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Vacation Rentals in Bend, OR

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All 155 Rentals in Bend
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From
$125
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
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12 photos Details Reviews (1) Make Inquiry
From
$140
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
9 photos Details Reviews (1) Make Inquiry
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$100
Per Night
1 Bedroom, 1 Bathroom, Sleeps 3
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7 photos Details Reviews (6) Make Inquiry
Also consider
River Front Vacation Home at Columbia Street Park, Hot Tub, fenced yard, next to Columbia Street Park NEW LISTING!
3 Bedrooms, sleeps 6
$265 - $325 / night
Lava Flo in Downtown Bend, Hot tub, Pet Friendly
3 Bedrooms, sleeps 8
$250 - $300 / night
NEW IN BEND'S TRENDY WESTSIDE* NEWPORT AVE LODGE
4 Bedrooms, sleeps 8
$250 - $295 / night
Mt. Bachelor Village Ski House 1 Pool Hot Tub A/C
2 Bedrooms, sleeps 6
$140 - $180 / night
From
$125
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 7
Bookings
10 photos Details Reviews (2) Make Inquiry
5 of 5 stars Reviewed August 25, 2014
This "vacation rental" was actually more about work, but the place still made it feel like a vacation. Just a short walk away from the Old Mill Shops and Restaurants, my personal...
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From
$144
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
7 photos Details Reviews (18) Make Inquiry
5 of 5 stars Reviewed September 12, 2014
I can honestly say that our wedding would not have been the same without the 2nd Street Cottage and the owner, Don's, hospitality. Where do I begin?!! First, Don was so...
5 of 5 stars Reviewed August 26, 2014
We came all the way from Ft. Lauderdale, FL and the owner, Don, made us feel right at home, even calling us when we were on the way to make sure we knew exactly how to find the...
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From
$145
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
7 photos Details Reviews (2) Make Inquiry
From
$195
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
21 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed May 30, 2014
We really enjoyed our stay. Great location right on the river. We had a blast with the kayaks and the jacuzzi. The fire pit was great. The beds were comfortable, cabin was well...
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From
$125
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
8 photos Details Reviews (14) Make Inquiry
4 of 5 stars Reviewed June 2, 2012
What a wonderful house and an ideal location! Can't say enough good about this house. Nicely decorated and clean. Great fenced backyard was an extra with our dog. Had a wonderful...
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From
$200
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 7
Bookings
12 photos Details Reviews (2) Make Inquiry
4 of 5 stars Reviewed October 2, 2014
We really enjoyed the location and the home was quite adequate. The home is comfortable enough with adequate amenities. The lower yard is spacious and well maintained. However...
5 of 5 stars Reviewed August 21, 2014
Deb was always very quick to respond and left treats for us in the fridge upon arrival. The house was very nice and everything was clean. It was a short walk to several...
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From
$150
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
17 photos Details Reviews (1) Make Inquiry
4 of 5 stars Reviewed January 3, 2014
This home is a great value and pet friendly! It was very clean (except for the inside of the microwave). It is close enough to Sunriver that we could run to the grocery store...
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From
$165
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
10 photos Details Reviews (10) Make Inquiry
5 of 5 stars Reviewed October 18, 2014
I wanted to express how much we enjoyed our stay in the Otterhouse. From the moment we walked in the home we could see how well appointed and organized everything was. Much more...
5 of 5 stars Reviewed September 8, 2014
I've had the best luck with vacation rentals and this is one to add to the list. Absolutely beautiful and so peaceful. Working with the owners via email was super easy and fast...
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From
$135
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
19 photos Details Reviews (16) Make Inquiry
2 of 5 stars Reviewed September 18, 2014
Not at all what we thought it would be. Nothing was clean, so we spent a lot of time cleaning and re-arranging things. She is a delightful gal, but the house did not meet our...
5 of 5 stars Reviewed July 24, 2014
It was very beautiful house! 5 mins from old mill district and 3mins from wal-mart by a car. It has everything you need to stay. Back yard was fenced so nobody can see inside. We...
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From
$135
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
14 photos Details Reviews (1) Make Inquiry
4 of 5 stars Reviewed November 12, 2013
Enjoyed our stay... Walking distance to river and into down town....near a wonderful market (Newport) which made shopping for meals easy. Would definitely stay again,
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From
$250
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Booking
16 photos Details Reviews (4) Make Inquiry
5 of 5 stars Reviewed December 2, 2013
First of all I wanted to say how easy and great it was dealing with Brian who is the owner. He was very helpful and met us at the house to let us in and answer any questions we...
5 of 5 stars Reviewed November 16, 2013
We rented the enviro-friendly home for our family to stay in while attending our daughter's wedding in Bend. Two couples and one single had our own rooms with ample privacy and...
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From
$119
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
10 photos Details Make Inquiry
From
$150
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
10 photos Details Make Inquiry
From
$145
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Booking
27 photos Details Make Inquiry
From
$125
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
