Book Holiday Homes in Williamsburg
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 Williamsburg

Cozy Home in Holyoke with 3 bedrooms

The Jelly Mill-A Peaceful River Retreat

Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft

Spacious Private Retreat Near Holyoke State Park!

Shelburne Falls #1 Rated STR. Blue on South. Style design with comfort..

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

Berkshire Lake at the Pillow, and EV!

The Creation Station is a cozy place so make yourself at home.

Charming 4Bds+1crib house with patio Amherst Center
Williamsburg 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 Williamsburg vacation homes are the perfect way for you to wing it.
Holiday houses in Williamsburg 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 Williamsburg 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 Williamsburg adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Williamsburg 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 Williamsburg 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.
Williamsburg Holiday Homes essential information
Accommodation | 136 Holiday Homes |
---|---|
Lowest Price | |
Highest Price | |
Popular accommodation | Cozy Home in Holyoke with 3 bedrooms, The Jelly Mill-A Peaceful River Retreat, Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft, Spacious Private Retreat Near Holyoke State Park!, Shelburne Falls #1 Rated STR. Blue on South. Style design with comfort.., Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort, Berkshire Lake at the Pillow, and EV!, The Creation Station is a cozy place so make yourself at home., Charming 4Bds+1crib house with patio Amherst Center |
More accommodations in Williamsburg
Top trending hotels in Williamsburg

LAKEFRONT OASIS w/ sauna + gym

Red Roof Inn PLUS+ West Springfield

D. Hotel Suites & Spa

Quality Inn West Springfield
More ways to explore Williamsburg
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.