Find Vacation Homes in Middlesex County, MA from $208

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Top Cities in Middlesex County

Vacation Homes in Middlesex County

Newly Renovated Luxury 3-Bed 2-Bath Home with Easy Airport Access

Framingham
10.0 out of 10, Exceptional, (13)
"No complaints. Would stay again if ever in the area in the future."
United States
matt c.
Newly Renovated Luxury 3-Bed 2-Bath Home with Easy Airport Access

Free 2 Car Parking at this 3 bedroom apartment. Close to a park. Great location

The Port
8.6 out of 10, Excellent, (34)
"Quiet. Nice park across the street with EV chargers."
United States
Nathan P.
$387 nightly
The price is $442
Nov 16 - Nov 17
Total with taxes and fees
Free 2 Car Parking at this 3 bedroom apartment. Close to a park. Great location

Contemporary house on 8 acres of wild flowers, trees and trails; pet friendly

Littleton
10.0 out of 10, Exceptional, (61)
"Second time our guests have stayed here and loved it!"
United States
Robert M.
Contemporary house on 8 acres of wild flowers, trees and trails; pet friendly

Beautifully Renovated Cozy Home

Medford
Beautifully Renovated Cozy Home

Entire House w/parking mins to Historical Boston

Everett
9.6 out of 10, Exceptional, (9)
"Clean house, lots of games for families, close to Boston/a few beaches/and a bus stop, enjoyed staying here."
United States
Anonymous traveler
Entire House w/parking mins to Historical Boston

6BR3BATH 16G + FREE 4 Parking + Outdoor Furniture

Somerville
6BR3BATH 16G + FREE 4 Parking + Outdoor Furniture

✨Private Studio w/ Loft Center Historic Carlisle✨

Carlisle
9.4 out of 10, Exceptional, (33)
"Great"
United States
J Rhoads R.
$197 nightly
The price is $208
Nov 16 - Nov 17
Total with taxes and fees
✨Private Studio w/ Loft Center Historic Carlisle✨

Enchanting Hidden Door Escape

2.0 star property
Stoneham
9.8 out of 10, Exceptional, (23)
"Great house and location for what our family needed for our recent trip! "
United States
Jenifer H.
$564 nightly
The price is $607
Nov 14 - Nov 15
Total with taxes and fees
Enchanting Hidden Door Escape

Charming 2 bedroom house 5 miles from Logan Airport/ Boston. Walking to train.

2.0 star property
Medford
9.8 out of 10, Exceptional, (13)
"Stayed here with 2 little kids and one adult kid while sightseeing. Had everything we needed to be comfortable and the vibes are nice."
United States
Kelly T.
Charming 2 bedroom house 5 miles from Logan Airport/ Boston. Walking to train.

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

Everett
9.6 out of 10, Exceptional, (11)
"We booked this property for a family of 7 adults during our visit to Boston. Our first impressions of the property is that it was very clean and nicely decorated. When we looked more closely at the property, we realized that some of the windows weren't locking, so we called the property manager to inspect. The property manager came in and fixed one window and quickly called someone to come in and fix the other window on the day of our check-in. The property manager was very helpful in getting...
United States
Claudia D.
Perfectly located modern home with smart TVs, high chair, patio, W/D, & AC

Union Square House

Prospect Hill
9.6 out of 10, Exceptional, (86)
"Everything was as described and the host was very responsive. We enjoyed the walkable proximity to the local park, food options, and the T line."
United States
Michael S.
Union Square House

Cozy 4BD/2BA Near Boston-Encore-T-Station & Diners

East Somerville
$320 nightly
The price is $357
Nov 16 - Nov 17
Total with taxes and fees
Cozy 4BD/2BA Near Boston-Encore-T-Station & Diners

Remodeled Townhouse close to Boston

Watertown
9.8 out of 10, Exceptional, (44)
"A pleasant, comfortable house very convenient to Harvard Square, which was exactly what we needed. Also near convenient shops and a great diner."
Spain
Fred C.
Remodeled Townhouse close to Boston

