Best Vacation Homes in Sisters
House
10.0(138 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
Hot Tub
Parking
Pool
Ocean View
US $296/Night
7 Nights - US $2,072
House
10.0(2 Reviews)
5 Bedrooms
2 Baths
6 Guests
2023.62 ft²
- Parking
- Pool
View
Air Conditioner
US $1,136/Night
7 Nights - US $7,949
US $281/Night
7 Nights - US $1,965
House
10.0(104 Reviews)
2 Bedrooms
2 Baths
6 Guests
1438 ft²
- Hot Tub
- Pool
Balcony/Terrace
Kitchen
US $317/Night
7 Nights - US $2,217
House
10.0(2 Reviews)
5 Bedrooms
3 Baths
12 Guests
2281.95 ft²
- Hot Tub
- Parking
- Pool
Skiing
US $454/Night
7 Nights - US $3,178
Condo
10.0(51 Reviews)
2 Bedrooms
2 Baths
6 Guests
1300 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $378/Night
7 Nights - US $2,646
Cottage
10.0(38 Reviews)
2 Bedrooms
2 Baths
4 Guests
1800 ft²
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $282/Night
7 Nights - US $1,972
Condo
10.0(34 Reviews)
2 Bedrooms
2 Baths
6 Guests
1300 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $371/Night
7 Nights - US $2,600
Sisters Luxury Rentals
House
9.8(19 Reviews)
7 Bedrooms
4 Baths
17 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $1,864/Night
7 Nights - US $13,050
House
9.0(8 Reviews)
5 Bedrooms
3 Baths
14 Guests
3600 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $1,854/Night
7 Nights - US $12,980
House
10.0(39 Reviews)
7 Bedrooms
5 Baths
18 Guests
5069 ft²
- Parking
- Pool
- Skiing
- Balcony/Terrace
US $1,775/Night
7 Nights - US $12,424
House
6 Bedrooms
4 Baths
13 Guests
- Parking
Spa- Kitchen
Internet
US $1,767/Night
7 Nights - US $12,369
House
6 Bedrooms
5 Baths
10 Guests
- Hot Tub
- Kitchen
- Air Conditioner
- Internet
US $1,745/Night
7 Nights - US $12,218
House
10.0(17 Reviews)
5 Bedrooms
3 Baths
16 Guests
4100 ft²
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,722/Night
7 Nights - US $12,052
House
10.0(29 Reviews)
6 Bedrooms
4 Baths
17 Guests
- Hot Tub
- Parking
- Pool
- Spa
US $1,719/Night
7 Nights - US $12,033
House
3 Bedrooms
3 Baths
8 Guests
2518.75 ft²
EV Charge Station- Parking
- Balcony/Terrace
- Air Conditioner
US $1,597/Night
7 Nights - US $11,180
Sisters Pet Friendly Vacation Rentals
Cabin
10.0(20 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $454/Night
7 Nights - US $3,181
House
10.0(1 Review)
1 Bedroom
3 Baths
7 Guests
1786.81 ft²
- Parking
- View
- Air Conditioner
- Internet
US $444/Night
7 Nights - US $3,109
House
9.6(5 Reviews)
1 Bedroom
2 Baths
5 Guests
- Hot Tub
- Parking
- Kitchen
- Air Conditioner
US $469/Night
7 Nights - US $3,284
House
10.0(14 Reviews)
1 Bedroom
1 Bath
4 Guests
1250 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $445/Night
7 Nights - US $3,114
House
10.0(1 Review)
3 Bedrooms
3 Baths
10 Guests
1550 ft²
- Hot Tub
- Parking
- View
- Air Conditioner
US $419/Night
7 Nights - US $2,931
Condo
10.0(14 Reviews)
2 Bedrooms
1 Bath
4 Guests
852 ft²
- Hot Tub
- Parking
- Pool
- Spa
US $424/Night
7 Nights - US $2,967
New
House
10.0(1 Review)
1 Bedroom
3 Baths
10 Guests
2642 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $416/Night
7 Nights - US $2,915
Condo
9.8(124 Reviews)
1 Bedroom
1 Bath
4 Guests
650 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $217/Night
7 Nights - US $1,518
Sisters Large Vacation Homes
House
10.0(171 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $679/Night
7 Nights - US $4,750
House
10.0(1 Review)
6 Bedrooms
6 Baths
20 Guests
4789.94 ft²
- Hot Tub
- Parking
- Pool
- Skiing
US $550/Night
7 Nights - US $3,850
House
10.0(92 Reviews)
3 Bedrooms
2 Baths
11 Guests
1600 ft²
- Hot Tub
- Pool
- Spa
- Balcony/Terrace
US $1,028/Night
7 Nights - US $7,197
House
9.0(1 Review)
4 Bedrooms
4 Baths
10 Guests
3143.06 ft²
- Hot Tub
- Parking
- Pool
- Skiing
US $189/Night
7 Nights - US $1,323
House
10.0(91 Reviews)
4 Bedrooms
3 Baths
13 Guests
2300 ft²
- Hot Tub
- Parking
- Pool
- Spa
US $729/Night
7 Nights - US $5,100
House
10.0(69 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $395/Night
7 Nights - US $2,762
House
10.0(64 Reviews)
3 Bedrooms
3 Baths
10 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $632/Night
7 Nights - US $4,422
House
10.0(62 Reviews)
5 Bedrooms
4 Baths
10 Guests
2800 ft²
- Hot Tub
- Parking
- Pool
- Spa
US $584/Night
7 Nights - US $4,089
Why Choose Rent By Owner for your Sisters Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Sisters
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can enhance your experience, as the region offers distinct advantages depending on whether you prefer warm summer days or quieter shoulder seasons for your stay.
