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The best vacation homes in Bend

Check out our selection of great vacation homes in Bend

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Mod Pod, hotel in Bend

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.

Great location small yard & BBQ
Scored 9.0
9.0
Rated wonderful
Wonderful
7 reviews
Perfectly Placed Plum Cottage, hotel in Bend

Perfectly Placed Plum Cottage offers accommodations in Bend, 2.6 miles from Hollinshead Park and 3.1 miles from Ponderosa Park.

This property was very clean. We were concerned because it was dog friendly and we are not dog people, but except for the throw blanket in the living room, we could detect no evidence of dogs. There were basic amenities like dishwasher soap, laundry soap, kleenex. They even had yoga mats and cleanser to clean them. Lots of seating. Wifi was great. The location is amazing. There's a fantastic grocery store across the street and you can walk everywhere.
Scored 9.4
9.4
Rated wonderful
Wonderful
5 reviews
Old Mill Lookout, hotel in Bend

Old Mill Lookout is located in Bend, just 3.9 miles from Hollinshead Park and 2.3 miles from Ponderosa Park. Free Wifi is available throughout the property and Drake Park is 1.9 miles away.

It was a lovely home and very close to Hayden Homes Amphitheater so we could walk to and from the venue. I marked the location down from giant smile (or 4 out of 4) to the standard smiley face (or 3 out of 4) because it was up a hill, and you have to walk up an extra block to get to the house.
Scored 9.4
9.4
Rated wonderful
Wonderful
5 reviews
Mt. Bachelor & Sun River Get Away, hotel in Bend

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

This place is wonderful.
Scored 9.7
9.7
Rated exceptional
Exceptional
12 reviews
Drake Cottage 307, hotel in Bend

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.

Location!
Scored 8.4
8.4
Rated very good
Very Good
8 reviews
Seclusion in Century West, hotel in Bend

Seclusion in Century West offers accommodations in Bend, 4.6 miles from Hollinshead Park and 3 miles from Ponderosa Park.

Nice shower with good water pressure.
Scored 6.8
6.8
Rated pleasant
Pleasant
6 reviews
Seventh Mountain, hotel in Bend

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.

We liked everything about our stay....trail right off the back of our patio....Adventures not to far away...overall just perfect.
Scored 7.7
7.7
Rated good
Good
65 reviews
Rabbit's Rest, hotel in Bend

Rabbit's Rest offers accommodations in Bend, 3.1 miles from Ponderosa Park. With free private parking, the property is 2.1 miles from Drake Park and 4.2 miles from Hollinshead Park.

Location was good
Scored 7.5
7.5
Rated good
Good
6 reviews
Deschutes Delight, hotel in Bend

Deschutes Delight is located in Bend, just 5 miles from Hollinshead Park and 4.5 miles from Ponderosa Park. Guests can benefit from a patio and a children's playground.

The bed and especially the pillows were the most comfortable! Love them!!
Scored 7.6
7.6
Rated good
Good
12 reviews
Tree Branch Cabin, hotel in Bend

Tree Branch Cabin is located in Sunriver, just 19 miles from Hollinshead Park and 17 miles from Ponderosa Park. Guests staying at this vacation home have access to a patio.

The staff delivered extra fans for us.
Scored 9.3
9.3
Rated wonderful
Wonderful
7 reviews
All vacation homes in Bend
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.

Most booked vacation homes in Bend this month

Enjoy breakfast in Bend!

  • Old Mill Lookout
    Breakfast options
    Scored 9.4
    9.4
    Rated wonderful
    Wonderful
     · 5 reviews

    Old Mill Lookout is located in Bend, just 3.9 miles from Hollinshead Park and 2.3 miles from Ponderosa Park. Free Wifi is available throughout the property and Drake Park is 1.9 miles away.

    Great location, clean, spacious & outdoor space

  • Mt. Bachelor & Sun River Get Away
    Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 12 reviews

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

    The location, the peacefulness, the well equipped kitchen

  • Perfectly Placed Plum Cottage
    Scored 9.4
    9.4
    Rated wonderful
    Wonderful
     · 5 reviews

    Perfectly Placed Plum Cottage offers accommodations in Bend, 2.6 miles from Hollinshead Park and 3.1 miles from Ponderosa Park.

  • Mod Pod
    Breakfast options
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 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.

  • Drake Cottage 307
    Breakfast options
    Scored 8.4
    8.4
    Rated very good
    Very Good
     · 8 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.

  • Ping-Pong and Private Hot Tub Family Cabin in Bend!

