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

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Vacation rentals Sunriver
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Central Oregon

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585 Vacation rentals

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

$1851 - $2195 / week

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from $295 / night

(2) Excellent 

23

Redmond Vacation apartment rental

Central Oregon / Redmond

3 9 4 nights min

  • 3 bedrooms
  • Sleeps 9
  • 4 nights min
  • 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 $190 / night

$975 / week

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Responds fast!
avg. 2 hours 17 minutes

from $190 / night

23

Vacation home 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
GH#253 has one of (if not THE BEST) golf views on Black Butte Ranch. Amazing full fairway view of the Ranch's signature 14th Big Meadow Fairway! Plus, there is a mountain view at the end of the fairway!This amazing vintage Ranch home is spacious with 2,411 sq. ft and ha …see more

from $305 / night

$2135 / week

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from $305 / night

27

Vacation home in Sunriver

Central Oregon / Sunriver

4 13 Min stay varies

  • 4 bedrooms
  • Sleeps 13
  • Min stay varies
  • Child friendly
  • Pet friendly
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 Jacuzzi bathtub, WiFi, and SHARC passes and you have the perfect vacation in the mountains. Once inside, the large …see more

from $215 / night

$1305 - $3360 / week

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from $215 / 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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Responds fast!
avg. 2 hours 12 minutes

from $99 / 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

(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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Responds fast!
avg. 3 hours 36 minutes

from $155 / night

20

Black Butte Ranch Vacation home rental

Central Oregon / Black Butte Ranch

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets
This is the ideal vacation home for you and your extended family. GM#173 is on the eastern edge of Black Butte Ranch. This home is a spacious 2,088 sq. feet with a bedroom with a queen and a bedroom with 2 twins downstairs with a shared bathroom in the hallway and the s …see more

from $260 / night

$1820 / week

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from $260 / night

(1) Excellent 

24

Vacation home in Sunriver

Central Oregon / Sunriver

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets
This new, custom built log home, located just eight minutes from the resort community of Sunriver, and 25 minutes from Mt. Bachelor Ski Area, provides and ideal "base camp" for access to skiing, snowmobiling, sledding, hiking, mountain biking, fishing (right from the ba …see more

from $475 / night

$3325 / week

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from $475 / 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

(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 $426 / night

$2976 / week

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from $426 / 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

$851 - $1400 / week

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from $185 / night

(44) Excellent 

Certificate of Excellence

27

Vacation cottage in Bend

Central Oregon / Bend

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
Secluded and quite 1 bedroom cottage just a 4 minute walk across Newport Ave bridge to numerous activities and businesses in downtown Bend. ~Immaculate, professionally decorated Cottage. ~Large Bathroom with deep tub, tiled walls and multiple shower heads. Tankless wat …see more

Certificate of Excellence

from $154 / night

$1025 / week

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Responds fast!
avg. 3 hours 3 minutes

from $154 / 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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Responds fast!
avg. 3 hours 36 minutes

from $150 / night

22

Vacation home in Bend

Central Oregon / Bend

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • 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

(1) Excellent 

14

Vacation condo with shared pool in Bend

Central Oregon / Bend

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This beautiful family vacation resort is located near Mount Bachelor, a premier Oregon ski areas and a multitude of outdoor Oregon activities, including golf, rafting, hiking, and rock climbing. Seventh Mountain Resort offers unparalleled views of the Deschutes Nationa …see more

from $109 / night

$633 / week

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Responds fast!
avg. 1 hour 16 minutes

from $109 / night

(1) Excellent 

7

Vacation apartment with shared pool in Sunriver

Central Oregon / Sunriver

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
The condo is a ground floor unit with two bedrooms and two baths. The bedrooms are on opposite sides of the unit with living area between. One bedroom has a bath with stand up shower and bedroom on other side has bathroom outside with tub/.shower combo. Condo comple …see more

from $95 / night

$595 / week

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from $95 / 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

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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Responds fast!
avg. 1 hour 16 minutes

from $139 / 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

(3) Very Good 

9

Vacation home in Sunriver

Central Oregon / Sunriver

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Car not necessary
On Riverfront Property (Little Deschutes River) - 5 miles South of Sunriver Resort *** ( VERY CLEAN and NICE) . *** Approx 1100 sq/ft 2 Bedrooms - 2 Bathrooms, - 1 Queen size Bed in Master Bedroom with bathroom - 2 single Beds in 2nd Bedroom and a Queen pull out hid a …see more

from $109 / night

$750 / week

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from $109 / 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

24

Home rental in Black Butte Ranch with shared pool

Central Oregon / Black Butte Ranch

5 12 1 night min

  • 5 bedrooms
  • Sleeps 12
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning
Glaze Meadow #418 is a wonderful vacation home that has too many features to list! This large (4,707sq. ft.) home is excellent for extended families or groups as each bedroom is private and has its own bath. Multiple dining areas are available for those large gatherings …see more

from $625 / night

$4375 / week

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from $625 / 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

