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Middlebrook Vacation Rentals

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Tonight
Nov 19 - Nov 20
Tomorrow
Nov 20 - Nov 21
This weekend
Nov 21 - Nov 23
Next weekend
Nov 28 - Nov 30

Vacation Rentals in Middlebrook

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

Valley Extended Suites

3.0 star property
Fishersville
9.0 out of 10, Wonderful, (212)
"I liked the cleanliness of the suite, the fully staffed kitchen, the large bathroom, the comfortable bed, the ease and safety of the parking area."
United States
Tammy
The price is ￥15,577
￥17,338 total
includes taxes & fees
Dec 2 - Dec 3
Valley Extended Suites
Exterior
Wow! What A View!

Wow! What A View!

Wintergreen Resort
10.0 out of 10, Exceptional, (54)
"Very clean, very comfortable, easy to access - we honestly didn't want to leave."
United States
Josh W.
Wow! What A View!
Terrace/patio
New Build! Log Cabin with Hot Tub in Wintergreen

New Build! Log Cabin with Hot Tub in Wintergreen

Chestnut Springs
10.0 out of 10, Exceptional, (3)
"Well appointed kitchen, beautiful cabin!"
United States
Curtis
New Build! Log Cabin with Hot Tub in Wintergreen
Exterior
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

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

Montebello
10.0 out of 10, Exceptional, (42)
"Nice quiet set of new cabins. Solid set of amenities. Really enjoyed our stay."
United States
Jesse C.
The price is ￥22,514
￥35,397 total
includes taxes & fees
Nov 20 - Nov 21
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

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

Roseland
9.0 out of 10, Wonderful, (298)
"Great view!!"
United States
Suzanne W.
The price is ￥15,372
￥36,618 total
includes taxes & fees
Dec 1 - Dec 2
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Property grounds
Whimsical Creekside Cabin

Whimsical Creekside Cabin

Vesuvius
9.8 out of 10, Exceptional, (38)
"Had a very quiet relaxing stay "
United States
Joyce I.
The price is ￥12,577
￥30,613 total
includes taxes & fees
Nov 23 - Nov 24
Whimsical Creekside Cabin
Exterior
The Woodland Cottage charming 2 bedoom one bath with deck on back, covered front

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

Buena Vista
10.0 out of 10, Exceptional, (11)
"Very nice and clean property in a quiet neighborhood. Host communicated well and left many amenities for us. Loved our stay!"
United States
Tina F.
The price is ￥15,527
￥29,725 total
includes taxes & fees
Nov 20 - Nov 21
The Woodland Cottage charming 2 bedoom one bath with deck on back, covered front
Property grounds
Top of Mountain 2 BR Condo, Short Walk to scenic overlooks of the Mtns. in Fall

Top of Mountain 2 BR Condo, Short Walk to scenic overlooks of the Mtns. in Fall

Wintergreen Resort
9.8 out of 10, Exceptional, (53)
"Great place to stay in Wintergreen!"
United States
Caroline w.
Top of Mountain 2 BR Condo, Short Walk to scenic overlooks of the Mtns. in Fall
Outdoor dining
Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort

Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort

Wintergreen Resort
9.8 out of 10, Exceptional, (6)
Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort
Terrace/patio
HOT TUB w CA King beds Acres of & secluded. Pymt plan, dogs welcome

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

Lexington
10.0 out of 10, Exceptional, (114)
"I had an excellent stay at this vrbo"
United States
Rashad W.
HOT TUB w CA King beds Acres of & secluded. Pymt plan, dogs welcome
Sauna
Fully Loaded 8BR in Wintergreen! Sleeps 23

Fully Loaded 8BR in Wintergreen! Sleeps 23

2.0 star property
Chestnut Springs
10.0 out of 10, Exceptional, (1)
"Our family had an excellent experience staying at this home during the fall. The host was extremely responsive, promptly addressing all of our questions and making sure we felt welcome. The house was exceptionally comfortable, spacious, and thoughtfully stocked with all the necessary utensils and essentials. We particularly appreciated the hot tub and pool table, which made it a memorable stay for our children as well. Overall, we thoroughly enjoyed our time and would highly recommend this...
United States
Satheesh T.
Fully Loaded 8BR in Wintergreen! Sleeps 23
Deerfield Cottage | 1 bedroom, pillowtop beds, individually decorated
Autumn Ridge Cottages

