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Search Middlebrook Cottage Rentals from CA $138

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Aug 15 - Aug 17
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Sep 5 - Sep 7
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Browse Select Middlebrook Cottages

The Woodland Cottage charming 2 bedoom one bath with deck on back, covered front
Exterior

The Woodland Cottage charming 2 bedoom one bath with deck on back, covered front

10.0 out of 10, Exceptional, (3)
"Very nice and clean property in a quiet neighborhood. Host communicated well and left many amenities for us. Loved our stay!"
The price is CA $138
CA $263 total
includes taxes & fees
Aug 17 - Aug 18
The Woodland Cottage charming 2 bedoom one bath with deck on back, covered front
Spectacular Waterfront Retreat on Piney River in the Blue Ridge Mountains.
Exterior

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

9.8 out of 10, Exceptional, (136)
"Beautiful property. Great placee to rest and relax."
Spectacular Waterfront Retreat on Piney River in the Blue Ridge Mountains.
LONG TERM RENTAL ONLY: MIN.30 NITE STAY. VMI & W&L & VA HORSE CENTER - WELCOME!
Exterior

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

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

10.0 out of 10, Exceptional, (55)
"Really cool property on the Piney River. Great fly fishing in the back yard. Tons of outdoor space- house itself is beautiful. Kids enjoyed their spring break hanging outside and fishing. "
Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!
Riverside Cottage with Canoe
Property grounds

Riverside Cottage with Canoe

9.8 out of 10, Exceptional, (45)
"Loved our time at the Riverside Cottage. Thank you for hosting us."
Riverside Cottage with Canoe
The Firefly Cottage
Exterior

The Firefly Cottage

10.0 out of 10, Exceptional, (42)
"Firefly Cottage was a charming escape—lush greenery, diverse surroundings, and serene farm views made it unforgettable. We thoroughly enjoyed our time in this peaceful haven, filled with beauty and variety."
The Firefly Cottage
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, (19)
"We had a great time starting here on spring break."
Cottage with stream, mountains, peaceful, quite, secluded, dog friendly.
Rustic Romantic Bayberry Cottage at Autumn Ridge
Outdoor dining

Rustic Romantic Bayberry Cottage at Autumn Ridge

9.8 out of 10, Exceptional, (27)
"We will love to return and absolutely amazing stay! "
The price is CA $285
CA $509 total
includes taxes & fees
Aug 11 - Aug 12
Rustic Romantic Bayberry Cottage at Autumn Ridge
"The Sparrow" at Historic Downtown Staunton
Outdoor dining

"The Sparrow" at Historic Downtown Staunton

9.8 out of 10, Exceptional, (16)
"Spent my 60th birthday here with my best friend! Awesome trip! "
"The Sparrow" at Historic Downtown Staunton
Peaceful Raphine Cottage w/ Deck & Fireplace!
Terrace/patio

Peaceful Raphine Cottage w/ Deck & Fireplace!

9.8 out of 10, Exceptional, (15)
"We had a great time, beautiful home and gorgeous scenery!"
Peaceful Raphine Cottage w/ Deck & Fireplace!
Cozy Cottage at Frogmorton
Property grounds

Cozy Cottage at Frogmorton

2.0 star property
10.0 out of 10, Exceptional, (3)
"Great place to stay out in the countryside. All the details taken care of. "
The price is CA $186
CA $286 total
includes taxes & fees
Aug 11 - Aug 12
Cozy Cottage at Frogmorton
Charming Mountain Escape | Hot Tub & Scenic Views
Outdoor spa tub

Charming Mountain Escape | Hot Tub & Scenic Views

10.0 out of 10, Exceptional, (3)
"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
Serene Roseland Retreat Near Wintergreen Resort!
House (3 Bedrooms) | Interior

Serene Roseland Retreat Near Wintergreen Resort!

3.0 star property
Serene Roseland Retreat Near Wintergreen Resort!
Bluebird Cottage: Near 151 + Appalachian Trail
Terrace/patio

Bluebird Cottage: Near 151 + Appalachian Trail

2.0 star property
7.8 out of 10, Good, (7)
"Such a cute house! Had a very relaxing time! Great location to one of our favorite spots - Bold Rock! "
The price is CA $158
CA $402 total
includes taxes & fees
Aug 17 - Aug 18
Bluebird Cottage: Near 151 + Appalachian Trail
Autumn Ridge Cottages
Exterior

Autumn Ridge Cottages

2.5 star property
9.0 out of 10, Wonderful, (180)
"Very nicely appointed, clean, quiet, quaint, and close to family. "
The price is CA $365
CA $717 total
includes taxes & fees
Aug 11 - Aug 12
Autumn Ridge Cottages
HISTORIC MILL KEEPER'S HOUSE, FRONTING ALONG BUFFALO CREEK, ROCKBRIDGE CO. , VA
Exterior

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

HISTORIC MILL KEEPER'S HOUSE, FRONTING ALONG BUFFALO CREEK, ROCKBRIDGE CO. , VA
Deerfield Honeymoon Cottage at Autumn Ridge
Exterior

Deerfield Honeymoon Cottage at Autumn Ridge

9.8 out of 10, Exceptional, (37)
"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 CA $279
CA $501 total
includes taxes & fees
Aug 11 - Aug 12
Deerfield Honeymoon Cottage at Autumn Ridge
Spacious Lexington Home w/ Breathtaking Views
Property grounds

Spacious Lexington Home w/ Breathtaking Views

3.0 star property
Spacious Lexington Home w/ Breathtaking Views
Twinleaf Honeymoon Cottage at Autumn Ridge
Exterior

Twinleaf Honeymoon Cottage at Autumn Ridge

9.8 out of 10, Exceptional, (13)
"Great location. Very quiet and clean. A great stay!!!"
The price is CA $279
CA $501 total
includes taxes & fees
Aug 14 - Aug 15
Twinleaf Honeymoon Cottage at Autumn Ridge
Wintergreen Resort Home w/ 2 Decks + Ski Access!
Interior

Wintergreen Resort Home w/ 2 Decks + Ski Access!

3.0 star property
Wintergreen Resort Home w/ 2 Decks + Ski Access!
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

Hotel 24 South

Hotel 24 South

10/10 Excellent
"No complaints "
Paul 2-night trip
Posted 2 days ago
Hotel 24 South