Middleton Holiday Rentals

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Our top choices for Middleton holiday rentals

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, (625 reviews)
"Hotel is in the perfect area to go to Faneuil hall as well as to the north end everything’s in walking distance multiple restaurants you can eat high-end or very inexpensive fun time for all"
United States
Cathy
The price is HK$2,579
HK$2,965 total
includes taxes & fees
5 Apr - 6 Apr
Marriott Vacation Club® at Custom House, Boston

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (29 reviews)
"This was a perfect stay. Exactly how described. Highly recommend. "
United States
Yanmarie
The price is HK$1,383
HK$2,986 total
includes taxes & fees
6 Apr - 7 Apr
The Chester Hotel

Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly

Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly
Wilmington
The price is HK$1,103
HK$4,927 total
includes taxes & fees
2 Apr - 3 Apr
Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly

Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (345 reviews)
"Wonderful stay, convenient location "
United States
Junhu
The price is HK$847
HK$1,469 total
includes taxes & fees
6 Apr - 7 Apr
Temple Place Suites

3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views

3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views
East Gloucester
9.8 out of 10, Exceptional, (46 reviews)
"House was wonderful and had everything we needed. Very clean and homey for three couples. Great location. Great contact with the host. "
United States
Monica W.
3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (678 reviews)
"Great staff, clean, and location"
United States
Juan
The price is HK$1,829
HK$2,454 total
includes taxes & fees
12 Apr - 13 Apr
Global Luxury Suites Downtown Boston

Luxury 1900's romantic retreat steps from the beach - King Suite!

Luxury 1900's romantic retreat steps from the beach - King Suite!
Gloucester
9.8 out of 10, Exceptional, (50 reviews)
"We enjoyed every bit of our stay."
United States
Kathy B.
The price is HK$684
HK$2,130 total
includes taxes & fees
2 Apr - 3 Apr
Luxury 1900's romantic retreat steps from the beach - King Suite!

Luxury 1 bedroom downtown appartment

Luxury 1 bedroom downtown appartment
Government Center
10.0 out of 10, Exceptional, (6 reviews)
"Gorgeous apartment with unmatched views. Dina is such a welcoming and gracious host and we had everything we needed. "
United States
Sarah D.
The price is HK$3,128
HK$4,623 total
includes taxes & fees
3 Apr - 4 Apr
Luxury 1 bedroom downtown appartment

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.6 out of 10, Good, (105 reviews)
"Very quiet, great location. "
United States
Cole
The price is HK$1,094
HK$1,978 total
includes taxes & fees
2 Apr - 3 Apr
Maverick Suites at 40 Temple St

2b apt loft Downtown Ipswich

2b apt loft Downtown Ipswich
Ipswich
9.2 out of 10, Wonderful, (42 reviews)
"This was such a great stay!! Wonderful space, especially for anyone looking to visit Salem, as it was only about a 30 minute drive. The host was extremely responsive as well. Couldn’t recommend this place more, we had a great trip!!"
United States
Faith A.
The price is HK$1,039
HK$1,922 total
includes taxes & fees
2 Apr - 3 Apr
2b apt loft Downtown Ipswich

Beautiful 1BR near Fenway Park + Kenmore!

Beautiful 1BR near Fenway Park + Kenmore!
Fenway–Kenmore
The price is HK$1,113
HK$2,608 total
includes taxes & fees
6 Apr - 7 Apr
Beautiful 1BR near Fenway Park + Kenmore!

Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,163 reviews)
"Excellent customer service, fantastic facilities, everything was in the room, refrigerator, oven, etc"
United States
Jose
The price is HK$1,111
HK$1,241 total
includes taxes & fees
23 Apr - 24 Apr
Crescent Suites Hotel

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, (161 reviews)
"Great location, clean and great 😌 "
United States
Catherine
The price is HK$1,056
HK$1,935 total
includes taxes & fees
14 Apr - 15 Apr
Maverick Suites at 245 Newbury St

North End Entire House

North End Entire House
North End
10.0 out of 10, Exceptional, (19 reviews)
"Beautiful home in the heart of the north end. We had a wonderful stay!"
United States
Kerry y.
The price is HK$1,863
HK$4,457 total
includes taxes & fees
2 Apr - 3 Apr
North End Entire House

Lux 2nd floor 3brm/1bath

Lux 2nd floor 3brm/1bath
North End
9.6 out of 10, Exceptional, (9 reviews)
"Nicely renovated unit with all the necessary accommodations for a long weekend stay. "
United States
Joshua W.
The price is HK$3,841
HK$6,948 total
includes taxes & fees
21 Apr - 22 Apr
Lux 2nd floor 3brm/1bath

Studio Awaits Your Next Stay!

Studio Awaits Your Next Stay!
Bay Village
9.2 out of 10, Wonderful, (5 reviews)
"Would stay again"
United States
mark p.
The price is HK$980
HK$1,906 total
includes taxes & fees
2 Apr - 3 Apr
Studio Awaits Your Next Stay!

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, (3 reviews)
"Great overall stay! "
United States
Tessa
The price is HK$909
HK$2,863 total
includes taxes & fees
2 Apr - 3 Apr
1 Mi to Downtown: Salem Vacation Rental!

NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH

NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH
Ipswich
9.8 out of 10, Exceptional, (17 reviews)
"Great stay!!Will definitely book again "
United States
Geoffrey H.
The price is HK$940
HK$1,822 total
includes taxes & fees
12 Apr - 13 Apr
NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH

The Monty Boston

The Monty Boston
2.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (35 reviews)
"Excellent location, very easy check in process, clean, just as the pictures showed online."
United States
shannon
The price is HK$4,394
HK$6,401 total
includes taxes & fees
4 Apr - 5 Apr
The Monty Boston

Central Salem Retreat 2bd W/ parking

Central Salem Retreat 2bd W/ parking
Salem
9.2 out of 10, Wonderful, (15 reviews)
"It was very clean, a great location, and the host was super responsive and helpful!"
United States
Kristen N.
The price is HK$909
HK$1,957 total
includes taxes & fees
13 Apr - 14 Apr
Central Salem Retreat 2bd W/ 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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Top Middleton Hotel Reviews

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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Frequently asked questions

Can I find a holiday rental in Middleton?

Yes, there are holiday rentals in Middleton close to Water Park of New England, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Middleton has to offer?

Spacious, New Renovation | Near T: This holiday home rental outside of Middleton is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that 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 wider area, you’ll find popular places such as Fenway Park and Encore Boston Harbor.

What’s a holiday rental in Middleton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middleton. Holiday rentals provide amenities like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a family trip.