Photo by Brittany Davidson

Search Cottages in Middlebrook

Check prices for these dates

Compare 78 Cottages in Middlebrook with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (36)
"The home and location were great. Piney River is steps from the back door. George Washington National Forest surrounds the area with lots of opportunities to explore. The house was perfect. Well equipped kitchen and super comfortable. "
Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!

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.

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

10.0 out of 10, Exceptional, (13)
"A great house in a great location! Really big fenced in yard that the dogs loved. This house was more equipped/stocked than any other VRBO we have ever been to- you can tell the owners really care about visitors. Nice quiet location where you can hear the stream if you open the windows. Comfortable beds, very clean- great amenities! Can’t wait to stay here again."
Cottage with stream, mountains, peaceful, quite, secluded, dog friendly.

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!

Peaceful Raphine Cottage w/ Deck & Fireplace!

9.6 out of 10, Exceptional, (9)
"We stayed for 3 nights in the beautiful home. It was so peaceful! We enjoyed the spacious yard. The house was very clean. The beds were so comfortable! We will be back again!!"
Peaceful Raphine Cottage w/ Deck & Fireplace!

Charming Mountain Escape | Hot Tub & Scenic Views

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."
Charming Mountain Escape | Hot Tub & Scenic Views

The Firefly Cottage

9.8 out of 10, Exceptional, (29)
"This property was perfect for our needs. We loved saying hi to the animals, watching the sunset from the top of the hill, and exploring downtown. It was quiet, cozy, and had basic kitchen equipment to assist with meal preparation. "
The Firefly Cottage

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 SAR 994
SAR 1,954 total
includes taxes & fees
1 Apr - 2 Apr
Autumn Ridge Cottages

"The Sparrow" at Historic Downtown Staunton

9.8 out of 10, Exceptional, (13)
"Adorable house, lovely host, wonderful location."
"The Sparrow" at Historic Downtown Staunton

Charming 2-bedroom cottage just 5 minutes from delightful downtown Lexington!

The price is SAR 405
SAR 882 total
includes taxes & fees
1 Apr - 2 Apr
Charming 2-bedroom cottage just 5 minutes from delightful downtown Lexington!

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 SAR 844
SAR 1,466 total
includes taxes & fees
1 Apr - 2 Apr
Deerfield Honeymoon Cottage at Autumn Ridge

The Station @ Firmstone Manor

10.0 out of 10, Exceptional, (3)
"The room has been decorated fabulously (thanks Michael!). All of the extra touches really made us feel welcome. Fresh blueberry muffins and fresh flowers were a great touch. And dog friendly! We will definitely be back!"
The price is SAR 604
SAR 749 total
includes taxes & fees
1 Apr - 2 Apr
The Station @ Firmstone Manor

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

Serene Roseland Retreat Near Wintergreen Resort!

3.0 star property
Serene Roseland Retreat Near Wintergreen Resort!

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

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

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.

10.0 out of 10, Exceptional, (113)
"Wonderful place to stay for cadet families!"
Make memories to last a lifetime.

Bluebird Cottage: Near 151 + Appalachian Trail

2.0 star property
7.6 out of 10, Good, (5)
"Close to Wintergreen ski resort in quiet spot out of chaos.Simplistic & cozy cabin. Sleeps 4 adults but lots of space for blow ups & have 3 more guests. Bring extra blankets if you sleep with more than one. Clean. No issues. Nice getaway to hike, read, paint, bird, ski or just reset. Loved it! "
The price is SAR 446
SAR 1,112 total
includes taxes & fees
1 Apr - 2 Apr
Bluebird Cottage: Near 151 + Appalachian Trail

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!

Rustic Romantic Bayberry Cottage at Autumn Ridge

9.8 out of 10, Exceptional, (22)
"We will love to return and absolutely amazing stay! "
The price is SAR 863
SAR 1,488 total
includes taxes & fees
1 Apr - 2 Apr
Rustic Romantic Bayberry Cottage at Autumn Ridge
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.
Don't see what you're looking for?
See all available properties in Middlebrook
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Middlebrook

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

9.0 out of 10, Wonderful, (268)
"Property was in a great location!"
The price is SAR 289
SAR 784 total
includes taxes & fees
1 Apr - 2 Apr
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Valley Extended Suites

3.0 star property
9.0 out of 10, Wonderful, (176)
"We have stayed here twice in the last two months. Both rooms were immaculately clean! Front office staff was pleasant and accommodating both times (It was the same woman both times...I just can't remember her name. ) If you are going to stay here, you so need to bring a hair dryer, conditioner (shampoo is provided), creamer( if you don't like French vanilla)"
The price is SAR 402
SAR 447 total
includes taxes & fees
8 Apr - 9 Apr
Valley Extended Suites

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

10.0 out of 10, Exceptional, (36)
"This was the perfect stay for what we needed (and more). I packed a ton of books and toys for our kids, but they didn't touch a single one. The house had a bin of toys, a bunch of games (we played candyland), stuffed animals in every room, and even a workout room we did a fun family workout in! The weather was just cold enough that we decided against s'mores, but we hung out by the water and promised the kids we'll be back when it's warmer.We also brought our dog, who we may not bring next time....
The price is SAR 559
SAR 914 total
includes taxes & fees
8 Apr - 9 Apr
Magical Log Cabin, streams in private yard, 4 bedrooms, pet friendly, WiFi
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.

Frequently asked questions

Why book your cottage in Middlebrook with Expedia?
Expedia has some excellent cottages in Middlebrook, so start packing your bags for a memorable vacation close to nature. If you have a certain budget, choose how much you’re willing to spend and the preferred star rating of your property. Or, use our filters to search for cottages with a hot tub or free WiFi. We’ll help you find the right fit whatever your escape looks like.
How can I find cheap cottages in Middlebrook?
An excellent way to get cheap cottages in Middlebrook is with Expedia’s handy filter tool. Fine-tune your search results by star rating, budget and amenities to access excellent rates in just a few clicks.