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Middlebrook Holiday Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Middlebrook holiday rentals

Street view

1. Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (250 reviews)
"Stay here 2 times a year, and doesn’t disappoint."
United States
Kate
The price is HK$894
HK$995 total
includes taxes & fees
19 Aug - 20 Aug
Valley Extended Suites
Terrace/patio

2. Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
10.0 out of 10, Exceptional, (22 reviews)
"Very quiet and peaceful stay. "
United States
Timika
The price is HK$1,008
HK$1,603 total
includes taxes & fees
10 Sept - 11 Sept
Love Ridge Mountain Lodging
Property grounds

3. The Firefly Springhouse

The Firefly Springhouse
Staunton
9.8 out of 10, Exceptional, (70 reviews)
"Nice stay. Perfect for the solo traveler"
United States
David H
The price is HK$650
HK$898 total
includes taxes & fees
12 Aug - 13 Aug
The Firefly Springhouse
Private kitchen

4. Affordable Suites of America Waynesboro

Affordable Suites of America Waynesboro
2.5 star property
Waynesboro
9.2 out of 10, Wonderful, (67 reviews)
"Very good value, would definitely stay again"
United States
Frank
The price is HK$620
HK$690 total
includes taxes & fees
19 Aug - 20 Aug
Affordable Suites of America Waynesboro
Exterior

5. 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 HK$808
HK$1,493 total
includes taxes & fees
9 Sept - 10 Sept
Magnolia Suite
Exterior

6. Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
Montebello
10.0 out of 10, Exceptional, (68 reviews)
"We had a great stay at the Cabin! Everything met our expectations and more we will definitely be coming back!"
United States
Jake
The price is HK$1,024
HK$1,670 total
includes taxes & fees
12 Aug - 13 Aug
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
Exterior detail

7. Bee Mountain Cabin fireplace, kitchen, jacuzzi

Bee Mountain Cabin fireplace, kitchen, jacuzzi
Lyndhurst
10.0 out of 10, Exceptional, (13 reviews)
"This was the perfect cabin for a weekend away with the kids. Had just enough to be cozy with close proximity to the AT. We also enjoyed the frisbee golf!"
United States
Laura H.
The price is HK$1,530
HK$1,894 total
includes taxes & fees
12 Aug - 13 Aug
Bee Mountain Cabin fireplace, kitchen, jacuzzi
Exterior

8. Whimsical Creekside Cabin

Whimsical Creekside Cabin
Vesuvius
10.0 out of 10, Exceptional, (62 reviews)
"We were only at the cabin for a short time but it was wonderful! Such a cozy and inviting place tucked away in nature. We would absolutely visit again "
United States
Anna H.
The price is HK$981
HK$2,108 total
includes taxes & fees
16 Aug - 17 Aug
Whimsical Creekside Cabin
Interior

9. 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, (54 reviews)
"We had the best stay here! Thanks for sharing your lovely home with us! Had all the comforts of home. "
United States
Jennifer J.
The price is HK$1,412
HK$2,555 total
includes taxes & fees
16 Aug - 17 Aug
Spy Run Hideaway is a 1/2 mile from the Blue Ridge Parkway & pet friendly!
Exterior

10. Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek

Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek
Wintergreen Resort
10.0 out of 10, Exceptional, (121 reviews)
"Great location"
United States
Chrissy R.
The price is HK$953
HK$2,084 total
includes taxes & fees
12 Aug - 13 Aug
Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek
Exterior

11. New cabin 1 mile from Blue Ridge Parkway. Minutes from Appalachian Trail

New cabin 1 mile from Blue Ridge Parkway. Minutes from Appalachian Trail
Montebello
9.6 out of 10, Exceptional, (12 reviews)
"The property was very clean and located on scenic property. The owner provided many extra perks such as firewood, fire pit, grill, cooking materials, and several toiletries! Would definitely recommend this location to anyone!"
United States
Donna
The price is HK$1,024
HK$1,670 total
includes taxes & fees
12 Aug - 13 Aug
New cabin 1 mile from Blue Ridge Parkway. Minutes from Appalachian Trail
Exterior

