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Middlebrook Vacation Rentals

Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Middlebrook vacation rentals

A stone staircase leading to a wooden house with a door and a poster on the wall.

1. The Firefly Springhouse

The Firefly Springhouse
Staunton
9.8 out of 10, Exceptional, (74 reviews)
"Nice stay. Perfect for the solo traveler"
United States
David H
The Firefly Springhouse
Street view

2. Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (271 reviews)
"Location extremely convenient."
United States
michael
Valley Extended Suites
A two-story brick building with a white porch and a number '329' sign.

3. 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
Magnolia Suite
A wall with mugs hanging on hooks, a coffee machine, and a basket with snacks.

4. The Pop Inn: Family Destination, Walk Dwntwn

The Pop Inn: Family Destination, Walk Dwntwn
Staunton
9.8 out of 10, Exceptional, (34 reviews)
"Very nice property. Would stay here again!"
United States
Nicole H.
The Pop Inn: Family Destination, Walk Dwntwn
A brick building with signs for "American Shakespeare Center," "Blackfriars," and "Playhouse."

5. Jungalu: Lush Jungle Retreat Downtown

Jungalu: Lush Jungle Retreat Downtown
Staunton
10.0 out of 10, Exceptional, (10 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.
Jungalu: Lush Jungle Retreat Downtown
A street with parked cars and a building with a balcony.

6. 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
Downtown Luxe: Luxury Vintage + Downtown
A two-story house with a deck, large windows, and a garage.

7. Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
9.8 out of 10, Exceptional, (26 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
Love Ridge Mountain Lodging
A cabin with a balcony overlooking a forested area and a stream.

8. Whimsical Creekside Cabin

Whimsical Creekside Cabin
Vesuvius
10.0 out of 10, Exceptional, (68 reviews)
"The place & everything was great!"
United States
Major G.
Whimsical Creekside Cabin
A parking lot with cars and a brick building in the background.

9. The Overlook: Walk Downtown + City Views

The Overlook: Walk Downtown + City Views
Staunton
10.0 out of 10, Exceptional, (45 reviews)
"Very nice accommodations, located just steps away from the heart of the shopping and dining of Staunton. Lovely porch view, and plenty of space to feel at home."
United States
Jill
The Overlook: Walk Downtown + City Views
A modern bedroom with a brick wall, a bed, a nightstand, a small table, and a wall-mounted shelf.

10. The Hideaway Suite: Sauna & Lux Amenities

The Hideaway Suite: Sauna & Lux Amenities
Staunton
9.8 out of 10, Exceptional, (25 reviews)
"Great spot near a very walkable town with a terrific history and culture. Private, luxurious, quiet and quaint. "
United States
jim w.
The Hideaway Suite: Sauna & Lux Amenities
A compact kitchen with a stove, a dining area with chairs and a table, and a small seating area with a sofa and a lamp.

11. Affordable Suites of America Waynesboro

Affordable Suites of America Waynesboro
2.5 star property
Waynesboro
9.0 out of 10, Wonderful, (73 reviews)
"Excellent stay all around. Thank you!"
United States
Joshua
Affordable Suites of America Waynesboro
A bedroom with a bed, a fireplace, a door, and a wall-mounted clock.

12. The Woodward: Walk Downtown, Staunton Mural

The Woodward: Walk Downtown, Staunton Mural
Staunton
10.0 out of 10, Exceptional, (26 reviews)
"We loved our stay!"
United States
Gray J.
The Woodward: Walk Downtown, Staunton Mural
A bedroom with a four-poster bed, a desk, a chair, and a television.

13. Daydream & Draft

Daydream & Draft
2.0 star property
Staunton
10.0 out of 10, Exceptional, (2 reviews)
"Lovely apartment with great amenities in a perfect location in historic downtown. Check in and out could not have been any easier. The bedrooom is at the back of the property, so it was very quiet. I would definitely stay here again!"
United States
Leslie
Daydream & Draft
A spacious living room with a sofa, coffee table, and dining area. A staircase leads to a second floor.

14. Stuart Cottage: Walk to downtown + Sleeps 8

Stuart Cottage: Walk to downtown + Sleeps 8
Staunton
10.0 out of 10, Exceptional, (27 reviews)
"House was immaculate and had everything you needed for our stay."
United States
MICHAEL
Stuart Cottage: Walk to downtown + Sleeps 8
A small cabin with a porch, surrounded by trees.

15. 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, (80 reviews)
"We had a great stay at the Cabin! Everything met our expectations and more we will definitely be coming back!"
United States
Jake
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
A room with a red wall, a chandelier, two wall-mounted lights, and a framed picture of horses.

16. 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, (59 reviews)
"Great place to stay. Wish we had more time to enjoy it. Beautiful area and super clean home with everything you could need available!"
United States
Annalee W.
Spy Run Hideaway is a 1/2 mile from the Blue Ridge Parkway & pet friendly!
A modern kitchen with a stainless steel refrigerator, granite countertops, and a dining area with a table and chairs.

17. Cozy Craftsman: Newly Renovated/Downtown Staunton

Cozy Craftsman: Newly Renovated/Downtown Staunton
Staunton
9.8 out of 10, Exceptional, (36 reviews)
"Liked the fresh cut Lilac bouquet, size of kitchen, and TOTO washlet in bathroom."
United States
Billie
Cozy Craftsman: Newly Renovated/Downtown Staunton
A small, dark-colored cabin with a wooden deck and large windows, surrounded by trees.

18. 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, (36 reviews)
"Beautiful and relaxing place to stay. Chris was an excellent host and we look forward to returning very soon."
United States
Amy W.
5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries
A small cabin with a wooden deck, large windows, and a porch.

19. 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, (25 reviews)
"Place was great! Perfect getaway. "
United States
Bradley P.
New Blue RIdge Mountains Montebello, Virginia with stary stary skies
A staircase with ornate wooden railings, a white wall with a 'hello' sign, a bookshelf, and a beige sofa in a living room.

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

Oma's Garden Oasis: Spacious, Walk to Park
Staunton
9.8 out of 10, Exceptional, (33 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.
Oma's Garden Oasis: Spacious, Walk to Park
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

Avid Hotel Staunton

Avid Hotel Staunton

10/10 Excellent
"It was clean and comfortable with helpful staff."
Richard 1-night trip
Posted 1 hour ago
Avid Hotel Staunton

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 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.

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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 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.