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$368 per night from 4 Apr to 5 Apr
AU$368
includes taxes & fees
4 Apr - 5 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$654 per night from 7 Apr to 8 Apr
AU$654
includes taxes & fees
7 Apr - 8 Apr
With a stay at this vacation home in Amherst, you'll be within a 5-minute drive of University of Massachusetts Amherst and Athletic Fields North.
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
The price is AU$340 per night from 6 Apr to 7 Apr
AU$340
includes taxes & fees
6 Apr - 7 Apr
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$444 per night from 3 May to 4 May
AU$444
includes taxes & fees
3 May - 4 May
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
With a stay at this vacation home in Westfield, you'll be a 4-minute walk from Elm Street Plaza and 13 minutes by foot from Baystate Noble Hospital.
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
130 Holiday Homes
Lowest Price
AU$162
Highest Price
AU$654
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$226 per night from 7 Apr to 8 Apr
AU$226
includes taxes & fees
7 Apr - 8 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
Red Roof Inn PLUS+ West Springfield

Red Roof Inn PLUS+ West Springfield

2.5 out of 5
1254 Riverdale Street, West Springfield, MA
Fully refundableReserve now, pay when you stay
The price is AU$162 per night from 10 Apr to 11 Apr
AU$162
includes taxes & fees
10 Apr - 11 Apr
When you stay at Red Roof Inn PLUS+ West Springfield in West Springfield, you'll be in the business district, within a 10-minute drive of MassMutual Center and ...
Red Roof Inn PLUS+ West Springfield
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$222 per night from 10 Apr to 11 Apr
AU$222
includes taxes & fees
10 Apr - 11 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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Candlewood Suites West Springfield by IHG

Candlewood Suites West Springfield by IHG

2.5 out of 5
572 Riverdale St, West Springfield, MA
Fully refundable
The price is AU$177 per night from 12 Apr to 13 Apr
AU$177
includes taxes & fees
12 Apr - 13 Apr
When you stay at Candlewood Suites West Springfield by IHG in West Springfield, you'll be in the business district, within a 5-minute drive of MassMutual Center ...
Candlewood Suites West Springfield by IHG
Don't see what you're looking for?
See all available properties in Williamsburg
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.