Sisters holiday rentals

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Booking Insights
Recommended by KAYAK

Best Sisters holiday rentals

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£105 - £363£363 - £621£621 - £880£880 - £1,137£1,137+ per night

Property Types

ApartmentChaletCondoCottageHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in Sisters

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Sisters Dream Inn - Sisters - Living room
Sisters Dream Inn
Sisters, OR, United States
9.7Wonderful(18)
Chalet
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£284+
Check availability
Downtown Sisters Suite - Hot Tub - Dog Friendly - Sisters - Living room
Downtown Sisters Suite - Hot Tub - Dog Friendly
Sisters, OR, United States
9.0Wonderful(23)
House
Free Wi-Fi
Air conditioning
£179+
Check availability
Eagle Crest Nature Retreat - Sisters - Pool
Eagle Crest Nature Retreat
Sisters, OR, United States
8.6Very Good(29)
House
Pool
Air conditioning
£225+
Check availability
Sisters Secret - Sisters - Living room
Sisters Secret
Sisters, OR, United States
8.7Very Good(28)
Condo
Pool
£203+
Check availability
Bluegrass - Sisters - Living room
Bluegrass
Sisters, OR, United States
8.9Very Good(24)
House
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£194+
Check availability
Meadow View Cabin - Sisters - Patio
Meadow View Cabin
Sisters, OR, United States
9.8Wonderful(20)
Cabin
Parking
Free Wi-Fi
£229+
Check availability
Bellinger Cabin, Wooded getaway near Sisters, Central Oregon - Sisters - Kitchen
Bellinger Cabin, Wooded getaway near Sisters, Central Oregon
Sisters, OR, United States
9.6Wonderful(57)
House
Free Wi-Fi
Air conditioning
£162+
Check availability
Stay and play at Kramer's Korner Private Suite and use our 2025 Booking Special! - Sisters - Bedroom
Stay and play at Kramer's Korner Private Suite and use our 2025 Booking Special!
Sisters, OR, United States
9.7Wonderful(57)
Apartment
Free Wi-Fi
Pool
£181+
Check availability
Steps to Downtown & Amazing Views-Hot Tub/Pool/AC - Sisters - Living room
Steps to Downtown & Amazing Views-Hot Tub/Pool/AC
Sisters, OR, United States
9.7Wonderful(87)
House
Parking
Free Wi-Fi
Pool
Pet-friendly
£211+
Check availability
Unique Private Cabin in the Pines in Sisters! Clean & Cozy! - Sisters - Living room
Unique Private Cabin in the Pines in Sisters! Clean & Cozy!
Sisters, OR, United States
9.9Wonderful(40)
House
Free Wi-Fi
Air conditioning
£163+
Check availability
House in the Woods - Sisters - Living room
House in the Woods
Sisters, OR, United States
9.7Wonderful(26)
House
Free Wi-Fi
Air conditioning
£231+
Check availability
Vacation Home in Sisters, Oregon - Sisters - Balcony
Vacation Home in Sisters, Oregon
Sisters, OR, United States
9.5Wonderful(53)
House
Air conditioning
£304+
Check availability
Enjoy Our Family Friendly Home In Tollgate - Sisters - Living room
Enjoy Our Family Friendly Home In Tollgate
Sisters, OR, United States
9.8Wonderful(64)
House
Free Wi-Fi
Air conditioning
£241+
Check availability
Great Mountain View in the heart of Central Oregon - Sisters - Dining room
Great Mountain View in the heart of Central Oregon
Sisters, OR, United States
9.7Wonderful(34)
House
Free Wi-Fi
Air conditioning
£231+
Check availability
Riley`s Mountain View - Sisters - Living room
Riley`s Mountain View
Sisters, OR, United States
9.3Wonderful(21)
Apartment
Parking
Free Wi-Fi
Pool
Pet-friendly
£228+
Check availability
Family Fun Home Black Butte Ranch - Sisters
Family Fun Home Black Butte Ranch
Sisters, OR, United States
House
Free Wi-Fi
£155+
Check availability
Booking Insights

KAYAK’s insights for holiday rentals in Sisters

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Sisters with confidence.

What is the cheapest day of the week to book a vacation rental in Sisters?

Monday offers the lowest rates in Sisters, with an average nightly price of £145. The highest prices are found on Wednesday, with average rates at £437.

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Good to know

Low season

High season

July
July
Cheapest month to stay with an average 0% drop in price.
Most expensive month to stay with an average 0% rise in price.

KAYAK's top tips for finding Sisters holiday rental deals

  • Pet-friendly is the most popular holiday rental property amenity in Sisters
  • Holiday rentals in Sisters are around 55% more expensive than hotels on average. Search here to compare prices for all accommodation types in Sisters.
  • The best holiday rental properties in Sisters are Unique Private Cabin in the Pines in Sisters! Clean & Cozy! (9.9, 40 reviews), Enjoy Our Family Friendly Home In Tollgate (9.8, 64), and Meadow View Cabin (9.8, 20), based on ratings and reviews from real travellers.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Sisters for 6 days.

FAQs when booking a holiday home in Sisters

  • What types of holiday rentals are available in Sisters?

    There are loads of different property types that you can make your holiday home in Sisters. You’ll find apartments, cabins, chalets, condos, cottages and houses.

  • Are there any pet-friendly holiday rentals in Sisters?

    There are a number of dog and pet-friendly Sisters holiday rentals, with around 7% allowing you to bring your pet along with you.

  • How much is a holiday rental in Sisters for tonight?

    In the last 72 hours, users have found Sisters holiday rentals for tonight for as low as £279. Search here for similar prices

  • How can I find holiday rentals near me in Sisters?

    Take a look at our holiday rentals map to find the best holiday rental homes near you.

Where to stay in Sisters?

Our map will help you find the perfect place to stay in Sisters by showing you the exact location of each holiday rental.

Everything you need to know for your stay in Sisters