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The best holiday rentals in Bend

Check out our pick of great holiday rentals in Bend

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Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

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The spacious holiday home comes with 3 bedrooms, a flat-screen TV and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a fridge. The holiday home also provides guests with 2 bathrooms. The accommodation offers a fireplace.

clean and quiet also with river shore

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9.8
Exceptional
8 reviews
Price from
Rp 4,367,420
per night

The 2-bedroom holiday home is equipped with a living room with a flat-screen TV with satellite channels, a fully equipped kitchen with a dishwasher and an oven, and 2 bathrooms with a hair dryer. Towels and bed linen are provided in the holiday home. There is also a seating area and a fireplace.

clean, great location and excellent customer service

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9.6
Exceptional
5 reviews
Price from
Rp 5,776,376
per night

Featuring accommodation with a pool with a view, mountain view and a balcony, Seventh Mountain Resort is set in Bend. Both free WiFi and parking on-site are accessible at the aparthotel free of charge. The property is non-smoking and is located 11 km from Drake Park.

Wonderful setting and good facilities. The pools and hot tubs are excellent. Lovely rural setting with good walking trails too.

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9.2
Superb
21 reviews
Price from
Rp 4,442,068
per night

The holiday home features a TV. The kitchen is fitted with a dishwasher, a microwave and a fridge and there is a private bathroom with a hair dryer and free toiletries.

Guests at the holiday home will be able to enjoy activities in and around Bend, like skiing and cycling.

The location of this cottage was incredible!! Across the street from a beautiful park on the Deschutes and easy walking distance to both downtown and the Mill District, walking/jogging on the Deschutes River Trail, and centrally located to drive to all the great recreation in the region. I wish the weather had been a bit warmer so we could have enjoyed the lovely patio. Comfy and well-equipped cottage was a perfect home base.

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9
Superb
6 reviews
Price from
Rp 3,698,700
per night

The 1-bedroom holiday home is fitted with a living room with a flat-screen TV with satellite channels, a fully equipped kitchen with a dishwasher and an oven, and 1 bathroom with a hair dryer. Towels and bed linen are featured in the holiday home. For added privacy, the accommodation features a private entrance.

modern and clean. very well equipped. Wi-Fi good and tv. sofa bed very comfy. the locking door system was great.

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9
Superb
6 reviews
Price from
Rp 4,284,450
per night

Situated 1.8 km from Drake Park, Pioneer Park Rentals Downtown Bend offers accommodation with a balcony. There is a private entrance at the apartment for the convenience of those who stay. The apartment features rooms with air conditioning, free private parking and free WiFi.

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8
Very good
5 reviews
Price from
Rp 3,782,008
per night

The spacious holiday home has 4 bedrooms, a TV, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 3 bathrooms with an a bath or shower. Towels and bed linen are offered in the holiday home. There is also a seating area and a fireplace.

The house is great for family.

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8
Very good
5 reviews
Price from
Rp 4,306,059
per night

The spacious holiday home is fitted with 3 bedrooms, 3 bathrooms, bed linen, towels, a flat-screen TV with satellite channels, a dining area, a fully equipped kitchen, and a balcony with river views. There is also a seating area and a fireplace.

Liked the location and the house, it was lovely. Well kept and clean and comfortable, close to the Mill District and the River trail.

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8.8
Fabulous
5 reviews
Price from
Rp 7,598,023
per night

The 2-bedroom holiday home features a living room with a TV with satellite channels, a fully equipped kitchen with a dishwasher and an oven, and 2 bathrooms with a hair dryer. Towels and bed linen are available in the holiday home. The accommodation offers a fireplace.

Since we arrived late at night in the snow, we had no idea where to go. We had to call to get directions and instructions on how to get in. She was very helpful and we got in.

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8.6
Fabulous
5 reviews
Price from
Rp 4,979,114
per night

Private Cottage Near Scenic Deschutes River Woods! offers accommodation in Bend, 13 km from Hollinshead Park and 11 km from Ponderosa Park. Both free WiFi and parking on-site are available at the apartment free of charge. The property is non-smoking and is located 12 km from Drake Park.

It was quiet & very comfortable. It was a short drive from activities in Bend, but not too far at all. I was visiting friends who live nearby so it was perfect for my needs. I would stay there again.

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8
Very good
6 reviews
Price from
Rp 2,686,831
per night

Most booked holiday rentals in Bend this month

Enjoy breakfast in Bend!

  • Mt. Bachelor & Sun River Get Away
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 8 reviews

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

    The location, the peacefulness, the well equipped kitchen

  • Ski House 155
    Breakfast options
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 5 reviews

    Situated in Bend in the Oregon region, Ski House 155 features a balcony. It is set 7.3 km from Hollinshead Park and provides private check-in and check-out.

    clean, great location and excellent customer service

  • Seventh Mountain Resort
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 21 reviews

    Featuring accommodation with a pool with a view, mountain view and a balcony, Seventh Mountain Resort is set in Bend.

    Friendly staff. Close to sports activities. Nice pool

  • Drake Cottage 307
    Breakfast options
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 6 reviews

    Situated in Bend, Drake Cottage 307 features accommodation 4.7 km from Ponderosa Park.

    Great location, overall very nice. Would recommend.

  • Mod Pod
    Breakfast options
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 6 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.

