Central Oregon Holiday Rentals

  • 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
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Central Oregon holiday rentals

Terrace/patio

Crooked River Ranch Cabins

Crooked River Ranch Cabins
3.0 star property
Terrebonne
9.6 out of 10, Exceptional, (251 reviews)
"Loved the wildlife and the canyon"
United States
Michael
The price is HK$921
HK$990 total
includes taxes & fees
14 Jun - 15 Jun
Crooked River Ranch Cabins
42-inch flat-screen TV with cable channels, LED TV, DVD player

The Pines at Sunriver

The Pines at Sunriver
3.0 star property
Sunriver
9.4 out of 10, Exceptional, (440 reviews)
"The best stay always beautiful!"
United States
Michael
The price is HK$1,557
HK$1,705 total
includes taxes & fees
15 Jun - 16 Jun
The Pines at Sunriver
Outdoor dining

Contemporary Studio ... dog-friendly

Contemporary Studio ... dog-friendly
Sunriver
9.6 out of 10, Exceptional, (19 reviews)
"One of the best stays EVER!"
United States
Richard
The price is HK$713
HK$1,964 total
includes taxes & fees
14 Jun - 15 Jun
Contemporary Studio ... dog-friendly
Exterior detail

Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park

Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
River West
9.8 out of 10, Exceptional, (138 reviews)
"Perfect two person little home. Cute and clean. Great location with plenty to see and do within walking distance. So glad we stayed here."
United States
Margaret E H.
The price is HK$627
HK$1,666 total
includes taxes & fees
5 Jul - 6 Jul
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
Indoor pool, outdoor pool

Sunriver Resort

Sunriver Resort
4.0 star property
Sunriver
9.0 out of 10, Wonderful, (1,142 reviews)
"Great for families, pets , fun place"
United States
Maria
The price is HK$2,329
HK$3,025 total
includes taxes & fees
5 Jul - 6 Jul
Sunriver Resort
Interior

Impeccable Guest House, New Furnishing, Near Downtown. EV Charger, Dog Friendly, Deck, Enclosed Yard

Impeccable Guest House, New Furnishing, Near Downtown. EV Charger, Dog Friendly, Deck, Enclosed Yard
Redmond
9.8 out of 10, Exceptional, (45 reviews)
"Adorable. Everything was very nice. "
United States
Gayle Z.
The price is HK$599
HK$2,318 total
includes taxes & fees
9 Jun - 10 Jun
Impeccable Guest House, New Furnishing, Near Downtown. EV Charger, Dog Friendly, Deck, Enclosed Yard
Property grounds

Downtown Sisters Suite - HOT TUB - Dog Friendly

Downtown Sisters Suite - HOT TUB - Dog Friendly
Sisters
9.4 out of 10, Exceptional, (32 reviews)
"Perfect place to stay if you have a dog, nice fenced yard with grass. The hot tub was nice."
United States
Travis
The price is HK$800
HK$1,983 total
includes taxes & fees
8 Jun - 9 Jun
Downtown Sisters Suite - HOT TUB - Dog Friendly
Property grounds

Riviera Des Chutes (River of the Falls) Cabin in the Woods

Riviera Des Chutes (River of the Falls) Cabin in the Woods
La Pine
10.0 out of 10, Exceptional, (296 reviews)
"Nice comfortable cabin, very peaceful."
United States
Jeff C.
The price is HK$1,528
HK$3,337 total
includes taxes & fees
18 Jun - 19 Jun
Riviera Des Chutes (River of the Falls) Cabin in the Woods
Property grounds

Elegant Second-Floor Condo Near Downtown Bend

Elegant Second-Floor Condo Near Downtown Bend
River West
9.4 out of 10, Exceptional, (55 reviews)
"Fantastic location! You can easily walk along the river or downtown Bend. Very close many fun spots in Bend. Apartment was nice and clean and host was easily accessible. Would love to stay at this place again. "
United States
Tsotne C.
The price is HK$517
HK$1,647 total
includes taxes & fees
8 Jun - 9 Jun
Elegant Second-Floor Condo Near Downtown Bend
Indoor pool

Eagle Crest: Resort Amenities-Spa-9th Hole-Views!

Eagle Crest: Resort Amenities-Spa-9th Hole-Views!
Deschutes County
9.8 out of 10, Exceptional, (43 reviews)
"Very clean, comfortable condo with everything you would need being away from home...would definitely recommend it to anyone."
United States
Shirley
The price is HK$1,234
HK$3,142 total
includes taxes & fees
8 Jun - 9 Jun
Eagle Crest: Resort Amenities-Spa-9th Hole-Views!
Outdoor dining

Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR

Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR
La Pine
10.0 out of 10, Exceptional, (9 reviews)
"had a job in fort rock stayed just the night great place and views will be staying again as i just got more work out in fort rock"
United States
Thaddeaus L.
The price is HK$1,410
HK$2,505 total
includes taxes & fees
11 Jun - 12 Jun
Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR
Terrace/patio

Perfect Couples Getaway! Walk to Dwntwn, Galveston Corridor & Drake Park, Parking, Air Conditioning

