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The Homestead a charming & historical 1-Bed/1-Bath-Trail Rides, Fishing, & Hikes

Holiday home in Sisters

Photo gallery for The Homestead a charming & historical 1-Bed/1-Bath-Trail Rides, Fishing, & Hikes

Terrace/patio
Interior
Living area
Bathroom
Bathroom

Reviews

10 out of 10
Exceptional
1 bedroom1 bathroomSleeps 4

Popular amenities

  • Pet-friendly
  • Air-conditioning

Explore the area

View map
Sisters, OR
  • Place, Deschutes County Fairgrounds Expo Center
  • Place, Eagle Crest Golf Courses
  • Place, Old Mill District
  • Airport, Redmond, OR (RDM-Robert's Field)

Rooms & beds

1 bedroom (sleeps 4)

Bedroom 1

1 Queen Bed

Living Room 1

1 Double Sofa Bed

1 bathroom

Bathroom 1

Soap · Towels provided · Bathtub or shower · Shower only · Shampoo · Hair dryer

Spaces

Number of living rooms

About this property

The Homestead a charming & historical 1-Bed/1-Bath-Trail Rides, Fishing, & Hikes

Welcome to the Homestead, what used to be the last stagecoach stop before arriving in Sisters, Oregon back in 1911. This charming 1-bedroom, 1-bath rental offers a cozy retreat with a fireplace and a fully equipped kitchen, perfect for a romantic getaway or a peaceful escape. Ask about our special Romance Package, which includes rose petals on the bed, a box of local chocolates, and a bottle of wine waiting for you at check-in, adding a touch of magic to your stay. To create unforgettable memories, don’t forget to book a trail ride on our scenic 130-acre ranch, where adventure and nature await you. Experience the charm and history of the Homestead while enjoying modern comforts in this unique setting!

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House Rules

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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: limit 1 total
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property

About the area

Sisters

Sisters is home to this holiday home. Faith, Hope & Charity Vineyards and Aspen Lakes Golf Course are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Cline Falls State Park and Smith Rock State Park. Crescent Moon Ranch and Cork Cellars are also worth visiting.
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Map
Sisters, OR

Getting around

  • Redmond, OR (RDM-Robert's Field) - 42 min drive

Restaurants

  • ‪Herbalife - ‬31 min drive
  • ‪KC's Recovery Room - ‬14 min drive
  • ‪Faith Hope & Charity Vineyards - ‬11 min drive

Frequently asked questions

Is The Homestead a charming & historical 1-Bed/1-Bath-Trail Rides, Fishing, & Hikes pet-friendly?

Yes, this property allows pets (limit 1 total).

How much does it cost to stay at The Homestead a charming & historical 1-Bed/1-Bath-Trail Rides, Fishing, & Hikes?

As of 13 April 2026, prices found for a 1-night stay for 2 adults at The Homestead a charming & historical 1-Bed/1-Bath-Trail Rides, Fishing, & Hikes on 14 April 2026 start from NZ$255, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Where is The Homestead a charming & historical 1-Bed/1-Bath-Trail Rides, Fishing, & Hikes located?

Situated in Sisters, this holiday home is 3.8 mi (6.1 km) from Faith, Hope & Charity Vineyards and within 12 miles (20 km) of Deschutes River and Aspen Lakes Golf Course. Cline Falls State Park and Crescent Moon Ranch are also within 16 miles (25 km).

About the host

Hosted by Jenna Hallman

Host profile image
My husband and I manage this 500 acre Dude Ranch & Wedding Venue, and we absolutely love to share the magic of this place to our guests. We would love to take you for a trail ride, let you play with our goats, or just show you where to hit the trails and go explore the history of this 130 - year old working cattle ranch.

Why they chose this property

We are 20 minutes from Redmond, 25 minutes from Sisters, and about 45 minutes from Bend Oregon.

What makes this property unique

It's a quick drive to the mountains to ski during the winter time, and even shorter drive to get to some pretty amazing lakes during the summer time. Our property is unique because we also offer horse boarding, trail rides, and catch and release fishing!

Languages:

English
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