A large, two-story house with a gabled roof, surrounded by lush green trees and a stone wall.

Middleton Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Middleton 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, (1,341 reviews)
"Great place. Friendly staff and comfortable rooms. We always stay at crescent when visiting Boston"
United States
Michael
The price is ￥21,808
￥24,359 total
includes taxes & fees
Nov 13 - Nov 14
Crescent Suites Hotel
A balcony with a city view, featuring a table with wine glasses and a bottle, and a chair.

2. 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, (680 reviews)
"I can’t believe this property is a hotel and not a historic landmark. If you like historical places this is the place to stay in Boston."
United States
Benny
The price is ￥38,303
￥44,029 total
includes taxes & fees
Nov 30 - Dec 1
Marriott Vacation Club® at Custom House, Boston
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 ￥18,907
￥38,719 total
includes taxes & fees
Nov 3 - Nov 4
Furnished Apartments near Encore Boston
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

4. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (42 reviews)
"Charming historic building with modern room interiors and amenities, high quality linens/towels, and an easy walk to BSO, Northeastern University, and shopping."
United States
Andrew
The price is ￥18,152
￥40,788 total
includes taxes & fees
Nov 2 - Nov 3
The Chester Hotel
A modern lobby with a wooden panel wall, a beige sofa, a patterned rug, and a large abstract painting.

5. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (769 reviews)
"This is my new favorite place to stay in Boston!! Nice location, nice space & amazing opportunities!!"
United States
Myah
The price is ￥16,908
￥38,054 total
includes taxes & fees
Nov 22 - Nov 23
Global Luxury Suites Downtown Boston
A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

6. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (469 reviews)
"Great location!"
United States
Mario Quezada
The price is ￥16,166
￥33,977 total
includes taxes & fees
Dec 1 - Dec 2
Maverick Suites at 28 Fenway
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

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (345 reviews)
"Great location, very comfortable apartment, great facilities, everyone was friendly and helpful!!!"
United States
antonio
The price is ￥28,361
￥46,782 total
includes taxes & fees
Nov 9 - Nov 10
Kasa Boston at Fenway
A modern apartment with a dining area, kitchen, living room, and a large window.

8. Long Beach Suites

Long Beach Suites
2.0 star property
East Gloucester
9.0 out of 10, Wonderful, (96 reviews)
"This is our 3rd time and we will be back next year. Love the location, the place is perfect we truly enjoy our time. The response time for any questions is great."
United States
Kim
The price is ￥16,392
￥49,109 total
includes taxes & fees
Nov 16 - Nov 17
Long Beach Suites
A patio with stone tiles, a fire pit, and outdoor furniture.

9. 1 Mi to Downtown: Salem Vacation Rental!

1 Mi to Downtown: Salem Vacation Rental!
3.0 star property
Salem
10.0 out of 10, Exceptional, (4 reviews)
"Perfect location for our Salem getaway. Property was as described and comfortable."
United States
Derrek Nance
The price is ￥27,573
￥73,859 total
includes taxes & fees
Nov 2 - Nov 3
1 Mi to Downtown: Salem Vacation Rental!
A row of brick buildings with storefronts, including a bakery and a liquor store.

10. Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St
2.0 star property
Back Bay
8.4 out of 10, Very good, (215 reviews)
"It was a great location right in a little neighborhood with shops and restaurants. There are two subway stations within a 5 minute walk which made getting to the T very easy. The room was perfect for us!"
United States
David
The price is ￥22,689
￥40,570 total
includes taxes & fees
Nov 22 - Nov 23
Maverick Suites at 245 Newbury St
A spacious indoor swimming pool with large windows, modern seating, and a wooden ceiling.

11. Global Luxury Suites East Boston

Global Luxury Suites East Boston
4.0 star property
East Boston
6.8 out of 10, (215 reviews)
"Cozy, comfy and cute✨. Would def rent again❤️"
United States
Erica
The price is ￥19,526
￥40,556 total
includes taxes & fees
Nov 23 - Nov 24
Global Luxury Suites East Boston
A traditional black wooden house with multiple gabled roofs, surrounded by a well-maintained garden with various flowering plants and a brick pathway.

12. The Warlock House

The Warlock House
3.0 star property
Salem
The price is ￥78,356
￥147,748 total
includes taxes & fees
Nov 4 - Nov 5
The Warlock House
A wooden hallway with a patterned floor leading to a door.

13. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (350 reviews)
"The area was walkable and the room was great!"
United States
Edna
The price is ￥16,166
￥32,136 total
includes taxes & fees
Dec 1 - Dec 2
Maverick Suites at 89 Marion
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

14. The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.0 out of 10, Very good, (37 reviews)
"Super nice place to stay plus it was super close to shopping and all the sights"
Canada
Rupintal
The price is ￥25,241
￥48,938 total
includes taxes & fees
Nov 2 - Nov 3
The Concord Hotel
A bedroom with a bed, a desk, a chair, a ceiling fan, and a painting on the wall.

15. Apartments in Salem

Apartments in Salem
3.0 star property
Salem
8.0 out of 10, Very good, (51 reviews)
"Well kept property"
United States
Michelle
The price is ￥26,943
￥53,629 total
includes taxes & fees
Nov 23 - Nov 24
Apartments in Salem
A hotel room with a bed, two bedside lamps, a window with blinds, and a framed picture on the wall.

16. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (543 reviews)
"We will definitely stay here again!"
United States
James
The price is ￥13,613
￥25,608 total
includes taxes & fees
Dec 2 - Dec 3
Temple Place Suites
A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

17. 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, (161 reviews)
"Great property in a great location. Tons of food options nearby. Walking distance to Target and Whole Foods. Easy access to the Blue line. The neighborhood was quiet and clean. Boston common is just a block away. Definitely would stay again and highly recommend."
United States
TommyWallace
The price is ￥15,882
￥32,746 total
includes taxes & fees
Nov 9 - Nov 10
Maverick Suites at 40 Temple St
A modern hotel room with a bed, a desk, a sofa, and a dining area.

18. Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (246 reviews)
"Spacers, convenient location"
United States
Svetlana
The price is ￥27,100
￥58,319 total
includes taxes & fees
Nov 23 - Nov 24
Charlesgate Suites
Interior

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

Apt in Historic Lynn Neighborhood: 5 Mi to Salem!
3.0 star property
Lynn
6.0 out of 10, (1 review)
"There are A LOT of stairs. Once you get into the unit you get more death trap stairs. I guess it’s just a fun New England feature but be aware it’s not accessible for everyone! You should tell people to drop off their luggage in front before parking in back. The lady next door was more helpful finding the place than the owner. You need better signs in the doors. You can barely read “2” especially in the dark. The doors definitely need better marking. Otherwise good with all the appliances you...
United States
Ashlie
The price is ￥19,065
￥53,687 total
includes taxes & fees
Nov 2 - Nov 3
Apt in Historic Lynn Neighborhood: 5 Mi to Salem!
A modern bedroom with a large bed, a fireplace, and two windows with blinds.

20. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (388 reviews)
"Good place to stay."
United States
Jaetaek
The price is ￥13,330
￥23,473 total
includes taxes & fees
Nov 9 - Nov 10
Premier Suites - Bay Village
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 Middleton Hotel Reviews

Harborside Inn Of Boston

Harborside Inn Of Boston

8/10 Good
"Nice hotel and great location to attractions."
Virgilio 2-night trip
Posted less than an hour ago
Harborside Inn Of Boston

Find out more about Middleton

Search for holiday rentals in Middleton on Expedia! You can easily find your home rentals, villas, holiday apartments in Middleton using one of the methods below:

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Look no further and take a look at our great range of rental properties in Middleton!

Frequently asked questions

Can I find a vacation rental in Middleton?

Yes, we give you a choice of vacation rentals in Middleton near Water Park of New England, or you can go with a secluded option if you'd like a relaxing place to stay. Middleton is known for its restaurants and theme park. Make sure you have time to check out the shopping and parks during your trip.

What are some of the best vacation home rentals in Middleton?

Lovely Bright and Spacious 4-bedroom house with 6 off-street parking spots: Visitors like this Middleton vacation home rental. It offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a hot tub and a selection of books.

What’s there to see and do in Middleton?

Ipswich River and Boxford State Forest are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Water Park of New England. In the larger area, you’ll find popular places like Fenway Park and Encore Boston Harbor.

What’s a vacation rental in Middleton like?

Vacation rentals are private properties you can book for several days or longer in Middleton. Vacation rentals offer amenities like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for family gatherings.