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

Middleton Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Middleton vacation rentals

A covered porch with wicker furniture, a barbecue grill, and a wooden deck.

1. 5 Mi to Salem: Furnished Patio at Danvers Studio!

5 Mi to Salem: Furnished Patio at Danvers Studio!
Danvers
9.6 out of 10, Exceptional, (30 reviews)
"Perfect stay!"
Canada
Billee
The price is ￥14,696
￥34,949 total
includes taxes & fees
Nov 1 - Nov 2
5 Mi to Salem: Furnished Patio at Danvers Studio!
A modern kitchen with white cabinets, a central island, and a dining area with a glass table and black chairs.

2. Luxury and Modern Apt near Mall/ Hospital

Luxury and Modern Apt near Mall/ Hospital
Danvers
10.0 out of 10, Exceptional, (68 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 ￥39,505
￥75,723 total
includes taxes & fees
Nov 4 - Nov 5
Luxury and Modern Apt near Mall/ Hospital
A neatly made bed with a grey headboard, a bedside lamp, and a blue and white patterned rug.

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

Re-listed: Adorable Condo Beverly - Salem - Halloween
Beverly
10.0 out of 10, Exceptional, (26 reviews)
"Great location Lots of walking to good food and a few great vintage and thrift stores"
United States
Christine L.
The price is ￥21,238
￥47,375 total
includes taxes & fees
Nov 9 - Nov 10
Re-listed: Adorable Condo Beverly - Salem - Halloween
A harbor with numerous boats and a prominent building with a clock tower in the background.

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, (84 reviews)
"I honestly had my favorite stay of all time at this place. It was clean cozy and absolutely everything that we needed. I love the historical feel to it and it was perfection."
United States
Arianna
The price is ￥17,834
￥47,632 total
includes taxes & fees
Nov 9 - Nov 10
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
A hallway with brick walls and a polished floor, leading to a door.

5. 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, (32 reviews)
"The place was great, and the host was even better! Very good communication and great customer service. I would highly recommend!"
United States
Travis
The price is ￥18,488
￥35,883 total
includes taxes & fees
Nov 2 - Nov 3
Enjoyable 2-bedroom lower level apartment in charming Lynn
A patio with stone tiles, a fire pit, and outdoor furniture.

6. 1 Mi to Downtown: Salem Vacation Rental!

1 Mi to Downtown: Salem Vacation Rental!
Salem
9.8 out of 10, Exceptional, (39 reviews)
"beautiful place great location"
United States
Michelle G.
The price is ￥20,859
￥75,370 total
includes taxes & fees
Nov 2 - Nov 3
1 Mi to Downtown: Salem Vacation Rental!
A modern kitchen with stainless steel appliances, white cabinets, and a large window.

7. NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH

NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH
Ipswich
9.8 out of 10, Exceptional, (37 reviews)
"Great place to stay—loved the renovations, it was very clean and had an exclusive side entrance for coming & going. I would definitely stay there again!"
United States
Dawne
The price is ￥18,962
￥36,750 total
includes taxes & fees
Nov 1 - Nov 2
NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH
A statue of a figure in a cloak on a stone pedestal with a shield, surrounded by a fence and flowers, in front of a building with a sign that reads "Stepping Stone Inn".

8. 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, (66 reviews)
"Super cute place, spare bedroom w/ bunk beds if you're bringing family, 20min walk to all the attractions and restaurants, I chose to use Uber instead. I had a great time."
United States
Mantas
The price is ￥32,552
￥66,898 total
includes taxes & fees
Nov 16 - Nov 17
Cozy Salem Getaway. Historic Home Near All the Sights
A modern kitchen with a large island, a flat-screen TV mounted above the island, and a dining area with a sofa and curtains.

9. 1880 updated Victorian 1st floor, water views

1880 updated Victorian 1st floor, water views
Salem
10.0 out of 10, Exceptional, (51 reviews)
"We had a great stay! Place was beautiful and nearby to main attractions of Salem."
United States
Gregory
The price is ￥29,012
￥36,997 total
includes taxes & fees
Nov 10 - Nov 11
1880 updated Victorian 1st floor, water views
A modern living room with a dark blue wall, a round coffee table, a sofa, and a TV mounted on the wall.

