Choose from 3,721 vacation rentals located in Middlesex County, Massachusetts. Top filters in Middlesex County include Internet / Wifi, Air conditioner, and TV. Prices range from $44 to $14,187 per night. Our most popular vacation rental types near Middlesex County are House and Hotel.

Top vacation rentals in Middlesex County

Exterior
5.0
Outstanding(209 Reviews)
Condo
 in South Boston
Spacious, Immaculate, Great Location
5 guests · 2 bedrooms · 1 bath
Pets allowed · Kitchen / Kitchenette · Air conditioner

This inviting Condo in Middlesex County can fit your needs for many types of vacations, at $158 per night.

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Property view
4.1
Excellent(2,831 Reviews)
Hotel
 in Boston
3star
Embassy Suites Boston at Logan Airport
Pool · Pets allowed · Air conditioner

Experience the best of Middlesex County with this Hotel available for $94. This property is equipped with amenities including Air conditioner, Internet / Wifi and Laundry, and more.

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Property view
4.5
Excellent(179 Reviews)
Hotel
 in Boston
5star
Boston Harbor Hotel
Pool · Pets allowed · Air conditioner

Business stays, family stays, couples stay, getaway vacation, and rental in Middlesex County at Boston Harbor Hotel for $104 for your next trip.

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Property view
4.4
Excellent(251 Reviews)
Hotel
 in Boston
4star
Boston Marriott Long Wharf
Pool · Air conditioner · Parking

Looking to create some memories in Middlesex County? Look no further than our Hotel, Boston Marriott Long Wharf. Enjoy top-rated amenities including Air conditioner, Laundry and Balcony / Patio, and more.

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

Property view
5.0
Outstanding(182 Reviews)
Docked boat
 in Boston
\"Travelers' Choice Award\" Green Turtle I Houseboat in Boston Harbor!
2 guests · 1 bath
Pool · Kitchen / Kitchenette · Air conditioner

Looking to create some memories in Middlesex County? Look no further than our Docked boat, \"Travelers' Choice Award\" Green Turtle I Houseboat in Boston Harbor! . Enjoy top-rated amenities including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$
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Exterior
4.8
Outstanding(185 Reviews)
House
 in Leicester
Handcrafted New England Cape, Private Grounds, Perfect Family Retreat, Worc10min
10 guests · 5 bedrooms · 3 baths
Garden · Kitchen / Kitchenette · Air conditioner

House in Middlesex County, for $330 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

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Property view
3.9
Good(1,542 Reviews)
Hotel
 in Boston
3star
DoubleTree by Hilton Hotel Boston Bayside
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

This Hotel for $96 in Middlesex County, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

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Property view
4.1
Excellent(2,445 Reviews)
Hotel
 in Boston
4star
Hilton Boston Logan Airport
Garden · Pool · Pets allowed

Are you ready to indulge in a relaxing getaway? Our Hotel in Middlesex County has everything you need for a rejuvenating stay. Treat yourself to Hilton Boston Logan Airport's exceptional amenities, such as Air conditioner, Internet / Wifi and Laundry.

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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 $44-$14,187. The average price for rentals in Middlesex County is $174 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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