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Holiday Homes in Bend

Find the holiday homes that appeal to you the most

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The 10 Best Holiday Homes in Bend, USA

Check out our pick of great holiday homes 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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Mt. Bachelor & Sun River Get Away, holiday home in Bend

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
£218
per night
Check availability
Ski House 155, holiday home in Bend

The spacious holiday home features 2 bedrooms, a flat-screen TV with satellite channels, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with an a bath or shower. 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
£288
per night
Check availability
Mod Pod, holiday home in Bend

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
£213
per night
Check availability
Deschutes Landing at the Old Mill Riverfront, holiday home in Bend

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
£378
per night
Check availability
River Ridge 513B, holiday home in Bend

The holiday home features 1 bedroom, a TV with satellite channels, a fully equipped kitchen with a microwave and a fridge, and 1 bathroom with an a bath or shower. Towels and bed linen are provided in the holiday home. For added privacy, the accommodation features a private entrance.

Loved where the place was. Really enjoyed being able to just walk down to the river and walk around.

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8.2
Very good
5 reviews
Price from
£120
per night
Check availability
Ski House 245, holiday home in Bend

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
£234
per night
Check availability
Indio Cabin, holiday home in Bend

The spacious holiday home has 3 bedrooms, a flat-screen TV, a fully equipped kitchen with a dishwasher and an oven, and 2 bathrooms with a bath. Towels and bed linen are available in the holiday home. There is also a seating area and a fireplace.

It was quiet, close to skiing and to Bend. The property is gorgeous with lots of thoughtful amenities and the hot tub was a great bonus.

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8.5
Very good
6 reviews
Price from
£303
per night
Check availability
East Bend Beauty, holiday home in Bend

The spacious holiday home has 3 bedrooms, a flat-screen TV, a fully equipped kitchen with a dishwasher and an oven, and 2 bathrooms with a bath. Towels and bed linen are available in the holiday home. There is also a seating area and a fireplace.

very quiet neighborhood, close to local store Costco, whole food. very clean room. kids friendly.

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8
Very good
6 reviews
Price from
£198
per night
Check availability
Seventh Mountain, holiday home in Bend

Situated 11 km from Drake Park, 14 km from Hollinshead Park and 13 km from Ponderosa Park, Seventh Mountain offers accommodation set in Bend. There is a private entrance at the holiday home for the convenience of those who stay. The property features a children's playground and parking on-site.

The location and drive to Mt. Bachelor are great

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8
Very good
58 reviews
Price from
£274
per night
Check availability
Drake Cottage 307, holiday home in Bend

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.

Fabulous location close to a lovely park, restaurants, shops and easy to find. Everything needed was there and worked. Plenty of storage space and convenient parking. All on one level.

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8.8
Fabulous
5 reviews
Price from
£141
per night
Check availability
All holiday homes in Bend

Looking for a holiday home?

Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.
Search holiday homes in Bend

Most booked holiday homes 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 has 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

  • 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.

  • 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.

  • River Ridge 513B
    Breakfast options
    8.2
    Scored 8.2
    Very good
    Rated very good
     · 5 reviews

    Situated 4.8 km from Ponderosa Park, River Ridge 513B provides accommodation in Bend.

  • Ski House 245
    Breakfast options
    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.

  • Indio Cabin
    Breakfast options
    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
    Breakfast options
    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.

Save money on holiday homes in Bend – budget options available!

  • Seventh Mountain
    Budget 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

  • Drake Cottage 307
    Budget options available
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 5 reviews

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

    Great location, overall very nice. Would recommend.

  • Ponderosa Views
    Budget options available
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 5 reviews

    Set in Bend, 4.2 km from Drake Park and 7.4 km from Hollinshead Park, Ponderosa Views offers air-conditioned accommodation with a balcony and free WiFi.

  • West Hills HideAway
    Budget options available

    Boasting air-conditioned accommodation with a patio, West Hills HideAway is set in Bend. Both free WiFi and parking on-site are accessible at the holiday home free of charge.

  • Ye Old Mill Haus
    Budget options available

    Set in Bend, 3 km from Drake Park and 5.5 km from Hollinshead Park, Ye Old Mill Haus offers air-conditioned accommodation with a balcony and free WiFi.

  • Lucy Lou 30 Day Minimum home
    Budget options available

    Set in Bend, 3.7 km from Drake Park and 4.8 km from Hollinshead Park, Lucy Lou 30 Day Minimum home offers spacious air-conditioned accommodation with a balcony and free WiFi.

  • St. Helens House
    Budget options available

    Boasting a garden, St. Helens House is set in Bend, within 5 km of Hollinshead Park and 4.3 km of Ponderosa Park. Guests can benefit from a patio and a children's playground.

