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Middlebrook Vacation Rentals

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Check prices for these dates

Tonight
Jul 17 - Jul 18
Tomorrow
Jul 18 - Jul 19
This weekend
Jul 18 - Jul 20
Next weekend
Jul 25 - Jul 27

Vacation Rentals in Middlebrook

Valley Extended Suites
Studio Suite | Private kitchen | Full-size fridge, microwave, oven, stovetop

Valley Extended Suites

3.0 star property
9.0 out of 10, Wonderful, (189)
"I liked that it's has regular door keys. Loved it!"
The price is ￥13,991
￥15,571 total
includes taxes & fees
Jul 27 - Jul 28
Valley Extended Suites
Log cabin with mountain VIEWS in Lexington! Near VA Horse Ctr, 8 mi from VMI/W&L
Exterior

Log cabin with mountain VIEWS in Lexington! Near VA Horse Ctr, 8 mi from VMI/W&L

2.0 star property
10.0 out of 10, Exceptional, (13)
"Picturesque setting! Cabin was wonderful. Property manager was very responsive and helpful. Highly recommend!"
Log cabin with mountain VIEWS in Lexington! Near VA Horse Ctr, 8 mi from VMI/W&L
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, (283)
"The condo has just the right amenities, nicely decorated, and yes, a million dollar view."
The price is ￥15,526
￥36,034 total
includes taxes & fees
Jul 20 - Jul 21
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
Exterior

Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

10.0 out of 10, Exceptional, (27)
"The cabins are great for couples. My wife and I had a great weekend here. If you are looking for a place to out away from things and quiet then I recommend it. "
The price is ￥21,441
￥33,544 total
includes taxes & fees
Jul 24 - Jul 25
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes
Fridge, microwave, oven, stovetop

Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes

9.6 out of 10, Exceptional, (40)
"Property was incredibly clean and well-maintained. Enjoyed this condo!"
Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes
Love Ridge Mountain Lodging
Hanging Rock Cabin, 2 Bedrooms, Jetted Tub, Mountain View | Terrace/patio

Love Ridge Mountain Lodging

3.0 star property
10.0 out of 10, Exceptional, (12)
"Amazing stay I had, very peaceful and very quiet. "
The price is ￥26,563
￥38,704 total
includes taxes & fees
Jul 22 - Jul 23
Love Ridge Mountain Lodging
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Exterior

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

9.6 out of 10, Exceptional, (310)
"Exactly as advertised. Clean, everything worked, great location."
The price is ￥22,920
￥57,955 total
includes taxes & fees
Jul 30 - Jul 31
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Spy Run Hideaway is a 1/2 mile from the Blue Ridge Parkway & pet friendly!
Fridge, microwave, oven, stovetop

Spy Run Hideaway is a 1/2 mile from the Blue Ridge Parkway & pet friendly!

10.0 out of 10, Exceptional, (38)
"Beautiful property and very responsive host. Nice place to stay. "
The price is ￥23,955
￥44,503 total
includes taxes & fees
Jul 19 - Jul 20
Spy Run Hideaway is a 1/2 mile from the Blue Ridge Parkway & pet friendly!
Whimsical Creekside Cabin
Property grounds

Whimsical Creekside Cabin

10.0 out of 10, Exceptional, (26)
"Had a very quiet relaxing stay "
The price is ￥18,232
￥36,535 total
includes taxes & fees
Jul 30 - Jul 31
Whimsical Creekside Cabin
Hot Tub EV Charger Pool Dog OK Grill Tennis Hiking
Fridge, microwave, oven, stovetop

Hot Tub EV Charger Pool Dog OK Grill Tennis Hiking

10.0 out of 10, Exceptional, (12)
"The house was lovely. The location was great. Plenty of space for everyone. We really enjoyed this home."
Hot Tub EV Charger Pool Dog OK Grill Tennis Hiking
Top of Mountain 2 BR Condo, Short Walk to Highlands Ski Lift and Scenic Views
Property grounds

