Middlesex County Holiday Rentals

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Top cities in Middlesex County

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

Cambridge

Cambridge

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

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, (268 reviews)
"Friendly front desk. Clean and pleasant room. Would stay again."
United States
Tae
The price is NZ$222
includes taxes & fees
11 Nov - 12 Nov
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, (1,352 reviews)
"Wehave stayed here several times and each time has been a pleasure."
United States
Kasandra
The price is NZ$306
includes taxes & fees
10 Nov - 11 Nov
Crescent Suites Hotel
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

Furnished Apartments near Encore Boston
2.5 star property
Everett
8.4 out of 10, Very good, (24 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 NZ$411
includes taxes & fees
10 Nov - 11 Nov
Furnished Apartments near Encore Boston
A hallway with a welcome sign, a kitchen area with a counter and stools, and a patterned rug.

4. Bee-Themed Stay Near Boston – A Sweet and Unique Getaway

Bee-Themed Stay Near Boston – A Sweet and Unique Getaway
Billerica
10.0 out of 10, Exceptional, (17 reviews)
"It was a great stay. The place was cosy and had everything you need and stuff you forgot to bring . I will definitely be staying here again."
United States
Jonathan
The price is NZ$385
includes taxes & fees
10 Nov - 11 Nov
Bee-Themed Stay Near Boston – A Sweet and Unique Getaway
A modern kitchen with wooden cabinets, a white refrigerator, and a coffee maker.

5. Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.

Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.
Medford
10.0 out of 10, Exceptional, (68 reviews)
"Excellent place to stay in Medford. Everything was great and we ended up only had two persons staying here, for which it was great!"
United States
Michael C.
The price is NZ$413
includes taxes & fees
10 Nov - 11 Nov
Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.
A living room with a grey sofa, two armchairs, a coffee table, and a large painting on the wall.

6. Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Framingham
10.0 out of 10, Exceptional, (11 reviews)
"Very quiet, quaint and so cozy. We’re very satisfied with this property "
United States
roger n.
The price is NZ$379
includes taxes & fees
11 Nov - 12 Nov
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Room

7. Cozy 1BR Near Encore Boston a5vy

Cozy 1BR Near Encore Boston a5vy
Everett
10.0 out of 10, Exceptional, (1 review)
"Great spot and close to downtown Boston and other neighborhoods."
United States
Joycelyn C.
The price is NZ$458
includes taxes & fees
10 Nov - 11 Nov
Cozy 1BR Near Encore Boston a5vy
A hotel room with a neatly made bed, two bedside lamps, a mirror, and a green throw blanket.

8. Central 3 BD-5 Min Walk to MIT & 15 Bike to Boston FREE PARKING

Central 3 BD-5 Min Walk to MIT & 15 Bike to Boston FREE PARKING
Central Square
The price is NZ$651
includes taxes & fees
12 Nov - 13 Nov
Central 3 BD-5 Min Walk to MIT & 15 Bike to Boston FREE PARKING
Private kitchen

9. Adorable 1-bedroom apartment in welcoming Cambridge

Adorable 1-bedroom apartment in welcoming Cambridge
North Cambridge
9.6 out of 10, Exceptional, (4 reviews)
"We had a wonderful stay in Cambridge for the Boston marathon. Walking distance to the red line and busses made it very easy to get downtown. This place had everything you could think of to make it a comfortable stay, and the host had excellent communication. Would stay here again!"
United States
Peter C.
The price is NZ$508
includes taxes & fees
16 Nov - 17 Nov
Adorable 1-bedroom apartment in welcoming Cambridge
A wooden table with a sign that reads "Welcome, we're happy you're here" and a sign that says "The WiFi password is...".

10. Cozy 2BR-Walk to Tufts & Green Line, Near Boston!

Cozy 2BR-Walk to Tufts & Green Line, Near Boston!
Medford Hillside
9.2 out of 10, Wonderful, (26 reviews)
"The quiet side street in Medford was great after spending our days in Boston. The close proximity to public transportation was also a plus. No worries about city parking at all.The house was super clean and cozy just as advertised!"
United States
Marla M.
The price is NZ$528
includes taxes & fees
10 Nov - 11 Nov
Cozy 2BR-Walk to Tufts & Green Line, Near Boston!
A modern living room with a sofa, a dining table, and a kitchen area with appliances.

11. Luxury 2BR near Cambridge

Luxury 2BR near Cambridge
3.0 star property
Prospect Hill
6.6 out of 10, (7 reviews)
"Excellent location. Clean,"
Canada
Carrie-Anne
The price is NZ$500
includes taxes & fees
10 Nov - 11 Nov
Luxury 2BR near Cambridge
A neatly made bed with a striped pillow, a rolled white towel, and a dark blue blanket.

