Photo by Brittany Davidson

Middlebrook Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Middlebrook vacation homes

1. The Firefly Springhouse

The Firefly Springhouse
Staunton
9.8 out of 10, Exceptional, (76 reviews)
"Nice stay. Perfect for the solo traveler"
United States
David H
The price is CA $117
CA $149 total
includes taxes & fees
Nov 9 - Nov 10
The Firefly Springhouse

2. Millhouse

Millhouse
2.0 star property
Staunton
10.0 out of 10, Exceptional, (1 review)
"This was a very clean place. Easy to find and the pool was excellent. This was a spur of the moment stay for us and couldn’t have been happier. Neighborhood appeared to be nice as well. Would definitely stay again if we were in the area."
United States
Emily
The price is CA $174
CA $407 total
includes taxes & fees
Nov 17 - Nov 18
Millhouse

3. Staunton Stay, Historic Charm & Modern Comfort

Staunton Stay, Historic Charm & Modern Comfort
Staunton
8.0 out of 10, Very good, (1 review)
"We were a bit concerned as this was a new property with no reviews. The host was great. Very responsive and shared lots of suggestions for things to do and places to eat. The property was extremely clean, and a very short drive to town as well as to grocery stores, Walmart, etc. It is in a quiet area, and we felt perfectly safe. The view of location is subjective. If you are looking for manicured lawns and granite countertops, this isn’t it. I’d call it an 80s home in an area that is common for...
United States
Lisa J.
The price is CA $242
CA $662 total
includes taxes & fees
Nov 30 - Dec 1
Staunton Stay, Historic Charm & Modern Comfort

4. Enjoy Staunton in the Heart of Shenandoah Valley

Enjoy Staunton in the Heart of Shenandoah Valley
Staunton
The price is CA $209
CA $612 total
includes taxes & fees
Nov 9 - Nov 10
Enjoy Staunton in the Heart of Shenandoah Valley

5. Millhouse: Private Pool Dog Friendly Fenced Yard

Millhouse: Private Pool Dog Friendly Fenced Yard
Staunton
10.0 out of 10, Exceptional, (7 reviews)
"We enjoyed the home, the children loved the pool, there was a nice shade for us while we were watching our children in the pool. And a nice place to grill and a little fire pit. We chose not to use the fire pit or grill, but it was there. The beds were very comfortable and clean. Checkin and checkout was a breeze. Great communication."
United States
Tiffany K.
The price is CA $176
CA $426 total
includes taxes & fees
Nov 16 - Nov 17
Millhouse: Private Pool Dog Friendly Fenced Yard

6. Little Yellow House: Walk to Downtown Staunton

Little Yellow House: Walk to Downtown Staunton
Staunton
10.0 out of 10, Exceptional, (12 reviews)
"Comfortable bed, great location, well equipped kitchen. The only thing that wasn’t great were the bathroom towels. They were super thin and not very absorbent, they were pretty but really didn’t work great"
United States
Cristen
The price is CA $176
CA $409 total
includes taxes & fees
Nov 16 - Nov 17
Little Yellow House: Walk to Downtown Staunton

7. Cozy Craftsman: Newly Renovated/Downtown Staunton

Cozy Craftsman: Newly Renovated/Downtown Staunton
Staunton
9.8 out of 10, Exceptional, (39 reviews)
"Comfortable with great location"
United States
Gregory
The price is CA $232
CA $491 total
includes taxes & fees
Nov 16 - Nov 17
Cozy Craftsman: Newly Renovated/Downtown Staunton

8. The Mariposa: Walk Downtown + Free Parking

The Mariposa: Walk Downtown + Free Parking
Staunton
The price is CA $182
CA $426 total
includes taxes & fees
Nov 17 - Nov 18
The Mariposa: Walk Downtown + Free Parking

9. Hunker Down: Fenced in Yard, Pet Friendly!

Hunker Down: Fenced in Yard, Pet Friendly!
Staunton
8.8 out of 10, Excellent, (19 reviews)
"Really loved how everything was in easy walking distance."
United States
Paula G.
The price is CA $192
CA $361 total
includes taxes & fees
Dec 3 - Dec 4
Hunker Down: Fenced in Yard, Pet Friendly!

