Middleton Vacation Rentals

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Our top choices for Middleton vacation 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, (631 reviews)
"Great location, Central to all main attractions and great restaurants, food, entertainment. Custom house is fantastic building rich in history. Great place to stay in Boston "
Australia
Antonios
$280 nightly
The price is $321
May 25 - May 26
Total with taxes and fees
Marriott Vacation Club® at Custom House, Boston

Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,195 reviews)
"Excellent stay as always, my home away from home when traveling in the area."
United States
Sean
$159 nightly
The price is $178
May 25 - May 26
Total with taxes and fees
Crescent Suites Hotel

Long Beach Suites

Long Beach Suites
2.0 star property
East Gloucester
9.2 out of 10, Wonderful, (65 reviews)
"It's amazing & very private, has everything you could need!"
United States
Ashley
$305 nightly
The price is $341
May 17 - May 18
Total with taxes and fees
Long Beach Suites

Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.2 out of 10, (278 reviews)
"Yes and clean"
United States
Sindy
$179 nightly
The price is $206
May 17 - May 18
Total with taxes and fees
Premier Suites - Bay Village

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very Good, (693 reviews)
"Great location "
Canada
Robert
$226 nightly
The price is $259
Jun 7 - Jun 8
Total with taxes and fees
Global Luxury Suites Downtown Boston

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.6 out of 10, Excellent, (31 reviews)
"Charming room, fresh towels, clean!! I would stay here again."
United States
Mary
$292 nightly
The price is $335
May 19 - May 20
Total with taxes and fees
The Chester Hotel

Furnished Apartments near Encore Boston

Furnished Apartments near Encore Boston
2.5 star property
Everett
8.6 out of 10, Excellent, (14 reviews)
"Nice spot"
United States
Kimberly
$426 nightly
The price is $476
May 16 - May 17
Total with taxes and fees
Furnished Apartments near Encore Boston

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, (167 reviews)
"Great place for a solo business trip. Great location"
United States
Eleazar
$296 nightly
The price is $340
May 20 - May 21
Total with taxes and fees
Maverick Suites at 245 Newbury St

Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very Good, (285 reviews)
"Very nice and clean room, excellent location"
United States
Diana
$216 nightly
The price is $241
May 19 - May 20
Total with taxes and fees
Maverick Suites at 89 Marion

Enchanting Hidden Door Escape

Enchanting Hidden Door Escape
2.0 star property
Stoneham
$663 nightly
The price is $728
May 18 - May 19
Total with taxes and fees
Enchanting Hidden Door Escape

Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.0 out of 10, Good, (370 reviews)
"Wonderful stay, convenient location "
United States
Junhu
$189 nightly
The price is $217
May 17 - May 18
Total with taxes and fees
Temple Place Suites

The Warlock House

The Warlock House
3.0 star property
Salem
$870 nightly
The price is $971
May 26 - May 27
Total with taxes and fees
The Warlock House

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.6 out of 10, Good, (113 reviews)
"A phenomenal stay at maverick suites! The location was fantastic, the room was spotless and cozy, and the check-in/out process was a breeze. I’d happily stay here again and recommend to anyone taking a trip to Boston!"
United States
Kendra
$312 nightly
The price is $359
May 17 - May 18
Total with taxes and fees
Maverick Suites at 40 Temple St

Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (147 reviews)
"The property is clean and for the money, is a win for the visitor. "
United States
Ramon S
$283 nightly
The price is $325
May 17 - May 18
Total with taxes and fees
Maverick Suites at 400 Columbus Ave

Apt in Historic Lynn Neighborhood: 2 Mi to Beach!

Apt in Historic Lynn Neighborhood: 2 Mi to Beach!
3.0 star property
Lynn
$376 nightly
The price is $412
May 17 - May 18
Total with taxes and fees
Apt in Historic Lynn Neighborhood: 2 Mi to Beach!

Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (362 reviews)
"Great stay. "
United States
Anna
$257 nightly
The price is $295
May 17 - May 18
Total with taxes and fees
Maverick Suites at 28 Fenway

Apartments in Salem

Apartments in Salem
3.0 star property
Salem
8.0 out of 10, Very Good, (48 reviews)
"The whole floor was clean and organized. The whole floor also felt inviting and comforting. We enjoyed how close we where to everthing. We were both so happy with found this apartment. "
United States
Jason
$394 nightly
The price is $433
May 18 - May 19
Total with taxes and fees
Apartments in Salem

Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (210 reviews)
"The rooms are very spacious and clean. I liked the lighting provided as well."
United States
Hayley
$380 nightly
The price is $437
May 19 - May 20
Total with taxes and fees
Charlesgate Suites

The Monty Boston

The Monty Boston
2.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (36 reviews)
"Excellent location, very easy check in process, clean, just as the pictures showed online."
United States
shannon
$745 nightly
The price is $856
Jun 1 - Jun 2
Total with taxes and fees
The Monty Boston

Coastal Charm Lobster Ch Teau

Coastal Charm Lobster Ch Teau
2.0 star property
Swampscott
$539 nightly
The price is $603
May 26 - May 27
Total with taxes and fees
Coastal Charm Lobster Ch Teau
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

Everything you need to know about Middleton vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middleton vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middleton vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middleton vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middleton. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Middleton in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $178 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Middleton rentals

At Expedia, we put the best Middleton vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Middleton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middleton vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middleton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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 2BR Fort Hill Apartment | Near the T: Visitors like this Middleton vacation home rental. It has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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.