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

Holiday Homes in Bend

  • 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
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Bend holiday homes

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

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

Bluebird Day - Sierra Nook, one-bedroom retreat in Bend, ideal for couples and pet-friendly.
Old Bend
9.8 out of 10, Exceptional, (7 reviews)
"We loved this cozy spot to adventure from - so convenient and walkable."
United States
Karen K.
The price is NZ$455
includes taxes & fees
8 Sept - 9 Sept
Bluebird Day - Sierra Nook, one-bedroom retreat in Bend, ideal for couples and pet-friendly.
A building with a green door and a wooden exterior.

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

Bluebird Day - Lava Hideaway, Retreat in Bend with King bed, perfect for couples!
Old Bend
9.6 out of 10, Exceptional, (98 reviews)
"Nice stay for both the hoomans and doggos."
United States
Sheila K.
The price is NZ$477
includes taxes & fees
7 Sept - 8 Sept
Bluebird Day - Lava Hideaway, Retreat in Bend with King bed, perfect for couples!
A modern interior with a wooden dining table, a red chair, a bed with a white bedspread, and a ceiling fan.

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

Blue Spruce Guesthouse - Walkable to river trail and downtown Bend
River West
10.0 out of 10, Exceptional, (39 reviews)
"Well stocked and very comfortable."
United States
Arden K.
The price is NZ$450
includes taxes & fees
31 Aug - 1 Sept
Blue Spruce Guesthouse - Walkable to river trail and downtown Bend
A two-story wooden house with a front porch, number 104, and a small garden area.

4. Historic Bungalow in Walkable Old Bend

Historic Bungalow in Walkable Old Bend
Old Bend
10.0 out of 10, Exceptional, (16 reviews)
"Wonderful location, delightful, cozy little bungalow."
United States
Wendy M.
The price is NZ$587
includes taxes & fees
21 Sept - 22 Sept
Historic Bungalow in Walkable Old Bend
A modern house with a green door, number 1056, and a small patio with two chairs.

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

Bluebird Day - Ogden Getaway, Cozy 1BR, perfect for couples seeking adventure!
River West
9.8 out of 10, Exceptional, (24 reviews)
"We loved our stay in this tiny house. Quiet neighborhood yet only a block from The Newport Market and Backporch Roasters. Nice to stroll along the river with your coffee.Mattress and pillows excellent and big fluffy towels too.very clean.would love to come back"
United States
Ann C.
The price is NZ$434
includes taxes & fees
7 Sept - 8 Sept
Bluebird Day - Ogden Getaway, Cozy 1BR, perfect for couples seeking adventure!
A kitchen with wooden cabinets, a granite countertop, a stainless steel sink, a microwave, and a stove.

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

Bluebird Day - Huckleberry Cottage in Bend, OR, perfect for a romantic getaway.
Old Bend
10.0 out of 10, Exceptional, (12 reviews)
"Responsive host and great location"
United States
Maureen K.
The price is NZ$496
includes taxes & fees
9 Sept - 10 Sept
Bluebird Day - Huckleberry Cottage in Bend, OR, perfect for a romantic getaway.
A modern living room with a large window, a flat-screen TV, and a wooden coffee table.

7. Hillside Haven: Tranquil NW Studio Near the River

Hillside Haven: Tranquil NW Studio Near the River
River West
10.0 out of 10, Exceptional, (28 reviews)
"This was a very clean place to stay with everything I needed. It was very comfortable and at a reasonable price. Would definately stay here again next time in Bend"
United States
Brian H.
Hillside Haven: Tranquil NW Studio Near the River
A modern kitchen with a gas stove, stainless steel appliances, and a granite countertop.

8. Bluebird Day - Aspen Getaway, a cozy 1-bedroom retreat in Bend, OR.

Bluebird Day - Aspen Getaway, a cozy 1-bedroom retreat in Bend, OR.
Old Bend
9.6 out of 10, Exceptional, (15 reviews)
"Great location easy to find and access"
United States
kathy b.
The price is NZ$498
includes taxes & fees
21 Sept - 22 Sept
Bluebird Day - Aspen Getaway, a cozy 1-bedroom retreat in Bend, OR.
A spacious living area with a wooden floor, a sofa, a dining table, and a kitchen in the background.

9. Backyard Oasis 8min to Town Fast Wi-fi

Backyard Oasis 8min to Town Fast Wi-fi
2.0 star property
Mountain View
The price is NZ$526
includes taxes & fees
1 Sept - 2 Sept
Backyard Oasis 8min to Town Fast Wi-fi
A kitchen with a white marble countertop, potted plants, and a window with a view of greenery.

10. Fantastic Location! Directly above river w/a 5 minute walk to downtown.

Fantastic Location! Directly above river w/a 5 minute walk to downtown.
River West
10.0 out of 10, Exceptional, (84 reviews)
"Great property. Exactly what we were looking for. "
United States
Kelly
Fantastic Location! Directly above river w/a 5 minute walk to downtown.
A covered patio area with wooden lattice fencing, stone steps, and a potted plant.

