Williamsburg holiday lettings

We found 81 holiday rentals — enter your dates for availability

Discover a selection of holiday rentals in Williamsburg that are perfect for your trip. Whether you're staying in a holiday rental with your children or with friends, you'll have the amenities that you expect and more, which might include parking and a fireplace. You'll be sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Williamsburg

Showing deals for:28 Nov - 5 Dec

Image gallery for Charming, updated 3 bedroom farmhouse farm stay.

The white house is the rental unit. The hosts live in the grey house
10 out of 10 rating
Exceptional
(29 reviews)

Charming, updated 3 bedroom farmhouse farm stay.

Williamsburg, MA

8% off
Price is £1,508
for 7 nights, 1 room
£215 nightly
Includes taxes & fees
Charming, updated 3 bedroom farmhouse farm stay.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Find out more about Williamsburg

Find out more about Williamsburg

Find the perfect holiday rental for your Williamsburg getaway

Learn about the unique charm of Williamsburg with a stay in a holiday home rental. This city is well-known for its restaurants and shopping. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Williamsburg

Are you searching for top things to see and do in the area? Venture out of your cosy holiday rental and check out everything that makes Williamsburg a one-of-a-kind holiday spot. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Congregation Beth Israel (5.8 mi / 9.3 km)
  • Elements Hot Tub Spa (11.2 mi / 18 km)
  • Amherst Farm Winery (12.7 mi / 20.4 km)
  • Berkshire East Ski Resort (17.1 mi / 27.6 km)
  • Black Birch Vineyard (5.7 mi / 9.3 km)
  • Land of Providence (9.8 mi / 15.7 km)

Exploring the natural features in Williamsburg

Whether you're looking for fun outdoor activities or just want to take in the scenery, Williamsburg is a great place to spend some time outside. Here are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Look Memorial Park (3.9 mi / 6.3 km)
  • Smith College Botanic Garden (6.8 mi / 11 km)
  • Swift River (7.4 mi / 11.8 km)
  • Mount Sugarloaf State Reservation (9.8 mi / 15.7 km)
  • Ashfield Lake (10.3 mi / 16.6 km)
  • Mount Tom (11.2 mi / 18 km)

Transport options to and around Williamsburg

Fly into Westfield, MA (BAF-Barnes Municipal), the closest airport, located 15.5 mi (25 km) from the city centre. If you're unable to find a flight that fits your schedule, you might consider flying into Pittsfield, MA (PSF-Pittsfield Municipal), which is 28.7 mi (46.2 km) away.

Frequently asked questions

What is the best area to stay in Williamsburg when booking a holiday rental?
When considering a holiday rental in Williamsburg, Massachusetts, the village area offers a delightful blend of charm and convenience. This picturesque locale is not only scenic but also provides easy access to some of the region's top attractions. One popular point of interest is the historic Williamsburg Town Hall, an architectural gem that reflects the area's rich history. Additionally, nature enthusiasts will appreciate the proximity to the nearby Mount Tom State Reservation, which boasts stunning hiking trails and breathtaking views.
How much does it cost to rent a holiday home in Williamsburg?
Prices for holiday rentals in Williamsburg vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Williamsburg to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Williamsburg holiday house rentals?
You can find great discounts on house rentals in Williamsburg on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Williamsburg?
For renting a beach house in Williamsburg, Massachusetts, travellers should consider the nearby coastal areas, particularly focusing on the charming towns along the scenic coastline. Easthampton, located just a short drive away, offers a variety of rental properties that provide picturesque views and easy access to sandy shores. Many of these homes feature amenities such as outdoor decks, private gardens, and fully equipped kitchens, making them ideal for families or groups seeking a relaxing getaway.

In addition, the towns of Southampton and Westfield are also worth exploring for beach house rentals. These locations often boast properties with amenities like fire pits, outdoor dining areas, and spacious living rooms that are great for gathering after a day at the beach. The proximity to local shops and restaurants in these charming towns adds convenience for travellers looking to enjoy fresh seafood and local cuisine.
Where are the best Williamsburg ski resort rentals?
For those seeking ski resort rentals near Williamsburg, Massachusetts, the closest significant ski area is Berkshire East Ski Resort, located approximately 30 minutes away in Charlemont. In this charming town, visitors can find cosy lodgings that cater to winter sports enthusiasts. Many properties here offer a range of amenities, including fireplaces, fully equipped kitchens, and outdoor spaces for relaxation after a day on the slopes.

