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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Our top choices for Middleton vacation rentals

1. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,359 reviews)
"Wehave stayed here several times and each time has been a pleasure."
United States
Kasandra
The price is CA $180
CA $201 total
includes taxes & fees
Dec 16 - Dec 17
Crescent Suites Hotel

2. 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, (682 reviews)
"Nice hotel with a great location. Rooms were very spacious with many amenities to offer. Will definitely be back again."
United States
Joseph
The price is CA $334
CA $383 total
includes taxes & fees
Nov 29 - Nov 30
Marriott Vacation Club® at Custom House, Boston

3. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (777 reviews)
"Great room: new and spacious. The kitchenette has everything i needed and more."
United States
Yelitza
The price is CA $133
CA $321 total
includes taxes & fees
Dec 13 - Dec 14
Global Luxury Suites Downtown Boston

4. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
9.0 out of 10, Wonderful, (354 reviews)
"This was a great find! Will absolutely be staying again!"
United States
Melissa
The price is CA $257
CA $424 total
includes taxes & fees
Nov 23 - Nov 24
Kasa Boston at Fenway

5. Luxury and Modern Apt near Mall/ Hospital

Luxury and Modern Apt near Mall/ Hospital
Danvers
10.0 out of 10, Exceptional, (73 reviews)
"We stayed here our last night in the area and it was a great place to rest before a big trip home. Clean and comfortable"
United States
Sharla R.
The price is CA $321
CA $579 total
includes taxes & fees
Nov 16 - Nov 17
Luxury and Modern Apt near Mall/ Hospital

6. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (45 reviews)
"I had a great stay at The Chester Hotel. Super cute vibe, easy check-in, and good location for where I needed to be for work. Bed is super comfy, the room aesthetic is great and the restaurant MIDA next door was really good!"
United States
Tracy
The price is CA $176
CA $383 total
includes taxes & fees
Nov 23 - Nov 24
The Chester Hotel

7. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.5 star property
Beacon Hill
8.0 out of 10, Very good, (169 reviews)
"great location near the commons. nice space for single traveler."
United States
Andrea
The price is CA $101
CA $247 total
includes taxes & fees
Dec 1 - Dec 2
Maverick Suites at 40 Temple St

8. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.2 out of 10, (401 reviews)
"Good place to stay."
United States
Jaetaek
The price is CA $108
CA $198 total
includes taxes & fees
Dec 14 - Dec 15
Premier Suites - Bay Village

9. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (358 reviews)
"The area was walkable and the room was great!"
United States
Edna
The price is CA $113
CA $254 total
includes taxes & fees
Nov 22 - Nov 23
Maverick Suites at 89 Marion

10. The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.2 out of 10, Very good, (41 reviews)
"Super nice place to stay plus it was super close to shopping and all the sights"
Canada
Rupintal
The price is CA $184
CA $392 total
includes taxes & fees
Nov 24 - Nov 25
The Concord Hotel

11. Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St
2.0 star property
Back Bay
8.4 out of 10, Very good, (220 reviews)
"Great location - plenty to do."
United States
Chloe
The price is CA $120
CA $269 total
includes taxes & fees
Dec 16 - Dec 17
Maverick Suites at 245 Newbury St

12. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (561 reviews)
"We will definitely stay here again!"
United States
James
The price is CA $128
CA $238 total
includes taxes & fees
Dec 1 - Dec 2
Temple Place Suites

13. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (479 reviews)
"Great location and the room was nicely decorated and clean!"
United States
Judy
The price is CA $146
CA $308 total
includes taxes & fees
Dec 6 - Dec 7
Maverick Suites at 28 Fenway

14. 1BR on SALEM Common w/ Parking l Walk to Town

1BR on SALEM Common w/ Parking l Walk to Town
Salem
9.8 out of 10, Exceptional, (50 reviews)
"Excellent communication and location."
United States
Veronica R.
The price is CA $174
CA $515 total
includes taxes & fees
Nov 30 - Dec 1
1BR on SALEM Common w/ Parking l Walk to Town

15. Maverick Suites at 402 Columbus Ave

Maverick Suites at 402 Columbus Ave
2.5 star property
South End
8.0 out of 10, Very good, (102 reviews)
"Enjoyed the stay"
United States
Frances
The price is CA $114
CA $262 total
includes taxes & fees
Dec 13 - Dec 14
Maverick Suites at 402 Columbus Ave

16. 1880 updated Victorian 1st floor, water views. Book for Salem Christmas Tour!

1880 updated Victorian 1st floor, water views. Book for Salem Christmas Tour!
Salem
10.0 out of 10, Exceptional, (59 reviews)
"We had a great stay! Place was beautiful and nearby to main attractions of Salem."
United States
Gregory
The price is CA $285
CA $347 total
includes taxes & fees
Dec 2 - Dec 3
1880 updated Victorian 1st floor, water views. Book for Salem Christmas Tour!

17. Re-listed: Adorable Condo Beverly - Salem - Halloween

Re-listed: Adorable Condo Beverly - Salem - Halloween
Beverly
9.8 out of 10, Exceptional, (29 reviews)
"Great location Lots of walking to good food and a few great vintage and thrift stores"
United States
Christine L.
The price is CA $155
CA $361 total
includes taxes & fees
Nov 30 - Dec 1
Re-listed: Adorable Condo Beverly - Salem - Halloween

18. Enjoyable 2-bedroom lower level apartment in charming Lynn

Enjoyable 2-bedroom lower level apartment in charming Lynn
Lynn
9.2 out of 10, Wonderful, (36 reviews)
"Very clean, great location between Salem and Boston, great touch done space for a busy vacation."
United States
Rachael R.
The price is CA $167
CA $307 total
includes taxes & fees
Nov 17 - Nov 18
Enjoyable 2-bedroom lower level apartment in charming Lynn

19. Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston

Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston
Beverly
10.0 out of 10, Exceptional, (16 reviews)
"Great little spot if you need to stay close to downtown Salem. Would recommend!"
United States
Corey W.
The price is CA $139
CA $325 total
includes taxes & fees
Nov 16 - Nov 17
Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston

20. Park & Play • Walk To Bars • Sleep in Luxury

Park & Play • Walk To Bars • Sleep in Luxury
Salem
10.0 out of 10, Exceptional, (86 reviews)
"Excellent stay. . Host was extremely responsive. Flat was in great condition!"
United States
Lindsay M.
The price is CA $400
CA $463 total
includes taxes & fees
Nov 29 - Nov 30
Park & Play • Walk To Bars • Sleep in Luxury
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?

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.