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Sisters Vacation Rentals

1 - 42 of 304 rentals
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Sisters Locust Lane Retreat - Sisters, OR Vacation Rental

Sisters Locust Lane Retreat

Sisters, OR
3 Bed 2.5 Bath Sleeps 8
99 99 99 99 99 - - 99 99 99 99 99 130 130 99 99 99
Aspen Lakes Golf Estate - Sisters, OR Vacation Rental

Aspen Lakes Golf Estate

Sisters, OR
5 Bed 3.5 Bath Sleeps 13
- - - 120 120 160 160 120 120 120 120 120 - - 120 120 120
Peters Tollgate Cabin  - Sisters, OR Vacation Rental

Peters Tollgate Cabin

Sisters, OR
3 Bed 2 Bath Sleeps 6
99 99 - 99 99 135 135 99 99 99 99 99 145 145 99 99 99
Sisters Gated Estate - Sisters, OR Vacation Rental

Sisters Gated Estate

Sisters, OR
5 Bed 3 Bath Sleeps 20
- - 350 350 350 - - 350 350 350 350 350 - - - - -
Sisters Downtown 1930s Cottage with Extra Studio - Sisters, OR Vacation Rental
- - - - - - - - - - - - - - - - -
Tollgate Log Cabin - Sisters, OR Vacation Rental

Tollgate Log Cabin

Sisters, OR
2 Bed 2 Bath Sleeps 7
- - - 80 80 - - 85 90 90 90 85 - - 99 99 99
Sisters: Whychus Creek Craftsman  - Sisters, OR Vacation Rental
- 90 90 90 90 135 135 90 90 90 90 90 - - 90 - -
Sisters Sunrise Ranch - Sisters, OR Vacation Rental

Sisters Sunrise Ranch

Sisters, OR
3 Bed 2.5 Bath Sleeps 9
- 99 99 99 - - - - 99 99 99 99 - - 99 99 99
Aspenwood Bungalow - Sisters, OR Vacation Rental

Aspenwood Bungalow

Sisters, OR
1 Bed 1 Bath Sleeps 4 (2 Adults Max)
- - - - - - - - - - - - - - - - -
Sisters Tollgate Cabin with Hot Tub & WiFi - Sisters, OR Vacation Rental
- - - 75 80 120 120 85 85 85 85 85 125 125 85 85 85
Sisters Downtown 1930s Cottage - Sisters, OR Vacation Rental
- - - - - - - - - - - - - - - - -
Tollgate Cabin in the Woods - Sisters, OR Vacation Rental
- - 90 90 - - - 90 90 90 90 90 90 90 90 90 90
Sisters Tollgate Retreat with Hot Tub & WiFi - Sisters, OR Vacation Rental
150 - 150 150 150 150 150 150 150 150 150 150 - - - 150 150
Aspenwood Loft - Sisters, OR Vacation Rental

Aspenwood Loft

Sisters, OR
1 Bed 1 Bath Sleeps 4
- - - - - - - - - - - - - - - - -
 Aspenwood Bungalow and Loft - Sisters, OR Vacation Rental

Aspenwood Bungalow and Loft

Sisters, OR
2 Bed 2 Bath Sleeps 8 (6 Adults Max)
- - - - - - - - - - - - - - - - -
Sisters Mini Ranch  - Sisters, OR Vacation Rental

Sisters Mini Ranch

Sisters, OR
2 Bed 2 Bath Sleeps 6
- - - - - - - - - - - - - - - - -
Cozy Jay Cabin - Sunriver, OR Vacation Rental

Cozy Jay Cabin

Sunriver, OR
2 Bed 2 Bath Sleeps 6 (4 Adults Max)
- - - - 75 99 99 80 80 80 80 80 99 99 80 80 80
39 Poplar - Sunriver, OR Vacation Rental

39 Poplar

Sunriver, OR
4 Bed 3 Bath Sleeps 10
125 125 125 125 125 - - 125 125 125 125 125 145 145 125 125 125
1 Crag - Sunriver, OR Vacation Rental

