Vacation Rentals


Properties Available 152 properties available
Welcome to your cozy Sisters getaway, a comfortable single-level home in a convenient location for enjoying everything this charming Central Oregon town has to offer.Whether you're visiting for the Sisters Outdoor Quilt Show, Sisters Folk Festival, Sisters Rodeo, a family gathering, or simply a weekend exploring the mountains and trails, this home
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!

Pine Street Cottage | Open One-Level Home | Walk Sisters | 3 bdrm
3 Bedrooms
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Welcome to Giant Steps 12, a true ski-out mountain retreat at the base of Brian Head Resort. With direct access to the slopes, room for up to 7 guests, and resort amenities just steps away, this 2-bedroom, 2-bath condo makes it easy to spend more time enjoying the mountain and less time getting around.In winter, step outside and get straight to you
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!

Giant Steps 12 | Giant Steps Ski-Out | Hot Tub + King Suite
2 Bedrooms
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 (2)
Giant Steps 14 | Ski-In/Ski-Out Retreat in Brian Head, UTYour Ultimate Mountain Escape—Winter Thrills & Summer Adventures AwaitExperience the magic of Brian Head, Utah, from the comfort of Giant Steps Unit 14, a cozy ski-in/ski-out condo perfect for your next mountain getaway. Whether you’re hitting the famous slopes in winter or exploring the
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!

Giant Steps 14 |Ski In/Ski Out Access to Giant Steps
2 Bedrooms
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
As you step into this modern sanctuary, you'll be greeted by an open and spacious floor plan that invites relaxation and enjoyment. Sink into the cozy ambiance of the living room, complete with a gas fireplace and smart TVs for your entertainment needs.Prepare delicious meals in the gourmet kitchen featuring a commercial stove, perfect for culinary
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!

Heritage Hills Home | Pet Friendly + Hot Tub
4 Bedrooms Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (2)
HIGHLIGHTS Ski-in/ski-out condo at the base of Giant Steps Ski slopeClubhouse access with spa, sauna, game room, and laundry facilitiesUnderground parking and private entranceWood-burning fireplace, TV, and a comfortable main living areaPatio or balcony with a mountain viewKitchen with dining table, breakfast bar seating, dishwasher, and coffee mak
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!

Giant Steps 68 | Ski In/Ski Out Access to Giant Steps
2 Bedrooms
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 (2)
Welcome to Ridges D1, a cozy mountain getaway nestled in the heart of Brian Head, UT! This inviting retreat is perfectly situated for easy access to all the area’s adventures. Just half a mile from Giant Steps Ski Lodge and only a mile from Navajo Ski Lodge, Ridges D1 is a fantastic home base for skiers and snow lovers alike. Inside, you’ll find 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!

The Ridges D1 | Sleeps 7 | Mountain Retreat | Near Ski Lifts
3 Bedrooms
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Escape to the beauty of central Oregon and stay in our charming 3-bedroom, 2 full bath, 2-story vacation rental nestled in the serene Tollgate community of Sisters, Oregon. Perfect for families, friends, or couples seeking a relaxing getaway, this cozy retreat offers a range of amenities that promise to elevate your vacation experience.Step inside
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!

Martingale Lodge
3 Bedrooms
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (4)
Nestled in the heart of Duck Creek Village, Treetop Lodge is your perfect mountain retreat. This stunning three-story home offers a warm, inviting atmosphere for families and friends alike. With a spacious layout that comfortably sleeps ten, you’ll find everything you need for a memorable getaway. The primary bedroom boasts a king-sized bed for a r
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!

Treetop Lodge | 3 bdrm Duck Creek Cabin
3 Bedrooms
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Experience Your Woodland RetreatArrive at the striking blue cabin, standing out beautifully against the lush forest. Inside, warm wood accents, tasteful décor, and a crackling fireplace create a cozy place to unwind after your adventures.Sleeping ArrangementsBedroom: King bed with luxurious linensLoft: Queen bed, open to the living space belowLivin
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!

Beech Craft Cabin | Hike, Stargaze, Explore Parks
2 Bedrooms
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Welcome to Cascade View Retreat, a spacious, dog-friendly Sisters getaway with beautiful views of the Sisters Mountains and plenty of room for families to relax, reconnect and enjoy Central Oregon together.Sleeping up to 8 guests, the home is especially well suited for families and groups who want comfortable sleeping spaces while still having a ce
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!

Cascade View Retreat | Mountain Views | Dog Friendly | Family Retreat
3 Bedrooms Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Ponderosa Sunset Retreat is a gorgeous, 2 bedroom 2 bath condo located fountain side in the Pine Meadow Village community moments away from Sisters city center.   Accommodating up to 6, it's perfect for two small families, a couples trip, or a friends getaway! The spaceWe can't wait to welcome you to The Ponderosa Sunset Retreat! Our home is locate
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!

Ponderosa Sunset Retreat
2 Bedrooms
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (4)
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
Bedrooms 2 bedrooms
Bathrooms 1 baths
Half-Bathrooms 1 half-baths
Guests 6 guests
Rating 4.8 (74)

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