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

Top 5% - Finnish Sauna - Near Old Mill - No Pets - Fully Remodeled - Quiet
Larkspur
10.0 out of 10, Exceptional, (38 reviews)
"One of our favorites! The home has been redone and has everything you need for a wonderful stay. Great location with easy access and parking."
United States
Sam
Top 5% - Finnish Sauna - Near Old Mill - No Pets - Fully Remodeled - Quiet
A spacious living area with a wooden floor, a sofa, a dining table with chairs, a kitchen area with wooden cabinets, and a ceiling fan.

12. Dog Ok | 5min to Restaurants | Patio

Dog Ok | 5min to Restaurants | Patio
Mountain View
10.0 out of 10, Exceptional, (24 reviews)
"Nice home. Enjoyed our stay. "
United States
Grover K.
The price is NZ$503
includes taxes & fees
1 Sept - 2 Sept
Dog Ok | 5min to Restaurants | Patio
A house with a front porch, two Adirondack chairs, and a small garden.

13. *NEW* Downtown Modern Nostalgia, completely updated and convenient

*NEW* Downtown Modern Nostalgia, completely updated and convenient
River West
9.6 out of 10, Exceptional, (45 reviews)
"Great location and perfect for our family!"
United States
Kate C.
The price is NZ$706
includes taxes & fees
31 Aug - 1 Sept
*NEW* Downtown Modern Nostalgia, completely updated and convenient
A covered porch with a blue door, a small table, and a metal railing.

14. Walk To Downtown & The Last Blockbuster from recently renovated home. 3 Bed/2ba

Walk To Downtown & The Last Blockbuster from recently renovated home. 3 Bed/2ba
Orchard District
9.6 out of 10, Exceptional, (100 reviews)
"Great location, perfectly situated in a quiet neighborhood but close enough to downtown. "
United States
Patrick L.
The price is NZ$689
includes taxes & fees
29 Sept - 30 Sept
Walk To Downtown & The Last Blockbuster from recently renovated home. 3 Bed/2ba
A modern multi-story building with balconies, large windows, and outdoor seating areas.

15. Millpointe Main 3.0 - Luxury Meets Location: Sauna, Cold Plunge, Concerts nearby

Millpointe Main 3.0 - Luxury Meets Location: Sauna, Cold Plunge, Concerts nearby
Southern Crossing
10.0 out of 10, Exceptional, (3 reviews)
"Great location and beautiful place"
United States
kim w.
The price is NZ$841
includes taxes & fees
31 Aug - 1 Sept
Millpointe Main 3.0 - Luxury Meets Location: Sauna, Cold Plunge, Concerts nearby
A living room with a fireplace, a television, a sofa, and a coffee table.

16. Romantic Resort Home Private Jacuzzi + Plush Robes

Romantic Resort Home Private Jacuzzi + Plush Robes
Redmond
9.8 out of 10, Exceptional, (40 reviews)
"Very well appointed and great location. Would definitely stay there again. Thanks Katya!"
United States
Sue S.
The price is NZ$482
includes taxes & fees
23 Sept - 24 Sept
Romantic Resort Home Private Jacuzzi + Plush Robes
A kitchen with a large island, bar stools, a stainless steel refrigerator, and wooden cabinets.

17. King bed - Pet Friendly - Jameson's Place

King bed - Pet Friendly - Jameson's Place
Larkspur
9.8 out of 10, Exceptional, (53 reviews)
"Loved our stay here!!!"
United States
Simply L.
The price is NZ$556
includes taxes & fees
31 Aug - 1 Sept
King bed - Pet Friendly - Jameson's Place

18. Adorable Tiny Home │East Side Near Park │Extended Stays Welcome │ Private Home

Adorable Tiny Home │East Side Near Park │Extended Stays Welcome │ Private Home
Orchard District
9.8 out of 10, Exceptional, (18 reviews)
"Awesome and extremely peaceful stay.......thank you and cheers....."
United States
Sara T.
The price is NZ$481
includes taxes & fees
31 Aug - 1 Sept
Adorable Tiny Home │East Side Near Park │Extended Stays Welcome │ Private Home
A modern living room with a fireplace, leather sofas, a round coffee table, and a staircase leading to another level.

19. Rooftop deck. Walk to downtown&River! Fire pit

Rooftop deck. Walk to downtown&River! Fire pit
River West
9.6 out of 10, Exceptional, (20 reviews)
"Great location, clean and comfortable rooms. Would definitely stay again."
United States
B. B.
Rooftop deck. Walk to downtown&River! Fire pit
A spacious log cabin interior with a wooden floor, a leather sofa, a dining area, and a kitchen.

20. Lodge Vibes in the City - Large Log Home

Lodge Vibes in the City - Large Log Home
Mountain View
10.0 out of 10, Exceptional, (52 reviews)
"Great place! Would stay again. "
United States
nick c.
Lodge Vibes in the City - Large Log Home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Bend Hotel Reviews

Bend Inn & Suites

Bend Inn & Suites

8/10 Good
"It was an economy stay and it served its purpose. I was happy with what I got for the price."
Deron 1-night trip
Posted 4 hours ago
Bend Inn & Suites

Find out more about Bend

Bend Holiday Homes information

Number of reviews
Accommodation
2946 Holiday Homes
Lowest Price
NZ$526
Highest Price
NZ$526