A snow-covered road winding through a forest with bare trees.

Middlebrook Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Middlebrook vacation rentals

Property grounds

1. The Firefly Springhouse

The Firefly Springhouse
Staunton
9.8 out of 10, Exceptional, (71 reviews)
"Nice stay. Perfect for the solo traveler"
United States
David H
$103 nightly
The price is $114
Sep 7 - Sep 8
Total with taxes and fees
The Firefly Springhouse
Street view

2. Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (253 reviews)
"Stay here 2 times a year, and doesn’t disappoint."
United States
Kate
$112 nightly
The price is $125
Sep 9 - Sep 10
Total with taxes and fees
Valley Extended Suites
House, Private Bathroom (Millhouse) | Lounge

3. Millhouse

Millhouse
2.0 star property
Staunton
10.0 out of 10, Exceptional, (1 review)
"This was a very clean place. Easy to find and the pool was excellent. This was a spur of the moment stay for us and couldn’t have been happier. Neighborhood appeared to be nice as well. Would definitely stay again if we were in the area."
United States
Emily
$240 nightly
The price is $269
Sep 22 - Sep 23
Total with taxes and fees
Millhouse
Standard Suite, 1 Queen Bed | Private kitchen

4. Affordable Suites of America Waynesboro

Affordable Suites of America Waynesboro
2.5 star property
Waynesboro
9.2 out of 10, Wonderful, (68 reviews)
"Very good value, would definitely stay again"
United States
Frank
$119 nightly
The price is $132
Sep 30 - Oct 1
Total with taxes and fees
Affordable Suites of America Waynesboro
Ravens Roost, 3 Bedrooms, Hot Tub, Mountain View | Terrace/patio

5. Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
10.0 out of 10, Exceptional, (23 reviews)
"This place was excellent. Very clean and quiet. Sherando lake was only 4 miles away with great hiking trails. The beds were very comfortable. Would definitely stay at this place again."
United States
Josh
$207 nightly
The price is $225
Sep 15 - Sep 16
Total with taxes and fees
Love Ridge Mountain Lodging
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, (71 reviews)
"We had a great stay at the Cabin! Everything met our expectations and more we will definitely be coming back!"
United States
Jake
$203 nightly
The price is $228
Sep 10 - Sep 11
Total with taxes and fees
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
Interior

7. Jungalu: Lush Jungle Retreat Downtown

Jungalu: Lush Jungle Retreat Downtown
Staunton
10.0 out of 10, Exceptional, (7 reviews)
"Everything was fantastic! The place was amazing and I loved the decor. The bed was very firm but the atmosphere was very inviting and clean. "
United States
Wendy W.
$192 nightly
The price is $215
Sep 8 - Sep 9
Total with taxes and fees
Jungalu: Lush Jungle Retreat Downtown
Exterior

8. Whimsical Creekside Cabin

Whimsical Creekside Cabin
Vesuvius
10.0 out of 10, Exceptional, (63 reviews)
"The place & everything was great!"
United States
Major G.
$229 nightly
The price is $264
Sep 23 - Sep 24
Total with taxes and fees
Whimsical Creekside Cabin
Interior

9. Staunton Underground: Center of Downtown

Staunton Underground: Center of Downtown
Staunton
9.6 out of 10, Exceptional, (51 reviews)
"A charming property right near downtown with a modern kitchen and bathroom, and comfortable beds. It was cold while we were there and we particularly loved the heater in the bathroom. The hosts are wonderful and patient. I would happily book this property again."
United States
Hal A.
$213 nightly
The price is $239
Sep 8 - Sep 9
Total with taxes and fees
Staunton Underground: Center of Downtown
Exterior

10. 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 cabins were well stocked and arranged to look at your window at the creek. Beautiful place to relax. Nice fire pit and pretty pollinator garden in the front. Easy place to stay and hike on the parkway. Dogs were very comfortable in the cabin. Would definitely return."
United States
alisa c.
$188 nightly
The price is $211
Sep 7 - Sep 8
Total with taxes and fees
5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries
Exterior

11. 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, (23 reviews)
"Place was great! Perfect getaway. "
United States
Bradley P.
$188 nightly
The price is $211
Sep 7 - Sep 8
Total with taxes and fees
New Blue RIdge Mountains Montebello, Virginia with stary stary skies
Room

