A gazebo in a park with a sign reading "Stoneham Town Common".

Vacation Homes in Middlesex County

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Top Cities in Middlesex County

An aerial view of a town with a central square, a church, and surrounding residential areas.
Vacation HomesVacation Homes

Marlborough

Marlborough
A river with a wooden bridge, surrounded by dense green foliage.
Vacation HomesVacation Homes

Lowell

Lowell

Our top choices for Middlesex County vacation homes

A two-story house with a front porch and a garden with purple flowers.

1. ✨Private Studio w/ Loft Center Historic Carlisle✨

✨Private Studio w/ Loft Center Historic Carlisle✨
Carlisle
9.2 out of 10, Wonderful, (37 reviews)
"Wonderful stay"
United States
Brent H.
The price is AED 533
AED 835 total
includes taxes & fees
25 Oct - 26 Oct
✨Private Studio w/ Loft Center Historic Carlisle✨
A dining area with a wooden table and chairs, a radiator, a window with curtains, and a door.

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

Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking
South Medford
8.8 out of 10, Excellent, (16 reviews)
"Great place, friendly check-in"
United States
Anonymous traveler
Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking
A staircase with white balusters and a wooden handrail, leading to a landing with a lamp and a small table.

3. 5-bedroom house. Close to airport, bus & train. 10 min from Boston. Sleeps 10.

5-bedroom house. Close to airport, bus & train. 10 min from Boston. Sleeps 10.
Melrose
10.0 out of 10, Exceptional, (155 reviews)
"Very convenient. Walkable small town nearby. Safe location. Easy access to orange line to get to Boston."
United States
Barnaby D.
The price is AED 2,112
AED 3,610 total
includes taxes & fees
28 Oct - 29 Oct
5-bedroom house. Close to airport, bus & train. 10 min from Boston. Sleeps 10.
A modern kitchen with white cabinets, a central island, a microwave, and a stove.

4. totally remodeled house with fitness room, close to Boston and Worcester

totally remodeled house with fitness room, close to Boston and Worcester
Framingham
9.2 out of 10, Wonderful, (17 reviews)
"Nicely located in neighbor with easy access to highways and walking distance to coffee shop this single home is perfect for being near Boston. Space is comfortable with all the comforts of home. "
United States
Karyn V.
The price is AED 731
AED 1,280 total
includes taxes & fees
8 Nov - 9 Nov
totally remodeled house with fitness room, close to Boston and Worcester
A living room with a sofa, armchair, coffee table, TV, cabinet, and artwork.

5. Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking

Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking
Ward Two
9.8 out of 10, Exceptional, (19 reviews)
Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking
A two-story house with a balcony, surrounded by lush greenery and flowering plants.

6. Harvard House--Make Your 2026 Family Gathering An Unforgettable Experience

Harvard House--Make Your 2026 Family Gathering An Unforgettable Experience
Piety Corner
9.8 out of 10, Exceptional, (74 reviews)
"Absolutely amazing and so memorable! Best host I have ever had!"
United States
Jason L.
Harvard House--Make Your 2026 Family Gathering An Unforgettable Experience
A bedroom with a bed, a window, a plant, and storage boxes.

7. Huge Home near Downtown Boston! Bow Market, Harvard, MIT, and More!

Huge Home near Downtown Boston! Bow Market, Harvard, MIT, and More!
Ward Two
7.2 out of 10, Good, (5 reviews)
"Parking was an issue. Somerville is signage driven and very hard to understand where to park for a visitor. No parking on the premises, that was not made clear. A few key items were missing like toilet papers and paper towels. There is a washer but no dryer, so did not wash our cloth at the unit. Beds are good and It is very convenient though."
United States
Selim
Huge Home near Downtown Boston! Bow Market, Harvard, MIT, and More!
A modern kitchen with white cabinetry, a built-in oven, and a dining area with a table and chairs.

8. Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Framingham
9.6 out of 10, Exceptional, (33 reviews)
"Perfect place to stay. Clean and has everything you need. Would recommend anyone to stay here. "
United States
Michelle M.
The price is AED 837
AED 1,403 total
includes taxes & fees
29 Oct - 30 Oct
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
A modern kitchen with a central island, stainless steel appliances, and green bar stools.

9. Lake Access 4 Bed 3 Full Bath

Lake Access 4 Bed 3 Full Bath
Billerica
9.8 out of 10, Exceptional, (23 reviews)
"The house was perfect for us! Sparkling clean and comfortable. We really enjoyed staying here and would stay again for sure!"
United States
Diane B.
The price is AED 1,061
AED 2,600 total
includes taxes & fees
25 Oct - 26 Oct
Lake Access 4 Bed 3 Full Bath
A wooden door with a number '2' above it, surrounded by greenery and a potted plant with yellow flowers.

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

Funky and cozy home ! A little bit of everything for everyone.
Arlington
10.0 out of 10, Exceptional, (30 reviews)
"Our stay was lovely and we enjoyed everything! Our host are the awesome and we wanted for nothing. It was a great place to stay and highly recommend this home away from home!"
United States
Shellery R.
The price is AED 1,719
AED 2,925 total
includes taxes & fees
20 Oct - 21 Oct
Funky and cozy home ! A little bit of everything for everyone.
A rectangular swimming pool with a brick border, surrounded by a wooden deck and a covered area with sliding glass doors.

