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

Middlesex County Holiday Rentals

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Our top choices for Middlesex County holiday rentals

A modern hotel lobby with a seating area, a bar, and a kitchen.

1. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (265 reviews)
"Wonderful!!"
United States
Huynh
The price is S$166
includes taxes & fees
27 Oct - 28 Oct
Residences at Solomon Pond
An outdoor patio with round tables and chairs, surrounded by green umbrellas.

2. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,332 reviews)
"Property was clean and cozy, convenient to the university and all the restaurants downtown!"
United States
kari
The price is S$191
includes taxes & fees
25 Nov - 26 Nov
Crescent Suites Hotel
A bedroom with a bed, desk, chair, dresser, and two bedside lamps.

3. Train to Boston! Cozy Apartment in Winchester

Train to Boston! Cozy Apartment in Winchester
3.0 star property
Winchester
10.0 out of 10, Exceptional, (1 review)
"Clean and spacious private entrance mother-in-law suite in a nice and quiet neighborhood. About a 25-40 minute ride, depending on traffic, into Boston."
United States
Selena
Train to Boston! Cozy Apartment in Winchester
A modern hotel room with a large bed, a sofa, a small table, and a view of the city.

4. Furnished Apartments near Encore Boston

Furnished Apartments near Encore Boston
2.5 star property
Everett
8.6 out of 10, Excellent, (22 reviews)
"Several items were broken, damaged, or in disrepair upon arrival. An elevator alarm was ringing for at least 16 hours before being resolved late at night. Check in and check out process needs to be more clear and streamlined."
United States
Gina
The price is S$377
includes taxes & fees
26 Oct - 27 Oct
Furnished Apartments near Encore Boston
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

5. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (337 reviews)
"Clean hotel. The space was very nice and open, Very accessible to everything I needed"
United States
Krista
The price is S$362
includes taxes & fees
29 Oct - 30 Oct
Kasa Boston at Fenway
A modern lobby with a wooden panel wall, a beige sofa, a patterned rug, and a large abstract painting.

6. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (768 reviews)
"This is my new favorite place to stay in Boston!! Nice location, nice space & amazing opportunities!!"
United States
Myah
The price is S$314
includes taxes & fees
22 Nov - 23 Nov
Global Luxury Suites Downtown Boston
A spacious indoor swimming pool with large windows, modern seating, and a wooden ceiling.

7. Global Luxury Suites East Boston

Global Luxury Suites East Boston
4.0 star property
East Boston
6.8 out of 10, (213 reviews)
"Cozy, comfy and cute✨. Would def rent again❤️"
United States
Erica
The price is S$329
includes taxes & fees
23 Nov - 24 Nov
Global Luxury Suites East Boston
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

8. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (41 reviews)
"Location was very loud but thank God for earplugs. It was very clean but very old. Very expensive for such a location and room. I always believe in paying for what u get but I paid a lot for 3 nights."
United States
Luda
The price is S$331
includes taxes & fees
9 Nov - 10 Nov
The Chester Hotel
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

9. The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.0 out of 10, Very good, (36 reviews)
"Super nice place to stay plus it was super close to shopping and all the sights"
Canada
Rupintal
The price is S$388
includes taxes & fees
22 Nov - 23 Nov
The Concord Hotel
A wooden hallway with a patterned floor leading to a door.

10. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (347 reviews)
"The area was walkable and the room was great!"
United States
Edna
The price is S$245
includes taxes & fees
15 Nov - 16 Nov
Maverick Suites at 89 Marion
A row of brick buildings with storefronts, including a bakery and a liquor store.

11. Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St
2.0 star property
Back Bay
8.2 out of 10, Very good, (210 reviews)
"Right in the heart of the shopping district, easy walking and central to Fenway/downtown Boston"
United States
Jennifer
The price is S$308
includes taxes & fees
15 Nov - 16 Nov
Maverick Suites at 245 Newbury St
A modern hotel room with a bed, a desk, a sofa, and a dining area.

12. Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (243 reviews)
"Spacers, convenient location"
United States
Svetlana
The price is S$473
includes taxes & fees
23 Nov - 24 Nov
Charlesgate Suites
A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

13. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (458 reviews)
"Great price for the place given the location."
United States
Beenish
The price is S$293
includes taxes & fees
1 Nov - 2 Nov
Maverick Suites at 28 Fenway
A white table with a vase of white orchids, a white chair, and a view of a cityscape through a window with a black frame.

14. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (184 reviews)
"Very well located. Close to two subways and Copeland Square."
Canada
Lorne
The price is S$252
includes taxes & fees
9 Nov - 10 Nov
Maverick Suites at 400 Columbus Ave
Interior

15. Apt in Historic Lynn Neighborhood: 5 Mi to Salem!

Apt in Historic Lynn Neighborhood: 5 Mi to Salem!
3.0 star property
Lynn
6.0 out of 10, (1 review)
"There are A LOT of stairs. Once you get into the unit you get more death trap stairs. I guess it’s just a fun New England feature but be aware it’s not accessible for everyone! You should tell people to drop off their luggage in front before parking in back. The lady next door was more helpful finding the place than the owner. You need better signs in the doors. You can barely read “2” especially in the dark. The doors definitely need better marking. Otherwise good with all the appliances you...
United States
Ashlie
The price is S$443
includes taxes & fees
1 Nov - 2 Nov
Apt in Historic Lynn Neighborhood: 5 Mi to Salem!
A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

16. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.5 star property
Beacon Hill
8.0 out of 10, Very good, (158 reviews)
"Great property in a great location. Tons of food options nearby. Walking distance to Target and Whole Foods. Easy access to the Blue line. The neighborhood was quiet and clean. Boston common is just a block away. Definitely would stay again and highly recommend."
United States
TommyWallace
The price is S$302
includes taxes & fees
1 Nov - 2 Nov
Maverick Suites at 40 Temple St
A two-story beach house with a balcony, a deck, and a sign reading "Plovers Nest".

17. Plovers Nest

Plovers Nest
3.0 star property
Newburyport
10.0 out of 10, Exceptional, (2 reviews)
"Clean and well cared for; high end finishes; small but adorable with beautiful views from upstairs bedroom. Good communication with owners. "
United States
Anat
The price is S$503
includes taxes & fees
17 Nov - 18 Nov
Plovers Nest
A modern living room with a round dining table, grey sofas, and large windows offering city views.

18. Furnished Apts near Harvard Stadium

Furnished Apts near Harvard Stadium
2.0 star property
Allston
8.6 out of 10, Excellent, (17 reviews)
"spacious, clean, central location"
United States
Gregory
Furnished Apts near Harvard Stadium
A balcony with a city view, featuring a table with wine glasses and a bottle, and a chair.

19. Marriott Vacation Club® at Custom House, Boston

Marriott Vacation Club® at Custom House, Boston
3.5 star property
Downtown Boston
9.4 out of 10, Exceptional, (678 reviews)
"I can’t believe this property is a hotel and not a historic landmark. If you like historical places this is the place to stay in Boston."
United States
Benny
The price is S$330
includes taxes & fees
24 Nov - 25 Nov
Marriott Vacation Club® at Custom House, Boston
A modern bedroom with a large bed, a fireplace, and two windows with blinds.

20. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (381 reviews)
"Clean and appropriately priced for the location and price point."
United States
Meredith
The price is S$190
includes taxes & fees
24 Nov - 25 Nov
Premier Suites - Bay Village
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

enVision Hotel Boston Everett

enVision Hotel Boston Everett

10/10 Excellent
"Friendly super friendly staff, and unique clean stay! Comfy beds, hope they get a pool someday!"
Jeffrey R. 3-night trip
Posted 1 hour ago
enVision Hotel Boston Everett