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Middlebrook Holiday Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Middlebrook holiday rentals

Private kitchen

Affordable Suites of America Waynesboro

Affordable Suites of America Waynesboro
2.5 star property
Waynesboro
9.4 out of 10, Exceptional, (63 reviews)
"Very good value, would definitely stay again"
United States
Frank
The price is HK$619
HK$689 total
includes taxes & fees
6 Jul - 7 Jul
Affordable Suites of America Waynesboro
Smart TV

The Woodland Cottage charming 2 bedoom one bath with deck on back, covered front

The Woodland Cottage charming 2 bedoom one bath with deck on back, covered front
Buena Vista
9.8 out of 10, Exceptional, (33 reviews)
"We had a great stay at this property. It was very clean and had everything we needed for a pleasant experience. It’s a short walk away from a large field which was great when walking our dog."
United States
Alex S.
The price is HK$784
HK$1,492 total
includes taxes & fees
13 Jul - 14 Jul
The Woodland Cottage charming 2 bedoom one bath with deck on back, covered front
Property grounds

The Firefly Springhouse

The Firefly Springhouse
Staunton
9.8 out of 10, Exceptional, (66 reviews)
"Such a great little place! Quick drive to town, but far enough for a quiet night. Room had everything we needed (and then some) for a short stay, and all the animals were the sweetest added bonus. Would absolutely stay here again if we’re ever back in the area."
United States
Rebekah
The price is HK$649
HK$897 total
includes taxes & fees
29 Jun - 30 Jun
The Firefly Springhouse
Terrace/patio

Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
10.0 out of 10, Exceptional, (19 reviews)
"Very quiet and peaceful stay. "
United States
Timika
The price is HK$1,137
HK$1,747 total
includes taxes & fees
28 Jul - 29 Jul
Love Ridge Mountain Lodging
Smart TV, DVD player, books, music library

Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Roseland
10.0 out of 10, Exceptional, (106 reviews)
"This place is such a gem. Stunning property, clean, and comfortable. You can tell the hosts take a lot of pride in this place. Loved it. "
United States
Warren
The price is HK$1,019
HK$1,541 total
includes taxes & fees
30 Jun - 1 Jul
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Outdoor spa tub

NEW! Cheerful 2 bd bungalow with hot tub. Must see!

NEW! Cheerful 2 bd bungalow with hot tub. Must see!
Waynesboro
9.8 out of 10, Exceptional, (57 reviews)
"Perfect for what we needed. "
United States
Matt & Jean
The price is HK$917
HK$1,623 total
includes taxes & fees
1 Jul - 2 Jul
NEW! Cheerful 2 bd bungalow with hot tub. Must see!
Fireplace

Where the Trail Ends

Where the Trail Ends
Wintergreen Resort
10.0 out of 10, Exceptional, (55 reviews)
"Very good host, good with communication! Nice clean place to stay and close to a lot of the places we were wanting to go!"
United States
Meredith T.
The price is HK$640
HK$1,732 total
includes taxes & fees
1 Jul - 2 Jul
Where the Trail Ends

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Roseland
9.0 out of 10, Wonderful, (325 reviews)
"We enjoyed our time at the stay. "
United States
michael b.
The price is HK$996
HK$2,237 total
includes taxes & fees
13 Jul - 14 Jul
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Exterior

Whimsical Creekside Cabin

Whimsical Creekside Cabin
Vesuvius
10.0 out of 10, Exceptional, (59 reviews)
The price is HK$972
HK$1,980 total
includes taxes & fees
15 Jul - 16 Jul
Whimsical Creekside Cabin
Property grounds

Remote Equipped Bell Tent Surrounded by Nature with Great Hiking Trails in Virginia

Remote Equipped Bell Tent Surrounded by Nature with Great Hiking Trails in Virginia
Mount Solon
The price is HK$718
HK$892 total
includes taxes & fees
29 Jun - 30 Jun
Remote Equipped Bell Tent Surrounded by Nature with Great Hiking Trails in Virginia
Exterior detail

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, (21 reviews)
"Great host and beautifully decorated property."
United States
Elisa G.
The price is HK$882
HK$1,470 total
includes taxes & fees
7 Jul - 8 Jul
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
Exterior

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, (63 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$1,137
HK$1,814 total
includes taxes & fees
12 Jul - 13 Jul
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
Exterior

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$1,023
HK$1,660 total
includes taxes & fees
28 Jun - 29 Jun
New cabin 1 mile from Blue Ridge Parkway. Minutes from Appalachian Trail
Terrace/patio

Blair's Vintage Apartment Nestled in Wine Country

Blair's Vintage Apartment Nestled in Wine Country
Waynesboro
10.0 out of 10, Exceptional, (24 reviews)
"Had a fantastic time staying here. Apartment was super cozy and close to Shenandoah National Park. Deborah was a great hostess. "
United States
Matthew H.
The price is HK$768
HK$1,780 total
includes taxes & fees
5 Jul - 6 Jul
Blair's Vintage Apartment Nestled in Wine Country
Property grounds

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, (156 reviews)
"Lisa we are happy for staying at your places it awesome and we had great time, thank you let us use your home"
United States
Issac S.
The price is HK$862
HK$1,937 total
includes taxes & fees
12 Jul - 13 Jul
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Interior

Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Roseland
9.8 out of 10, Exceptional, (31 reviews)
"Everything was perfect! "
United States
Danielle B.
The price is HK$776
HK$1,743 total
includes taxes & fees
28 Jun - 29 Jun
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Exterior

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, (22 reviews)
"The cabin was Excellent!The communication with the owner was greatWe will stay again "
United States
Patrick G.
The price is HK$1,137
HK$1,814 total
includes taxes & fees
9 Jul - 10 Jul
5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries
Fridge, microwave, oven, stovetop

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, (39 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$2,426 total
includes taxes & fees
29 Jun - 30 Jun
Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!
Exterior

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, (20 reviews)
"Beautiful cabin in a lovely setting. Already planning another visit during warmer weather so we can take advantage of all the nearby outdoor activities."
United States
Michael C.
The price is HK$1,023
HK$1,633 total
includes taxes & fees
29 Jun - 30 Jun
New Blue RIdge Mountains Montebello, Virginia with stary stary skies
Outdoor dining

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$910
HK$2,026 total
includes taxes & fees
28 Jun - 29 Jun
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

Sleep Inn Staunton

Sleep Inn Staunton

10/10 Excellent
"Clean rooms and good breakfast options"
Nancy 1-night trip
Posted 6 hours ago
Sleep Inn Staunton

Find out more about Middlebrook

Search for holiday rentals in Middlebrook on Expedia! You can easily find your home rentals, villas, holiday apartments in Middlebrook using one of the methods below:

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Look no further and take a look at our great range of rental properties in Middlebrook!

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. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. 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 Gypsy Hill Park. 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.