1 Crag

Sunriver, OR
3 Bed 2.5 Bath Sleeps 8
- - - - - 135 145 115 115 115 115 115 155 155 115 115 115
River Wild at Mt. Bachelor Village - Bend, OR Vacation Rental
- - - 99 99 - - - - - - - - - - 99 115
31 Mtn. View Condo - Sunriver, OR Vacation Rental

31 Mtn. View Condo

Sunriver, OR
2 Bed 2 Bath Sleeps 6
- - - - 85 99 99 85 85 85 85 85 99 99 85 85 85
4 Jay Lane - Sunriver, OR Vacation Rental

4 Jay Lane

Sunriver, OR
3 Bed 3 Bath Sleeps 6
100 100 100 100 100 115 115 100 100 100 100 100 120 120 100 100 100
13 Tamarack - Sunriver, OR Vacation Rental

13 Tamarack

Sunriver, OR
3 Bed 2 Bath Sleeps 8
99 99 99 99 99 - - - - - - 99 125 125 99 99 99
2 Lark - Sunriver, OR Vacation Rental

2 Lark

Sunriver, OR
5 Bed 3.5 Bath Sleeps 12
- - - - - - - - - - - - - - - - -
Eagle Crest Village Loop with Hot Tub - Eagle Crest, OR Vacation Rental
- 80 80 85 85 - - - 85 85 85 - - - 85 85 85
Lynx Lane 08 | Discover Sunriver - Sunriver, OR Vacation Rental
- - - 99 99 125 125 99 99 99 99 99 125 125 99 99 99
Big Leaf Lane 04 | Discover Sunriver - Sunriver, OR Vacation Rental
- - - - - - - - - - - - - - - - -
Black Butte Ranch: Golfer's Getaway - Black Butte Ranch, OR Vacation Rental
- 70 75 80 75 - - 80 85 85 85 80 - - 80 85 85
Black Butte Ranch: NW Contemporary - Black Butte Ranch, OR Vacation Rental
125 125 125 99 99 150 150 99 99 99 99 99 150 150 99 99 99
17 Meadow House - Sunriver, OR Vacation Rental

17 Meadow House

Sunriver, OR
2 Bed 2 Bath Sleeps 6
75 75 75 75 75 90 90 75 75 75 75 75 90 90 75 75 75
Eagle Crest Red Wing Chalet - Eagle Crest, OR Vacation Rental
- - - - - - - - - - - - - - - - -
10 Three Iron - Sunriver, OR Vacation Rental

10 Three Iron

Sunriver, OR
4 Bed 4 Bath Sleeps 10
- - - - - - - - - - - - - - - - -
Black Butte Ranch: Hilltop Getaway - Black Butte Ranch, OR Vacation Rental
- - - - - - - - - - - - - - - - -
68 Quelah - Sunriver, OR Vacation Rental

68 Quelah

Sunriver, OR
2 Bed 2 Bath Sleeps 6
80 85 85 75 75 99 99 - - - - - - 90 75 75 75
Smith Rock Casa - Terrebonne, OR Vacation Rental

Smith Rock Casa

Terrebonne, OR
3 Bed 2 Bath Sleeps 8
99 115 115 115 99 - - - - - - - - - - 130 135
Black Butte Ranch: South Meadow Contemporary - Black Butte Ranch, OR Vacation Rental
99 99 99 99 - - - 99 99 99 99 99 115 115 99 99 99
15 Lassen Lane - Sunriver, OR Vacation Rental

15 Lassen Lane

Sunriver, OR
4 Bed 3 Bath Sleeps 10
- - 125 125 125 185 185 125 125 125 125 125 195 195 125 125 125
Eagle Crest Hole in One - Eagle Crest, OR Vacation Rental