10. Green on New - Central Location and Staunton Charm

Green on New - Central Location and Staunton Charm
Staunton
9.8 out of 10, Exceptional, (21 reviews)
"The place was perfectly located, had everything we needed, extremely clean, maintained and down right adorable!"
United States
Tracy M.
The price is CA $182
CA $377 total
includes taxes & fees
Nov 16 - Nov 17
Green on New - Central Location and Staunton Charm

11. The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
Waynesboro
10.0 out of 10, Exceptional, (25 reviews)
"Great host and beautifully decorated property."
United States
Elisa G.
The price is CA $159
CA $252 total
includes taxes & fees
Nov 9 - Nov 10
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

12. Oma's Garden Oasis

Oma's Garden Oasis
2.0 star property
Staunton
The price is CA $140
CA $283 total
includes taxes & fees
Nov 16 - Nov 17
Oma's Garden Oasis

13. The Vineyard House at 12 Ridges Vineyard, breathtaking views

The Vineyard House at 12 Ridges Vineyard, breathtaking views
Raphine
The price is CA $330
CA $925 total
includes taxes & fees
Nov 8 - Nov 9
The Vineyard House at 12 Ridges Vineyard, breathtaking views

14. Spy Run Hideaway is a 1/2 mile from the Blue Ridge Parkway & pet friendly!

Spy Run Hideaway is a 1/2 mile from the Blue Ridge Parkway & pet friendly!
Vesuvius
9.6 out of 10, Exceptional, (63 reviews)
"Great place to stay. Wish we had more time to enjoy it. Beautiful area and super clean home with everything you could need available!"
United States
Annalee W.
The price is CA $240
CA $419 total
includes taxes & fees
Nov 8 - Nov 9
Spy Run Hideaway is a 1/2 mile from the Blue Ridge Parkway & pet friendly!

15. Peaceful Escape Near VMI, WLU & VA Horse Center

Peaceful Escape Near VMI, WLU & VA Horse Center
Fairfield
10.0 out of 10, Exceptional, (5 reviews)
"Very pretty rental in countryside, was 20 min to Washington and Lee where our twins were touring, every much enjoyed the house! "
United States
Christa M.
The price is CA $284
CA $777 total
includes taxes & fees
Nov 9 - Nov 10
Peaceful Escape Near VMI, WLU & VA Horse Center

16. Blue Ridge Home in Quiet Neighborhood Minutes to SVU, W&L, & VMI

Blue Ridge Home in Quiet Neighborhood Minutes to SVU, W&L, & VMI
Buena Vista
8.8 out of 10, Excellent, (54 reviews)
"This was the perfect spot for our family. We really enjoyed the home theater!"
United States
Sara S.
The price is CA $123
CA $274 total
includes taxes & fees
Nov 8 - Nov 9
Blue Ridge Home in Quiet Neighborhood Minutes to SVU, W&L, & VMI

17. Oma's Garden Oasis: Spacious, Walk to Park

Oma's Garden Oasis: Spacious, Walk to Park
Staunton
9.8 out of 10, Exceptional, (33 reviews)
"Perfect location, comfortable bedding, and beautiful home! We absolutely loved our stay. We picked the perfect weekend to visit and enjoyed leaf pepping, downtown coffee shops, and Romeo and Juliet! "
United States
Crystal B.
The price is CA $219
CA $611 total
includes taxes & fees
Nov 8 - Nov 9
Oma's Garden Oasis: Spacious, Walk to Park

18. Cardinal Suite, King Bed in Blue Ridge Barn

Cardinal Suite, King Bed in Blue Ridge Barn
Lexington
The price is CA $240
CA $328 total
includes taxes & fees
Nov 21 - Nov 22
Cardinal Suite, King Bed in Blue Ridge Barn

19. The Woodward: Walk Downtown, Staunton Mural

The Woodward: Walk Downtown, Staunton Mural
Staunton
10.0 out of 10, Exceptional, (28 reviews)
"We loved our stay!"
United States
Gray J.
The price is CA $254
CA $582 total
includes taxes & fees
Dec 8 - Dec 9
The Woodward: Walk Downtown, Staunton Mural

20. Stuart Cottage: Walk to downtown + Sleeps 8

Stuart Cottage: Walk to downtown + Sleeps 8
Staunton
10.0 out of 10, Exceptional, (28 reviews)
"House was immaculate and had everything you needed for our stay."
United States
MICHAEL
The price is CA $283
CA $655 total
includes taxes & fees
Dec 8 - Dec 9
Stuart Cottage: Walk to downtown + Sleeps 8
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Middlebrook

Nestled in Virginia's scenic countryside, this charming village offers easy access to the fascinating Frontier Culture Museum and captivating performances at the American Shakespeare Centre. History buffs can explore The Woodrow Wilson Presidential Library nearby, while outdoor enthusiasts will appreciate the natural splendour of George Washington National Forest and Sherando Lake Recreation Area.

A snow-covered road winding through a forest with bare trees.
Photo by Brittany Davidson
Open Photo by Brittany Davidson

Explore a world of travel with Expedia