Skip to main content

The best vacation homes in Bend

Check out our selection of great vacation homes 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.

The spacious holiday home comes with 3 bedrooms, a flat-screen TV and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a fridge. The holiday home also provides guests with 2 bathrooms. The accommodation offers a fireplace.

clean and quiet also with river shore

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

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

Show more Show less
9.6
Exceptional
5 reviews
Price from
$132.50
per night

The holiday home features a TV. The kitchen is fitted with a dishwasher, a microwave and a fridge and there is a private bathroom with a hair dryer and free toiletries.

Guests at the holiday home will be able to enjoy activities in and around Bend, like skiing and cycling.

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.

Show more Show less
9
Wonderful
6 reviews
Price from
$123.80
per night

The 1-bedroom holiday home is fitted with a living room with a flat-screen TV with satellite channels, a fully equipped kitchen with a dishwasher and an oven, and 1 bathroom with a hair dryer. Towels and bed linen are featured in the holiday home. For added privacy, the accommodation features a private entrance.

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 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.

Show more Show less
8
Very Good
5 reviews
Price from
$178.50
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

The holiday home features 1 bedroom, a TV with satellite channels, a fully equipped kitchen with a microwave and a fridge, and 1 bathroom with an a bath or shower. Towels and bed linen are provided in the holiday home. For added privacy, the accommodation features a private entrance.

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
$74
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
$130
per night

The holiday home has 1 bedroom, a TV with satellite channels, an equipped kitchen, and 1 bathroom with a bath. Towels and bed linen are available in the holiday home. For added privacy, the accommodation features a private entrance.

Check in was quick and easy. The person who checked me in was very friendly and pleasant. I was offered the wifi password and access to the pool/hot tub without asking. The room included a fridge, microwave and coffeemaker, with iron and plenty of extra sheets and towels. The shower gave hot water pretty fast with no wait. There was a comfortable workspace to set up my laptop, and easy access to outlets from the bed. Parking was close and accessible.

Show more Show less
8.8
Excellent
5 reviews
Price from
$94
per night

Looking for a vacation home?

Great for families or large parties, vacation homes are privately owned accommodations, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities, though breakfast might be offered as an add-on. These properties have their own independent front door, which makes them different than apartments.
Search vacation homes in Bend

Most booked vacation homes 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. The accommodation provides private check-in and check-out and organizing tours for guests.

    clean, great location and excellent customer service

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

    Hunter's Circle is located in Bend, just 4.1 miles from Hollinshead Park and 5 miles from Drake Park. This vacation home features free private parking, a 24-hour front desk, and free Wifi.

  • 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.

  • 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.

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

  • Ski House 245
    Budget options available
    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.

  • River Ridge 316B
    Budget options available
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 5 reviews

    River Ridge 316B is located in Bend, just 2.4 miles from Drake Park and 4.6 miles from Hollinshead Park. This vacation home offers free private parking, a tour desk, and free Wifi.

  • Indio Cabin
    Budget options available
    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.

  • East Bend Beauty
    Budget 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
    Budget 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

  • Ponderosa Views
    Budget 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.

  • Pony Express 7
    Budget options available

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

  • Skyliner Trails home
    Budget 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.

Great access to the city center! Check these vacation homes in Bend

  • Mirror Pond
    Central location
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Mirror Pond is located in Bend, just a 7-minute walk from Drake Park and 2 miles from Hollinshead Park. This property offers access to a balcony, free private parking, and free Wifi.

  • Florida St Getaway Box Factory Downtown Charmer
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Florida St Getaway Box Factory Downtown Charmer offers accommodations in Bend, a 16-minute walk from Drake Park and 2.2 miles from Hollinshead Park.

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

    River View 2 Bedroom is located in Bend, just 1.1 miles from Drake Park and 1.3 miles from Hollinshead Park. This vacation home provides free private parking, a 24-hour front desk, and free Wifi.

