Middlebrook Vacation Rentals

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Check prices for these dates

In two weeks
Mar 27 - Mar 29
In two months
May 8 - May 10
In three months
Jun 5 - Jun 7
In four months
Jul 3 - Jul 5

Our top choices for Middlebrook vacation rentals

Exterior

Whimsical Creekside Cabin

Whimsical Creekside Cabin
Vesuvius
10.0 out of 10, Exceptional, (47 reviews)
"The cabin was very nice. "
United States
David F.
The price is ￥15,620
￥34,383 total
includes taxes & fees
Mar 11 - Mar 12
Whimsical Creekside Cabin
Property grounds

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, (98 reviews)
"Highly recommend staying at this beautiful condo! The kitchen has everything you need, the views are breath-taking, the condo is very clean, and the hosts are very communicative and helpful. Will definitely stay here again the next time we travel to the area!"
United States
Allison N.
The price is ￥15,030
￥41,154 total
includes taxes & fees
Mar 10 - Mar 11
Endless Mountain Top Views from All The Way Up!
Property grounds

The Firefly Springhouse

The Firefly Springhouse
Staunton
9.8 out of 10, Exceptional, (49 reviews)
"The space was great for a getaway, highly recommended."
United States
Matt E.
The price is ￥13,064
￥18,053 total
includes taxes & fees
Mar 11 - Mar 12
The Firefly Springhouse
Outdoor spa tub

NEW! Cheerful 2 bd bungalow with hot tub. Must see!

NEW! Cheerful 2 bd bungalow with hot tub. Must see!
Waynesboro
9.8 out of 10, Exceptional, (48 reviews)
"loved the quiet location, sunny private back yard, and well-stocked kitchen"
United States
George D.
The price is ￥18,460
￥31,961 total
includes taxes & fees
Mar 15 - Mar 16
NEW! Cheerful 2 bd bungalow with hot tub. Must see!
Smart TV, DVD player, books, music library

Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Roseland
10.0 out of 10, Exceptional, (95 reviews)
"Great spot for a stay, hostess was amazing, highly recommend!!"
United States
Charles R.
The price is ￥20,511
￥31,008 total
includes taxes & fees
Mar 10 - Mar 11
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
1 bedroom, desk, internet, bed sheets

Panoramic Peak: Wintergreen Condo with Views

Panoramic Peak: Wintergreen Condo with Views
Wintergreen Resort
9.6 out of 10, Exceptional, (39 reviews)
"Very clean, well organized, excellent views"
United States
Guy M.
The price is ￥21,931
￥45,891 total
includes taxes & fees
Mar 10 - Mar 11
Panoramic Peak: Wintergreen Condo with Views
Ravens Roost, 3 Bedrooms, Hot Tub, Mountain View | Terrace/patio

Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
10.0 out of 10, Exceptional, (16 reviews)
"Very quiet and peaceful stay. "
United States
Timika
The price is ￥19,599
￥31,477 total
includes taxes & fees
Mar 10 - Mar 11
Love Ridge Mountain Lodging
Smart TV, fireplace, books

Spacious + Serene Mtn Top Escape, 4 En Suites

Spacious + Serene Mtn Top Escape, 4 En Suites
Wintergreen Resort
10.0 out of 10, Exceptional, (50 reviews)
"Fabulous getaway at this beautiful property--clean, well maintained and easy communication with host. Stocked kitchen, comfortable beds, views, and great location. Book here-you will not be disappointed. Thank you Mary and Tyler...we are sure to return!"
United States
Jackie S.
The price is ￥11,196
￥54,213 total
includes taxes & fees
Mar 10 - Mar 11
Spacious + Serene Mtn Top Escape, 4 En Suites
Apartment, Private Bathroom (The Bons Amis Suite) | Exterior

The Bons Amis Suite

The Bons Amis Suite
2.0 star property
Staunton
9.6 out of 10, Exceptional, (4 reviews)
"Quiet homey environment in a great location. Clean and cozy. Really appreciated the coffee and other amenities. Would definitely stay here again !"
United States
Areej
The price is ￥14,042
￥28,097 total
includes taxes & fees
Mar 17 - Mar 18
The Bons Amis Suite
Smart TV

