Leadership

Celebrate Leadership and Inspiration with $50 Off Your Booking!

In honor of Martin Luther King Jr. Day and Presidents Day, we're offering a special discount to celebrate those who have inspired change and shaped our world. Use promo code LEADERSHIP50 at checkout to save $50 on your next booking.

Details:

  • Promo code valid for $50 off new bookings made after January 13th, 2025.
  • Cannot be combined with other promotional offers.

Book your stay now and take advantage of this opportunity to honor the legacies of great leaders while planning your next getaway!


Properties Available 47 properties available
Three Peaks Retreat is a beautifully decorated townhouse located in a quiet family neighborhood of Sisters Oregon.  Accommodating up to 6, it's perfect for the family getaway or friends retreat you have been planning.  A cozy and inclusive design, with plenty of space for everyone, you will have no problem entering relax mode.You will feel right at
Specials Tag Special
Leadership

Celebrate Leadership and Inspiration with $50 Off Your Booking!

In honor of Martin Luther King Jr. Day and Presidents Day, we're offering a special discount to celebrate those who have inspired change and shaped our world. Use promo code LEADERSHIP50 at checkout to save $50 on your next booking.

Details:

  • Promo code valid for $50 off new bookings made after January 13th, 2025.
  • Cannot be combined with other promotional offers.

Book your stay now and take advantage of this opportunity to honor the legacies of great leaders while planning your next getaway!

Three Peaks Retreat
3 Bedrooms
$148 - $407 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.6 (6)
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
Leadership

Celebrate Leadership and Inspiration with $50 Off Your Booking!

In honor of Martin Luther King Jr. Day and Presidents Day, we're offering a special discount to celebrate those who have inspired change and shaped our world. Use promo code LEADERSHIP50 at checkout to save $50 on your next booking.

Details:

  • Promo code valid for $50 off new bookings made after January 13th, 2025.
  • Cannot be combined with other promotional offers.

Book your stay now and take advantage of this opportunity to honor the legacies of great leaders while planning your next getaway!

Jacobs Ladder - Black Butte Ranch
3 Bedrooms
$191 - $861 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 guests
Rating 4.8 (14)
Escape to the serene beauty of Whychus Canyon, a perfect destination for a romantic getaway or peaceful retreat. This newly built, 3-bedroom, 2-bathroom home offers breathtaking canyon views and an idyllic location to relax and reconnect with nature.Wake up to spectacular sunrises over the canyon, enjoy sunlight streaming through a south-facing wal
Specials Tag Special
Leadership

Celebrate Leadership and Inspiration with $50 Off Your Booking!

In honor of Martin Luther King Jr. Day and Presidents Day, we're offering a special discount to celebrate those who have inspired change and shaped our world. Use promo code LEADERSHIP50 at checkout to save $50 on your next booking.

Details:

  • Promo code valid for $50 off new bookings made after January 13th, 2025.
  • Cannot be combined with other promotional offers.

Book your stay now and take advantage of this opportunity to honor the legacies of great leaders while planning your next getaway!

Canyon Perch
3 Bedrooms Pet Friendly
$124 - $354 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (16)
Welcome to our charming ground level condo located in the heart of Sisters, Oregon. This cozy and inviting two-bedroom, two-bathroom vacation rental is the perfect place to unwind and enjoy all that this beautiful town has to offer. As you step inside, you'll be greeted by a spacious and tastefully decorated living area with comfortable seating, pe
Specials Tag Special
Leadership

Celebrate Leadership and Inspiration with $50 Off Your Booking!

In honor of Martin Luther King Jr. Day and Presidents Day, we're offering a special discount to celebrate those who have inspired change and shaped our world. Use promo code LEADERSHIP50 at checkout to save $50 on your next booking.

Details:

  • Promo code valid for $50 off new bookings made after January 13th, 2025.
  • Cannot be combined with other promotional offers.

Book your stay now and take advantage of this opportunity to honor the legacies of great leaders while planning your next getaway!

Fourth Sister Getaway
2 Bedrooms
$90 - $465 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (4)
Nestled along the tranquil banks of the Metolius River, this charming cabin offers a serene and picturesque retreat from the hustle and bustle of everyday life. Surrounded by lush greenery and the soothing sounds of flowing water, the cabin provides a perfect blend of coziness and modern comfort.The exterior of the cabin boasts a back porch offerin
Specials Tag Special
Leadership

Celebrate Leadership and Inspiration with $50 Off Your Booking!

In honor of Martin Luther King Jr. Day and Presidents Day, we're offering a special discount to celebrate those who have inspired change and shaped our world. Use promo code LEADERSHIP50 at checkout to save $50 on your next booking.

Details:

  • Promo code valid for $50 off new bookings made after January 13th, 2025.
  • Cannot be combined with other promotional offers.

Book your stay now and take advantage of this opportunity to honor the legacies of great leaders while planning your next getaway!

Metolius Cabin 5
2 Bedrooms
$224 - $920 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 5 (10)
Every season along the Metolius River will leave you feeling refreshed and alive! Relax to the sounds of the birds and flowing waters. Enjoy our complimentary Wi-Fi, a book in front of the river rock fireplace, or watch a show on the state of the art, 32? flat screen Dish satellite TV.The comfort is unmatched. Cabin 11, at 1270 sq. ft., is the larg
Specials Tag Special
Leadership

Celebrate Leadership and Inspiration with $50 Off Your Booking!