12. Elegant Harvard Free Parking • Prime Location, 2 Bed 1 Bath

Elegant Harvard Free Parking • Prime Location, 2 Bed 1 Bath
West Cambridge
8.6 out of 10, Excellent, (4 reviews)
"This place was a perfect location. Walking distance to Harvard square & Harvard. Enjoyed walking all the parks near by. Highly recommended,"
United States
Deanna V.
The price is NZ$710
includes taxes & fees
22 Nov - 23 Nov
Elegant Harvard Free Parking • Prime Location, 2 Bed 1 Bath
A dining area with a wooden table and chairs, a radiator, a window with curtains, and a door.

13. 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
8.6 out of 10, Excellent, (19 reviews)
"Great place, friendly check-in"
United States
Anonymous traveller
The price is NZ$634
includes taxes & fees
10 Nov - 11 Nov
Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking
A modern kitchen with white cabinets, stainless steel appliances, a tiled backsplash, and a window with blinds.

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

Beautiful 3BR+Office+Parking+Backyard near Boston-Cambridge.
Wellington
10.0 out of 10, Exceptional, (25 reviews)
"Overall amazing trip, great communication and details from the host."
United States
Shelby C.
The price is NZ$581
includes taxes & fees
10 Nov - 11 Nov
Beautiful 3BR+Office+Parking+Backyard near Boston-Cambridge.
A dining table set with plates, cutlery, and glasses, with a candle and flowers in the center.

15. Cozy Boston Stay / 8 Minutes to Boston

Cozy Boston Stay / 8 Minutes to Boston
East Somerville
10.0 out of 10, Exceptional, (1 review)
"Great place to stay for the night. Walls were thin and I could hear neighbors above us walking up late but I had ear plugs so it didn’t bother me! Stocked with coffee and pans which was great! Would stay again!"
United States
Jessica M.
The price is NZ$726
includes taxes & fees
22 Nov - 23 Nov
Cozy Boston Stay / 8 Minutes to Boston
A residential house with a covered porch, a garage, and a well-maintained garden.

16. Charming 1-bedroom well located Garden Apartment in Historic West Medford

Charming 1-bedroom well located Garden Apartment in Historic West Medford
West Medford
10.0 out of 10, Exceptional, (18 reviews)
"Great stay and great host! Would come back! Area is super safe and lovely!"
United States
I A.
The price is NZ$457
includes taxes & fees
12 Nov - 13 Nov
Charming 1-bedroom well located Garden Apartment in Historic West Medford
A dining area with a round table, yellow chairs, a potted plant, and a Buddha painting on the wall.

17. Beautiful family getaway, walking distance to markets, 35 min drive to Boston

Beautiful family getaway, walking distance to markets, 35 min drive to Boston
Hopkinton
9.4 out of 10, Exceptional, (11 reviews)
"Great place to stay very nice apartment"
United States
Aaron R.
The price is NZ$385
includes taxes & fees
30 Nov - 1 Dec
Beautiful family getaway, walking distance to markets, 35 min drive to Boston
A wooden building entrance with two lanterns, a paved path, and a tree with pink leaves in the background.

18. The heart Cambridge/Boston Studio private yard free permit parking 1#

The heart Cambridge/Boston Studio private yard free permit parking 1#
Cambridgeport
9.4 out of 10, Exceptional, (93 reviews)
"Nice location."
United States
Lindsay T.
The price is NZ$527
includes taxes & fees
18 Nov - 19 Nov
The heart Cambridge/Boston Studio private yard free permit parking 1#
A two-story house with a garage, surrounded by greenery and a wooden bridge.

19. Beautiful 2-bedroom apartment in welcoming Newton neighborhood

Beautiful 2-bedroom apartment in welcoming Newton neighborhood
Newton Corner
The price is NZ$324
includes taxes & fees
11 Nov - 12 Nov
Beautiful 2-bedroom apartment in welcoming Newton neighborhood
A spacious living room with hardwood floors, a sofa, a chair, a coffee table, and a ceiling light fixture.

20. Boston 2bd King Bed near Harvard, MIT, subway near Boston. On-site free Parking

Boston 2bd King Bed near Harvard, MIT, subway near Boston. On-site free Parking
Ward Two
10.0 out of 10, Exceptional, (27 reviews)
"Great place close to places of interest. Walking distance to Dali - a Spanish Tapas restaurant that is authentic and delicious. Enjoyed our stay."
United States
Mike M.
The price is NZ$648
includes taxes & fees
10 Nov - 11 Nov
Boston 2bd King Bed near Harvard, MIT, subway near Boston. On-site free Parking
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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Find holiday rentals that suit your style

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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

Cambria Hotel Boston Somerville

Cambria Hotel Boston Somerville
Spring Hill

10/10 Excellent

Beautiful hotel, wonderful staff and amenities. Would highly recommend if you need somewhere to stay in the Somerville area. Close to public transport links. Great value!
Australia
Rosemary
Reviewed June 3, 2026
Cambria Hotel Boston Somerville

Find out more about Middlesex County

Everything you need to know about Middlesex County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Middlesex County holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middlesex County holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middlesex County holiday rentals we have selected for you start as low as NZ$222 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 holiday 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 holiday.

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.