Bend Vacation Homes

Birch trees with yellow leaves, a lake, and a snow-capped mountain in the background.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Bend holiday homes

A kitchen with wooden cabinets, a granite countertop, a stainless steel sink, a microwave, and a stove.

1. Bluebird Day - Huckleberry Cottage in Bend, OR, perfect for a romantic getaway.

Old Bend

Maureen K.

HK$2,337 total

includes taxes & fees

12 Oct - 13 Oct

A spacious kitchen with dark wooden cabinets, stainless steel appliances, and a large island.

2. Bluebird Day - Sierra Nook, one-bedroom retreat in Bend, ideal for couples and pet-friendly.

Old Bend

Karen K.

HK$2,065 total

includes taxes & fees

13 Oct - 14 Oct

A modern living room with a large window, a flat-screen TV, and a wooden coffee table.

3. Hillside Haven: Tranquil NW Studio Near the River

River West

Brian H.

HK$1,369 total

includes taxes & fees

13 Sept - 14 Sept

A building with a green door and a wooden exterior.

4. Bluebird Day - Lava Hideaway, Retreat in Bend with King bed, perfect for couples!

Old Bend

Abbie L.

HK$2,161 total

includes taxes & fees

13 Oct - 14 Oct

A modern interior with a wooden dining table, a red chair, a bed with a white bedspread, and a ceiling fan.

5. Blue Spruce Guesthouse - Walkable to river trail and downtown Bend

River West

Arden K.

HK$2,027 total

includes taxes & fees

1 Oct - 2 Oct

A two-story wooden house with a front porch, number 104, and a small garden area.

6. Historic Bungalow in Walkable Old Bend

Old Bend

Wendy M.

HK$3,309 total

includes taxes & fees

21 Sept - 22 Sept

A covered patio area with wooden lattice fencing, stone steps, and a potted plant.

7. Top 5% - Finnish Sauna - Near Old Mill - No Pets - Fully Remodeled - Quiet

Larkspur

Sam

HK$1,945 total

includes taxes & fees

14 Sept - 15 Sept

A modern house with a green door, number 1056, and a small patio with two chairs.

8. Bluebird Day - Ogden Getaway, Cozy 1BR, perfect for couples seeking adventure!

River West

Ann C.

HK$2,057 total

includes taxes & fees

14 Sept - 15 Sept

View all properties

Find holiday rentals that suit your style

Cabins

Private holiday homes

Save an average of 15% on thousands of hotels when you're signed in

Top Bend Hotel Reviews

My Place Hotel - Bend, OR

10/10 Excellent

"Wonderful hotel - great bedding/mattress. Wifi worked well. Within easy walking distance of restaurant, bars and shopping. Staff were great and a quick check in. Would highly recommend."

La Quinta Inn by Wyndham Bend

8/10 Good

"Immediately arriving I placed things on the bed. On the black wide strip of the bedspread was an unbelievable amount of blond animal hair. First I find a wad of hair and then loose fine hair covering the bed spread. I did not find it under the spread. The room is beautiful when arriving. I dropped something by the bed pulling out the bedside table to my shock I find debris collected at the wall and carpet. Very surprising given the cleanliness found in the rest of the room. Staff so efficient as well helpful. Expedia messed up my reservation, I'll never use them again. I would recommend you facility. Room too light, could NOT close drapes!"

Dunes Motel

10/10 Excellent

""Wonderful stay — would happily return!" We had a fantastic stay and couldn't have asked for more. The room was clean, comfortable, and exactly as described, with thoughtful touches that made us feel right at home. The host/staff were friendly, responsive, and went out of their way to make sure we had everything we needed. The location was ideal — convenient, safe, and close to everything we wanted to explore. Check-in was smooth and hassle-free. Overall, a relaxing and enjoyable experience that offered great value. Highly recommended, and we'd love to come back!"

Find out more about Bend