50 Best Central Oregon Vacation rentals on Holiday Lettings - House rentals

Close

View larger map

Also consider

Vacation rentals Sunriver
321 properties
Vacation rentals Black Butte Ranch
134 properties
Vacation rentals Bend
100 properties
Redmond
53 properties
Vacation rentals Sisters
25 properties
La Pine
6 properties

Central Oregon

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

658 Vacation rentals

(5) Excellent 

30

Vacation log cabin rental

Central Oregon / Black Butte Ranch

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary
Look no further! You have found a beautifully remodeled home complete with private hot tub, wifi, Netflix, and cable TV for your next getaway! Caring and responsive owners included:). About Trail Cabin 2: Our home is located in the Golf Home section of the ranch on Gla …see more

from $99 / night

$675 - $1,500 / week

Book View

Responds fast!
avg. 2 hours 21 minutes

from $99 / night

(3) Excellent 

26

Vacation home in Sunriver

Central Oregon / Sunriver

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
This warm home which features many large windows is a welcome retreat for your family or friends. The home has a lovely woodland setting and features a large wood burning fireplace and large enclosed hot tub just outside the Master Bedroom.... perfect for winter evenin …see more

from $85 / night

$595 / week

Book View

from $85 / night

(1) Excellent 

16

Bend Vacation home rental

Central Oregon / Bend

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Air conditioning
This home is located on the desirable, southwest side of Bend in the heart of best recreation activities that Oregon has to offer. Easy access puts Mt. Bachelor skiing, fly fishing on remote lakes, mtn. biking, rafting, kayaking or the Old Mill District & Factory Outlet …see more

from $250 / night

$1,750 - $2,730 / week

Book View

Responds fast!
avg. 1 hour 51 minutes

from $250 / night

52

Vacation home in Redmond

Central Oregon / Redmond

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
Rest assured that you'll rest comfortably in this classic lodging option that's designed for up to four guests. Discover a master bedroom with queen bed, queen sleeper sofa in living room and balcony with gas BBQ. A mini kitchen includes a double burner cooktop, full si …see more

from $91 / night

$640 - $1,052 / week

Book View

Responds fast!
avg. 3 hours 58 minutes

from $91 / night

25

Home rental in Sisters

Central Oregon / Sisters

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
This rustic cabin in Sisters, OR offers access to a shared pool, tennis courts, and proximity to wilderness and conveniences for up to eight guests to feel at home! Sitting in the quiet and relaxed Tollgate community three miles outside of Sisters, a quick drive will b …see more

from $99 / night

$693 / week

Book View

Responds fast!
avg. 2 hours 49 minutes

from $99 / night

33

Vacation home in Redmond

Central Oregon / Redmond

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
This charming Eagle Crest vacation rental offers plenty of room for eight guests, resort attractions, and classic beauty in the heart of Central Oregon. Plan a ski trip into the Cascade Mountains, or an outdoor adventure by horseback, bicycle, or foot with the whole fam …see more

from $89 / night

$623 / week

Book View

Responds fast!
avg. 2 hours 49 minutes

from $89 / night

(3) Excellent 

11

La Pine ski home to rent.

Central Oregon / La Pine

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Ski
  • Child friendly
  • Air conditioning
Our 3 bed 2 bath cabin is located between Sunriver and La Pine near the Little Deschutes River on over an an acre of prairie and trees. Golf at Quail Run just a mile away. Just minutes to Sunriver and Mt Bachelor. Close to everything you want in Central Oregon yet far e …see more

from $109 / night

$599 / week

Book View

from $109 / night

(1) Excellent 

24

Redmond Vacation home rental

Central Oregon / Redmond

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Eagle Crest house description ***NEW LISTING!*** Be our guest at our cabin at Eagle Crest Resort near Bend. Featuring 3 bedrooms, 2 bathrooms, fully equipped kitchen w/ dishwasher, laundry and a lovely patio - this place will allow you to experience the great outdoors …see more

from $140 / night

$980 / week

Book View

from $140 / night

37

Vacation home in Sunriver

Central Oregon / Sunriver

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
This single-level Sunriver vacation home has a private hot tub, SHARC passes, and a relaxing great room for all guests to gather. Set in the heart of Sunriver, you'll be near the aquatic park where you can use the eight provided passes to take your kids out for the da …see more

from $109 / night

$763 / week

Book View

Responds fast!
avg. 3 hours 24 minutes

from $109 / night

34

Vacation home in Redmond

Central Oregon / Redmond

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
Experience the natural beauty of Central Oregon at this spacious home located right on the 15th fairway complete with a large back deck, private outdoor hot tub, and access to a number of resort amenities including swimming pools, tennis courts, and a fitness center. T …see more