Additionally, the nearby area of Hawley presents opportunities for cabin rentals located in the woods, which often feature rustic interiors and access to scenic hiking trails. These cabins typically come with essential amenities such as heating, Wi-Fi, and sometimes even hot tubs, great for unwinding after an adventurous day.
What is the most popular type of holiday rental accomodation in Williamsburg?
In Williamsburg, cabins are a popular choice, with several available throughout the area, offering a rustic charm and proximity to nature. These cabins typically feature amenities such as fully equipped kitchens, comfortable living spaces, and outdoor decks, which are superb for taking in the surrounding scenery. Cottages are also quite common, providing a quaint and cosy atmosphere, often complete with gardens and easy access to local attractions. Additionally, several holiday houses cater to larger groups or families, boasting multiple bedrooms, ample living areas, and sometimes private outdoor spaces for gatherings.
Are there any family house rentals in Williamsburg?
In Williamsburg, Massachusetts, there are several family-friendly house rentals available for those looking to enjoy a memorable getaway. The area is known for its picturesque landscapes and quaint charm, making it an ideal spot for families. Many of these homes offer spacious living areas, fully equipped kitchens for preparing family meals, and outdoor areas where children can play and explore.
Can I find long-stay holiday rentals in Williamsburg?
A long-stay holiday rental in Williamsburg is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Williamsburg?
In Williamsburg, there are several pet-friendly house rentals available, offering a delightful escape in the scenic landscapes of Massachusetts. Many of these holiday homes come equipped with modern amenities such as spacious living areas, fully stocked kitchens, and outdoor spaces where pets can roam freely. Travellers can expect features like fenced yards, pet beds, and easy access to walking trails, making it convenient for pet owners to enjoy their stay.
Are there any remote work holiday rentals in Williamsburg?
In Williamsburg, Massachusetts, there are several remote work holiday rentals available, making it an ideal destination for those looking to blend work and leisure. Many of these accommodations are equipped with essential amenities for remote work, including desk chairs, Wi-Fi, computer monitors, and dedicated desk spaces to ensure a productive environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Williamsburg holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Williamsburg with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Williamsburg?
In Williamsburg, the most popular holiday rental amenities include well-equipped kitchens, ensuring guests can prepare their own meals during their stay. Many properties also come with cookware, dishware, and utensils, making self-catering convenient. A fireplace is a common feature, providing warmth and a cosy atmosphere during cooler months. Additionally, most rentals offer microwaves for quick meal preparations and patios where guests can relax outdoors.
When is the best time to visit Williamsburg for a holiday rental?
The best time to book a holiday rental in Williamsburg is during the vibrant summer months, particularly in July. This period attracts visitors seeking a mix of historical exploration and outdoor activities, as the weather is pleasantly warm, typically ranging from the mid-teens to low 30s Celsius. With numerous attractions, including historical sites and local festivals, July brings a lively atmosphere that enhances the experience for all types of travellers.

Peak season in Williamsburg spans from July through September, making it an ideal time for those eager to immerse themselves in the area's rich history and enjoy the stunning natural landscapes. Activities like hiking, biking, and visiting local wineries are particularly enjoyable during this time, allowing you to embrace the beautiful surroundings while engaging in memorable outdoor adventures.

For travellers looking for a more budget-friendly option, consider planning your visit in December. While this month falls into the low season, it offers a unique charm with holiday festivities and a quieter atmosphere. You can explore the historical sites adorned with festive decorations and enjoy a more relaxed pace without the crowds.
How early should I book a Williamsburg holiday rental?
Book your Williamsburg holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Williamsburg home rental booking on Vrbo?
To find Williamsburg holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Williamsburg holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

More Holiday Rentals ideas

East Sandwich Holiday Rentals
Standard Link for East Sandwich
Gloucester Holiday Rentals
Standard Link for Gloucester
Essex Holiday Rentals
Standard Link for Essex
Harwich Holiday Rentals
Standard Link for Harwich
Chatham Holiday Rentals
Standard Link for Chatham
Newburyport Holiday Rentals
Standard Link for Newburyport
Sandwich Holiday Rentals
Standard Link for Sandwich
Falmouth Holiday Rentals
Standard Link for Falmouth
Nantucket Holiday Rentals
Standard Link for Nantucket
Wellfleet Holiday Rentals
Standard Link for Wellfleet
Truro Holiday Rentals
Standard Link for Truro
Eastham Holiday Rentals
Standard Link for Eastham
Worcester Holiday Rentals
Standard Link for Worcester
Rockport Holiday Rentals
Standard Link for Rockport
Brewster Holiday Rentals
Standard Link for Brewster
Plymouth Holiday Rentals
Standard Link for Plymouth
Pittsfield Holiday Rentals
Standard Link for Pittsfield
Provincetown Holiday Rentals
Standard Link for Provincetown
New Bedford Holiday Rentals
Standard Link for New Bedford
Foxboro Holiday Rentals
Standard Link for Foxboro
Ipswich Holiday Rentals
Standard Link for Ipswich
Williamstown Holiday Rentals
Standard Link for Williamstown
Centerville Holiday Rentals
Standard Link for Centerville
Lenox Holiday Rentals
Standard Link for Lenox
Great Barrington Holiday Rentals
Standard Link for Great Barrington
Amherst Holiday Rentals
Standard Link for Amherst
Hyannis Holiday Rentals
Standard Link for Hyannis
Manchester-by-the-Sea Holiday Rentals
Standard Link for Manchester-by-the-Sea

People also search for

Provincetown Cottages
Standard Link for Provincetown
Nantucket Cottages
Standard Link for Nantucket