Westborough holiday lettings

We found 185 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Westborough to find one that's perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the best amenities for spending time at your holiday home, which might include Wi-Fi and a fireplace. No matter what you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Westborough

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Find out more about Westborough

Find out more about Westborough

Why people love visiting lively Westborough

The area's live music and theatre scene are just some of the reasons to come on holiday to Westborough. Well known for its shopping, cafes and chocolate shops, this welcoming city won't disappoint. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Westborough

Are you hoping to discover things to do during your stay? Venture out of your holiday home and experience everything that makes Westborough a one-of-a-kind holiday spot. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Westborough Country Club (0.6 mi / 1 km)
  • Cyprian Keyes (8.2 mi / 13.2 km)
  • Green Hill Park (8.4 mi / 13.6 km)
  • Honey Pot Hill Orchards (11 mi / 17.7 km)
  • Nashoba Valley Winery (11.2 mi / 18 km)
  • Fun and Games Family Entertainment Center (11.3 mi / 18.1 km)

Exploring the natural features in Westborough

Whether you're an active traveller or just want to spend some time taking in the scenery, Westborough is a great place to get out in nature. Here are some of the area’s most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Lake Chauncy Public Beach (1.4 mi / 2.3 km)
  • New England Baseball Complex (3 mi / 4.8 km)
  • EcoTarium (8.1 mi / 13 km)
  • Tower Hill Botanic Garden (8.6 mi / 13.9 km)
  • Cochituate State Park (12.3 mi / 19.9 km)
  • Wayland Town Beach (12.7 mi / 20.5 km)

Transport options to and around Westborough

Fly into Worcester, MA (ORH-Worcester Regional), the closest airport, located 13.1 mi (21.1 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Bedford, MA (BED-Laurence G. Hanscom Field), which is 21.4 mi (34.5 km) away.

If you'd rather travel by train, you can make your way to Westborough Station.

Frequently asked questions

What is the best area to stay in Westborough when booking a holiday rental?
When considering a holiday rental in Westborough, Massachusetts, one of the best areas to explore is the centre of Westborough itself. This charming area offers a delightful mix of local shops, eateries, and green spaces, making it a convenient and pleasant base for your stay. The proximity to attractions such as the Westborough State Hospital – a historic site with beautiful grounds – adds a unique touch to your visit.

Another appealing neighbourhood is the Southborough area, which is just a short drive away. Here, you can enjoy the peaceful surroundings of the Southborough Town Forest, superb for hiking and enjoying nature. This area is known for its scenic beauty and is also home to a number of lovely holiday rentals, providing a serene escape while still being close to Westborough's main attractions.
How much does it cost to rent a holiday home in Westborough?
Prices for holiday rentals in Westborough 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 Westborough 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 Westborough holiday house rentals?
You can find great discounts on house rentals in Westborough 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.
What is the most popular type of holiday rental accomodation in Westborough?
In Westborough, holiday houses and condos are the most popular types of rental accommodations, with several options available in the area. These properties are typically situated in peaceful neighbourhoods, offering a blend of comfort and convenience. Holiday houses often feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups. Many also come with outdoor spaces such as gardens or patios, superb for relaxation after a day of exploring. Condos, on the other hand, provide a more compact yet comfortable alternative, with amenities such as shared pools, fitness centres, and easy access to local shops and dining options.
Are there any family house rentals in Westborough?
In Westborough, Massachusetts, there are several family-friendly house rentals available, making it a suitable destination for those travelling with children. The area features a variety of properties, many of which are located in charming neighbourhoods that provide ample space for families to relax.

Visitors can expect homes equipped with full kitchens, spacious living rooms, and outdoor areas where children can safely play. Some properties even boast amenities like game rooms or dedicated play spaces, adding to the enjoyment of younger guests.
Can I find long-stay holiday rentals in Westborough?
A long-stay holiday rental in Westborough 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 Westborough?
In Westborough, there are several pet-friendly house rentals available, making it a great destination for travellers looking to bring their furry companions along. Many of these holiday homes typically offer spacious layouts, fully equipped kitchens, and outdoor areas such as fenced yards or patios, superb for pets to enjoy.

The town is conveniently located near a variety of parks and recreational areas where pets can be exercised. For instance, the Westborough State Forest features walking trails that are ideal for leisurely strolls with pets, while the nearby Lake Chauncy offers scenic spots for picnics and outdoor activities.
Are there any remote work holiday rentals in Westborough?
In Westborough, Massachusetts, there are several remote work holiday rentals available that cater to the needs of professionals seeking a productive environment. Many of these properties come equipped with dedicated workspaces, including desks and office chairs, alongside reliable Wi-Fi to ensure seamless connectivity. This makes them ideal for those who require a comfortable setting for remote work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Westborough holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Westborough 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 Westborough?
In Westborough, popular rental amenities include well-equipped kitchens featuring essential appliances such as dishwashers, microwaves, and stovetops, making it convenient for guests to prepare their own meals. These amenities are commonly found in the area's holiday rentals, which range from comfortable apartments to spacious homes. Many properties provide a homely atmosphere with living areas for relaxation, ensuring that visitors have a pleasant stay while exploring the local attractions and surroundings.
When is the best time to visit Westborough for a holiday rental?
April is the most popular month to visit Westborough, as it marks the peak travel season from March to May. During this time, visitors flock to the area to enjoy the blooming cherry blossoms and vibrant greenery that signal the arrival of spring. With average temperatures in the low to mid-teens Celsius, outdoor activities and sightseeing become particularly enjoyable, making it an ideal time for leisurely strolls in local parks and exploring the charming town centre.

As the weather warms up, the region comes alive with various events and activities that cater to adventure seekers and families alike. Whether you're looking to enjoy hiking trails, bike rides, or local festivals, there's something for everyone to experience during these lively months.

If you're seeking a more budget-friendly option, consider visiting Westborough in December when the tourist crowds thin out. This month offers a unique charm as the town embraces the holiday spirit, providing a peaceful atmosphere great for those who prefer a quieter escape.
How early should I book a Westborough holiday rental?
Book your Westborough 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 Westborough home rental booking on Vrbo?
To find Westborough 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 Westborough 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.

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