11. Spacious vacation townhome unit with a pool

Spacious vacation townhome unit with a pool
Weston
9.8 out of 10, Exceptional, (28 reviews)
"The host was terrific and the location near trails was also great. "
United States
Rebecca G.
Spacious vacation townhome unit with a pool
A living room with a fireplace, two sofas, a coffee table, and a TV.

12. World Cup ready. with AC, beaches, Boston, and Salem

World Cup ready. with AC, beaches, Boston, and Salem
Melrose
10.0 out of 10, Exceptional, (8 reviews)
"It is an amazing house and a great go between Boston and Salem. Just mind the stairs to the upstairs bedroom they are really steep to go up and down."
United States
leah
World Cup ready. with AC, beaches, Boston, and Salem
A modern house with a glass door leading to a living area with a fireplace, a sofa, and a dining table.

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

Contemporary house on 8 acres of wild flowers, trees and trails; pet friendly
Littleton
10.0 out of 10, Exceptional, (73 reviews)
"The house was very comfortable and clean, and the hostess was friendly and offered a quick intro to the house (door locking, convection stove). Supplies were great, bed very comfortable, and property was beautiful and private. The location was perfect for access to Concord, Lexington, and restaurants. The house has a sauna and laundry, and everything you could want or need."
United States
Sally K.
Contemporary house on 8 acres of wild flowers, trees and trails; pet friendly
A bedroom with a bed, bedside lamps, a ceiling fan, and a window with curtains.

14. 5 Mi to TD Garden: Quiet Medford Getaway!

5 Mi to TD Garden: Quiet Medford Getaway!
Medford
6.6 out of 10, (9 reviews)
"All about the listing was accurate. House was reasonably priced and comfortable "
United States
Ralph B.
5 Mi to TD Garden: Quiet Medford Getaway!
A living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.

15. Tufts 4BD/2BA - 5.MIN to Harvard&Boston / Free Parking / Walk to Subway

Tufts 4BD/2BA - 5.MIN to Harvard&Boston / Free Parking / Walk to Subway
West Somerville
8.2 out of 10, Very good, (18 reviews)
"Very clean home and easy onsite parking. Good location as well!"
United States
Katie D.
Tufts 4BD/2BA - 5.MIN to Harvard&Boston / Free Parking / Walk to Subway
A modern living room with a sofa, a couch, a TV, and a lamp.

16. Modern 2BR Home Close to Campus & 10 min Boston

Modern 2BR Home Close to Campus & 10 min Boston
Wellington
9.6 out of 10, Exceptional, (28 reviews)
"Nice spot in Medford, host is responsive and helpful."
United States
Mungo F.
Modern 2BR Home Close to Campus & 10 min Boston
A modern kitchen with a large island, wooden cabinets, and a view of greenery outside.

17. Sunlit Updated Victorian - Chef`s kitchen, library and sunroom, Boston 20 min by car or train

Sunlit Updated Victorian - Chef`s kitchen, library and sunroom, Boston 20 min by car or train
Melrose
10.0 out of 10, Exceptional, (1 review)
"Beautiful house, lots of room, well appointed and maintained! We had a great stay!"
United States
Lynne M.
Sunlit Updated Victorian - Chef`s kitchen, library and sunroom, Boston 20 min by car or train
A modern living room with a sofa, armchair, coffee table, and a TV.

18. 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 reviews)
"We went to a concert at TD Gardens and this place was perfect for 2 couples in close proximity!"
United States
Chelsea J.
The price is AED 915
AED 1,539 total
includes taxes & fees
19 Oct - 20 Oct
PEACE IN THE CITY - Humble Luxury minutes from Boston, Beach & Casino
A modern house with a large pool, surrounded by a landscaped garden and a deck.

19. Majestic lakefront 3-bedroom with pool, hot tub, water sports and birdwatching

Majestic lakefront 3-bedroom with pool, hot tub, water sports and birdwatching
Arlington
10.0 out of 10, Exceptional, (20 reviews)
"Awesome place"
United States
James P.
Majestic lakefront 3-bedroom with pool, hot tub, water sports and birdwatching
A staircase with white railings and dark wooden steps leading to a second floor.

20. Stylish Boston-Area Duplex - Free Parking, Yard, Comfortable Stay

Stylish Boston-Area Duplex - Free Parking, Yard, Comfortable Stay
Everett
9.4 out of 10, Exceptional, (33 reviews)
"Everything was great for our 2-night stay with 3 adults/3 kids!"
United States
Scott
Stylish Boston-Area Duplex - Free Parking, Yard, Comfortable Stay
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

Lakeside Inn

Lakeside Inn

10/10 Excellent
"Older nice property right on the water. Foliage needs cutting beer the water to be able to sit down. But it was a pleasant experience. Especially on karaoke night"
Danny 2-night trip
Posted less than an hour ago
Lakeside Inn

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