Sisters holiday lettings

We found 431 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Sisters by choosing from 305 houses, 49 flats and other holiday rentals. Whether you're going on holiday with family or friends, holiday homes have the best amenities for hanging out with the people that matter most, which might include a garden and pool. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Sisters

Showing deals for:2 Oct - 9 Oct

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Sisters

  • Stunning mountain scenery: Sisters is nestled in the beautiful Cascade Mountains, offering breathtaking views and outdoor experiences.
  • Charming downtown: Explore the quaint streets filled with unique shops, art galleries, and local eateries.
  • Outdoor activities: Enjoy hiking, biking, and water sports in nearby lakes and rivers, perfect for adventure enthusiasts.
  • Cozy accommodations: Choose from a variety of vacation rentals, including private homes and cabins, for a comfortable stay.
  • Local culture: Experience the area's rich heritage through local home tours and community events.

Popular types of accommodation in Sisters

Nestled in the stunning backdrop of the Cascade Mountains, Sisters, Oregon, offers a charming blend of outdoor adventure and small-town allure. Explore the picturesque downtown filled with unique shops and art galleries, or embark on hiking and biking trails that showcase the area's natural beauty. The most popular types of accommodation for your stay in Sisters include houses, condos, and cabins, ensuring a memorable experience amidst this enchanting destination.

  • Houses: The most sought-after choice for visitors in Sisters, offering spacious and comfortable stays for families and groups.
  • Condos: A popular option providing modern amenities and convenient locations for an enjoyable getaway.
  • Cabins: Rustic and charming, these rentals immerse you in nature while ensuring a cosy retreat.
  • Cottages: Quaint and inviting, perfect for a peaceful escape with a touch of charm.
  • Apartments: Ideal for those seeking a self-catering experience with easy access to local attractions.**

Top attractions in and around Sisters

Sisters, Oregon, is a picturesque destination perfect for outdoor enthusiasts seeking adventure and stunning scenery. Explore the nearby lakes, rivers, and mountains that offer various recreational activities. Enjoy vacation rentals that provide a cosy home base for your stay, and consider embarking on local home tours to appreciate the charming architecture. Whether hiking through nature or relaxing by the water, Sisters promises a delightful experience for all types of travellers.

  • Suttle Lake: Experience the tranquil beauty of Suttle Lake, perfect for romantic getaways with its stunning scenery and beach access. Enjoy a variety of outdoor activities like swimming, kayaking, and picnicking amidst the serene landscape.
  • McKenzie Pass: Unleash your adventurous spirit at McKenzie Pass, where breathtaking views and thrilling outdoor activities await. Explore hiking trails that lead to picturesque vistas, offering a true sense of Oregon’s natural splendour.
  • Village Green Park: Embrace family-friendly fun at Village Green Park, an eco-conscious oasis in Sisters. With ample green space, picnic areas, and playgrounds, it’s an ideal spot for relaxation and outdoor enjoyment.

Things to do recommended for couples

Prepare for a romantic getaway in Sisters, Oregon. Enjoy a scenic hike in the nearby mountains, indulge in a couple's massage at a local spa, or savour a candlelit dinner at a charming bistro. Don’t forget to explore the quaint shops for unique souvenirs.

Things to do recommended for families

Families visiting Sisters, Oregon can embark on a scenic hike at the picturesque Suttle Lake, enjoy the fun-filled activities at the Sisters Rodeo, and explore the charming shops in the local downtown area, making for an unforgettable family adventure.

Things to do recommended for groups

Groups visiting Sisters, Oregon, can enjoy the stunning scenery of the Cascade Mountains while hiking the scenic trails. Engage in a delightful wine-tasting tour at local vineyards, and don’t miss the charming shops and art galleries in the town centre for a truly local experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Sisters

If you’re travelling with a group, as a family, bringing along your pets, or seeking longer stays, be sure to prioritise your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Sisters with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Sisters with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety while also ensuring access to suitable amenities, like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Sisters: For many, a family holiday wouldn’t be the same without their furry companion. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Sisters: If you’re in search of holiday rentals that offer discounted rates for stays of a month or more, you’ve come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in and around Sisters

Sisters, Oregon, is a charming city that offers a delightful blend of outdoor adventure and relaxation. Nestled amidst stunning mountain scenery, it's perfect for those seeking a romantic getaway or family-friendly excursions. Explore the quaint downtown area filled with unique shops and art galleries, then venture into the surrounding wilderness for hiking and biking. With its inviting atmosphere and sunny weather, Sisters promises a memorable vacation experience for all visitors.

