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The best cottages in Bend

Check out our pick of great cottages in Bend

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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Located in Bend in the Oregon region and Drake Park reachable within 36 km, Mt. Bachelor & Sun River Get Away provides accommodation with free WiFi, barbecue facilities, ski-to-door access and free private parking. Featuring private check-in and check-out, this property also provides guests with an outdoor fireplace. The property is non-smoking and is situated 37 km from Hollinshead Park.

clean and quiet also with river shore

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9.8
Exceptional
8 reviews
Price from
€ 253
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
€ 302
per night

The spacious holiday home features 3 bedrooms, 2 bathrooms, bed linen, towels, a flat-screen TV, a dining area, a fully equipped kitchen, and a balcony with mountain views. There is also a seating area and a fireplace.

Property has two beautifully mature lilac bushes that were in full bloom during our stay. The facilities were perfect for our purpose and everything we needed for the kitchen existed here. The beds are comfortable.

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9.6
Exceptional
5 reviews
Price from
€ 285
per night

Situated in Bend, Drake Cottage 307 features accommodation 4.7 km from Ponderosa Park. The air-conditioned accommodation is 400 metres from Drake Park, and guests can benefit from private parking available on site and free WiFi. The property is non-smoking and is set 4.3 km from Hollinshead Park.

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
€ 243
per night

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 property is non-smoking and is located 2.3 km from Ponderosa Park.

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
€ 296
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
€ 249
per night

Situated in Bend, Riverside Breeze offers accommodation within 35 km of Ponderosa Park. The property has sea and river views, and is 36 km from Drake Park. The property is non-smoking and is set 37 km from Hollinshead Park.

The view was gorgeous. It was peaceful and quiet and really perfect.

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8.2
Very good
5 reviews
Price from
€ 325
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
€ 439
per night

Situated 4.8 km from Ponderosa Park, River Ridge 513B provides accommodation in Bend. The air-conditioned accommodation is 4.2 km from Drake Park, and guests can benefit from on-site private parking and complimentary WiFi. The property is non-smoking and is located 7.5 km from Hollinshead Park.

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

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8
Very good
6 reviews
Price from
€ 154
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
€ 367
per night

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.
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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

  • Hunter's Circle
    Breakfast options
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 5 reviews

    Situated in Bend, 6.7 km from Hollinshead Park and 8 km from Drake Park, Hunter's Circle offers air conditioning. This holiday home features free private parking, a 24-hour front desk and free WiFi.

  • 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.

  • Riverside Breeze
    Breakfast options
    8.2
    Scored 8.2
    Very good
    Rated very good
     · 5 reviews

    Situated in Bend, Riverside Breeze offers accommodation within 35 km of Ponderosa Park. The property has sea and river views, and is 36 km from Drake Park.

  • 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.

These cottages in Bend have options with FREE cancellation

  • HideAway Chalet
    Free cancellation options available
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 2 reviews

    Set in Bend, 1.6 km from Drake Park and 4.3 km from Hollinshead Park, HideAway Chalet offers a garden and air conditioning.

  • Ski House 154
    Free cancellation options available
    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.

  • River Ridge 414A
    Free cancellation options available
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 1 review

    Featuring a spa bath, River Ridge 414A is located in Bend. The air-conditioned accommodation is 3.9 km from Drake Park, and guests can benefit from private parking available on site and free WiFi.

  • Baltimore Cottage
    Free cancellation options available
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 3 reviews

    Situated in Bend, Baltimore Cottage provides accommodation within 5.9 km of Ponderosa Park.

  • River Ridge 513B
    Free cancellation options available
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 6 reviews

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

  • Ski House 245
    Free cancellation options available
    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.

  • River Ridge 316B
    Free cancellation options available
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 6 reviews

    Set 5.8 km from Ponderosa Park, River Ridge 316B features accommodation in Bend.

  • 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.

Travelling by car? These cottages in Bend offer free parking!

  • The Ponderosa
    Free parking

    Located in Bend, within 25 km of Ponderosa Park, The Ponderosa offers accommodation with air conditioning.

