Skip to main content

The 10 Best Cottages in Bend, USA

Check out our selection of great cottages in Bend

Filter by:


Review Score

Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest Price First Star rating and price Top reviewed

See the latest prices and deals by choosing your dates.

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

Show more Show less
9.8
Exceptional
8 reviews
Price from
$238.50
per night

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

Show more Show less
9.6
Exceptional
5 reviews
Price from
$108
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.

Show more Show less
9
Wonderful
6 reviews
Price from
$74.07
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.

Show more Show less
8.8
Excellent
5 reviews
Price from
$217
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.

Show more Show less
8.2
Very Good
5 reviews
Price from
$67
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.

Show more Show less
8.6
Excellent
5 reviews
Price from
$88
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.

Show more Show less
8
Very Good
6 reviews
Price from
$121.67
per night

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. The property is non-smoking and is situated 32 km from Drake Park.

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.

Show more Show less
8.5
Very Good
6 reviews
Price from
$138
per night

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.

Show more Show less
8
Very Good
6 reviews
Price from
$121
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

Show more Show less
8
Very Good
58 reviews
Price from
$150
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.
Search cottages in Bend

Most booked cottages in Bend this month

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

  • Ski House 155
    Breakfast options
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 5 reviews

    Ski House 155 offers accommodations in Bend, 2.4 miles from Drake Park and 4.6 miles from Hollinshead Park. This vacation home provides accommodations with a balcony.

    clean, great location and excellent customer service

  • 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.

  • Deschutes Landing at the Old Mill Riverfront
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 5 reviews

    Deschutes Landing at the Old Mill Riverfront is located in Bend, just 4.2 miles from Hollinshead Park and 2.5 miles from Ponderosa Park. The air-conditioned accommodation is 2.1 miles from Drake Park.

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

    River Ridge 513B is located in Bend, just 2.6 miles from Drake Park and 4.6 miles from Hollinshead Park. This vacation home provides free private parking, a tour desk, and free Wifi.

  • Ski House 245
    Breakfast options
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 5 reviews

    Ski House 245 offers accommodations in Bend, 2.4 miles from Drake Park and 4.6 miles from Hollinshead Park.

  • 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.

  • Indio Cabin
    Breakfast options
    8.5
    Scored 8.5
    Very Good
    Rated very good
     · 6 reviews

    Indio Cabin is located in Bend, just 20 miles from Drake Park and 21 miles from Hollinshead Park. The vacation home is 19 miles from Ponderosa Park.

These cottages in Bend have options with FREE cancellation

  • River Ridge 330AB
    Free cancellation options available

    River Ridge 330AB is located in Bend, just 4.5 miles from Hollinshead Park and 3.5 miles from Ponderosa Park.

  • River Ridge 330A
    Free cancellation options available

    River Ridge 330A is located in Bend, just 4.5 miles from Hollinshead Park and 3.5 miles from Ponderosa Park.

  • East Bend Beauty
    Free cancellation options available
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 6 reviews

    East Bend Beauty is located in Bend, just 4.6 miles from Drake Park and 3.7 miles from Ponderosa Park. The air-conditioned accommodation is 2.2 miles from Hollinshead Park.

  • Seventh Mountain
    Free cancellation options available
    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

  • Drake Cottage 307
    Free cancellation options available
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 5 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.

  • Ponderosa Views
    Free cancellation options available
    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.

  • 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

    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.

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

FAQ about cottages in Bend





Cottages That Guests Love in Bend

  • 8.1
    Scored 8.1
    Very Good
    Rated very good
     · 353 reviews
    Our cottage was excellent. The kitchen was the best equipped I've ever seen. Appliances were top grade. Great location. Very comfortable.
    Melinda
    Family with young children
  • 9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 850 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: $177.92
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 1,783 reviews
    Staff was friendly. Room was clean. We enjoyed the hot tub & pool.
    Whitney
    Young couple
  • Avg. price/night: $177.92
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 1,783 reviews
    Really cosy motel/hotel! Nice area of rest next to a busy street. Motel vibe with the openness of a hostel and the privacy of a hotel. All for a great price!
    Geoffrey
    Group
  • Avg. price/night: $177.92
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 1,783 reviews
    Big clean room with cozy details, comfortable bed. Pool, hot tub, campfire and music were great. Fresh locally brewed coffee.
    Kora
    Young couple
  • 8.1
    Scored 8.1
    Very Good
    Rated very good
     · 353 reviews
    My cabin with view of the river and access to walking trails and downtown was fabulous.
    Elizabeth
    Solo traveler
  • Avg. price/night: $81.87
    6.8
    Scored 6.8
    Pleasant
    Rated pleasant
     · 656 reviews
    Staff was friendly, helpful and made customer service their priority. Pool & hot tub were 100% clean. Beds were soooo comfy and room was large & clean.
    e
    eileen
    Young couple
  • Avg. price/night: $69.38
    7.9
    Scored 7.9
    Good
    Rated good
     · 2,481 reviews
    Vintage Lodge. Clean,clean, clean.
    S
    Sherry
    Young couple
  • Avg. price/night: $152.15
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 492 reviews
    Large room, good desk and room for luggage, fridge. Gym top-maintained and 24/7. Initially for the location and the time of year I found the value for money not good but given the good room and gym I was OK with it. – Not sure how large the hotel was but it had a cozy atmosphere, in my eyes.
    Helga
    Solo traveler
  • Avg. price/night: $69.38
    7.9
    Scored 7.9
    Good
    Rated good
     · 2,481 reviews
    Clean comfortable well kept room. Outdoor heated pool and great Indian food from the resident food shack in the car park. As it is a lodge we were able to park our motor bike right outside our room.
    Mark & Morag
    Young couple