  • Black Butte Ranch: Nestled in the picturesque landscape near Sisters, Black Butte Ranch is a charming village that beckons outdoor enthusiasts and adventure seekers alike. Surrounded by majestic mountains, serene lakes, and winding rivers, this destination is perfect for those who appreciate nature's beauty. The ranch offers a plethora of recreational activities, including a stunning golf course and various outdoor adventures. Visitors can immerse themselves in the tranquil scenery, making it an ideal spot for relaxation and exploration. Whether you're teeing off or taking a leisurely stroll, Black Butte Ranch promises a memorable experience in a breathtaking setting.
  • Alder Creek: Situated approximately 18km from Sisters, Alder Creek is a delightful escape known for its romantic ambience and stunning countryside views. This charming locale attracts visitors looking for a serene outdoor experience, with activities ranging from shopping in quaint boutiques to skiing on nearby slopes. Witnessing breathtaking sunrises over the lake is a must, providing a picturesque start to your day. The peaceful surroundings and natural beauty make Alder Creek an excellent choice for couples and anyone seeking a tranquil retreat amidst Oregon's scenic landscapes.
  • Camp Sherman: Located around 21km from Sisters, Camp Sherman is a vibrant city that captures the essence of adventure and natural beauty. Renowned for its outdoor offerings, this area is perfect for those who enjoy skiing, hiking, and exploring recreational zones. Visitors can revel in the stunning vistas of nearby rivers, lakes, and mountains. With its diverse landscape, Camp Sherman is an ideal base for outdoor activities, from skiing in winter to fishing and hiking in warmer months. The combination of adventure and scenic charm ensures that your stay in Camp Sherman will be filled with excitement and exploration.

Best time to go to Sisters

If you're planning a trip to Sisters, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January32.4°F (0.2°C)Light RainMostly CloudyAverageAverage
February32.4°F (0.2°C)Light RainMostly SunnyAverageAverage
March35.8°F (2.1°C)Light RainMostly SunnyAverageSlightly Low
April41.7°F (5.4°C)Light RainMostly SunnyAverageSlightly Low
May50.4°F (10.2°C)No Rain (Dry)Mostly SunnyAverageAverage
June57.6°F (14.2°C)No Rain (Dry)Mostly SunnyModerately HighAverage
July66.6°F (19.2°C)No Rain (Dry)SunnyModerately HighSlightly High
August66.2°F (19.0°C)No Rain (Dry)SunnyModerately HighSlightly High
September58.3°F (14.6°C)No Rain (Dry)SunnyAverageAverage
October47.3°F (8.5°C)Light RainMostly SunnyModerately LowSlightly Low
November36.9°F (2.7°C)Light RainMostly SunnyModerately LowAverage
December30.9°F (-0.6°C)Light RainMostly CloudyModerately LowSlightly High

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, booking a longer stay can lead to considerable savings. To discover a Vrbo property that aligns with your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a handy platform for you to plan new journeys, continue from where you last stopped, or manage your travel arrangements. You can easily find the properties you’ve saved or booked, organised into categories such as Potential, Upcoming, or Current Trips. To begin exploring the Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Travel to relaxing Sisters

Enjoy the festivals and other features of Sisters. Travellers to this relaxing city praise the hiking, camping and mountain views. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in Sisters

Are you hoping to discover things to do while you're in town? You'll be sure to enjoy Sisters for its hiking and cycling. Venture out of your cosy holiday rental and check out everything that makes Sisters a fun spot to go on holiday. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Aspen Lakes Golf Course (3.1 mi / 5 km)
  • Eagle Crest Golf Courses (14.3 mi / 23.1 km)
  • Mt. Bachelor Ski Resort (21.8 mi / 35.1 km)
  • Glaze Meadow Golf Course (6.6 mi / 10.6 km)
  • Crooked River Ranch Golf Course (17.8 mi / 28.6 km)
  • Hoodoo Ski Area (18.1 mi / 29.2 km)

Exploring the natural features in Sisters

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Sisters is a great place to get out in nature. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Metolius River (12.6 mi / 20.3 km)
  • Tumalo State Park (15.6 mi / 25.1 km)
  • Redmond Caves Recreation Area (18.5 mi / 29.8 km)
  • Drake Park (19.6 mi / 31.5 km)
  • Deschutes River (19.7 mi / 31.7 km)
  • Lake Billy Chinook (22.5 mi / 36.2 km)

How to get to and around Sisters

Fly into Redmond, OR (RDM-Robert's Field), the closest airport, located 19.5 mi (31.3 km) from the city centre.

