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Holiday Rentals in Middlebrook

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Holiday Rentals in Middlebrook

Exterior
Virginia Mountain Get Away Cabin...Hunt Fish Hike Bike
10.0 out of 10, Exceptional, (26)
"This was such a peaceful, perfect location with an incredible view up on the mountain! It was like an escape from the real world and felt so refreshing. My gaming-obsessed 12 year old son said he would give up games if we could move there 😂 The hosts were great and very responsive and we had no issues with anything. The cabin was clean and comfortable. The first night we were there we made tinfoil dinners on the campfire and then s'mores afterwards. The stars are amazing outside of the city...
Virginia Mountain Get Away Cabin...Hunt Fish Hike Bike
Smart TV, fireplace, DVD player, books
View from the Top
10.0 out of 10, Exceptional, (37)
"First time at Wintergreen - condos are show their age in places, but I had a great time and the views were out of this world. Good hiking. Waterfalls. Cut through to Blue Ridge Parkway from the neighborhood allowed for great biking without having to descend/ascend the long road up from the entrance."
View from the Top
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
10.0 out of 10, Exceptional, (271)
"I’ve stayed in wintergreen before but never with my wife. This unit is the perfect place to relax. It’s close to everything and there are tons of places to walk. The condo was very well equipped. I especially loved the nook with the Wii. Thanks for a great time."
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
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Exterior
Cozy Mountain Cabin
10.0 out of 10, Exceptional, (50)
"Lorraine is a great host, providing so many small touches that make your stay so comfortable. The house is cozy but not cramped The mattress was also very comfortable. The winding staircase is tight and could be an issue for some so keep that in mind. The location is quiet and peaceful"
The price is €184
includes taxes & fees
19 May - 20 May
Cozy Mountain Cabin
Property grounds
Endless Mountain Top Views from All The Way Up!
10.0 out of 10, Exceptional, (31)
"Came here in the offseason for a getaway, had a lovely time. Nicely appointed apartment with a very modern feel, it'd be a pleasant place to stay even if it wasn't overlooking gorgeous, wooded mountains. The hosts were very communicative. Sufficiently speedy internet for a remote work getaway or video streaming."
Endless Mountain Top Views from All The Way Up!
Property grounds
Windymile Cabin for Rent Near Lexington Va. Lexington Va Cabin Rental.
10.0 out of 10, Exceptional, (160)
"We loved staying at Windymile. Inside--clean, simple & straightforward. Outside---a great fireplace, porch with overhang, plenty of space and best of all, spectacular views of the mountains"
Windymile Cabin for Rent Near Lexington Va. Lexington Va Cabin Rental.
Private kitchen
Ski-In/Ski-Out Comfy Condo
10.0 out of 10, Exceptional, (10)
"Awesome condo very convenient if you are skiing."
Ski-In/Ski-Out Comfy Condo
Outdoor pool
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!
10.0 out of 10, Exceptional, (3)
"The owners have thought of just about everything to make this a home away from home. We really enjoyed our stay."
The price is €502
includes taxes & fees
20 May - 21 May
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!
View from property
Spacious Lexington Home w/ Breathtaking Views
10.0 out of 10, Exceptional, (21)
"We enjoyed our time at this beautiful location. The views are spectacular. The host was very accommodating at allowing us to do a late check out."
Spacious Lexington Home w/ Breathtaking Views
2 bedrooms, free WiFi, bed sheets
Luxury cabin in the woods, 2 bedrooms plus loft
10.0 out of 10, Exceptional, (129)
"My husband and I have been wanting to visit The Natural Bridge and the Charlottesville area. We really enjoy VRBO vs hotels. This cabin is everything we hoped it would be. The location is remote and in the middle of trees, nature, and quiet. The design of the cabin is exquisite and every detail is well thought out for a relaxing vacation. The kitchen is well supplied with everything for coffee and snacks. This was a welcome due to our late arrival. The bed in the upstairs master was very...
Luxury cabin in the woods, 2 bedrooms plus loft
Smart TV, fireplace, DVD player, books
Insane Mountain Views - New Listing
10.0 out of 10, Exceptional, (16)
"Absolutely stunning home with breathtaking views of the valley from multiple rooms and exterior decks. Graciously appointed kitchen with high-end appliances with plenty of dining space in two areas. Spacious great room with lots of seating and a gas fireplace for large gatherings accompanied by upper loft for smaller, more intimate groups for conversation, watching TV, etc. All bedrooms have very comfortable beds with bathrooms, and the owners have carefully thought of every detail and amenity...
Insane Mountain Views - New Listing
Property grounds
🆕HOT TUB w CA King beds Acres of 🌲🌳 & secluded. Pymt plan, dogs welcome
10.0 out of 10, Exceptional, (66)
"The property was just what we were looking for; comfortable and quiet."
🆕HOT TUB w CA King beds Acres of 🌲🌳 & secluded. Pymt plan, dogs welcome
Fridge, microwave, stovetop, dishwasher
Wintergreen Resort Retreat w/ Hot Tub!
10.0 out of 10, Exceptional, (38)
"Cozy place to spend the weekend!"
Wintergreen Resort Retreat w/ Hot Tub!
Fridge, microwave, oven, stovetop
Stylish 2 Bedroom Unit-Convenient Downtown walkable location, Close to 151, Blue Ridge Parkway, Brew
10.0 out of 10, Exceptional, (4)
"We came down from DC to catch a show at the Foundry. This location was perfect as it was walking distance to the venue and we each had our own room. It also has a large covered porch that was great for having a couple of drinks as the sun went down before going to the show."
The price is €213
includes taxes & fees
23 May - 24 May
Stylish 2 Bedroom Unit-Convenient Downtown walkable location, Close to 151, Blue Ridge Parkway, Brew
Property grounds
Deer Run - Mountain Getaway
10.0 out of 10, Exceptional, (207)
"Very nice home. Great use of space, lots of hiking available."
Deer Run - Mountain Getaway
Terrace/patio
Rustic Mountain Retreat-Bear Paw
9.8 out of 10, Exceptional, (208)
"Very relaxing, that’s what we we’re looking for since our lives are so busy"
Rustic Mountain Retreat-Bear Paw
Exterior
Mountain Chalet – Panoramic Views of Blue Ridge Mountains!
9.8 out of 10, Exceptional, (55)
"We had a lovely stay. The area was gorgeous and the house was comfortable and perfect for our family of 5."
Mountain Chalet – Panoramic Views of Blue Ridge Mountains!
Interior
Old Farm Road. Spacious house on 10 acres only 1 mile from downtown Lexington
9.8 out of 10, Exceptional, (46)
"Nice home with beautiful views. Had deer in the yard at sunset."
Old Farm Road. Spacious house on 10 acres only 1 mile from downtown Lexington
Exterior
Waterfront Retreat on Piney River in the Blue Ridge Mountains. FREE fire wood!
9.8 out of 10, Exceptional, (117)
"My second visit to this lovely property. The weather and surroundings were excellent and the fish were biting!! Would not change a thing. This is now a favorite place for us!!"
Waterfront Retreat on Piney River in the Blue Ridge Mountains. FREE fire wood!
Property grounds
WILDBRIAR LODGE • 6BR/6BA • MASTER SUITES • HOT TUB • GAME ROOM • MOUNTAIN VIEWS
9.8 out of 10, Exceptional, (11)
"Everything is advertise very nice place well laid out."
WILDBRIAR LODGE • 6BR/6BA • MASTER SUITES • HOT TUB • GAME ROOM • MOUNTAIN VIEWS
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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.