  • Huckleberry Cottage
    Central location
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Huckleberry Cottage offers accommodations in Bend, 2.8 miles from Hollinshead Park and 3.3 miles from Ponderosa Park.

  • Cumberland Bungalow walking distance to downtown
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Cumberland Bungalow walking distance to downtown offers accommodations in Bend, 4.1 miles from Hollinshead Park and 3.6 miles from Ponderosa Park.

  • Urban Roundabout home
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Urban Roundabout home is located in Bend, just 2.7 miles from Hollinshead Park and 3.3 miles from Ponderosa Park.

  • Old Mill Retreat
    Central location
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Old Mill Retreat offers accommodations in Bend, 1.6 miles from Ponderosa Park. With free private parking, the property is 1.6 miles from Drake Park and 3 miles from Hollinshead Park.

  • Amazing Luxury Downtown Old Mill Home
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 3 reviews

    Amazing Luxury Downtown Old Mill Home offers accommodations in Bend, 2.8 miles from Hollinshead Park and 2.3 miles from Ponderosa Park.

  • Perfectly Placed Plum Cottage
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 4 reviews

    Perfectly Placed Plum Cottage is located in Bend, just 2.6 miles from Hollinshead Park and 3.1 miles from Ponderosa Park.

  • Deschutes Nest
    Central location
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 2 reviews

    Deschutes Nest is located in Bend, just a 17-minute walk from Drake Park and 3.5 miles from Hollinshead Park. This vacation home features free private parking, a 24-hour front desk, and free Wifi.

  • Georgia Peach
    Central location
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 4 reviews

    Georgia Peach offers accommodations in Bend, a 10-minute walk from Drake Park and 2.4 miles from Hollinshead Park. This property offers access to a balcony, free private parking, and free Wifi.

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

  • Drake Cottage 311
    Central location
    8.3
    Scored 8.3
    Very Good
    Rated very good
     · 3 reviews

    Drake Cottage 311 is located in Bend, just a 5-minute walk from Drake Park and 2.6 miles from Hollinshead Park. The vacation home features both Wifi and private parking free of charge.

  • Mirror Pond bungalow
    Central location
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 1 review

    Mirror Pond bungalow offers accommodations in Bend, a 7-minute walk from Drake Park and 2 miles from Hollinshead Park. This property offers access to a patio, free private parking, and free Wifi.

  • St. Helens House
    Central location
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 1 review

    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.

  • Drake Cottage 473
    Central location
    7.7
    Scored 7.7
    Good
    Rated good
     · 3 reviews

    Drake Cottage 473 is located in Bend, just a 5-minute walk from Drake Park and 2.6 miles from Hollinshead Park. Both Wifi and private parking are available at the vacation home free of charge.

  • Hill St Cottage 55
    Central location
    7.5
    Scored 7.5
    Good
    Rated good
     · 2 reviews

    Hill St Cottage 55 offers accommodations in Bend, 2.4 miles from Ponderosa Park. With free private parking, the property is a 17-minute walk from Drake Park and 2.1 miles from Hollinshead Park.

  • River Ridge 313B
    Central location
    6.7
    Scored 6.7
    Pleasant
    Rated pleasant
     · 3 reviews

    River Ridge 313B is located in Bend, just 2.4 miles from Drake Park and 4.6 miles from Hollinshead Park. This vacation home provides free private parking, a tour desk, and free Wifi.

  • NW Wall Street Condos
    5.8
    Scored 5.8
    Above average
    Rated okay
     · 5 reviews

    NW Wall Street Condos offers accommodations in Bend, 2.5 miles from Ponderosa Park. The air-conditioned accommodation is 1.4 miles from Hollinshead Park.

  • Hill St Cottage 338
    Central location
    5.0
    Scored 5.0
    Average
    Rated fair
     · 1 review

    Hill St Cottage 338 offers accommodations in Bend, 2.3 miles from Ponderosa Park. With free private parking, the property is a 16-minute walk from Drake Park and 2.1 miles from Hollinshead Park.

