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Middlebrook Vacation Rentals

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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
$103 nightly
The price is $114
Oct 15 - Oct 16
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, (267 reviews)
"Location extremely convenient."
United States
michael
$97 nightly
The price is $108
Nov 2 - Nov 3
Total with taxes and fees
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
$178 nightly
The price is $199
Nov 5 - Nov 6
Total with taxes and fees
Magnolia Suite
A brick building with signs for "American Shakespeare Center," "Blackfriars," and "Playhouse."

4. Jungalu: Lush Jungle Retreat Downtown

Jungalu: Lush Jungle Retreat Downtown
Staunton
10.0 out of 10, Exceptional, (9 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
Nov 9 - Nov 10
Total with taxes and fees
Jungalu: Lush Jungle Retreat Downtown
A wall with mugs hanging on hooks, a coffee machine, and a basket with snacks.

5. 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.
$204 nightly
The price is $228
Oct 28 - Oct 29
Total with taxes and fees
The Pop Inn: Family Destination, Walk Dwntwn
A cabin with a balcony overlooking a forested area and a stream.

6. Whimsical Creekside Cabin

Whimsical Creekside Cabin
Vesuvius
10.0 out of 10, Exceptional, (66 reviews)
"The place & everything was great!"
United States
Major G.
$249 nightly
The price is $287
Oct 27 - Oct 28
Total with taxes and fees
Whimsical Creekside Cabin
A room with a brick wall, a wooden cabinet, and a large painting. There are potted plants and a window.

7. The Hideaway Suite: Sauna & Lux Amenities

The Hideaway Suite: Sauna & Lux Amenities
Staunton
9.8 out of 10, Exceptional, (24 reviews)
"Great spot near a very walkable town with a terrific history and culture. Private, luxurious, quiet and quaint. "
United States
jim w.
$282 nightly
The price is $316
Nov 3 - Nov 4
Total with taxes and fees
The Hideaway Suite: Sauna & Lux Amenities
A street with parked cars and a building with a balcony.

8. 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
$227 nightly
The price is $254
Nov 4 - Nov 5
Total with taxes and fees
Downtown Luxe: Luxury Vintage + Downtown
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)
$225 nightly
The price is $252
Nov 3 - Nov 4
Total with taxes and fees
The Overlook: Walk Downtown + City Views
A bedroom with a bed, a dresser, a mirror, and a chandelier.

10. The Bons Amis Suite: Chic Decor, Walk Downtown

The Bons Amis Suite: Chic Decor, Walk Downtown
Staunton
9.8 out of 10, Exceptional, (21 reviews)
"We were able to walk nearly everywhere. Great shops & eateries nearby. Beautiful decor & accommodations were perfect. Really appreciated little “extras” - snacks, teas, coffee, etc. Definitely visit again!"
United States
Cathy
$181 nightly
The price is $203
Nov 4 - Nov 5
Total with taxes and fees
The Bons Amis Suite: Chic Decor, Walk Downtown
A small, dark-colored cabin with a wooden deck and large windows, surrounded by trees.

11. 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)
$203 nightly
The price is $228
Oct 18 - Oct 19
Total with taxes and fees
5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries
A modern living room with a dark leather sofa, multiple cushions, a wooden coffee table, and a yellow armchair.

12. Green on New - Central Location and Staunton Charm

Green on New - Central Location and Staunton Charm
Staunton
9.8 out of 10, Exceptional, (21 reviews)
"The place was perfectly located, had everything we needed, extremely clean, maintained and down right adorable!"
United States
Tracy M.
$261 nightly
The price is $293
Oct 26 - Oct 27
Total with taxes and fees
Green on New - Central Location and Staunton Charm
A covered porch with a wooden railing, a stone bench, and two chairs with cushions.

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
Nov 4 - Nov 5
Total with taxes and fees
The Serendipity Suite
A modern kitchen with a stainless steel refrigerator, granite countertops, and a dining area with a table and chairs.

14. 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
$312 nightly
The price is $349
Nov 4 - Nov 5
Total with taxes and fees
Cozy Craftsman: Newly Renovated/Downtown Staunton
A small cabin with a wooden deck, large windows, and a porch.

15. 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, (24 reviews)
$203 nightly
The price is $228
Oct 18 - Oct 19
Total with taxes and fees
New Blue RIdge Mountains Montebello, Virginia with stary stary skies
A staircase leading to a covered outdoor area with a stone pillar, surrounded by greenery and a building in the background.

16. 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
Nov 9 - Nov 10
Total with taxes and fees
Staunton Underground: Center of Downtown
A small cabin with a porch, surrounded by trees.

17. 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, (78 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
Oct 18 - Oct 19
Total with taxes and fees
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
A room with a wooden floor, a table with two stools, and a view through large windows with blinds.

18. Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Roseland
9.8 out of 10, Exceptional, (36 reviews)
"Wonderful cozy condo close to the golf course and the slopes. "
United States
Deborah R.
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Kitchen

19. Ever After: Luxury, Romantic Unit + Walk Downtown

Ever After: Luxury, Romantic Unit + Walk Downtown
Staunton
10.0 out of 10, Exceptional, (10 reviews)
"We thoroughly enjoyed our stay. The unit was comfortable, clean and convenient to downtown. We particularly enjoyed using the porches. We would definitely stay there again!"
United States
April A.
$223 nightly
The price is $250
Nov 4 - Nov 5
Total with taxes and fees
Ever After: Luxury, Romantic Unit + Walk Downtown
A two-story house with a deck, large windows, and a garage.

20. Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
10.0 out of 10, Exceptional, (25 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
$202 nightly
The price is $220
Oct 28 - Oct 29
Total with taxes and fees
Love Ridge Mountain Lodging
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
"We didn’t like paying to park…. We didn’t know we had to until we checked out. Thank goodness the young lady mentioned it to us as we were checking out!! Rooms cost enough with the rate and taxes!"
GARY 1-night trip
Posted 1 hour ago
Holiday Inn Express & Suites Waynesboro East by IHG

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 $108 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?

Large and Luxurious Exec 5BR Chalet: This vacation home rental outside of Middlebrook is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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.