Middlesex County Vacation Rentals, Massachusetts: house rentals & more

Discover a selection of 291 homes, 629 apartments, and other vacation rentals in Middlesex County that are perfect for your trip. Whether you're traveling with a group or just with your pet, vacation homes have the amenities you need and want for your stay, which might include WiFi and a hot tub. You'll be sure to find a rental that has what everyone needs, including options that are accessible or non-smoking.

Popular cities in Middlesex County

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

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

Sleeps 7 · 3 bedrooms · 1 bathroom

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

Sleeps 8 · 3 bedrooms · 2+ bathrooms

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

Top rated rentals - Middlesex County

Premier Host

Great place in Cambridge

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, yards and more
More for less
More space, more privacy, more amenities — more value

Find the perfect vacation rental for your Middlesex County getaway

Learn about the unique charm of Middlesex County with a stay in a private vacation home. There's no shortage of things to see and do in the area.Harvard Square and Encore Boston Harbor are just a couple of the must-sees. Whether you're planning a family holiday, romantic stay or friends trip, vacation 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 in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Middlesex County a fun spot to vacation. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

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 adventure or just want to appreciate the scenery, Middlesex County is a great place to get out in nature. These are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city center:

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 center.

If you're traveling by train, Union Square Station, Ball Square Station and West Medford Station are the main stations that serve the city. It's easy to get around Middlesex County by catching a ride 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 vacation 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 vacation rental accommodation in Middlesex County?

According to our data, apartments are considered the most popular type of vacation 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 vacation 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 vacation rental in Middlesex County?

The average price for a vacation 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 cozy 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 vacation with pals, family or even pets, Vrbo vacation homes come with the best amenities for beginning new traditions with the people you love.

Are there large group vacation rentals in Middlesex County?

Middlesex County has 28 vacation homes that can cater to 10 or more guests. These stays come with the space you need to enjoy good times with your favorite 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 Center
Tsongas Arena

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

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

Are there vacation rentals with WiFi in Middlesex County?

Middlesex County has 118 vacation rentals with WiFi, so you’ll be able to stay connected while on vacation. 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 vacation rental in Middlesex County?

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

How long can I rent a vacation 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.