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Middlebrook Holiday Rentals

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Holiday Rentals in Middlebrook

Apartment in Fishersville

3.0 star property
9.0 out of 10, Wonderful, (216)
"I liked the cleanliness of the suite, the fully staffed kitchen, the large bathroom, the comfortable bed, the ease and safety of the parking area."
United States
Tammy
The price is NZ$221
includes taxes & fees
3 Dec - 4 Dec
Valley Extended Suites

Apartment in Staunton

2.0 star property
10.0 out of 10, Exceptional, (6)
"It was really nice. A bit pricey. "
United States
Bonny
The price is NZ$278
includes taxes & fees
15 Dec - 16 Dec
The Bohemian Suite

Cabin in Vesuvius

9.8 out of 10, Exceptional, (39)
"Had a very quiet relaxing stay "
United States
Joyce I.
The price is NZ$344
includes taxes & fees
2 Dec - 3 Dec
Whimsical Creekside Cabin

Apartment in Waynesboro

2.5 star property
9.4 out of 10, Exceptional, (53)
"Always a pleasant stay."
United States
MARJORIE
Affordable Suites of America Waynesboro

Holiday Home in Waynesboro

10.0 out of 10, Exceptional, (19)
"Beautiful home, very comfortable, and uniquely fun decor. Highly recommend!"
United States
Melissa
The price is NZ$297
includes taxes & fees
7 Dec - 8 Dec
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

Condo in Wintergreen Resort

9.8 out of 10, Exceptional, (27)
"Great little place for family to rest after long days of hiking!"
United States
joseph G.
The price is NZ$409
includes taxes & fees
2 Dec - 3 Dec
Stylish-Updated-Central -Walk to Slopes-Dogs OK!

Holiday Home in Staunton

10.0 out of 10, Exceptional, (6)
"I loved the location and the extra amenities !"
United States
Miriam
The price is NZ$498
includes taxes & fees
2 Dec - 3 Dec
Little Yellow House: Walk to Downtown Staunton

Condo in Wintergreen Resort

9.8 out of 10, Exceptional, (123)
"The condo was very nice. Located on top of the mountain resort having spectacular views for the outlook just a short walk away. We will be boocking again for our next trip. "
United States
John
The price is NZ$431
includes taxes & fees
2 Dec - 3 Dec
Escape to the Blue Ridge Mountains at Wine-tergreen!

Condo in Wintergreen Resort

2.0 star property
10.0 out of 10, Exceptional, (24)
"The property is extremely clean, well decorated and stocked. We had a fantastic time and absolutely would stay here again. "
United States
Cassie H.
The price is NZ$515
includes taxes & fees
2 Dec - 3 Dec
Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining

Apartment in Waynesboro

10.0 out of 10, Exceptional, (22)
"Clean and vitage style type of apartment. Nice for a quiet stay."
United States
Darrell C.
The price is NZ$394
includes taxes & fees
2 Dec - 3 Dec
Blair's Vintage Apartment Nestled in Wine Country

Cottage in Roseland

2.0 star property
8.4 out of 10, Very good, (9)
"I contacted the owners to see if my family and I could check in earlier and they were about to accommodate for us. The home was clean, spacious, and had everything we needed for our stay."
United States
Sa'Mone M.
The price is NZ$509
includes taxes & fees
2 Dec - 3 Dec
Bluebird Cottage: Near 151 + Appalachian Trail

Cabin in Nellysford

2.0 star property
10.0 out of 10, Exceptional, (3)
"Love the area"
United States
Toni
Blackwood Chalet

Holiday Home in Staunton

9.8 out of 10, Exceptional, (43)
"Great cottage for 2 and peaceful setting. Host was helpful with great dinner recommendations "
United States
Joseph
The price is NZ$200
includes taxes & fees
2 Dec - 3 Dec
The Firefly Springhouse

Holiday Home in Fairfield

2.0 star property
10.0 out of 10, Exceptional, (10)
"We had a great little break from the hustle and bustle of life. We are locals and it was nice to just get away for a few days"
United States
Don P.
The price is NZ$877
includes taxes & fees
2 Dec - 3 Dec
Fall Foliage Views + Hot Tub Escape near WLU & VMI at Sunrise Ridge

Apartment in Staunton

10.0 out of 10, Exceptional, (29)
"House was nicely decorated, great location to town, and had all the amenities you would need to stay. "
United States
Stephanie P.
The price is NZ$441
includes taxes & fees
2 Dec - 3 Dec
The Overlook: Walk Downtown + City Views

Apartment in Staunton

10.0 out of 10, Exceptional, (16)
"We had a great stay at The Pop Inn. Very clean, good location, check-in and check-out were a breeze and all we needed for cooking simple meals was provided. "
United States
Janelle B.
The Pop Inn: Family Destination, Walk Dwntwn

Cabin in Montebello

3.0 star property
10.0 out of 10, Exceptional, (12)
"Amazing stay I had, very peaceful and very quiet. "
United States
Abby
The price is NZ$468
includes taxes & fees
10 Dec - 11 Dec
Love Ridge Mountain Lodging

Apartment in Staunton

9.6 out of 10, Exceptional, (42)
"Great location, close to town. We could hear people walking around upstairs but overall it was a comfortable stay in Staunton "
United States
Cyndy S.
The price is NZ$420
includes taxes & fees
2 Dec - 3 Dec
Staunton Underground: Center of Downtown

Condo in Roseland

9.0 out of 10, Wonderful, (300)
"Great view!!"
United States
Suzanne W.
The price is NZ$413
includes taxes & fees
2 Dec - 3 Dec
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Condo in Wintergreen Resort

10.0 out of 10, Exceptional, (33)
"Fantastic stay at the Modern Mountain Condo! The check-in process was a breeze, the location is exactly as pictured and was very clean. Spacious location for a couples getaway. Host was extremely responsive to any questions and provided us great instructions and details about the space. Will stay again in the future! "
United States
Kelsey N.
The price is NZ$425
includes taxes & fees
2 Dec - 3 Dec
The Modern Mountain Condo
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

Find out more about Middlebrook

Everything you need to know about Middlebrook holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Middlebrook holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Middlebrook holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middlebrook holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middlebrook holiday rentals we have selected for you start as low as NZ$221 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middlebrook rentals

At Expedia, we put the best Middlebrook holiday 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 holiday.

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 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?

HOT TUB w CA King beds Acres of & secluded. Pymt plan, dogs welcome: This holiday home rental outside of Middlebrook is located in the mountains, and has a fireplace, a balcony and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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 George Washington National Forest. In the wider area, you’ll find Frontier Culture Museum and American Shakespeare Center.

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.