Southborough holiday lettings

We found 82 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Southborough to find one that's perfect for your trip. Holiday rentals provide the best amenities for your family, friends or furry companion, such as parking and a hot tub. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Southborough

Showing deals for:14 Nov - 21 Nov

Image gallery for Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

Interior
9.8 out of 10 rating
Exceptional
(39 reviews)

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

Shrewsbury, MA

7% off
Price is £888
£127 per night
includes taxes & fees
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

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 Southborough

Find out more about Southborough

Head to the lively city of Southborough

Enjoy the live music and other features of Southborough. This welcoming city attracts visitors thanks to its restaurants and hiking. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in and around Southborough

Are you hoping to discover attractions to see in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Southborough a one-of-a-kind holiday spot. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Westborough Country Club (5.8 mi / 9.3 km)
  • Fun and Games Family Entertainment Center (6.6 mi / 10.6 km)
  • Honey Pot Hill Orchards (7.3 mi / 11.7 km)
  • Butternut Farm Golf Club (8.5 mi / 13.7 km)
  • Nashoba Valley Winery (9.9 mi / 15.9 km)
  • Massachusetts Horticultural Society's Gardens at Elm Bank (11.1 mi / 17.9 km)

Exploring the natural landscape of Southborough

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Southborough is a great place to get outside. These are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Lake Chauncy Public Beach (4.5 mi / 7.2 km)
  • New England Baseball Complex (7.4 mi / 12 km)
  • Cochituate State Park (7.5 mi / 12.1 km)
  • Wayland Town Beach (7.8 mi / 12.6 km)
  • Tower Hill Botanic Garden (11 mi / 17.8 km)
  • EcoTarium (12.9 mi / 20.7 km)

How to get to and around Southborough

Fly into Bedford, MA (BED-Laurence G. Hanscom Field), the closest airport, located 16.3 mi (26.3 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Worcester, MA (ORH-Worcester Regional), which is 17.8 mi (28.7 km) away.

If you'd prefer to travel by train, you can make your way to Southborough Station.

Frequently asked questions

What is the best area to stay in Southborough when booking a holiday rental?
When considering a holiday rental in Southborough, Massachusetts, a popular area to stay is near the picturesque downtown district. This charming neighbourhood offers a quaint atmosphere, with a selection of shops and eateries that give you a taste of local life. Staying here provides easy access to the Southborough Historical Society, where visitors can delve into the rich history of the area, and the serene St. Mark's Church, which is top for its beautiful architecture and peaceful grounds.

Another appealing option is the area around the Sudbury Reservoir, which is superb for those who enjoy outdoor activities. This scenic spot allows for lovely walks, picnics, and even some birdwatching, making it a favourite among nature enthusiasts. There are several holiday rental properties available in both neighbourhoods, providing a range of choices from cosy homes to more spacious options, ensuring you can find something that suits your needs.
How much does it cost to rent a holiday home in Southborough?
Prices for holiday rentals in Southborough 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 Southborough 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 Southborough holiday house rentals?
You can find great discounts on house rentals in Southborough 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.
Can I find long-stay holiday rentals in Southborough?
A long-stay holiday rental in Southborough 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 any Southborough holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Southborough 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 Southborough?
In Southborough, popular rental amenities tend to be quite basic, as there is no specific information regarding distinctive amenities offered by holiday rentals in the area. However, typical amenities that guests might expect include comfortable furnishings, essential kitchen facilities, and possibly access to outdoor spaces, depending on the type of accommodation. Given the tranquil nature of Southborough, many rentals may also provide a peaceful environment, ideal for relaxation after exploring the local parks and natural surroundings.
When is the best time to visit Southborough for a holiday rental?
April is the most popular time to visit Southborough, as it marks the beginning of the peak season that extends through June. During this period, the charming town comes alive with blossoming flowers and inviting outdoor activities, making it an ideal setting for those seeking a delightful holiday rental experience.

With temperatures typically ranging from 10 to 20 degrees Celsius, spring in Southborough offers comfortable conditions for exploring local parks, historic sites, and the picturesque landscape. The nearby Sudbury Reservoir provides ample opportunities for hiking, picnicking, and enjoying the serene beauty of nature. Visitors can also partake in seasonal events and farmers' markets that showcase local produce and crafts, adding a unique flavour to their stay.

For those looking to save a bit on their accommodation, consider visiting in January. This month, while quieter, offers a chance to experience the tranquil side of Southborough and enjoy winter activities such as ice skating or simply revel in the peacefulness of the snowy landscape.
How early should I book a Southborough holiday rental?
Book your Southborough 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 Southborough home rental booking on Vrbo?
To find Southborough 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 Southborough 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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