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Middlebrook Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Middlebrook holiday rentals

A two-story brick building with a white porch and a number '329' sign.

1. Magnolia Suite

Magnolia Suite
2.0 star property
Staunton
10.0 out of 10, Exceptional, (1 review)
"Great location in small town with some restaurants and shops. The room was spacious and light with high quality interior and design - very nice!!"
Norway
Christian
The price is RM497
RM900 total
includes taxes & fees
23 Nov - 24 Nov
Magnolia Suite
Street view

2. Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (283 reviews)
"Clean room convenient parking, good kitchen, friendly staff."
United States
Jamie
The price is RM465
RM518 total
includes taxes & fees
18 Nov - 19 Nov
Valley Extended Suites
A two-story house with a deck, large windows, and a garage.

3. Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
9.6 out of 10, Exceptional, (30 reviews)
"This place was excellent. Very clean and quiet. Sherando lake was only 4 miles away with great hiking trails. The beds were very comfortable. Would definitely stay at this place again."
United States
Josh
The price is RM468
RM771 total
includes taxes & fees
14 Dec - 15 Dec
Love Ridge Mountain Lodging
A kitchen with green cabinets, a built-in microwave, a coffee maker, and a stove.

4. Enjoy Staunton in the Heart of Shenandoah Valley

Enjoy Staunton in the Heart of Shenandoah Valley
3.0 star property
Staunton
The price is RM842
RM1,951 total
includes taxes & fees
10 Dec - 11 Dec
Enjoy Staunton in the Heart of Shenandoah Valley
A modern kitchen with wooden accents, stainless steel appliances, and a granite countertop.

5. Autumn Ridge Cottages

Autumn Ridge Cottages
2.5 star property
Lexington
9.6 out of 10, Exceptional, (183 reviews)
"Great little cabin with beautiful countryside and only a short distance from Lexington and VMI! Easy check-in. Great space indoors and out. Kitchen was nice and had all the amenities we needed."
United States
Naomi
The price is RM1,122
RM1,764 total
includes taxes & fees
15 Dec - 16 Dec
Autumn Ridge Cottages
A covered porch with a wooden railing, a stone bench, and two chairs with cushions.

6. The Serendipity Suite

The Serendipity Suite
2.0 star property
Staunton
10.0 out of 10, Exceptional, (9 reviews)
"Electric charger and air-conditioning were key this weekend. Great location with easy walk to restaurants, entertainment and shops."
United States
Jennifer
The price is RM430
RM802 total
includes taxes & fees
16 Nov - 17 Nov
The Serendipity Suite
A kitchen with wooden cabinets, a stainless steel refrigerator, a large island with bar stools, and pendant lighting.

7. Mountaintop Wintergreen Resort Home w/ Deck, Views

Mountaintop Wintergreen Resort Home w/ Deck, Views
3.0 star property
Nellysford
10.0 out of 10, Exceptional, (1 review)
The price is RM866
RM2,068 total
includes taxes & fees
23 Nov - 24 Nov
Mountaintop Wintergreen Resort Home w/ Deck, Views
A modern living space with a kitchen area, a bar counter, and a seating area with a sofa and a chair.

8. The Storefront

The Storefront
3.5 star property
Staunton
9.2 out of 10, Wonderful, (59 reviews)
"Great location, fun place to stay!"
United States
Carol
The price is RM548
RM888 total
includes taxes & fees
16 Nov - 17 Nov
The Storefront
A bedroom with a four-poster bed, a desk, a chair, and a television.

9. Daydream & Draft

Daydream & Draft
2.0 star property
Staunton
10.0 out of 10, Exceptional, (2 reviews)
"Lovely apartment with great amenities in a perfect location in historic downtown. Check in and out could not have been any easier. The bedrooom is at the back of the property, so it was very quiet. I would definitely stay here again!"
United States
Leslie
The price is RM405
RM774 total
includes taxes & fees
14 Dec - 15 Dec
Daydream & Draft
A concrete patio with a wooden bench and a table, surrounded by greenery.

10. Staunton Underground

Staunton Underground
2.0 star property
Staunton
10.0 out of 10, Exceptional, (2 reviews)
"Enjoyed the apartment (felt at home) and enjoyed our first visit to Stauton Virginia. Passing through with our two dogs and needed a place to stay that we felt comfortable. Apartment was perfect location to walk around and look at all of the history this city has. Already planning on coming back!"
United States
Heather
The price is RM430
RM940 total
includes taxes & fees
15 Nov - 16 Nov
Staunton Underground
A living room with a sofa, a blue armchair, a coffee table, a lamp, a floor lamp, and a potted plant.