12. Hunker Down: Fenced in Yard, Pet Friendly!

Hunker Down: Fenced in Yard, Pet Friendly!
Staunton
8.6 out of 10, Excellent, (17 reviews)
"Really loved how everything was in easy walking distance."
United States
Paula G.
$220 nightly
The price is $246
Sep 21 - Sep 22
Total with taxes and fees
Hunker Down: Fenced in Yard, Pet Friendly!
Apartment, Private Bathroom (The Serendipity Suite) | Balcony view

13. The Serendipity Suite

The Serendipity Suite
2.0 star property
Staunton
10.0 out of 10, Exceptional, (9 reviews)
"Electric charger and air-conditioning were key this weekend. Great location with easy walk to restaurants, entertainment and shops."
United States
Jennifer
$159 nightly
The price is $178
Sep 8 - Sep 9
Total with taxes and fees
The Serendipity Suite
Interior

14. Downtown Luxe: Luxury Vintage + Downtown

Downtown Luxe: Luxury Vintage + Downtown
Staunton
10.0 out of 10, Exceptional, (41 reviews)
"Location, Location, Location. Then you have the perks of such a cute place, very clean, very well appointed, everything you need and more! Loved it!!"
United States
Zana
$225 nightly
The price is $252
Sep 8 - Sep 9
Total with taxes and fees
Downtown Luxe: Luxury Vintage + Downtown
Interior

15. The Overlook: Walk Downtown + City Views

The Overlook: Walk Downtown + City Views
Staunton
10.0 out of 10, Exceptional, (41 reviews)
"The perfect location for a visit to Staunton. So much available within walking distance. The apartment is comfortable and it is great to have an outside space."
United States
Penny
$225 nightly
The price is $252
Sep 8 - Sep 9
Total with taxes and fees
The Overlook: Walk Downtown + City Views
Exterior

16. 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
$309 nightly
The price is $346
Sep 9 - Sep 10
Total with taxes and fees
Cozy Craftsman: Newly Renovated/Downtown Staunton
Interior

17. The Bohemian Suite: King Bed, Walk Downtown

The Bohemian Suite: King Bed, Walk Downtown
Staunton
9.6 out of 10, Exceptional, (15 reviews)
"Wonderful stay at The Bohemian Suite! Close to everything and the space was beautiful. Would 100% stay here again when visiting my daughter at JMU "
United States
Jennifer M.
$180 nightly
The price is $202
Sep 8 - Sep 9
Total with taxes and fees
The Bohemian Suite: King Bed, Walk Downtown
Interior

18. The Social Loft: Above Reunion, Walk Everywhere!

The Social Loft: Above Reunion, Walk Everywhere!
Staunton
10.0 out of 10, Exceptional, (8 reviews)
"Great place! Checks all the boxes and is in walking distance of everything. Place was clean and served our family well. I highly recommend."
United States
Derek F.
$233 nightly
The price is $261
Sep 29 - Sep 30
Total with taxes and fees
The Social Loft: Above Reunion, Walk Everywhere!
Room

19. Oma's Garden Oasis: Spacious, Walk to Park

Oma's Garden Oasis: Spacious, Walk to Park
Staunton
9.8 out of 10, Exceptional, (31 reviews)
"Perfect location, comfortable bedding, and beautiful home! We absolutely loved our stay. We picked the perfect weekend to visit and enjoyed leaf pepping, downtown coffee shops, and Romeo and Juliet! "
United States
Crystal B.
$354 nightly
The price is $396
Sep 9 - Sep 10
Total with taxes and fees
Oma's Garden Oasis: Spacious, Walk to Park
Interior

20. Little Yellow House: Walk to Downtown Staunton

Little Yellow House: Walk to Downtown Staunton
Staunton
9.8 out of 10, Exceptional, (10 reviews)
"I loved the location and the extra amenities !"
United States
Miriam
$247 nightly
The price is $277
Sep 21 - Sep 22
Total with taxes and fees
Little Yellow House: Walk to Downtown Staunton
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

8/10 Good
"Good location Rooms were clean Staff was great Hotel needs some free breakfast options"
David 3-night trip
Posted less than an hour ago
Hotel 24 South

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 $125 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 Sunspots Studios Glassblowing, 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.