Frequently asked questions

What is the best area to stay in Sisters when booking a holiday rental?
When considering a holiday rental in Sisters, Oregon, a popular area to stay is the charming downtown district. This area boasts a delightful selection of properties, including cosy cabins and modern lodges, offering a warm and inviting atmosphere for visitors. The downtown area is not only picturesque but also conveniently located near several top attractions. One highlight is the iconic Sisters Rodeo, which showcases the town's rich Western heritage and draws visitors from far and wide. Additionally, the nearby Three Sisters Wilderness offers stunning natural beauty, great for outdoor enthusiasts interested in hiking, fishing, or simply soaking in the breathtaking views.

Another appealing neighbourhood is the quiet outskirts of Sisters, where you can find more spacious properties surrounded by nature. This area provides a peaceful retreat while still being a short drive away from the vibrant downtown. Guests can easily access the scenic Suttle Lake, a lovely spot for swimming, kayaking, and picnicking, making it a fantastic option for families or those seeking relaxation amidst nature.
How much does it cost to rent a holiday home in Sisters?
Prices for holiday rentals in Sisters vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Sisters to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Sisters holiday house rentals?
You can find great discounts on house rentals in Sisters on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Sisters?
For renting a beach house in Sisters, Oregon, travellers will find the picturesque Suttle Lake area to be an excellent choice. Although Sisters is not directly on the coast, Suttle Lake offers a beautiful waterfront experience surrounded by the stunning Cascade Mountains. Holiday rentals in this area typically include charming cabins and lodges, many of which come with amenities such as private docks, outdoor fire pits, and spacious decks for enjoying the serene lake views.

Another option is to explore the nearby Deschutes River, where cabin rentals provide easy access to fishing, kayaking, and hiking along the scenic riverbanks. These properties often feature rustic interiors with modern conveniences, including fully equipped kitchens and cozy living areas, ideal for families or groups looking to relax after a day of outdoor activities.

In addition, the surrounding areas, like the scenic Sisters Wilderness, offer opportunities for hiking and enjoying the natural beauty of central Oregon.
Where are the best Sisters ski resort rentals?
For the best ski resort rentals near Sisters, Oregon, travellers should focus on the area around the Three Sisters Wilderness and nearby Mount Bachelor ski area, which is approximately a 30-minute drive away. In Sisters, you'll find a variety of charming cabins and lodges that cater to winter sports enthusiasts. Many of these properties come equipped with modern amenities such as spacious living areas, fully equipped kitchens, and outdoor hot tubs, superb for relaxing after a day on the slopes.

The charming downtown area of Sisters offers a selection of rental homes that provide easy access to local shops and restaurants, enhancing the overall experience. Many accommodations feature rustic decor, wooden beams, and fireplaces, creating a cosy atmosphere ideal for families and groups. Additionally, some properties may offer ski storage facilities, making it convenient for guests to prepare for their adventures.

For those seeking a more secluded experience, rentals in the surrounding countryside provide stunning views of the mountains and are often situated on larger plots of land, offering privacy and a tranquil setting. These homes typically include outdoor spaces with fire pits and barbecue areas, allowing guests to enjoy the beautiful Central Oregon evenings.
What is the most popular type of holiday rental accomodation in Sisters?
In Sisters, holiday houses are the most popular type of holiday rental, with approximately 1,092 available throughout the area. These properties tend to offer spacious living arrangements, often featuring multiple bedrooms, fully equipped kitchens, and outdoor spaces like decks or patios, great for enjoying the stunning views of the surrounding Cascade Mountains. Many holiday houses are situated near local attractions such as the charming downtown area, which is known for its shops and eateries, as well as access to outdoor activities like hiking and biking.

For those looking for alternative options, there are also about 184 condos, providing a more compact stay with amenities such as swimming pools and fitness centres. Additionally, around 156 cabins are available, which often provide a rustic charm and a closer connection to nature, ideal for travellers seeking a great experience.
Are there any family house rentals in Sisters?
In Sisters, Oregon, there are plenty of family-friendly holiday rentals available, with around 305 options throughout the area. This charming town is located in the stunning high desert, providing a great backdrop for family getaways. Many of the properties offer spacious living areas, fully equipped kitchens, and outdoor spaces where children can safely play. Visitors can also expect amenities such as Wi-Fi, laundry facilities, and comfortable bedrooms to ensure a convenient and enjoyable stay.

The neighbourhoods around Sisters are close to various attractions, including the beautiful Sisters Wilderness and the iconic Three Sisters mountains, which are ideal for hiking and outdoor adventures. Additionally, the town itself is known for its quaint shops and local eateries, giving families plenty of opportunities to explore and enjoy the local culture.
Can I rent a holiday home with a pool or hot tub in Sisters?
In Sisters, Oregon, there are plenty of holiday homes available for rent that come with pools or hot tubs, with approximately 293 options to choose from. This picturesque town, located in the foothills of the Cascade Mountains, offers a range of neighbourhoods where these properties can be found, including the tranquil areas near Black Butte Ranch and the charming downtown district.

