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Sisters, OR Holiday Rentals, Apartments and Villas
Holiday Rentals
USA
Oregon (OR)
Central Oregon
Sisters, OR Holiday Rentals, Apartments and Villas
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Amenities
Internet or Wifi (200)
Washer/Dryer (184)
Air Conditioning (170)
Other outdoor space (159)
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Suitability
Kid friendly (199)
Pet friendly (78)
Smoking allowed (2)
Wheelchair access (0)
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Property type
Holiday Rental House (172)
Condominium/Apartment (28)
Cabin Holiday Rental (0)
Private Room (0)
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Distinctive Features
Waterfront (4)
Boat Available (2)
Private Chef (0)
Private Beach (0)
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Distance from
5 km
Sahalie and Koosah Falls
Clear Lake
City of Sisters
Proxy Falls
McKenzie Pass-Santiam Pass loop
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200 rentals
in Sisters.
3 BR Home, 1 Block to Glaze Meadow Rec Complex, Hot Tub
5.0 of 5 stars
167
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Steps to Downtown & Amazing Views-Hot Tub/Pool/AC
5.0 of 5 stars
48
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
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Sleeps
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Lovely setting on Aspen Lake
5.0 of 5 stars
11
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 8
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Sleeps
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Black Butte Ranch - Spacious house
5.0 of 5 stars
21
Holiday Rental House
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6 bedrooms
4 bathrooms
Sleeps 17
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GM239: Private Hot Tub + Family/Dog Friendly + Central AC
5.0 of 5 stars
25
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 12
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Sleeps
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View stunning sunsets and enjoy cozy comfort steps from the heart of Sisters.
5.0 of 5 stars
55
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Large Yet Cozy, Downtown, 1 Block to 1st. Gallery, King & Queen, Special Pricing
5.0 of 5 stars
17
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
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PREMIER Golf Course 166+5 STARS - GREAT LOCATION, Aspen Grove Views off Deck,
5.0 of 5 stars
20
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 12
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Beautiful | Hot Tub | Pet Friendly | Fenced
4.5 of 5 stars
19
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Pool, In Pine Meadows, 1 Level Cottage, Garage, 1 Blk to Town, Popular for Years
5.0 of 5 stars
169
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
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Upscale Lodge Near Rec Center - Private Hot Tub & Pool Table
5.0 of 5 stars
24
Holiday Rental House
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4 bedrooms
5 bathrooms
Sleeps 14
Match:
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Bellinger Cabin, Wooded getaway near Sisters, Central Oregon
5.0 of 5 stars
23
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
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Views! 1 Blk to Town,New+Spotless, pets ok- South
5.0 of 5 stars
40
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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Black Butte Ranch-GM on 7th Hole. Major Upgrades! Winter/Spring Specials
5.0 of 5 stars
23
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 13
Match:
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Newly remodeled Glaze Meadow home w/2 main suites and rainbow room!
4.5 of 5 stars
10
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 10
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Quiet Cul-de-sac and Great Location in Heart of Black Butte Ranch
5.0 of 5 stars
18
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 7
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Craftsman house with pool, hot tub, game tables, grill, & gas fireplace
4.0 of 5 stars
8
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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Spacious townhome with fireplace, covered porch, grill, & washer/dryer
4.5 of 5 stars
22
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 12
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Enjoy Our Family Friendly Home In Tollgate
5.0 of 5 stars
186
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Perfect lakeside retreat near town with furnished deck & grill
5.0 of 5 stars
10
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
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Sleeps
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Views! 1 Blk to Town,New+Spotless, pets ok- North
5.0 of 5 stars
37
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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Sleeps
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Downtown Sisters Modern Home Ideal Location! Dogs!
5.0 of 5 stars
17
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 9
Match:
Sleeps
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Recently Remodeled Sisters Cabin - Dog Friendly!
5.0 of 5 stars
22
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Stunning Single level Home, Hot Tub, Fenced Yard, Pet Friendly
5.0 of 5 stars
16
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 12
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Upscale, centrally located, Dog friendly!
5.0 of 5 stars
5
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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Unique Private Cabin in the Pines in Sisters! Clean & Cozy!
5.0 of 5 stars
25
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Cozy home with pools, saunas, golf, private hot tub & deck - dog-friendly
4.5 of 5 stars
95
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 5
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We are booking summer 2025 and filling up our calendar so book your time now!
