Stoneham Town Common and Bandstand in historic town center of Stoneham, Middlesex County, Massachusetts MA, USA.

Search Holiday Rentals in Middlesex County

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Middlesex County Accommodation: Most Popular Cities to Stay

Our top choices for Middlesex County holiday rentals

Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,222 reviews)
"Excellent stay as always, my home away from home when traveling in the area."
United States
Sean
The price is £129
includes taxes & fees
5 Jul - 6 Jul
Crescent Suites Hotel

Luxury 2BR near Cambridge

Luxury 2BR near Cambridge
3.0 star property
Prospect Hill
8.0 out of 10, Very good, (1 review)
"Great apartment but the building's main door was malfunctioning and we could only get in when a resident with a key entered/exited. Also the wifi didn't work. The provider sis not offer any support or compensation, otherwise this would have been a perfect stay."
United States
Yonatan
Luxury 2BR near Cambridge

Furnished Apartments near Encore Boston

Furnished Apartments near Encore Boston
2.5 star property
Everett
8.8 out of 10, Excellent, (18 reviews)
"Nice spot"
United States
Kimberly
Furnished Apartments near Encore Boston

Lakeview Getaway With Hot Tub

Lakeview Getaway With Hot Tub
2.5 star property
Billerica
The price is £582
includes taxes & fees
30 Jun - 1 Jul
Lakeview Getaway With Hot Tub

Enchanting Hidden Door Escape

Enchanting Hidden Door Escape
2.0 star property
Stoneham
The price is £516
includes taxes & fees
6 Jul - 7 Jul
Enchanting Hidden Door Escape

The Concord Hotel

The Concord Hotel
2.0 star property
South End
10.0 out of 10, Exceptional, (1 review)
"Overall had a great experience here. Took just a couple minutes texting the host to get the check in information that was to be emailed- but they sent it pretty quickly when I said it wasn't sent yet. I didn't need anything else from the host. It was clean and overall pretty nice! The stairs you take to get up to the room are pretty loud, so I woke up one time when other people got home to other rooms during my stay, but that was it! Overall good. I was there for a holiday weekend so the price...
United States
Jessica
The price is £245
includes taxes & fees
28 Jun - 29 Jun
The Concord Hotel

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.6 out of 10, Excellent, (33 reviews)
"Charming room, fresh towels, clean!! I would stay here again."
United States
Mary
The price is £235
includes taxes & fees
30 Jun - 1 Jul
The Chester Hotel

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (710 reviews)
"Clean room, great staff and fantastic location for a reasonable price."
United States
April
The price is £226
includes taxes & fees
30 Jun - 1 Jul
Global Luxury Suites Downtown Boston

Symple Live

Symple Live
4.5 star property
Fenway–Kenmore
9.0 out of 10, Wonderful, (4 reviews)
"The property was great, aside from very busy outside streets, which made it difficult to sleep, but was not the fault of the host."
United States
Nicholas
The price is £238
includes taxes & fees
2 Jul - 3 Jul
Symple Live

Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.0 out of 10, Good, (396 reviews)
"Wonderful stay at this property. Location was excellent, and the host is very quick and responsive to answer any questions you may have."
United States
Jennifer
The price is £153
includes taxes & fees
30 Jun - 1 Jul
Temple Place Suites

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, (635 reviews)
"Excellent location and clean room with beautiful views. Very comfortable and convenient."
United States
Noelle
The price is £274
includes taxes & fees
30 Jun - 1 Jul
Marriott Vacation Club® at Custom House, Boston

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, (175 reviews)
"Room was clean and near the shops of Back Bay"
United States
Steven
The price is £140
includes taxes & fees
1 Jul - 2 Jul
Maverick Suites at 245 Newbury St

Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (156 reviews)
"Great location!"
United States
Kevin
The price is £143
includes taxes & fees
1 Jul - 2 Jul
Maverick Suites at 400 Columbus Ave

Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (294 reviews)
"Great location and well maintained"
United States
EDDIE
The price is £134
includes taxes & fees
1 Jul - 2 Jul
Premier Suites - Bay Village

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.6 out of 10, Good, (121 reviews)
"This was. A very nice, clean room. Plenty big enough for one or two people and great location, lots of dining and by the park"
United States
Rachel
The price is £162
includes taxes & fees
28 Jun - 29 Jun
Maverick Suites at 40 Temple St

Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (214 reviews)
"The rooms are very spacious and clean. I liked the lighting provided as well."
United States
Hayley
The price is £286
includes taxes & fees
6 Jul - 7 Jul
Charlesgate Suites

Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (377 reviews)
"Great stay. "
United States
Anna
The price is £158
includes taxes & fees
7 Jul - 8 Jul
Maverick Suites at 28 Fenway

Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (289 reviews)
"Amazing location we loved it"
United States
MARLYN
The price is £230
includes taxes & fees
28 Jun - 29 Jun
Kasa Boston at Fenway

The Monty Boston

The Monty Boston
2.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (37 reviews)
"Excellent location, very easy check in process, clean, just as the pictures showed online."
United States
shannon
The price is £658
includes taxes & fees
30 Jun - 1 Jul
The Monty Boston

Apt in Historic Lynn Neighborhood: 2 Mi to Beach!

Apt in Historic Lynn Neighborhood: 2 Mi to Beach!
3.0 star property
Lynn
The price is £312
includes taxes & fees
27 Jun - 28 Jun
Apt in Historic Lynn Neighborhood: 2 Mi to Beach!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Middlesex County Hotel Reviews

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, apart-hotels, 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 favourite 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 £126 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.