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Middlebrook Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Middlebrook holiday 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, (72 reviews)
"Nice stay. Perfect for the solo traveler"
United States
David H
The price is HK$649
HK$898 total
includes taxes & fees
28 Sept - 29 Sept
The Firefly Springhouse

2. Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (258 reviews)
"Would stay again 👍"
United States
Jessica
The price is HK$894
HK$995 total
includes taxes & fees
6 Oct - 7 Oct
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
The price is HK$808
HK$1,564 total
includes taxes & fees
27 Sept - 28 Sept
Magnolia Suite
A two-story house with a deck, large windows, and a garage.

4. 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
The price is HK$1,194
HK$1,812 total
includes taxes & fees
28 Sept - 29 Sept
Love Ridge Mountain Lodging
A small cabin with a porch, surrounded by trees.

5. 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, (75 reviews)
"We had a great stay at the Cabin! Everything met our expectations and more we will definitely be coming back!"
United States
Jake
The price is HK$1,024
HK$1,634 total
includes taxes & fees
27 Sept - 28 Sept
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
A brick building with signs for "American Shakespeare Center," "Blackfriars," and "Playhouse."

6. Jungalu: Lush Jungle Retreat Downtown

Jungalu: Lush Jungle Retreat Downtown
Staunton
10.0 out of 10, Exceptional, (8 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.
The price is HK$745
HK$1,669 total
includes taxes & fees
28 Sept - 29 Sept
Jungalu: Lush Jungle Retreat Downtown
A cabin with a balcony overlooking a forested area and a stream.

7. Whimsical Creekside Cabin

Whimsical Creekside Cabin
Vesuvius
10.0 out of 10, Exceptional, (64 reviews)
"The place & everything was great!"
United States
Major G.
The price is HK$996
HK$2,053 total
includes taxes & fees
5 Oct - 6 Oct
Whimsical Creekside Cabin
A small cabin with a wooden deck, large windows, and a porch.

8. 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)
"Place was great! Perfect getaway. "
United States
Bradley P.
The price is HK$1,024
HK$1,634 total
includes taxes & fees
27 Sept - 28 Sept
New Blue RIdge Mountains Montebello, Virginia with stary stary skies
A living room with a fireplace, a sofa with cushions, a coffee table, and a TV mounted above the fireplace.

9. Where the Trail Ends

Where the Trail Ends
Wintergreen Resort
9.8 out of 10, Exceptional, (60 reviews)
"Nice resort"
United States
Diana J.
The price is HK$435
HK$1,457 total
includes taxes & fees
28 Sept - 29 Sept
Where the Trail Ends
A small, dark-colored cabin with a wooden deck and large windows, surrounded by trees.

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, (32 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.
The price is HK$1,024
HK$1,634 total
includes taxes & fees
28 Sept - 29 Sept
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.

11. Green on New - Central Location and Staunton Charm

Green on New - Central Location and Staunton Charm
Staunton
9.6 out of 10, Exceptional, (20 reviews)
"The place was perfectly located, had everything we needed, extremely clean, maintained and down right adorable!"
United States
Tracy M.
The price is HK$855
HK$2,012 total
includes taxes & fees
28 Sept - 29 Sept
Green on New - Central Location and Staunton Charm
A small, single-story cabin with a porch and large windows, surrounded by trees.

12. 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, (13 reviews)
"Very nice quaint cabin with lovely river access, close to crabtree falls. We truly enjoyed our stay and hope to return. "
United States
Julia D.
The price is HK$1,023
HK$1,634 total
includes taxes & fees
27 Sept - 28 Sept
New cabin 1 mile from Blue Ridge Parkway. Minutes from Appalachian Trail
A living room with a sofa, a blue armchair, a coffee table, a lamp, a floor lamp, and a potted plant.

13. 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
The price is HK$824
HK$2,109 total
includes taxes & fees
28 Sept - 29 Sept
Millhouse
A street with parked cars and a building with a balcony.

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
The price is HK$933
HK$1,924 total
includes taxes & fees
28 Sept - 29 Sept
Downtown Luxe: Luxury Vintage + Downtown
A parking lot with cars and a brick building in the background.

15. The Overlook: Walk Downtown + City Views

The Overlook: Walk Downtown + City Views
Staunton
10.0 out of 10, Exceptional, (44 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 price is HK$933
HK$1,924 total
includes taxes & fees
28 Sept - 29 Sept
The Overlook: Walk Downtown + City Views
A wall with mugs hanging on hooks, a coffee machine, and a basket with snacks.

16. 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 price is HK$777
HK$1,748 total
includes taxes & fees
26 Oct - 27 Oct
The Pop Inn: Family Destination, Walk Dwntwn
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, (35 reviews)
"Liked the fresh cut Lilac bouquet, size of kitchen, and TOTO washlet in bathroom."
United States
Billie
The price is HK$1,090
HK$2,583 total
includes taxes & fees
28 Sept - 29 Sept
Cozy Craftsman: Newly Renovated/Downtown Staunton
A wooden deck with a round table and chairs, overlooking a grassy area with trees.

18. 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, (129 reviews)
"Close to Ski lifts and great for a weekend stay!"
United States
Jennifer D.
The price is HK$911
HK$1,948 total
includes taxes & fees
27 Sept - 28 Sept
Escape to the Blue Ridge Mountains at Wine-tergreen!
A room with a red wall, a chandelier, two wall-mounted lights, and a framed picture of horses.

19. 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, (57 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.
The price is HK$1,271
HK$2,264 total
includes taxes & fees
27 Sept - 28 Sept
Spy Run Hideaway is a 1/2 mile from the Blue Ridge Parkway & pet friendly!
A room with a wooden floor, a table with two stools, and a view through large windows with blinds.

20. 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.
The price is HK$706
HK$1,638 total
includes taxes & fees
27 Sept - 28 Sept
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
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
"We had to park alongside in an outdoor parking lot, which we knew because we were bringing a big box truck. What we didn't know was how pitch black it was. Very dangerous. And you have to walk up a large flight of stairs along the side to get to the lobby, which was an issue for me. As we were checking out, someone else mentioned that the parking deck was not lit well. I didn't say anything. I just listened to the conversation behind me. Also, when we arrived, we had to go to the fourth floor and all the way down to find that our room was not cleaned and we had to head back exhausted all the way down and across the lobby partway to get a new room. That was very frustrating."
Kelly 1-night trip
Posted 1 hour ago
Hotel 24 South

Find out more about Middlebrook

Search for holiday rentals in Middlebrook on Expedia! You can easily find your home rentals, villas, holiday apartments in Middlebrook using one of the methods below:

  • View our selection of featured holiday rentals in 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 holiday rentals in Middlebrook?

Yes, there are holiday rentals close to the most popular sights in Middlebrook, or you can select a more secluded option if you're looking for a relaxing stay. Middlebrook is known for its parks.

What are some of the best holiday rentals that Middlebrook has to offer?

Large and Luxurious Exec 5BR Chalet: This holiday home rental outside of Middlebrook is located on a lake, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 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 wider area, you’ll find Staunton Railroad Station and Frontier Culture Museum.

What are holiday rentals like in Middlebrook?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Middlebrook. Holiday rentals offer amenities such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for family trips.