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Check prices for these dates

Next weekend
7 Feb - 9 Feb
In two weeks
14 Feb - 16 Feb
In one month
28 Feb - 2 Mar
In two months
28 Mar - 30 Mar

Compare 67 Cottages in Middlebrook with updated reviews, rates, and availability.

Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!
The Chestnut House. Welcome.

Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!

10.0 out of 10, Exceptional, (31)
"Everything was beautiful and thoughtfully decorated. We will stay again. We love the Piney River!"
Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!
LONG TERM RENTAL ONLY: MIN.30 NITE STAY. VMI & W&L & VA HORSE CENTER - WELCOME!
DINNER ON FRONT PORCH ABOVE MAURY RIVER.

LONG TERM RENTAL ONLY: MIN.30 NITE STAY. VMI & W&L & VA HORSE CENTER - WELCOME!

10.0 out of 10, Exceptional, (52)
"My friends and I stayed here recently while in town for our college reunion. The location can’t be beat- easy access to downtown Lexington, W&L, VMI, the Chessie Trail, etc. We will be back!"
LONG TERM RENTAL ONLY: MIN.30 NITE STAY. VMI & W&L & VA HORSE CENTER - WELCOME!
Bluebird Cottage: Near 151 + Appalachian Trail
Exterior

Bluebird Cottage: Near 151 + Appalachian Trail

2.0 star property
8.8 out of 10, Excellent, (3)
"Such a cute house! Had a very relaxing time! Great location to one of our favorite spots - Bold Rock! "
The price is AED 437
AED 1,080 total
includes taxes & fees
2 Feb - 3 Feb
Bluebird Cottage: Near 151 + Appalachian Trail
Riverside Cottage with Canoe
Welcome to Riverside Cottage!

Riverside Cottage with Canoe

9.8 out of 10, Exceptional, (43)
"Loved our time at the Riverside Cottage. Thank you for hosting us."
Riverside Cottage with Canoe
The Firefly Cottage
Exterior

The Firefly Cottage

9.8 out of 10, Exceptional, (26)
"Had a wonderful getaway! So enjoyed our time together, exploring Staunton, and spending quiet time on the property watching the farm animals. "
The Firefly Cottage
Spectacular Waterfront Retreat on Piney River in the Blue Ridge Mountains.
Welcome view of the Piney River cottage

Spectacular Waterfront Retreat on Piney River in the Blue Ridge Mountains.

9.8 out of 10, Exceptional, (128)
"We had a family get together and everything was fantastic."
Spectacular Waterfront Retreat on Piney River in the Blue Ridge Mountains.
Deerfield Honeymoon Cottage at Autumn Ridge
We are decorated for the holidays! Enjoy the festive decor until January 12th!

Deerfield Honeymoon Cottage at Autumn Ridge

10.0 out of 10, Exceptional, (34)
"Heather and the Autumn Ridge staff were amazing as always. This is my fifth or sixth stay over the last two years and I will miss this little slice of paradise!"
The price is AED 826
AED 1,436 total
includes taxes & fees
6 Feb - 7 Feb
Deerfield Honeymoon Cottage at Autumn Ridge
Cozy 'Nonny Cottage' Near Appalachian Trail!
Vesuvius Vacation Rental | 2BR | 1BA | 896 Sq Ft | Exterior Steps Required

Cozy 'Nonny Cottage' Near Appalachian Trail!

9.6 out of 10, Exceptional, (16)
"My daughter and I absolutely loved our stay at Nonny Cottage. It was so peaceful to sit on the porch each morning and enjoy coffee while watching the deer! We took full advantage of the property's proximity to several trailheads. We love Crabtree Falls and even ventured to the Natural Bridge in Lexington. It was so nice to enjoy such a peaceful escape. The cottage was comfy, the kitchen had everything we needed, and loved being able to sleep with the windows open! Thank you fo a beautiful stay....
Cozy 'Nonny Cottage' Near Appalachian Trail!
Serene Roseland Retreat Near Wintergreen Resort!
Terrace/patio

Serene Roseland Retreat Near Wintergreen Resort!

3.0 star property
Serene Roseland Retreat Near Wintergreen Resort!
Breathtaking Views & Cozy Studio
Springtime with the Creamery & the remodeled, repurposed dairy barn behind it.

Breathtaking Views & Cozy Studio

10.0 out of 10, Exceptional, (5)
"Cute little cottage, exactly as in pictures. We never saw another person there for two days. The door was unlocked and we were on our own. It was exactly what we wanted."
Breathtaking Views & Cozy Studio
Autumn Ridge Cottages
Front of property

Autumn Ridge Cottages

2.5 star property
9.0 out of 10, Wonderful, (179)
"Very nicely appointed, clean, quiet, quaint, and close to family. "
The price is AED 973
AED 1,913 total
includes taxes & fees
2 Feb - 3 Feb
Autumn Ridge Cottages
Cottage with stream, mountains, peaceful, quite, secluded, dog friendly.
Property grounds

Cottage with stream, mountains, peaceful, quite, secluded, dog friendly.