5 photos Details Make Inquiry
From
$175
Per Night
5 Bedrooms, 3 Bathrooms, Sleeps 12
Bookings
16 photos Details Make Inquiry
From
$95
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 5
Bookings
23 photos Details Reviews (6) Make Inquiry
5 of 5 stars Reviewed August 28, 2014
I stayed with my partner and his two teenage boys for three nights. We found everything was just as described with the rental, and it was a good amount of space for four people...
5 of 5 stars Reviewed May 18, 2013
My husband and I spent 2 nights at this property with my daughter and son-in-law. The condo was clean, comfortable, and attractively furnished. The kitchen was supplied with...
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From
$125
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
24 photos Details Make Inquiry
From
$620
Per Night
5 Bedrooms, 6 Bathrooms, Sleeps 15
15 photos Details Reviews (4) Make Inquiry
5 of 5 stars Reviewed September 3, 2013
It has been two weeks since our family vacation at the Triple D Ranch. I still think about it many times during the day asking myself what made this vacation so utterly...
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From
$115
Per Night
3 Bedrooms, 1 Bathroom, Sleeps 7
Bookings
21 photos Details Reviews (4) Make Inquiry
5 of 5 stars Reviewed January 5, 2014
This is a lovely cottage and we were very comfortable during our stay. It had a restful ambience and was very well located within walking distance of the the river and town...
5 of 5 stars Reviewed August 29, 2013
We stayed at the red house for three nights. The house was very cute and clean. The location couldn't have been better. We walked or biked everywhere... Our car didn't move for...
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From
$375
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 8
23 photos Details Make Inquiry
From
$89
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
14 photos Details Reviews (9) Make Inquiry
5 of 5 stars Reviewed September 22, 2014
I could not have asked for a better place to stay. Our trip to Bend was on short notice as we were dealing with a family matter. Having a immaculately clean well equipped place...
5 of 5 stars Reviewed July 22, 2014
My daughter, her two young children and I stayed at this wonderful condo in Bend while there for Pacific Crest Weekend in SunRiver. We were very please with the unit. The unit...
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From
$109
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
2 photos Details Make Inquiry
From
$120
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
8 photos Details Reviews (2) Make Inquiry
4 of 5 stars Reviewed March 24, 2013
We stayed here for about 4-5 nights in May of 2012. We had a lovely time. The location was great- it's just a few blocks form downtown Bend and lost of great restaurants. It's a...
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From
$175
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
15 photos Details Reviews (2) Make Inquiry
5 of 5 stars Reviewed August 9, 2014
The perfect house with all the amenities including AC :) Beds were comfy, kitchen had everything we needed and it was very clean! Would recommend to family and friends and stay...
4 of 5 stars Reviewed June 10, 2014
I have rented through flip-key and vrbo several times in the past. This home is in a great location and close to everything you need. I wish there was better cooking...
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From
$125
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
19 photos Details Reviews (2) Make Inquiry
5 of 5 stars Reviewed February 20, 2014
We were tired when we got there and so nice to drive right into the attached garage. Only took 10 minutes longer to Mt Bachelor than from Bend or Sun River. Next time we will...
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From
$285
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
34 photos Details Reviews (20) Make Inquiry
5 of 5 stars Reviewed February 26, 2013
A group of three couples and our 3 dogs visited over President's Day weekend and were thrilled with our accommodations - from the location to the decor, all was steller! The house...
5 of 5 stars Reviewed January 23, 2013
Our family used Helios House as a base for a long winter weekend getaway and loved it. It is a handsome house, tastefully decorated, and perfect for our six people. The...
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From
$135
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 9
Bookings
32 photos Details Reviews (18) Make Inquiry
5 of 5 stars Reviewed October 1, 2014
Great stay and brought our small dogs along. The place was very clean, orgainzed, and felt really comfortable. We were ale to walk to Ol Mill area with dogs. Easy location to...
5 of 5 stars Reviewed September 22, 2014
Great place to stay! Close walk to shopping, large upper deck for entertaining, great amenities, clean and would recommend to friends.
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From
$129
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
31 photos Details Reviews (10) Make Inquiry
5 of 5 stars Reviewed August 12, 2014
House and yard are very well maintained. The house is stocked with everything you could possibly need. Lovely front porch and great covered patio area in back with hot tub...
5 of 5 stars Reviewed March 11, 2013
We totally enjoyed our stay at the Osprey Chalet! The owners were very quick to respond to questions, very congenial and professional. It was quiet and relaxing, yet not far from...
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From
$125
Per Night
3 Bedrooms, 1 Bathroom, Sleeps 6
13 photos Details Make Inquiry
From
$225
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
11 photos Details Make Inquiry
From
$120
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
15 photos Details Make Inquiry
From
$89
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
15 photos Details Make Inquiry
From
$79
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
15 photos Details Make Inquiry
From
$199
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 8
15 photos Details Make Inquiry
From
$135
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details Make Inquiry
From
$140
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 7
14 photos Details Make Inquiry
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Suitability