Top of Mountain 2 BR Condo, Short Walk to Highlands Ski Lift and Scenic Views

9.8 out of 10, Exceptional, (48)
"Great place, easy to find, and quick drive to the Wontergreen Resort!"
Top of Mountain 2 BR Condo, Short Walk to Highlands Ski Lift and Scenic Views
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, (100)
"We had a wonderful getaway at Deer Ridge. What a comfortable snd impeccably clean home! Highlights were morning coffee on the screened porch, evenings by the fire pit, and relaxing in the hot tub. Alex is a star host whose hospitality made our stay memorable. "
HOT TUB w CA King beds Acres of & secluded. Pymt plan, dogs welcome
You deserve it all! Awesome Views, Comfy Condo, Elevator, & Shuttle Service!
Property grounds

You deserve it all! Awesome Views, Comfy Condo, Elevator, & Shuttle Service!

9.8 out of 10, Exceptional, (183)
"Great condo with a great view, would definitely stay here again."
You deserve it all! Awesome Views, Comfy Condo, Elevator, & Shuttle Service!
Rustic Mountain Retreat-Bear Paw
Dining

Rustic Mountain Retreat-Bear Paw

9.8 out of 10, Exceptional, (227)
"Thanks for sharing your cabin with us! We loved the fireplace and had all the tools we needed for cozy meals."
Rustic Mountain Retreat-Bear Paw
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly
Pool

New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly

9.6 out of 10, Exceptional, (128)
"This property is one of the best prperties we have ever stayed at. The owner is very responsive and goes the extra mile. We will definitely rent this property again!!"
The price is ￥16,266
￥36,535 total
includes taxes & fees
Jul 20 - Jul 21
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly
Luxury cabin in the woods, 2 bedrooms plus loft
2 bedrooms, free WiFi, bed sheets

Luxury cabin in the woods, 2 bedrooms plus loft

10.0 out of 10, Exceptional, (176)
"Had a great stay! Will be back!"
Luxury cabin in the woods, 2 bedrooms plus loft
Meadow View Cabin, a deluxe log home near Lexington VA.
Exterior

Meadow View Cabin, a deluxe log home near Lexington VA.

10.0 out of 10, Exceptional, (170)
"Great property. "
Meadow View Cabin, a deluxe log home near Lexington VA.
Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (51)
"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!
Custom Builder just completely remodeled this Mountain Chalet! ...with Hot Tub!
Outdoor dining

Custom Builder just completely remodeled this Mountain Chalet! ...with Hot Tub!

10.0 out of 10, Exceptional, (134)
"Excellent house close to the slopes"
Custom Builder just completely remodeled this Mountain Chalet! ...with Hot Tub!
Updated, Cheerful Home Minutes to SVU, VMI and W&L
Property grounds

Updated, Cheerful Home Minutes to SVU, VMI and W&L

9.0 out of 10, Wonderful, (26)
"The property was easy to navigate to and the neighborhood was very quiet. It had a nice big yard and the theatre room was fun!"
The price is ￥13,175
￥31,900 total
includes taxes & fees
Jul 20 - Jul 21
Updated, Cheerful Home Minutes to SVU, VMI and W&L
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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Frequently asked questions

Can I find vacation rentals in Middlebrook?

Yes, we offer vacation rentals near top attractions in Middlebrook, or you can select a more secluded option if you'd like a relaxing place to stay. Middlebrook is known for its parks.

What are some of the best vacation rentals in Middlebrook?

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.: This vacation home rental outside of Middlebrook is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a selection of games, and a hot tub so you can immerse yourself in your vacation.

What can I see and do in Middlebrook?

While exploring the area, visit family-friendly sights like Beverley Cigar Store, or get outside and enjoy nature at Gypsy Hill Park. In the larger area, you’ll find Frontier Culture Museum and American Shakespeare Center.

What are vacation rentals like in Middlebrook?

Vacation rentals are private accommodations you can reserve for a couple days or more in Middlebrook. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for a family trip.