from $124 / night

$868 / week

Book View

Responds fast!
avg. 2 hours 49 minutes

from $124 / night

18

Home rental in Black Butte Ranch with shared pool

Central Oregon / Black Butte Ranch

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
We just lowered our summer and fall rates plus if you book before March 31 we'll give you a $50 gift card to use anywhere on the ranch, so be sure to check it out. Our 2400 sq. foot executive dream 3 bedroom home has a "to-die-for" view of Mt. Jefferson, Glaze Meadow g …see more

from $300 / night

$1,850 / week

Book View

from $300 / night

(2) Very Good 

12

Vacation condo accommodation

Central Oregon / Sunriver

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
Time to plan for that summer getaway to Central Oregon. Sunriver is conveniently located for a quick drive to the brew pubs and festivals in Bend, or to the mountain lakes on the Cascades Lakes Highway. Not just a 'rental' - our condo used to be our 2nd home before we m …see more

from $145 / night

$1,100 / week

Book View

from $145 / night

(2) Excellent 

15

Sunriver Vacation home rental

Central Oregon / Sunriver

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 5 mi
  • Swimming pool
  • Child friendly
Experience the natural beauty of Sunriver from this quiet location near the national forest. Enjoy views of the large common area and wildlife from your deck and from the many windows in the great room. Use the 3 single bikes and the tandem (in season) to bike the 30 …see more

from $185 / night

$850 - $1,400 / week

Book View

from $185 / night

(6) Excellent 

33

Sunriver Vacation apartment rental

Central Oregon / Sunriver

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
Serious inquiries only. We are charged for each one. Ask about discounts for Military, law enforcement, seniors, disabled, local stays. Enjoy 300 days of sun, giant Ponderosa pine trees, the mighty Deschutes River, world class golf and the popular Mt. Bachelor ski reso …see more

from $89 / night

$623 / week

Book View

from $89 / night

(1) Good 

30

Home rental in Sisters

Central Oregon / Sisters

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
This newer craftsman style home is walking distance to Downtown Sisters. From the front porch you can view Black Crater. The upstairs family room has a large screen TV and wonderful skylights adding an abundance of natural light. There is a sleeper sofa in this room. …see more

from $99 / night

$693 / week

Book View

Responds fast!
avg. 2 hours 56 minutes

from $99 / night

36

Home accommodation in Sisters

Central Oregon / Sisters

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
This comfortable vacation rental in Sisters is a fantastic place to plan your next Central Oregon adventure. Nestled in Tollgate, an authentic western-style community, when you stay here you will have easy access to city businesses, shared amenities such as a pool, plus …see more

from $150 / night

$1,050 / week

Book View

Responds fast!
avg. 2 hours 39 minutes

from $150 / night

41

Vacation home accommodation

Central Oregon / Sunriver

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Surrounded by trees, this adorable, two story Sunriver cottage offers a gas grill, wood-burning fireplace, and space for up to six friends or family members. You'll have access to the Ranch Cabin shared pool and six SHARC passes. Located just one-and-a-half miles nort …see more

from $74 / night

$518 / week

Book View

Responds fast!
avg. 3 hours 24 minutes

from $74 / night

25

Vacation home rental

Central Oregon / Sunriver

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Planning your next trip to Central Oregon? Look no further than this incredible cabin! Located in the heart of Sunriver and near this community's amazing amenities, this recently remodeled vacation rental has a private hot tub, a gas fireplace, and plenty of fun options …see more

from $99 / night

$693 / week

Book View

Responds fast!
avg. 2 hours 56 minutes

from $99 / night

29

Home rental in Sunriver

Central Oregon / Sunriver

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
This beautifully decorated Sunriver home is located near Fort Rock Park, and a short drive from Bend and Mt. Bachelor. It has a private hot tub, eight SHARC passes, and room for up to six guests. The main living area hosts an extremely well-equipped kitchen with upgrad …see more

from $225 / night

$1,575 / week

Book View

Responds fast!
avg. 2 hours 39 minutes

from $225 / night

26

Sunriver Vacation home rental

Central Oregon / Sunriver

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
You will feel right at home in this 1800 square-foot, single-level Sunriver home. Enjoy watching the 50-inch LED flat screen TV with Blu-ray player or listening to your favorite CD as you lounge in the living room or cook in the kitchen! Or, take a soak in the private h …see more

