review score

Seventh Mountain Resort

Bend

Set in Bend, Seventh Mountain Resort offers a balcony with mountain and lake views, as well as a year-round outdoor pool, sauna and hot tub.

J
Jane
From
United Kingdom
Wonderful setting and good facilities. The pools and hot tubs are excellent. Lovely rural setting with good walking trails too.
Scored out of 10, guest rating 7.2
Good - What previous guests thought, 18 reviews
Price from
US$192.50
1 night, 2 adults
Check availability

Seclusion in Century West

Bend

Located in Bend, Seclusion in Century West provides a restaurant, 4.2 km from Drake Park and 7.4 km from Hollinshead Park. A fitness room is available for guests.

Scored out of 10, guest rating 6.2
Pleasant - What previous guests thought, 5 reviews
Price from
US$162
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$360.52
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 8.5
Very good - What previous guests thought, 10 reviews
Price from
US$166.88
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$293
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 9.8
Exceptional - What previous guests thought, 16 reviews
Check availability

Resort Condo Retreat about 6 Mi to Downtown Bend!

Bend

Located 11 km from Drake Park, 14 km from Hollinshead Park and 13 km from Ponderosa Park, Resort Condo Retreat about 6 Mi to Downtown Bend! provides accommodation set in Bend.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 9 reviews
Check availability

Ski House 155 - Meredith Lodging

Bend

Featuring a hot tub, Ski House 155 - Meredith Lodging is situated in Bend. Both free WiFi and parking on-site are available at the holiday home free of charge.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 5 reviews
Check availability

Hunters Circle - Meredith Lodging

Bend

Situated in Bend and only 6.7 km from Hollinshead Park, Hunters Circle - Meredith Lodging features accommodation with mountain views, free WiFi and free private parking.

K
Kathy
From
United States
The house was beautiful, clean and in a great location. Was very surprised that kitchen was stocked with spices, coffee etc. Made our short stay even better. Great view of the mountains.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 6 reviews
Check availability

Around the Bend

Bend

Featuring air-conditioned accommodation with a patio, Around the Bend is set in Bend. The property is non-smoking and is situated 4.2 km from Drake Park.

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 5 reviews
Check availability
All holiday rentals in Bend

Most booked holiday rentals in Bend and surroundings in the past month

See all

Enjoy breakfast in Bend and nearby

  • 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 bungalow

    Bend
    Breakfast options
    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
    Breakfast options
    Scored out of 10, guest rating 9.2
    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.

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

  • Awbrey

    Bend
    Breakfast options

    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.

  • Drake Cottage 311

    Bend
    Breakfast options
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 2 reviews

    Set in Bend, 400 metres from Drake Park and 4.3 km from Hollinshead Park, Drake Cottage 311 offers air conditioning. The property is non-smoking and is located 4.7 km from Ponderosa Park.

  • Drake Park Villa home

    Bend
    Breakfast options

    Drake Park Villa home offers accommodation in Bend, 5.1 km from Ponderosa Park.

  • Drake Park Villa

    Bend
    Breakfast options
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 2 reviews

    Situated in Bend, 700 metres from Drake Park and 4 km from Hollinshead Park, Drake Park Villa offers air conditioning. This property offers access to a balcony, free private parking and free WiFi.

Highly rated holiday rentals in Bend and nearby

  • Mod Pod

    Bend
    8.0+ review score
    Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 5 reviews

    Set in Bend, 2.3 km from Drake Park and 2.9 km from Hollinshead Park, Mod Pod offers air conditioning. This property offers access to a balcony, free private parking and free WiFi.

  • Aspen Ridge

    Bend
    8.0+ review score
    Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 5 reviews

    Set in Bend, 7.7 km from Drake Park and 8.9 km from Hollinshead Park, Aspen Ridge offers air conditioning. This property offers access to a balcony, free private parking and free WiFi.

These holiday rentals in Bend and nearby have options with free cancellation

  • River View 2 Bedroom

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

    Located in Bend and only 1.7 km from Drake Park, River View 2 Bedroom provides accommodation with mountain views, free WiFi and free private parking.

  • Pioneer Park Rentals Downtown Bend

    Bend
    Free cancellation options available
    Scored out of 10, guest rating 7.7
    Good - What previous guests thought, 31 reviews

    Situated in Bend, 1.8 km from Drake Park, Pioneer Park Rentals Downtown Bend features accommodation with free WiFi and free private parking.

  • The Bend House

    Bend
    Free cancellation options available
    Scored out of 10, guest rating 7.7
    Good - What previous guests thought, 3 reviews

    Located in Bend in the Oregon region, with Drake Park nearby, The Bend House provides accommodation with free WiFi and free private parking. The Ponderosa Park is within 4.9 km of the holiday home.

  • The Bend House home

    Bend
    Free cancellation options available

    Located in Bend in the Oregon region, with Drake Park nearby, The Bend House home provides accommodation with free WiFi and free private parking.

  • Base Camp

    Bend
    Free cancellation options available

    Located 4.4 km from Hollinshead Park and 5.3 km from Ponderosa Park, Base Camp features accommodation set in Bend. This property offers access to a balcony, free private parking and free WiFi.

  • Deschutes Nest

    Bend
    Free cancellation options available
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 2 reviews

    Situated in Bend, 1.5 km from Drake Park and 5.5 km from Hollinshead Park, Deschutes Nest offers air conditioning. This holiday home features free private parking, a 24-hour front desk and free WiFi.

  • Huckleberry Cottage

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

    Situated in Bend and only less than 1 km from Drake Park, Huckleberry Cottage features accommodation with mountain views, free WiFi and free private parking.

  • 4th Street

    Bend
    Free cancellation options available

    Located in Bend and only 2 km from Drake Park, 4th Street provides accommodation with mountain views, free WiFi and free private parking.

FAQ about holiday rentals in Bend