Middlesex County Holiday Rentals - Holiday Homes in Middlesex County

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

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Our top choices for Middlesex County vacation rentals

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

1. Residences at Solomon Pond

Marlborough

Huynh

P8,139 total

includes taxes & fees

Oct 14 - Oct 15

An outdoor patio with round tables and chairs, surrounded by green umbrellas.

2. Crescent Suites Hotel

South Side

kari

P10,662 total

includes taxes & fees

Oct 31 - Nov 1

A modern living room with a sofa, a dining table, and a kitchen area with appliances.

3. Luxury 2BR near Cambridge

Prospect Hill

Rebecca

A balcony with a city view, featuring a table with wine glasses and a bottle, and a chair.

4. Marriott Vacation Club® at Custom House, Boston

Downtown Boston

Brittany

P35,504 total

includes taxes & fees

Nov 8 - Nov 9

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

Fenway–Kenmore

Kelly

P19,478 total

includes taxes & fees

Nov 4 - Nov 5

A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

6. The Concord Hotel

South End

Carla Patricia

P22,090 total

includes taxes & fees

Nov 2 - Nov 3

A modern lobby with a wooden panel wall, a beige sofa, a patterned rug, and a large abstract painting.

7. Global Luxury Suites Downtown Boston

Chinatown

Myah

P16,652 total

includes taxes & fees

Nov 10 - Nov 11

A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

8. Maverick Suites at 28 Fenway

Fenway–Kenmore

Beenish

P15,806 total

includes taxes & fees

Nov 8 - Nov 9

A row of brick buildings with storefronts, including a bakery and a liquor store.

9. Maverick Suites at 245 Newbury St

Back Bay

Jennifer

P16,465 total

includes taxes & fees

Nov 9 - Nov 10

A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

10. The Chester Hotel

South End

Luda

P18,220 total

includes taxes & fees

Nov 2 - Nov 3

A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

11. Maverick Suites at 40 Temple St

Beacon Hill

TommyWallace

P15,822 total

includes taxes & fees

Nov 1 - Nov 2

A wooden hallway with a patterned floor leading to a door.

12. Maverick Suites at 89 Marion

Coolidge Corner

Katerina

P13,387 total

includes taxes & fees

Nov 9 - Nov 10

A modern hotel room with a bed, a desk, a sofa, and a dining area.

13. Charlesgate Suites

Fenway–Kenmore

Ana

P25,250 total

includes taxes & fees

Oct 14 - Oct 15

A modern kitchen with a central island, a dining area with a round table and chairs, and a large window providing a view of the city at night.

14. The Monty Boston

Downtown Boston

Jodi

P77,429 total

includes taxes & fees

Oct 26 - Oct 27

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.

15. Maverick Suites at 400 Columbus Ave

South End

Evelyn

P13,134 total

includes taxes & fees

Nov 9 - Nov 10

A hotel room with a large bed, two bedside lamps, a headboard, a wall-mounted abstract art piece, and potted plants.

16. Furnished Apartment Near Longwood

North Brookline

Mike Shang-Yu

A spacious indoor swimming pool with large windows, modern seating, and a wooden ceiling.

17. Global Luxury Suites East Boston

East Boston

Erica

P19,485 total

includes taxes & fees

Nov 9 - Nov 10

A modern living room with a round dining table, grey sofas, and large windows offering city views.

18. Furnished Apts near Harvard Stadium

Allston

Gregory

P18,641 total

includes taxes & fees

Oct 14 - Oct 15

19. Symple Live

Fenway–Kenmore

Erica

P26,332 total

includes taxes & fees

Nov 9 - Nov 10

A modern bedroom with a large bed, a fireplace, and two windows with blinds.

20. Premier Suites - Bay Village

Bay Village

Rosemary

P10,194 total

includes taxes & fees

Nov 9 - Nov 10

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Top Middlesex County Hotel Reviews

Encore Boston Harbor

10/10 Excellent

"A little noisy because of the protesting events, overall my stay was amazing! Great location and helpful staff."