  • Wheelchair access (3)
  • Elder access (33)
  • Suitable for children (84)
  • Pet friendly (62)
  • Smoking allowed (0)

Amenities

  • Internet (125)
  • Grill (112)
  • Fireplace (98)
  • Other outdoor space (89)
  • Air Conditioning (84)
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Book Online(87)

Suitability

  • Wheelchair access (3)
  • Elder access (33)
  • Suitable for children (84)
  • Pet friendly (62)
  • Smoking allowed (0)

Amenities

  • Internet (125)
  • Grill (112)
  • Fireplace (98)
  • Other outdoor space (89)
  • Air Conditioning (84)
  • View all amenities
Bend Vacation Rentals

Surrounded by the stunning snowcapped peaks of the Cascade Mountains and the largest juniper forest in the western U.S., Bend is an outdoor recreation enthusiast’s paradise. Known for its cycling, hiking, kayaking, fishing and golfing, Bend, in the central part of the state, gets your adrenaline flowing in a variety of ways.

Following a full day of intense activities, you’ll need a comfortable place to relax and recharge. Consider a spacious vacation rental where you can spread out and prepare your own meals rather than small hotel room. Whether you want to stay near downtown, in the Old Mill District, or near the Mt Bachelor ski resort, we have lots of villas, multi-bedroom homes, cabins, condos and other choices that are a better value than a hotel.

Bend attractions and activities

Bend is a phenomenal outdoor environment to leave the computers and televisions behind for a few hours or days. Family activities abound starting with the Lava Lands Visitors Center, about 15 minutes from downtown, where you’ll see the Lava Butte, a 7,000-year-old cinder cone lava formation that rises 500 feet. For thrill seekers, raft or kayak the white waters of the Deschutes River, take a panoramic chairlift ride up Mt. Bachelor, hike along Tumalo Creek or fish for trout at a well-stocked pond at Shevlin Park.

Golfers have ten picturesque and challenging golf courses to play in the Bend area, including the Jack Nicklaus designed Pronghorn Golf Club, Crosswater at Sunriver Resort, a Bob Cupp design, and the affordable, family-owned Aspen Lakes Golf Club, where you’ll find lots of local residents.

Downtown Bend is brimming with shops, galleries, restaurants, microbreweries and bars, which will enhance your visit to this former logging town.

Vacation rentals for families

From rustic cabins and cozy cottages to amenity-loaded condos and vacation homes with high-speed Internet, swimming pools, fireplaces and hot tubs, we can provide you with an extensive list of options in Bend. A great money-saving feature in all vacation rentals is the fully equipped kitchen, which allows you to provide delicious meals and snacks for your family instead of dining at pricey restaurants that’ll quickly destroy your budget.

Deals on Bend vacation rentals

When you visit Bend, your goal is to free your mind in the wondrous natural surroundings and the last thing you want to do is anguish about how much you paid for a cramped hotel room. Vacation rentals are a great value and we have special deals and discounts on a wide variety of properties in different areas of Bend in every price range.