Peak Season Highlights
Summer (June to August)
During the warm summer months, the region experiences pleasant weather that is ideal for outdoor activities and exploring the scenic surroundings.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 50°F to 60°F
Fall (September to November)
Autumn offers colorful landscapes and mild temperatures, making it a popular time for enjoying the area's natural beauty and local events.
Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F
Off-Season Highlights
Winter (December to February)
The winter months tend to be quieter, with cooler weather that invites cozy stays and peaceful retreats in this mountain town.
Average Temperature Daytime: 30°F to 45°F - Nighttime: 20°F to 30°F
Spring (March to May)
Spring sees fewer visitors and milder temperatures, providing a tranquil setting for those seeking a relaxed escape amid blooming scenery.
Average Temperature Daytime: 50°F to 60°F - Nighttime: 30°F to 40°F
Weekly Weather Forecast for Sisters
How to Book Your Sisters Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy spacious outdoor seating areas perfect for relaxing and entertaining
- Benefit from private or shared outdoor fire pits to gather with family and friends
- Experience well-maintained gardens or landscaped yards that showcase the region’s natural beauty
- Access scenic patios or decks with breathtaking views of the surrounding mountains and forests
- Take advantage of outdoor dining setups ideal for meals amid the fresh air
- Utilize designated outdoor recreational spaces such as lawns or play areas for children
- Explore nearby trails or outdoor paths right from your rental for hiking and nature walks in the area
Top Attractions Around Sisters
What attractions are nearby?
While staying here, you can enjoy a variety of outdoor activities nearby, including exploring scenic hiking trails, visiting charming local boutiques, and discovering natural beauty all around in this picturesque destination.
Family Activities
- Sisters Outdoor Quilt Show: Experience this renowned event where you can explore local artistry and enjoy family-friendly activities in the region during the summer months.
- Deschutes National Forest: Discover outdoor adventures like hiking, camping, and wildlife viewing in the lush forests surrounding this destination, perfect for family explorations.
- Metolius River: Spend a day fishing, kayaking, or simply relaxing alongside this scenic river that offers serene views and outdoor fun for all ages.
- Sisters Movie Night in the Park: Enjoy a cozy family evening under the stars with classic films shown in the community park, creating memorable moments here in the area.
Adult Activities
- Hiking in the Cascade Mountains: Explore scenic trails and enjoy breathtaking views within reach of the area's lush natural beauty.
- Fishing at nearby lakes and rivers: Experience relaxing days casting your line in serene waters that surround this destination, offering a perfect outdoor adventure.
- Golfing at local courses: Tee off amid picturesque landscapes on well-maintained courses that provide both challenge and relaxation for golf enthusiasts.
- Shopping in downtown Sisters: Discover unique boutiques and artisan shops that showcase the region’s creative spirit and craftsmanship.
Other Places to Stay in Sisters, OR
Black Butte Ranch
Cork Cellars
Village Green Park
Cliff Clemens Park
Cloverdale
Peterson Ridge Trail
Shibui Spa
Aspen Lakes Golf Course
Sisters Travel Tips
How Can You Make the Most of Your Stay?
- Explore local outdoor activities: Take advantage of the region's scenic trails and nature spots to experience the natural beauty that makes this area special.
- Plan ahead for seasonal events: Check the local calendar to align your stay with festivals or gatherings that showcase the area's unique culture.
- Choose well-located vacation rentals: Select accommodations near key attractions to maximize your time and enjoy easy access to everything here has to offer.
- Discover regional dining options: Venture out to local eateries and markets to savor authentic flavors and get a true taste of the area’s culinary scene.
Transportation Options
- Car Rentals: Renting a car gives you the flexibility to explore the scenic beauty of Sisters and its surrounding areas at your own pace.
- Public Transit: Buses serve the region, offering an affordable way to navigate between key points in this destination without the hassle of driving.
