Williamsburg Vacation Rentals from CA $139: Short-Term Rentals for 2025

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Vacation Rentals in Williamsburg

Relax in comfort with a large bed, flat-screen TV, and wooden dresser.

"Adorable cabin with a central location to see everything in the Pioneer Valley/ Berkshires/Greater Springfield areas. The cabin is perfect for playing games, fishing, exploring the nearby lake and state parks or just plain relaxing! Be sure to bring marshmallows for toasting in the fire pit. Enjoy!"

Enjoy cooking in this well-lit kitchen with a central island, stainless steel appliances, and a brick backsplash.

"Great property! Thank you for a wonderful stay."

CA $522 total

includes taxes & fees

Jul 15 - Jul 16

Kitchen features a white stove, cabinetry, and a coffee maker.

CA $436 total

includes taxes & fees

Aug 12 - Aug 13

Escape to a serene lakeside retreat surrounded by lush greenery and vibrant flowers.

"Very friendly hosts, great location. "

Relax on the covered porch with a comfortable seating area and beautiful views.

"The house and location were perfect. Comfortable beds! Would definitely stay again"

Relax in a serene space with a comfortable armchair, console table, and lush greenery.

"Easy stay, good location for us. Would stay again. "

CA $253 total

includes taxes & fees

Jul 15 - Jul 16

Enter a cozy space with a comfortable room featuring a dresser and TV.

"Our group had a wonderful time and we will not hesitate to book again in the future. The place was exceptionally clean, well appointed, and very comfortable. Overall it was a great experience! "

CA $329 total

includes taxes & fees

Jul 17 - Jul 18

Relax in a spacious living area with a high ceiling and large windows offering views of the surrounding greenery.

"My wife and I had a wonderful and relaxing time celebrating our anniversary. We really enjoyed sitting by the river."

Effortlessly prepare meals in this well-equipped kitchen featuring a refrigerator, dishwasher, microwave, and oven.

"My wife and I were only there for one night but will definitely stay at this property again in the future, communication was quick and friendly and the apartment was clean and cozy!!!"

Surrounded by lush greenery, this serene property features a beautifully maintained front yard with flowering shrubs and a neatly trimmed lawn.

"The house is so charming. Beautifully decorated and very clean, with everything you could need easy to find. Plenty of space for 8 people. The hosts are very helpful and communicative. Would definitely stay here again."

CA $492 total

includes taxes & fees

Jul 27 - Jul 28

Relax in this spacious living area with a kitchen, dining, and seating space, featuring a large mirror and a TV.

"This was a sweet place to stay while we were in the area for a graduation. It is a beautiful little apartment with everything we needed, cozy and quiet, and Lucienne’s communications were clear and welcoming!"

CA $289 total

includes taxes & fees

Jul 15 - Jul 16

Relax in a cozy seating area with a sofa and table, overlooking a scenic view.

"As advertised, great communication, would stay there again!"

Relax in this spacious living room with a high ceiling, leather sofa, and wooden coffee table.

"We planned to stay at this property in order to ski at Jiminy peak, and it was perfect, not a long drive at all. The barn stays very warm with the individual heaters as well as the wood stove in the middle of the main room. The kitchen was equipped with everything you need, they even had coffee and sugar! .. Communication with the hosts was seamless. We lost power due to a winter storm, the entire area did, and that wood stove worked its magic. The property owners made sure we were alright...

Relax in this inviting space with a sofa, side table, and potted plant, offering a view of the outside.

"The house was very clean. It was difficult finding the rental and required calling the host. There’s a bbq grill but no grill equipment like tongs, spatula or scraper, the outside fire table did not work and the back yard had trash on the ground. The kitchen hot mitts were crusty and dirty, fixtures were falling off in the bathroom and the place needs another mirror for getting ready"

CA $691 total

includes taxes & fees

Jul 16 - Jul 17

Enjoy meals in the kitchen with a dining area featuring a table and chairs.

