Central Oregon Rentals


Properties Available 51 properties available
Jacob’s Ladder is a charming 3-bedroom, 2 1/2-bathroom family friendly vacation home ideally located in the community of Black Butte Ranch. With so much space, it is perfect for a family vacation, or getting together with friends. Inside, the well-appointed kitchen, complete with bar stools, opens up to a dining room for more formal meals. Relax in
Specials Tag Special
We Love Our Past Guests

Thank You for Being a Valued Guest!

We’re thrilled to welcome you back! As a token of our appreciation for your continued trust in us, we’re offering an exclusive Repeat Guest Discount just for you. 

To apply this special discount, simply give us a call at (877) 632-7007, and our team will be happy to assist you.

Please Note:

  • This discount is exclusively for our repeat guests.
  • It cannot be combined with other discounts or promotions.

Thank you for making us part of your travel experiences—we can’t wait to host you again!

Jacobs Ladder - Black Butte Ranch
3 Bedrooms
$125 - $861 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 guests
Rating 4.8 (14)
Park the car and walk or bike to everything in town, mountain views, and A/C. Come to Sisters and take in the views of four mountains and a pond w/seasonal fountain from this condo. It is on the west edge of Sisters and only a few blocks to the heart of downtown Sisters to shop, dine, browse. Year-round spa and seasonal pool privileges are included
Specials Tag Special
We Love Our Past Guests

Thank You for Being a Valued Guest!

We’re thrilled to welcome you back! As a token of our appreciation for your continued trust in us, we’re offering an exclusive Repeat Guest Discount just for you. 

To apply this special discount, simply give us a call at (877) 632-7007, and our team will be happy to assist you.

Please Note:

  • This discount is exclusively for our repeat guests.
  • It cannot be combined with other discounts or promotions.

Thank you for making us part of your travel experiences—we can’t wait to host you again!

Riley`s Mountain View
2 Bedrooms Pet Friendly
$118 - $513 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (6)
You'll feel like you're a world away, while being within walking or biking distance to downtown Sisters. Just minutes to shops and restaurants, cozy Meadow View Cabin offers peace and quiet on 10 acres with sage, junipers and towering pines. The Cabin overlooks 60 acres of natural meadow bordered by seasonal Indian Ford Creek. Wildlife abounds . .
Specials Tag Special
We Love Our Past Guests

Thank You for Being a Valued Guest!

We’re thrilled to welcome you back! As a token of our appreciation for your continued trust in us, we’re offering an exclusive Repeat Guest Discount just for you. 

To apply this special discount, simply give us a call at (877) 632-7007, and our team will be happy to assist you.

Please Note:

  • This discount is exclusively for our repeat guests.
  • It cannot be combined with other discounts or promotions.

Thank you for making us part of your travel experiences—we can’t wait to host you again!

Meadow View Cabin
Loft
$144 - $235 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 (35)
Situated among the trees of Black Butte Ranch, this property is your home away from home providing you with a cozy haven to relax and unwind. The living room is cozy yet spacious, with ample natural light from big windows and a wood fireplace to keep you warm. In the kitchen you will find all the necessities you will need to prepare food for you a
Specials Tag Special
We Love Our Past Guests

Thank You for Being a Valued Guest!

We’re thrilled to welcome you back! As a token of our appreciation for your continued trust in us, we’re offering an exclusive Repeat Guest Discount just for you. 

To apply this special discount, simply give us a call at (877) 632-7007, and our team will be happy to assist you.

Please Note:

  • This discount is exclusively for our repeat guests.
  • It cannot be combined with other discounts or promotions.

Thank you for making us part of your travel experiences—we can’t wait to host you again!

Forest Haven
3 Bedrooms
$118 - $721 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Welcome to our charming upstairs condo nestled in the beautiful town of Sisters, Oregon. This delightful vacation rental offers a perfect blend of comfort and entertainment, making it an ideal retreat for families or groups of friends. As you step inside, you'll be greeted by a warm and inviting living space adorned with a cozy fireplace, creating
Specials Tag Special
We Love Our Past Guests

Thank You for Being a Valued Guest!

We’re thrilled to welcome you back! As a token of our appreciation for your continued trust in us, we’re offering an exclusive Repeat Guest Discount just for you. 

To apply this special discount, simply give us a call at (877) 632-7007, and our team will be happy to assist you.

Please Note:

  • This discount is exclusively for our repeat guests.
  • It cannot be combined with other discounts or promotions.

Thank you for making us part of your travel experiences—we can’t wait to host you again!

Fourth Sisters Hideaway
2 Bedrooms
$91 - $435 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (2)
Like so many of our return guests, you will begin counting down the days until your next visit the moment you check out. Whether it’s a reprieve from your busy life or a romantic retreat, you will want to make cabin four a special tradition for years to come.This spacious cabin has provides plenty of room to spread out and has more modern accommoda
Specials Tag Special
We Love Our Past Guests

Thank You for Being a Valued Guest!

We’re thrilled to welcome you back! As a token of our appreciation for your continued trust in us, we’re offering an exclusive Repeat Guest Discount just for you. 

To apply this special discount, simply give us a call at (877) 632-7007, and our team will be happy to assist you.

Please Note:

  • This discount is exclusively for our repeat guests.
  • It cannot be combined with other discounts or promotions.

Thank you for making us part of your travel experiences—we can’t wait to host you again!

