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Vacation Rentals in Middlesex County

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Top Cities in Middlesex County

Our top choices for Middlesex County vacation rentals

Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very Good, (225)
"The room are ideal and comfortable, there was no smoke smell. It was a cozy stay. The price was affordable too. "
United States
Jeff
$117 nightly
The price is $131
Dec 25 - Dec 26
Total with taxes and fees
Residences at Solomon Pond

Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1144)
"Lovely, quiet place."
United States
Fatu
$130 nightly
The price is $146
Jan 17 - Jan 18, 2026
Total with taxes and fees
Crescent Suites Hotel

Furnished Apartments near Encore Boston

Furnished Apartments near Encore Boston
2.5 star property
Everett
8.4 out of 10, Very Good, (8)
"Great place. Very clean. Great communication."
United States
Michele
$191 nightly
The price is $214
Dec 24 - Dec 25
Total with taxes and fees
Furnished Apartments near Encore Boston

Enchanting Hidden Door Escape

Enchanting Hidden Door Escape
2.0 star property
Stoneham
$760 nightly
The price is $854
Jan 16 - Jan 17, 2026
Total with taxes and fees
Enchanting Hidden Door Escape

Funky and cozy home ! A little bit of everything for everyone.

Funky and cozy home ! A little bit of everything for everyone.
2.0 star property
Arlington
10.0 out of 10, Exceptional, (16)
"We had a great time, and look forward to staying the next time we are in town."
United States
Alex J.
$493 nightly
The price is $550
Jan 6 - Jan 7, 2026
Total with taxes and fees
Funky and cozy home ! A little bit of everything for everyone.

Stylish home next to train to Boston, near Salem

Stylish home next to train to Boston, near Salem
2.0 star property
Wakefield
10.0 out of 10, Exceptional, (5)
"we were in Massachusetts for our youngest granddaughters college graduation. This place was great. Good location and great hosts! Beautiful neighborhood Easy to walk to breakfast, lunch or dinner. "
United States
Rebecca Z.
$350 nightly
The price is $391
Jan 21 - Jan 22, 2026
Total with taxes and fees
Stylish home next to train to Boston, near Salem

Beautiful 3BR+Office+Parking+Backyard near Boston-Cambridge.

Beautiful 3BR+Office+Parking+Backyard near Boston-Cambridge.
Medford
10.0 out of 10, Exceptional, (4)
"Very well appointed, fully stocked with everything we needed during our stay. Clean and comfortable as well. Convenient location to T station and shopping. Quick train ride or drive into downtown. "
United States
Krissy V.
$289 nightly
The price is $323
Jan 7 - Jan 8, 2026
Total with taxes and fees
Beautiful 3BR+Office+Parking+Backyard near Boston-Cambridge.

3 Bed 1 Bath with Free Parking

3 Bed 1 Bath with Free Parking
2.0 star property
East Cambridge
$330 nightly
The price is $357
Dec 30 - Dec 31
Total with taxes and fees
3 Bed 1 Bath with Free Parking

597 - 5BR Medford - Cozy Stay near Stone Zoo

597 - 5BR Medford - Cozy Stay near Stone Zoo
2.0 star property
Medford
9.0 out of 10, Wonderful, (4)
"The property owner responded very quickly to any concerns we had before and during our stay."
United States
Terrell D.
$478 nightly
The price is $534
Jan 2 - Jan 3, 2026
Total with taxes and fees
597 - 5BR Medford - Cozy Stay near Stone Zoo

Retreat | Game Parking Outdoor BBQ Tufts Harvard

Retreat | Game Parking Outdoor BBQ Tufts Harvard
2.0 star property
Teele Square
$1,365 nightly
The price is $1,525
Jan 21 - Jan 22, 2026
Total with taxes and fees
Retreat | Game Parking Outdoor BBQ Tufts Harvard

Charming 2-bedroom apartment in Cambridge with AC near Harvard Tufts porter sq

Charming 2-bedroom apartment in Cambridge with AC near Harvard Tufts porter sq
North Cambridge
$215 nightly
The price is $247
Jan 4 - Jan 5, 2026
Total with taxes and fees
Charming 2-bedroom apartment in Cambridge with AC near Harvard Tufts porter sq

LUX Retreat Yard Parking Subway Harvard/MIT/BU

LUX Retreat Yard Parking Subway Harvard/MIT/BU
2.0 star property
Cambridgeport
$1,246 nightly
The price is $1,426
Jan 21 - Jan 22, 2026
Total with taxes and fees
LUX Retreat Yard Parking Subway Harvard/MIT/BU

