Book Holiday Homes in Middlebrook
More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)
We keep it easy with the option to pay now or later on select accommodation
Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in Middlebrook
Beautuful 3 Bedroom Mountain House, 4 min Walk to slopes
Wintergreen Resort VA
With a stay at this vacation home in Wintergreen (Pedlars Edge), you'll be steps from Wintergreen Resort and George Washington National Forest.
Farmhouse at the foot of the Blue Ridge Mountains
Waynesboro VA
The price is AU$368 per night from 15 Mar to 16 Mar
AU$368
15 Mar - 16 Mar
includes taxes & fees
With a stay at this vacation home in Waynesboro, you'll be within a 15-minute drive of Shenandoah National Park and Go Cart Track.
4 BR cabin mins to trails & breweries pets welcome
Roseland VA
The price is AU$831 per night from 19 Mar to 20 Mar
AU$831
19 Mar - 20 Mar
includes taxes & fees
With a stay at this vacation home in Wintergreen (Chestnut Springs), you'll be steps from Wintergreen Resort and George Washington National Forest.
Save an average of 15% on thousands of hotels when you're signed in
HOT TUB w CA King beds Acres of & secluded. Pymt plan, dogs welcome
Lexington VA
Located in Lexington, this vacation home is in the mountains, a 1-minute drive from Jefferson National Forest and 6 minutes from George Washington National ...
Queen City Twin 2 of Staunton VA
Staunton VA
With a stay at this vacation home in Staunton, you'll be within a 5-minute drive of Gypsy Hill Park and Staunton Public Library.
The red house
Staunton VA
With a stay at this vacation home in Staunton, you'll be a 3-minute walk from Wilson Park and 10 minutes by foot from Sunspots Studios Glassblowing.
3 Ridges Vista. Stunning mountain views, renovated home, 2 mins to ski slopes
Wintergreen Resort VA
With a stay at this vacation home in Wintergreen (Laurel Ridge), you'll be within a 5-minute drive of Wintergreen Resort and Reids Gap Trailhead.
Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI
Buena Vista VA
The price is AU$301 per night from 15 Mar to 16 Mar
AU$301
15 Mar - 16 Mar
includes taxes & fees
When you stay at this vacation home in Buena Vista, you'll be in the mountains, within a 5-minute drive of George Washington National Forest and Glen Maury ...
Insane Mountain Views - New Listing
Wintergreen Resort VA
With a stay at this vacation home in Wintergreen, you'll be steps from Wintergreen Resort and George Washington National Forest.
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.
Middlebrook Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Middlebrook vacation homes are the perfect way for you to wing it.
Holiday houses in Middlebrook let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Middlebrook in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Middlebrook adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Middlebrook with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Middlebrook vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Middlebrook Holiday Homes essential information
Accommodation | 325 Holiday Homes |
|---|---|
Lowest Price | AU$98 |
Highest Price | AU$831 |
Popular accommodation | Beautuful 3 Bedroom Mountain House, 4 min Walk to slopes, Farmhouse at the foot of the Blue Ridge Mountains, 4 BR cabin mins to trails & breweries pets welcome, HOT TUB w CA King beds Acres of & secluded. Pymt plan, dogs welcome, Queen City Twin 2 of Staunton VA, The red house, 3 Ridges Vista. Stunning mountain views, renovated home, 2 mins to ski slopes, Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI, Insane Mountain Views - New Listing |
Top trending hotels in Middlebrook
Hotel 24 South
24 South Market Street Staunton VA
The price is AU$186 per night from 23 Mar to 24 Mar
AU$186
23 Mar - 24 Mar
includes taxes & fees
A stay at Hotel 24 South places you in the heart of Staunton, steps from American Shakespeare Center and R.R. Smith Center for History & Art.
Motel 6 Staunton, VA
96 Baker Lane Staunton VA
Fully refundableReserve now, pay when you stay
The price is AU$98 per night from 5 Apr to 6 Apr
AU$98
5 Apr - 6 Apr
includes taxes & fees
Located in Staunton, Motel 6 Staunton, VA is a 4-minute drive from Factory Antique Mall and 7 minutes from Frontier Culture Museum.
Holiday Inn Express & Suites Waynesboro East by IHG
108 Chicurel Lane Waynesboro VA
Fully refundable
The price is AU$167 per night from 15 Mar to 16 Mar
AU$167
15 Mar - 16 Mar
includes taxes & fees
With a stay at Holiday Inn Express & Suites Waynesboro East by IHG in Waynesboro, you'll be within a 10-minute drive of Shenandoah National Park and ...
Save an average of 15% on thousands of hotels when you're signed in
Holiday Inn Staunton Conference Center by IHG
152 Fairway Lane Staunton VA
Fully refundable
The price is AU$145 per night from 22 Mar to 23 Mar
AU$145
22 Mar - 23 Mar
includes taxes & fees
With a stay at Holiday Inn Staunton Conference Center by IHG, you'll be centrally located in Staunton, within a 10-minute drive of Factory Antique Mall and Mary ...
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.
More ways to explore Middlebrook
Top Picks
- Amherst Hotels
- Arrington Hotels
- Bridgewater Hotels
- Chestnut Springs Hotels
- Covesville Hotels
- Crozet Hotels
- Deerfield Hotels
- Doe Hill Hotels
- Faber Hotels
- Fairfield Hotels
- Fishersville Hotels
- Farmstay in Goshen
- Guest Houses in Goshen
- Resorts in Goshen
- Lodges in Greenville
- Cabin Rentals in Greenwood
- Holiday Homes in Greenwood
- Grottoes Hotels
- Winery Hotels in Harrisonburg
- Family Hotels in Hot Springs
- Luxury Hotels in Hot Springs
- Spa Hotels in Hot Springs
- Hot Springs Hotels
- Boutique Hotels in Lexington
- Lexington Hotels
- Lodges in Lexington
- Motels in Lexington
- Love Hotels
- B&B in Lovingston
- Lovingston Hotels
- Ski Hotels in Lyndhurst
- Holiday Homes in Massies Mill
- Cabin Rentals in Middlebrook
- Lodges in Middlebrook
- Hotels with Parking in Mint Spring
- Pet Friendly Hotels in Mint Spring
- Motels in Mint Spring
- B&B in Montebello
- Holiday Homes in Montebello
- Monterey Hotels
- B&B in Mount Crawford
- Natural Bridge Hotels
- Nellysford Hotels
- New Hope Hotels
- Pedlars Edge Hotels
- B&B in Penn Laird
- Penn Laird Hotels
- Guest Houses in Red Mills
- Reveille Hotels
- Farmstay in Roseland
- Cottages in Roseland
- Holiday Homes in Roseland
- Beach Hotels in Roseland
- Spa Hotels in Roseland
- Roseland Hotels
- Sherando Hotels
- B&B in Staunton
- Cottages in Staunton
- Luxury Hotels in Staunton
- Staunton Hotels
- Holiday Homes in Steeles Tavern
- Stuarts Draft Hotels
- Swoope Hotels
- Cottages in Timber Ridge
- Timber Ridge Hotels
- Farmstay in Tyro
- Holiday Homes in Tyro
- Farmstay in Verona
- Hotels near Warm Springs Pools
- Wayland Park Hotels
- Waynesboro Hotels
- Western Ridge Hotels
- B&B in Weyers Cave
- Resorts in Weyers Cave
- Weyers Cave Hotels
- Wintergreen Hotels
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.