Holiday Rentals in Williamsburg

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Holiday Rentals in Williamsburg

Tiny Home with AC and WiFi in lovely Ludlow

Ludlow
8.4 out of 10, Very good, (8)
"Good stay for an overnight in the area, location was a little tricky to find at night but once I did it was easy to get in. Had all the amenities needed for a short stay and is near the highway for quick on and off."
United States
Matthew H.
The price is €134
includes taxes & fees
25 Nov - 26 Nov
Tiny Home with AC and WiFi in lovely Ludlow

Peace and quiet on the lake

Sherwood Forest
9.6 out of 10, Exceptional, (228)
"This property provides direct access to a lovely lake for kayaking and swimming. It is also a terrific location for Berkshire musts such as Jacob's Pillow and Tanglewood. The owner is quickly responsive to questions and directions for check in were easy to follow. The house has strong WiFi for any work days you have while traveling. Highly recommend and look forward to staying there again in the future! "
United States
Leslie K.
Peace and quiet on the lake

The Clearing - Quiet - Close To Nature

Cummington
10.0 out of 10, Exceptional, (210)
"Very clean home. Grounds and pool are beautiful. My family and I enjoyed a relaxing weekend "
United States
Kimberly P.
The Clearing - Quiet - Close To Nature

Bear Creek Cabin

Charlemont
10.0 out of 10, Exceptional, (43)
"We enjoyed our stay!!"
United States
Hillary S.
The price is €532
includes taxes & fees
25 Nov - 26 Nov
Bear Creek Cabin

Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

Amherst
9.4 out of 10, Exceptional, (16)
"Great property! Thank you for a wonderful stay."
United States
David
The price is €310
includes taxes & fees
25 Nov - 26 Nov
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

Elm Suite with a Private Bathroom in front of Smith College Quadrangle

Northampton
9.8 out of 10, Exceptional, (22)
"Lovely space and lovely host, great value!"
United States
Carl
Elm Suite with a Private Bathroom in front of Smith College Quadrangle

Old Deerfield Treasure!

2.0 star property
Deerfield
The price is €447
includes taxes & fees
24 Dec - 25 Dec
Old Deerfield Treasure!

Charming Chicopee Getaway

Chicopee
7.4 out of 10, Good, (3)
"We really appreciated the stay to get together with family. There was plenty of space to play with the toddler and set up the pack-n-play for the infant. And then plenty of room to play board games after the babies were put to bed. "
United States
Tamara S.
The price is €317
includes taxes & fees
28 Nov - 29 Nov
Charming Chicopee Getaway

comfort, luxury, privacy

Amherst
9.8 out of 10, Exceptional, (72)
"Great stay!"
United States
Shawn L.
comfort, luxury, privacy

Experience Three Sisters Sanctuary in Goshen, MA

2.0 star property
Goshen
10.0 out of 10, Exceptional, (2)
"We had such a great time staying here as always. "
United States
David F.
Experience Three Sisters Sanctuary in Goshen, MA

Little Longbow Lakefront Chalet

Becket
9.6 out of 10, Exceptional, (20)
"Beautiful property, very clean.. excellent place!"
United States
jason g.
Little Longbow Lakefront Chalet

Riverbend Berkshire East Basecamp - 3 bedrooms available

Charlemont
The price is €366
includes taxes & fees
25 Nov - 26 Nov
Riverbend Berkshire East Basecamp - 3 bedrooms available

Wildlife Lakeside Cottage beautiful views, amazing wildlife, great location

Lanesborough
9.6 out of 10, Exceptional, (74)
"Beautiful house and location that was perfect for a family weekend. Would 100% recommend!"
United States
Shaun L.
Wildlife Lakeside Cottage beautiful views, amazing wildlife, great location

Lovely 2nd Floor Apartment

Greenfield
10.0 out of 10, Exceptional, (44)
"Our stay was so amazing. The hosts were wonderul and really adapatable to our family needs."
United States
Wendy M.
The price is €179
includes taxes & fees
25 Nov - 26 Nov
Lovely 2nd Floor Apartment

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

Easthampton Ma.
10.0 out of 10, Exceptional, (71)
"This was our second time staying here and we had a great time!"
United States
Andy L.
The price is €246
includes taxes & fees
25 Nov - 26 Nov
The Creation Station is a cozy place so make yourself at home.

Historic Williams House 2-bedroom downtown Northampton with AC, WiFi

Northampton
10.0 out of 10, Exceptional, (4)
"Great location & unique charming place!"
United States
Mitchell S.
Historic Williams House 2-bedroom downtown Northampton with AC, WiFi

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

Sherwood Forest
9.6 out of 10, Exceptional, (230)
"This is our third stay at the cottage. We love it!"
United States
Alan K.
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

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

Amherst
9.8 out of 10, Exceptional, (110)
"Check in was easy breezy, communication with host was timely and helpful. It was perfect for our two day stay. Fresh eggs and homemade bread and Cushman's cafe close by wwre added treats!"
United States
Kelly S.
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!

Sherwood Forest
10.0 out of 10, Exceptional, (4)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
The price is €336
includes taxes & fees
1 Dec - 2 Dec
Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!

Cozy Valley View Post & Beam Villa!

Whately
10.0 out of 10, Exceptional, (8)
"Thanks for a great stay"
United States
Andrea M.
The price is €1,136
includes taxes & fees
15 Dec - 16 Dec
Cozy Valley View Post & Beam Villa!
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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Top Williamsburg Hotel Reviews

Find out more about Williamsburg

Everything you need to know about Williamsburg holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Williamsburg holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Williamsburg holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Williamsburg holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Williamsburg. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Williamsburg holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Williamsburg holiday rentals we have selected for you start as low as €134 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Williamsburg rentals

At Expedia, we put the best Williamsburg holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Williamsburg rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Williamsburg holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Williamsburg. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Williamsburg?

Yes, there are holiday rentals close to the most popular sights in Williamsburg, or you can select a more secluded option if you're looking for a relaxing stay. Williamsburg is known for its restaurants and shopping.

What are some of the best holiday rentals that Williamsburg has to offer?

Tiny Home with AC and WiFi in lovely Ludlow: This holiday home rental outside of Williamsburg has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Williamsburg?

Choose from 4 Expedia holiday rentals in Williamsburg for a memorable holiday.

What can I see and do in Williamsburg?

Swift River and Petticoat Hill are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Brewer Brook Wildlife Management Area and Silvio O. Conte National Fish and Wildlife Refuge.

What are holiday rentals like in Williamsburg?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Williamsburg. Holiday rentals provide amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for family trips.