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.

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Middlesex County

Set back from the quiet road, the house offers a peaceful retreat from the city.

Mid Century in historic Lexington

Sleeps 10 · 6 bedrooms · 2+ bathrooms

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

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

Perfectly located modern home with smart TVs, high chair, patio, W/D, & AC

Sleeps 8 · 4 bedrooms · 1+ bathroom

Top rated rentals - Middlesex County

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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 escaping to Middlesex County, Marlborough is among the most popular locations to spend a vacation. While you’re here, discover amazing sights like Apex Entertainment Center and Solomon Pond Mall.

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

The most sought-after types of vacation rentals in Middlesex County are apartments. Hoping for something different? Vrbo has a variety of options to match our guests’ unique needs, so you’ll see vacation homes in all shapes and sizes. The ideal home away from home is waiting for you — grab yours today.

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

The average price for a vacation home in Middlesex County is determined by a number of factors, such as length of stay, property type and season. Whether you’re looking for a sprawling villa with space for the whole family or a quaint cottage for you and your other half, just enter your dates of travel to discover stays with terrific value.

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

When you travel and the style and size of the property will help determine the cost of your beachside escape. Type in your Middlesex County travel dates to see your options on Vrbo. Did someone just say “private pool”? Use the filters to select the amenities and features you want.

Are there pet-friendly vacation rentals in Middlesex County?

There are, yes. Pick from 66 vacation homes that allow pets in Middlesex County on Vrbo. Our furry kids deserve a getaway too, so simply use our search function for pet-friendly vacation rentals to find a pad where your puppy dog can get in on the family fun.

Are there large group vacation rentals in Middlesex County?

With 33 vacation rentals that can sleep 10 guests or more in Middlesex County, there’s no need to keep anyone off the invite list. From extended family vacations to special events like Thanksgiving or Christmas parties, Vrbo will help you find a large group rental to match the occasion.

Are there one-bedroom vacation rentals in Middlesex County?

Middlesex County has 202 one-bedroom rentals on offer. Usually located in well-regarded areas because of their smaller size, a one-bedroom vacation property is perfect if you’re getting away with a buddy or your partner. And with home comforts like full kitchens and more privacy, you’ll be able to kick back and relax while enjoying this exciting destination.

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

Choose from 128 two-bedroom vacation homes in Middlesex County. Put the kids in the second room or maybe fill it with a couple of your best friends. There’s a spot for whoever’s fortunate enough to be joining your journey.

Are there vacation rentals with WiFi in Middlesex County?

Middlesex County has 176 vacation rentals with WiFi, so you’ll be able to stay connected while on vacation. Simply check the “WiFi” box in our search filter for a list of properties with this feature. From streaming TV shows with the family to writing and sending emails, these Vrbo homes make it a cinch to go online.

How can I find vacation rentals with air conditioning in Middlesex County?

You can choose from 465 Vrbo vacation homes with air conditioning in Middlesex County offering that cooling breeze and extra comfort level. Enter your dates of travel and then use our filter tool to find properties with air conditioning.

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

We advise checking with the Middlesex County vacation property you’re considering on Vrbo as age restrictions differ. However, generally it’s 16, 18 or 21.

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

How long you can rent a vacation rental in Middlesex County is up to the property. Just enter your chosen dates to display a list of options offering extended stays. With loads of creature comforts such as kitchens and air conditioning, as well as some offering discounted weekly or monthly prices, you’re sure to find somewhere just right to call your home away from home in Middlesex County.

Does Vrbo offer discounts for vacation homes in Middlesex County?

In Middlesex County, you’ll find some fantastic discounts and bargains for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you’re after a mini escape or a few weeks away, we have a host of options to suit every kind of traveler.