Choose from 3,712 vacation rentals located in Middlesex County, Massachusetts. Top filters in Middlesex County include Internet / Wifi, Air conditioner, and Kitchen / Kitchenette. Prices range from $40 to $12,112 per night. Our most popular vacation rental types near Middlesex County are House and Hotel.

Top vacation rentals in Middlesex County

Property view
3.9
Good(597 Reviews)
Hotel
 in Woburn
3star
Best Western Plus New Englander
Pool · Kitchen / Kitchenette · Air conditioner

Hotel in Middlesex County, for $71 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

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Property view
4.1
Excellent(269 Reviews)
Hotel
 in Boston
3star
Residence Inn Boston Downtown/South End
Pets allowed · Kitchen / Kitchenette · Air conditioner

Looking for a Hotel in Middlesex County, this Hotel for $78 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

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Spanish Moss makes everything more photogenic.
5.0
Outstanding(33 Reviews)
Drivable vehicle
 in Burlington
Be #TrudyYourself
5 guests
Pets allowed · Kitchen / Kitchenette · Air conditioner
Top rated

Looking for a memorable stay in Middlesex County? Our Drivable vehicle might just be what you're looking for. Enjoy amenities including Air conditioner, Pets allowed and Kitchen / Kitchenette, and more during your stay.

$$$$
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3.9
Good(No Reviews)
Hotel
 in Everett
5star
Encore Boston Harbor
Air conditioner · Internet / Wifi · Parking

Nestled in Middlesex County, this Hotel is perfect for your next vacation. Enjoy Encore Boston Harbor's top-rated amenities, including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$
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Vacation rentals with internet & wifi in Middlesex County

Property view
4.0
Good(1,051 Reviews)
Hotel
 in Boston
3star
Hilton Boston Back Bay
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Looking for a memorable stay in Middlesex County? Our Hotel might just be what you're looking for. Enjoy amenities including Air conditioner, Internet / Wifi and Laundry, and more during your stay.

$$$$
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Property view
4.1
Excellent(1,680 Reviews)
Hotel
 in Boston
4star
Hyatt Regency Boston
Pets allowed · Air conditioner · Internet / Wifi
Most favorited

Looking to create some memories in Middlesex County? Look no further than our Hotel, Hyatt Regency Boston. Enjoy top-rated amenities including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$
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Property view
4.4
Excellent(2 Reviews)
Apartment
 in Boston
Global Luxury Suites at Boston Seaport
Pool · Pets allowed · Kitchen / Kitchenette

The best choice in Middlesex County for Apartment, for $115 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

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Property view
4.6
Outstanding(169 Reviews)
Hotel
 in Boston
5star
Four Seasons Hotel One Dalton Street, Boston
Pool · Pets allowed · Air conditioner

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Middlesex County, at $78 per night for your next great vacation.

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Middlesex County

Middlesex County travel guide

Let us help you plan your perfect Middlesex County vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Middlesex County, and more.

Frequently asked questions

What is the price range for rentals in Middlesex County?

Vacation rentals in Middlesex County have a price range between $40-$12,112. The average price for rentals in Middlesex County is $179 per night.

What are the top travel destinations in Middlesex County

Boston, Cambridge, and South Boston are the top three destinations to travel in Middlesex County.

How many cities have available rentals in Middlesex County?

There are 20 destinations with available rentals in Middlesex County.

Travel inspiration

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