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The best holiday homes in Bend

Check out our pick of great holiday homes in Bend

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Gateway to Mt Bachelor, hotel in Bend

Located in Bend, within 5.8 km of Ponderosa Park, Gateway to Mt Bachelor offers accommodation with air conditioning.

Scored 9.4
9.4
Rated superb
Superb
5 reviews
Perfectly Placed Plum Cottage, hotel in Bend

Perfectly Placed Plum Cottage is set in Bend, less than 1 km from Drake Park, 4.1 km from Hollinshead Park, as well as 5 km from Ponderosa Park.

Scored 9.0
9.0
Rated superb
Superb
6 reviews
Old Mill Lookout, hotel in Bend

Located in Bend, within 3.6 km of Ponderosa Park, Old Mill Lookout offers accommodation with air conditioning. The property has mountain and river views, and is 6.3 km from Hollinshead Park.

Beautiful spot
Scored 9.4
9.4
Rated superb
Superb
5 reviews
Mt. Bachelor & Sun River Get Away, hotel in Bend

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

clean and quiet also with river shore
Scored 9.8
9.8
Rated exceptional
Exceptional
12 reviews
Ski House 155 - Meredith Lodging, hotel in Bend

Complete with a terrace, Ski House 155 - Meredith Lodging is situated in Bend, 7.3 km from Hollinshead Park and 5.7 km from Ponderosa Park.

Scored 9.0
9.0
Rated superb
Superb
6 reviews
Hunter's Circle, hotel in Bend

Situated in Bend and only 6.7 km from Hollinshead Park, Hunter's Circle features accommodation with mountain views, free WiFi and free private parking.

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 9.4
9.4
Rated superb
Superb
8 reviews
Mod Pod, hotel in Bend

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.

modern and clean. very well equipped. Wi-Fi good and tv. sofa bed very comfy. the locking door system was great.
Scored 8.6
8.6
Rated fabulous
Fabulous
8 reviews
Georgia Peach, hotel in Bend

Situated in Bend, less than 1 km from Drake Park and 3.8 km from Hollinshead Park, Georgia Peach offers air conditioning. A hot tub is available for guests.

Very clean and great location.
Scored 8.4
8.4
Rated very good
Very good
5 reviews
Pine Nursery Post, hotel in Bend

Situated in Bend, 8.2 km from Drake Park and 7.3 km from Ponderosa Park, Pine Nursery Post offers air conditioning. Free WiFi is available throughout the property and Hollinshead Park is 4.2 km away.

Great location- very cozy home. Lots of practical amenities. We felt very comfortable.
Scored 8.6
8.6
Rated fabulous
Fabulous
5 reviews
Deschutes Landing at the Old Mill Riverfront, hotel in Bend

Boasting river views, Deschutes Landing at the Old Mill Riverfront offers accommodation with a terrace, around 4 km from Ponderosa Park.

Scored 8.8
8.8
Rated fabulous
Fabulous
7 reviews
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.

Most booked holiday homes in Bend this month

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Enjoy breakfast in Bend!

  • Old Mill Lookout
    Breakfast options
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 5 reviews

    Located in Bend, within 3.6 km of Ponderosa Park, Old Mill Lookout offers accommodation with air conditioning. The property has mountain and river views, and is 6.3 km from Hollinshead Park.

    Great location, clean, spacious & outdoor space

  • Ski House 155 - Meredith Lodging
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 6 reviews

    Complete with a terrace, Ski House 155 - Meredith Lodging is situated in Bend, 7.3 km from Hollinshead Park and 5.7 km from Ponderosa Park.

    clean, great location and excellent customer service

  • Hunter's Circle
    Breakfast options
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 8 reviews

    Situated in Bend and only 6.7 km from Hollinshead Park, Hunter's Circle features accommodation with mountain views, free WiFi and free private parking.

    Home was clean, beautiful and just a few houses down from our family who we had to come visit.

  • Perfectly Placed Plum Cottage
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 6 reviews

    Perfectly Placed Plum Cottage is set in Bend, less than 1 km from Drake Park, 4.1 km from Hollinshead Park, as well as 5 km from Ponderosa Park.

    Loved the location! Place was clean and easy to access.

