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The best cottages in Bend

Check out our selection of great cottages in Bend

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Review Score

Wonderful: 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
£187
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
Wonderful
6 reviews
Price from
£111
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
Wonderful
6 reviews
Price from
£58
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
£140
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
£118
per night

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
£118
per night

The holiday home features 1 bedroom, a TV with cable channels, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 1 bathroom with a hot tub. Towels and bed linen are featured in the holiday home. There is also a seating area and a fireplace.

This place is amazing, beautiful location, very well maintained, clean, everything we needed and more! Bend is gorgeous

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8.8
Excellent
5 reviews
Price from
£149
per night

The chalet is fitted with 1 bedroom, 1 bathroom, bed linen, towels, a flat-screen TV with streaming services, a dining area, a fully equipped kitchen, and a terrace with garden views. There is also a seating area and a fireplace.

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10
Exceptional
1 reviews
Price from
£90
per night

The spacious holiday home with a balcony and river views features 3 bedrooms, a living room, a TV, an equipped kitchen with a dishwasher and an oven, and 2 bathrooms with a bath. Towels and bed linen are provided in the holiday home. There is also a seating area and a fireplace.

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Price from
£177
per night

This holiday home has 3 bedrooms, a kitchen with a dishwasher and an oven, a TV, a seating area and 3 bathrooms fitted with a bath. Towels and bed linen are offered in the holiday home. The accommodation offers a fireplace.

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Price from
£144
per night

Looking for a cottage?

Cottages are perfect for travelers who enjoy feeling cozy and independent in the countryside. Usually small, traditionally built houses, cottages are spread across one or two floors – making them great for families or vacations 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

    Providing barbecue facilities, Mt. Bachelor & Sun River Get Away provides accommodations in Bend.

    The location, the peacefulness, the well equipped kitchen

  • Drake Cottage 307
    Breakfast options
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 6 reviews

    Drake Cottage 307 is located in Bend, just a 5-minute walk from Drake Park and 2.6 miles from Hollinshead Park. Both free Wifi and private parking are available at the vacation home free of charge.

    Great location, overall very nice. Would recommend.

  • Mod Pod
    Breakfast options
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 6 reviews

    Mod Pod offers accommodations in Bend, 1.4 miles from Drake Park and 1.8 miles from Hollinshead Park. 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

    Murphy's Resort offers accommodations in Bend, 2.7 miles from Hollinshead Park and 3.5 miles from Drake Park. This vacation home offers air-conditioned accommodations with a patio and free Wifi.

  • 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! is located in Bend, just 7.5 miles from Drake Park and 8.3 miles from Hollinshead Park.

  • Seventh Mountain
    Breakfast options
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 58 reviews

    Seventh Mountain enjoys a location in Bend, 6.8 miles from Drake Park and 9 miles from Hollinshead Park. There's a private entrance at the vacation home for the convenience of those who stay.

    Was great that there were multiple pools. Easy access

  • Ponderosa Views
    Breakfast options
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 5 reviews

    Ponderosa Views offers accommodations in Bend, 4.6 miles from Hollinshead Park and 3 miles from Ponderosa Park. Free Wifi is available throughout the property and Drake Park is 2.6 miles away.

  • Pony Express 7
    Breakfast options

    Pony Express 7 offers accommodations in Bend, 23 miles from Ponderosa Park. The air-conditioned accommodation is 25 miles from Hollinshead Park.

These cottages in Bend have options with FREE cancellation

  • Skyliner Trails home
    Free cancellation options available

    Skyliner Trails home offers accommodations in Bend, 2 miles from Drake Park and 5.1 miles from Hollinshead Park. This property offers access to a patio and free private parking.

  • West Hills HideAway
    Free cancellation options available

    West Hills HideAway is located in Bend, just a 19-minute walk from Drake Park and 2.7 miles from Hollinshead Park.

  • HideAway Chalet
    Free cancellation options available
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    HideAway Chalet is located in Bend, just 2.7 miles from Hollinshead Park and 3.5 miles from Ponderosa Park. Featuring a garden, the property is located within a 19-minute walk of Drake Park.

  • Ye Old Mill Haus
    Free cancellation options available

    Ye Old Mill Haus offers accommodations in Bend, 1.9 miles from Drake Park and 3.4 miles from Hollinshead Park.

  • Lucy Lou 30 Day Minimum home
    Free cancellation options available

    Lucy Lou 30 Day Minimum home offers accommodations in Bend, 2.3 miles from Drake Park and 3 miles from Hollinshead Park. This property offers access to a balcony and free private parking.

  • St. Helens House
    Free cancellation options available

    St. Helens House offers accommodations in Bend, 3.1 miles from Hollinshead Park and 2.7 miles from Ponderosa Park. Guests can benefit from a patio and a children's playground.

  • OBRILEY
    Free cancellation options available

    OBRILEY offers accommodations in Bend, 6.5 miles from Hollinshead Park and 7.3 miles from Drake Park. This vacation home provides air-conditioned accommodations with a balcony.

  • Deschutes Daydream
    Free cancellation options available

    Deschutes Daydream offers accommodations in Bend, 22 miles from Drake Park and 23 miles from Hollinshead Park. This vacation home offers air-conditioned accommodations with a patio and free Wifi.

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

FAQ about cottages in Bend





Cottages That Guests Love in Bend

  • Avg. price/night: £139.82
    5.2
    Scored 5.2
    Average
    Rated fair
     · 436 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
  • 9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 845 reviews
    The ambiance and the room was exceptional! Very cozy yet spacious. Would recommend the deluxe king suite!
    Kimberly
    Family with young children
  • 9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 845 reviews
    The host (Ginny) was excellent. The lobby was nice. The room was exceptional; a very large room with extra space for sofa, ottoman, table, chairs, reading chair, and the fireplace. The patio overlooking the river was very enjoyable. The separate bath/water closet from the makeup vanity was very useable.
    Barbara
    Young couple
  • 9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 845 reviews
    It was cozy. The spa bath was our favorite! All the employees who were working during our stay were so kind and pleasant. The room was beautiful and spacious! It was a lovely experience.
    C
    Crystal
    Young couple
  • 9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 845 reviews
    Friendly staff, exceptional breakfast, cute and quiet cabin-style hotel
    Amanda
    Young couple
  • 9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 845 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 traveler
  • Avg. price/night: £218.96
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 1,807 reviews
    Big clean room with cozy details, comfortable bed. Pool, hot tub, campfire and music were great. Fresh locally brewed coffee.
    Kora
    Young couple
  • 9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 845 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 traveler
  • Avg. price/night: £170.60
    8.2
    Scored 8.2
    Very Good
    Rated very good
     · 490 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: £218.96
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 1,807 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