Travellers can expect many amenities in these rentals, such as private outdoor pools, relaxing hot tubs, and spacious patios ideal for entertaining or enjoying the stunning mountain views. Many homes also feature fully equipped kitchens, cosy living areas, and sometimes even access to community amenities like fitness centres or golf courses, making them great for both relaxation and adventure.
Can I find long-stay holiday rentals in Sisters?
A long-stay holiday rental in Sisters is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Sisters?
In Sisters, Oregon, there are numerous pet-friendly house rentals available, with a substantial selection of options for travellers with pets. Many of these holiday homes come equipped with amenities such as fully stocked kitchens, spacious living areas, and outdoor decks or patios, allowing for a comfortable stay. Some properties even feature fenced yards, making them ideal for pets to roam freely.

The town itself is surrounded by stunning natural beauty, with easy access to outdoor activities such as hiking and biking in the nearby Deschutes National Forest. The area offers picturesque trails and scenic spots where you can enjoy quality time with your furry companions. Additionally, Sisters is known for its charming downtown, which has dog-friendly cafes and shops, enhancing the overall experience for those travelling with pets.
Are there any remote work holiday rentals in Sisters?
In Sisters, Oregon, there are a substantial number of remote work holiday rentals available—around 1,148 options to choose from. This charming town, situated in the stunning Central Oregon region, offers a variety of properties that cater well to remote workers. Many of these rentals feature amenities such as high-speed internet, Wi-Fi, and dedicated workspaces, ensuring a productive environment away from the office.

Travellers can expect a range of accommodations, from cosy cabins in the woods to modern homes with spacious living areas. Many properties come equipped with fully stocked kitchens, allowing for convenient meal preparation, as well as outdoor spaces for relaxation after a day of work. The picturesque backdrop of the Cascade Mountains and nearby outdoor activities, including hiking and biking trails, provide a superb balance of work and leisure.

Sisters itself boasts charming shops, art galleries, and local eateries, making it a delightful base for both work and exploration. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Sisters holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Sisters with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Sisters?
In Sisters, holiday rentals commonly feature amenities that enhance comfort and convenience. Most properties come equipped with a kitchen, allowing guests to prepare their own meals, while a fireplace adds a warm and inviting atmosphere, great for cosy evenings. Many rentals also boast a deck or patio, providing an outdoor space to relax and enjoy the natural surroundings. Additionally, a coffee and tea maker is typically available, ensuring guests can start their day with a warm beverage. For those seeking leisure activities, some rentals include access to a shared pool, ideal for cooling off during warmer months.
When is the best time to visit Sisters for a holiday rental?
The best time to visit Sisters for a holiday rental is during the peak season from June to August. This vibrant period attracts outdoor enthusiasts and families eager to explore the stunning natural beauty of Central Oregon. With clear skies and warm temperatures, ranging from around 20 to 30 degrees Celsius, visitors can indulge in hiking, biking, and enjoying local festivals, making it an ideal time for those seeking both adventure and relaxation.

July stands out as the most popular month, with a lively option as events like the Sisters Rodeo and the Sisters Quilt Show draw in crowds. The charming downtown area bustles with activity, offering a superb blend of shopping, dining, and outdoor fun.

For those looking for a more budget-friendly option, consider visiting in November. This month is relatively quiet, allowing for peaceful exploration of the stunning fall landscape, where you can enjoy the crisp air and beautiful autumn colours without the hustle and bustle of peak season.
How early should I book a Sisters holiday rental?
Book your Sisters holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Sisters?
In Sisters, Oregon, visitors can enjoy a variety of attractions that highlight the area's natural beauty and cultural charm. The charming downtown area features unique shops, art galleries, and local eateries, making it a lovely spot to explore. Nearby, the Sisters Rodeo Grounds hosts events that celebrate the region's Western heritage, offering a taste of local culture.

For outdoor enthusiasts, the Three Sisters Wilderness Area provides stunning hiking trails with breathtaking views of the Cascade Mountains, while the nearby Deschutes National Forest is superb for activities such as fishing, camping, and mountain biking. The iconic Smith Rock State Park, located a short drive away, is renowned for its dramatic cliffs and rock climbing opportunities.

Additionally, the annual Sisters Outdoor Quilt Show, held in July, attracts visitors from around the world and showcases a vibrant display of quilts throughout the town, adding to the area's community spirit and artistic flair.
Can I change or cancel my Sisters home rental booking on Vrbo?
To find Sisters holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Sisters holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

More holiday ideas