The Woodland Cottage charming 2 bedoom one bath with deck on back, covered front

The Woodland Cottage charming 2 bedoom one bath with deck on back, covered front
Buena Vista
9.6 out of 10, Exceptional, (16 reviews)
"Excellent BBQ and breakfast right around the corner, and gas one street over."
United States
Kirk H.
The price is ￥15,778
￥29,854 total
includes taxes & fees
Mar 10 - Mar 11
The Woodland Cottage charming 2 bedoom one bath with deck on back, covered front
Exterior

Magical Log Cabin, streams in private yard, 4 bedrooms, pet friendly, WiFi

Magical Log Cabin, streams in private yard, 4 bedrooms, pet friendly, WiFi
Verona
10.0 out of 10, Exceptional, (63 reviews)
"Everything was great! We enjoyed this stay immensely. "
United States
Deborah F.
The price is ￥28,479
￥46,098 total
includes taxes & fees
Mar 10 - Mar 11
Magical Log Cabin, streams in private yard, 4 bedrooms, pet friendly, WiFi
Exterior

Laurelwood Hollow: Walk to Ski & Swim

Laurelwood Hollow: Walk to Ski & Swim
Wintergreen Resort
10.0 out of 10, Exceptional, (8 reviews)
"We really enjoyed our stay here! Great location, and the condo was very clean and well stocked. Communication with the host was excellent as well. We look forward to returning back some day!"
United States
Alexander H.
The price is ￥13,885
￥42,803 total
includes taxes & fees
Mar 10 - Mar 11
Laurelwood Hollow: Walk to Ski & Swim
Exterior

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, (51 reviews)
"Great place to enjoy a cabin in the woods! "
United States
Brad E.
The price is ￥22,878
￥35,437 total
includes taxes & fees
Mar 10 - Mar 11
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
Property grounds

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, (126 reviews)
"Everything was as is listed, we were off season so hiking and scenic views is what there was to do, relaxing. Host was accessible on phone, place was clean. "
United States
David L.
The price is ￥18,318
￥40,772 total
includes taxes & fees
Mar 10 - Mar 11
Escape to the Blue Ridge Mountains at Wine-tergreen!
Property grounds

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Roseland
9.0 out of 10, Wonderful, (314 reviews)
"Gorgeous view. Our fourth time here, and still a lovely place. "
United States
Elaine B.
The price is ￥16,330
￥38,894 total
includes taxes & fees
Mar 12 - Mar 13
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Exterior

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, (20 reviews)
"Place was great! Perfect getaway. "
United States
Bradley P.
The price is ￥22,878
￥35,437 total
includes taxes & fees
Mar 10 - Mar 11
New Blue RIdge Mountains Montebello, Virginia with stary stary skies
Terrace/patio

Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
9.8 out of 10, Exceptional, (30 reviews)
"Check in was a breeze, amazing location and great nights stay."
United States
Garrett P.
The price is ￥17,987
￥41,817 total
includes taxes & fees
Mar 10 - Mar 11
Wintergreen Condo -Steps to Ski and restaurants
Exterior

5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries

5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries
Montebello
9.8 out of 10, Exceptional, (17 reviews)
"The cabin was Excellent!The communication with the owner was greatWe will stay again "
United States
Patrick G.
The price is ￥22,878
￥35,437 total
includes taxes & fees
Mar 10 - Mar 11
5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries
Exterior detail

Staunton Underground: Center of Downtown

Staunton Underground: Center of Downtown
Staunton
9.6 out of 10, Exceptional, (44 reviews)
"Wonderful location right downtown. Great amenities and space was perfect for our needs. Excellent communication with our hostess too. "
United States
Linda R.
The price is ￥14,042
￥36,933 total
includes taxes & fees
Mar 10 - Mar 11
Staunton Underground: Center of Downtown
Fridge, microwave, oven, stovetop

Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf

Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf
Wintergreen Resort
9.4 out of 10, Exceptional, (13 reviews)
"We enjoyed our stay here. Brought the whole family."
United States
Caroline D.
The price is ￥21,300
￥51,030 total
includes taxes & fees
Mar 10 - Mar 11
Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf
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

10/10 Excellent
"Everything was as described and better! Very cute and cozy, with a great historic vibe."
Katie 1-night trip
Posted 4 hours 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:

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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 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?

4 BR cabin mins to trails & breweries pets welcome: This vacation home rental outside of Middlebrook offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games 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 Gypsy Hill Park. 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.