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The best cottages in Bend

Check out our selection of great cottages in Bend

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Review score

Featuring a garden, HideAway Chalet offers accommodations in Bend. This property offers access to a patio, free private parking, and free Wifi. Outdoor seating is also available at the chalet.

Just perfect for a couples getaway. It was a great location not too far from downtown or hiking trails. Very comfortable bed.
Review score
Exceptional
8 reviews
Price from
$149.50
1 night, 2 adults

Deschutes Delight is located in Bend, just 2.6 miles from Drake Park and 5 miles from Hollinshead Park. The vacation home has access to a restaurant.

Tucked away in a very quiet spot (in Broken Top, a gated community), this was a great spot for my elderly father to relax and rewind after a long day of chasing grandchildren.
Review score
Good
14 reviews
Price from
$138
1 night, 2 adults

Seclusion in Century West offers accommodations in Bend, 2.6 miles from Drake Park and 4.6 miles from Hollinshead Park. The vacation home has access to a restaurant.

Nice shower with good water pressure.
Review score
Pleasant
6 reviews
Price from
$167
1 night, 2 adults

Deschutes Landing at the Old Mill Riverfront - Meredith Lodging offers accommodations in Bend, 4.2 miles from Hollinshead Park and 2.5 miles from Ponderosa Park.

Location and room to spread out the family for sleeping
Review score
Excellent
7 reviews
Price from
$494.18
1 night, 2 adults

2.5 miles from Drake Park in Bend, Ski House 155 - Meredith Lodging provides accommodations with access to a hot tub.

Location to River, trails and pool in complex
Review score
Wonderful
6 reviews
Price from
$438.54
1 night, 2 adults

Great Kitchen, AC, SHARC Access, Hot Tub, Bring Pet! is located in Sunriver, just 17 miles from Drake Park and 18 miles from Hollinshead Park.

Deacon was a fantastic host with great communication! The large open kitchen and living room area was perfect for our family vacation and we cooked lots of yummy meals in the well appointed kitchen. Amazing experience, we would go back again!
Review score
Exceptional
11 reviews
Price from
$334.76
1 night, 2 adults

Lovely county-fair getaway offers accommodations in Redmond, 16 miles from Ponderosa Park. With free private parking, the property is 14 miles from Hollinshead Park and 15 miles from Drake Park.

I especially liked the fact that the house was located close to the Fair and Expo Center.
Review score
Excellent
9 reviews
Price from
$166.88
1 night, 2 adults

Forest Hideaway offers accommodations in Sunriver, 17 miles from Drake Park and 18 miles from Hollinshead Park. The vacation home has access to a restaurant.

Lovely place—very quiet part of sunriver, pretty furnishings, great dishes & kitchen gear. Good first floor shower. Nice location near Fort Rock Park and bike paths that took us fun places.
Review score
Wonderful
7 reviews
Price from
$276
1 night, 2 adults

18 miles from Drake Park in Sunriver, 12 Deer Lane provides accommodations with access to a hot tub. The vacation home has access to a restaurant.

Location was great. Home was decorated cozy, clean, and well stocked. Firepalce and hot tub were very nice.
Review score
Very Good
6 reviews
Price from
$428
1 night, 2 adults

Around the Bend is located in Bend, just 2.6 miles from Drake Park and 4.2 miles from Hollinshead Park. Guests staying at this vacation home have access to a patio.

The location was easy to find and a very nice quiet neighborhood. House was perfect in every way.
Review score
Excellent
5 reviews
All cottages in Bend

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.

Most booked cottages in Bend this month

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Enjoy breakfast in Bend!

  • Review score
    Exceptional · 5 reviews

    A 8-minute walk from Drake Park in Bend, Bluebird Day - Casa Sol offers accommodations with access to a hot tub. Both free Wifi and parking on-site are accessible at the vacation home free of charge.

  • Review score
    Wonderful · 6 reviews

    2.5 miles from Drake Park in Bend, Ski House 155 - Meredith Lodging provides accommodations with access to a hot tub.

    Guest review
    clean, great location and excellent customer service
  • Review score
    Wonderful · 7 reviews

    Hunters Circle - Meredith Lodging offers accommodations in Bend, 5 miles from Drake Park and 6 miles from Ponderosa Park.

    Guest review
    Home was clean, beautiful and just a few houses down from our family who we had to come visit.
  • Around the Bend

    Bend
    Breakfast options
    Review score
    Excellent · 5 reviews

    Around the Bend is located in Bend, just 2.6 miles from Drake Park and 4.2 miles from Hollinshead Park. Guests staying at this vacation home have access to a patio.

  • Review score
    Excellent · 7 reviews

    Deschutes Landing at the Old Mill Riverfront - Meredith Lodging offers accommodations in Bend, 4.2 miles from Hollinshead Park and 2.5 miles from Ponderosa Park.

  • Review score
    Excellent · 6 reviews

    2.4 miles from Drake Park in Bend, Ski House 245 - Meredith Lodging offers accommodations with access to a hot tub.

  • Review score
    Excellent · 8 reviews

    A 10-minute walk from Drake Park in Bend, Perfectly Placed Plum Cottage offers accommodations with access to a hot tub. The vacation home has access to a restaurant.

    Guest review
    Loved the location! Place was clean and easy to access.
  • Mod Pod

    Bend
    Breakfast options
    Review score
    Excellent · 7 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.

