Williamsburg Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Dec 5 - Dec 7
In two months
Jan 16 - Jan 18
In three months
Feb 13 - Feb 15
In four months
Mar 13 - Mar 15

Vacation Rentals in Williamsburg

Exterior
Tiny Home with AC and WiFi in lovely Ludlow

Vacation Home in 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.
$134 nightly
The price is $150
Nov 26 - Nov 27
Total with taxes and fees
Tiny Home with AC and WiFi in lovely Ludlow
Interior
Peace and quiet on the lake

Vacation Home in 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
Property grounds
Experience Three Sisters Sanctuary in Goshen, MA

Vacation Home in Goshen

2.0 star property
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
Outdoor pool
The Clearing - Quiet - Close To Nature

Cottage in 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
Exterior
Bear Creek Cabin

Cabin in Charlemont

10.0 out of 10, Exceptional, (42)
"We enjoyed our stay!!"
United States
Hillary S.
$536 nightly
The price is $599
Nov 23 - Nov 24
Total with taxes and fees
Bear Creek Cabin
Fridge, microwave, oven, stovetop
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

Apartment in Amherst

9.2 out of 10, Wonderful, (15)
"Great property! Thank you for a wonderful stay."
United States
David
$311 nightly
The price is $347
Nov 24 - Nov 25
Total with taxes and fees
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
Exterior detail
Elm Suite with a Private Bathroom in front of Smith College Quadrangle

Apartment in 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
Dining
FaLL Western Mass Getaway-Airhockey-Firepit

Vacation Home in Colrain

9.8 out of 10, Exceptional, (38)
"Great place and convenient to get to and from Berkshire East."
United States
Jeffrey B.
FaLL Western Mass Getaway-Airhockey-Firepit
Fridge, microwave, oven, stovetop
comfort, luxury, privacy

Apartment in Amherst

9.8 out of 10, Exceptional, (72)
"Great stay!"
United States
Shawn L.
comfort, luxury, privacy
Smart TV, fireplace
Little Longbow Lakefront Chalet

Chalet in Becket

9.6 out of 10, Exceptional, (20)
"Beautiful property, very clean.. excellent place!"
United States
jason g.
Little Longbow Lakefront Chalet
Interior
Wildlife Lakeside Cottage beautiful views, amazing wildlife, great location

Vacation Home in 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
Property grounds
Riverbend Berkshire East Basecamp - 3 bedrooms available

Vacation Home in Charlemont

$352 nightly
The price is $393
Nov 23 - Nov 24
Total with taxes and fees
Riverbend Berkshire East Basecamp - 3 bedrooms available
Terrace/patio
Old Deerfield Treasure!

Vacation Home in Deerfield

2.0 star property
$492 nightly
The price is $536
Nov 23 - Nov 24
Total with taxes and fees
Old Deerfield Treasure!
Property grounds
The Creation Station is a cozy place so make yourself at home.

Vacation Home in Easthampton Ma.

10.0 out of 10, Exceptional, (70)
"This was our second time staying here and we had a great time!"
United States
Andy L.
$251 nightly
The price is $280
Nov 24 - Nov 25
Total with taxes and fees
The Creation Station is a cozy place so make yourself at home.
Fridge, microwave, oven, stovetop
Serene 1-bedroom suite on 65 acre horse property

Apartment in Belchertown

10.0 out of 10, Exceptional, (22)
"A great jumping off point for the Pioneer Valley and 5 colleges. Brent and Claire were wonderful hosts! Nice and quiet on the property, and it’s a neat experience to have the beautiful horses right outside your window. "
United States
Claire W.
$234 nightly
The price is $247
Nov 24 - Nov 25
Total with taxes and fees
Serene 1-bedroom suite on 65 acre horse property
Fridge, microwave, oven, stovetop
Charming Chicopee Getaway

Apartment in 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.
$224 nightly
The price is $261
Nov 23 - Nov 24
Total with taxes and fees
Charming Chicopee Getaway
Exterior
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

Cabin in 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
Terrace/patio
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

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

Vacation Home in 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.
$338 nightly
The price is $377
Nov 24 - Nov 25
Total with taxes and fees
Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!
Smart TV, fireplace, printers
Cozy Valley View Post & Beam Villa!

Villa in Whately

10.0 out of 10, Exceptional, (8)
"Thanks for a great stay"
United States
Andrea M.
$1,015 nightly
The price is $1,134
Dec 16 - Dec 17
Total with taxes and fees
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.
View all properties

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Williamsburg Hotel Reviews

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield

10/10 Excellent
"Room was amazing... comfortable setting. Wonderful Staff!! I will definitely be back for future stays."
Eddilio 1-night trip
Posted 21 hours ago
Tru by Hilton Chicopee Springfield

Find out more about Williamsburg

Everything you need to know about Williamsburg vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Williamsburg vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Williamsburg vacation 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 low season months. For more hustle and bustle, you may prefer to visit Williamsburg in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $150 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Williamsburg rentals

At Expedia, we put the best Williamsburg vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Williamsburg?

Yes, we give you a choice of vacation rentals near popular points of interest in Williamsburg, or you can choose a secluded option if you'd like a relaxing place to stay. Williamsburg is known for its restaurants and shopping.

What are some of the best vacation rentals in Williamsburg?

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

How many vacation rentals are there in Williamsburg?

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

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 vacation rentals like in Williamsburg?

Vacation rentals are privately owned properties you can book for a short or long stay in Williamsburg. Vacation rentals feature amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for family trips or small group gatherings.