  • OBRILEY
    Budget options available

    Featuring air-conditioned accommodation with a balcony, OBRILEY is located in Bend. It is set 12 km from Drake Park and provides an ATM.

Great access to the city centre! Check these holiday homes in Bend

  • Mirror Pond
    Central location
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    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.

  • River View 2 Bedroom
    Central location
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Located in Bend, 1.8 km from Drake Park and 2.1 km from Hollinshead Park, River View 2 Bedroom offers air conditioning.

  • Huckleberry Cottage
    Central location
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 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.

  • Urban Roundabout home
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Located in Bend in the Oregon region, Urban Roundabout home has a patio.

  • Old Mill Retreat
    Central location
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Located in Bend, within 2.6 km of Ponderosa Park, Old Mill Retreat offers accommodation with air conditioning.

  • Amazing Luxury Downtown Old Mill Home
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 3 reviews

    Set in Bend, 1.2 km from Drake Park and 4.5 km from Hollinshead Park, Amazing Luxury Downtown Old Mill Home offers air-conditioned accommodation with a patio and free WiFi.

  • Perfectly Placed Plum Cottage
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 4 reviews

    Perfectly Placed Plum Cottage offers accommodation in Bend, 4.1 km from Hollinshead Park and 5 km from Ponderosa Park.

  • Deschutes Nest
    Central location
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 2 reviews

    Situated in Bend, 1.4 km from Drake Park and 5.6 km from Hollinshead Park, Deschutes Nest offers air conditioning. This property offers access to a balcony, free private parking and free WiFi.

  • Georgia Peach
    Central location
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 4 reviews

    Situated in Bend, less than 1 km from Drake Park and 3.8 km from Hollinshead Park, Georgia Peach offers air conditioning. This property offers access to a balcony, free private parking and free WiFi.

    hot tub was good in frigid weather. layout of rooms was good

  • Drake Cottage 311
    Central location
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 3 reviews

    Located 4.7 km from Ponderosa Park, Drake Cottage 311 offers accommodation in Bend.

  • Mirror Pond bungalow
    Central location
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 1 review

    Located 3.3 km from Hollinshead Park and 4.2 km from Ponderosa Park, Mirror Pond bungalow offers accommodation in Bend. This property offers access to a patio, free private parking and free WiFi.

  • Drake Cottage 473
    Central location
    7.7
    Scored 7.7
    Good
    Rated good
     · 3 reviews

    Drake Cottage 473 offers accommodation in Bend, 4.7 km from Ponderosa Park.

  • Hill St Cottage 55
    Central location
    7.5
    Scored 7.5
    Good
    Rated good
     · 2 reviews

    Located in Bend in the Oregon region with Drake Park nearby, Hill St Cottage 55 offers accommodation with free private parking. The air-conditioned accommodation is 3.4 km from Hollinshead Park.

  • NW Wall Street Condos
    5.8
    Scored 5.8
    Above average
    Rated okay
     · 6 reviews

    Set in Bend, 2.2 km from Hollinshead Park and 4.1 km from Ponderosa Park, NW Wall Street Condos offers air conditioning. Free WiFi is available throughout the property and Drake Park is 1.6 km away.

  • Hill St Cottage 338
    Central location
    5.0
    Scored 5.0
    Average
    Rated passable
     · 1 review

    Situated in Bend in the Oregon region with Drake Park nearby, Hill St Cottage 338 offers accommodation with free private parking. The air-conditioned accommodation is 3.4 km from Hollinshead Park.

  • Thurston Retreat
    Central location
    5.0
    Scored 5.0
    Average
    Rated passable
     · 1 review

    Thurston Retreat provides accommodation situated in Bend, 2.6 km from Drake Park and 3.8 km from Ponderosa Park. This property offers access to a balcony, free private parking and free WiFi.

  • Hill St Cottage 334
    Central location
    3.0
    Scored 3.0
    Poor
    Rated poor
     · 1 review

    Set in Bend in the Oregon region with Drake Park nearby, Hill St Cottage 334 provides accommodation with free private parking. The air-conditioned accommodation is 3.4 km from Hollinshead Park.

  • River Ridge 330AB
    Central location

    Situated in Bend, River Ridge 330AB features accommodation 5.7 km from Ponderosa Park.

  • River Ridge 330A
    Central location

    River Ridge 330A offers accommodation in Bend, 5.7 km from Ponderosa Park.

  • Bend Mountain Modern
    Central location

    Located in Bend in the Oregon region with Drake Park nearby, Bend Mountain Modern features accommodation with free private parking. The air-conditioned accommodation is 3.5 km from Hollinshead Park.