  • Pony Express 7
    Free parking

    Located in Bend, 40 km from Hollinshead Park and 37 km from Ponderosa Park, Pony Express 7 offers air conditioning. Free WiFi is available throughout the property and Drake Park is 39 km away.

  • Skyliner Trails home

    Set in Bend, 3.2 km from Drake Park and 8.3 km from Hollinshead Park, Skyliner Trails home offers spacious air-conditioned accommodation with a patio and free WiFi.

  • West Hills HideAway

    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.

  • Lucy Lou 30 Day Minimum home

    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.

  • Super Coop home

    Situated in Bend, 32 km from Drake Park and 33 km from Hollinshead Park, Super Coop home features spacious air-conditioned accommodation with a patio and free WiFi.

  • Wildflower Getaway HALF acre yard firepit hot tub bikes Dogs OK

    Featuring air-conditioned accommodation with a patio, Wildflower Getaway HALF acre yard firepit hot tub bikes Dogs OK is set in Bend.

  • Walk to Everything Bikes AC Dog Friendly

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

FAQ about cottages in Bend





Cottages that guests love in Bend

  • 8.1
    Scored 8.1
    Very good
    Rated very good
     · 363 reviews
    The room was exceptional with a great view and located at the end of the building of cottages, so it was nice and quiet. The size of the room and the view were both spectacular.
    Daniel
    Family with young children
  • 8.0
    Scored 8.0
    Very good
    Rated very good
     · 1 review
    The home was exactly as shown and described on the site. It was very clean and the check-in instructions and house rules were clear and easy to follow. We enjoyed the cozy cabin feel and the property met our needs. It is very close and walkable to Drake Park and downtown restaurants and shops. We would definately return to this property in the future.
    Janet
    Young couple
  • Avg. price/night: € 257.71
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 1,816 reviews
    Very cozy atmosphere with the fire - made for good conversations.
    Maria
    Solo traveller
  • 9.0
    Scored 9.0
    Superb
    Rated superb
     · 6 reviews
    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.
    Michelle
    Young couple
  • Avg. price/night: € 164.56
    5.2
    Scored 5.2
    Average
    Rated passable
     · 402 reviews
    We liked that there was a jetted tub. My husband had knee surgery so he was looking forward to it. We like the river view and fireplace. It's a spacious room.
    Paige
    Young couple
  • 9.1
    Scored 9.1
    Superb
    Rated superb
     · 848 reviews
    This was my second time staying at the Pine Ridge Inn. I love it! The fireplace and sitting area make the rooms feel so cozy and comfortable. The staff are friendly. The breakfast is delicious, especially the coffee. And I love that they offer trays so you can take your breakfast back to your room. It's also in a great location if you like to walk or run. Easy access to the river trail along paved pathways that pass directly in front of the hotel. I will definitely be back!
    Suzanne
    Solo traveller
  • Avg. price/night: € 257.71
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 1,816 reviews
    Big clean room with cozy details, comfortable bed. Pool, hot tub, campfire and music were great. Fresh locally brewed coffee.
    Kora
    Young couple
  • 9.1
    Scored 9.1
    Superb
    Rated superb
     · 848 reviews
    The cozy fireplace in the room; the excellent and healthy breakfast; the friendly staff; the quietness. I very much enjoyed my stay;
    Patrick
    Solo traveller
  • Avg. price/night: € 231.83
    8.2
    Scored 8.2
    Very good
    Rated very good
     · 492 reviews
    Location near Bend and one of the nearest sleeping places to Mt Bachelor ski resort. But also hiking trails start from the loge / your room.... (very convenient if you have dogs). Nice little cafe at the reception with outside fireplaces. Cafe can be very cosy if there are (outdoor) people (or music) .but during the week it was very quiet Room is quiet reasonable charge for dogs. There was an outside (big) hot tube but we did not get a chance to use it.
    Ann
    Family with young children
  • Avg. price/night: € 257.71
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 1,816 reviews
    Great ambience with outdoor fireplace, heated pool and hot tub. Karaoke was also going on in the bar. This more than made up for any deficiencies.
    Brian
    Family with young children