Autumn Ridge Cottages

2.5 star property
Lexington
9.0 out of 10, Wonderful, (180)
"Ridge View cottage is very nice. Situated at the top of a hill, views are great and wildlife is everywhere!"
United States
Paul
The price is ￥42,699
￥67,135 total
includes taxes & fees
Dec 1 - Dec 2
Autumn Ridge Cottages
Fridge, microwave, oven, stovetop
Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes

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

Wintergreen Resort
9.6 out of 10, Exceptional, (54)
"Had a great stay..hosts quick to respond to questions. Patio was a nice plus!"
United States
eric s.
Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes
Property grounds
Cozy Cabin with private HOT TUB!

Cozy Cabin with private HOT TUB!

Nellysford
10.0 out of 10, Exceptional, (27)
"This location was a nice place to relax and enjoy family time."
United States
Melissa H.
Cozy Cabin with private HOT TUB!
Hanging Rock Cabin, 2 Bedrooms, Jetted Tub, Mountain View | Terrace/patio
Love Ridge Mountain Lodging

Love Ridge Mountain Lodging

3.0 star property
Montebello
10.0 out of 10, Exceptional, (12)
"Amazing stay I had, very peaceful and very quiet. "
United States
Abby
The price is ￥27,892
￥40,638 total
includes taxes & fees
Nov 24 - Nov 25
Love Ridge Mountain Lodging
Property grounds
Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI

Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI

Buena Vista
9.0 out of 10, Wonderful, (33)
"I didn’t realize that this was an entire house with full kitchen, and two bedrooms. A wonderful place near Buena Vista and Lexington."
United States
Matthew
The price is ￥13,835
￥33,138 total
includes taxes & fees
Nov 20 - Nov 21
Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI
Pool
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly

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

Roseland
9.6 out of 10, Exceptional, (140)
"Great stay in Wintergreen!"
United States
Pete K.
The price is ￥17,080
￥38,711 total
includes taxes & fees
Dec 1 - Dec 2
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly
Property grounds
Lovely C.1890 Flat with Garden in Historic Downtown

Lovely C.1890 Flat with Garden in Historic Downtown

Lexington
9.8 out of 10, Exceptional, (71)
"Great location! Great stay!"
United States
margot m.
The price is ￥25,852
￥44,596 total
includes taxes & fees
Nov 22 - Nov 23
Lovely C.1890 Flat with Garden in Historic Downtown
Fridge, microwave, oven, stovetop
2min to Ski Hot Tub EV Charger Mountain View DogOK

2min to Ski Hot Tub EV Charger Mountain View DogOK

Wintergreen Resort
10.0 out of 10, Exceptional, (17)
"It was great "
United States
Sergio o.
2min to Ski Hot Tub EV Charger Mountain View DogOK
Fridge, microwave, oven, stovetop
Elegant & Modern Carriage House at Twin Maple Farm

Elegant & Modern Carriage House at Twin Maple Farm

Lexington
10.0 out of 10, Exceptional, (207)
"We had a wonderful stay! Beautiful area and the owners were very kind and welcoming. Definitely recommend!"
United States
Scott B.
The price is ￥24,067
￥35,448 total
includes taxes & fees
Nov 30 - Dec 1
Elegant & Modern Carriage House at Twin Maple Farm
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

Comfort Inn

Comfort Inn

10/10 Excellent
" Yes"
Charles 2-night trip
Posted 23 hours ago
Comfort Inn

Find out more about Middlebrook

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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?

Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI: This vacation home rental outside of Middlebrook is located in the mountains and has a fireplace, a garden, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the arcade game room in this rental home to help you unwind.

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 George Washington National Forest. 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.