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Middlebrook Vacation Rentals

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Middlebrook vacation rentals

Street view

Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (249 reviews)
"Stay here 2 times a year, and doesn’t disappoint."
United States
Kate
The price is ￥18,677
￥20,786 total
includes taxes & fees
Jul 28 - Jul 29
Valley Extended Suites
Standard Suite, 1 Queen Bed | Private kitchen | Coffee/tea maker, full-size fridge, microwave, oven

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 ￥12,943
￥14,406 total
includes taxes & fees
Aug 3 - Aug 4
Affordable Suites of America Waynesboro
Apartment, Private Bathroom (Magnolia Suite) | Exterior

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 ￥16,874
￥31,186 total
includes taxes & fees
Jul 28 - Jul 29
Magnolia Suite
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, (21 reviews)
"Very quiet and peaceful stay. "
United States
Timika
The price is ￥20,840
￥33,234 total
includes taxes & fees
Aug 26 - Aug 27
Love Ridge Mountain Lodging
Ridgeview Cottage | Private kitchen | Coffee/tea maker, fridge, microwave, oven

Autumn Ridge Cottages

Autumn Ridge Cottages
2.5 star property
Lexington
9.0 out of 10, Wonderful, (182 reviews)
"Ridge View cottage is very nice. Situated at the top of a hill, views are great and wildlife is everywhere!"
United States
Paul
The price is ￥45,053
￥70,836 total
includes taxes & fees
Jul 28 - Jul 29
Autumn Ridge Cottages
Luxury Room, Ensuite (The Storefront) | Lounge

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 ￥21,970
￥34,436 total
includes taxes & fees
Jul 29 - Jul 30
The Storefront
Apartment, Private Bathroom (The Hideaway Suite ) | Interior

The Hideaway Suite

The Hideaway Suite
2.0 star property
Staunton
The price is ￥27,851
￥45,872 total
includes taxes & fees
Jul 28 - Jul 29
The Hideaway Suite
Apartment, Private Bathroom (Laurelwood Hollow) | Exterior

Laurelwood Hollow

Laurelwood Hollow
2.0 star property
Nellysford
The price is ￥18,349
￥45,181 total
includes taxes & fees
Aug 3 - Aug 4
Laurelwood Hollow
Apartment, Private Bathroom (North Central Loft) | Bathroom

North Central Loft

North Central Loft
2.0 star property
Staunton
10.0 out of 10, Exceptional, (6 reviews)
"Clean, comfortable, fun, well appointed and thoughtful details. A great place. "
United States
Stacey
The price is ￥29,489
￥65,140 total
includes taxes & fees
Jul 28 - Jul 29
North Central Loft
House, Private Bathroom (The Mariposa) | Dining

The Mariposa

The Mariposa
2.0 star property
Staunton
The price is ￥17,857
￥42,938 total
includes taxes & fees
Aug 24 - Aug 25
The Mariposa
Apartment, Private Bathroom (The Serendipity Suite) | Balcony view

The Serendipity Suite

The Serendipity Suite
2.0 star property
Staunton
10.0 out of 10, Exceptional, (8 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 ￥14,581
￥29,175 total
includes taxes & fees
Aug 4 - Aug 5
The Serendipity Suite
Cabin, Private Bathroom (Bear Tracks Cottage) | Exterior

Bear Tracks Cottage

Bear Tracks Cottage
2.0 star property
Nellysford
The price is ￥29,981
￥66,785 total
includes taxes & fees
Aug 18 - Aug 19
Bear Tracks Cottage
Condo, Private Bathroom (Firefly on The Ridge) | Lounge

Firefly on The Ridge

Firefly on The Ridge
2.0 star property
Nellysford
The price is ￥29,489
￥56,115 total
includes taxes & fees
Jul 28 - Jul 29
Firefly on The Ridge
Apartment, Private Bathroom (The Urban Cowboy) | Exterior

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 price is ￥18,185
￥33,211 total
includes taxes & fees
Aug 4 - Aug 5
The Urban Cowboy
Exterior

Mountain Mindset

Mountain Mindset
2.0 star property
Laurel Ridge
The price is ￥42,104
￥84,079 total
includes taxes & fees
Jul 28 - Jul 29
Mountain Mindset
House, Private Bathroom (The Woodward) | Exterior

The Woodward

The Woodward
2.0 star property
Staunton
The price is ￥30,145
￥65,875 total
includes taxes & fees
Aug 25 - Aug 26
The Woodward
Cottage, Private Bathroom (Bluebird Cottage) | Exterior

Bluebird Cottage

Bluebird Cottage
2.0 star property
Roseland
The price is ￥18,840
￥44,157 total
includes taxes & fees
Aug 3 - Aug 4
Bluebird Cottage
House, Private Bathroom (The Hunker Down) | Exterior

The Hunker Down

The Hunker Down
2.0 star property
Staunton
The price is ￥21,134
￥38,349 total
includes taxes & fees
Aug 25 - Aug 26
The Hunker Down
House, Private Bathroom (Stuart Cottage) | Shared kitchen

Stuart Cottage

Stuart Cottage
2.0 star property
Staunton
The price is ￥27,687
￥67,707 total
includes taxes & fees
Aug 25 - Aug 26
Stuart Cottage
Apartment, Private Bathroom (Staunton Underground) | Terrace/patio

Staunton Underground

Staunton Underground
2.0 star property
Staunton
The price is ￥15,564
￥35,782 total
includes taxes & fees
Aug 26 - Aug 27
Staunton Underground
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

Holiday Inn Express & Suites Waynesboro East by IHG

Holiday Inn Express & Suites Waynesboro East by IHG

10/10 Excellent
"Stay here if you are in the Waynesboro area! So nice that I almost want to keep it a secret lol. Very clean and cozy with room decor that is modern and aesthetic making it feel even more clean. Can you tell I’m picky when it comes to hotels? I always try to stay at Holiday Inn Express when we travel. I can say this location is the best I have been too in a while. Great staff too! We requested a Mountain View if available and it was so pretty. It faces the interstate and the gorgeous mountains. We had a king suite and more than enough room. I loved the glass showers! This makes it feel like a cleaner shower than a shower curtain to me. Great lighting in bathroom to get ready like makeup etc. Great move from IHG with all the updates on their new hotels! 24/7 coffee and even lemon water in the lobby. Pool table area in the lobby and good seating area for breakfast which was good too. Pancake maker, infamous cinnamon rolls and even salsa to put on my eggs. Pool area and exercise room were clean and nice too. Great restaurants that were almost walking distance like Texas Roadhouse,Cracker Barrel, Outback, Panera, Five Guys and Applebees as well as fast food too. Walmart and Target less than a mile away if you need anything you forgot. If you want the best burger go just a couple miles from hotel to the River Burger bar, cute downtown place with amazing food and drinks. I will only stay here from now on 1-2 times a year when I visit the area."
Stephen 2-night trip
Posted 3 hours ago
Holiday Inn Express & Suites Waynesboro East by IHG

Find out more about Middlebrook

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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 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.