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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Middlebrook vacation homes

Outdoor spa tub

Vacation Home in Waynesboro

NEW! Cheerful 2 bd bungalow with hot tub. Must see!
9.6 out of 10, Exceptional, (45 reviews)
"loved the quiet location, sunny private back yard, and well-stocked kitchen"
United States
George D.
The price is AED 430
AED 744 total
includes taxes & fees
28 Jan - 29 Jan
NEW! Cheerful 2 bd bungalow with hot tub. Must see!
Interior

Vacation Home in Lexington

Simple & spacious 1-bedroom basement living in Lexington. Close to W&L and VMI
10.0 out of 10, Exceptional, (4 reviews)
"Great location, cozy, quiet. Great accommodations "
United States
Kristen H.
The price is AED 331
AED 520 total
includes taxes & fees
31 Jan - 1 Feb
Simple & spacious 1-bedroom basement living in Lexington. Close to W&L and VMI
Property grounds

Vacation Home in Buena Vista

Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI
9.0 out of 10, Wonderful, (33 reviews)
"Nice place to stay"
United States
Ann E.
The price is AED 327
AED 784 total
includes taxes & fees
25 Jan - 26 Jan
Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI
Property grounds

Vacation Home in Staunton

The Firefly Springhouse
9.8 out of 10, Exceptional, (48 reviews)
"Great cottage for 2 and peaceful setting. Host was helpful with great dinner recommendations "
United States
Joseph
The price is AED 338
AED 458 total
includes taxes & fees
23 Feb - 24 Feb
The Firefly Springhouse
Exterior detail

Vacation Home in Waynesboro

The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
10.0 out of 10, Exceptional, (19 reviews)
"The perfect stay for a wedding weekend in Waynesboro. It was very warm and accommodating and I can’t say enough good things about it. Thank you for a great weekend"
United States
Michael W.
The price is AED 499
AED 784 total
includes taxes & fees
25 Jan - 26 Jan
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
Dining

Vacation Home in Waynesboro

The Hawksbill Haus (w/ hot tub)
9.6 out of 10, Exceptional, (10 reviews)
"Home was as described. Location was close enough to stores and attractions. Hot tub was nice."
United States
Catherine D.
The price is AED 393
AED 1,185 total
includes taxes & fees
27 Jan - 28 Jan
The Hawksbill Haus (w/ hot tub)
Property grounds

Vacation Home in Deerfield

Jade Dragon Guest House - Deerfield, VA. - Hamilton Branch River
9.6 out of 10, Exceptional, (7 reviews)
"A nice clean, relaxing place to stay."
United States
Benjamin C.
The price is AED 459
AED 593 total
includes taxes & fees
26 Jan - 27 Jan
Jade Dragon Guest House - Deerfield, VA. - Hamilton Branch River
Outdoor spa tub

Vacation Home in Fairfield

Fall Foliage Views + Hot Tub Escape near WLU & VMI at Sunrise Ridge
9.8 out of 10, Exceptional, (11 reviews)
"Always have a great stay here. Views are spectacular! Lots of space for families. "
United States
Ellen H.
The price is AED 400
AED 1,834 total
includes taxes & fees
27 Jan - 28 Jan
Fall Foliage Views + Hot Tub Escape near WLU & VMI at Sunrise Ridge
Property grounds

Vacation Home in Rockbridge Baths

Hays Creek Cottage: Waterfront Home Near Mountains
9.4 out of 10, Exceptional, (3 reviews)
"Very nice getaway. Clean peaceful, everything I wanted."
United States
Steve H.
The price is AED 584
AED 1,550 total
includes taxes & fees
25 Jan - 26 Jan
Hays Creek Cottage: Waterfront Home Near Mountains
2 bedrooms, desk, iron/ironing board, internet

Vacation Home in Staunton

Green on New - Central Location and Staunton Charm
9.4 out of 10, Exceptional, (13 reviews)
"Really enjoyed our stay! Very clean and quaint little place. Would stay again. "
United States
JANIE M.
The price is AED 400
AED 913 total
includes taxes & fees
26 Jan - 27 Jan
Green on New - Central Location and Staunton Charm
Outdoor pool

Vacation Home in Waynesboro

Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful day we really enjoyed the pool and hot tub during our stay! This is centrally located and well furnished! The hosts were great with communication!"
United States
Cameron V.
The price is AED 566
AED 1,865 total
includes taxes & fees
29 Jan - 30 Jan
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!
Interior