Eagle Crest Hole in One

Eagle Crest, OR
3 Bed 2.5 Bath Sleeps 6
99 99 99 99 99 - - 99 99 99 99 99 - - - - -
5 Aquila Lodge  - Sunriver, OR Vacation Rental

5 Aquila Lodge

Sunriver, OR
3 Bed 2.5 Bath Sleeps 8
99 99 99 99 99 140 140 99 99 99 99 99 150 150 99 99 99
Quelah Condo 3 - Sunriver, OR Vacation Rental

Quelah Condo 3

Sunriver, OR
2 Bed 2 Bath Sleeps 4
75 75 75 75 75 99 99 75 75 75 - - - - 75 75 75
Eagle Crest Resort's Creekside Village - Eagle Crest, OR Vacation Rental
- - - - - - - - - - - - - - - - -
Mt Bachelor Village Ski House  #244 - Bend, OR Vacation Rental
- 70 - - - - - - - - - 85 115 115 90 90 90
Page 1 of 8

About Sisters

Sisters rated 4.9 out of 5 based on 314 reviews Sisters, OR

Only 22 miles northwest of Bend, lies the unique, Western-themed town of Sisters, a laid back, small town pick for a cozy Central Oregon vacation rental. The city's namesake is the Three Sisters - three volcanic mountain peaks in Oregon's Cascade Range and its relatively small population of a little over 2000 inhabitants belies its overabundance of events, outdoor activities, galleries, and opportunities for fun.

Once called "The Biggest Little Show in the World," the town has been the location for the annual Sisters Rodeo every second weekend of June since its start in 1914. Another big draw is the Sisters Folk Festival each year in September. After spending the day cheering on the cowboys (and girls) or celebrating American roots music, you'll want to make your way to Three Creeks Brewing Company for pints of Fivepine Porter and Flatbread Reubens or the Sisters Coffee Company for a caffeine-filled pick-me-up and a homey, log cabin atmosphere. Neither option quite your thing? With more eateries than you would expect from a town its size, don't worry, there's something for everyone's tastes.

Numerous outdoor activities take advantage of the region's lakes, mountains, rivers and natural areas for hiking, biking, skiing, and horseback riding excursions. The Sisters Tie Trail is a six mile pathway that is more of a country stroll than a strenuous workout. The trail runs parallel to Highway 20 and you'll enter the woods, emerging a bit later after an enjoyable country walk. Golfers can practice their swings at not one, but three 18-hole golf courses. Closest to Sisters, Aspen Lakes Golf Course shows off the Cascade Mountain range views and is as challenging as it is scenic.

Mountain bikers can head out to the Peterson Ridge Trail, just south of town. Part of a 25-mile multi-use trail system, riders, joggers, and dog walkers of all levels are accommodated with an easy-to-moderate difficulty level. From your cozy Sisters vacation rental, an excursion to the nearby Metolius River offers a number of activities! A tributary of the Deschutes River, this crystal clear waterway flows for about 37 miles with ample fly fishing spots for catch and release native rainbow trout, Kokonee salmon, and bull trout.

In winter, like a lot of towns in the Cascade Mountain Range, Sisters is close to skiing, snowboarding, and snowshoeing adventures. Hoodoo Ski Area is about 20 miles from the center of town. With a top elevation of 5,700 feet, Hoodoo offers excellent Alpine skiing, as well as Nordic trails, and for the dare devils, even snowbike lessons. At under 30 miles away, Smith Rock State Park is a prime destination for rock climbers and hikers with picturesque deep river canyons, High Desert rock formations, and wildlife viewing opportunities for golden eagles, prairie falcons, mule deer, and river otter.

From Sisters, another day trip possibility is the resort town of Sunriver, a 45 minute drive south, boasting a state-of-the-art aquatic center, multiple golf courses, and many multi-use trails. Of course, you might just opt to stay close to your Sisters vacation rental and enjoy all the charms this quaint little Western community has to offer. But, before you head home, make sure to stop by Leavitt's Western Wear and pick yourself up a cowboy hat to always remember your Sisters vacation!

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