    Ping-Pong and Private Hot Tub Family Cabin in Bend! offers accommodations in Bend, 9.3 miles from Hollinshead Park and 7.8 miles from Ponderosa Park.

  • West Bend Bike and Ski Getaway

    West Bend Bike and Ski Getaway is located in Bend, just 2.2 miles from Drake Park and 5.1 miles from Hollinshead Park. This property offers access to a patio and free private parking.

  • Bend Hideaway (Entire Duplex)

    Bend Hideaway (Entire Duplex) offers accommodations in Bend, 5.3 miles from Hollinshead Park and 3 miles from Ponderosa Park. This vacation home provides accommodations with a patio.

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

  • Bend Hideaway (Unit B)
    Budget options available

    Bend Hideaway (Unit B) offers accommodations in Bend, 5.3 miles from Hollinshead Park and 3 miles from Ponderosa Park. Guests staying at this vacation home have access to a patio.

  • Bend Hideaway (Unit A)
    Budget options available

    Bend Hideaway (Unit A) is located in Bend, just 5.3 miles from Hollinshead Park and 3 miles from Ponderosa Park. Guests staying at this vacation home have access to a patio.

  • Palla Wake home
    Budget options available

    Palla Wake home offers accommodations in Bend, 6.2 miles from Drake Park and 7.8 miles from Hollinshead Park. This property offers access to a patio and free private parking.

  • Bluebird Day - Cinder Cone Bungalow

    Bluebird Day - Cinder Cone Bungalow is located in Bend, just a 9-minute walk from Drake Park and 2.3 miles from Hollinshead Park.

  • Bluebird Day - Casa Luna
    Budget options available

    Bluebird Day - Casa Luna offers accommodations in Bend, a 8-minute walk from Drake Park and 2 miles from Hollinshead Park.

  • Bluebird Day - Hawks Nest
    Budget options available

    Bluebird Day - Hawks Nest is located in Bend, just 4.1 miles from Drake Park and 6.3 miles from Hollinshead Park. Both free Wifi and parking on-site are available at the vacation home free of charge.

  • Bluebird Day - Canyon Retreat
    Budget options available

    Bluebird Day - Canyon Retreat offers accommodations in Bend, 5 miles from Drake Park and 5.8 miles from Hollinshead Park.

  • Bluebird Day - Crater Retreat
    Budget options available

    Bluebird Day - Crater Retreat is located in Bend, just a 10-minute walk from Drake Park and 2.3 miles from Hollinshead Park.

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

  • Serendipity House with two master suites, hot tub, and huge fenced yard
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 2 reviews

    2.8 miles from Drake Park in Bend, Serendipity House with two master suites, hot tub, and huge fenced yard provides accommodations with access to a hot tub.

  • Mirror Pond
    Central location
    Scored 10.0
    10.0
    Rated exceptional
    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.

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

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

  • Deschutes Nest
    Central location
    Scored 9.0
    9.0
    Rated wonderful
    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.

  • Drake Cottage 311
    Central location
    Scored 8.5
    8.5
    Rated very good
    Very Good
     · 2 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
    Scored 8.0
    8.0
    Rated very good
    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
    Scored 8.0
    8.0
    Rated very good
    Very Good
     · 1 review

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

  • Amazing Luxury Downtown Old Mill Home
    Scored 7.7
    7.7
    Rated good
    Good
     · 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.

  • Hill St Cottage 55
    Central location
    Scored 7.5
    7.5
    Rated good
    Good
     · 4 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.

  • Walk to Everything Bikes AC Dog Friendly
    Scored 7.5
    7.5
    Rated good
    Good
     · 2 reviews

    Walk to Everything Bikes AC Dog Friendly is located in Bend, just a 9-minute walk from Drake Park and 2.3 miles from Hollinshead Park.

  • Downtowner Apartment home
    Scored 7.0
    7.0
    Rated good
    Good
     · 1 review

    Downtowner Apartment home is located in Bend, just a 9-minute walk from Drake Park and 2.3 miles from Hollinshead Park. This property offers access to a balcony, free private parking, and free Wifi.

  • Drake Cottage 473
    Central location
    Scored 6.5
    6.5
    Rated pleasant
    Pleasant
     · 2 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 334
    Central location
    Scored 3.0
    3.0
    Rated poor
    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.

  • Bend Mountain Modern
    Central location

    Bend Mountain Modern offers accommodations in Bend, 2.6 miles from Ponderosa Park. With free private parking, the property is a 6-minute walk from Drake Park and 2.2 miles from Hollinshead Park.