"We stayed for a guys hunting trip and the place was what we needed after a long day"

Enjoy cooking in this well-equipped kitchen with an oven and stainless steel range hood.

"We loved everything about this home! It fit us perfectly and we would love to rent it again!"

Enjoy a quiet moment on the deck with a small table and two chairs, shaded by an umbrella.

"House was great, very comfortable, location was perfect for our needs. All of us had an excellent stay."

Stunning room with a grand piano, staircase, and lush greenery.

"We stayed in this beautiful penthouse for an overnight get away- we both walked in and were just in love. The high ceilings and tons of windows made it so open feeling. Stunning place!"

CA $341 total

includes taxes & fees

Jul 15 - Jul 16

Explore the serene surroundings of this peaceful outdoor space, featuring a tranquil pond and lush greenery.

"This was our second time staying here and we had a great time!"

CA $372 total

includes taxes & fees

Aug 12 - Aug 13

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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, cottages, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Williamsburg vacation rentals we have selected for you start as low as CA $139 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 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.

Recent reviews of Williamsburg properties

5/5 Excellent

"Property has character and has its excellent adjacent restaurant. Service staff is welcoming and accommodating. Some furniture is not just old but worn. Breakfast room could be brightened. "

A verified traveller from St Augustine stayed at D. Hotel Suites & Spa

Posted 1 day ago

5/5 Excellent

"This was a great property! The office and amenities were top notch. Breakfast was outstanding. There were snack options available during non-meal times. Staff was extremely warm and kind. Room was spotless, completely updated, and high-end toiletries. Highly recommend and if/when we're in that area we'll for sure stay again. :)"

A verified traveller stayed at The Ellery

Posted 4 days ago

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Frequently asked questions

Can I find vacation rentals in Williamsburg?

Yes, we give you a choice of vacation rentals in Williamsburg near Petticoat Hill, or you can select 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?

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets. : This vacation home rental near Williamsburg offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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 Brewer Brook Wildlife Management Area are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Petticoat Hill. Silvio O. Conte National Fish and Wildlife Refuge and Look Memorial Park are a couple of places you'll find in the larger area.

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.

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Williamsburg Vacation Rentals

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Vacation Rentals in Williamsburg

Pet-Friendly Cabin w/ Fire Pit, BBQ & Great Deck!

Pet-Friendly Cabin w/ Fire Pit, BBQ & Great Deck!

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

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

Charming Chicopee Getaway

Charming Chicopee Getaway

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

Bring Your Pet & Visit Springfield: Westfield Home

Bring Your Pet & Visit Springfield: Westfield Home

Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment

Easthampton Vacation Rental - Walk to Breweries!

Easthampton Vacation Rental - Walk to Breweries!

Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft

Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft

comfort, luxury, privacy

comfort, luxury, privacy

Big farmhouse in the foothills of the Berkshires

Big farmhouse in the foothills of the Berkshires

Newly Built Barn Loft in Pioneer Valley

Newly Built Barn Loft in Pioneer Valley

5 bedroom in the center of Springfield .

5 bedroom in the center of Springfield .

19th c. Barn in the Berkshires

19th c. Barn in the Berkshires

Mins from MGM, Downtown springfield, Mercy and Baystate Medical center.

Mins from MGM, Downtown springfield, Mercy and Baystate Medical center.

Button's Modern Luxury Walkup Downtown Northampton

Button's Modern Luxury Walkup Downtown Northampton

Spacious Private Retreat Near Holyoke State Park!

Spacious Private Retreat Near Holyoke State Park!

Historic Farmhouse Near Mountains & Colleges!

Historic Farmhouse Near Mountains & Colleges!

Amherst, Perfect Location, UMass, Smith, MHC!

Amherst, Perfect Location, UMass, Smith, MHC!

Park Street Penthouse Apartment

Park Street Penthouse Apartment

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

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

Find out more about Williamsburg

Find out more about Williamsburg

Recent reviews of Williamsburg properties

Recent reviews of Williamsburg properties

D. Hotel Suites & Spa

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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