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Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

Our top choices for Middlebrook holiday rentals

Street view

Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (217 reviews)
"Clean room great location quiet area"
United States
Krista
The price is 2.963.202 ₫
3.298.045 ₫ total
includes taxes & fees
8 Feb - 9 Feb
Valley Extended Suites
Apartment, Private Bathroom (The Bohemian Suite) | Lobby

The Bohemian Suite

The Bohemian Suite
2.0 star property
Staunton
10.0 out of 10, Exceptional, (6 reviews)
"It was really nice. A bit pricey. "
United States
Bonny
The price is 2.313.377 ₫
4.337.712 ₫ total
includes taxes & fees
8 Feb - 9 Feb
The Bohemian Suite
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)
"Amazing stay I had, very peaceful and very quiet. "
United States
Abby
The price is 3.228.799 ₫
5.185.521 ₫ total
includes taxes & fees
8 Feb - 9 Feb
Love Ridge Mountain Lodging
Ridgeview Cottage | Private kitchen | Fridge, microwave, oven, stovetop

Autumn Ridge Cottages

Autumn Ridge Cottages
2.5 star property
Lexington
9.0 out of 10, Wonderful, (180 reviews)
"Very nicely appointed, clean, quiet, quaint, and close to family. "
United States
Gary
The price is 7.148.075 ₫
11.238.723 ₫ total
includes taxes & fees
9 Feb - 10 Feb
Autumn Ridge Cottages
House | 4 bedrooms

Waynesboro Home Near Wintergreen Charlottesville

Waynesboro Home Near Wintergreen Charlottesville
2.0 star property
Waynesboro
The price is 7.736.946 ₫
19.684.194 ₫ total
includes taxes & fees
8 Feb - 9 Feb
Waynesboro Home Near Wintergreen Charlottesville
Apartment, Private Bathroom (The Serendipity Suite) | Exterior

The Serendipity Suite

The Serendipity Suite
2.0 star property
Staunton
10.0 out of 10, Exceptional, (6 reviews)
"Everything from start to finish was great"
United States
Heidi
The price is 2.313.377 ₫
4.337.712 ₫ total
includes taxes & fees
8 Feb - 9 Feb
The Serendipity Suite
Luxury Room, Ensuite (The Storefront) | Lounge

The Storefront

The Storefront
3.5 star property
Staunton
8.8 out of 10, Excellent, (58 reviews)
"Great location, fun place to stay!"
United States
Carol
The price is 3.872.957 ₫
5.897.292 ₫ total
includes taxes & fees
9 Feb - 10 Feb
The Storefront
Apartment, Private Bathroom (The Urban Cowboy) | Exterior

The Urban Cowboy

The Urban Cowboy
2.0 star property
Staunton
8.6 out of 10, Excellent, (7 reviews)
"The space,the location,the parking,the details! It truly felt like my apartment away from home! This place is a must stay!"
United States
Dorothy
The price is 2.313.377 ₫
4.337.712 ₫ total
includes taxes & fees
8 Feb - 9 Feb
The Urban Cowboy
Cabin, Private Bathroom (Blackwood Chalet) | Lounge

Blackwood Chalet

Blackwood Chalet
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (3 reviews)
"Love the area"
United States
Toni
The price is 6.836.159 ₫
12.875.633 ₫ total
includes taxes & fees
9 Feb - 10 Feb
Blackwood Chalet
Apartment, Private Bathroom (North Central Loft) | Bathroom

North Central Loft

North Central Loft
2.0 star property
Staunton
10.0 out of 10, Exceptional, (4 reviews)
"Clean, comfortable, fun, well appointed and thoughtful details. A great place. "
United States
Stacey
The price is 4.678.740 ₫
10.335.077 ₫ total
includes taxes & fees
7 Feb - 8 Feb
North Central Loft
Miscellaneous

Fishersville Oasis

Fishersville Oasis
2.0 star property
Fishersville
The price is 2.729.265 ₫
5.207.698 ₫ total
includes taxes & fees
6 Feb - 7 Feb
Fishersville Oasis
Apartment, Private Bathroom (Secret Garden Studio) | Interior

Secret Garden Studio

Secret Garden Studio
2.0 star property
Staunton
9.4 out of 10, Exceptional, (3 reviews)
"It was great to wake up to bird song instead of traffic noise, and almost everything I needed for my 4-day stay was there--even coffee and filters for the coffeemaker, which I didn't use because I brought my own, and dish detergent, a sponge, towels, etc. The shower control was very hard to pull out to increase water pressure, and the area rug in the front/bedroom seemed not to have been vacuumed in a while, as I discovered because I forgot my yoga mat. Other than that, everything was neat,...
United States
Sabrina
The price is 2.314.178 ₫
4.542.029 ₫ total
includes taxes & fees
1 Mar - 2 Mar
Secret Garden Studio
Apartment, Private Bathroom (The Bons Amis Suite) | Exterior

The Bons Amis Suite

The Bons Amis Suite
2.0 star property
Staunton
9.4 out of 10, Exceptional, (3 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 2.313.377 ₫
4.337.712 ₫ total
includes taxes & fees
25 Feb - 26 Feb
The Bons Amis Suite
Apartment, Private Bathroom (The Shenandoah Suite) | Exterior

The Shenandoah Suite

The Shenandoah Suite
2.0 star property
Staunton
10.0 out of 10, Exceptional, (5 reviews)
"Well-appointed, large space conveniently located within walking distance to downtown. Comfy bed and all the expected amenities. Excellent communication. "
United States
Jani
The price is 2.313.377 ₫
4.337.712 ₫ total
includes taxes & fees
8 Feb - 9 Feb
The Shenandoah Suite
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

Wingate by Wyndham Lexington

Wingate by Wyndham Lexington

10/10 Excellent
"Everything looked nice and new and clean."
Stephen 1-night trip
Posted 2 days ago
Wingate by Wyndham Lexington

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 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.