  • Bluebird Day - Lava Hideaway

    Bluebird Day - Lava Hideaway is located in Bend, just a 10-minute walk from Drake Park and 2.3 miles from Hollinshead Park.

  • Bluebird Day - Drake Escape

    Bluebird Day - Drake Escape offers accommodations in Bend, a 8-minute walk from Drake Park and 2 miles from Hollinshead Park.

  • Craftsman style Awbrey Home

    Craftsman style Awbrey Home offers accommodations in Bend, 1.9 miles from Hollinshead Park and 2.5 miles from Ponderosa Park.

  • Awbrey
    Central location

    Awbrey offers accommodations in Bend, 1.9 miles from Hollinshead Park and 2.5 miles from Ponderosa Park.

  • Bluebird Day - Star Cottage

    Bluebird Day - Star Cottage is located in Bend, just a 15-minute walk from Drake Park and 2.1 miles from Hollinshead Park.

  • Bluebird Day - Hill Street Beauty

    Bluebird Day - Hill Street Beauty is located in Bend, just a 16-minute walk from Drake Park and 2.1 miles from Hollinshead Park.

  • Bluebird Day - Jefferson Cottage

    Bluebird Day - Jefferson Cottage offers accommodations in Bend, a 8-minute walk from Drake Park and 2.6 miles from Hollinshead Park.

  • The Modern Cottage
    Central location

    The Modern Cottage offers accommodations in Bend, a 14-minute walk from Drake Park and 2.6 miles from Hollinshead Park.

  • Hill St Cottage 338
    Central location

    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.

  • Bluebird Day - Fuller Cottage

    Bluebird Day - Fuller Cottage is located in Bend, just a 17-minute walk from Drake Park and 2.2 miles from Hollinshead Park.

  • Bluebird Day - Kingfisher Bungalow

    Bluebird Day - Kingfisher Bungalow offers accommodations in Bend, a 15-minute walk from Drake Park and 1.7 miles from Hollinshead Park.

  • Darling 30 Day Minimum home

    Darling 30 Day Minimum home offers accommodations in Bend, a 8-minute walk from Drake Park and 1.9 miles from Hollinshead Park. This property offers access to a patio and free private parking.

  • Bluebird Day - Riverside Cottage

    Bluebird Day - Riverside Cottage offers accommodations in Bend, a 5-minute walk from Drake Park and 2.7 miles from Hollinshead Park.

FAQ about vacation homes in Bend

Vacation Homes That Guests Love in Bend

  • Avg. price/night: $89.51
    Scored 7.5
    7.5
    Rated good
    Good
     · 339 reviews
    It was clean and tidy with a comfortable bed and the pool was also very clean
    richard
    Family with young children
  • Avg. price/night: $72.74
    Scored 7.5
    7.5
    Rated good
    Good
     · 1,071 reviews
    Very friendly staff, all very clean and location close to all things of interest
    C
    Cornelia
    Family with young children
  • Avg. price/night: $121.97
    Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 2,050 reviews
    Such a cute hotel! Amazing vibes like the cool pool and campfire. Rooms were full of character and were very clean. Staff was super friendly.
    Sandra
    Family with young children
  • Avg. price/night: $148.46
    Scored 8.4
    8.4
    Rated very good
    Very Good
     · 802 reviews
    Great big family room with 2 king size beds in one room, and a queen bed in another room. The beds are and the rooms are very clean and comfortable. Big TV, plenty of space for storage. There is a safe box available. Enough towels and shampoo/conditioners/lotions. Additional touches, such as makeup demaquiage wipes are a nice touch. It's a close 10-15 minute walk to the downtown (but if you decide walking, you need to pass under the railroad).
    Olha
    Family with young children
  • Avg. price/night: $189.28
    Scored 7.3
    7.3
    Rated good
    Good
     · 124 reviews
    The newly renovated bedrooms are very clean and modern
    Lesley
    Solo traveler
  • Avg. price/night: $61.55
    Scored 7.9
    7.9
    Rated good
    Good
     · 2,262 reviews
    The room is huge (it can hold 4 people easily) and very comfortable. The bathroom was also very clean and big.
    Pedro
    Young couple
  • Avg. price/night: $61.55
    Scored 7.7
    7.7
    Rated good
    Good
     · 1,173 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: $343.53
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 106 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: $116.92
    Scored 8.4
    8.4
    Rated very good
    Very Good
     · 488 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: $116.92
    Scored 8.4
    8.4
    Rated very good
    Very Good
     · 488 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