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Check prices for these dates

Next weekend
11 Rab. II - 13 Rab. II
In two weeks
18 Rab. II - 20 Rab. II
In one month
2 Jum. I - 4 Jum. I
In two months
30 Jum. I - 1 Jum. II

Compare 349 Vacation Homes in Middlebrook with updated reviews, rates, and availability.

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

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

10.0 out of 10, Exceptional, (23)
"Great place for me, while dealing with a home issue. "
Bud's Place, Southern Charm in the Shenandoah Valley of Virginia
Alone Mill Schoolhouse - A paradise for outdoor lovers
Exterior

Alone Mill Schoolhouse - A paradise for outdoor lovers

9.6 out of 10, Exceptional, (191)
"Very fun getaway property. Well equipped kitchen, comfy beds, coffee makers and well heated/insulated in the wintry weather. Property is lovely for walks and must be amazing in all seasons. Close enough to Lexington for errands, far enough away to be secluded and quiet. Pool Table was a big hit!"
Alone Mill Schoolhouse - A paradise for outdoor lovers
Wintergreen Resort Post & Beam Home Beauty
Smart TV, fireplace, offices

Wintergreen Resort Post & Beam Home Beauty

9.8 out of 10, Exceptional, (18)
"Terrific, well appointed, every thing we needed. "
Wintergreen Resort Post & Beam Home Beauty
Stay in Downtown Lex, Hot Tub, Walk to VMI, W&L
Exterior

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

9.6 out of 10, Exceptional, (4)
"if you desire to stay in downtown Lexington, I highly recommend this property. It is clean, spacious, and has any amenity needed to enjoy a great getaway experience. The check-in was super easy, and the staff quick to respond to any question. Last but not least, the property possesses an interesting history! We hope to enjoy a repeat in the near future."
The price is SAR 736
SAR 1,716 total
includes taxes & fees
3 Apr - 4 Apr
Stay in Downtown Lex, Hot Tub, Walk to VMI, W&L
The Landmark: Luxury In Downtown Staunton
Fridge, microwave, oven, dishwasher

The Landmark: Luxury In Downtown Staunton

10.0 out of 10, Exceptional, (17)
"Great place for a group stay. Everything you need to cook if you wish. Street is a bit busy, parking limited to 2 vehicles."
The Landmark: Luxury In Downtown Staunton
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Terrace/patio

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

9.6 out of 10, Exceptional, (298)
"The house is so nice, and area is gorgeous. We do an annual girls trip, and this was perfect for us. Walking distance to a store was nice as well. The owners were only a text away if we needed anything, but we didn't. Highlyrecommend. "
The price is SAR 671
SAR 1,584 total
includes taxes & fees
13 Apr - 14 Apr
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
NEW! Sleeps 14: Game Room, Fire Pit, & Hot Tub
Property grounds

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

9.0 out of 10, Wonderful, (2)
"The property is about a 5-7 minute drive to the Wintergreen resort. It was an excellent choice for multiple families who have kids. The downstairs area is full of entertaining games such as foosball, basketball, and darts. It also includes arcade games and multiple TVs. This area kept all the kids entertained whenever the adults were upstairs. "
NEW! Sleeps 14: Game Room, Fire Pit, & Hot Tub
The All-American Cottage Seconds from Gypsy Hill Park! Kid and Pet friendly!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (11)
"Such a great property and the owners are great! The house is super close to everything and the neighborhood is great. We can’t wait to book 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
Terrace/patio

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

10.0 out of 10, Exceptional, (88)
"House sets up perfectly for a stay with our 7 year old Golden and our 2 year old Beagle. Everything worked like it was supposed to. House was spotless.Thanks - we will be back"
HOT TUB w CA King beds Acres of & secluded. Pymt plan, dogs welcome
Insane Mountain Views - New Listing
Smart TV, fireplace, DVD player, books

Insane Mountain Views - New Listing

10.0 out of 10, Exceptional, (26)
"There are not enough adjectives in the dictionary to describe this AMAZING home! The views are literally the best in the area! The home was stunning- the layout, convenience, furniture, fixtures, amenities-it was as close to perfection as you can get. Our large Italian family travels a lot and have rented some lavish homes, but we all agreed this was THE BEST OVERALL we have ever stayed in! The owner was also super informative and super quick to respond to messages- and even let us have one...
Insane Mountain Views - New Listing
Wintergreen Ski & Golf resort-hiking trails-Hot tub-Pet-Friendly!!!
Outdoor spa tub

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

10.0 out of 10, Exceptional, (42)
"Everything was as advertised- family of 6 was well accommodated for a Thanksgiving weekend. Very cold windy and snowy outside but house was warm and comfortable. Very large kitchen was well suited for preparing Thanksgiving dinner. "
Wintergreen Ski & Golf resort-hiking trails-Hot tub-Pet-Friendly!!!
Book for Spring! Nelson 151, MTN views!
Fridge, microwave, oven, stovetop

Book for Spring! Nelson 151, MTN views!

