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

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Vacation rentals Sunriver
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La Pine
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5 properties

Central Oregon

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500 Vacation rentals

(16) Very Good 

25

Sunriver Vacation home rental

Central Oregon / Sunriver

6 16 Min stay varies

  • 6 bedrooms
  • Sleeps 16
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
This spacious home accommodates all of your friends and family for an unforgettable vacation. Vaulted pine ceilings compliment the soft natural lighting that enters the generous living room. This home is located at the quiet North end of Sunriver. During the summer, pl …see more

from $610 / night

$4270 / week

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from $610 / night

24

Home rental in Black Butte Ranch with shared pool

Central Oregon / Black Butte Ranch

6 15 1 night min

  • 6 bedrooms
  • Sleeps 15
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning
This one of a kind home is perfect for the large group, family reunion or corporate retreat. On a huge private lot with its own meadow surrounded by towering pines (big enough for a football game!),this home has too many amazing features to list!GM#427 is an big house o …see more

from $850 / night

$5950 / week

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from $850 / night

(1) 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 - $1400 / week

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from $185 / night

15

Bend Vacation home rental

Central Oregon / Bend

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Ask about children
Nestled in the pines, located adjacent to beautiful Pioneer Park and a short 2 block walk to downtown. This remodeled condo is part of the Pioneer Park Condos that are located along the Deschutes River. This second floor unit is perfectly situated. A lovely river trail …see more

from $125 / night

$750 - $1100 / week

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from $125 / night

24

Vacation apartment in Black Butte Ranch

Central Oregon / Black Butte Ranch

3 9 1 night min

  • 3 bedrooms
  • Sleeps 9
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning
This front row condo's architecture with three levels takes full advantage of the close up views of Lake Phalarope, Mt. Washington, and two of the Three Sisters Mountains, plus the Big Meadow. Watch wildlife, fishermen, cattle and horses without ever leaving your rental …see more

from $191 / night

$1331 / week

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from $191 / night

(2) Very Good 

29

Vacation home with shared pool in Sunriver

Central Oregon / Sunriver

3 10 2 nights min

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Hart is where the Home is Our Sunriver home is nestled in one of the quieter parts of this fabulous resort community. Located on Hart Mountain Lane near the Cottonwood entrance, our home is a 5 minute walk from the North Store, a 15 minute walk from Fort Rock Park and a …see more

from $150 / night

$1000 - $7000 / week

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from $150 / night

(3) Excellent 

37

Bend ski home to rent.

Central Oregon / Bend

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Ski
  • Child friendly
Views from your front yard. Walk the butte and be in the park in 50 yds. The home is lovely furnished with tasteful furniture, granite counter tops, fireplace and landscaped backyard. The tall cathedral ceilings throughout the home are awe inspiring. This home can s …see more

from $135 / night

$900 / week

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from $135 / night

(1) Very Good 

14

Vacation home with shared pool in Bend

Central Oregon / Bend

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Ask about children
Nestled in the pines, located adjacent to beautiful Pioneer Park and a short 2 block walk to downtown! This condo is part of the Pioneer Park Condos that are located along the Deschutes River. This top floor unit is perfectly situated. A lovely river trail follows the D …see more

from $125 / night

$750 - $1100 / week

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from $125 / night

18

Home rental in Black Butte Ranch with shared pool

Central Oregon / Black Butte Ranch

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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 $295 / night

