Middleton Vacation Rentals

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Our top choices for Middleton vacation rentals

Furnished Apartment near BMC

Furnished Apartment near BMC
3.0 star property
South End
6.0 out of 10, (2 reviews)
The price is CA $227
CA $452 total
includes taxes & fees
Apr 14 - Apr 15
Furnished Apartment near BMC

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, (628 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 CA $446
CA $513 total
includes taxes & fees
May 3 - May 4
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 CA $240
CA $523 total
includes taxes & fees
Apr 14 - Apr 15
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 CA $177
CA $841 total
includes taxes & fees
Apr 14 - Apr 15
Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly

Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,164 reviews)
"Excellent customer service, fantastic facilities, everything was in the room, refrigerator, oven, etc"
United States
Jose
The price is CA $188
CA $210 total
includes taxes & fees
Apr 26 - Apr 27
Crescent Suites Hotel

Gorgeous Rare 3BR 3BA duplex with free Parking, Rare gorgeous 3 bds 3 baths w/ Parking in Best loca

Gorgeous Rare 3BR 3BA duplex with free Parking, Rare gorgeous 3 bds 3 baths w/ Parking in Best loca
North End
9.4 out of 10, Exceptional, (140 reviews)
"Fun location convenient to tons of excellent restaurants. "
United States
David G.
The price is CA $1,073
CA $1,864 total
includes taxes & fees
Apr 14 - Apr 15
Gorgeous Rare 3BR 3BA duplex with free Parking, Rare gorgeous 3 bds 3 baths w/ Parking in Best loca

Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (353 reviews)
"Wonderful stay, convenient location "
United States
Junhu
The price is CA $167
CA $279 total
includes taxes & fees
Apr 14 - Apr 15
Temple Place Suites

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 CA $552
CA $816 total
includes taxes & fees
Apr 15 - Apr 16
Luxury 1 bedroom downtown appartment

North End Entire House

North End Entire House
North End
10.0 out of 10, Exceptional, (20 reviews)
"Beautiful home in the heart of the north end. We had a wonderful stay!"
United States
Kerry y.
The price is CA $314
CA $776 total
includes taxes & fees
Apr 26 - Apr 27
North End Entire House

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (682 reviews)
"Great staff, clean, and location"
United States
Juan
The price is CA $308
CA $416 total
includes taxes & fees
May 10 - May 11
Global Luxury Suites Downtown Boston

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 CA $183
CA $336 total
includes taxes & fees
Apr 14 - Apr 15
2b apt loft Downtown Ipswich

The Duval House

The Duval House
Downtown Gloucester
9.6 out of 10, Exceptional, (17 reviews)
"We moved our time at Daryl’s rental. Perfect location as we were visiting for a family wedding. He was great and the apartment was really cute and well stocked :)"
United States
Michelle R.
The Duval House

3BR3Bth Entire House/Steps to Downtown & TD Garden

3BR3Bth Entire House/Steps to Downtown & TD Garden
North End
10.0 out of 10, Exceptional, (8 reviews)
"This place is so cool! Was incredibly clean, updated and offered all the amenities you need for a weekend get away. The location is wonderful as well with lots of markets, bakeries and restaurants all within walking distance. This is a must stay! "
United States
mary j.
The price is CA $523
CA $1,052 total
includes taxes & fees
Apr 26 - Apr 27
3BR3Bth Entire House/Steps to Downtown & TD Garden

14a-Cozy and well decorated apartment in awesome Boston

14a-Cozy and well decorated apartment in awesome Boston
Dorchester
10.0 out of 10, Exceptional, (28 reviews)
"Excellent property, location and host was very responsive!"
United States
Eric S.
The price is CA $386
CA $780 total
includes taxes & fees
Apr 22 - Apr 23
14a-Cozy and well decorated apartment in awesome Boston

On River/Harvard Sq. two blocks

On River/Harvard Sq. two blocks
West Cambridge
8.0 out of 10, Very good, (38 reviews)
"Great stay!"
United States
Ryan K.
The price is CA $235
CA $431 total
includes taxes & fees
Apr 14 - Apr 15
On River/Harvard Sq. two blocks

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.
The price is CA $282
CA $716 total
includes taxes & fees
Apr 14 - Apr 15
3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views

Riverview charming apt near beach

Riverview charming apt near beach
Ipswich
9.8 out of 10, Exceptional, (33 reviews)
"Lovely place- close to town and had amazing views of the river."
United States
Stacia S.
The price is CA $159
CA $354 total
includes taxes & fees
Apr 19 - Apr 20
Riverview charming apt near beach

Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC

Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC
Rockport
10.0 out of 10, Exceptional, (34 reviews)
"Great location and the host is very responsive. "
United States
Heather P.
The price is CA $472
CA $961 total
includes taxes & fees
May 10 - May 11
Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC

Artful Escape • Minutes to Salem, Beach and Train to Boston • Private Parking

Artful Escape • Minutes to Salem, Beach and Train to Boston • Private Parking
Beverly
9.0 out of 10, Wonderful, (22 reviews)
"Cheerful decor, well-equipped kitchen, and clean. Good location in walking distance to restaurants. However, there was a musty smell throughout the building and rooms. "
United States
Julia
The price is CA $156
CA $420 total
includes taxes & fees
Apr 14 - Apr 15
Artful Escape • Minutes to Salem, Beach and Train to Boston • Private Parking

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.6 out of 10, Good, (107 reviews)
"Very quiet, great location. "
United States
Cole
The price is CA $178
CA $332 total
includes taxes & fees
Apr 21 - Apr 22
Maverick Suites at 40 Temple St
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Middleton. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Spacious, New Renovation | Near T: Visitors like this Middleton vacation home rental. It is equipped with a barbecue grill, 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 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.