  • Gateway to Mt Bachelor
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 5 reviews

    Located in Bend, within 5.8 km of Ponderosa Park, Gateway to Mt Bachelor offers accommodation with air conditioning.

  • Pine Nursery Post
    Breakfast options
    Scored 8.6
    8.6
    Rated fabulous
    Fabulous
     · 5 reviews

    Situated in Bend, 8.2 km from Drake Park and 7.3 km from Ponderosa Park, Pine Nursery Post offers air conditioning. Free WiFi is available throughout the property and Hollinshead Park is 4.2 km away.

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

    Boasting river views, Deschutes Landing at the Old Mill Riverfront offers accommodation with a terrace, around 4 km from Ponderosa Park.

  • River Ridge 423B - Meredith Lodging
    Scored 8.8
    8.8
    Rated fabulous
    Fabulous
     · 6 reviews

    River Ridge 423B - Meredith Lodging offers accommodation in Bend, 7.3 km from Hollinshead Park and 5.7 km from Ponderosa Park.

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

  • Ski House 245 - Meredith Lodging
    Budget options available
    Scored 8.6
    8.6
    Rated fabulous
    Fabulous
     · 6 reviews

    Complete with a terrace, Ski House 245 - Meredith Lodging is set in Bend, 7.4 km from Hollinshead Park and 5.7 km from Ponderosa Park.

  • East Bend Beauty
    Budget options available
    Scored 8.8
    8.8
    Rated fabulous
    Fabulous
     · 9 reviews

    East Bend Beauty, a property with a terrace, is located in Bend, 5.9 km from Ponderosa Park.

    Location was so convenient to all the places we wanted to go. The home was so cozy and clean

  • Wood Duck 5
    Budget options available
    Scored 8.2
    8.2
    Rated very good
    Very good
     · 5 reviews

    Located in Bend, 36 km from Drake Park and 37 km from Hollinshead Park, Wood Duck 5 offers massage services and air conditioning. This 4-star holiday home offers an ATM and a tour desk.

  • Georgia Peach
    Budget options available
    Scored 8.4
    8.4
    Rated very good
    Very good
     · 5 reviews

    Situated in Bend, less than 1 km from Drake Park and 3.8 km from Hollinshead Park, Georgia Peach offers air conditioning. A hot tub is available for guests.

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

  • Mod Pod
    Budget options available
    Scored 8.6
    8.6
    Rated fabulous
    Fabulous
     · 8 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.

    The location is good the yard with the BBQ The air conditioning and heater in the bath and bedroom.

  • Bend Pool & Play Retreat
    Budget options available

    Bend Pool & Play Retreat, a property with a garden, is set in Bend, 4.4 km from Drake Park, 7 km from Hollinshead Park, as well as 8 km from Ponderosa Park.

  • 20 Red Cedar home
    Budget options available

    Situated in Bend in the Oregon region, 20 Red Cedar home features a patio.

  • Bluebird Day - Sierra Nook
    Budget 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.

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

  • Bend Mountain Modern
    Central location
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    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.

  • Mirror Pond
    Central location
    Scored 10.0
    10.0
    Rated exceptional
    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.

  • Drake Park Villa
    Central location
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    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.

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

    Located in Bend and only 1.8 km from Drake Park, River View 2 Bedroom provides accommodation with mountain views, free WiFi and free private parking.

  • Huckleberry Cottage
    Central location
    Scored 10.0
    10.0
    Rated exceptional
    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.

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

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

    The location, the peacefulness, the well equipped kitchen

  • Bluebird Day - Casa Sol
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 2 reviews

    Set in Bend, 700 metres from Drake Park and 3.2 km from Hollinshead Park, Bluebird Day - Casa Sol offers air conditioning. The holiday home is 4.5 km from Ponderosa Park.

  • Deschutes Nest
    Central location
    Scored 9.0
    9.0
    Rated superb
    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 holiday home features free private parking, a 24-hour front desk and free WiFi.

  • St. Helens House
    Central location
    Scored 8.5
    8.5
    Rated very good
    Very good
     · 2 reviews

    Set 5 km from Hollinshead Park and 4.3 km from Ponderosa Park, St. Helens House offers accommodation situated in Bend. Guests can benefit from a patio and a children's playground.

