A large, two-story house with a gabled roof, surrounded by lush green trees and a stone wall.

Middleton Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Middleton vacation rentals

A spacious room with a high ceiling, a large bed, a green dining area, and a view of the outdoors.

1. 1 Mi to Downtown Salem: Studio w/ Fire Pit Access

1 Mi to Downtown Salem: Studio w/ Fire Pit Access
3.0 star property
Salem
9.6 out of 10, Exceptional, (5 reviews)
"Studio was very nicely laid out and the owner of the property was friendly! Area the house was in was quiet but yet still walkable to downtown Salem. Bagel place across the street was amazing as well"
United States
chris
$365 nightly
The price is $407
Sep 30 - Oct 1
Total with taxes and fees
1 Mi to Downtown Salem: Studio w/ Fire Pit Access
A traditional black wooden house with multiple gabled roofs, surrounded by a well-maintained garden with various flowering plants and a brick pathway.

2. Seacity View

Seacity View
2.0 star property
Swampscott
7.0 out of 10, Good, (2 reviews)
"Beautiful house!"
United States
carla n
$570 nightly
The price is $636
Sep 30 - Oct 1
Total with taxes and fees
Seacity View
A bedroom with a bed, a desk, a chair, a ceiling fan, and a painting on the wall.

3. Apartments in Salem

Apartments in Salem
3.0 star property
Salem
8.0 out of 10, Very good, (50 reviews)
"Well kept property"
United States
Michelle
$590 nightly
The price is $652
Sep 29 - Sep 30
Total with taxes and fees
Apartments in Salem
A modern living room with a sofa, a dining table, and a kitchen area with appliances.

4. Luxury 2BR near Cambridge

Luxury 2BR near Cambridge
3.0 star property
Prospect Hill
6.4 out of 10, (5 reviews)
"Was promised a refund of $50 after we spent an entire day without power. Plus VERY hard to communicate with. Would NOT recommend!"
United States
Rebecca
Luxury 2BR near Cambridge
An outdoor patio with round tables and chairs, surrounded by green umbrellas.

5. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,291 reviews)
"The full kitchen is amazing. The laundry soap provided was a nice surprise! It’s clean, quiet and gives a home like feeling for a hotel."
United States
Mrs. Andrea
$161 nightly
The price is $179
Oct 11 - Oct 12
Total with taxes and fees
Crescent Suites Hotel
A wooden hallway with a patterned floor leading to a door.

6. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (319 reviews)
"Room was clean, neat area."
United States
Keir
$254 nightly
The price is $284
Oct 1 - Oct 2
Total with taxes and fees
Maverick Suites at 89 Marion
A hotel room with a large bed, two bedside lamps, a headboard, a wall-mounted abstract art piece, and potted plants.

7. Furnished Apartment Near Longwood

Furnished Apartment Near Longwood
3.0 star property
North Brookline
7.8 out of 10, Good, (8 reviews)
"Great place, clean, well maintained and centrally located. Excellent and timely communication."
United States
Mike Shang-Yu
$301 nightly
The price is $336
Sep 29 - Sep 30
Total with taxes and fees
Furnished Apartment Near Longwood
A row of brick buildings with storefronts, including a bakery and a liquor store.

8. 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, (204 reviews)
"Right in the heart of the shopping district, easy walking and central to Fenway/downtown Boston"
United States
Jennifer
$337 nightly
The price is $388
Oct 29 - Oct 30
Total with taxes and fees
Maverick Suites at 245 Newbury St
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

9. The Concord Hotel

The Concord Hotel
2.0 star property
South End
7.6 out of 10, Good, (24 reviews)
"Great room! Cool place to stay. We walked everywhere and stuff was close by. Woud stay here again"
United States
Cotie
$309 nightly
The price is $355
Sep 30 - Oct 1
Total with taxes and fees
The Concord Hotel
A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

10. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.5 star property
Beacon Hill
7.8 out of 10, Good, (149 reviews)
"There only a few things I require from a hotel. Hotel Maverick Suites at 40 are clean, quiet and reasonably priced. I enjoyed my stay there immensely. A bonus was their convenient location."
United States
Jerrold
$317 nightly
The price is $365
Oct 4 - Oct 5
Total with taxes and fees
Maverick Suites at 40 Temple St
Interior

11. Apt in Historic Lynn Neighborhood: 5 Mi to Salem!

Apt in Historic Lynn Neighborhood: 5 Mi to Salem!
3.0 star property
Lynn
$359 nightly
The price is $393
Oct 19 - Oct 20
Total with taxes and fees
Apt in Historic Lynn Neighborhood: 5 Mi to Salem!
A traditional black wooden house with multiple gabled roofs, surrounded by a well-maintained garden with various flowering plants and a brick pathway.

