Williamsburg Vacation Rentals from $214: Search Short-Term Rentals

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In two weeks

In two months

In three months

In four months

Our top choices for Williamsburg vacation rentals

Cozy Valley View Post & Beam Villa!

Whately

Andrea M.

$791 nightly

Aug 3 - Aug 4

Total with taxes and fees

Button's Modern Luxury Walkup Downtown Northampton

Northampton

AMY

$445 nightly

Aug 3 - Aug 4

Total with taxes and fees

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

Amherst

Bill K.

$170 nightly

Jul 23 - Jul 24

Total with taxes and fees

comfort, luxury, privacy

Amherst

paul s.

$162 nightly

Jul 27 - Jul 28

Total with taxes and fees

Lovely 2nd Floor Apartment

Greenfield

Christa B.

$181 nightly

Jul 27 - Jul 28

Total with taxes and fees

Light-filled treetop apartment close to downtown Greenfield and Highland Park

Greenfield

Tom

$229 nightly

Jul 26 - Jul 27

Total with taxes and fees

1 bedroom, desk, iron/ironing board, travel crib

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

Easthampton Ma.

Paula

$250 nightly

Aug 10 - Aug 11

Total with taxes and fees

Big farmhouse in the foothills of the Berkshires

Russell

Will G.

$312 nightly

Jul 28 - Jul 29

Total with taxes and fees

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Top Williamsburg Hotel Reviews

Hotel UMass

10/10 Excellent

"Great, comfortable super clean room. Conveniently located at my daughter’s university; I’ll definitely come back. My only request: improve coffee it was awful. Maybe it’s just me and my family but it’s worth checking."

Hampton Inn West Springfield

8/10 Good

"Dated but maintained hotel. Springfield isn’t a great area, but this hotel is located within walking distance of shopping and food. Breakfast wasn’t kept up on, so things that ran out were not replenished (especially the last hour) (like oatmeal, yogurt, etc). Coffee kept running out in the morning. Like the lockout feature from 10pm-10am. FYI…there is a whopping $250 hold they place on your card for incidentals!! I’m 5 days after returning home and still have yet to have the hold lifted. It’s a Hampton Inn, just like most and as expected if you’ve stayed at a Hampton. I’d stay again, but probably not with the $250 hold. There’s equivalent properties nearby with nowhere near that amount and better as far as breakfast and amentities."

D. Hotel Suites & Spa

10/10 Excellent

"This property is beautiful and very clean. Our room was spacious, would’ve loved a small sofa or something to sit on rather than just 1 chair and the bed, but worked for just 1 night stay. I feel the property had just had new carpeting & paint, the room seems updated, but they stopped at the bathroom. Dated and in need of TLC. The tub has a weird dip in the middle (like the sides go inwards?), making it very hard to just stand up without feeling like you’re falling? Not sure how else to describe. The pool and hot tub area were nice. Breakfast was a good selection to start the day and staff was extremely helpful and friendly. 24 hr coffee was a plus. The restaurant (Delaney House) attached to the hotel is absolutely delicious! Pricey, but worth it!! Will definitely stay here again!!"

FairBridge Inn Express

8/10 Good

"Room was clean and in excellent condition - apparently they have totally renovated since earlier reviews that mentioned severe problems. The exterior could use some paint, but the room was perfectly clean and fairly spacious. All the little things, like good A/C, shower temp/pressure, a working mini-fridge, etc., were completely fine. Complaints: I couldn't get the WiFi to work. Also: it's not in the most scenic part of Pittsfield, but it's just minutes from the nicer areas, and a short walk to fast food or decent chain restaurants like Friendlys, Applebees, and Starbucks."

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 $214 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.

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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?

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort: This vacation home rental near Williamsburg is located in the mountains and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

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.

Room 1

Check prices for these dates

Our top choices for Williamsburg vacation rentals

Cozy Valley View Post & Beam Villa!

Button's Modern Luxury Walkup Downtown Northampton

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

comfort, luxury, privacy

Lovely 2nd Floor Apartment

Light-filled treetop apartment close to downtown Greenfield and Highland Park

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

Big farmhouse in the foothills of the Berkshires

Steps to Holyoke Medical Center! Remote-work Hub

Townhouse with Pool Table - Renovated w/ King Bed

5BR Berkshire Home Mins To The Mountain

Cozy Home in Holyoke with 3 bedrooms

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

3br Lakefront Oasis in Shutesbury with central air and 180-deg views!

Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires

Spacious 5BR w/ Hot Tub & Games

Cozy Escape in a Suite near Bryant Mountain State Forest in Massachusetts

Riverbend Berkshire East Basecamp - 3 bedrooms available

Bear Creek Cabin

Serene 1-bedroom suite on 75 acre horse property

Find vacation rentals that suit your style

Top Williamsburg Hotel Reviews

Hotel UMass

Inn on Boltwood

Hampton Inn West Springfield

D. Hotel Suites & Spa

Quality Inn West Springfield

River Valley Inn

FairBridge Inn Express

Find out more about Williamsburg

Explore a world of travel with Expedia

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