12. 5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries

5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries
Montebello
10.0 out of 10, Exceptional, (29 reviews)
"The cabin was Excellent!The communication with the owner was greatWe will stay again "
United States
Patrick G.
The price is HK$1,024
HK$1,652 total
includes taxes & fees
13 Aug - 14 Aug
5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries
Exterior

13. New Blue RIdge Mountains Montebello, Virginia with stary stary skies

New Blue RIdge Mountains Montebello, Virginia with stary stary skies
Montebello
10.0 out of 10, Exceptional, (22 reviews)
"Place was great! Perfect getaway. "
United States
Bradley P.
The price is HK$1,024
HK$1,670 total
includes taxes & fees
12 Aug - 13 Aug
New Blue RIdge Mountains Montebello, Virginia with stary stary skies
Outdoor dining

14. Cozy Craftsman: Newly Renovated/Downtown Staunton

Cozy Craftsman: Newly Renovated/Downtown Staunton
Staunton
9.8 out of 10, Exceptional, (35 reviews)
"Liked the fresh cut Lilac bouquet, size of kitchen, and TOTO washlet in bathroom."
United States
Billie
The price is HK$1,090
HK$2,741 total
includes taxes & fees
9 Sept - 10 Sept
Cozy Craftsman: Newly Renovated/Downtown Staunton
Lounge

15. The Storefront

The Storefront
3.5 star property
Staunton
8.8 out of 10, Excellent, (59 reviews)
"Great location, fun place to stay!"
United States
Carol
The price is HK$1,052
HK$1,649 total
includes taxes & fees
12 Aug - 13 Aug
The Storefront
Beach towels

16. House / hot tub/pet friendly

House / hot tub/pet friendly
Tyro
9.8 out of 10, Exceptional, (74 reviews)
"Very easy check in. We really enjoyed our stay!!"
United States
Mike B.
The price is HK$1,530
HK$2,608 total
includes taxes & fees
9 Sept - 10 Sept
House / hot tub/pet friendly
Property grounds

17. New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Roseland
9.6 out of 10, Exceptional, (158 reviews)
"We had a calm and relaxing mountain get a way. The property was charming and perfect for us, clean and organized. The location was great. We loved to go for walks nearby and visit the gnomes and fairies in the trees. We would love to make it an annual trip and would definitely stay here again."
United States
Michelle
The price is HK$863
HK$1,956 total
includes taxes & fees
7 Sept - 8 Sept
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Coffee/tea maker, fridge, microwave, oven

18. Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!

Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!
Wintergreen Resort
10.0 out of 10, Exceptional, (42 reviews)
"This condo is the perfect location for a weekend ski getaway! We will definitely be staying here again!"
United States
Jennifer H.
The price is HK$812
HK$2,454 total
includes taxes & fees
12 Aug - 13 Aug
Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!
Property grounds

19. Endless Mountain Top Views from All The Way Up!

Endless Mountain Top Views from All The Way Up!
Wintergreen Resort
10.0 out of 10, Exceptional, (117 reviews)
"Gorgeous views! We spent most of our time out and about, but enjoyed our stay!"
United States
Jennifer P.
The price is HK$991
HK$2,382 total
includes taxes & fees
23 Aug - 24 Aug
Endless Mountain Top Views from All The Way Up!
Outdoor dining

20. Escape to the Blue Ridge Mountains at Wine-tergreen!

Escape to the Blue Ridge Mountains at Wine-tergreen!
Wintergreen Resort
9.8 out of 10, Exceptional, (128 reviews)
"Close to Ski lifts and great for a weekend stay!"
United States
Jennifer D.
The price is HK$911
HK$2,027 total
includes taxes & fees
16 Aug - 17 Aug
Escape to the Blue Ridge Mountains at Wine-tergreen!
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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Top Middlebrook Hotel Reviews

Hotel 24 South

Hotel 24 South

10/10 Excellent
"the room was very clean and ideally located to the lovely town of Staunton"
Teresa 2-night trip
Posted 2 hours ago
Hotel 24 South

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 are some of the best holiday rentals that Middlebrook has to offer?

Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI: This holiday home rental outside of Middlebrook is located in the mountains, and has a fireplace, a garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of an arcade/games room in this rental home to help you unwind.

What can I see and do in Middlebrook?

While exploring the area, visit family-friendly sights like Beverley Cigar Store, 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.