Top 9 Vacation Rentals In Sisters, Oregon

Ninna
Ninna 
Updated
| 5 min read

Sisters has a quaint setting that attracts tourists who wish to take a break from the demands of larger and more fast-paced cities. Specifically, it appeals to nature lovers and outdoor enthusiasts, with its stunning outdoor scenery. Going through scenic Santiam Pass, for example, takes you to attractions like Hoodoo and Metolius River. Meanwhile, the breathtaking McKenzie Highway features many pullouts that lead you to the river and other surrounding points of interest like Tamolitch Falls. If you like strolling and looking for unique finds, head to the Western-themed downtown area. This area is home to many art galleries and old-fashioned boutiques. Of course, having a cozy place to stay is important, too. Check out our list of the top vacation rentals in Sisters, Oregon.

We handpicked these listings carefully, considering (wherever possible) Superhost status. recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on March 13, 2023.

1. Three-bedroom house with a private hot tub (from USD 266)

This three-bedroom house provides dog-friendly accommodations within walking distance from Downtown Sisters. If you wish to bring your beloved dogs with you during your stay here, you only need to pay a minimal nightly fee per dog. Sleeping up to 8 guests, this property has 187.85 sq m (2,022 sq ft) of living space. It boasts a cozy ambiance, thanks to an open floor plan, vaulted ceilings, and wood finishes.

To guarantee that you can maximize your vacation, it is also equipped with a private hot tub.

Stayed at this property?
Sisters, OR, US
62 reviews  
House 8 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 8
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
it has all the amenities you could need and is very comfortable for pets too
the kitchen has only basic supplies--if you like to cook would bring your own knives and tools
Cleanliness:
the house was very clean especially for it being a dog friendly location
beautiful house well equipped clean and spacious
lovely home very clean and well furnished
Location:
perfect location and nice accommodation
location was great close to bend and hoodoo
had a great backyard with a pet station which was incredible
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2. Two-bedroom townhome with a floor-to-ceiling fireplace (from USD 170)

This two-bedroom townhome is nestled in Pine Meadow Village, offering a tranquil retreat in the heart of Sisters. The village is full of tame deers roaming around and surrounded by lovely views of vistas, so you can have a genuinely relaxing staycation. Providing 120.77 sq m (1,300 sq ft) of living space, this property has a great room with vaulted ceilings and a floor-to-ceiling river rock fireplace.

Meanwhile, the dining area has a six-seater dining table and a three-seater breakfast bar.

Stayed at this property?
Sisters, OR, US
21 reviews  
townhome 5 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 5
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Location:
really liked the location
this is a cute home in a great walkable neighborhood
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3. Three-bedroom house with a spacious front porch (from USD 185)

This 3-bedroom house sleeps a maximum of 8 people, with 195.93 sq m (2,109 sq ft) of living space. It has a spacious front porch overlooking Black Crater, ensuring you a relaxing staycation in a peaceful neighborhood. To make you feel at home, this property features a fully functional kitchen, with a butcher block island and granite countertops.

You will find an inviting living room and a master bedroom with a private bathroom on the main level. The other two bedrooms are located upstairs. Moreover, a family room and small loft area can also be found upstairs.

Stayed at this property?
Sisters, OR, US
115 reviews  
House 8 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 8
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
the beds were cozy and comfortable there were plenty of extra blankets to cozy up with
beds were very comfortable
it made everything very comfortable and fun for the whole family
Cleanliness:
windows needed a deep clean
great house for a weekend getaway very clean and well stocked
clean close to town nice amenities
Host:
we even used the sleds in the garage loved that the home is dog friendly as well
Location:
close to town an easy walk or bike
close to many trailheads and all the natural beautiful of central oregon
close to town and had a great hot tub
enough space for everyone to relax plus close to tons of recreation
everything was fantastic with the fabulous property short walk to downtown and beautiful surroundings
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4. Cozy cabin with expansive views of natural meadows (from USD 163)

Only a short walk from Downtown Sisters, this cozy, 1-bedroom cabin peacefully sits on a 4.05-ha (10-ac) property filled with junipers, pines, and sage. It beautifully overlooks 24.28 ha (60 ac) of natural meadow framed by Indian Ford Creek, so you will see many wildlife roaming around from the huge front deck. This rental features an open floor plan, with a living room, fully stocked kitchen, dining area, bathroom, and a loft that serves as the bedroom.

For you to maximize your stay, an outdoor dining area, outdoor shower, firewood, barbecue facilities, and laundry facilities are provided, too.

Stayed at this property?
29 reviews  
cabin 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4
Minimum Nights: 1
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
this was a great destination we enjoyed the cozy cabin and the beautiful view
Cleanliness:
it was clean and had everything we needed
Host:
our hosts were a pleasure
owners are on site and very pleasant
great property and great hosts
the owners were really great and i would highly recommend the spot
frank and kathe were very helpful and provided just the right mix of privacy and availability
Location:
it was close to wonderful hiking and outdoor activities
we used it as a home base for our central oregon trip and would definitely stay there again
right outside of town and extremely quiet and peaceful
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5. Three-bedroom condo unit with a private backyard (from USD 313)

This three-bedroom condo unit is set in Pine Meadow Village, only a short walk from numerous dining and shopping destinations in the city. Offering 159.79 sq m (1,720 sq ft) of living space, it accommodates up to 6 guests. During your stay here, you have access to the clubhouse, seasonal swimming pool, and spa. This property has a living room with a propane fireplace, a spacious kitchen with custom wood cabinetry and wood floors, a laundry room, and two full bathrooms.

Outside, you will find a private backyard and patio with barbecue facilities.

