Vacation Rentals
51 properties available
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
Lariat House
3 Bedrooms
$150 - $558 / per night
3
bedrooms
2
baths
8
guests
Escape to this charming single-level, 3-bedroom, 2-bathroom retreat in an ideal Sisters location. Bathed in natural light, this spacious home boasts an open layout with vaulted ceilings, offering a sense of roominess that allows you to fully unwind. A wood-burning fireplace sets the perfect ambiance for cozy evenings, and the fully equipped kitchen
Pine Street Cottage
3 Bedrooms
$150 - $290 / per night
3
bedrooms
2
baths
8
guests
4.5
(2)
Welcome to Fairway View, a distinctive residence located on the 7th hole of Big Meadow golf course, in the prestigious Black Butte Ranch community.Inside, this three story home boasts generously sized living areas, perfect for family gatherings and entertaining. On the second level you will find a well-equipped kitchen featuring modern appliances,
Fairway View
5 Bedrooms
$145 - $826 / per night
5
bedrooms
11
guests
Located in Camp Sherman, this home is part of the charming Metolius River Resort community in the Deschutes National Forest. There's a small general store, as well as a restaurant nearby (as well as 11 other cabins), plus more stores, restaurants, and amenities in the lovely town of Sisters about 15 miles away.Inside, rustic details combine with mo
Metolius Cabin 1
2 Bedrooms
$225 - $684 / per night
2
bedrooms
1
baths
6
guests
This wonderful retreat is a newly updated, 3-story “A”-frame cabin located in the quaint community of Crossroads in Sisters, Oregon that can sleep 10 people comfortably. The private home backs up to the natural public lands of the Deschutes National Forest, yet is located just 3 short miles from downtown Sisters with all of its year-round charm. Yo
Juniper and Pine - A High Desert Lodge
3 Bedrooms
$199 - $521 / per night
3
bedrooms
2
baths
10
guests
Our sun-drenched deck has been known to lure corporate executives into lazy afternoon naps and long-married couples into falling in love all over again. Sip a steaming hot cup of coffee while taking in an unparalleled view of the Metolius River only steps away from the cabin. Catch up on your letter writing or simply spend a lazy afternoon listenin
Metolius Cabin 7
2 Bedrooms
$225 - $670 / per night
2
bedrooms
1
baths
4
guests
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
Three Peaks Retreat
3 Bedrooms
$149 - $375 / per night
3
bedrooms
2
baths
6
guests
4.5
(4)
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
Sisters Retreat Lower
1 Bedroom
$59 - $183 / per night
1
bedrooms
1
baths
5
guests
4.8
(16)
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
Sisters Dream Inn
2 Bedrooms
$175 - $460 / per night
2
bedrooms
1
baths
6
guests
4.8
(27)
Newly remodeled 2 bedroom 2 bath home just outside of Sisters. Located on a private, wooded, one acre lot in Crossroads.Your dog will enjoy this vacation as well with a fully fenced front yard. This is the enchanted area of the explorers Lewis and Clark, offering miles and miles of rivers, lakes, forest, and stunning mountain peaks.For the golfer
Bluegrass
2 Bedrooms
$89 - $285 / per night
2
bedrooms
2
baths
5
guests
Welcome to your own private oasis at this stunning yurt vacation rental located on a 40-acre ranch. With a full bathroom complete with a soaking tub and a fully equipped kitchen, this yurt offers the perfect romantic escape for a couple.Inside the yurt, you'll find a cozy and intimate space, with a comfortable queen-sized bed perfect for two people
Jumping Juniper Ranch Yurt
Yurt
$70 - $312 / per night
1
baths
2
guests
Experience a deep togetherness in this spacious home designed for engagement and cozy connection. Mindfulness here can include: Cooking together in the well-appointed chef’s kitchen, star gazing through wide views of mature pine and juniper, nestling into one of several large or small gathering areas to suit the intimacy of conversation, marinating
Kittyhawk Retreat
3 Bedrooms
$129 - $368 / per night
3
bedrooms
2
baths
8
guests
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