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

Middleton Holiday Rentals

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Our top choices for Middleton holiday rentals

1. 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, (28 reviews)
"Perfect stay!"
Canada
Billee
The price is NZ$372
includes taxes & fees
17 Aug - 18 Aug
5 Mi to Salem: Furnished Patio at Danvers Studio!

2. Luxury and Modern Apt near Mall/ Hospital

Luxury and Modern Apt near Mall/ Hospital
Danvers
10.0 out of 10, Exceptional, (64 reviews)
" Plenty of room, very clean would definitely stay here again if the opportunity arises."
United States
Veronica S.
The price is NZ$749
includes taxes & fees
27 Aug - 28 Aug
Luxury and Modern Apt near Mall/ Hospital

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

Enjoyable 2-bedroom lower level apartment in charming Lynn
Lynn
9.0 out of 10, Wonderful, (18 reviews)
"Easy, clean and a comfortable stay"
United States
Justin P.
The price is NZ$415
includes taxes & fees
24 Aug - 25 Aug
Enjoyable 2-bedroom lower level apartment in charming Lynn

4. ♥ 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, (78 reviews)
"We had a wonderful stay! The studio was clean, cozy, and located in a beautiful historic house. It was also conveniently close to downtown, which made it easy to explore the area. The check-in instructions were clear and easy to follow. Communication with the host was excellent—they responded quickly and were very helpful whenever we had a question. Overall, we really enjoyed our stay and would definitely recommend this place!"
Canada
Camille
The price is NZ$424
includes taxes & fees
18 Aug - 19 Aug
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥

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

Re-listed: Adorable Condo Beverly - Salem - Halloween
Beverly
10.0 out of 10, Exceptional, (23 reviews)
"Great location Lots of walking to good food and a few great vintage and thrift stores"
United States
Christine L.
The price is NZ$604
includes taxes & fees
9 Sept - 10 Sept
Re-listed: Adorable Condo Beverly - Salem - Halloween

6. Central Salem Retreat 2bd W/ parking

Central Salem Retreat 2bd W/ parking
Salem
8.4 out of 10, Very good, (21 reviews)
"It was very clean, a great location, and the host was super responsive and helpful!"
United States
Kristen N.
The price is NZ$507
includes taxes & fees
25 Aug - 26 Aug
Central Salem Retreat 2bd W/ parking

7. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (436 reviews)
"Great location so close to everything"
United States
Hunter
The price is NZ$343
includes taxes & fees
27 Aug - 28 Aug
Temple Place Suites

8. 1880 updated Victorian 1st floor, water views

1880 updated Victorian 1st floor, water views
Salem
10.0 out of 10, Exceptional, (29 reviews)
"We had a great stay! Place was beautiful and nearby to main attractions of Salem."
United States
Gregory
The price is NZ$382
includes taxes & fees
31 Aug - 1 Sept
1880 updated Victorian 1st floor, water views

9. 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, (17 reviews)
"Great location and ver comfortable stay."
United States
Michael C.
The price is NZ$583
includes taxes & fees
19 Aug - 20 Aug
Hocus Pocus Season is here! Don’t miss it!

10. NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH

NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH
Ipswich
9.8 out of 10, Exceptional, (28 reviews)
"Conveniently located for our stay. Immaculate and well appointed studio. We would come again."
United States
eric
The price is NZ$399
includes taxes & fees
24 Aug - 25 Aug
NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH

11. Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly

Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly
Wilmington
The price is NZ$930
includes taxes & fees
23 Aug - 24 Aug
Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly

12. Salem Haunted Happenings Retreat

Salem Haunted Happenings Retreat
Salem
9.6 out of 10, Exceptional, (31 reviews)
"Great place!"
United States
Jeffrey
The price is NZ$453
includes taxes & fees
24 Aug - 25 Aug
Salem Haunted Happenings Retreat

13. Moody Salem Home Away From Home

Moody Salem Home Away From Home
Salem
9.8 out of 10, Exceptional, (29 reviews)
"Host was very nice we enjoyed our stay at your bra home thank your for having us "
United States
Chris M.
The price is NZ$531
includes taxes & fees
20 Aug - 21 Aug
Moody Salem Home Away From Home

14. Cozy Seaside studio in charming Marblehead with AC, WiFi. Short walk to downtown

Cozy Seaside studio in charming Marblehead with AC, WiFi. Short walk to downtown
Marblehead
10.0 out of 10, Exceptional, (35 reviews)
"Adorable studio, has everything you could need! The host was super responsive and welcoming. Would absolutely stay there again. "
United States
Alisha J.
The price is NZ$580
includes taxes & fees
24 Aug - 25 Aug
Cozy Seaside studio in charming Marblehead with AC, WiFi. Short walk to downtown

15. 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, (200 reviews)
"Great location, really cool place!"
United States
lane
The price is NZ$451
includes taxes & fees
19 Aug - 20 Aug
Maverick Suites at 245 Newbury St

16. 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, (64 reviews)
"Excellent communication with hosts, perfect location for so many sites in the region, lovely space just as advertised. "
United States
Lynn C.
The price is NZ$435
includes taxes & fees
16 Aug - 17 Aug
Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.

17. The Concord Hotel

The Concord Hotel
2.0 star property
South End
7.0 out of 10, Good, (12 reviews)
"Clean room and linens, great location and comfortable bed. Only complaint is the street noise and sounds from residents in upstairs apartment which was kind of loud. All things considered I’d stay again as it was a good value spot"
United States
Nancy
The price is NZ$571
includes taxes & fees
16 Aug - 17 Aug
The Concord Hotel

18. Lovely two bedrooms in the great historic town

Lovely two bedrooms in the great historic town
Salem
9.6 out of 10, Exceptional, (88 reviews)
"Great place to stay and ver clean!"
United States
Sharon A.
The price is NZ$422
includes taxes & fees
24 Aug - 25 Aug
Lovely two bedrooms in the great historic town

19. 2BR Historic Marblehead Home+Minutes to Beach

2BR Historic Marblehead Home+Minutes to Beach
Marblehead Historic District
10.0 out of 10, Exceptional, (25 reviews)
"Enjoyed our stay. "
United States
Mary D.
The price is NZ$726
includes taxes & fees
31 Aug - 1 Sept
2BR Historic Marblehead Home+Minutes to Beach

20. 1BR on Salem Common l Steps to Witch Museum l Fenced in Yard + Parking

1BR on Salem Common l Steps to Witch Museum l Fenced in Yard + Parking
Salem
10.0 out of 10, Exceptional, (39 reviews)
"This was a lovely place in the perfect location to explore Salem on foot. Very clean and comfortable with a fun vibe. "
United States
Laura B.
The price is NZ$537
includes taxes & fees
19 Aug - 20 Aug
1BR on Salem Common l Steps to Witch Museum l Fenced in Yard + 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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Middleton holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Middleton. 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 Middleton. 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 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 holiday 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 Middleton short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find a holiday rental in Middleton?

Yes, there are holiday rentals in Middleton close to Water Park of New England, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Middleton has to offer?

Peaceful centrally located home: w/ yard & walking distance to town: This holiday home rental outside of Middleton offers a garden, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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 wider area, you’ll find popular places such as TD Garden and Fenway Park.

What’s a holiday rental in Middleton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middleton. Holiday rentals provide amenities like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a family trip.