Perfect Couples Getaway! Walk to Dwntwn, Galveston Corridor & Drake Park, Parking, Air Conditioning
Old Bend
9.8 out of 10, Exceptional, (110 reviews)
"Clean, fantastic location, great parking, well equipped kitchen. A great cozy studio!"
United States
Michele
The price is HK$599
HK$2,256 total
includes taxes & fees
8 Jun - 9 Jun
Perfect Couples Getaway! Walk to Dwntwn, Galveston Corridor & Drake Park, Parking, Air Conditioning
Exterior

Cozy cottage with river access and great outdoor adventures

Cozy cottage with river access and great outdoor adventures
La Pine
8.6 out of 10, Excellent, (23 reviews)
"We enjoyed our stay very much! We enjoyed seeing the geese out on the property. "
United States
Terena M.
The price is HK$627
HK$1,072 total
includes taxes & fees
22 Jun - 23 Jun
Cozy cottage with river access and great outdoor adventures
Fridge, microwave, oven, stovetop

Charming dog-friendly retreat near skiing & golf with views & fireplace

Charming dog-friendly retreat near skiing & golf with views & fireplace
Century West
9.4 out of 10, Exceptional, (23 reviews)
"Amazing neighborhood and the fireplace was the highlight of the stay."
United States
kendra k.
The price is HK$1,062
HK$2,242 total
includes taxes & fees
11 Jun - 12 Jun
Charming dog-friendly retreat near skiing & golf with views & fireplace
Interior

Modern-Cozy LOG CABIN near La Pine state park

Modern-Cozy LOG CABIN near La Pine state park
La Pine
10.0 out of 10, Exceptional, (5 reviews)
"Great, clean, fully equipped log cabin that had an awesome dog-proofed backyard with a western town themed fence. Host was very communicative and property was in a quiet location. It was perfect for a weekend getaway. Would definitely return again."
United States
Marja S.
The price is HK$1,128
HK$2,711 total
includes taxes & fees
24 Jun - 25 Jun
Modern-Cozy LOG CABIN near La Pine state park
Exterior

Tall Pines Guest House between Sunriver and La Pine (Pet friendly) A-frame Cabin

Tall Pines Guest House between Sunriver and La Pine (Pet friendly) A-frame Cabin
La Pine
9.0 out of 10, Wonderful, (87 reviews)
"The cabin was clean and very homey. Its a great locatoon with access to lots of nearby activities. "
United States
Ronald P.
The price is HK$1,347
HK$2,960 total
includes taxes & fees
8 Jun - 9 Jun
Tall Pines Guest House between Sunriver and La Pine (Pet friendly) A-frame Cabin
Smart TV, fireplace, books

Cozy cabin just outside Sisters, pet friendly, great Mountain View’s, WiFi, & AC

Cozy cabin just outside Sisters, pet friendly, great Mountain View’s, WiFi, & AC
Plainview
10.0 out of 10, Exceptional, (14 reviews)
"Everything was amazing in this little cabin. The decor, the location, the amenities, the little personal touches she adds for each guest. I can’t say enough good things about this place. "
United States
Hannah P.
The price is HK$1,022
HK$2,981 total
includes taxes & fees
9 Jun - 10 Jun
Cozy cabin just outside Sisters, pet friendly, great Mountain View’s, WiFi, & AC
1 bedroom, desk, iron/ironing board, travel cot

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, (31 reviews)
"The place was just how it looked with a great friendly vibe!"
United States
Ann F.
The price is HK$979
HK$2,043 total
includes taxes & fees
8 Jun - 9 Jun
Blue Spruce Guesthouse - Walkable to river trail and downtown Bend

Remodeled cozy cabin on golf course with hot tub!

Remodeled cozy cabin on golf course with hot tub!
Redmond
9.2 out of 10, Wonderful, (133 reviews)
"House was immaculately clean, roomy and perfectly functional for our family of 4 adults. We didn't cook or use the TVs but kitchen looked well stocked."
United States
Joel
The price is HK$1,379
HK$3,346 total
includes taxes & fees
8 Jun - 9 Jun
Remodeled cozy cabin on golf course with hot tub!
Terrace/patio

FivePine Lodge & Cabins - Classic Cabin

FivePine Lodge & Cabins - Classic Cabin
Sisters
9.6 out of 10, Exceptional, (4 reviews)
"We enjoyed our stay at Fivepines! Our cabin was lovely, spacious, and very clean! We loved the mountain location. The large tub was our favorite part of the whole stay:) great place, hopefully we’ll be going back soon!"
United States
Abigail B.
The price is HK$2,147
HK$2,693 total
includes taxes & fees
8 Jun - 9 Jun
FivePine Lodge & Cabins - Classic Cabin
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 Central Oregon Hotel Reviews

Waypoint Hotel

Waypoint Hotel

10/10 Excellent
"Loved that there were drinks available on site, room was clean, staff was great. Small issue with water pressure in the shower, as it was very hard and no way to turn down the pressure without turning it to cold. But otherwise no issues!"
Corinne 2-night trip
Posted 7 hours ago
Waypoint Hotel

Find out more about Central Oregon

Search for holiday rentals in Central Oregon on Expedia! You can easily find your home rentals, villas, holiday apartments in Central Oregon using one of the methods below:

  • View our selection of featured holiday rentals in Central Oregon
  • Use the map to find apartments and other holiday homes in the Central Oregon neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Central Oregon while they last

Look no further and take a look at our great range of rental properties in Central Oregon!