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Middlebrook Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Middlebrook vacation 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
$110 nightly
The price is $123
Sep 9 - Sep 10
Total with taxes and fees
Valley Extended Suites
Ravens Roost, 3 Bedrooms, Hot Tub, Mountain View | 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
$198 nightly
The price is $215
Sep 9 - Sep 10
Total with taxes and fees
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
$103 nightly
The price is $114
Aug 10 - Aug 11
Total with taxes and fees
The Firefly Springhouse
Standard Suite, 1 Queen Bed | Private kitchen | Coffee/tea maker, full-size fridge, microwave, oven

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
$77 nightly
The price is $85
Aug 18 - Aug 19
Total with taxes and fees
Affordable Suites of America Waynesboro
Apartment, Private Bathroom (Magnolia Suite) | 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
$178 nightly
The price is $190
Aug 10 - Aug 11
Total with taxes and fees
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, (66 reviews)
"We had a great stay at the Cabin! Everything met our expectations and more we will definitely be coming back!"
United States
Jake
$188 nightly
The price is $211
Aug 10 - Aug 11
Total with taxes and fees
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.
$216 nightly
The price is $243
Aug 10 - Aug 11
Total with taxes and fees
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.
$229 nightly
The price is $264
Aug 11 - Aug 12
Total with taxes and fees
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, (53 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.
$288 nightly
The price is $323
Aug 10 - Aug 11
Total with taxes and fees
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)
"We loved staying at this apartment!"
United States
Sebastian A.
$263 nightly
The price is $295
Aug 10 - Aug 11
Total with taxes and fees
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
$188 nightly
The price is $211
Aug 10 - Aug 11
Total with taxes and fees
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, (27 reviews)
"The cabin was Excellent!The communication with the owner was greatWe will stay again "
United States
Patrick G.
$202 nightly
The price is $227
Aug 13 - Aug 14
Total with taxes and fees
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, (21 reviews)
"Place was great! Perfect getaway. "
United States
Bradley P.
$186 nightly
The price is $208
Aug 11 - Aug 12
Total with taxes and fees
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, (34 reviews)
"Liked the fresh cut Lilac bouquet, size of kitchen, and TOTO washlet in bathroom."
United States
Billie
$306 nightly
The price is $343
Aug 30 - Aug 31
Total with taxes and fees
Cozy Craftsman: Newly Renovated/Downtown Staunton
Luxury Room, Ensuite (The Storefront) | 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
$194 nightly
The price is $210
Aug 12 - Aug 13
Total with taxes and fees
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.
$297 nightly
The price is $334
Aug 10 - Aug 11
Total with taxes and fees
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
$221 nightly
The price is $248
Aug 10 - Aug 11
Total with taxes and fees
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.
$279 nightly
The price is $313
Aug 10 - Aug 11
Total with taxes and fees
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.
$235 nightly
The price is $264
Aug 10 - Aug 11
Total with taxes and fees
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.
$230 nightly
The price is $258
Aug 10 - Aug 11
Total with taxes and fees
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

Best Western Lexington Inn

Best Western Lexington Inn

10/10 Excellent
"Excelente lugar, muy recomendable para una maravillosa visita lexington, el personal muy atento, el desayuno muy rico, muy tranquilo y cómodo, todo muy limpio"
Guillermo 2-night trip
Posted 1 hour ago
Best Western Lexington Inn

Find out more about Middlebrook

Everything you need to know about Middlebrook vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middlebrook vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middlebrook vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middlebrook vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middlebrook. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Middlebrook in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $85 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Middlebrook rentals

At Expedia, we put the best Middlebrook vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Middlebrook rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middlebrook vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middlebrook. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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. Kitchen amenities include a fridge, a stovetop, and a microwave. 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 George Washington National Forest. 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.