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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, (41)
"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!

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

9.8 out of 10, Exceptional, (131)
"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, (14)
"We stayed 3 nights for my wife’s birthday. We had a great relaxing time, just enjoying the quiet and beauty of the place. "
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)
"Wonderful, easy experience all the way around!"
LONG TERM RENTAL ONLY: MIN.30 NITE STAY. VMI & W&L & VA HORSE CENTER - WELCOME!

Peaceful Raphine Cottage w/ Deck & Fireplace!

9.8 out of 10, Exceptional, (12)
"Wonderful property!! House is amazing. Great views and very cozy."
Peaceful Raphine Cottage w/ Deck & Fireplace!

Charming Mountain Escape | Hot Tub & Scenic Views

10.0 out of 10, Exceptional, (2)
"We had a wonderful stay! The house is conveniently located near many popular wineries. We absolutely loved the house amenities, including the hot tub and fire pits. Beds were comfortable and kitchen was well stocked with essentials."
Charming Mountain Escape | Hot Tub & Scenic Views

The Firefly Cottage

9.8 out of 10, Exceptional, (33)
"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

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 894
SAR 1,839 total
includes taxes & fees
12 May - 13 May
Autumn Ridge Cottages

"The Sparrow" at Historic Downtown Staunton

9.8 out of 10, Exceptional, (14)
"Adorable house, lovely host, wonderful location."
"The Sparrow" at Historic Downtown Staunton

Deerfield Honeymoon Cottage at Autumn Ridge

9.8 out of 10, Exceptional, (35)
"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 758
SAR 1,349 total
includes taxes & fees
5 May - 6 May
Deerfield Honeymoon Cottage at Autumn Ridge

The Station @ Firmstone Manor

10.0 out of 10, Exceptional, (5)
"This was probably one, if not the cleanest VRBO we have ever been in. The attention to detail was remarkable. Communication was stellar and we certainly enjoyed our stay. Can't wait to be back in the area and stay here again. Thanks for everything. "
The Station @ Firmstone Manor

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)
"Had a great stay in this cute farm cabin. The host was communicative and responsive, and even shared eggs from his chickens! The place was clean, bed was VERY comfortable, and the location was great- close enough to major highways/roads to get around but far enough into farmland to get a real authentic experience. Will definitely stay again! "
Cottage on the Farm

Make memories to last a lifetime.

10.0 out of 10, Exceptional, (114)
"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)
"Such a cute house! Had a very relaxing time! Great location to one of our favorite spots - Bold Rock! "
The price is SAR 446
SAR 1,112 total
includes taxes & fees
5 May - 6 May
Bluebird Cottage: Near 151 + Appalachian Trail

Cozy 'Nonny Cottage' Near Appalachian Trail!

9.6 out of 10, Exceptional, (16)
"My sister and I stayed here for a weekend away in the mountain, this was the perfect spot. I would suggest bringing shampoo and body wash but other than that the amenities were perfect and it’s the coziest place"
Cozy 'Nonny Cottage' Near Appalachian Trail!

Rustic Romantic Bayberry Cottage at Autumn Ridge

9.8 out of 10, Exceptional, (22)
"Very nice. Well equipped. Enjoyed our get away. "
Rustic Romantic Bayberry Cottage at Autumn Ridge

Cape Cod Bungalow @Firmstone Manor

9.8 out of 10, Exceptional, (6)
"We enjoyed the serenity of this place and the excellent personal service by the owners. Vkr., Hardy"
Cape Cod Bungalow @Firmstone Manor

Mountain Mindset: Hot Tub + 0.6 mile from Slopes

9.8 out of 10, Exceptional, (6)
"This home had everything we could have asked for!"
The price is SAR 1,028
SAR 2,961 total
includes taxes & fees
5 May - 6 May
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

Valley Extended Suites

3.0 star property
9.0 out of 10, Wonderful, (179)
"Great place!! Very impressed!! If I’m in the area again, will definitely stay"
The price is SAR 355
SAR 395 total
includes taxes & fees
7 May - 8 May
Valley Extended Suites

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

9.0 out of 10, Wonderful, (270)
"We really appreciate the cleanliness and location of this property! We had a great stay and look forward to returning! Ps love the art!! "
The price is SAR 394
SAR 905 total
includes taxes & fees
5 May - 6 May
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

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

9.6 out of 10, Exceptional, (301)
"Fun, fun times in a short stay. Location was perfect ! "
The price is SAR 671
SAR 1,554 total
includes taxes & fees
27 May - 28 May
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.