Find Vacation Homes in Middlesex County, MA from $294

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Top Cities in Middlesex County

Vacation Homes in Middlesex County

Vacation Home in Marlborough

10.0 out of 10, Exceptional, (5)
"We loved our stay here! House was super clean and nice! It was an amazing home away from home for the week. My daughter had a hockey camp and staying here allowed us to relax and recharge at night. Super convenient location close to a Target, Starbucks and a Chipotle. (A necessity for teenagers. :)) We will definitely stay here again when we are back in the area!"
United States
Holly L.
Relaxing Getaway: Entire 3-BR Home w/ Fireplace

Vacation Home in Medford

Beautifully Renovated Cozy Home

Vacation Home in Newton Upper Falls

9.0 out of 10, Wonderful, (10)
"Beautiful home outside Boston. Host was very responsive to our questions! Easy access to the T to travel around. Definitely recommend this beautiful home!"
United States
Aldo A.
Charming home with deck- walkable to transit, shops & restaurants

Vacation Home in Framingham

10.0 out of 10, Exceptional, (13)
"The house was comfortable and clean. "
United States
William B.
$263 nightly
The price is $294
Dec 15 - Dec 16
Total with taxes and fees
Newly Renovated Luxury 3-Bed 2-Bath Home with Easy Airport Access

Vacation Home in The Port

8.6 out of 10, Excellent, (35)
"Quiet. Nice park across the street with EV chargers."
United States
Nathan P.
$400 nightly
The price is $458
Dec 8 - Dec 9
Total with taxes and fees
Free 2 Car Parking at this 3 bedroom apartment. Close to a park. Great location

Vacation Home in South Medford

9.6 out of 10, Exceptional, (4)
"The place was great and the host was very quick to respond. "
United States
Patrisha C.
$275 nightly
The price is $307
Dec 21 - Dec 22
Total with taxes and fees
Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking

Vacation Home in Everett

9.2 out of 10, Wonderful, (37)
"Clean property within walking distance of some really great food options. La Hacienda if you like Mexican food and Oliveira's Steak Bar Grill had amazing Brazilian authentic food and great customer serbice!"
United States
Steven L.
Cozy 3bdr Free parking/Wifi, 5 min to Encore Close to Boston,Cambridge ,Salem

Vacation Home in Medford

2.0 star property
9.6 out of 10, Exceptional, (14)
"Clean and convenient to downtown Boston . The host was very helpful and quick to respond !"
United States
Robert O.
Modern 2BR Home •10mi to Boston •Near Assembly Row

Vacation Home in Neighborhood Nine

9.6 out of 10, Exceptional, (39)
"Our stay couldn’t have been better. The house was great, location was awesome, the hosts were very communicative. 6 of us stayed in the house. Perfect location in Cambridge. We highly recommend staying here!"
United States
Gary S.
1891 Victorian Home Near Harvard

Vacation Home in Framingham

9.0 out of 10, Wonderful, (7)
"This is a great value property for a family about 30 mins from downtown Boston. A great surprise to us was the awesome burrito shop next door, cafe across the street, and Nordic spa just steps away which we enjoyed! The surrounding area is a very attractive community and all amenities we needed were a short 5-10 minute drive away."
Canada
Robyn C.
totally remodeled house with fitness room, close to Boston and Worcester

Vacation Home in Sudbury

Quiet and Comfortable 4 Bed 2 Bath

Vacation Home in Everett

10.0 out of 10, Exceptional, (25)
"We had a great experience at Rose Cottage! The house was very clean, organized, and spacious for the whole family! The host left very detailed instructions that were easy to follow and the house was a short drive to all the top Boston destinations. Definitely recommend staying here for your next family vacation trip! "
United States
Rebeka L.
Family-Friendly Rose Cottage | Near Encore | 4 Beds 3 Baths

Vacation Home in Newton Center

8.6 out of 10, Excellent, (21)
"We absolutely loved this place. The beds were very comfortable and the location was great. Being able to park in the driveway was a great bonus!"
United States
Rachael P.
Perfect Getaway in Historic NewtonHighland (CDC Safe)

Vacation Home in Bedford

10.0 out of 10, Exceptional, (73)
"This was our second stay here and just like the first we had such a wonderful time. This place is so perfect and has everything we needed and more for a stay with our kiddos."
United States
Hannah B.
Wonderfully renovated family-friendly home located near Boston and Lexington

Vacation Home in Groton

2.0 star property
9.8 out of 10, Exceptional, (9)
"It was perfect!!!"
Canada
Miguel O.
Potager Farm Historic Private Townhouse Sleeps 4 with Pool.

Vacation Home in 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

Vacation Home in East Somerville

9.4 out of 10, Exceptional, (58)
"Excellent place to stay love the finish on the property, and is very clean. "
United States
hugo l.
$465 nightly
The price is $520
Dec 8 - Dec 9
Total with taxes and fees
MODERN Spacious 4bed 2bath HARVARD MIT BOS Cambridge Somerville walk everywhere!

Vacation Home in The Port

9.2 out of 10, Wonderful, (24)
"I truely enjoyed my stay"
United States
Shawn M.
Spacious 2BR 2BA Condo & 2x Parking, Minutes from Central Sq, MIT, Harvard.

Vacation Home in Arlington

9.8 out of 10, Exceptional, (30)
"Clean home with spacious kitchen and short drive to Boston, Lexington and Concord. Lots of historic sites close by. Driveway was a little tight for 2 vehicles but we made it work."
United States
Karl H.
New 5B3B Single Family with Central AC

Vacation Home in South Medford

10.0 out of 10, Exceptional, (26)
"Very accommodating had all the extras we werent even expecting loved the whole place "
United States
Kaitlynn E.
Modern Smart Home with EV charger Near Boston & Harvard, 0.7 miles to MBTA
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 $294 and $520 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 178 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
479
Accommodation
178 Vacation Homes
Lowest Price
$294
Highest Price
$520

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