  • Downtowner Apartment home

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

  • Craftsman style Awbrey Home

    Situated in Bend, Craftsman style Awbrey Home offers accommodation within 4 km of Ponderosa Park.

  • Awbrey
    Central location

    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.

  • The Modern Cottage
    Central location

    Located in Bend, 1.2 km from Drake Park and 4.2 km from Hollinshead Park, The Modern Cottage offers air conditioning. This property offers access to a balcony, free private parking and free WiFi.

  • Florida St Getaway Box Factory Downtown Charmer

    Featuring air-conditioned accommodation with a patio, Florida St Getaway Box Factory Downtown Charmer is set in Bend.

  • Florida St Cottage modern studio located Downtown

    Boasting air-conditioned accommodation with a patio, Florida St Cottage modern studio located Downtown is situated in Bend.

  • Darling 30 Day Minimum home

    Situated in Bend in the Oregon region, Darling 30 Day Minimum home features a patio.

  • Columbia Cottage
    Central location

    Located in Bend, 400 metres from Drake Park and 3.8 km from Hollinshead Park, Columbia Cottage offers air conditioning. This property offers access to a balcony, free private parking and free WiFi.

FAQ about holiday homes in Bend

Holiday homes that guests love in Bend

  • Holiday Motel Bend

    Holiday Motel Bend

    Holiday Home in Bend
    Avg. price/night: £79.34
    7.8
    Scored 7.8
    Good
    Rated good
     · 1,294 reviews
    Great room, plenty of space. Great fridge freezer for my wife's medications. Very clean, good shower. All good.
    Robert
    Young couple
  • Oxford Hotel Bend

    Oxford Hotel Bend

    Holiday Home in Bend
    Avg. price/night: £288.83
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 110 reviews
    The staff was super friendly and super fast. The room was very clean and the whole atmosphere was amazing
    Theresa
    Group
  • My Place Hotel-Bend, OR

    My Place Hotel-Bend, OR

    Holiday Home in Bend
    Avg. price/night: £118.55
    8.2
    Scored 8.2
    Very good
    Rated very good
     · 515 reviews
    Breakfast was not advertised, but was provided, which was very good. The room was large and very clean, and the hotel was quiet.
    Graham
    Young couple
  • My Place Hotel-Bend, OR

    My Place Hotel-Bend, OR

    Holiday Home in Bend
    Avg. price/night: £118.55
    8.2
    Scored 8.2
    Very good
    Rated very good
     · 515 reviews
    It was very clean, comfortable, a good area for dog walks and staff was friendly and helpful. The room stayed fairly warm (even with the heater off), despite the cold temps outside, so it was a nice and cozy efficient room. I loved having a full-sized fridge.
    Susan
    Solo traveller
  • Oxford Hotel Bend

    Oxford Hotel Bend

    Holiday Home in Bend
    Avg. price/night: £288.83
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 110 reviews
    Breakfast was very good from the Roam restaurant. The room was a great size for 2 people. Very clean
    Anne
    Family with young children
  • Holiday Motel Bend

    Holiday Motel Bend

    Holiday Home in Bend
    Avg. price/night: £79.34
    7.8
    Scored 7.8
    Good
    Rated good
     · 1,294 reviews
    The super friendly checking. The young guy was very chatty and welcoming and very helpful, indicating where there were nearby places to eat. The main bed room was very clean. The bathroom was completely spotless. Having a fridge and microwave a must for a weary traveller.
    Tracey
    Young couple
  • Sonoma Lodge

    Sonoma Lodge

    Holiday Home in Bend
    Avg. price/night: £61.51
    7.0
    Scored 7.0
    Good
    Rated good
     · 222 reviews
    The owner was very nice and we could tell he took great pride in his place and it showed in his dedication to offering his guests a very clean and comfortable place to stay.
    S
    SUZAN
    Young couple
  • Sugarloaf Mountain Motel

    Sugarloaf Mountain Motel

    Holiday Home in Bend
    Avg. price/night: £106.37
    7.7
    Scored 7.7
    Good
    Rated good
     · 989 reviews
    Very clean and affordable. Nice rooms. Good breakfast
    Joelle
    Solo traveller
  • Cascade Lodge

    Cascade Lodge

    Holiday Home in Bend
    Avg. price/night: £55.27
    7.9
    Scored 7.9
    Good
    Rated good
     · 2,481 reviews
    Big and comfortable rooms, very clean, feel like the property has been renovated in recent years. The bed is super sized and very comfortable. Pool area was clean and well maintained.
    K
    Katie
    Young couple
  • Cascade Lodge

    Cascade Lodge

    Holiday Home in Bend
    Avg. price/night: £55.27
    7.9
    Scored 7.9
    Good
    Rated good
     · 2,481 reviews
    Very clean
    Chris
    Young couple

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