Choose from 3,803 vacation rentals located in Middlesex County, Massachusetts. Top filters in Middlesex County include Air conditioner, Internet / Wifi, and Kitchen or Kitchenette. Prices range from £31 to £11,201 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)
Spacious, Immaculate, Great Location
Apartment
 in South Boston
5 guests · 2 bedrooms · 1 bath
Pets allowed · Kitchen or Kitchenette · Air conditioner

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

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Property building
4.2
Excellent(608 Reviews)
DoubleTree Suites by Hilton Hotel Boston - Cambridge
Hotel
 in Boston
4star
1 king bed
Pool · Kitchen or Kitchenette · Air conditioner

Business stays, family stays, couples stay, getaway vacation, and rental in Middlesex County at DoubleTree Suites by Hilton Hotel Boston - Cambridge for £77 for your next trip.

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Bed
3.4
Average(315 Reviews)
Hotel Boston
Hotel
 in Boston
2star
2 full beds
Kitchen or Kitchenette · Air conditioner · Internet / Wifi

This inviting Hotel in Middlesex County can fit your needs for many types of vacations, at £70 per night.

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Property building
4.0
Good(3,368 Reviews)
YOTEL Boston
Hotel
 in Boston
4star
1 queen bed
Kitchen or Kitchenette · Air conditioner · Internet / Wifi

This Hotel in Middlesex County, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

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Vacation rentals with air conditioning in Middlesex County

Marina
5.0
Outstanding(207 Reviews)
"Travelers' Choice Award" Green Turtle I Houseboat in Boston Harbor!
Docked boat
 in Boston
2 guests · 1 bedroom · 1 bath
Pool · Kitchen or 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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Marina
4.8
Outstanding(170 Reviews)
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
Docked boat
 in Boston
6 guests · 1 bedroom · 1 bath
Pets allowed · Kitchen or Kitchenette · Air conditioner

The best choice in Middlesex County for Docked boat, for £212 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

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Property building
4.3
Excellent(938 Reviews)
The Westin Copley Place, Boston
Hotel
 in Boston
4star
1 king bed
Pets allowed · Kitchen or Kitchenette · Air conditioner

This Hotel in Middlesex County, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

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Bed, Bedroom
4.1
Excellent(1,105 Reviews)
The Westin Boston Seaport District
Hotel
 in Boston
4star
2 full beds
Garden · Pool · Pets allowed
Most favorited

Business stays, family stays, couples stay, getaway vacation, and rental in Middlesex County at The Westin Boston Seaport District for £91 for your next trip.

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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 £31-£11,201. The average price for rentals in Middlesex County is £186 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.

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