  • Thurston Retreat
    Central location
    5.0
    Scored 5.0
    Average
    Rated fair
     · 1 review

    Thurston Retreat is located in Bend, just a 15-minute walk from Hollinshead Park and 1.6 miles from Drake Park. This vacation home provides free private parking, a 24-hour front desk, and free Wifi.

  • Hill St Cottage 334
    Central location
    3.0
    Scored 3.0
    Poor
    Rated poor
     · 1 review

    Hill St Cottage 334 offers accommodations in Bend, 2.3 miles from Ponderosa Park. With free private parking, the property is a 16-minute walk from Drake Park and 2.1 miles from Hollinshead Park.

  • River Ridge 421A
    Central location

    River Ridge 421A is located in Bend, just 4.6 miles from Hollinshead Park and 3.6 miles from Ponderosa Park.

  • River Ridge 421AB
    Central location

    River Ridge 421AB is located in Bend, just 4.6 miles from Hollinshead Park and 3.6 miles from Ponderosa Park.

  • River Ridge 321AB
    Central location

    River Ridge 321AB is located in Bend, just 4.6 miles from Hollinshead Park and 3.6 miles from Ponderosa Park.

  • River Ridge 321B
    Central location

    River Ridge 321B offers accommodations in Bend, 2.4 miles from Drake Park and 4.6 miles from Hollinshead Park. This vacation home features free private parking, a tour desk, and free Wifi.

  • River Ridge 316A
    Central location

    River Ridge 316A is located in Bend, just 4.6 miles from Hollinshead Park and 3.6 miles from Ponderosa Park.

  • River Ridge 316AB
    Central location

    River Ridge 316AB offers accommodations in Bend, 4.6 miles from Hollinshead Park and 3.6 miles from Ponderosa Park.

  • River Ridge 430AB
    Central location

    River Ridge 430AB is located in Bend, just 4.6 miles from Hollinshead Park and 3.6 miles from Ponderosa Park.

FAQ about vacation homes in Bend





Vacation Homes That Guests Love in Bend

  • Avg. price/night: $155.54
    7.8
    Scored 7.8
    Good
    Rated good
     · 1,286 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: $614.33
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 108 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: $318.90
    8.2
    Scored 8.2
    Very Good
    Rated very good
     · 498 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: $318.90
    8.2
    Scored 8.2
    Very Good
    Rated very good
     · 498 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 traveler
  • Avg. price/night: $290.94
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 174 reviews
    Super big apartment with two queen-size beds. Very clean, nice small gym. It was off season and very fair price for that kind of apartment. Breakfast was okay, nothing special but okay.
    Christopher
    Young couple
  • Avg. price/night: $138.04
    6.7
    Scored 6.7
    Pleasant
    Rated pleasant
     · 642 reviews
    It was very clean and the front desk lady was really nice. She allowed us to check in early since our daughter had just had surgery.
    D
    DAKOTA
    Family with young children
  • Avg. price/night: $318.90
    8.2
    Scored 8.2
    Very Good
    Rated very good
     · 498 reviews
    Staff customer service was excellent, great price, very clean room and beds are very comfortable. Great location! Will definitely make this my go to when in town
    Nydia Gable
    Group
  • Avg. price/night: $614.33
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 108 reviews
    Breakfast was very good from the Roam restaurant. The room was a great size for 2 people. Very clean
    Anne
    Family with young children
  • Avg. price/night: $211.49
    7.9
    Scored 7.9
    Good
    Rated good
     · 2,458 reviews
    I needed rest and I got it. The room was quiet, comfortable and very clean. I loved the shower and the bed. I got what i wanted. I was a little concerned about safety but everything was peaceful and secure. Had a pleasant stay in Cascade Lodge! I will certainly look for vacancies there next time.
    Elena
    Solo traveler
  • Avg. price/night: $302.54
    8.2
    Scored 8.2
    Very Good
    Rated very good
     · 881 reviews
    Very nice and modern Motel, very clean room.
    Derk P.
    Solo traveler
gogless