Middleton Vacation Rentals

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Our top choices for Middleton vacation rentals

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 ¥32,300
¥57,347 total
includes taxes & fees
Jun 5 - Jun 6
The Chester Hotel

Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.0 out of 10, Good, (382 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 ¥19,284
¥32,277 total
includes taxes & fees
Jun 17 - Jun 18
Temple Place Suites

Light-filled Studio | Back Bay

Light-filled Studio | Back Bay
Back Bay
10.0 out of 10, Exceptional, (2 reviews)
"It was a great stay!"
United States
Adina S.
The price is ¥18,394
¥47,905 total
includes taxes & fees
Jul 2 - Jul 3
Light-filled Studio | Back Bay

Long Beach Suites

Long Beach Suites
2.0 star property
East Gloucester
9.2 out of 10, Wonderful, (67 reviews)
"Location, spacious, clean and neat!"
United States
Henry
The price is ¥20,340
¥53,986 total
includes taxes & fees
Jun 10 - Jun 11
Long Beach Suites

Re-listed: Adorable Condo Beverly - Salem - Halloween

Re-listed: Adorable Condo Beverly - Salem - Halloween
Beverly
9.8 out of 10, Exceptional, (20 reviews)
"Small, clean ,quiet , great location Work definitely rent again"
United States
Nick S.
Re-listed: Adorable Condo Beverly - Salem - Halloween

Hocus Pocus Season is here! Don’t miss it!

Hocus Pocus Season is here! Don’t miss it!
Salem
10.0 out of 10, Exceptional, (12 reviews)
"Great property!!!"
United States
Heather
The price is ¥27,371
¥61,482 total
includes taxes & fees
Jun 8 - Jun 9
Hocus Pocus Season is here! Don’t miss it!

Primo North End Studio

Primo North End Studio
North End
9.2 out of 10, Wonderful, (14 reviews)
"Great place, amazing location!"
United States
Christopher W.
The price is ¥48,785
¥88,254 total
includes taxes & fees
Jun 18 - Jun 19
Primo North End Studio

Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.2 out of 10, (288 reviews)
"Great location and well maintained"
United States
EDDIE
The price is ¥19,290
¥30,448 total
includes taxes & fees
Jun 7 - Jun 8
Premier Suites - Bay Village

Symple Live

Symple Live
4.0 star property
Fenway–Kenmore
8.0 out of 10, Very Good, (1 review)
"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 ¥32,966
¥53,523 total
includes taxes & fees
Jun 8 - Jun 9
Symple Live

Harbor Retreat ★ Ocean View ★ Heart of Downtown ★

Harbor Retreat ★ Ocean View ★ Heart of Downtown ★
Rockport
9.6 out of 10, Exceptional, (34 reviews)
"This is a really beautiful property that's great for a weekend getaway in an incredible little town!"
United States
Travis G.
The price is ¥18,642
¥44,228 total
includes taxes & fees
Jun 11 - Jun 12
Harbor Retreat ★ Ocean View ★ Heart of Downtown ★

Perfect One Bedroom Stay In Downtown Boston!

Perfect One Bedroom Stay In Downtown Boston!
Downtown Boston
8.6 out of 10, Excellent, (18 reviews)
"Came to Boston to take a few college tours and this was a pretty central location. This property was also very close to several other places we were hoping to see while in town. Communication was great and check in was seamless. The property was clean and perfect for our stay. "
United States
elena d.
The price is ¥26,392
¥47,908 total
includes taxes & fees
Jun 24 - Jun 25
Perfect One Bedroom Stay In Downtown Boston!

Beautiful 1BR near Fenway Park + Kenmore!

Beautiful 1BR near Fenway Park + Kenmore!
Fenway–Kenmore
The price is ¥19,034
¥52,803 total
includes taxes & fees
Jun 7 - Jun 8
Beautiful 1BR near Fenway Park + Kenmore!

Free Parking at 1 Bed Basement Apt, Near BU & MIT

Free Parking at 1 Bed Basement Apt, Near BU & MIT
Fenway–Kenmore
8.4 out of 10, Very Good, (21 reviews)
"Friendly hosts"
United States
Jan
The price is ¥15,195
¥34,683 total
includes taxes & fees
Jun 9 - Jun 10
Free Parking at 1 Bed Basement Apt, Near BU & MIT

NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH

NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH
Ipswich
9.8 out of 10, Exceptional, (19 reviews)
"Great stay!!Will definitely book again "
United States
Geoffrey H.
The price is ¥19,994
¥38,076 total
includes taxes & fees
Jun 21 - Jun 22
NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH

The Essex of Gloucester

The Essex of Gloucester
Gloucester
10.0 out of 10, Exceptional, (7 reviews)
"Perfect size for two couples! Extremely clean and well stocked!!!!"
United States
Kimberly
The price is ¥39,028
¥49,849 total
includes taxes & fees
Jun 9 - Jun 10
The Essex of Gloucester

5 Mi to Salem: Furnished Patio at Danvers Studio!

5 Mi to Salem: Furnished Patio at Danvers Studio!
Danvers
9.8 out of 10, Exceptional, (25 reviews)
"Perfect stay!"
Canada
Billee
The price is ¥14,875
¥34,909 total
includes taxes & fees
Jun 8 - Jun 9
5 Mi to Salem: Furnished Patio at Danvers Studio!

Great Apartment on River/ Harvard Square two blocks

Great Apartment on River/ Harvard Square two blocks
West Cambridge
8.4 out of 10, Very Good, (36 reviews)
"Clean apartment. Close to Harvard Square. Stairs not user-friendly."
United States
Jeffrey
The price is ¥30,231
¥55,103 total
includes taxes & fees
Jun 24 - Jun 25
Great Apartment on River/ Harvard Square two blocks

Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.

Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.
Medford
10.0 out of 10, Exceptional, (59 reviews)
"Owner accessible, and cleanliness and convenience was very good."
United States
Ian
The price is ¥20,666
¥43,809 total
includes taxes & fees
Jun 8 - Jun 9
Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.

Modern North End Studio

Modern North End Studio
North End
9.2 out of 10, Wonderful, (15 reviews)
"Great stay! Location, location, location!! Perfect for everything we wanted to do and within walking distance to everything. Wonderful little restaurants on same street. Will definitely stay here again when we visit Boston. "
United States
Aaron G.
The price is ¥34,389
¥69,317 total
includes taxes & fees
Jun 6 - Jun 7
Modern North End Studio

♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥

♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
Marblehead Historic District
9.8 out of 10, Exceptional, (75 reviews)
"Great location, clean and comfortable, responsive host. Overall, a terrific stay. "
United States
Tiffany F.
The price is ¥14,405
¥40,210 total
includes taxes & fees
Jun 8 - Jun 9
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private 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

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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?

Cozy 3BD 1BA near Beach T-10 Min from Boston: Visitors like this Middleton vacation home rental. It is equipped with a patio, free WiFi, and a Smart TV to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, 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 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.