from $122 / night

$854 / week

Book View

Responds fast!
avg. 2 hours 39 minutes

from $122 / night

(1) Excellent 

30

Redmond Vacation home rental

Central Oregon / Redmond

4 16 Min stay varies

  • 4 bedrooms
  • Sleeps 16
  • Min stay varies
  • Child friendly
  • Air conditioning
If you're looking to come enjoy Central Oregon with a group of friends or for a family reunion, there isn't any better place to stay but this wonderful home located on the second hole of the Eagle Crest Challenge course. The owners have custom built this home so they to …see more

from $124 / night

$868 / week

Book View

Responds fast!
avg. 2 hours 56 minutes

from $124 / night

(10) Excellent 

18

Vacation home in Bend

Central Oregon / Bend

3 7 2 nights min

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min
  • Child friendly
  • Private garden
Private country setting with mountain views just 5 miles northwest of Bend. This 12 year old home sits on 20 acres of open juniper and pine forest, surrounded by other large, open tracks of land. The setting is lovely and private - like your own, private park with a h …see more

from $250 / night

$1,750 / week

Book View

Responds fast!
avg. 3 hours 35 minutes

from $250 / night

42

Vacation home in Black Butte Ranch

Central Oregon / Black Butte Ranch

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
This three-bedroom Black Butte Ranch home offers access to the resort's many amenities, and has lots of natural light and homey charm to suit the rustic at heart. Located 32 miles away from Bend, this beautiful home is set among rolling greens and pine forests. This …see more

from $99 / night

$693 / week

Book View

Responds fast!
avg. 2 hours 39 minutes

from $99 / night

26

Vacation home with shared pool in Sisters

Central Oregon / Sisters

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
You can't beat this practically new home on the west side of Pine Meadow Village. A corner lot with an awesome view of Three Sisters. Relax on our large covered porch and watch the mountains, sunset, and roaming deer. Or just relax in our living room and view it all …see more

from $209 / night

$1,463 / week

Book View

Responds fast!
avg. 36 minutes

from $209 / night

(1) Excellent 

31

Sunriver Vacation home rental

Central Oregon / Sunriver

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
This spacious three-bedroom Sun River vacation rental offers a private hot tub, gas fireplace, expansive patio, and space for eight guests! Whether you're soaking up the sun or skiing the slopes, Tan Oak is the perfect destination location for the entire family! Walk t …see more

from $100 / night

$700 / week

Book View

Responds fast!
avg. 3 hours 24 minutes

from $100 / night

26

Sunriver Vacation home rental

Central Oregon / Sunriver

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Child friendly
Plan a Central Oregon getaway to this one-bedroom Sunriver vacation cabin right in the middle of this popular and family-friendly resort! You'll have a wood-burning fireplace, WiFi, and access to Sunriver's amenities - like miles of trails, pools, golf courses, hot tubs …see more

from $80 / night

$560 / week

Book View

Responds fast!
avg. 2 hours 39 minutes

from $80 / night

(3) Very Good 

32

Sunriver Vacation home rental

Central Oregon / Sunriver

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
This cozy four-bedroom house features a private hot tub, a fireplace, a pool table, and a large outdoor deck perfect for eight guests to spread out and relax. With a top-class golf courses and the Deschutes River nearby, you'll have plenty to keep you busy here in Sunr …see more

from $175 / night

$1,225 / week

Book View

Responds fast!
avg. 2 hours 49 minutes

from $175 / night

(1) Very Good 

49

Vacation home rental

Central Oregon / Sunriver

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
This beautiful Sunriver home is located on the Woodlands Golf Course with sweeping views of the golf course from the upstairs balcony. Amenities include a hot tub, eight SHARC passes, WiFi, A/C, and a pool table. This home has a bright and beautiful kitchen that opens …see more

from $205 / night

$1,435 / week

Book View

Responds fast!
avg. 3 hours 24 minutes

from $205 / night

(1) Excellent 

27

Redmond Vacation home rental

Central Oregon / Redmond

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
With rustic charm, access to the Eagle Crest Resort, and plenty of space for up to six lucky guests, this sprawling, single-level townhouse in the newly-built Creekside community is the perfect home-away-from-home for your next vacation! This cozy home offers luxuriou …see more

from $75 / night

$525 / week

Book View

Responds fast!
avg. 2 hours 56 minutes

from $75 / night

30

Vacation home in Sunriver

Central Oregon / Sunriver

4 13 Min stay varies

  • 4 bedrooms
  • Sleeps 13
  • Min stay varies
  • Ask about children
Lookout 3 If you are looking for the truly rustic, hunting cabin, this vacation home is the one for you! Add in the fantastic modern amenities such as a soaking bathtub, WiFi, and SHARC passes and you have the perfect vacation in the mountains. Once inside, the large …see more

