Middleton Vacation Rentals

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Check prices for these dates

Tonight
Dec 16 - Dec 17
Tomorrow
Dec 17 - Dec 18
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

Our top choices for Middleton vacation rentals

Desk, laptop workspace, free WiFi, bed sheets
Bay Village Suites

Bay Village Suites

Bay Village Suites
2.0 star property
Bay Village
6.4 out of 10, (251)
"Great location nice neighborhood "
United States
Jose
Bay Village Suites
Front of property
Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.6 out of 10, Good, (102)
"Great place to stay, in such a good location with everything you need nearby. Definitely recommend 😌"
United Kingdom
Jordan Elizabeth Marie
The price is ￥23,562
￥41,340 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Maverick Suites at 40 Temple St
Exterior
Maverick Suites at 245 Newbury St

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, (154)
"Room was clean and a good size. Location was perfect - walking distance to where I needed to be. "
United States
Steven
The price is ￥15,904
￥32,536 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Maverick Suites at 245 Newbury St
Deluxe Double Room, Shared Bathroom | Iron/ironing board, free WiFi, bed sheets
Premier Suites - Bay Village

Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (252)
"Clean room, good location, check in check out easily!"
United States
HIEN T
Premier Suites - Bay Village
Front of property
Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (326)
"Good place"
United States
Elijah
The price is ￥11,399
￥28,248 total
includes taxes & fees
Dec 18 - Dec 19
Maverick Suites at 28 Fenway
Lobby lounge
Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very Good, (632)
"This unit and location was perfect for my trip! Super close to many of the attractions that we wanted to visit. "
United States
Lily
Global Luxury Suites Downtown Boston
1 Queen Bed with Sofa Bed (6th Floor - Elevator stops on 5th then stairs up) | Desk, iron/ironing board, free WiFi, bed sheets
Temple Place Suites

Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.0 out of 10, Good, (326)
"Pretty clean room, good location, resonable price."
Canada
Beiyu
The price is ￥13,951
￥25,836 total
includes taxes & fees
Dec 17 - Dec 18
Temple Place Suites
42-inch TV with satellite channels
Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (133)
"Good location, compact room with everything you need. Very convenient self-service token-operated washing machine and dryer. Worth the price. No elevators, and bed is a bit small."
United Kingdom
Fanny Pei Yee
The price is ￥12,689
￥28,841 total
includes taxes & fees
Dec 22 - Dec 23
Maverick Suites at 400 Columbus Ave
Premium Apartment | Living area | 24-inch Smart TV with digital channels
The Chester Hotel

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.6 out of 10, Excellent, (28)
"The property was spacious and clean. We enjoyed our stay!"
United States
Bryan
The price is ￥23,894
￥55,086 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Chester Hotel
Exterior
Best Location Studio In Downtown Boston

Best Location Studio In Downtown Boston

Best Location Studio In Downtown Boston
Downtown Boston
10.0 out of 10, Exceptional, (1)
"In town to celebrate a special event."
United States
Pam P.
The price is ￥16,121
￥33,318 total
includes taxes & fees
Dec 17 - Dec 18
Best Location Studio In Downtown Boston
1 bedroom, WiFi
Modern North End Studio

Modern North End Studio

Modern North End Studio
North End
9.0 out of 10, Wonderful, (10)
"Convenient location. Great restaurants. Perfect apatment for a couple. "
United States
Holly V.
The price is ￥20,926
￥50,784 total
includes taxes & fees
Dec 29 - Dec 30
Modern North End Studio
Fridge, microwave, oven, stovetop
2BR Historic Marblehead Home+Minutes to Beach

2BR Historic Marblehead Home+Minutes to Beach

2BR Historic Marblehead Home+Minutes to Beach
2.0 star property
Marblehead
10.0 out of 10, Exceptional, (18)
"Enjoyed our stay. "
United States
Mary D.
The price is ￥20,361
￥60,662 total
includes taxes & fees
Dec 22 - Dec 23
2BR Historic Marblehead Home+Minutes to Beach
Desk, iron/ironing board, WiFi, bed sheets
The Chester: Urban Chic Retreat In South End