  • Murphy's Resort
    Breakfast options
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 5 reviews

    Set in Bend, 4.4 km from Hollinshead Park and 5.6 km from Drake Park, Murphy's Resort offers air-conditioned accommodation with a patio and free WiFi.

  • Deschutes Landing at the Old Mill Riverfront
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 5 reviews

    Set in Bend, 3.4 km from Drake Park and 6.7 km from Hollinshead Park, Deschutes Landing at the Old Mill Riverfront offers air conditioning.

  • Private Cottage Near Scenic Deschutes River Woods!
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 6 reviews

    Private Cottage Near Scenic Deschutes River Woods! offers accommodation in Bend, 13 km from Hollinshead Park and 11 km from Ponderosa Park.

These holiday rentals in Bend have options with FREE cancellation

  • Pioneer Park Rentals Downtown Bend
    Free cancellation options available
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 5 reviews

    Situated 1.8 km from Drake Park, Pioneer Park Rentals Downtown Bend offers accommodation with a balcony. There is a private entrance at the apartment for the convenience of those who stay.

  • Indio Cabin
    Free cancellation options available
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 6 reviews

    Set in Bend in the Oregon region, Indio Cabin features a balcony. It is located 33 km from Hollinshead Park and features a 24-hour front desk.

  • East Bend Beauty
    Free cancellation options available
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 6 reviews

    Boasting air-conditioned accommodation with a balcony, East Bend Beauty is situated in Bend. It is set 7.5 km from Drake Park and features a 24-hour front desk.

  • Seventh Mountain
    Free cancellation options available
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 58 reviews

    Situated 11 km from Drake Park, 14 km from Hollinshead Park and 13 km from Ponderosa Park, Seventh Mountain offers accommodation set in Bend.

    Was great that there were multiple pools. Easy access

  • Downtowner Apartment
    Free cancellation options available
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 6 reviews

    Located in Bend, 800 metres from Drake Park and 3.7 km from Hollinshead Park, Downtowner Apartment offers air conditioning.

  • Bend Getaway with Private Hot Tub, Patio and Grill!

    Set in Bend, 4.6 km from Drake Park and 5.7 km from Hollinshead Park, Bend Getaway with Private Hot Tub, Patio and Grill! offers air conditioning.

  • Bend Getaway with Private Hot Tub and Cozy Fireplace

    Situated in Bend, 35 km from Hollinshead Park and 32 km from Ponderosa Park, Bend Getaway with Private Hot Tub and Cozy Fireplace offers air conditioning.

  • Seventh Mountain Condo in Bend with Scenic Views!

    Featuring a sauna, Seventh Mountain Condo in Bend with Scenic Views! is set in Bend. The property is around 11 km from Drake Park, 14 km from Hollinshead Park and 13 km from Ponderosa Park.

Highly rated holiday rentals in Bend

  • Ski House 245
    8.0+ review score
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 5 reviews

    Ski House 245 features accommodation set in Bend, 7.4 km from Hollinshead Park and 5.7 km from Ponderosa Park. This property offers access to a balcony, free private parking and free WiFi.

  • Ski House 154
    8.0+ review score
    8.2
    Scored 8.2
    Very good
    Rated very good
     · 4 reviews

    Situated in Bend in the Oregon region, Ski House 154 features a balcony. It is located 7.5 km from Hollinshead Park and offers a 24-hour front desk.

  • Soft Tail Sanctuary
    8.0+ review score
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Located in Bend, 4.6 km from Hollinshead Park and 5.9 km from Drake Park, Soft Tail Sanctuary provides air-conditioned accommodation with a patio and free WiFi.

  • Bend Birdhouse
    8.0+ review score
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 1 review

    Set in Bend, 11 km from Drake Park and 12 km from Hollinshead Park, Bend Birdhouse offers air-conditioned accommodation with a patio and free WiFi.

  • Old Mill Lookout
    8.0+ review score
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 2 reviews

    Located in Bend, 3.1 km from Drake Park and 6.3 km from Hollinshead Park, Old Mill Lookout offers air conditioning. Featuring mountain and river views, this holiday home also offers free WiFi.

  • River Ridge 329A
    8.0+ review score
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 1 review

    Boasting a spa bath, River Ridge 329A is located in Bend. The property features sea and river views, and is 3.8 km from Drake Park.

  • Rabbit's Rest
    8.0+ review score
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 2 reviews

    Situated in Bend, within 4.9 km of Ponderosa Park, Rabbit's Rest offers accommodation with air conditioning.

  • Pet-Friendly Bend Home about 2 Mi to Downtown
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 1 review

    Located in Bend, 3.4 km from Drake Park and 6 km from Hollinshead Park, Pet-Friendly Bend Home about 2 Mi to Downtown provides air-conditioned accommodation with a patio and free WiFi.

FAQ about holiday rentals in Bend




Holiday rentals that guests love in Bend

  • 5.5
    Scored 5.5
    Average
    Rated passable
     · 6 reviews
    Mt. Bachelor Village resort is a very nice location, it is offers trails for walking or cycling plus pool area. Great place to bring your family plus it is close to Bend. The Ski house #262 is comfortable and clean, quiet and nice surroundings, near to a pool. A nice fit for a group of 4.
    Regina
    Family with young children