Vacation Home in Buena Vista

Water Trough Hill - Views of Lexington
10.0 out of 10, Exceptional, (54 reviews)
"Clean , very spacious. Spectacular views! "
United States
David E.
The price is AED 569
AED 1,101 total
includes taxes & fees
3 Feb - 4 Feb
Water Trough Hill - Views of Lexington
Outdoor spa tub

Vacation Home in Glasgow

3 BR house with hot tub near Lexington and surrounding attractions!
9.8 out of 10, Exceptional, (57 reviews)
"Property is exactly as advertised. Close to Lexington and very close to the Virginia Safari park. "
United States
Tammy S.
The price is AED 540
AED 1,063 total
includes taxes & fees
1 Feb - 2 Feb
3 BR house with hot tub near Lexington and surrounding attractions!
Interior

Vacation Home in Staunton

Little Yellow House: Walk to Downtown Staunton
10.0 out of 10, Exceptional, (6 reviews)
"I loved the location and the extra amenities !"
United States
Miriam
The price is AED 364
AED 1,016 total
includes taxes & fees
29 Jan - 30 Jan
Little Yellow House: Walk to Downtown Staunton
Terrace/patio

Vacation Home in Staunton

Oma's Garden Oasis: Spacious, Close to Downtown
9.6 out of 10, Exceptional, (30 reviews)
"Great space close to downtown and the college but in a lovely quiet neighborhood. Easy to stretch out and comfortable accommodations. "
United States
eren d.
The price is AED 474
AED 1,349 total
includes taxes & fees
25 Jan - 26 Jan
Oma's Garden Oasis: Spacious, Close to Downtown
Exterior

Vacation Home in Vesuvius

Osceola Mill is a boutique inn located in the Shenandoah Valley 20 minutes from Lexington and Staunton.
10.0 out of 10, Exceptional, (1 review)
"Booked this property for 3 nights as we were attending a VMI graduation and a wedding. This was perfect. Linda made our stay awesome. We did a red-eye in and were able to check in early for a quick nap. The breakfast every morning was sooooo good. She even arranged a tea tasting, which unfortunately we were not able to attend because of our conflicting schedule. The room was large and comfortable. They use StarLink WiFi so no problems with connectivity. Linda's attitude made the visit in...
United States
Dee N.
The price is AED 567
AED 738 total
includes taxes & fees
1 Feb - 2 Feb
Osceola Mill is a boutique inn located in the Shenandoah Valley 20 minutes from Lexington and Staunton.
Smart TV, fireplace, books, stereo

Vacation Home in Lexington

Good Place Farms Upper Barn
9.4 out of 10, Exceptional, (13 reviews)
"The place was incredible and the host, Justin, was great!"
United States
Traylor D.
The price is AED 4,628
AED 7,378 total
includes taxes & fees
25 Jan - 26 Jan
Good Place Farms Upper Barn
Exterior detail

Vacation Home in Staunton

The Hunker Down: Cheerful 2 Bed and Pet Friendly
9.0 out of 10, Wonderful, (13 reviews)
"We stayed here with our two kids (age 2 and 3) and would stay again! The apartment was incredibly clean with plenty of space and everything we needed. We sleep with white noise machines and had no issues with noise at all. Check in and parking was easy and the hosts were very responsive. "
United States
Michelle S.
The price is AED 422
AED 905 total
includes taxes & fees
25 Jan - 26 Jan
The Hunker Down: Cheerful 2 Bed and Pet Friendly
Exterior

Vacation Home in Lexington

Charming downtown Lex cottage, walk to WLU, VMI
10.0 out of 10, Exceptional, (9 reviews)
"Super quaint and charming! Great location. Can walk to everything. "
United States
lori b.
The price is AED 492
AED 1,232 total
includes taxes & fees
2 Feb - 3 Feb
Charming downtown Lex cottage, walk to WLU, VMI
Dining

Vacation Home in Nellysford

"Glass & Pine" Home close to Bold Rock & Vineyards
10.0 out of 10, Exceptional, (2 reviews)
"We only stayed one night but wished we could have stayed longer! The place was super clean and the views were beautiful once the rain finally stopped! Close to our favorite brewery and cidery. There were issues with TV reception (buffering) which may just be the area. Not much time for TV watching anyway with all the beautiful things to explore. We enjoyed our stay. "
United States
Robert H.
The price is AED 636
AED 1,504 total
includes taxes & fees
17 Feb - 18 Feb
"Glass & Pine" Home close to Bold Rock & Vineyards
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

Wingate by Wyndham Lexington

Wingate by Wyndham Lexington

10/10 Excellent
"Perfect check in. Easy breakfast / nice place if you are visiting VMI"
Eddie 1-night trip
Posted 4 days ago
Wingate by Wyndham Lexington