Book Middlesex County holiday rental accommodation: short-term rental properties & homes

Discover a selection of 293 homes, 628 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.

Popular Middlesex County destinations on Stayz

Cambridge which includes street scenes and a city

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Middlesex County

Near Boston Historic two-bedroom with Modern Amenities

Sleeps 7 · 2 bedrooms · 1 bathroom

A NEW ENGLAND ORIGINAL, 3-bedroom Colonial farmhouse, 3 min. from I90 & I95.

Sleeps 8 · 3 bedrooms · 2+ bathrooms

Boston Luxury Home, Free parking, 5 mins to the Casino, 10 minutes to airport.

Sleeps 7 · 3 bedrooms · 1 bathroom

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

Sleeps 4 · 2 bedrooms · 1 bathroom

Units with 2 Double beds. Exact unit will be assigned upon arrival. Views, colors and decor may vary.

Take An Amazing Vacation! Pet-Friendly Property, Near Liberty Ride Trolley Tour!

Sleeps 4 · 1 bedroom · 1 bathroom

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, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

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:

Encore Boston Harbor (2.3 mi / 3.7 km)
New England Aquarium (3.1 mi / 4.9 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:

Boston Common (2.5 mi / 3.9 km)
Copley Square (2.3 mi / 3.7 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 home?

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 home 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. Stayz 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 home in Middlesex County?

The average price for a holiday home 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 Stayz 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 home amenities in Middlesex County?

Some of the most popular home 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, Stayz holiday homes come with the best amenities for beginning new traditions with the people you love.

Are there large group holiday homes 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 homes in Middlesex County?

Middlesex County has 118 two-bedroom holiday homes 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 Stayz.

Are there holiday homes with WiFi in Middlesex County?

Middlesex County has 118 holiday homes 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 Stayz homes will keep you online.

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

The minimum age requirements can differ between properties on Stayz, 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 home 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 Stayz 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.