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Middlebrook Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Middlebrook vacation rentals

Street view

1. Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (256 reviews)
"The cleanliness, closeness to where I needed to be and courtesy of the staff."
United States
Barbara
The price is ￥16,391
￥18,243 total
includes taxes & fees
Sep 23 - Sep 24
Valley Extended Suites
Property grounds

2. The Firefly Springhouse

The Firefly Springhouse
Staunton
9.8 out of 10, Exceptional, (72 reviews)
"Nice stay. Perfect for the solo traveler"
United States
David H
The price is ￥12,940
￥17,882 total
includes taxes & fees
Sep 20 - Sep 21
The Firefly Springhouse
Standard Suite, 1 Queen Bed | Private kitchen | Coffee/tea maker, full-size fridge, microwave, oven

3. Affordable Suites of America Waynesboro

Affordable Suites of America Waynesboro
2.5 star property
Waynesboro
9.2 out of 10, Wonderful, (69 reviews)
"Very good value, would definitely stay again"
United States
Frank
The price is ￥15,472
￥17,221 total
includes taxes & fees
Oct 1 - Oct 2
Affordable Suites of America Waynesboro
House, Private Bathroom (The Hunker Down) | Exterior

4. The Hunker Down

The Hunker Down
2.0 star property
Staunton
10.0 out of 10, Exceptional, (1 review)
"This is an excellent property. It was very clean, spacious, modern, and incredibly well appointed. We lacked for nothing. The yard was cute, the property was within walking distance of just about everything, and the little patio with the chairs and tables to sit at and enjoy the weather were an added bonus. I wish every place I travel to had a place like this. It was absolutely delightful."
United States
Judith
The price is ￥22,035
￥38,682 total
includes taxes & fees
Sep 28 - Sep 29
The Hunker Down
Exterior

5. Whimsical Creekside Cabin

Whimsical Creekside Cabin
Vesuvius
10.0 out of 10, Exceptional, (63 reviews)
"The place & everything was great!"
United States
Major G.
The price is ￥18,425
￥40,345 total
includes taxes & fees
Sep 23 - Sep 24
Whimsical Creekside Cabin
Ravens Roost, 3 Bedrooms, Hot Tub, Mountain View | Terrace/patio

6. Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
10.0 out of 10, Exceptional, (24 reviews)
"This place was excellent. Very clean and quiet. Sherando lake was only 4 miles away with great hiking trails. The beds were very comfortable. Would definitely stay at this place again."
United States
Josh
The price is ￥21,918
￥33,991 total
includes taxes & fees
Sep 22 - Sep 23
Love Ridge Mountain Lodging
Exterior

7. Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek

Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek
Wintergreen Resort
10.0 out of 10, Exceptional, (122 reviews)
"Great home, very clean and well stocked."
United States
Rob H.
The price is ￥21,098
￥44,579 total
includes taxes & fees
Sep 22 - Sep 23
Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek
Exterior

8. 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, (73 reviews)
"We had a great stay at the Cabin! Everything met our expectations and more we will definitely be coming back!"
United States
Jake
The price is ￥22,661
￥35,628 total
includes taxes & fees
Sep 21 - Sep 22
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
Interior

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

Spy Run Hideaway is a 1/2 mile from the Blue Ridge Parkway & pet friendly!
Vesuvius
9.6 out of 10, Exceptional, (57 reviews)
"Great place to stay. Wish we had more time to enjoy it. Beautiful area and super clean home with everything you could need available!"
United States
Annalee W.
The price is ￥25,317
￥47,034 total
includes taxes & fees
Sep 18 - Sep 19
Spy Run Hideaway is a 1/2 mile from the Blue Ridge Parkway & pet friendly!
Coffee/tea maker, fridge, microwave, oven

10. The Pop Inn: Family Destination, Walk Dwntwn

The Pop Inn: Family Destination, Walk Dwntwn
Staunton
9.8 out of 10, Exceptional, (34 reviews)
"Great attention to detail, and the "little things" that make you feel well cared for - like snacks and multiple ways to make coffee! Also very clean and such fun decor!"
United States
Betsey
The price is ￥15,472
￥35,357 total
includes taxes & fees
Sep 20 - Sep 21
The Pop Inn: Family Destination, Walk Dwntwn
Exterior detail

11. Bee Mountain Cabin fireplace, kitchen, jacuzzi

Bee Mountain Cabin fireplace, kitchen, jacuzzi
Lyndhurst
10.0 out of 10, Exceptional, (13 reviews)
"This was the perfect cabin for a weekend away with the kids. Had just enough to be cozy with close proximity to the AT. We also enjoyed the frisbee golf!"
United States
Laura H.
The price is ￥30,475
￥37,734 total
includes taxes & fees
Sep 21 - Sep 22
Bee Mountain Cabin fireplace, kitchen, jacuzzi
Ridgeview Cottage | Private kitchen | Coffee/tea maker, fridge, microwave, oven

