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

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

Terrace/patio
Private kitchen
Exterior
Room
Interior

Reviews

10 out of 10
Exceptional
1 bedroom1 bathroomSleeps 4

Popular amenities

  • Air-conditioning
  • Kitchen
  • Pet-friendly
  • Internet
  • Bathtub
  • Non-smoking

Explore the area

View map
Sisters, OR
  • Place, Deschutes River
    ‪14 min drive‬
  • Place, Faith, Hope & Charity Vineyards
    ‪14 min drive‬
  • Place, Aspen Lakes Golf Course
    ‪23 min drive‬
  • Airport, Redmond, OR (RDM-Robert's Field)
    ‪37 min drive‬

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

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
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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

Property # 4223049vb
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 Sisters Community Labyrinth are also worth visiting.
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Map
Sisters, OR

What's nearby

  • Deschutes River - 14 min drive - 11.9 km
  • Faith, Hope & Charity Vineyards - 14 min drive - 9.1 km
  • Aspen Lakes Golf Course - 23 min drive - 22.8 km
  • Smith Rock State Park - 29 min drive - 28.2 km
  • Eagle Crest Golf Courses - 33 min drive - 39.2 km

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).

What time is check-in at The Homestead a charming & historical 1-Bed/1-Bath-Trail Rides, Fishing, & Hikes?

Check-in begins at 4:00 PM.

What time is check-out at The Homestead a charming & historical 1-Bed/1-Bath-Trail Rides, Fishing, & Hikes?

Checkout is at 11:00 AM.

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).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

10/10

Cleanliness

6.0/10

Check-in

8.0/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, communication, location, listing accuracy
The quiet experience over 4th of July is what we wanted and got in spades! Golden silence serenaded only by birds. Sunrise on porch rocking chairs with morning coffee was a highlight. Setting up Adirondack chairs in the lawn under the trees reading, playing ukulele, and watching Mariners games on the iPad was soul filling. I desperately needed this two full days and will absolutely be back.
Stayed 3 nights in Jul 2026

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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