These cottages in Bend have options with FREE cancellation

  • HideAway Chalet

    Bend
    Free cancellation options available
    Review score
    Exceptional · 8 reviews

    Featuring a garden, HideAway Chalet offers accommodations in Bend. This property offers access to a patio, free private parking, and free Wifi. Outdoor seating is also available at the chalet.

    Guest review
    Brand new re model. Everything clean, private, high ceilings, perfect for a retreat per couple.
  • Mt. Bachelor & Sun River Get Away

    Bend
    Free cancellation options available
    Review score
    Exceptional · 15 reviews

    Mt. Bachelor & Sun River Get Away offers accommodations in Bend, 22 miles from Ponderosa Park. 22 miles from Drake Park and 23 miles from Hollinshead Park, the property features a garden and barbecue...

    Guest review
    The location, the peacefulness, the well equipped kitchen
  • Elk Hollow

    Bend
    Free cancellation options available
    Review score
    Exceptional · 1 review

    Elk Hollow is located in Bend, just 27 miles from Hollinshead Park and 26 miles from Ponderosa Park.

  • West Hills HideAway

    Bend
    Free cancellation options available

    Featuring a garden, West Hills HideAway offers accommodations in Bend. Both free Wifi and parking on-site are accessible at the vacation home free of charge.

  • 6 Dutchman home

    Bend
    Free cancellation options available

    17 miles from Hollinshead Park in Bend, 6 Dutchman home offers accommodations with access to a hot tub.

  • 3 Yellow Rail home

    Bend
    Free cancellation options available

    3 Yellow Rail home offers accommodations in Bend, 19 miles from Hollinshead Park and 17 miles from Ponderosa Park.

  • 3.1 miles from Drake Park in Bend, 2 Units Minutes to Old Bend Deck Hot Tub 1216 Skyline Ranch by AvantStay features accommodations with access to a hot tub.

  • 3.1 miles from Drake Park in Bend, 2 Units Deck Hot Tub Minutes to Old Bend 1212 Skyline Ranch by AvantStay offers accommodations with access to a hot tub.

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

  • Review score
    Wonderful · 1 review

    2.2 miles from Drake Park in Bend, West Bend Bike and Ski Getaway provides accommodations with access to a hot tub. This vacation home offers accommodations with a terrace.

  • Review score
    Pleasant · 1 review

    2.3 miles from Drake Park in Bend, Ski House 214 - Meredith Lodging features accommodations with access to a hot tub.

  • 2.9 miles from Drake Park in Bend, 2 Units Minutes to Old Bend Deck Hot Tub 1204 Skyline Ranch by AvantStay provides accommodations with access to a hot tub.

  • 3.1 miles from Drake Park in Bend, 2 Units Minutes to Downtown Bend Hot Tub 1208 Skyline Ranch by AvantStay features accommodations with access to a hot tub.

  • Bluebird Day - Fox Den South is located in Bend, just 1.2 miles from Drake Park and 3.7 miles from Hollinshead Park.

  • Bluebird Day - Fox Den North offers accommodations in Bend, 1.2 miles from Drake Park and 3.7 miles from Hollinshead Park.

  • 2.7 miles from Drake Park in Bend, Bluebird Day - Timber Ridge offers accommodations with access to a hot tub. Both free Wifi and parking on-site are accessible at the vacation home free of charge.

  • 18 miles from Drake Park in Bend, 20 Aspen Lane home provides accommodations with access to a hot tub. This property offers a heated pool, free Wifi, and free private parking.

FAQ about cottages in Bend

Cottages That Guests Love in Bend

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  • Avg. price/night: $239.47
    Review score
    Excellent · 2,018 reviews
    Great hot tub.
    Guest review by
    Brian
    Family with young children
  • Avg. price/night: $190.23
    Review score
    Excellent · 490 reviews
    This hotel surprised me, it was thoughtfully made, the room was comfortable, clean, cabinetry setup for luggage etc.
    Guest review by
    Jesse
    Family with young children
  • Avg. price/night: $110.78
    Review score
    Good · 436 reviews
    Front desk lady charming and helpful. Clean room.
    Guest review by
    Paula
    Travelers with friends
  • Avg. price/night: $239.47
    Review score
    Excellent · 2,018 reviews
    It was very charming, clean and friendly. The pool was warm and the little bar was so cute!
    Guest review by
    Jennifer
    Family with young children
  • Avg. price/night: $212.23
    Review score
    Very Good · 395 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.
    Guest review by
    Daniel
    Family with young children
  • Review score
    Excellent · 786 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!
    Guest review by
    Suzanne
    Solo traveler
  • Avg. price/night: $239.47
    Review score
    Excellent · 2,018 reviews
    Big clean room with cozy details, comfortable bed. Pool, hot tub, campfire and music were great. Fresh locally brewed coffee.
    Guest review by
    Kora
    Young couple
  • Review score
    Excellent · 786 reviews
    The cozy fireplace in the room; the excellent and healthy breakfast; the friendly staff; the quietness. I very much enjoyed my stay;
    Guest review by
    Patrick
    Solo traveler
  • Avg. price/night: $231.61
    Review score
    Excellent · 429 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.
    Guest review by
    Ann
    Family with young children
  • Avg. price/night: $239.47
    Review score
    Excellent · 2,018 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.
    Guest review by
    Brian
    Family with young children