- Shuttle Services: Local shuttle options provide convenient transportation for visitors looking to access nearby attractions and accommodations seamlessly.
- Taxis and Rideshare: Taxis and rideshare services ensure quick and reliable transportation within the area, ideal for short trips or last-minute plans.
Local Customs Options
- Western Hospitality:** You’ll find that locals here value friendly and welcoming interactions, reflecting the area's rich history of frontier hospitality.
- Artisan Craftsmanship:** The region celebrates its artistic heritage through local art festivals and craft markets, offering a glimpse into the community's creative spirit.
- Outdoor Respect:** Visitors are encouraged to observe environmental customs by keeping natural areas pristine and respecting outdoor recreation guidelines.
- Community Events:** Participating in local gatherings like seasonal festivals and parades allows you to experience the communal pride that defines this destination.
Sisters Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Sisters?
There are a lot of options in Sisters. If you plan on staying in the Sisters area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Sisters:
- Enjoy Our Family Friendly Home In Tollgate
- Golf View Retreat | Hot Tub, 3 Kings & Pool Table
- View stunning sunsets and enjoy cozy comfort steps from the heart of Sisters.
- Home with a private hot tub, shared pool, & National Forest at your backdoor
- Sisters, OR Lodge – Pickleball, Private Creek, Hot Tub & Mt Views on 8.5 Acres
- NEXT TO GLAZE MEADOW, CUTE, WITH MANY AMENITIES!
- Black Butte Ranch-GM on 7th Hole. Major Upgrades! Ranch Favorite!
- Lovely setting on Aspen Lake
- Prime August Days Avail! Charming & Updated Black Butte Ranch Fairway Golf Home
- 3 Bed/3 bath on Golf Course/Two Large decks/bikes/Includes 7 bikes/2100 sq ft/
2. How many vacation rentals have private pools in Sisters?
There are 159 vacation rentals with private pools near Sisters. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Sisters are best for families?
If you are looking for a family-friendly vacation home in Sisters, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Sisters:
4. How many Rentbyowner vacation rentals are available in Sisters?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 871 in the Sisters area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Sisters.
5. What is the cancellation policy for vacation rentals in this area?
Cancellation policies vary by listing, so it's important to review the specific property's terms before booking. You can find this information on the listing details or contact the property owner directly for clarification.
6. How do I verify the availability and secure my reservation in Sisters, Oregon?
Availability can be checked through the listing calendar online. Once you choose your dates, you can proceed with the booking process to secure your stay. For any questions, reaching out to the property owner helps ensure your reservation is confirmed.
7. Are there any additional fees I should be aware of when booking here?
Additional fees such as cleaning, service charges, or taxes are typically listed during the booking process. It's recommended to review the total cost before confirming your reservation to avoid surprises.
8. What amenities are usually included in the vacation rentals in this region?
Most properties offer essential amenities like Wi-Fi, kitchen facilities, and parking. To find out what specific amenities are available, check the detailed listing or contact the owner directly.
9. What should I know about check-in and check-out procedures in Sisters' vacation rentals?
Check-in and check-out times are specified in each listing. Some owners offer flexible arrangements, but it's best to confirm these details beforehand to ensure a smooth arrival and departure experience.
Sisters Top Rated Vacation Rentals
House
10.0(220 Reviews)
3 Bedrooms
2 Baths
8 Guests
1650 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $335/Night
7 Nights - US $2,342
House
10.0(91 Reviews)
3 Bedrooms
2 Baths
8 Guests
1963 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $707/Night
7 Nights - US $4,952
Cabin
10.0(72 Reviews)
4 Bedrooms
2 Baths
8 Guests
1500 ft²
- Hot Tub
- Parking
- Pool
- Spa
US $561/Night
7 Nights - US $3,924
House
10.0(69 Reviews)
3 Bedrooms
3 Baths
8 Guests
2150 ft²
- Hot Tub
- Parking
- Pool
- Spa
US $768/Night
7 Nights - US $5,377
House
10.0(61 Reviews)
4 Bedrooms
3 Baths
6 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $476/Night
7 Nights - US $3,330
House
10.0(56 Reviews)
4 Bedrooms
3 Baths
10 Guests
2855 ft²
- Hot Tub
- Parking
- Pool
- Spa
US $1,033/Night
7 Nights - US $7,228
House
10.0(50 Reviews)
4 Bedrooms
5 Baths
10 Guests
2838 ft²
- Hot Tub
- Parking
- Pool
- Spa
US $1,001/Night
7 Nights - US $7,006
House
10.0(50 Reviews)
4 Bedrooms
3 Baths
8 Guests
2134 ft²
- Hot Tub
- Parking
- Pool
- Spa
US $825/Night
7 Nights - US $5,778
