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
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Middleton vacation rentals

Terrace/patio

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)
"Very convenient location just outside downtown Danvers. The room was clean, very nice. It was the perfect place to stay for a few days."
United States
Tim B.
The price is ￥14,900
￥35,434 total
includes taxes & fees
Sep 16 - Sep 17
5 Mi to Salem: Furnished Patio at Danvers Studio!
Interior

2. Luxury and Modern Apt near Mall/ Hospital

Luxury and Modern Apt near Mall/ Hospital
Danvers
10.0 out of 10, Exceptional, (65 reviews)
"Place was very spacious and very clean. Close to many great attractions. Stayed here for a family weekend wedding. I would stay here again"
United States
Vincent M.
The price is ￥36,047
￥71,582 total
includes taxes & fees
Sep 14 - Sep 15
Luxury and Modern Apt near Mall/ Hospital
TV

3. Central Salem Retreat 2bd W/ parking

Central Salem Retreat 2bd W/ parking
Salem
8.4 out of 10, Very Good, (22 reviews)
"It was very clean, a great location, and the host was super responsive and helpful!"
United States
Kristen N.
The price is ￥22,590
￥44,356 total
includes taxes & fees
Sep 8 - Sep 9
Central Salem Retreat 2bd W/ parking
Interior

4. Salem Haunted Happenings Retreat

Salem Haunted Happenings Retreat
Salem
9.6 out of 10, Exceptional, (33 reviews)
"Great place!"
United States
Jeffrey
The price is ￥23,551
￥45,497 total
includes taxes & fees
Sep 8 - Sep 9
Salem Haunted Happenings Retreat
1 bedroom, travel crib, WiFi (free), bed sheets

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

Re-listed: Adorable Condo Beverly - Salem - Halloween
Beverly
10.0 out of 10, Exceptional, (24 reviews)
"Great location Lots of walking to good food and a few great vintage and thrift stores"
United States
Christine L.
The price is ￥28,766
￥56,827 total
includes taxes & fees
Sep 7 - Sep 8
Re-listed: Adorable Condo Beverly - Salem - Halloween
Coffee/tea maker, fridge, microwave, oven

6. 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)
"We enjoyed our stay at this property. It is in a great location. Easy to walk to restaurants and stores in Marblehead. It was nice to not have to spend more time in our car after driving from Georgia. Property had everything we needed to live comfortably during our stay."
United States
Kevin H.
The price is ￥21,734
￥61,857 total
includes taxes & fees
Sep 7 - Sep 8
2BR Historic Marblehead Home+Minutes to Beach
Marina

7. ♥ 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 ￥23,499
￥51,771 total
includes taxes & fees
Sep 23 - Sep 24
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
Smart TV

8. 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, (20 reviews)
"Great location and ver comfortable stay."
United States
Michael C.
The price is ￥23,685
￥56,699 total
includes taxes & fees
Sep 7 - Sep 8
Hocus Pocus Season is here! Don’t miss it!
1 Queen Bed with Sofa Bed (6th Floor - Elevator stops on 5th then stairs up) | Desk, iron/ironing board, WiFi (free), bed sheets

9. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (457 reviews)
"The Property was comfortable, close to public transport, The Goston Common and lots of lively eateries."
United Kingdom
Lisa
The price is ￥19,271
￥32,255 total
includes taxes & fees
Sep 7 - Sep 8
Temple Place Suites
Marina

10. 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, (36 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 ￥28,838
￥53,507 total
includes taxes & fees
Sep 7 - Sep 8
Cozy Seaside studio in charming Marblehead with AC, WiFi. Short walk to downtown
Basic Apartment | Dining room

11. Long Beach Suites

Long Beach Suites
2.0 star property
East Gloucester
9.2 out of 10, Wonderful, (81 reviews)
"Really good,so close to the beaches"
United States
Oscar
The price is ￥27,108
￥61,596 total
includes taxes & fees
Sep 3 - Sep 4
Long Beach Suites
Exterior