Other types of properties in Middlebrook you may be interested in

Lobby
Hotel 24 South
3.0 star property
9.4 out of 10, Exceptional, (1001)
"I always enjoy staying at this hotel when I travel to Staunton to attend a show at the Blackfriars Playhouse. It’s right next door and centrally located to everything. It has a big parking garage and I just park my car there when I arrive and do everything on foot while I’m there. The rooms are clean and comfortable, and the staff is friendly and helpful. Staying here is part of the formula that makes up my perfect getaway weekend. "
The price is €119
includes taxes & fees
2 Jun - 3 Jun
Hotel 24 South
Desk, iron/ironing board, free wired Internet, bed sheets
Wingate by Wyndham Waynesboro
2.5 star property
8.6 out of 10, Excellent, (420)
"We had a very nice stay .Room was clean and staff very friendly. Pool was open 24 hours , so took advatage and went in at 5:00 on the day we left. Then had a nice breakfast . The chef was really friendly and kept the food coming."
The price is €82
includes taxes & fees
16 Jun - 17 Jun
Wingate by Wyndham Waynesboro
Property grounds
Howard Johnson by Wyndham Lexington
2.0 star property
8.2 out of 10, Very good, (1353)
"The room was very clean and spacious. The beds were comfortable and the room had a nice view of the mountains. The location was really nice and the area was quiet. Would definitely stay there again. "
The price is €67
includes taxes & fees
20 May - 21 May
Howard Johnson by Wyndham Lexington
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.

Everything you need to know about Middlebrook holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Middlebrook holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middlebrook holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Middlebrook holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middlebrook. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middlebrook holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middlebrook holiday rentals we have selected for you start as low as €100 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middlebrook rentals

At Expedia, we put the best Middlebrook holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Middlebrook rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middlebrook holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middlebrook. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Middlebrook?

Yes, there are holiday rentals close to the most popular sights in Middlebrook, or you can select a more secluded option if you're looking for a relaxing stay. Middlebrook is known for its parks.

What are some of the best holiday rentals that Middlebrook has to offer?

Mountain Chalet – Panoramic Views of Blue Ridge Mountains!: This holiday home rental outside of Middlebrook is located in the mountains, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of books 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 wider area, you’ll find Frontier Culture Museum and American Shakespeare Center.

What are holiday rentals like in Middlebrook?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Middlebrook. Holiday rentals offer amenities such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for family trips.

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