Middlesex County Holiday Rentals, Massachusetts: Holiday Houses & More

Discover a selection of 302 homes, 442 apartments and other holiday rentals in Middlesex County that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the amenities that you expect for your stay, which might include parking and a pool. You'll be sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

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Contemporary house on 8 acres of wild flowers, trees and trails; pet friendly

Sleeps 4 · 2 bedrooms · 1 bathroom

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Find the perfect holiday rental for your Middlesex County getaway

Learn about the unique charm of Middlesex County with a stay in a holiday home rental. This city has something for everyone. Harvard Square and Encore Boston Harbor are just a couple of the must-see attractions. 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 Middlesex County

Do you want to discover top things to see and do while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Middlesex County a fun place to get away to. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

New England Aquarium (3.1 mi / 4.9 km)
Encore Boston Harbor (2.4 mi / 3.9 km)
Boston Marathon Finish Line (2.2 mi / 3.6 km)
Harpoon Brewery (4.1 mi / 6.6 km)
Samuel Adams Brewery (4.2 mi / 6.8 km)
Franklin Park Zoo (4.9 mi / 7.9 km)

Exploring the natural features in Middlesex County

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Middlesex County is a great place to get out in nature. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

Copley Square (2.3 mi / 3.7 km)
Boston Common (2.5 mi / 3.9 km)
Charles River Esplanade (2 mi / 3.2 km)
Commonwealth Avenue Mall (2 mi / 3.2 km)
Back Bay Fens (2.2 mi / 3.5 km)
Boston Public Garden (2.4 mi / 3.8 km)

How to get to and around Middlesex County

Fly into Bedford, MA (BED-Laurence G. Hanscom Field), the closest airport, located 11.1 mi (17.8 km) from the city centre.

If you're travelling by train, Union Square Station, Ball Square Station and West Medford Station are the main stations in the area. It's easy to get around Middlesex County by jumping on the metro at Central Square Station, Harvard Square Station or Gilman Square Station.

Frequently asked questions

What is the best area to stay in Middlesex County when booking a holiday rental?

If you're visiting Middlesex County, Tewksbury is considered one of the most sought-after areas to stay. While here, keep busy by discovering leading sights like Tewksbury Country Club and Public Health Museum.

What is the most popular type of holiday rental accommodation in Middlesex County?

According to our data, apartments are considered the most popular type of holiday property in Middlesex County. But that goes without saying, everyone's idea of an awesome stay isn't going to be the same. Vrbo has holiday homes in a variety of shapes and sizes, and we'll help you locate the perfect fit.

How much does it cost to rent a holiday rental in Middlesex County?

The average price for a holiday rental in Middlesex County is determined by several factors, including season, property type and length of stay. Whether you're dreaming about a villa with space for extended family or a cosy cottage perfect for just you and the kids, just enter your travel dates to view stays with amazing value.

How much does it cost to rent a beach house in Middlesex County?

Prices for beach houses in Middlesex County may vary depending on the size and type of the property and when you plan to travel. Simply enter your dates of travel into Vrbo and how many guests to view your options and prices. From there you can use our filter tool to tailor your search by ratings, nearby activities, amenities and more.

What are popular rental amenities in Middlesex County?

Some of the most popular rental amenities people search for in Middlesex County include a washing machine, a microwave oven and a fridge. Whether you're going on holiday with pals, family or even pets, Vrbo holiday homes come with the best amenities for beginning new traditions with the people you love.

Are there large group holiday rentals in Middlesex County?

Middlesex County has 28 holiday homes that can cater to 10 or more guests. These stays come with the space you need to enjoy good times with your favourite people.

What are the top attractions for families in Middlesex County?

There are loads of awesome things to see and do with the family in Middlesex County, including:

Harvard Square
Apex Entertainment Centre
Tsongas Arena

Can I find two-bedroom holiday rentals in Middlesex County?

Middlesex County has 118 two-bedroom holiday rentals that you can choose from. Go for a holiday home with all the space and privacy you're looking for at an attractive price on Vrbo.

Are there holiday rentals with WiFi in Middlesex County?

Middlesex County has 118 holiday rentals with WiFi, so you'll be able to stay connected while on holiday. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movie blockbusters to scrolling social media, these Vrbo homes will keep you online.

How old do you have to be to rent a holiday rental in Middlesex County?

The minimum age requirements can differ between properties on Vrbo, so be sure to check the rules of the holiday home in Middlesex County you want to book. But typically, it's 16, 18 or 21.

How long can I rent a holiday rental in Middlesex County for?

It's really down to the Middlesex County property. To see a list of options offering extended stays, simply enter your travel dates and number of people into the Vrbo search page. Enjoy having the entire property to yourself, as well as comforts such as a fully-equipped kitchen, air conditioning and a backyard where your little ones can play. Be on the lookout for long-term stays that offer weekly or monthly discounts.