Traveler’s Den in Medford

Traveler’s Den in Medford
South Medford
10.0 out of 10, Exceptional, (1)
"A thoughtfully curated, charming and clean property ideally located for those who want to explore the greater Boston area. Situated in walking distance of a variety of breakfast and dinner places, right in the heart of a charming neighborhood. Stayed for three days with my daughter to tour colleges. Made a great base camp to return to after walking campuses all day! Host was extremely responsive to any inquiries and made us feel most welcome. "
United States
Turid
$213 nightly
The price is $237
Dec 27 - Dec 28
Total with taxes and fees
Traveler’s Den in Medford

A Quintessential New England Historical Guesthouse

A Quintessential New England Historical Guesthouse
Groton
10.0 out of 10, Exceptional, (4)
"Wonderful in every way! Lovely colonial home with scenic grounds, modernized bathrooms & kitchen & a very responsive & helpful host! House is convenient to downtown Groton and perfect for a family seeking more space, privacy & kitchen! "
United States
Leslie S.
$1,468 nightly
The price is $1,640
Dec 29 - Dec 30
Total with taxes and fees
A Quintessential New England Historical Guesthouse

On River/Harvard Sq. two blocks

On River/Harvard Sq. two blocks
2.0 star property
West Cambridge
8.2 out of 10, Very Good, (31)
"Great place to stay! We loved our time there!"
United States
Melody
$200 nightly
The price is $229
Dec 28 - Dec 29
Total with taxes and fees
On River/Harvard Sq. two blocks

Harvard MIT Lux | Game Room + Parking + Subway

Harvard MIT Lux | Game Room + Parking + Subway
2.0 star property
Mid-Cambridge
$1,297 nightly
The price is $1,484
Jan 21 - Jan 22, 2026
Total with taxes and fees
Harvard MIT Lux | Game Room + Parking + Subway

PEACE IN THE CITY - Humble Luxury minutes from Boston, Beach & Casino

PEACE IN THE CITY - Humble Luxury minutes from Boston, Beach & Casino
Everett
10.0 out of 10, Exceptional, (2)
"We went to a concert at TD Gardens and this place was perfect for 2 couples in close proximity!"
United States
Chelsea J.
$443 nightly
The price is $465
Dec 25 - Dec 26
Total with taxes and fees
PEACE IN THE CITY - Humble Luxury minutes from Boston, Beach & Casino

PEACEFUL CHARM - Humble Luxury minutes from Boston, Beach & Casino

PEACEFUL CHARM - Humble Luxury minutes from Boston, Beach & Casino
Everett
9.2 out of 10, Wonderful, (5)
"Barry was just the best. Great communication. Lovely home. Described just as listed maybe even nicer. We enjoyed our stay. Pretty close to everything. Thank you for sharing your home with us! "
United States
sarah J.
$393 nightly
The price is $413
Dec 25 - Dec 26
Total with taxes and fees
PEACEFUL CHARM - Humble Luxury minutes from Boston, Beach & Casino

Lakeview Getaway With Hot Tub

Lakeview Getaway With Hot Tub
2.0 star property
Billerica
$522 nightly
The price is $583
Jan 4 - Jan 5, 2026
Total with taxes and fees
Lakeview Getaway With Hot Tub

Sunny Dog Friendly Union Sq 1brm

Sunny Dog Friendly Union Sq 1brm
Spring Hill
9.6 out of 10, Exceptional, (20)
"his unit fit all of our needs regarding location, cleanliness, and amenities. I would 100% recommend this property to my friends and family and will revisit this if I'm in town in the future!"
United States
Reservations G.
$263 nightly
The price is $294
Jan 11 - Jan 12, 2026
Total with taxes and fees
Sunny Dog Friendly Union Sq 1brm
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

Discover your perfect Middlesex County vacation rental with Expedia

How many vacation rentals are available in Middlesex County?


Expedia has plenty of vacation rentals to choose from in and around  Middlesex County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Middlesex County?


The selection of Middlesex County vacation rentals we have selected for you start as low as $131 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Middlesex County?


Vacation rentals in Middlesex County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Middlesex County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Middlesex County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Middlesex County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Middlesex County?


Find vacation rentals in Middlesex County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Middlesex County.  


What amenities are available in a vacation rental in Middlesex County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Middlesex County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Middlesex County?   


Everytime is a great time to head to Middlesex County! Staying in a Middlesex County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Middlesex County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Middlesex County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Middlesex County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Middlesex County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.