$1850 - $2195 / week

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from $295 / night

(2) Excellent 

30

Bend Vacation home rental

Central Oregon / Bend

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Pet friendly
The Space This house is 2 bedrooms with a secluded loft. The master bedroom has a Queen sized bed, walk in closet, and a full sized bathroom. The second bedroom has a Queen sized bed and has access to the second bathroom. Both bathrooms have custom concrete counters an …see more

from $250 / night

$1500 / week

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from $250 / night

(2) Excellent 

23

Redmond Vacation apartment rental

Central Oregon / Redmond

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary
Enjoy this 1871sqft 3 bedroom 2.5 bath condo with a vaulted ceiling in the family room. This home comfortably sleeps 8 to 9 people with 1 king, 1 queen, 2 twin beds (1 w/ trundle), and a twin top/ full bottom bunk bed. The fully equipped kitchen features Granite Counter …see more

from $160 / night

$975 - $1025 / week

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from $160 / night

23

Black Butte Ranch Vacation home rental

Central Oregon / Black Butte Ranch

3 10 1 night min

  • 3 bedrooms
  • Sleeps 10
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning
Discerning travelers will love the quality and lovely features of GM#86. This air-conditioned home is situated on a large one-half acre homesite dotted with large Ponderosa Pines. A large, updated kitchen features new quartz countertops and stainless steel appliances an …see more

from $350 / night

$2450 / week

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from $350 / night

10

Vacation townhouse with golf nearby in Redmond

Central Oregon / Redmond

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Free access to the 3 Sports Centers at Eagle Crest Master Bedroom: New King Mattress, shower and seperate soaking tub 2nd Bedroom: Queen New Hide-a-bed Queen mattress - self inflates - do not feel bars New Queen double height air mattress Free Wifi Dogs welcome BBQ …see more

from $89 / night

$840 / week

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from $89 / night

(8) Very Good 

9

Vacation apartment in Black Butte Ranch

Central Oregon / Black Butte Ranch

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Ask about children
odge Condo 021 is a Signature rated, one bedroom townhouse style condominium. LC 021 has recently been updated; including the kitchen and bathroom. The décor and furnishings are traditional Northwest style of a high quality, including the art. Guests enter the condo …see more

from $230 / night

$1610 / week

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from $230 / night

21

Vacation apartment in Black Butte Ranch

Central Oregon / Black Butte Ranch

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning
This Country House Condominium has a front row view of Phalarope Lake, the Big Meadow and the majestic Three Sisters Mountains. Besides the panoramic views, you are just a short walk from the brand new Bistro, Lodge Pool,,Recreation building, pool and renovated Lodge.Ev …see more

from $175 / night

$1225 / week

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from $175 / night

14

Vacation home in Bend

Central Oregon / Bend

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Ask about children
  • Pet friendly
Heyburn 3 is a newly remodeled ground floor home that is beautifully furnished and has lots of privacy. A large flat screen tv and gas fireplace in the living room adds to it's charm. The open floor plan allows for an easy flow from the kitchen to the dining area with a …see more

from $140 / night

$840 - $1100 / week

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from $140 / night

(4) 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

$849 - $1500 / week

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from $99 / night

(3) Very Good 

14

Bend Vacation cottage rental

Central Oregon / Bend

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Hello! Here is your home away from home in Bend! Comfortable for a weekend or a month, our 1920's era west side 2 bedroom, 1 bath bungalow is in a quiet neighborhood just a block from the Deschutes River trail and First Street kayak rapids. Recently fully remodeled, it …see more

from $155 / night

$930 - $1160 / week

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from $155 / night

(1) Excellent 

17

Vacation bungalow with golf nearby in Bend

Central Oregon / Bend

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Air conditioning
We are new to TripAdvisor. Although we don't have any reviews yet on Tripadvisor, we are Superhosts on another site, and this listing has received 120 reviews with an overall rating of 4.9 out of 5 stars. What Guests Say: "We had a great experience at the Drake Park C …see more

from $85 / night

$595 / week

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from $85 / night

(9) Very Good 

12

Vacation apartment in Black Butte Ranch

Central Oregon / Black Butte Ranch

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Ask about children
This condo was recently remodeled and is a top-notch vacation rental in Central Oregon. It is decorated in Mission-style furniture with coordinating décor and paint. Each bedroom, as well as the living room has TV/DVD and wi fi throughout. The kitchen has all new stainl …see more