  • Drake Cottage 311
    Central location
    Scored 8.5
    8.5
    Rated very good
    Very good
     · 2 reviews

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

  • Mirror Pond bungalow
    Central location
    Scored 8.0
    8.0
    Rated very good
    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 307
    Central location
    Scored 7.9
    7.9
    Rated good
    Good
     · 7 reviews

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

  • Amazing Luxury Downtown Old Mill Home
    Scored 7.7
    7.7
    Rated good
    Good
     · 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.

  • Walk to Everything Bikes AC Dog Friendly
    Scored 7.5
    7.5
    Rated good
    Good
     · 2 reviews

    Boasting air-conditioned accommodation with a patio, Walk to Everything Bikes AC Dog Friendly is situated in Bend. This holiday home provides a garden.

  • Downtowner Apartment home
    Scored 7.0
    7.0
    Rated good
    Good
     · 1 review

    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.

  • Drake Cottage 473
    Central location
    Scored 6.5
    6.5
    Rated pleasant
    Pleasant
     · 2 reviews

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

  • West Bend Bike and Ski Getaway

    Featuring air-conditioned accommodation with a patio, West Bend Bike and Ski Getaway is set in Bend.

  • Bluebird Day - Cinder Cone Bungalow

    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.

  • Bluebird Day - Crater Retreat

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

  • Bluebird Day - Lava Hideaway

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

  • Bluebird Day - Drake Escape

    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

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

  • Bluebird Day - Star Cottage

    Located in Bend, 1.3 km from Drake Park and 3.3 km from Hollinshead Park, Bluebird Day - Star Cottage offers air conditioning.

  • Bluebird Day - Hill Street Beauty

    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.

  • Bluebird Day - Jefferson Cottage

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

  • Bluebird Day - Lakewood Cottage

    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

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

FAQ about holiday homes in Bend

Holiday homes that guests love in Bend

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  • Avg. price/night: £57.19
    Scored 8.1
    8.1
    Rated very good
    Very good
     · 346 reviews
    It was clean and tidy with a comfortable bed and the pool was also very clean
    richard
    Family with young children
  • Avg. price/night: £53.57
    Scored 7.5
    7.5
    Rated good
    Good
     · 1,023 reviews
    Very friendly staff, all very clean and location close to all things of interest
    C
    Cornelia
    Family with young children
  • Avg. price/night: £98.97
    Scored 8.6
    8.6
    Rated fabulous
    Fabulous
     · 2,093 reviews
    Such a cute hotel! Amazing vibes like the cool pool and campfire. Rooms were full of character and were very clean. Staff was super friendly.
    Sandra
    Family with young children
  • Avg. price/night: £117.79
    Scored 8.6
    8.6
    Rated fabulous
    Fabulous
     · 752 reviews
    Great big family room with 2 king size beds in one room, and a queen bed in another room. The beds are and the rooms are very clean and comfortable. Big TV, plenty of space for storage. There is a safe box available. Enough towels and shampoo/conditioners/lotions. Additional touches, such as makeup demaquiage wipes are a nice touch. It's a close 10-15 minute walk to the downtown (but if you decide walking, you need to pass under the railroad).
    Olha
    Family with young children
  • Avg. price/night: £138.14
    Scored 7.7
    7.7
    Rated good
    Good
     · 121 reviews
    The newly renovated bedrooms are very clean and modern
    Lesley
    Solo traveller
  • Avg. price/night: £40.86
    Scored 7.7
    7.7
    Rated good
    Good
     · 2,142 reviews
    The room is huge (it can hold 4 people easily) and very comfortable. The bathroom was also very clean and big.
    Pedro
    Young couple
  • Avg. price/night: £45.40
    Scored 8.1
    8.1
    Rated very good
    Very good
     · 1,133 reviews
    Great room, plenty of space. Great fridge freezer for my wife's medications. Very clean, good shower. All good.
    Robert
    Young couple
  • Avg. price/night: £263.30
    Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 98 reviews
    The staff was super friendly and super fast. The room was very clean and the whole atmosphere was amazing
    Theresa
    Group
  • Avg. price/night: £86.25
    Scored 8.3
    8.3
    Rated very good
    Very good
     · 473 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
  • Avg. price/night: £86.25
    Scored 8.3
    8.3
    Rated very good
    Very good
     · 473 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