10. 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, (47 reviews)
"Very clean and the location was super convenient to walking around Salem. Host was highly responsive and we enjoyed our trip!"
United States
Charity C.
The price is ￥23,238
￥59,083 total
includes taxes & fees
Nov 16 - Nov 17
1BR on SALEM Common w/ Parking l Walk to Town
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

11. The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.0 out of 10, Very good, (34 reviews)
"Great location, great Apartment"
United States
Carla Patricia
The price is ￥28,444
￥52,677 total
includes taxes & fees
Nov 3 - Nov 4
The Concord Hotel
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

12. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (40 reviews)
"Location was very loud but thank God for earplugs. It was very clean but very old. Very expensive for such a location and room. I always believe in paying for what u get but I paid a lot for 3 nights."
United States
Luda
The price is ￥18,659
￥41,428 total
includes taxes & fees
Nov 1 - Nov 2
The Chester Hotel
A modern living room with a grey sofa, wooden coffee table, and white cabinets.

13. 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, (121 reviews)
"This is a lovely property! Very clean, fully stocked, just what we wanted. Awesome location in the heart of Salem!"
United States
Jennifer M.
The price is ￥39,347
￥74,486 total
includes taxes & fees
Nov 2 - Nov 3
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
A wooden staircase with a handrail and a window with blinds.

14. Charming 2-bedroom house in Salem perfect for your getaway

Charming 2-bedroom house in Salem perfect for your getaway
Salem
The price is ￥37,925
￥63,545 total
includes taxes & fees
Nov 16 - Nov 17
Charming 2-bedroom house in Salem perfect for your getaway
A modern kitchen with stainless steel appliances, light grey cabinets, and a tiled backsplash.

15. Riverview charming apt near beach

Riverview charming apt near beach
Ipswich
9.6 out of 10, Exceptional, (44 reviews)
"Comfortable and clean"
United States
DAVID A.
The price is ￥18,172
￥40,737 total
includes taxes & fees
Nov 1 - Nov 2
Riverview charming apt near beach
An outdoor patio with round tables and chairs, surrounded by green umbrellas.

16. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,323 reviews)
"Property was clean and cozy, convenient to the university and all the restaurants downtown!"
United States
kari
The price is ￥20,909
￥23,356 total
includes taxes & fees
Nov 4 - Nov 5
Crescent Suites Hotel
A covered outdoor deck with a grill, a table with chairs, and an umbrella.

17. 2b apt loft Downtown Ipswich

2b apt loft Downtown Ipswich
Ipswich
9.0 out of 10, Wonderful, (52 reviews)
"Everything was fabulous, but the access via the spiral staircase was a not for someone physically compromised."
United States
Helen M.
The price is ￥22,913
￥41,604 total
includes taxes & fees
Nov 2 - Nov 3
2b apt loft Downtown Ipswich
A modern kitchen with a central island, wooden flooring, and recessed ceiling lights.

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

Park & Play • Walk To Bars • Sleep in Luxury
Salem
10.0 out of 10, Exceptional, (84 reviews)
"Super convenient to downtown and easy to get in and out of. Nicely updated apartment with convenient parking."
United States
Susan F.
The price is ￥37,767
￥78,018 total
includes taxes & fees
Nov 9 - Nov 10
Park & Play • Walk To Bars • Sleep in Luxury
A row of brick buildings with storefronts, including a bakery and a liquor store.

19. 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, (207 reviews)
"Right in the heart of the shopping district, easy walking and central to Fenway/downtown Boston"
United States
Jennifer
The price is ￥20,480
￥38,074 total
includes taxes & fees
Nov 15 - Nov 16
Maverick Suites at 245 Newbury St
A modern living room with a sectional sofa, a wooden coffee table, and a fireplace.

20. Enchanting Hidden Door Escape

Enchanting Hidden Door Escape
Stoneham
9.6 out of 10, Exceptional, (37 reviews)
"Everything was wonderful . The only suggestion would be to have a couple larger pans for cooking "
United States
John D.
The price is ￥35,839
￥96,595 total
includes taxes & fees
Oct 25 - Oct 26
Enchanting Hidden Door Escape
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middleton Hotel Reviews

Hilton Boston Park Plaza

Hilton Boston Park Plaza

8/10 Good
"Great location, great food and drinks"
Lena M 3-night trip
Posted 3 hours ago
Hilton Boston Park Plaza

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:

  • View our selection of featured holiday rentals in Middleton
  • Use the map to find apartments and other holiday homes in the Middleton neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Middleton while they last

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?

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.