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Middlebrook Vacation Rentals

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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sep - 13 Sep
In four months
9 Oct - 11 Oct

Our top choices for Middlebrook vacation rentals

Standard Suite, 1 Queen Bed | Private kitchen | Full-size fridge, microwave, oven, stovetop

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 AED 290
AED 323 total
includes taxes & fees
23 Jun - 24 Jun
Affordable Suites of America Waynesboro
Ravens Roost, 3 Bedrooms, Hot Tub, Mountain View | Terrace/patio

Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
10.0 out of 10, Exceptional, (18 reviews)
"Very quiet and peaceful stay. "
United States
Timika
The price is AED 487
AED 767 total
includes taxes & fees
23 Jun - 24 Jun
Love Ridge Mountain Lodging
Exterior

Magical Log Cabin, streams in private yard, 4 bedrooms, pet friendly, WiFi

Magical Log Cabin, streams in private yard, 4 bedrooms, pet friendly, WiFi
Verona
10.0 out of 10, Exceptional, (74 reviews)
"Such a great environment for the whole family, kids, and pets!! "
United States
Carson P.
The price is AED 441
AED 777 total
includes taxes & fees
23 Jun - 24 Jun
Magical Log Cabin, streams in private yard, 4 bedrooms, pet friendly, WiFi
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, (32 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 AED 367
AED 699 total
includes taxes & fees
7 Jul - 8 Jul
The Woodland Cottage charming 2 bedoom one bath with deck on back, covered front
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 AED 477
AED 722 total
includes taxes & fees
24 Jun - 25 Jun
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
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 AED 479
AED 782 total
includes taxes & fees
23 Jun - 24 Jun
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
Shower, hair dryer, towels, soap

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 AED 304
AED 420 total
includes taxes & fees
29 Jun - 30 Jun
The Firefly Springhouse
Fireplace

Where the Trail Ends

Where the Trail Ends
Wintergreen Resort
10.0 out of 10, Exceptional, (54 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 AED 261
AED 746 total
includes taxes & fees
24 Jun - 25 Jun
Where the Trail Ends
Exterior

Whimsical Creekside Cabin

Whimsical Creekside Cabin
Vesuvius
10.0 out of 10, Exceptional, (59 reviews)
"The place & everything was great!"
United States
Major G.
The price is AED 404
AED 847 total
includes taxes & fees
15 Jul - 16 Jul
Whimsical Creekside Cabin
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 AED 479
AED 773 total
includes taxes & fees
23 Jun - 24 Jun
New cabin 1 mile from Blue Ridge Parkway. Minutes from Appalachian Trail
1 bedroom, desk, internet, bed sheets

Panoramic Peak: Wintergreen Condo with Views

Panoramic Peak: Wintergreen Condo with Views
Wintergreen Resort
9.6 out of 10, Exceptional, (45 reviews)
"The location was great and the sunrise views were amazing!"
United States
Jennifer B.
The price is AED 511
AED 1,068 total
includes taxes & fees
23 Jun - 24 Jun
Panoramic Peak: Wintergreen Condo with Views
Property grounds

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, (108 reviews)
"Nice place!"
United States
Gregory G.
The price is AED 318
AED 918 total
includes taxes & fees
25 Jun - 26 Jun
Endless Mountain Top Views from All The Way Up!

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, (324 reviews)
"We enjoyed our time at the stay. "
United States
michael b.
The price is AED 344
AED 889 total
includes taxes & fees
25 Jun - 26 Jun
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
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, (155 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 AED 404
AED 912 total
includes taxes & fees
23 Jun - 24 Jun
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
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 AED 360
AED 830 total
includes taxes & fees
23 Jun - 24 Jun
Blair's Vintage Apartment Nestled in Wine Country
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 AED 479
AED 782 total
includes taxes & fees
23 Jun - 24 Jun
New Blue RIdge Mountains Montebello, Virginia with stary stary skies
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 AED 479
AED 773 total
includes taxes & fees
23 Jun - 24 Jun
5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries
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, (56 reviews)
"Perfect for what we needed. "
United States
Matt & Jean
The price is AED 477
AED 818 total
includes taxes & fees
9 Jul - 10 Jul
NEW! Cheerful 2 bd bungalow with hot tub. Must see!
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 AED 380
AED 1,132 total
includes taxes & fees
23 Jun - 24 Jun
Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!
Property grounds

Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI

Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI
Buena Vista
9.0 out of 10, Wonderful, (39 reviews)
"Great stay. Nice property in a very quiet neighborhood. "
United States
Kurtis W.
The price is AED 294
AED 750 total
includes taxes & fees
24 Jun - 25 Jun
Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI
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

Howard Johnson by Wyndham Lexington

Howard Johnson by Wyndham Lexington

10/10 Excellent
"Nice location and good breakast"
Richard 1-night trip
Posted less than an hour ago
Howard Johnson by Wyndham Lexington

Frequently asked questions

Can I find vacation rentals in Middlebrook?

Yes, we offer vacation rentals near top attractions in Middlebrook, or you can select a more secluded option if you'd like a relaxing place to stay. Middlebrook is known for its parks.

What are some of the best vacation rentals in Middlebrook?

Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI: This vacation 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 you can cook with friends or family. Make the most of the arcade game 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 larger area, you’ll find Staunton Railroad Station and Frontier Culture Museum.

What are vacation rentals like in Middlebrook?

Vacation rentals are private accommodations you can reserve for a couple days or more in Middlebrook. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for a family trip.