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

Middlesex County Vacation Rentals

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Top Cities in Middlesex County

A river with a wooden bridge, surrounded by dense green foliage.
Vacation RentalsVacation Rentals

Lowell

Lowell

Our top choices for Middlesex County vacation rentals

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

1. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,306 reviews)
"Property was clean and cozy, convenient to the university and all the restaurants downtown!"
United States
kari
The price is CA $176
CA $196 total
includes taxes & fees
Nov 5 - Nov 6
Crescent Suites Hotel
A modern hotel lobby with a seating area, a bar, and a kitchen.

2. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (253 reviews)
"Wonderful!!"
United States
Huynh
The price is CA $120
CA $134 total
includes taxes & fees
Oct 11 - Oct 12
Residences at Solomon Pond
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
The price is CA $169
CA $383 total
includes taxes & fees
Oct 8 - Oct 9
Train to Boston! Cozy Apartment in Winchester
A modern living room with a sofa, a dining table, and a kitchen area with appliances.

4. Luxury 2BR near Cambridge

Luxury 2BR near Cambridge
3.0 star property
Prospect Hill
6.4 out of 10, (5 reviews)
"Was promised a refund of $50 after we spent an entire day without power. Plus VERY hard to communicate with. Would NOT recommend!"
United States
Rebecca
Luxury 2BR near Cambridge
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, (324 reviews)
"Excellent property upscale amenities full kitchen perfect in every way and my room was only a studio I’ll definitely be back next time to try a larger room just to see what they’re like"
United States
Dirk
The price is CA $332
CA $509 total
includes taxes & fees
Nov 2 - Nov 3
Kasa Boston at Fenway
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

6. The Concord Hotel

The Concord Hotel
2.0 star property
South End
7.6 out of 10, Good, (28 reviews)
"Cute space! Wasn’t too difficult navigating Boston from this location."
United States
Rebecca
The price is CA $303
CA $528 total
includes taxes & fees
Oct 27 - Oct 28
The Concord Hotel
A balcony with a city view, featuring a table with wine glasses and a bottle, and a chair.

7. 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, (673 reviews)
"The hotel was beautiful and so unique. Staff was amazing and it was in a great location."
United States
Brittany
The price is CA $748
CA $859 total
includes taxes & fees
Nov 2 - Nov 3
Marriott Vacation Club® at Custom House, Boston
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

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (759 reviews)
"This is my new favorite place to stay in Boston!! Nice location, nice space & amazing opportunities!!"
United States
Myah
The price is CA $289
CA $504 total
includes taxes & fees
Nov 2 - Nov 3
Global Luxury Suites Downtown Boston
A row of brick buildings with storefronts, including a bakery and a liquor store.

9. 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, (207 reviews)
"Right in the heart of the shopping district, easy walking and central to Fenway/downtown Boston"
United States
Jennifer
The price is CA $319
CA $498 total
includes taxes & fees
Nov 1 - Nov 2
Maverick Suites at 245 Newbury St
A spacious indoor swimming pool with large windows, modern seating, and a wooden ceiling.

10. Global Luxury Suites East Boston

Global Luxury Suites East Boston
4.0 star property
East Boston
6.8 out of 10, (212 reviews)
"Cozy, comfy and cute✨. Would def rent again❤️"
United States
Erica
The price is CA $242
CA $442 total
includes taxes & fees
Nov 2 - Nov 3
Global Luxury Suites East Boston
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

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (435 reviews)
"Comfortable room, walkable area, beautiful park across the road, and easy to work with."
United States
Amber
The price is CA $191
CA $358 total
includes taxes & fees
Nov 1 - Nov 2
Maverick Suites at 28 Fenway
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, (240 reviews)
"Great location if you go to the BCH"
Mexico
Ana
The price is CA $317
CA $609 total
includes taxes & fees
Oct 13 - Oct 14
Charlesgate Suites
A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

13. 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, (153 reviews)
"There only a few things I require from a hotel. Hotel Maverick Suites at 40 are clean, quiet and reasonably priced. I enjoyed my stay there immensely. A bonus was their convenient location."
United States
Jerrold
The price is CA $165
CA $320 total
includes taxes & fees
Nov 1 - Nov 2
Maverick Suites at 40 Temple St
A wooden hallway with a patterned floor leading to a door.

14. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (331 reviews)
"Area is quiet, building is modern, super clean and roomy. Plenty of places to eat within walking distance. Green line is an easy, short walk. Elevator wasn't working, but we were notified ahead of time and we easily managed the one flight of stairs. Would stay here again."
United States
Katerina
The price is CA $197
CA $347 total
includes taxes & fees
Oct 14 - Oct 15
Maverick Suites at 89 Marion
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

15. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (40 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 CA $291
CA $514 total
includes taxes & fees
Oct 21 - Oct 22
The Chester Hotel
Interior

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

Apt in Historic Lynn Neighborhood: 5 Mi to Salem!
3.0 star property
Lynn
The price is CA $179
CA $492 total
includes taxes & fees
Nov 1 - Nov 2
Apt in Historic Lynn Neighborhood: 5 Mi to Salem!
A bedroom with a bed, a desk, a chair, a ceiling fan, and a painting on the wall.

17. Apartments in Salem

Apartments in Salem
3.0 star property
Salem
8.0 out of 10, Very good, (50 reviews)
"Well kept property"
United States
Michelle
The price is CA $426
CA $688 total
includes taxes & fees
Nov 2 - Nov 3
Apartments in Salem
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

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.6 out of 10, Good, (176 reviews)
"Well located"
United States
Evelyn
The price is CA $273
CA $444 total
includes taxes & fees
Oct 14 - Oct 15
Maverick Suites at 400 Columbus Ave
Room

19. Symple Live

Symple Live
4.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (28 reviews)
"Great location. Exactly as pictured."
United States
Erica
The price is CA $409
CA $626 total
includes taxes & fees
Nov 2 - Nov 3
Symple Live
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.

20. The Monty Boston

The Monty Boston
2.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (42 reviews)
"We loved the location and the host was amazing. We only wish the sidewalk construction wasn’t going on because it obstructed part of the beautiful view."
United States
Jodi
The price is CA $1,140
CA $1,556 total
includes taxes & fees
Oct 25 - Oct 26
The Monty Boston
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

The Westin Waltham-Boston

The Westin Waltham-Boston

10/10 Excellent
"This hotel is 30 minutes away from the city but if you travel for sightseeing and have plenty of time it is worth it since you get a clean and comfortable stay with a pool and nice fitness center. Staff are nice and helpful. They have a hydration station which keeps you hydrated all the time with hot and cold water with flavor of your choice. You get enough space in your room. There are enough table and bed lamps. Bathroom and shower are clean and in a good working condition. The only problem I can mention is their parking garage with a narrow entrance is unattended and some park their car in bad spot which may block entrance/exit of the garage and they charge for the parking."
Ramin 3-night trip
Posted 17 hours ago
The Westin Waltham-Boston

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 $134 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.