La Quinta Inn & Suites by Wyndham Boston Somerville

8/10 Good

"We stayed here on the night we arrived from the West Coast and on the eve before heading back to California. The first night room was fine. We like La Quinta and the breakfasts especially. Here, the first night room was OK, but the location of the facility was in an isolated area that was supposed to be within 15 minutes of the airport and within walking distance from shopping. It took a lot longer to get there and on the way to get the car, the shuttle went downtown to drop someone off at the hospital, before going to the airport. Thankfully, we were only going back to get our rental car and did not have a time deadline. The shopping was walkable, but through an undeveloped area, which felt weird. The second night in the same location was disappointing. The room was not as clean seeming as the first night and we were paying double for this second night as it was a Friday of a three day holiday weekend. We also did not like that we had to have the fan on all night. We like having fresh air and after a period of about an hour, I started coughing and getting a running nose. I put a mask on and that stopped the coughing. Unfortunately, we had several instances where we could not control our environment and it affected our health for several days during the trip. Plus losing sleep and adjusting to the time change."

Hyatt Regency Boston/Cambridge

8/10 Good

"The Paperback "café" on the lobby floor is far better than most hotels. Wine, beer, juice, water, etc. plus sandwiches and salads at reasonable prices. Very nice staff. However, the breakfast buffet is sub par. Slightly better than Hampton Inn but way below Hilton Garden Inn. Dry, fake scrambled eggs, Very little fruit and baked goods. Chaotic scene as you enter. Out of control. My room had a great view of the Charles River."

Find out more about Middlesex County

Holiday Apartments in Middlesex County

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Room 1

Change your mind

Treat yourself

Be picky

Our top choices for Middlesex County vacation rentals

1. Residences at Solomon Pond

2. Crescent Suites Hotel

3. Luxury 2BR near Cambridge

4. Marriott Vacation Club® at Custom House, Boston

5. Kasa Boston at Fenway

6. The Concord Hotel

7. Global Luxury Suites Downtown Boston

8. Maverick Suites at 28 Fenway

9. Maverick Suites at 245 Newbury St

10. The Chester Hotel

11. Maverick Suites at 40 Temple St

12. Maverick Suites at 89 Marion

13. Charlesgate Suites

14. The Monty Boston

15. Maverick Suites at 400 Columbus Ave

16. Furnished Apartment Near Longwood

17. Global Luxury Suites East Boston

18. Furnished Apts near Harvard Stadium

19. Symple Live

20. Premier Suites - Bay Village

Find vacation rentals that suit your style

Top Middlesex County Hotel Reviews

Encore Boston Harbor

La Quinta Inn & Suites by Wyndham Boston Somerville

Embassy Suites by Hilton Boston Waltham

The Inn on Arsenal

The Westin Waltham-Boston

Four Points by Sheraton Boston Newton

Hilton Boston/Woburn

Archer Hotel Boston/Burlington

Hyatt Regency Boston/Cambridge

Find out more about Middlesex County

Holiday Apartments in Middlesex County

Middlesex County Vacation Rentals

Change your mind

Treat yourself

Be picky

Our top choices for Middlesex County vacation rentals

1. Residences at Solomon Pond

2. Crescent Suites Hotel

3. Luxury 2BR near Cambridge

4. Marriott Vacation Club® at Custom House, Boston

5. Kasa Boston at Fenway

6. The Concord Hotel

7. Global Luxury Suites Downtown Boston

8. Maverick Suites at 28 Fenway

9. Maverick Suites at 245 Newbury St

10. The Chester Hotel

11. Maverick Suites at 40 Temple St

12. Maverick Suites at 89 Marion

13. Charlesgate Suites

14. The Monty Boston

15. Maverick Suites at 400 Columbus Ave

16. Furnished Apartment Near Longwood

17. Global Luxury Suites East Boston

18. Furnished Apts near Harvard Stadium

19. Symple Live

20. Premier Suites - Bay Village

Find vacation rentals that suit your style

Top Middlesex County Hotel Reviews

Encore Boston Harbor

Find out more about Middlesex County

Holiday Apartments in Middlesex County