10.0 out of 10, Exceptional, (10)
"My family and I had an amazing time at this VRBO. Dog friendly, people friendly this VRBO gave us a much needed break from reality. We slept well, cooked up a storm and chilled. Thank you."
Cottage with stream, mountains, peaceful, quite, secluded, dog friendly.
HISTORIC MILL KEEPER'S HOUSE, FRONTING ALONG BUFFALO CREEK, ROCKBRIDGE CO. , VA
Aerial view

HISTORIC MILL KEEPER'S HOUSE, FRONTING ALONG BUFFALO CREEK, ROCKBRIDGE CO. , VA

HISTORIC MILL KEEPER'S HOUSE, FRONTING ALONG BUFFALO CREEK, ROCKBRIDGE CO. , VA
"The Sparrow" at Historic Downtown Staunton
Welcome to The Sparrow!

"The Sparrow" at Historic Downtown Staunton

10.0 out of 10, Exceptional, (12)
"Adorable house, lovely host, wonderful location."
"The Sparrow" at Historic Downtown Staunton
Cottage on the Farm
Exterior

Cottage on the Farm

10.0 out of 10, Exceptional, (2)
"It was so cute."
Cottage on the Farm
Make memories to last a lifetime.
VIEWS!!!

Make memories to last a lifetime.

10.0 out of 10, Exceptional, (113)
"Wonderful place to stay for cadet families!"
Make memories to last a lifetime.
Rustic Romantic Bayberry Cottage at Autumn Ridge
We are decorated for the holidays! Enjoy the beautiful decor until January 12th!

Rustic Romantic Bayberry Cottage at Autumn Ridge

9.8 out of 10, Exceptional, (21)
"Very nice. Well equipped. Enjoyed our get away. "
The price is AED 845
AED 1,457 total
includes taxes & fees
2 Feb - 3 Feb
Rustic Romantic Bayberry Cottage at Autumn Ridge
Hot Tub! Charming Cottage hosted by Heather
Enjoy soaking in the hot tub under the twinkle lights while overlooking the fire pit and peaceful back yard.

Hot Tub! Charming Cottage hosted by Heather

10.0 out of 10, Exceptional, (1)
"Beds are comfortable. Rooms are clean and space is great for a group. We had all kitchen items needed for Thanksgiving. Loved the horses next door."
Hot Tub! Charming Cottage hosted by Heather
The Station @ Firmstone Manor
Family Room

The Station @ Firmstone Manor

10.0 out of 10, Exceptional, (2)
"We were pleasantly surprised when we arrived at the place. It’s very comfortable and accessible, with spot-on decor. We’ve been traveling for the holidays and out of all the places we’ve stayed, this one was our favorite. We’ll definitely be back."
The price is AED 579
AED 712 total
includes taxes & fees
9 Feb - 10 Feb
The Station @ Firmstone Manor
Mountain Mindset: Hot Tub + 0.6 mile from Slopes
Outdoor dining

Mountain Mindset: Hot Tub + 0.6 mile from Slopes

9.6 out of 10, Exceptional, (4)
"We enjoyed the impeccable details in the renovated space. Very comfortable and upscale. Highly recommend to others!"
The price is AED 988
AED 2,876 total
includes taxes & fees
3 Feb - 4 Feb
Mountain Mindset: Hot Tub + 0.6 mile from Slopes
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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Other property types in Middlebrook

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

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

9.0 out of 10, Wonderful, (262)
"Fantastic views of the resort and the Blue Ridge mts. Easy to get in out of the condo with gear and only a 10 min walk or 2 min drive to Mountain Inn. I would recommend this property for any season you are planning a visit to Wintergreen. "
The price is AED 386
AED 895 total
includes taxes & fees
3 Feb - 4 Feb
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Love Ridge Mountain Lodging
Exterior

Love Ridge Mountain Lodging

3.0 star property
10.0 out of 10, Exceptional, (11)
"The cabin was very nicely set up, clean, and comfortable. The property manager was in constant contact with me to make sure I had everything I needed. I would highly recommend this place to anyone looking for a quiet relaxing escape. "
The price is AED 667
AED 969 total
includes taxes & fees
3 Feb - 4 Feb
Love Ridge Mountain Lodging
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Fresh Private Hot Tub Lower Deck Relaxing Location in woods with Beautiful Views

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

9.6 out of 10, Exceptional, (291)
"Amazing little getaway, private, quiet and everything you need right there. "
The price is AED 547
AED 1,411 total
includes taxes & fees
12 Feb - 13 Feb
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
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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