11. 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 RM508
RM1,187 total
includes taxes & fees
15 Nov - 16 Nov
Millhouse
Exterior

12. The Urban Cowboy

The Urban Cowboy
2.0 star property
Staunton
8.8 out of 10, Excellent, (8 reviews)
"Great place to stay very organized and has everything you need super clean !"
United States
Philip
The Urban Cowboy
Lobby

13. The Bohemian Suite

The Bohemian Suite
2.0 star property
Staunton
9.8 out of 10, Exceptional, (7 reviews)
"It was really nice. A bit pricey. "
United States
Bonny
The price is RM430
RM802 total
includes taxes & fees
17 Nov - 18 Nov
The Bohemian Suite
A wooden deck with a staircase leading to a covered area, a small outdoor seating area with chairs, and a view of a house in the background.

14. The Hunker Down

The Hunker Down
2.0 star property
Staunton
10.0 out of 10, Exceptional, (1 review)
"This is an excellent property. It was very clean, spacious, modern, and incredibly well appointed. We lacked for nothing. The yard was cute, the property was within walking distance of just about everything, and the little patio with the chairs and tables to sit at and enjoy the weather were an added bonus. I wish every place I travel to had a place like this. It was absolutely delightful."
United States
Judith
The price is RM555
RM988 total
includes taxes & fees
30 Nov - 1 Dec
The Hunker Down
A row of multi-story buildings with commercial storefronts, including a visible sign for a restaurant.

15. The Social Loft

The Social Loft
2.0 star property
Staunton
10.0 out of 10, Exceptional, (1 review)
The price is RM556
RM1,035 total
includes taxes & fees
15 Nov - 16 Nov
The Social Loft
A modern bathroom with a white vanity, a large mirror, and a glass-enclosed walk-in closet with red lighting.

16. North Central Loft

North Central Loft
2.0 star property
Staunton
10.0 out of 10, Exceptional, (6 reviews)
"Super clean, fun space. Would highly recommend for a stay in the area."
United States
Michael
The price is RM943
RM1,857 total
includes taxes & fees
15 Nov - 16 Nov
North Central Loft
Room

17. Green on New

Green on New
2.0 star property
Staunton
10.0 out of 10, Exceptional, (1 review)
"We have stayed in many houses and condos, but this is by far the nicest one ever. This is actually a historic cottage in the historical district. The exterior is gorgeous. You have a swing on the front porch and a nice table and chairs in back. The backyard is so pretty. The owners have made so many special touches to ensure your stay is special. From beauty aids in the bathroom to waffle towels that dry you off in no time. Both bedrooms are nice size and have plenty of lights and plug...
United States
Kathy
The price is RM527
RM1,048 total
includes taxes & fees
16 Nov - 17 Nov
Green on New
A backyard with a fire pit, outdoor furniture, and string lights.

18. Hilltop Hideaway

Hilltop Hideaway
2.0 star property
Staunton
Hilltop Hideaway
A kitchen with exposed brick walls, wooden beams, and a black countertop.

19. The Hideaway Suite

The Hideaway Suite
2.0 star property
Staunton
The Hideaway Suite
A modern kitchen with white cabinets, a stainless steel refrigerator, a wooden dining table, and a hanging light fixture.

20. Stuart Cottage

Stuart Cottage
2.0 star property
Staunton
The price is RM817
RM1,831 total
includes taxes & fees
15 Nov - 16 Nov
Stuart Cottage
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.
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Find out more about Middlebrook

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Frequently Asked Questions

Can I find holiday rentals in Middlebrook?

Yes, there are holiday rentals close to the most popular sights in Middlebrook, or you can select a more secluded option if you're looking for a relaxing stay. Middlebrook is known for its parks.

What can I see and do in Middlebrook?

While exploring the area, visit family-friendly sights like Sunspots Studios Glassblowing, or get outside and enjoy nature at George Washington National Forest. In the wider area, you’ll find Staunton Railroad Station and Frontier Culture Museum.

What are holiday rentals like in Middlebrook?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Middlebrook. Holiday rentals offer amenities such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for family trips.