Middlesex County Vacation Rentals from CA $141: Short-Term Rentals for 2026

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Top cities in Middlesex County

A bridge with a brick arch design, featuring decorative elements and street lamps.

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In two weeks

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In four months

Our top choices for Middlesex County vacation rentals

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

1. Crescent Suites Hotel

South Side

Kasandra

CA $201 total

includes taxes & fees

Dec 14 - Dec 15

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

2. Residences at Solomon Pond

Marlborough

Tae

CA $174 total

includes taxes & fees

Nov 17 - Nov 18

A modern hotel room with a large bed, a sofa, a small table, and a view of the city.

3. Furnished Apartments near Encore Boston

Everett

Liam

CA $365 total

includes taxes & fees

Nov 15 - Nov 16

A modern living room with a sofa, a coffee table, and a floor lamp. There is a large window with curtains and a view of buildings outside.

4. 3 bd 2 ba Unit

East Somerville

CA $726 total

includes taxes & fees

Dec 4 - Dec 5

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

5. Luxury 2BR near Cambridge

Prospect Hill

Carrie-Anne

CA $395 total

includes taxes & fees

Nov 15 - Nov 16

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

6. Marriott Vacation Club® at Custom House, Boston

Downtown Boston

Joseph

CA $383 total

includes taxes & fees

Nov 29 - Nov 30

A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

7. Kasa Boston at Fenway

Fenway–Kenmore

antonio

CA $423 total

includes taxes & fees

Dec 14 - Dec 15

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

8. Global Luxury Suites Downtown Boston

Chinatown

Yelitza

CA $321 total

includes taxes & fees

Dec 13 - Dec 14

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

9. The Concord Hotel

South End

Rupintal

CA $402 total

includes taxes & fees

Nov 24 - Nov 25

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

Tracy

CA $383 total

includes taxes & fees

Nov 23 - Nov 24

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

11. Maverick Suites at 28 Fenway

Fenway–Kenmore

Judy

CA $305 total

includes taxes & fees

Nov 15 - Nov 16

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

12. Maverick Suites at 89 Marion

Coolidge Corner

Edna

CA $254 total

includes taxes & fees

Nov 15 - Nov 16

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

13. Global Luxury Suites East Boston

East Boston

Erica

CA $358 total

includes taxes & fees

Nov 29 - Nov 30

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

14. Maverick Suites at 245 Newbury St

Back Bay

Chloe

CA $264 total

includes taxes & fees

Dec 14 - Dec 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.

15. The Monty Boston

Downtown Boston

Jodi

CA $1,381 total

includes taxes & fees

Nov 18 - Nov 19

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

16. Charlesgate Suites

Fenway–Kenmore

Svetlana

CA $528 total

includes taxes & fees

Nov 23 - Nov 24

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

17. Maverick Suites at 40 Temple St

Beacon Hill

Andrea

CA $247 total

includes taxes & fees

Dec 1 - Dec 2

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.

18. Maverick Suites at 400 Columbus Ave

South End

Lorne

CA $261 total

includes taxes & fees

Nov 15 - Nov 16

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

19. Furnished Apts near Harvard Stadium

Allston

Sherri

CA $420 total

includes taxes & fees

Nov 14 - Nov 15

A patio with stone tiles, a fire pit, and outdoor furniture.

20. 1 Mi to Downtown: Salem Vacation Rental!

Salem

Derrek Nance

CA $668 total

includes taxes & fees

Nov 17 - Nov 18

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Top Middlesex County Hotel Reviews

A modern bar area with a long counter, multiple seating options, and large windows providing views of the outside.

Cambria Hotel Boston Somerville

Spring Hill

10/10 Excellent

Li

A cozy living room with a leather sofa, a white armchair, and a coffee table. There are framed botanical illustrations on the wall and a large window with hanging glass terrariums.

Hotel 1868

Agassiz

10/10 Excellent

Leilani

A modern living room with a fireplace, comfortable seating, and a bookshelf.

Residence Inn by Marriott Boston Natick

Natick

10/10 Excellent

Shana

A two-story white building with a covered porch and hanging flower baskets.

The Groton Inn

Groton

10/10 Excellent

John

A swimming pool with a view of a fitness center, large windows, and a tiled floor.

Residence Inn by Marriott Boston Woburn

Woburn

10/10 Excellent

Andrew

A modern lobby with a stone fireplace, blue seating, and a view of parked cars outside.

Fairfield Inn & Suites Boston Marlborough/Apex Center

Marlborough

10/10 Excellent

Marcia

An outdoor seating area with a stone fire pit, surrounded by wicker furniture and cushions.

Courtyard by Marriott Boston Littleton

Littleton

10/10 Excellent

Noella

A modern kitchen with a large island, bar stools, and a dining table.

Residence Inn by Marriott Boston Burlington

Burlington

10/10 Excellent

Joseph

A building entrance with a doormat, large windows, and potted plants.

Lark Hotels 907 Main

Central Square

10/10 Excellent

Edmond

A modern interior with a spiral staircase, contemporary furniture, and large windows.

The Row Hotel at Assembly Row, Autograph Collection

Assembly Square

10/10 Excellent

Andonio

Find out more about Middlesex County

Everything you need to know about Middlesex County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middlesex County vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middlesex County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middlesex County vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middlesex County. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. 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.  The selection of Middlesex County vacation rentals we have selected for you start as low as CA $141 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middlesex County rentals

At Expedia, we put the best Middlesex County vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Middlesex County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middlesex County vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middlesex County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Middlesex County Vacation Rentals

Change your mind

Treat yourself

Be picky

Top cities in Middlesex County

Cambridge

Check prices for these dates

Our top choices for Middlesex County vacation rentals

1. Crescent Suites Hotel

2. Residences at Solomon Pond

3. Furnished Apartments near Encore Boston

4. 3 bd 2 ba Unit

5. Luxury 2BR near Cambridge

6. Marriott Vacation Club® at Custom House, Boston

7. Kasa Boston at Fenway

8. Global Luxury Suites Downtown Boston

9. The Concord Hotel

10. The Chester Hotel

11. Maverick Suites at 28 Fenway

12. Maverick Suites at 89 Marion

13. Global Luxury Suites East Boston

14. Maverick Suites at 245 Newbury St

15. The Monty Boston

16. Charlesgate Suites

17. Maverick Suites at 40 Temple St

18. Maverick Suites at 400 Columbus Ave

19. Furnished Apts near Harvard Stadium

20. 1 Mi to Downtown: Salem Vacation Rental!

Find vacation rentals that suit your style

Top Middlesex County Hotel Reviews

Cambria Hotel Boston Somerville

10/10 Excellent

Find out more about Middlesex County

Middlesex County vacation rentals: An excellent choice for every season

How to find incredible deals on Middlesex County rentals