In honor of Martin Luther King Jr. Day and Presidents Day, we're offering a special discount to celebrate those who have inspired change and shaped our world. Use promo code LEADERSHIP50 at checkout to save $50 on your next booking.

Details:

  • Promo code valid for $50 off new bookings made after January 13th, 2025.
  • Cannot be combined with other promotional offers.

Book your stay now and take advantage of this opportunity to honor the legacies of great leaders while planning your next getaway!

Metolius Cabin 11
2 Bedrooms
$330 - $861 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 5 (11)
We would like to welcome you to The Quails Nest.  This charming and whimsical home is in the heart of Sisters Oregon on a quiet neighborhood street.When entering the home, you will notice a welcoming entry way encouraging you to enter relax mode.To the left is the downstairs half bathroom, and as you proceed into the home you are greeted by an open
Specials Tag Special
Leadership

Celebrate Leadership and Inspiration with $50 Off Your Booking!

In honor of Martin Luther King Jr. Day and Presidents Day, we're offering a special discount to celebrate those who have inspired change and shaped our world. Use promo code LEADERSHIP50 at checkout to save $50 on your next booking.

Details:

  • Promo code valid for $50 off new bookings made after January 13th, 2025.
  • Cannot be combined with other promotional offers.

Book your stay now and take advantage of this opportunity to honor the legacies of great leaders while planning your next getaway!

The Quails Nest
3 Bedrooms Pet Friendly
$113 - $846 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 (11)
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
Leadership

Celebrate Leadership and Inspiration with $50 Off Your Booking!

In honor of Martin Luther King Jr. Day and Presidents Day, we're offering a special discount to celebrate those who have inspired change and shaped our world. Use promo code LEADERSHIP50 at checkout to save $50 on your next booking.

Details:

  • Promo code valid for $50 off new bookings made after January 13th, 2025.
  • Cannot be combined with other promotional offers.

Book your stay now and take advantage of this opportunity to honor the legacies of great leaders while planning your next getaway!

Jumping Juniper Ranch House and Yurt
6 Bedrooms Pet Friendly
$378 - $1,619 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 12 guests
Welcome to our charming and dog-friendly vacation rental nestled in the beautiful Tollgate community of Sisters, Oregon. This inviting home offers a perfect getaway for your family vacation to Central Oregon. With three bedrooms, a spacious yard, access to a seasonal pool, community basketball and tennis courts, your stay here promises to be a memo
Specials Tag Special
Leadership

Celebrate Leadership and Inspiration with $50 Off Your Booking!

In honor of Martin Luther King Jr. Day and Presidents Day, we're offering a special discount to celebrate those who have inspired change and shaped our world. Use promo code LEADERSHIP50 at checkout to save $50 on your next booking.

Details:

  • Promo code valid for $50 off new bookings made after January 13th, 2025.
  • Cannot be combined with other promotional offers.

Book your stay now and take advantage of this opportunity to honor the legacies of great leaders while planning your next getaway!

Lariat House
3 Bedrooms Pet Friendly
$129 - $746 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (1)
Nestled on the banks of the Metolius River, cabin ten offers the most secluded location at the resort. Enjoy the private deck with a lovely view of the river or relax in the casual elegance of hickory, local natural pine, and rich leather furnishings. After a day of uncomplicated cabin life, you will feel the stress begin to melt away.You will find
Specials Tag Special
Leadership

Celebrate Leadership and Inspiration with $50 Off Your Booking!

In honor of Martin Luther King Jr. Day and Presidents Day, we're offering a special discount to celebrate those who have inspired change and shaped our world. Use promo code LEADERSHIP50 at checkout to save $50 on your next booking.

Details:

  • Promo code valid for $50 off new bookings made after January 13th, 2025.
  • Cannot be combined with other promotional offers.

Book your stay now and take advantage of this opportunity to honor the legacies of great leaders while planning your next getaway!

Metolius Cabin 10
2 Bedrooms
$225 - $774 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (12)
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
Leadership

Celebrate Leadership and Inspiration with $50 Off Your Booking!

In honor of Martin Luther King Jr. Day and Presidents Day, we're offering a special discount to celebrate those who have inspired change and shaped our world. Use promo code LEADERSHIP50 at checkout to save $50 on your next booking.

Details:

  • Promo code valid for $50 off new bookings made after January 13th, 2025.
  • Cannot be combined with other promotional offers.

Book your stay now and take advantage of this opportunity to honor the legacies of great leaders while planning your next getaway!

Peters Cabin
3 Bedrooms
$108 - $435 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (3)
Cabin Two is perfectly situated among the trees with a south facing view of the Metolius River. Warm sunlight fills the cabin in the winter and the aspens provide cool shade in the heat of the summer. The dining area and kitchen windows look out to a rustic barn and a wooded area that provides this intimate cabin with privacy.This cabin provides al
Specials Tag Special
Leadership

Celebrate Leadership and Inspiration with $50 Off Your Booking!

In honor of Martin Luther King Jr. Day and Presidents Day, we're offering a special discount to celebrate those who have inspired change and shaped our world. Use promo code LEADERSHIP50 at checkout to save $50 on your next booking.

Details:

  • Promo code valid for $50 off new bookings made after January 13th, 2025.
  • Cannot be combined with other promotional offers.

Book your stay now and take advantage of this opportunity to honor the legacies of great leaders while planning your next getaway!

Metolius Cabin 2
2 Bedrooms
$250 - $826 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 (10)

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