Luxury 4BD/2.5BA Walk to MIT & Davis SQ/Free Parking

Somerville
Luxury 4BD/2.5BA Walk to MIT & Davis SQ/Free Parking

The Niche: A cozy perfection! Newly Renovated Family Friendly! Near Boston

Medford
10.0 out of 10, Exceptional, (6)
"We were visiting Boston for graduation and picked this place to stay. We had a really good experience and communication with the Cecile was seamless. She was very quick in her response for anything we needed during the stay. The location is a short drive from Cambridge area but the neighborhood is very nice and quiet. The unit is very clean and functional. We had a wonderful stay and recommend this place. We really appreciate a very prompt response from the property manager for anything we...
United States
Mallika K.
The Niche: A cozy perfection! Newly Renovated Family Friendly! Near Boston

3BR/2BA Chic and Tranquil Magnolia House Near Boston

Everett
10.0 out of 10, Exceptional, (25)
"Good central location and easy to visit all our planned sites via rental car. Clean, plenty of rooms and comfortable beds. Hosts were very responsive with easy check in process. "
United States
Jason K.
3BR/2BA Chic and Tranquil Magnolia House Near Boston

Lake Access 4 Bed 3 Full Bath

Billerica
9.8 out of 10, Exceptional, (20)
"We greatly enjoyed our stay. Everything was super clean, organized, welcoming. Property owner was very responsive."
United States
Anna K.
$683 nightly
The price is $737
Dec 6 - Dec 7
Total with taxes and fees
Lake Access 4 Bed 3 Full Bath

Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking

South Medford
10.0 out of 10, Exceptional, (2)
"Clean rooms and comfortable beds "
United States
camilo r.
$305 nightly
The price is $341
Nov 20 - Nov 21
Total with taxes and fees
Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking

Modern Smart Home with EV charger Near Boston & Harvard, 0.7 miles to MBTA

South Medford
10.0 out of 10, Exceptional, (26)
"Everyone enjoyed the stay. Excellent house, very clean. "
United States
Joan H.
Modern Smart Home with EV charger Near Boston & Harvard, 0.7 miles to MBTA

Family-Friendly Rose Cottage | Near Encore | 4 Beds 3 Baths

Everett
10.0 out of 10, Exceptional, (23)
"Great location. Clean and well organized. Beautiful home."
United States
Kylie S.
Family-Friendly Rose Cottage | Near Encore | 4 Beds 3 Baths
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Middlesex County Hotel Reviews

Find out more about Middlesex County

Booking Tips to Find the Best Middlesex County Vacation Homes


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

You can find incredible Middlesex County vacation homes for all types of budgets: between $208 and $737 per night. The more amenities the rental has, and its proximity to popular places, the higher the price.


What is the best time to stay in a vacation home in Middlesex County?

If you are looking for a great deal on your vacation home in Middlesex County, consider visiting in , when prices are usually cheaper.


How many vacation homes are available for rent in Middlesex County?

There are 179 rental houses to choose from for your trip. You’ll find holiday homes located throughout the city, near sightseeing spots, and close to local nature areas.


How do I find the best deal for a vacation home in Middlesex County?

Begin by entering your trip dates to see what type of Middlesex County rental houses are available. Use the map to zoom closer into the areas or zoom out to include more locations. Use the filters on the left side of your search results to narrow down by star rating, price, number of bedrooms, amenities, and more—Expedia makes it easy to score the best deal for your budget.


Why should I rent a vacation home in Middlesex County?

Booking Middlesex County vacation home rentals is the perfect way to spend a vacation because of the privacy, variety of amenities, and comfort you’ll have in your own space.


What amenities are available in a private vacation home?

When thinking about what you want in your Middlesex County rental house, dream big! Depending on your budget and the area, you’ll find amenities like a private pool, hot tub, free parking, fully-equipped kitchen, in-home washer and dryer, Wi-Fi, and a beautiful view or easy access to local sightseeing spots. You can even filter your search results by accessibility to ensure that everyone in your party will be comfortable.


Why should I book a vacation home with Expedia?

Expedia has some of the best selection and deals on available vacation homes in the area—and all in one place. We reward you with members points back on every booking and ensure you get the right accommodation for the best price. And you’ll save big when you bundle your travel together, like booking a car rental in Middlesex County along with your vacation property, into a Middlesex County vacation package.


Can I cancel my vacation home with Expedia?

Some accommodations are free to cancel and refundable if done so by a specific date, while others may be non-refundable. To make sure that you can get your money back on cancellations, use the “free cancellation” filter during your search. Contact our customer service portal if you need help.

Middlesex County Vacation Homes information

Number of reviews
413
Accommodation
179 Vacation Homes
Lowest Price
$208
Highest Price
$737

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