5.0 of 5 stars
6
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 10
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Sleeps
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Sisters Home Lower - One bedroom/One bath - Sleeps upto 5
4.0 of 5 stars
9
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 5
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Sleeps
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Downtown Sisters home w/ private hot tub & fenced yard - dogs welcome
4.5 of 5 stars
21
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 8
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HOT TUB + ADU Modern Home, Huge Yard, Dog Friendly
4.5 of 5 stars
24
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 10
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Modern Tollgate Home - HOT TUB, Half Acre Lot
5.0 of 5 stars
20
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Comfortable and Spacious Family Vacation Home
4.5 of 5 stars
14
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps
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Juniper and Pine - A High Desert Lodge 3 bd 2.5 bath with private hot tub
5.0 of 5 stars
5
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 10
Match:
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Spacious, Stunning Lodge Inspired Home, Views of GM#14 Fairway
5.0 of 5 stars
13
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 10
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Woodland lodge with private hot tub, multiple decks & gas fireplace - 2 dogs OK
4.5 of 5 stars
20
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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Stunning Mountain View Home In Sisters! Walk to town!!
5.0 of 5 stars
23
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 6
Match:
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JJR Private Yurt with full bathroom, mountain views,
4.5 of 5 stars
4
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Fourth Sisters Hideaway Condo 2 bdrm 2 bath fireplace, clubhouse, pool & spa
4.5 of 5 stars
6
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
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Family-oriented cottage on Black Butte Ranch
4.5 of 5 stars
11
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 7
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Why Pay More, 1 Level, Downtown, Quiet, Mt. View, Walk, Cozy and Pet Friendly
5.0 of 5 stars
26
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
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Black Butte Mountain Retreat w/ Private Sauna
5.0 of 5 stars
7
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
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Hiker`s Hideaway 3 bdrm townhome, spacious layout & cozy modern mountain design
5.0 of 5 stars
2
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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Family retreat at Black Butte Ranch!
4.0 of 5 stars
11
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 10
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LARGE WATERFRONT HOME ON 8.5 ACRES-MOUNTAIN VIEWS & PRIVATE PICKLEBALL COURT!
5.0 of 5 stars
11
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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Unique studio with private patio, WiFi, & kitchenette - walkable to downtown
4.0 of 5 stars
10
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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Rise and Shine a Peaceful and Whimsical Family Friendly Retreat 3 Bedroom 2 Bath
5.0 of 5 stars
6
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 6
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Stylish two-story loft with patio, firepit, W/D & walkable location
4.0 of 5 stars
13
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Downtown Sisters Suite - HOT TUB - Dog Friendly
4.5 of 5 stars
10
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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Golf Home with Seasonal Hot Tub
5.0 of 5 stars
14
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Showing results 1-50 of 200
Frequently Asked Questions about Sisters
Do any holiday rentals in Sisters have a pool?
Yes, here are some popular holiday rentals in Sisters that have a pool:
3 BR Home, 1 Block to Glaze Meadow Rec Complex, Hot Tub
Steps to Downtown & Amazing Views-Hot Tub/Pool/AC
Lovely setting on Aspen Lake
See all holiday rentals with a pool in Sisters on Tripadvisor
Do any holiday rentals in Sisters have internet access?
Yes, here are some popular holiday rentals in Sisters that have internet access:
3 BR Home, 1 Block to Glaze Meadow Rec Complex, Hot Tub
Steps to Downtown & Amazing Views-Hot Tub/Pool/AC
Lovely setting on Aspen Lake
See all holiday rentals in Sisters on Tripadvisor
What are the best pet friendly rentals in Sisters?
The best pet friendly rentals in Sisters are:
3 BR Home, 1 Block to Glaze Meadow Rec Complex, Hot Tub
Steps to Downtown & Amazing Views-Hot Tub/Pool/AC
GM239: Private Hot Tub + Family/Dog Friendly + Central AC
See all pet friendly holiday rentals in Sisters on Tripadvisor
What are some great rentals in Sisters that are kid friendly?
Some of the most popular kid friendly rentals in Sisters are:
3 BR Home, 1 Block to Glaze Meadow Rec Complex, Hot Tub
Steps to Downtown & Amazing Views-Hot Tub/Pool/AC
Lovely setting on Aspen Lake
See all kid friendly holiday rentals in Sisters on Tripadvisor
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