12. Autumn Ridge Cottages

Autumn Ridge Cottages
2.5 star property
Lexington
9.0 out of 10, Wonderful, (182 reviews)
"Very nicely appointed, clean, quiet, quaint, and close to family. "
United States
Gary
The price is ￥42,977
￥67,571 total
includes taxes & fees
Sep 21 - Sep 22
Autumn Ridge Cottages
Exterior detail

13. The Overlook: Walk Downtown + City Views

The Overlook: Walk Downtown + City Views
Staunton
10.0 out of 10, Exceptional, (43 reviews)
"Very nice accommodations, located just steps away from the heart of the shopping and dining of Staunton. Lovely porch view, and plenty of space to feel at home."
United States
Jill
The price is ￥19,222
￥40,082 total
includes taxes & fees
Oct 6 - Oct 7
The Overlook: Walk Downtown + City Views
Apartment, Private Bathroom (The Serendipity Suite) | Balcony view

14. The Serendipity Suite

The Serendipity Suite
2.0 star property
Staunton
10.0 out of 10, Exceptional, (9 reviews)
"Electric charger and air-conditioning were key this weekend. Great location with easy walk to restaurants, entertainment and shops."
United States
Jennifer
The price is ￥15,941
￥30,106 total
includes taxes & fees
Sep 23 - Sep 24
The Serendipity Suite
Exterior

15. Blue Ridge Cabin · 3 Levels · 3 Scenic Decks · Music Game Room · Hot Tub· Arcade

Blue Ridge Cabin · 3 Levels · 3 Scenic Decks · Music Game Room · Hot Tub· Arcade
Wintergreen Resort
10.0 out of 10, Exceptional, (28 reviews)
"Great stay! This place really has everything. "
United States
Maya G.
The price is ￥37,648
￥104,406 total
includes taxes & fees
Sep 21 - Sep 22
Blue Ridge Cabin · 3 Levels · 3 Scenic Decks · Music Game Room · Hot Tub· Arcade
Terrace/patio

16. Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
9.8 out of 10, Exceptional, (36 reviews)
"Great place to stay for our family of 4 for a wedding weekend. Easy check-in and close to the Inn."
United States
Scott M.
The price is ￥17,816
￥41,419 total
includes taxes & fees
Sep 18 - Sep 19
Wintergreen Condo -Steps to Ski and restaurants
Outdoor spa tub

17. Luxury Mountain Lodge: Hot Tub and Incredible Mountain Views

Luxury Mountain Lodge: Hot Tub and Incredible Mountain Views
Vesuvius
10.0 out of 10, Exceptional, (21 reviews)
"Great view and great location! We loved it."
United States
Craig N.
The price is ￥56,136
￥109,898 total
includes taxes & fees
Sep 22 - Sep 23
Luxury Mountain Lodge: Hot Tub and Incredible Mountain Views
Exterior

18. 5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries

5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries
Montebello
10.0 out of 10, Exceptional, (30 reviews)
"The cabins were well stocked and arranged to look at your window at the creek. Beautiful place to relax. Nice fire pit and pretty pollinator garden in the front. Easy place to stay and hike on the parkway. Dogs were very comfortable in the cabin. Would definitely return."
United States
alisa c.
The price is ￥20,395
￥32,910 total
includes taxes & fees
Sep 20 - Sep 21
5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries
Outdoor dining

19. Escape to the Blue Ridge Mountains at Wine-tergreen!

Escape to the Blue Ridge Mountains at Wine-tergreen!
Wintergreen Resort
9.8 out of 10, Exceptional, (129 reviews)
"Close to Ski lifts and great for a weekend stay!"
United States
Jennifer D.
The price is ￥18,144
￥40,384 total
includes taxes & fees
Sep 20 - Sep 21
Escape to the Blue Ridge Mountains at Wine-tergreen!
3 bedrooms, iron/ironing board, WiFi (free), bed sheets

20. Serenity Cabin-Woodland Retreat

Serenity Cabin-Woodland Retreat
Wintergreen Resort
9.8 out of 10, Exceptional, (17 reviews)
"Wonderful stay with great communication with the host "
United States
Annamarie P.
The price is ￥27,896
￥71,651 total
includes taxes & fees
Sep 20 - Sep 21
Serenity Cabin-Woodland Retreat
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
"Great location in a cute walkable town. Very Dog friendly area. Room was clean and comfortable. Free parking a plus. Front Desk staff was very friendly."
Susan 1-night trip
Posted 1 hour ago
Hotel 24 South

Find out more about Middlebrook

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Look no further and take a look at our great range of rental properties in Middlebrook!

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?

Large and Luxurious Exec 5BR Chalet: This vacation home rental outside of Middlebrook is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

What can I see and do in Middlebrook?

While exploring the area, visit family-friendly sights like Sunspots Studios Glassblowing, or get outside and enjoy nature at George Washington National Forest. In the larger area, you’ll find Staunton Railroad Station and Frontier Culture Museum.

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.