23

Black Butte Ranch Vacation home rental

Central Oregon / Black Butte Ranch

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets
This Black Butte Ranch cabin (RR#67) is 1,454 sq. ft. of charm, centrally located between the South Meadow and Glaze Meadow Recreation Center. Lodge décor with log furniture and Pendleton fabric accents add to the appeal of this home. Off the entry is a spacious and inv …see more

from $225 / night

$1575 / week

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from $225 / night

(28) Very Good 

20

Home rental in Sunriver with shared pool

Central Oregon / Sunriver

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to 3 Belknap Lane! This great Sunriver home is close proximity to the North Marketplace, Woodlands Golf Course and golf course clubhouse, an easy bike ride on one of the 5 adult bikes provided! This home boasts a private upper level deck with hot tub directly o …see more

from $224 / night

$1518 - $4204 / week

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from $224 / night

(4) Excellent 

42

Vacation condo in Bend

Central Oregon / Bend

3 10 1 night min

  • 3 bedrooms
  • Sleeps 10
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Located in beautiful Mount Bachelor Village offering spectacular views of downtown Bend & Old Mill District. This Condo House is 2.0 miles from downtown Bend and 20 miles from the slopes of Mount Bachelor Ski Resort. Nearby activities include downhill & cross-count …see more

from $179 / night

$1175 - $1500 / week

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from $179 / night

(1) Excellent 

14

Sunriver Vacation home rental

Central Oregon / Sunriver

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Car not necessary
  • Air conditioning
Great quiet location! A beautiful home with 4 bedrooms & 3.5 bathrooms set in a peaceful and relaxing setting. There are 2 Master Suites each with flat screen TVs. The two other bedrooms, one with queen size bed and the other with 2 bunk beds. Both upstairs and …see more

from $195 / night

$2300 / week

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Responds fast!
avg. 2 hours 38 minutes

from $195 / night

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

$900 - $1100 / week

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from $145 / 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

20

Vacation condo in Sunriver

Central Oregon / Sunriver

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Car not necessary
This newly renovated place is one minute walk to the village. The village has shops, restaurants, ice skating, bounce houses, rock climbing and miniature golf. You will find three golf courses nearby. The sharc is a two minute drive and offers indoor/outdoor swimming po …see more

from $175 / night

$1225 / week

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from $175 / night

34

Sunriver ski home to rent.

Central Oregon / Sunriver

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Ski
  • Child friendly
  • Air conditioning
The Sunshine retreat offers a unique experience. It was formerly a part of the McMenamins St Francis Hotel in downtown Bend Oregon. We were offered the opportunity to save this historic mill home by the McMenamins hotel owners when it was scheduled to be relocated to …see more

from $140 / night

$980 / week

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from $140 / 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

(3) Excellent 

11

Vacation home in Black Butte Ranch

Central Oregon / Black Butte Ranch

3 12 1 night min

  • 3 bedrooms
  • Sleeps 12
  • 1 night min
  • Ask about children
One of the best family vacation settings and views on the Ranch. Enjoy meadow and mountain views from multi-level decks. Partial garage access for guests; set up with a ping pong table. This vacation rental at Black Butte Ranch sits on the end of a cul-de-sac with priva …see more

from $426 / night

$2976 / week

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from $426 / night

24

Black Butte Ranch Vacation home rental

Central Oregon / Black Butte Ranch

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Ask about children
  • Pet friendly
You and your family will love the location and features of SM#197. It is a spacious 2208 sq.ft. and is a wonderful family vacation home with four bedrooms and three and one-half bathrooms. Just a stone's throw away from the bike path and then 5 minutes away from the Gla …see more

from $245 / night

$1715 / week

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from $245 / night

(3) Excellent 

8

Vacation home in Bend

Central Oregon / Bend

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Pet friendly
This house is right on the Deschutes River. You can walk one way to town (through Drake Park), and the other way also along the river to the Old Mill District. There really isn't a better location in Bend. One bedroom with queen bed and a really comfortable queen hid …see more

from $150 / night

$731 - $1250 / week

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Responds fast!
avg. 3 hours 18 minutes

from $150 / night

24

Black Butte Ranch Vacation home rental

Central Oregon / Black Butte Ranch

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets
This cozy well decorated cabin is located on the 7th fairway of the Glaze Meadow Course. You will love the convenient location close to the Glaze Meadow Recreation Center! Biking or walking, it's level terrain to swimming tennis, playgrounds, bike rentals, a spa, a hot …see more

from $175 / night

$1225 / week

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from $175 / night

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 $200 / night

$1200 - $1830 / week

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Responds fast!
avg. 2 hours 43 minutes

from $200 / night

(22) Very Good 

20

Home rental in Sunriver with shared pool

Central Oregon / Sunriver

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Welcome to 1 Woodland Lane! A wonderful, chalet-style vacation rental home in the perfect location - steps from the Village at Sunriver - awaits up to 12 of your closest family and friends! The main floor of 1 Woodland features two bedrooms, the living, dining and kitc …see more

from $224 / night

$1518 - $4204 / week

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from $224 / night

(7) Excellent 

34

Vacation home with shared pool in Sisters

Central Oregon / Sisters

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Sorry, no pets or smoking!! Upon your arrival in Tollgate, a wonderful community only 1.5 miles out of Sisters, you will feel the stresses of your everyday life magically drop away as you are surrounded by the serenity and beauty of a Ponderosa Pine forest within the q …see more

from $84 / night

$720 / week

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Responds fast!
avg. 2 hours 46 minutes

from $84 / night

1