Williamsburg holiday rentals

We found 99 holiday rentals — enter your dates for availability
Discover a selection of 5 homes and other 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:13 Nov - 20 Nov

Dining
Interior
Living area
Interior
Exceptional
(23 reviews)

Sunny Chalet Nestled in the Woods of Ashfield

Ashfield

16% off
AU$3,440
for 7 nights, 1 chalet
AU$491 per night
includes taxes & fees
Sunny Chalet Nestled in the Woods of Ashfield
Master bedroom, great view, queen size bed
Outdoor dining
Dining
View from Deck to Pool
Exceptional
(72 reviews)

Awesome Strategic Location Near Smith College

Williamsburg

8% off
AU$4,934
for 7 nights, 1 home
AU$705 per night
includes taxes & fees
Awesome Strategic Location Near Smith College
Fallscape with Pond and Dog
First Floor, Passive Solar Porch
House from the front with it's passive solar porch.
Living Room Wood Stove area
Exceptional
(42 reviews)

A True Shangri-La-Country Retreat W/Pond, Gardens and Huge Deck and View

Ashfield

12% off
AU$3,221
for 7 nights, 1 home
AU$460 per night
includes taxes & fees
A True Shangri-La-Country Retreat W/Pond, Gardens and Huge Deck and View
Upstairs hallway and staircase
Breakfast bar
The living room is right next to the kitchen
This is a private home and you will be the only guests.
Exceptional
(37 reviews)

Old World Charm, Modern Conveniences - 3 BR private home in quiet setting

Easthampton

5% off
AU$3,833
for 7 nights, 1 home
AU$548 per night
includes taxes & fees
Old World Charm, Modern Conveniences - 3 BR private home in quiet setting
comfy king size bed
beautiful spacious entrance
full kitchen with granite and stainless steel
Property grounds
Exceptional
(83 reviews)

comfort, luxury, privacy

Amherst

8% off
AU$1,572
for 7 nights, 1 apartment
AU$225 per night
includes taxes & fees
comfort, luxury, privacy
Children’s area
Private kitchen
Private kitchen
Interior
Exceptional
(9 reviews)

Contemporary Artist Sanctuary - The Studio. Artsy retreat in quiet setting.

Northampton

12% off
AU$2,539
for 7 nights, 1 apartment
AU$363 per night
includes taxes & fees
Contemporary Artist Sanctuary - The Studio. Artsy retreat in quiet setting.

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    Enjoy full kitchens, laundry, pools, gardens and more

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    More space, more privacy, more amenities — more value

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:

