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Top Holiday Rentals in Middlebrook

Valley Extended Suites

3.0 star property
9.0 out of 10, Wonderful, (191)
"Quite and Accommodating.office staff was great "
The price is £87
includes taxes & fees
17 Aug - 18 Aug
Valley Extended Suites

Wow! What A View!

9.4 out of 10, Exceptional, (15)
"Découverte de la corse pour la 1ère fois. Proche de tous, plage, équitation mer montagne, spécialités, petit port avec restau,rando, village et super point de vue."
Wow! What A View!

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

10.0 out of 10, Exceptional, (28)
"Great place to stay while enjoying the mountains."
The price is £171
includes taxes & fees
17 Aug - 18 Aug
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

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

9.6 out of 10, Exceptional, (130)
"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 £186
includes taxes & fees
17 Aug - 18 Aug
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly

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

9.0 out of 10, Wonderful, (289)
"The condo has just the right amenities, nicely decorated, and yes, a million dollar view."
The price is £183
includes taxes & fees
20 Aug - 21 Aug
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

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 £193
includes taxes & fees
19 Aug - 20 Aug
Love Ridge Mountain Lodging

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

10.0 out of 10, Exceptional, (323)
"I’ve stayed here a few times now with various members of my family and all of us love this place! The accommodations are great, the place is well stocked with careful attention to detail, and we always look forward to returning. Thanks again for a great stay!"
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

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

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 scenic overlooks of the Mtns. in Fall

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

10.0 out of 10, Exceptional, (171)
"Fantastic, secluded cabin, conveniently located to everything Lexington has to offer. We were there for a horse show and look forward to returning. "
Meadow View Cabin, a deluxe log home near Lexington VA.

Wintergreen. Sunset Vista Villa - Sea of Mountains

10.0 out of 10, Exceptional, (77)
"Everything was great!"
The price is £205
includes taxes & fees
28 Aug - 29 Aug
Wintergreen. Sunset Vista Villa - Sea of Mountains

Spectacular Waterfront Retreat on Piney River in the Blue Ridge Mountains.

9.8 out of 10, Exceptional, (137)
"Beautiful property. Great placee to rest and relax."
Spectacular Waterfront Retreat on Piney River in the Blue Ridge Mountains.

Lovely C.1890 Flat with Garden in Historic Downtown

9.8 out of 10, Exceptional, (65)
"Great location! Great stay!"
The price is £181
includes taxes & fees
16 Aug - 17 Aug
Lovely C.1890 Flat with Garden in Historic Downtown

Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC

9.8 out of 10, Exceptional, (50)
"Had a great stay! Easy check-in/departure process. Great views and easy access to the slopes! 10/10 would recommend again. "
Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC

Whimsical Creekside Cabin

10.0 out of 10, Exceptional, (26)
"Had a very quiet relaxing stay "
The price is £172
includes taxes & fees
25 Aug - 26 Aug
Whimsical Creekside Cabin

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

10.0 out of 10, Exceptional, (50)
"Great place to stay. "
The price is £196
includes taxes & fees
2 Sept - 3 Sept
Magical Log Cabin, streams in private yard, 4 bedrooms, pet friendly, WiFi

Walk to Market/Private community outdoor pool!

9.8 out of 10, Exceptional, (71)
"Excellent location. Comfortable and clean."
Walk to Market/Private community outdoor pool!

Cozy Cabin with private HOT TUB!

10.0 out of 10, Exceptional, (25)
"Adult girls weekend visiting local wineries, Breweries, and, of course, Bold Rock Cidery. Great location. Beautiful mountain views on the way up to the cabin. The hot tub was perfect for evening relaxation. Plenty of room, and well-appointed kitchen. "
Cozy Cabin with private HOT TUB!

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

10.0 out of 10, Exceptional, (55)
"We all loved the cottage in Alhambra. The setting was amazing and peaceful tucked in among the mountains and overlooking the creek. The inside was lovely and our hosts had the place outfitted to fill all of our needs. This was one of our favorite stays!"
Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!

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

10.0 out of 10, Exceptional, (103)
"This place was amazing. Loved everything about the place."
HOT TUB w CA King beds Acres of & secluded. Pymt plan, dogs welcome

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

9.8 out of 10, Exceptional, (42)
"Beautiful property and very responsive host. Nice place to stay. "
The price is £226
includes taxes & fees
15 Aug - 16 Aug
Spy Run Hideaway is a 1/2 mile from the Blue Ridge Parkway & pet friendly!
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

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?

Spy Run Hideaway is a 1/2 mile from the Blue Ridge Parkway & pet friendly!: This holiday home rental outside of Middlebrook is located in the mountains, and has a patio, a selection of games 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.

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.