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Compare 350 Vacation Homes in Middlebrook with updated reviews, rates, and availability.

Bud's Place, Southern Charm in the Shenandoah Valley of Virginia

10.0 out of 10, Exceptional, (27)
"This house was so cute and the property/atmosphere was perfect. We all loved it the children could run around with the dogs and the house was super cozy. Will definitely be staying here again when we are in the area "
Bud's Place, Southern Charm in the Shenandoah Valley of Virginia

Alone Mill Schoolhouse - A paradise for outdoor lovers

9.6 out of 10, Exceptional, (194)
"Great central location "
Alone Mill Schoolhouse - A paradise for outdoor lovers

Stay in Downtown Lex, Hot Tub, Walk to VMI, W&L

9.6 out of 10, Exceptional, (5)
"Beautiful old house updated with modern amenities without losing the local charm. Restaurants are within easy walks along with the charming downtown. W&L and VMI are also close enough to walk."
The price is AED 781
AED 1,723 total
includes taxes & fees
12 May - 13 May
Stay in Downtown Lex, Hot Tub, Walk to VMI, W&L

The Landmark: Luxury In Downtown Staunton

10.0 out of 10, Exceptional, (17)
"Great to be able to get landmark and hunker down together for extended family and pets"
The Landmark: Luxury In Downtown Staunton

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

9.6 out of 10, Exceptional, (302)
"Fun, fun times in a short stay. Location was perfect ! "
The price is AED 657
AED 1,539 total
includes taxes & fees
28 May - 29 May
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

NEW! Sleeps 14: Game Room, Fire Pit, & Hot Tub

9.8 out of 10, Exceptional, (6)
"Great house, awesome game room!"
NEW! Sleeps 14: Game Room, Fire Pit, & Hot Tub

The All-American Cottage Seconds from Gypsy Hill Park! Kid and Pet friendly!

10.0 out of 10, Exceptional, (14)
"Perfect for our weekend in Staunton. Excellent communication from the hosts. The house had everything we needed. Would stay here again!"
The All-American Cottage Seconds from Gypsy Hill Park! Kid and Pet friendly!

HOT TUB w CA King beds Acres of & secluded. Pymt plan, dogs welcome

10.0 out of 10, Exceptional, (91)
"Our stay was short but the place was great and the host was amazing. Very accommodating"
HOT TUB w CA King beds Acres of & secluded. Pymt plan, dogs welcome

Insane Mountain Views - New Listing

10.0 out of 10, Exceptional, (28)
"If you’re traveling with a large group or multiple families- this is the property for you.There’s too many things to comment on with this beautiful home. The views- breathtaking. The rooms private, luxurious l, and accommodating and the location was very convenient "
Insane Mountain Views - New Listing

Wintergreen Ski & Golf resort-hiking trails-Hot tub-Pet-Friendly!!!

10.0 out of 10, Exceptional, (42)
"Check-in process was a breeze, communication with the hosts was super easy and consistent. Place was very clean and exactly as appears in the pictures. My group had an amazing time and loved the location of this property. Would 110% stay here again!"
Wintergreen Ski & Golf resort-hiking trails-Hot tub-Pet-Friendly!!!

Book for Spring! Nelson 151, MTN views!

10.0 out of 10, Exceptional, (15)
"Great stay. I only wish the 2 days of rain had been snow!"
Book for Spring! Nelson 151, MTN views!

Cozy Craftsman: Newly Renovated/Downtown Staunton

9.8 out of 10, Exceptional, (20)
"Great place to book if visiting family in the area. Clean, centrally located and has everything you need inside. "
The price is AED 511
AED 1,284 total
includes taxes & fees
26 May - 27 May
Cozy Craftsman: Newly Renovated/Downtown Staunton

The Firefly Springhouse

10.0 out of 10, Exceptional, (24)
"The cottage was cute and the host was very friendly and helpful. The perfect place to stay for a couple nights."
The price is AED 338
AED 458 total
includes taxes & fees
11 May - 12 May
The Firefly Springhouse

Restored 1840 House with Gardens in Historic Downtown

9.8 out of 10, Exceptional, (133)
"Really ideally located in downtown Lexington "
Restored 1840 House with Gardens in Historic Downtown

Modern Farmhouse near VMI, W&L, SVU & VA Horse Ctr

10.0 out of 10, Exceptional, (62)
"We enjoyed our stay. The property is beautiful"
Modern Farmhouse near VMI, W&L, SVU & VA Horse Ctr

The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

10.0 out of 10, Exceptional, (16)
"Amazing! I could spend hours at examining the decorations that each seem to have a story of their own. No detail overlooked! Felt like a step into the past ☺️"
The price is AED 441
AED 715 total
includes taxes & fees
11 May - 12 May
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

White Rock Cabin

10.0 out of 10, Exceptional, (207)
"Above and beyond on everything highly recommend staying here"
White Rock Cabin

Charming Basement apartment! Great for Families.

9.0 out of 10, Wonderful, (4)
"Host was awesome. Very easy to work with. Basement apartment was perfect for us. Beds very comfortable. Place was very clean. Loved it. "
The price is AED 364
AED 548 total
includes taxes & fees
13 May - 14 May
Charming Basement apartment! Great for Families.

Spacious 5-bedroom house in a mountain hollow in Wintergreen Resort.

10.0 out of 10, Exceptional, (3)
"We had a group of nine wonderful ladies get together. Accommodations were perfect. We had plenty of space to enjoy ourselves. We talked, laughed and even crafted. Could not ask for better property host! Highly recommend!!!"
Spacious 5-bedroom house in a mountain hollow in Wintergreen Resort.

Hot Tub Mntn Views Pool Tennis Golf Hiking 52"HDTV

9.4 out of 10, Exceptional, (3)
"The property was well stocked and the location was excellent. There was plenty of firewood for the fireplace and the hot tub was perfect after a long day of skiing at the resort. "
Hot Tub Mntn Views Pool Tennis Golf Hiking 52"HDTV
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 AED 356
AED 396 total
includes taxes & fees
25 May - 26 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 AED 386
AED 887 total
includes taxes & fees
12 May - 13 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, (302)
"Fun, fun times in a short stay. Location was perfect ! "
The price is AED 657
AED 1,539 total
includes taxes & fees
28 May - 29 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.