from $220 / night

$1540 / week

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from $220 / night

8

Vacation home rental

Central Oregon / Sisters

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
Spacious family-friendly home located on the 16th fairway of Big Meadow Golf Course. Large open kitchen with granite countertops and bar seating. The dining area adjoins the Great Room where you can dine, play cards or games, or lounge in front of the fireplace. Two be …see more

from $325 / night

$2275 / week

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from $325 / night

(1) Excellent 

24

Black Butte Ranch Vacation home rental

Central Oregon / Black Butte Ranch

6 14 1 night min

  • 6 bedrooms
  • Sleeps 14
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning
This rare 6 bedroom, 4 bath home is ideal for family reunions, 2 families or golf groups. RR#40 is a lodge-like spacious home (over 5,000 sq. ft!), and has amazing log accents and hand hewn log furniture. The home is conveniently located on flat terrain between the So …see more

from $425 / night

$2975 / week

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from $425 / night

(17) Very Good 

7

Vacation apartment rental

Central Oregon / Black Butte Ranch

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Ask about children
This end-unit condo is close to the Lodge and guest pool. The deck has a southern exposure with view of the Three Sisters, Big Meadow and Phalarope Lake. The entry, kitchen and baths have heated slate floors on the main level. The carpeting throughout is low nap, comfor …see more

from $250 / night

$1750 / week

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from $250 / night

(7) Very Good 

9

Vacation log cabin in Black Butte Ranch

Central Oregon / Black Butte Ranch

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Ask about children
  • Pet friendly
Black Butte 008 is centrally located to all the fun amenities at Black Butte Ranch, including easy walking or biking distance to Glaze Meadow Recreation Center, tennis courts, bike rental shop, spa, and Glaze Meadow and Big Meadow Golf Courses. Black Butte Cabin 008 has …see more

from $260 / night

$1820 / week

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from $260 / night

19

Vacation home in Black Butte Ranch

Central Oregon / Black Butte Ranch

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning
Location, Location, Location! Beautiful, recently remodeled family home. This four bedroom four bath on 18th Fairway of the Big Meadow is just a short walk to the Big Meadow Pro Shop and Robert's Pub or the newly rebuilt Bistro, pool and rec building at the Lodge. The …see more

from $450 / night

$3150 / week

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from $450 / 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

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from $140 / night

22

Vacation home in Bend

Central Oregon / Bend

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Cascade Peaks is a five-bedroom home very convenient to skiing at Mt. Bachelor Resort as well as world-class hiking and mountain bike trails. This three-level, architectural home features great views of Mt. Jefferson and an updated living room, which is open to the kitc …see more

from $220 / night

$1540 / week

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from $220 / night

12

Vacation condo in Bend

Central Oregon / Bend

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Our 3BR/3BA condo suite sleep up to 8 people, and is located directly across from 2 heated outdoor pools, 3 hot tubs, sauna, mini golf, and a small convenience shop. This beautiful family vacation resort is located near Mount Bachelor, a premier Oregon ski areas and a …see more

from $139 / night

$789 / week

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from $139 / night

31

Sunriver Vacation home rental

Central Oregon / Sunriver

3 11 Min stay varies

  • 3 bedrooms
  • Sleeps 11
  • Min stay varies
  • Child friendly
  • Pet friendly
Pole House 15 Vacationing in Sunriver doesn’t get any better when you stay in this cozy home with your family and/or friends. Conveniently located in a quiet wooded area near the golf course with the bike path right across from the home, and the SHARC facility a quick …see more

from $175 / night

$1225 - $2415 / week

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from $175 / night

17

Condo rental in Bend with shared pool

Central Oregon / Bend

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • 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 $98 / night

