Vacation Rentals in Middlesex County, MA

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.

$$$$

4.5

Excellent(179 Reviews)

Boston Harbor Hotel

5star

1 king bed

Pool · Pets allowed · Air conditioner

Business stays, family stays, couples stay, getaway vacation, and rental in Middlesex County at Boston Harbor Hotel for $114 for your next trip.

$$$$

4.5

Excellent(1,359 Reviews)

The Eliot Hotel

5star

1 queen bed

Pets allowed · Air conditioner · Internet / Wifi

Most favorited

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

$$$$

5.0

Outstanding(245 Reviews)

Near Boston Historic two-bedroom with Modern Amenities

Apartment

in Malden

7 guests · 3 bedrooms · 1 bath

Garden · Kitchen or Kitchenette · Air conditioner

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

$$$$

Search by amenity

Explore vacation rentals with the most popular amenities in Middlesex County

Vacation rentals with air conditioning in Middlesex County

Start earning One Key rewards

4.8

Outstanding(176 Reviews)

Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep

Docked boat

6 guests · 1 bedroom · 1 bath

Pets allowed · Kitchen or Kitchenette · Air conditioner

The best choice in Middlesex County for Docked boat, for $268 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$

5.0

Outstanding(158 Reviews)

Historic Home At Freedom Trail

Apartment

4 guests · 2 bedrooms · 1 bath

Kitchen or Kitchenette · Air conditioner · Internet / Wifi

Most favorited

Looking for the perfect place to call home during your trip to Middlesex County? This Apartment offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$

3.8

Good(420 Reviews)

Sheraton Boston Needham Hotel

in Needham

3star

1 king bed

Pool · Pets allowed · Kitchen or Kitchenette

Experience the best of Middlesex County with this Hotel available for $89. This property is equipped with amenities including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$

4.1

Excellent(327 Reviews)

Renaissance Boston Seaport Hotel

4star

1 king bed

Pool · Kitchen or Kitchenette · Air conditioner

Most favorited

Indulge in a peaceful retreat at Renaissance Boston Seaport Hotel, our elegant Hotel in Middlesex County. Enjoy amenities including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$