Book Holiday Homes in Williamsburg

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Featured Holiday Homes in Williamsburg

Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

Lanesborough
The price is AU$357 per night from 25 Apr to 26 Apr
AU$357
includes taxes & fees
25 Apr - 26 Apr
Located in Lanesborough, this vacation home is in the mountains, within a 15-minute drive of Crane Museum of Papermaking and Berkshire Athenaeum.
Berkshire Village Carriage House - Super Private!!
The Jelly Mill-A River Retreat

The Jelly Mill-A River Retreat

Guilford
When you stay at this vacation home in Brattleboro, you'll be on the waterfront and 7 minutes by car from Green River Wildlife Management Area.
The Jelly Mill-A River Retreat
Author Stephen Oates Once Owned

Author Stephen Oates Once Owned

Amherst
The price is AU$679 per night from 27 Apr to 28 Apr
AU$679
includes taxes & fees
27 Apr - 28 Apr
With a stay at this vacation home in Amherst, you'll be a 3-minute drive from University of Massachusetts Amherst and 5 minutes from Amherst College.
Author Stephen Oates Once Owned
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4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi

4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi

East Otis
With a stay at this vacation home in Otis, you'll be on the waterfront, just steps from Otis Reservoir and a 4-minute drive from County Beach.
4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

Amherst
With a stay at this vacation home, you'll be centrally located in Amherst, a 4-minute drive from University of Massachusetts Amherst and 6 minutes from Amherst ...
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
1810 Brook Side Mill/House / EV Level 2 Charging on Site

1810 Brook Side Mill/House / EV Level 2 Charging on Site

Shelburne Falls
Located in Shelburne Falls, this vacation home is in a rural location, within a 5-minute drive of Deerfield River and Bald Mountain Pottery.
1810 Brook Side Mill/House / EV Level 2 Charging on Site
Peace and quiet on the lake

Peace and quiet on the lake

Becket
With a stay at this vacation home in Becket (Sherwood Forest), you'll be within a 10-minute drive of Pyramid Lake and Jacob's Pillow.
Peace and quiet on the lake
Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails

Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails

Granby
The price is AU$455 per night from 27 Apr to 28 Apr
AU$455
includes taxes & fees
27 Apr - 28 Apr
Located in Granby, this vacation home is on a river, within a 10-minute drive of Mount Holyoke Range State Park and Mount Holyoke College.
Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails
Owl's Nest - Cozy Westfield Home w/ Fire Pit

Owl's Nest - Cozy Westfield Home w/ Fire Pit

Westfield
Located in Westfield, this vacation home is within a 15-minute walk of Baystate Noble Hospital and Westfield River.
Owl's Nest - Cozy Westfield Home w/ Fire Pit
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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.

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
134 Holiday Homes
Lowest Price
AU$151
Highest Price
AU$679
Popular accommodation
Berkshire Village Carriage House - Super Private!!, The Jelly Mill-A River Retreat, Author Stephen Oates Once Owned, 4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi, kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley, 1810 Brook Side Mill/House / EV Level 2 Charging on Site, Peace and quiet on the lake, Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails, Owl's Nest - Cozy Westfield Home w/ Fire Pit

Top trending hotels in Williamsburg

D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd, Holyoke, MA
Fully refundable
The price is AU$222 per night from 27 Apr to 28 Apr
AU$222
includes taxes & fees
27 Apr - 28 Apr
With a stay at D. Hotel Suites & Spa in Holyoke, you'll be 4.6 mi (7.4 km) from Smith College and 10.4 mi (16.7 km) from University of Massachusetts ...
D. Hotel Suites & Spa
Howard Johnson by Wyndham Amherst Hadley

Howard Johnson by Wyndham Amherst Hadley

2 out of 5
401 Russell St, Hadley, MA
Fully refundableReserve now, pay when you stay
The price is AU$191 per night from 29 Apr to 30 Apr
AU$191
includes taxes & fees
29 Apr - 30 Apr
With a stay at Howard Johnson by Wyndham Amherst Hadley in Hadley, you'll be within a 5-minute drive of University of Massachusetts Amherst and Amherst ...
Howard Johnson by Wyndham Amherst Hadley
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
400 Russell St, Hadley, MA
Fully refundableReserve now, pay when you stay
The price is AU$221 per night from 29 Apr to 30 Apr
AU$221
includes taxes & fees
29 Apr - 30 Apr
With a stay at Comfort Inn & Suites in Hadley, you'll be within a 5-minute drive of University of Massachusetts Amherst and Amherst College.
Comfort Inn & Suites
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Quality Inn West Springfield

Quality Inn West Springfield

2.5 out of 5
1150 Riverdale St, West Springfield, MA
Fully refundableReserve now, pay when you stay
The price is AU$151 per night from 11 May to 12 May
AU$151
includes taxes & fees
11 May - 12 May
In the heart of West Springfield, Quality Inn West Springfield is within a 5-minute drive of Olympia Ice Center and Big E.
Quality Inn West Springfield
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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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^Subject to availability and chosen travel dates.