12. Broom & Board

Broom & Board
3.5 star property
Salem
8.0 out of 10, Very good, (2 reviews)
"Great stay highly recommended!"
United States
Jamie
$987 nightly
The price is $1,103
Sep 30 - Oct 1
Total with taxes and fees
Broom & Board
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

13. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (38 reviews)
"It was in a great neighbourhood and beautiful decorated"
United Kingdom
Shanida
$293 nightly
The price is $337
Sep 30 - Oct 1
Total with taxes and fees
The Chester Hotel
A white table with a vase of white orchids, a white chair, and a view of a cityscape through a window with a black frame.

14. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.6 out of 10, Good, (175 reviews)
"Well located"
United States
Evelyn
$260 nightly
The price is $299
Sep 30 - Oct 1
Total with taxes and fees
Maverick Suites at 400 Columbus Ave
A hotel room with a bed, two bedside lamps, a window with blinds, and a framed picture on the wall.

15. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (484 reviews)
"Clean, good location, all what I need for short stay"
United States
Julia
$195 nightly
The price is $224
Oct 29 - Oct 30
Total with taxes and fees
Temple Place Suites
A spacious indoor swimming pool with large windows, modern seating, and a wooden ceiling.

16. Global Luxury Suites East Boston

Global Luxury Suites East Boston
4.0 star property
East Boston
6.8 out of 10, (211 reviews)
"Cozy, comfy and cute✨. Would def rent again❤️"
United States
Erica
$419 nightly
The price is $481
Oct 4 - Oct 5
Total with taxes and fees
Global Luxury Suites East Boston
A balcony with a city view, featuring a table with wine glasses and a bottle, and a chair.

17. Marriott Vacation Club® at Custom House, Boston

Marriott Vacation Club® at Custom House, Boston
3.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (668 reviews)
"The hotel was beautiful and so unique. Staff was amazing and it was in a great location."
United States
Brittany
$564 nightly
The price is $648
Sep 29 - Sep 30
Total with taxes and fees
Marriott Vacation Club® at Custom House, Boston
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

18. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (320 reviews)
"Excellent property upscale amenities full kitchen perfect in every way and my room was only a studio I’ll definitely be back next time to try a larger room just to see what they’re like"
United States
Dirk
$359 nightly
The price is $413
Oct 1 - Oct 2
Total with taxes and fees
Kasa Boston at Fenway
A modern bedroom with a large bed, a fireplace, and two windows with blinds.

19. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (350 reviews)
"Location is great"
United States
Eria
$170 nightly
The price is $196
Sep 30 - Oct 1
Total with taxes and fees
Premier Suites - Bay Village
A hotel room with a bed, a desk, a lamp, a potted plant, and large windows with blinds.

20. Furnished Apartment near BMC

Furnished Apartment near BMC
3.0 star property
South End
5.6 out of 10, (4 reviews)
"I loved this apartment. It was perfect for what we needed. I only gave four stars because the apartment could use a little love and updating, and that may be important to some people. It was not for me. We were just over 2 miles away from Mass General where my husband was having an operation. It had a full kitchen, 1 1/2 baths, and was surprisingly quiet. The description of the apartment was clear there was no parking space associated with the apartment; however, I found that every night...
United States
Christine
Furnished Apartment near BMC
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

The Godfrey Hotel Boston

The Godfrey Hotel Boston

10/10 Excellent
"This was a wonderful hotel in a great location. Just a few steps away from the freedom trail. The hotel is very upscale. Has a great coffee shop in the bottom and a really good restaurant-Ruka- which I did a DoorDash order from. Free water and snacks in the room and they had a clothes steamer in the wardrobe! The staff were very attentive, friendly, and accommodating. The front lobby is a great place to hang out as well."
Holly 1-night trip
Posted less than an hour ago
The Godfrey Hotel Boston

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 $179 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.

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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?

Lovely Bright and Spacious 4-bedroom house with 6 off-street parking spots: Visitors like this Middleton vacation home rental. It offers a patio, a garden, and air-conditioning 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. Kick off your shoes and enjoy yourself with a hot tub and a selection of books.

What’s there to see and do in Middleton?

Ipswich River and Boxford State Forest 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.