Stayed at this property?
48 reviews  
townhome 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 1
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
kitchen could be better stocked
Cleanliness:
the place was clean comfortable and a joy to experience
it is very comfortable clean and centrally located
great condo for our weekend family getaway everything was clean and had all the amenities we needed
Host:
we would definitely consider other pet friendly rentals first due to the lack of screens
Location:
great location and close to a number of great places
great spot for walking to downtown sisters
we enjoyed walking to the bakeries restaurants and the peterson ridge trail area
overall we were satisfied mainly because of location and spaciousness of the unit (big bedrooms and bathrooms)
it was walking distance to shopping coffee house and great trails
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6. Bright condo unit with a pet-friendly policy (from USD 145)

Featuring 59.74 sq m (643 sq ft) of living space, this bright, 1-bedroom condo unit accommodates a maximum of 4 people. It is only a block away from Downtown Sisters, giving you quick access to many restaurants and shops. If you do not want to go out to eat, you can cook your own food in the fully stocked kitchen. The bedroom is equipped with a king-sized bed, while the living room has a queen-sized sofa bed.

With high, vaulted ceilings and hardwood floors, this rental creates an inviting home away from home. It is also pet-friendly, allowing you to bring up to two pets for a minimal additional fee.

Stayed at this property?
32 reviews   Wifi Available
condo 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Cleanliness:
it was clean and comfortable
nice clean cottage with what you need
everything in the place was new & very clean
we will go back very quaint and clean for 2
very happy with our experience here very clean great shape excellent location and simple communication with the host
Host:
host/property manager was very responsive
susan was very helpful when we had questions
Location:
the location was excellent & close to downtown
great location of walking distance to sisters shops and coffee
perfect quiet location at end of town
our place was in a great location
the small house was great it was within walking distance of all the shops and restaurants
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7. Two-bedroom condo unit with access to a seasonal swimming pool (from USD 205)

This two-bedroom condo unit is only a few minutes away from the heart of the city, stunningly surrounded by Creekside Park. Sleeping a maximum of 6 guests, it has 116.41 sq m (1,253 sq ft) of living space. It offers a fully equipped kitchen and laundry facilities. This property is part of a residential complex with a clubhouse, common area, hot tub, and seasonal swimming pool. In the clubhouse, you can enjoy various leisure activities like ping pong and pool.

Stayed at this property?
48 reviews   Wifi Available
condo 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
we have an 8 and 5 year old and they had fun with the bunk beds
Cleanliness:
nice clean condo in a quiet setting
it was well equipped and extremely clean and with good access
we really enjoyed this condo clean and cozy
his condo is clean spacious well-stocked comfortable and in a beautiful location
it was very clean not overly chlorinated and well-maintained
Host:
roy was super accommodating and great to work with
a great place for a different kind of vacation
communication with the owner was fantastic and he even fixed an issue that we had during our visit
Location:
good location just a short walk to downtown
the location is beautiful
our stay was wonderful the perfect condo for a family and so close to town
perfect location to walk into sisters no need for a car
the setting was quite tranquil with nice shady ponderosa pines and green grass but quite close to sisters
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8. Charming cottage with a deck (from USD 154)

Accommodating up to 6 people, this charming, 2-bedroom cottage offers 62.8 sq m (676 sq ft) of living space. It is situated right across from Village Green City Park, in the heart of the city. An ideal home base for family holiday vacations, this rental features a generous living room with a cable TV and DVD player. The master bedroom comes with a king-sized bed, while the other bedroom has two twin beds and a sleeper sofa.

Outside, you can lounge, grill, and dine on the deck.

Stayed at this property?
Sisters, OR, US
37 reviews  
cottage 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
comfortable with all necessities and ordinary amenities
would have worked better if sofa bed was in other building instead of living room
Cleanliness:
was clean and had nice back yard
Location:
nice backyard and located next to city park
great location a few blocks from the main street
you can easily walk to all shops and restaurants
other than that it was awesome it is so convenient to all the downtown shops
in summary it was a cute little place and we enjoyed our stay
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9. Modern house with a central location in Sisters (from USD 171)

Located in the heart of Sisters, this modern three-bedroom house is an ideal base camp for leisure trips to the city. Accommodating a maximum of seven people, it offers a living room, kitchen, half bathroom, and two full bathrooms. The master bedroom features a king-sized bed. Meanwhile, one bedroom is furnished with a queen-sized bed, and the other is furnished with a twin bed and bunk bed.

Conveniently, this rental is only within a 1.61-km (1-mi) radius from various points of interest like Cliff Clemens Park and Village Green City Park.

Stayed at this property?
22 reviews  
townhome 7 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 7
Minimum Nights: 1
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
the property was comfortable and gave everyone enough space to unwind after a day of togetherness
we would have liked more comfortable seating in the living room
Cleanliness:
good stay clean and comfortable
wonderful place clean and bright
the house was exactly as listed very clean cozy and welcoming
lovely property very clean very efficient
Host:
the neighborhood was quiet and had friendly neighbors
Location:
we really enjoyed walking into downtown for dinner and window shopping
the location is in a small housing development and is safe and quiet
it was an excellent vacation and an excellent location
close to everything and enough space to spread out and relax while hanging at the house
Read more reviews
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Have a peaceful vacation in quaint Sisters

If you live in a fast-paced city, the environment can be detrimental to your overall well-being. Taking a break every now and then helps, and Sisters is one of the best places for a quiet and relaxing escape. Find out where you can stay and check out our list of the top vacation rentals in Sisters, Oregon, mentioned above.

Stayed at this property?
Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Ninna, a writer and traveler, encourages everyone to explore the world one city at a time, unveiling its myriad surprises.

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