from $150 / night

$1,221 - $9,354 / week

Inquire View

from $150 / night

10

Home rental in Sunriver

Central Oregon / Sunriver

5 18 Min stay varies

  • 5 bedrooms
  • Sleeps 18
  • Min stay varies
  • Child friendly
2 story nicely furnished vacation house, 5 bedrooms and 4 full baths, Near the Sunriver Village and SHARC (walking distance). There are 4 parking spaces within the property. No traffic or train noise. Perfect for a large family or multiple families. 10 free SHARC …see more

from $125 / night

$875 / week

Book View

Responds fast!
avg. 1 hour 49 minutes

from $125 / night

26

Sunriver Vacation home rental

Central Oregon / Sunriver

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
The Sunriver condo has everything you would look for in a vacation getaway - a private hot tub, high-speed WiFi, six SHARC passes, and AC. The neighborhood is quiet and convenient, and the building is within easy walking distance to the Meadows Golf Course, SHARC, and …see more

from $74 / night

$518 / week

Book View

Responds fast!
avg. 2 hours 49 minutes

from $74 / night

(7) Excellent 

23

Hotel apartment rental in Bend

Central Oregon / Bend

1 5 2 nights min

  • 1 bedroom
  • Sleeps 5
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Exceptional value @ Mt Bachelor Village Resort this upstairs unit (no elevator) with 2 REAL queen beds. No sofabeds here but there are 2 queen beds and an additional small roll-away single bed. This is a tastefully updated and exceptionally clean unit in a resort sett …see more

from $130 / night

$750 / week

Book View

Responds fast!
avg. 3 hours 57 minutes

from $130 / night

(12) Excellent 

28

Vacation home in Sunriver

Central Oregon / Sunriver

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
SHARC passes are included in the rental price! Enjoy the Air Conditioning on those hot summer evenings in this comfortable, nicely appointed, family friendly two story, 1812 square foot home features a reverse living floor plan. This house has 3 bedrooms, 2.5 b …see more

from $120 / night

$739 - $1,505 / week

Book View

from $120 / night

63

Sunriver Vacation home rental

Central Oregon / Sunriver

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
  • Air conditioning
This luxurious lodge is one of the finest rentals in Sunriver, with no expense spared in its construction or furnishings. With seven bathrooms, three king suites, a queen suite, and a bunk room, this home comfortably sleeps up to 14 guests, and is perfect for family or …see more

from $650 / night

$4,550 / week

Book View

Responds fast!
avg. 2 hours 56 minutes

from $650 / night

(1) Excellent 

44

Vacation home in Redmond

Central Oregon / Redmond

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Air conditioning
This 3,200 square-foot home in Eagle Crest includes a private hot tub and great amenities inside and out, making this a great rental for family and friends alike! Located in the heart of Eagle Crest, this home is less than 20 miles from Sisters and Bend, and 38 miles …see more

from $149 / night

$1,043 / week

Book View

Responds fast!
avg. 2 hours 56 minutes

from $149 / night

27

Home rental in Sunriver

Central Oregon / Sunriver

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
This wonderful two-bedroom, two-bath condo features a loft and a den. It is also dog-friendly and comes with six SHARC passes. It has fabulous views of the mountains and golf course. This Sunriver retreat sleeps eight with queen beds in each of the two bedrooms, one up …see more

from $74 / night

$518 / week

Book View

Responds fast!
avg. 2 hours 49 minutes

from $74 / night

32

Vacation home rental

Central Oregon / Sunriver

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
Are you interested in a family-friendly Sunriver getaway? Consider staying at this charming home, which features a gas fireplace, floor-to-ceiling windows, a private hot tub, and other home conveniences. In addition, this vacation rental is dog-friendly! (Please note an …see more

from $99 / night

$693 / week

Book View

Responds fast!
avg. 2 hours 49 minutes

from $99 / night

(1) Excellent 

33

Home rental in Sunriver

Central Oregon / Sunriver

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
This luxurious Sunriver vacation home has a gorgeous gourmet kitchen, beautiful stone fireplace, private hot tub, SHARC passes, and loads of space for up to eight guests! Ideally located on Sunriver's bike path, explore 40 miles of paved trails that wind throughout thi …see more

from $109 / night

$763 / week

Book View

Responds fast!
avg. 2 hours 56 minutes

from $109 / night

(5) Very Good 

15

Condo rental in Bend

Central Oregon / Bend

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
This place has it all, super convenient and accessible to all of the amenities you want when you visit Bend. A stone's throw from the Deschutes River and it's miles of walking trails, a 5 minute walk to downtown, quick access to the Bend Parkway, and adjacent to rest …see more

from $99 / night

$650 - $850 / week

Book View

Responds fast!
avg. 2 hours 35 minutes

from $99 / night