The Chester: Urban Chic Retreat In South End

The Chester: Urban Chic Retreat In South End
2.0 star property
South End
10.0 out of 10, Exceptional, (1)
"We had a great stay in Boston and the Chester was perfect for our trip. First time in Boston so we did a lot of the usual things, but this location was great to easily connect with bus and train options as we decided not to rent a vehicle. Space was comfortable for group of three - lots of shops and restaurants in the area. We were touring a lot, so didn’t spend a lot of time in the unit, but it was very comfortable and would definitely come back again!"
United States
Chad T.
The price is ￥27,127
￥56,219 total
includes taxes & fees
Dec 17 - Dec 18
The Chester: Urban Chic Retreat In South End
Exterior
Walk to Boston Common, Safe & Central Stay

Walk to Boston Common, Safe & Central Stay

Walk to Boston Common, Safe & Central Stay
Beacon Hill
7.2 out of 10, Good, (17)
"Property was excellent. Transportation was easy and communication with host was great. Thanks for a great vacation in beautiful Boston."
United States
john
The price is ￥15,656
￥45,574 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Walk to Boston Common, Safe & Central Stay
Apartment | 1 bedroom, desk, laptop workspace, free WiFi
Furnished Apartments near Encore Boston

Furnished Apartments near Encore Boston

Furnished Apartments near Encore Boston
2.5 star property
Everett
8.4 out of 10, Very Good, (8)
"Great place. Very clean. Great communication."
United States
Michele
The price is ￥16,268
￥35,486 total
includes taxes & fees
Dec 18 - Dec 19
Furnished Apartments near Encore Boston
1 bedroom, desk, iron/ironing board, internet
Cozy Studio Steps from Boston Common and Theaters

Cozy Studio Steps from Boston Common and Theaters

Cozy Studio Steps from Boston Common and Theaters
Bay Village
7.4 out of 10, Good, (10)
"Was clean and the location was perfect for my stay. "
United States
Laurie F.
The price is ￥9,456
￥37,192 total
includes taxes & fees
Dec 18 - Dec 19
Cozy Studio Steps from Boston Common and Theaters
1 bedroom, desk, iron/ironing board, WiFi
Perfect One Bedroom Stay In Downtown Boston!

Perfect One Bedroom Stay In Downtown Boston!

Perfect One Bedroom Stay In Downtown Boston!
Downtown Boston
8.6 out of 10, Excellent, (17)
"Temple Place Suites was a great place to stay for our few days in Boston. We loved being across from Boston Commons, near great bakerys and cafes. It was a comfortable apartment with great space and plenty of amenities. Staff was great at communicating about check in, building codes and check out. Wished there were dish towels and wash cloths. Otherwise, it was great!!"
United States
Christine
The price is ￥16,586
￥33,867 total
includes taxes & fees
Dec 17 - Dec 18
Perfect One Bedroom Stay In Downtown Boston!
Interior
Perfetto North End 1brm

Perfetto North End 1brm

Perfetto North End 1brm
North End
10.0 out of 10, Exceptional, (11)
"The location was perfect - we would stay here again.The description and pictures are accurate."
United States
Kenna E.
The price is ￥24,802
￥57,379 total
includes taxes & fees
Dec 28 - Dec 29
Perfetto North End 1brm
Marina
Harbor Retreat ★ Ocean View ★ Heart of Downtown ★

Harbor Retreat ★ Ocean View ★ Heart of Downtown ★

Harbor Retreat ★ Ocean View ★ Heart of Downtown ★
Rockport
9.8 out of 10, Exceptional, (29)
"Great place for the two of us, centrally located and met all of our expectations."
United States
Charles S.
The price is ￥15,788
￥39,799 total
includes taxes & fees
Dec 29 - Dec 30
Harbor Retreat ★ Ocean View ★ Heart of Downtown ★
TV, offices
Come Visit Boston and Stay In Our Homey Studio

Come Visit Boston and Stay In Our Homey Studio

Come Visit Boston and Stay In Our Homey Studio
Downtown Boston
8.8 out of 10, Excellent, (3)
"Great central location! Tiny but super !would come back . Great food , bars, brewery , breakfast at our doorstep. By the park too!"
United States
Dean and Courtenay M.
The price is ￥16,121
￥33,318 total
includes taxes & fees
Dec 21 - Dec 22
Come Visit Boston and Stay In Our Homey Studio
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

citizenM Boston North Station

citizenM Boston North Station

10/10 Excellent
"coffee"
Michael 2-night trip
Posted 10 hours ago
citizenM Boston North Station

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?

Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi: Visitors like this Middleton vacation home rental. It is located in the city center and offers a balcony, air-conditioning, and laundry facilities 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.

What’s there to see and do in Middleton?

Boxford State Forest and Ipswich River 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 TD Garden.

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.