Metolius Cabin 4
2 Bedrooms
$224 - $687 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 5 (10)
Escape to this charming and budget-friendly vacation retreat, perfect for two couples or a small family. With two inviting bedrooms and two bathrooms, this cozy haven comfortably accommodates up to six guests.Nestled just a stone's throw away, you'll discover the Tollgate seasonal pool, a tennis court, basketball court, a delightful children's play
Specials Tag Special
We Love Our Past Guests

Thank You for Being a Valued Guest!

We’re thrilled to welcome you back! As a token of our appreciation for your continued trust in us, we’re offering an exclusive Repeat Guest Discount just for you. 

To apply this special discount, simply give us a call at (877) 632-7007, and our team will be happy to assist you.

Please Note:

  • This discount is exclusively for our repeat guests.
  • It cannot be combined with other discounts or promotions.

Thank you for making us part of your travel experiences—we can’t wait to host you again!

The Sisters Moose
3 Bedrooms
$98 - $275 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (2)
Previously known as Sister Home Lower, Sisters Retreat Lower allows you to experience a fresh and contemporary getaway that exudes warmth and positivity. This charming accommodation offers everything necessary for a delightful stay, all within a short stroll to the vibrant downtown area, where ample parking awaits.Designed to cater to those intendi
Specials Tag Special
We Love Our Past Guests

Thank You for Being a Valued Guest!

We’re thrilled to welcome you back! As a token of our appreciation for your continued trust in us, we’re offering an exclusive Repeat Guest Discount just for you. 

To apply this special discount, simply give us a call at (877) 632-7007, and our team will be happy to assist you.

Please Note:

  • This discount is exclusively for our repeat guests.
  • It cannot be combined with other discounts or promotions.

Thank you for making us part of your travel experiences—we can’t wait to host you again!

Sisters Retreat Lower
1 Bedroom Pet Friendly
$58 - $203 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (1)
Welcome to our charming vacation rental nestled in the beautiful neighborhood of Tollgate in Sisters, Oregon. This delightful 3-bedroom, 2-bathroom house offers the perfect retreat for your next getaway. With comfortable sleeping arrangements including 2 queen beds, two twin beds, a sleeper sofa, and a queen air mattress, there's plenty of space to
Specials Tag Special
We Love Our Past Guests

Thank You for Being a Valued Guest!

We’re thrilled to welcome you back! As a token of our appreciation for your continued trust in us, we’re offering an exclusive Repeat Guest Discount just for you. 

To apply this special discount, simply give us a call at (877) 632-7007, and our team will be happy to assist you.

Please Note:

  • This discount is exclusively for our repeat guests.
  • It cannot be combined with other discounts or promotions.

Thank you for making us part of your travel experiences—we can’t wait to host you again!

Peters Cabin
3 Bedrooms
$108 - $376 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (3)
Sisters Dream Inn vacation rental is the quintessential retreat for your Central Oregon vacation. This beautiful, charming and authentic 2-story, 2 bedroom (one is in the upstairs loft) and 1.5 bath pine log cabin is situated on a two acre parcel of pine forest land in a very quiet neighborhood set into the Deschutes National Forest only a couple o
Specials Tag Special
We Love Our Past Guests

Thank You for Being a Valued Guest!

We’re thrilled to welcome you back! As a token of our appreciation for your continued trust in us, we’re offering an exclusive Repeat Guest Discount just for you. 

To apply this special discount, simply give us a call at (877) 632-7007, and our team will be happy to assist you.

Please Note:

  • This discount is exclusively for our repeat guests.
  • It cannot be combined with other discounts or promotions.

Thank you for making us part of your travel experiences—we can’t wait to host you again!

Sisters Dream Inn
2 Bedrooms Pet Friendly
$175 - $250 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.8 (73)
Welcome to your own private oasis at this stunning vacation rental in Sisters, Oregon. This 40-acre ranch is bordered by 3,500 acres of BLM land, providing you with ample opportunities to explore the great outdoors. With the main house boasting 5 bedrooms and 3 full bathrooms, as well as a 1-bedroom yurt with 1 full bathroom, this property can acco
Specials Tag Special
We Love Our Past Guests

Thank You for Being a Valued Guest!

We’re thrilled to welcome you back! As a token of our appreciation for your continued trust in us, we’re offering an exclusive Repeat Guest Discount just for you. 

To apply this special discount, simply give us a call at (877) 632-7007, and our team will be happy to assist you.

Please Note:

  • This discount is exclusively for our repeat guests.
  • It cannot be combined with other discounts or promotions.

Thank you for making us part of your travel experiences—we can’t wait to host you again!

Jumping Juniper Ranch House and Yurt
6 Bedrooms Pet Friendly
$378 - $1,198 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 12 guests
The serene Sisters Chalet presents a haven of tranquility, granting breathtaking vistas of the surrounding mountains and lush meadow. Embrace a retreat that feels worlds away, yet 1.5 miles to downtown Sisters, where a plethora of distinctive boutiques and eateries. For ski enthusiasts, this locale is an idyllic haven, positioned 23 mile from Hoodo
Specials Tag Special
We Love Our Past Guests

Thank You for Being a Valued Guest!

We’re thrilled to welcome you back! As a token of our appreciation for your continued trust in us, we’re offering an exclusive Repeat Guest Discount just for you. 

To apply this special discount, simply give us a call at (877) 632-7007, and our team will be happy to assist you.

Please Note:

  • This discount is exclusively for our repeat guests.
  • It cannot be combined with other discounts or promotions.

Thank you for making us part of your travel experiences—we can’t wait to host you again!

Sisters Chalet
1 Bedroom
$73 - $201 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (6)

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