  • Elements Hot Tub Spa (11.2 mi / 18 km)
  • Berkshire East Ski Resort (17.1 mi / 27.6 km)
  • Amherst Farm Winery (12.7 mi / 20.4 km)
  • Blandford Ski Area (16.6 mi / 26.7 km)
  • Black Birch Vineyard (5.7 mi / 9.3 km)
  • Congregation Beth Israel (5.8 mi / 9.3 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)
  • Chesterfield Gorge (7.7 mi / 12.4 km)
  • Mount Tom (11.2 mi / 18 km)
  • Littleville Lake (11.3 mi / 18.2 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 Springfield Union Station (ZSF), which is 21 mi (33.8 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, a popular area to stay is the charming village centre. This picturesque location offers a quaint atmosphere, with a variety of properties that provide both comfort and convenience. The village is home to a selection of delightful shops and eateries, making it easy to explore local flavours and crafts.In addition to the inviting ambience, nearby attractions such as the scenic Mount Tom State Reservation provide excellent opportunities for hiking and enjoying the stunning natural landscapes. The reservation is well-known for its panoramic views and diverse trails, appealing to outdoor enthusiasts. Another highlight is the Historic Northampton Museum, which offers insight into the rich local history, great for those keen on cultural experiences.Overall, the village centre of Williamsburg presents a wonderful blend of community spirit, natural beauty, and cultural richness, making it an ideal spot for a holiday rental.
Where are the best Williamsburg ski resort rentals?
For skiing in Williamsburg, Massachusetts, the closest ski area is located at nearby ski resorts such as Berkshire East or Jiminy Peak, which are just a short drive from the town. In Williamsburg itself, you may find delightful rentals that offer a rustic charm, including cabins and cottages set in the picturesque surroundings of the Berkshires. Many of these properties come with amenities such as wood-burning stoves, fully equipped kitchens, and outdoor decks superb for enjoying the tranquil landscape.In the nearby towns like Ashfield or Chesterfield, you can discover additional rental options, including spacious homes and cosy lodges that are well-suited for families or groups. These rentals often provide access to beautiful hiking trails and scenic views of the mountains, enhancing the outdoor experience. Expect amenities such as ample parking, laundry facilities, and sometimes even hot tubs or fireplaces to relax in after a day on the slopes. The local community offers quaint shops and eateries, ensuring that guests have everything they need for a comfortable stay while enjoying the winter sports available at the nearby ski resorts.
What is the most popular type of holiday rental accomodation in Williamsburg?
In Williamsburg, cabins are among the most popular holiday rental options, with several available in the area. These rustic retreats provide a charming and cosy atmosphere, superb for those seeking a getaway amidst nature. Many cabins come equipped with essential amenities such as fully furnished kitchens, comfortable living spaces, and outdoor areas for enjoying the scenic surroundings.Cottages also feature prominently, offering a quaint and homely feel. These typically include amenities like spacious gardens, porches, and often a fireplace for those cooler evenings. Additionally, holiday houses are available, providing larger spaces ideal for families or groups, complete with multiple bedrooms and full kitchens.
Are there any family house rentals in Williamsburg?
In Williamsburg, Massachusetts, there are some family-friendly holiday rentals available, offering a charming escape into the heart of New England. Many of these properties are located near picturesque areas, superb for family outings and outdoor activities. Visitors can find homes featuring spacious living areas, well-equipped kitchens ideal for family meals, and outdoor spaces for children to play and explore.The locale is close to attractions such as the beautiful Mount Tom State Reservation, where families can enjoy hiking, picnicking, and stunning views. Additionally, the nearby towns offer quaint shops and local dining options that showcase the region's culinary delights.
Are there pet-friendly house rentals in Williamsburg?
In Williamsburg, Massachusetts, there are several pet-friendly house rentals available, making it a great option for travellers who wish to bring their furry companions along. Many of these properties offer a range of amenities, such as spacious yards, fully equipped kitchens, and comfortable living areas, ensuring a homely feel during your stay.The surrounding area is rich in natural beauty, with access to outdoor activities that are superb for pets and their owners. Nearby, the scenic landscape of the Berkshires provides opportunities for hiking, walking trails, and exploring local parks.
Are there any remote work holiday rentals in Williamsburg?
In Williamsburg, Massachusetts, there are several remote work holiday rentals available, providing a conducive environment for those needing to balance work and leisure. Many properties offer amenities such as free Wi-Fi, dedicated workspaces, and comfortable desks, ensuring that guests can stay productive during their stay.The charming town itself is steeped in history, with attractions like the nearby Williamsburg Historical District and the scenic beauty of the surrounding area, which includes access to walking trails and local parks. This makes it not only a suitable place for remote work but also a delightful spot to unwind after a day of meetings or tasks. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Williamsburg?
In Williamsburg, popular holiday rental amenities include fireplaces, which provide a cosy atmosphere, especially during cooler months. Most rentals also feature fully equipped kitchens, allowing guests to prepare their own meals. Additionally, many properties are pet-friendly, accommodating furry companions, and some even allow service animals. For a touch of comfort, travellers can expect coffee and tea makers in their accommodations, ensuring a warm beverage is always within reach.
When is the best time to visit Williamsburg for a holiday rental?
The best time to visit Williamsburg for a holiday rental is during the peak season from July to September. This vibrant period attracts families and history enthusiasts alike, eager to explore the rich historic heritage and picturesque landscapes of the area. With warm summer temperatures averaging between 20 to 30 degrees Celsius, visitors can comfortably enjoy outdoor activities, including hiking and sightseeing at the local historical sites.July stands out as the most popular month, bustling with events and activities that cater to a wide array of interests. The lively option creates a welcoming environment, superb for those looking to immerse themselves in the local culture while enjoying the beautiful surroundings.For those seeking a more budget-friendly option, consider visiting in December. This time of year offers a unique charm as Williamsburg transforms into a winter wonderland, with festive decorations and seasonal events that highlight the area's history. Although it's a quieter month, it provides a lovely opportunity for peaceful exploration and enjoying the warmth of local hospitality.
What are the top attractions in Williamsburg?
In Williamsburg, Massachusetts, visitors can enjoy a variety of attractions that highlight the area's natural beauty and historical significance. The nearby Mount Tom State Reservation offers numerous hiking trails with stunning views of the Connecticut River Valley, making it ideal for outdoor enthusiasts. Nature lovers can also explore the scenic landscapes and biodiversity at the nearby Arcadia Wildlife Sanctuary, which features trails for birdwatching and peaceful walks.The town itself has a quaint charm, with local shops and eateries that reflect the community's character. Additionally, the Williamsburg Historical Society provides insights into the town's rich history. Just a short drive away, the picturesque village of Northampton offers a vibrant arts scene and cultural events, along with a selection of restaurants and shops.
Are all fees included in the Williamsburg holiday homes prices shown on Stayz?
Stayz 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.
Are there any Williamsburg holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for Williamsburg holiday homes?
You can find great discounts on holiday homes in Williamsburg on Stayz, 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.
Can I change or cancel my Williamsburg holiday home booking on Stayz?
To find Williamsburg holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Williamsburg?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Williamsburg holiday home?
Book your Williamsburg holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Williamsburg?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Williamsburg to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.