10.0 out of 10, Exceptional, (14)
"We had such a nice relaxing vacation. The views were beautiful. Great resource provided for local activities, trails, restaurants, etc."
Book for Spring! Nelson 151, MTN views!
Cozy Craftsman: Newly Renovated/Downtown Staunton
Exterior

Cozy Craftsman: Newly Renovated/Downtown Staunton

9.8 out of 10, Exceptional, (16)
"The Cozy Cottage was the perfect home for my husband & I and our friends who joined us for a last minute weekend antique shopping in the area. The location was so close to all the dining & shopping downtown. The home was extremely clean & had everything we needed to feel right at home. We enjoyed our time there and will definitely be back. If we had known this home was so comfortable we would have added an extra day to our trip to simply enjoy a day at home relaxing! "
The price is SAR 521
SAR 1,307 total
includes taxes & fees
6 Apr - 7 Apr
Cozy Craftsman: Newly Renovated/Downtown Staunton
The Firefly Springhouse
Exterior

The Firefly Springhouse

10.0 out of 10, Exceptional, (23)
"Exactly as described. Nice property and a short distance from downtown and hiking. Enjoyed the animals on property as well as interaction w hosts."
The price is SAR 345
SAR 468 total
includes taxes & fees
3 Apr - 4 Apr
The Firefly Springhouse
Restored 1840 House with Gardens in Historic Downtown
Interior

Restored 1840 House with Gardens in Historic Downtown

9.8 out of 10, Exceptional, (132)
"This home is perfect for a larger group staying in Lexington. The home was very clean, well equipped and the beds were very comfortable. I would love to visit in the warmer months to take advantage of the porch and garden area. Being within walking distance of everything in town was so convenient. Peter was quick to reply when I contacted with questions. I highly recommended property!"
Restored 1840 House with Gardens in Historic Downtown
Modern Farmhouse near VMI, W&L, SVU & VA Horse Ctr
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (59)
"Beautiful property a short drive from downtown. Very well equipped (so much coffee!), spacious, and comfortable. Lots of space indoors and out. Host was very responsive and helpful. Had a great time!"
Modern Farmhouse near VMI, W&L, SVU & VA Horse Ctr
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
Terrace/patio

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

10.0 out of 10, Exceptional, (15)
"The property is in a quiet neighborhood close to town and all Waynesboro attractions. The home is stylishly decorated and the furnishings evoke memories of my younger years. Some even gave me a good laugh! The owners were responsive to our needs. The rental does not have a full kitchen, only a microwave and refrigerator, but is supplied with plates, cups, dinnerware and essential toiletries. The apartment is roomy and the bed was quite comfortable. The Loriann provided everything we needed for...
The price is SAR 416
SAR 693 total
includes taxes & fees
9 Apr - 10 Apr
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
White Rock Cabin
Property grounds

White Rock Cabin

10.0 out of 10, Exceptional, (202)
"Scott & Christie are excellent hosts. Everything was beyond expectations."
White Rock Cabin
Charming Basement apartment! Great for Families.
Interior

Charming Basement apartment! Great for Families.

10.0 out of 10, Exceptional, (1)
"The owner was amazing"
The price is SAR 371
SAR 559 total
includes taxes & fees
5 Apr - 6 Apr
Charming Basement apartment! Great for Families.
Spacious 5-bedroom house in a mountain hollow in Wintergreen Resort.
Fridge, microwave, oven, stovetop

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

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

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 334
SAR 838 total
includes taxes & fees
7 Apr - 8 Apr
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Valley Extended Suites
Standard Suite | Private kitchen | Full-size fridge, microwave, oven, stovetop

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 385
SAR 428 total
includes taxes & fees
7 Apr - 8 Apr
Valley Extended Suites
Magical Log Cabin, streams in private yard, 4 bedrooms, pet friendly, WiFi
Exterior

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

10.0 out of 10, Exceptional, (36)
"I wanted to get away from the business of Northern Virginia for a few days to clear my mind and simply relax. The cabin stay was exactly what I needed. Not only was Rebecca communicative, the cabin was spacious, rustic, and luxurious. I cannot be more enthusiastic in recommending this property to anyone who wants some time away but doesn’t want to have to “rough it.” I plan on returning this fall with my parents for a few days. "
The price is SAR 529
SAR 893 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.