$700 - $900 / week

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from $98 / night

10

Vacation home with shared pool in Black Butte Ranch

Central Oregon / Black Butte Ranch

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Ask about pets
Beautiful cozy family home backing up to forest service land. To the left of the entry is the beautiful family room with cathedral ceiling, wood burning stove and a view out to the private forest service land behind the home. A well-appointed kitchen with bar stools fl …see more

from $250 / night

$1750 / week

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from $250 / night

23

Black Butte Ranch Vacation home rental

Central Oregon / Black Butte Ranch

4 9 1 night min

  • 4 bedrooms
  • Sleeps 9
  • 1 night min
  • Swimming pool
  • Ask about children
  • Pet friendly
Contemporary design and lots of windows take full advantage of the natural light and setting. This Black Butte Ranch jewel lies in a quiet area of Glaze Meadow with views of Black Butte, and two lakes: Glaze Meadow and Heron Lake.Your family will love the open floor p …see more

from $260 / night

$1820 / week

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from $260 / night

7

Black Butte Ranch Vacation apartment rental

Central Oregon / Black Butte Ranch

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
This beautiful Central Oregon vacation rental condo has been newly remodeled with coordinated decor and fresh paint throughout the home. The dining room connects to a nice deck, with and outdoor table and seating for four. This condo is overlooking the 10th fairway at …see more

from $225 / night

$1575 / week

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from $225 / night

24

Home rental in Black Butte Ranch with shared pool

Central Oregon / Black Butte Ranch

4 9 1 night min

  • 4 bedrooms
  • Sleeps 9
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning
.This wonderful family home is the perfect 'home away from home' for you and your family. Spacious and comfortable, Glaze Meadow Homesite #239 is a large 2,209 sq. ft. With three king bedrooms and a bedroom with a queen and twin, it is a great home for two families or c …see more

from $285 / night

$1995 / week

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from $285 / night

(1) Excellent 

23

Black Butte Ranch Vacation home rental

Central Oregon / Black Butte Ranch

6 12 1 night min

  • 6 bedrooms
  • Sleeps 12
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning
This light and spacious, contemporary vacation home at Black Butte Ranch has 3,110 sq. feet ideal for your large golf group or family gathering, This home provides both a living room for the adults and a family room for the kids' movies and games. The spacious kitchen, …see more

from $485 / night

$3395 / week

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from $485 / night

(10) Excellent 

9

Vacation apartment in Black Butte Ranch

Central Oregon / Black Butte Ranch

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Ask about children
Lodge Condo 022 is a Signature rated, two bedroom, one full size bathroom townhouse style condominium. LC 022 has recently been updated; including the kitchen and bathroom. The décor and furnishings are traditional Northwest style of a high quality, including the art. …see more

from $285 / night

$1995 / week

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from $285 / night

31

Home rental in Black Butte Ranch with shared pool

Central Oregon / Black Butte Ranch

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning
This wonderful vacation home feels like new with recent upgrades throughout. Walk into the expansive entry and the beautiful decorator touches and colors are everywhere. The living room is open to the kitchen and dining room, making it easy to converse with the cooks! T …see more

from $265 / night

$1855 / week

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from $265 / night

(14) Very Good 

6

Vacation apartment rental

Central Oregon / Black Butte Ranch

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Ask about children
A true Signature central Oregon vacation rental townhouse design condo with great mountain, lake and meadow views. It is an end condo with extra privacy and quiet. Adults only, please! Free wi fi throughout. The tiger wood floors with travertine tile entry and bath set …see more

from $285 / night

$1995 / week

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from $285 / night

24

Vacation log cabin in Black Butte Ranch

Central Oregon / Black Butte Ranch

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Ask about children
  • Pet friendly
Your kids will never want to leave their own private 'tree house in the sky'. Nestled on the 17th Fairway of Big Meadow and seemingly looming among the tall pines, the privacy and fun experience of this home will be long remembered. Golf Homesite #21 is a great vacation …see more

from $195 / night

$1365 / week

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from $195 / night

22

Black Butte Ranch Vacation home rental

Central Oregon / Black Butte Ranch

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning
With ample beds and spacious sleeping areas, this is an ideal home for large groups of 8-10. Extended families and golf groups will love the amenities this home has to offer. Air conditioning, cable television and wireless internet will make your stay comfortable and en …see more

from $220 / night

$1540 / week

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from $220 / night

1