Book Holiday Homes in Head Waters
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Featured Holiday Homes in Head Waters

Come STAR GAZE at Seldom Seen Farm on 172 acres in Highland County.

Pine Ridge Manor-Private Hot Tub, beautiful Hilltop with views

Spacious Rural Farmhouse Getaway with Peaceful Views

Dog-friendly, riverfront home with games galore, pool, & mountain view

Quaint Hinton Hideaway - Hunt & Fish Nearby!

Haven is a quiet retreat located in the scenic hills of Monterey, Virginia.

Solon Serenity: A Beautiful, Serene Setting with Mtn Views, Weekly and Monthly Discounts!

Via Serenity Stream

Cozy Boho Chic Cottage in the Shenandoah Valley
Head Waters 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 Head Waters vacation homes are the perfect way for you to wing it.
Holiday houses in Head Waters 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 Head Waters 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 Head Waters adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Head Waters 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 Head Waters 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.
Head Waters Holiday Homes essential information
Accommodation | 32 Holiday Homes |
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Lowest Price | |
Highest Price | |
Popular accommodation | Come STAR GAZE at Seldom Seen Farm on 172 acres in Highland County., Pine Ridge Manor-Private Hot Tub, beautiful Hilltop with views, Spacious Rural Farmhouse Getaway with Peaceful Views, Dog-friendly, riverfront home with games galore, pool, & mountain view, Quaint Hinton Hideaway - Hunt & Fish Nearby!, Haven is a quiet retreat located in the scenic hills of Monterey, Virginia., Solon Serenity: A Beautiful, Serene Setting with Mtn Views, Weekly and Monthly Discounts!, Via Serenity Stream, Cozy Boho Chic Cottage in the Shenandoah Valley |
More accommodations in Head Waters
Top trending hotels in Head Waters

Healing Waters Cabin

Big Spring Bed & Breakfast

Simple. Rustic. Luxury.

~ Cabin in the Wildwoods ~ Secluded ~ Rustic ~ Family Friendly~
More ways to explore Head Waters
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^Subject to availability and chosen travel dates.