12. Cozy Salem Getaway. Historic Home Near All the Sights

Cozy Salem Getaway. Historic Home Near All the Sights
Salem
9.6 out of 10, Exceptional, (61 reviews)
"Beautiful 2 bedroom, close to everything , host was wonderful, we will be back. "
United States
Charlene
The price is ￥50,466
￥89,477 total
includes taxes & fees
Sep 8 - Sep 9
Cozy Salem Getaway. Historic Home Near All the Sights
Outdoor dining

13. 2b apt loft Downtown Ipswich

2b apt loft Downtown Ipswich
Ipswich
9.0 out of 10, Wonderful, (50 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 ￥27,556
￥47,629 total
includes taxes & fees
Sep 14 - Sep 15
2b apt loft Downtown Ipswich
Marina

14. Cripple Cove Apartment in historic home across from harbour in Gloucester, MA

Cripple Cove Apartment in historic home across from harbour in Gloucester, MA
East Gloucester
9.6 out of 10, Exceptional, (37 reviews)
"Linda was so kind and what a fun little home she opened up to us! "
United States
Hillary M.
The price is ￥32,042
￥71,582 total
includes taxes & fees
Sep 3 - Sep 4
Cripple Cove Apartment in historic home across from harbour in Gloucester, MA
Beach

15. Lovely two bedrooms in the great historic town

Lovely two bedrooms in the great historic town
Salem
9.6 out of 10, Exceptional, (90 reviews)
"Great place to stay and ver clean!"
United States
Sharon A.
The price is ￥21,628
￥44,024 total
includes taxes & fees
Sep 7 - Sep 8
Lovely two bedrooms in the great historic town
Interior

16. The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home

The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home
Marblehead
9.8 out of 10, Exceptional, (22 reviews)
"The property was lovely and well kept! And the location was amazing! Very nice and quiet neighborhood - definitely recommend "
United States
Katherine B.
The price is ￥46,461
￥107,374 total
includes taxes & fees
Sep 22 - Sep 23
The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home
Studio | Iron/ironing board, WiFi (free)

17. The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.0 out of 10, Very Good, (20 reviews)
"Great room! Cool place to stay. We walked everywhere and stuff was close by. Woud stay here again"
United States
Cotie
The price is ￥28,099
￥52,559 total
includes taxes & fees
Sep 3 - Sep 4
The Concord Hotel
Deluxe Double Room, Shared Bathroom | Iron/ironing board, WiFi (free), bed sheets

18. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (335 reviews)
"Location is great"
United States
Eria
The price is ￥15,717
￥26,354 total
includes taxes & fees
Sep 3 - Sep 4
Premier Suites - Bay Village
TV

19. Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!

Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
Downtown Salem
9.6 out of 10, Exceptional, (114 reviews)
"This place was perfect. Clean, a saved parking spot, within walking distance of everything you could want in Salem as well as the train station. Will definitely be looking into this if we decide to come back"
United States
Jacob
The price is ￥47,903
￥85,719 total
includes taxes & fees
Sep 23 - Sep 24
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
Premium Apartment | Living area | 24-inch Smart TV with digital channels

20. 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
The price is ￥29,639
￥54,328 total
includes taxes & fees
Sep 8 - Sep 9
The Chester Hotel
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

Harborside Inn Of Boston

Harborside Inn Of Boston

10/10 Excellent
"Spacious clean room, very helpful staff, fantastic location to explore Boston"
Robert 1-night trip
Posted less than an hour ago
Harborside Inn Of Boston

Find out more about Middleton

Search for holiday rentals in Middleton on Expedia! You can easily find your home rentals, villas, holiday apartments in Middleton using one of the methods below:

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Look no further and take a look at our great range of rental properties in Middleton!

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 Salem Getaway. Historic Home Near All the Sights: Visitors like this Middleton vacation home rental. It offers a fireplace, a barbecue grill, 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 larger area, you’ll find popular places like TD Garden and Fenway Park.

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.