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

Middleton Vacation Rentals

Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

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.
$198 nightly
The price is $221
Aug 31 - Sep 1
Total with taxes and fees
5 Mi to Salem: Furnished Patio at Danvers Studio!
TV

2. 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.
$226 nightly
The price is $229
Aug 20 - Aug 21
Total with taxes and fees
Central Salem Retreat 2bd W/ parking
Interior

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, (19 reviews)
"Easy, clean and a comfortable stay"
United States
Justin P.
$212 nightly
The price is $232
Aug 24 - Aug 25
Total with taxes and fees
Enjoyable 2-bedroom lower level apartment in charming Lynn
1 bedroom, travel crib, WiFi (free), bed sheets

4. 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.
$276 nightly
The price is $308
Aug 24 - Aug 25
Total with taxes and fees
Re-listed: Adorable Condo Beverly - Salem - Halloween
Smart TV

5. 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.
$301 nightly
The price is $336
Aug 19 - Aug 20
Total with taxes and fees
Hocus Pocus Season is here! Don’t miss it!
Interior

6. Salem Haunted Happenings Retreat

Salem Haunted Happenings Retreat
Salem
9.6 out of 10, Exceptional, (31 reviews)
"Great place!"
United States
Jeffrey
$276 nightly
The price is $280
Aug 23 - Aug 24
Total with taxes and fees
Salem Haunted Happenings Retreat
1 bedroom, desk, iron/ironing board, WiFi (free)

7. 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)
"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.
$289 nightly
The price is $323
Aug 19 - Aug 20
Total with taxes and fees
1BR on Salem Common l Steps to Witch Museum l Fenced in Yard + Parking
Interior

8. 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.
$400 nightly
The price is $447
Aug 23 - Aug 24
Total with taxes and fees
Luxury and Modern Apt near Mall/ Hospital
Coffee/tea maker, fridge, microwave, oven

9. 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.
$277 nightly
The price is $309
Aug 20 - Aug 21
Total with taxes and fees
Moody Salem Home Away From Home
Interior

10. 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
$206 nightly
The price is $230
Aug 31 - Sep 1
Total with taxes and fees
1880 updated Victorian 1st floor, water views
Marina

11. ♥ 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
$263 nightly
The price is $294
Sep 1 - Sep 2
Total with taxes and fees
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
Coffee/tea maker, fridge, microwave, oven

12. NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH

NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH
Ipswich
9.8 out of 10, Exceptional, (29 reviews)
"Conveniently located for our stay. Immaculate and well appointed studio. We would come again."
United States
eric
$217 nightly
The price is $238
Aug 24 - Aug 25
Total with taxes and fees
NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH
Coffee/tea maker, fridge, microwave, oven

13. 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.
$370 nightly
The price is $413
Sep 1 - Sep 2
Total with taxes and fees
2BR Historic Marblehead Home+Minutes to Beach
Premium Apartment | Living area | 24-inch Smart TV with digital channels

14. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (37 reviews)
"It was in a great neighbourhood and beautiful decorated"
United Kingdom
Shanida
$274 nightly
The price is $315
Aug 19 - Aug 20
Total with taxes and fees
The Chester Hotel
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, (89 reviews)
"Great place to stay and ver clean!"
United States
Sharon A.
$195 nightly
The price is $218
Aug 24 - Aug 25
Total with taxes and fees
Lovely two bedrooms in the great historic town
1 Queen Bed with Sofa Bed (6th Floor - Elevator stops on 5th then stairs up) | Desk, iron/ironing board, WiFi (free), bed sheets

16. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (442 reviews)
"Great location so close to everything"
United States
Hunter
$172 nightly
The price is $198
Aug 28 - Aug 29
Total with taxes and fees
Temple Place Suites
Outdoor dining

17. 2b apt loft Downtown Ipswich

2b apt loft Downtown Ipswich
Ipswich
9.0 out of 10, Wonderful, (50 reviews)
"Great experience! Even got upgraded to another suite since there was an issue in the one I booked. Great place to stay! I’d recommend to a friend and/or come back if needed."
United States
Jessica B.
$251 nightly
The price is $275
Sep 16 - Sep 17
Total with taxes and fees
2b apt loft Downtown Ipswich
Exterior

18. 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, (59 reviews)
"Beautiful 2 bedroom, close to everything , host was wonderful, we will be back. "
United States
Charlene
$350 nightly
The price is $391
Aug 19 - Aug 20
Total with taxes and fees
Cozy Salem Getaway. Historic Home Near All the Sights
Exterior

19. Walk everywhere - Seaport, North End, Beacon Hill. Steps from MBTA public transit. Keyless Entry!

Walk everywhere - Seaport, North End, Beacon Hill. Steps from MBTA public transit. Keyless Entry!
Downtown Boston
9.0 out of 10, Wonderful, (2 reviews)
"Host was very communicative. The apartment was very clean and spacious and the location was fantastic! A lot of things in walking distance and train stop nearby for getting to other parts of the city was convenient. I would highly recommend this host and their space! Thank you for your hospitality! Would love to come back."
United States
Rachael M.
$243 nightly
The price is $314
Aug 20 - Aug 21
Total with taxes and fees
Walk everywhere - Seaport, North End, Beacon Hill. Steps from MBTA public transit. Keyless Entry!
Front of property

20. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.8 out of 10, Good, (142 reviews)
"Worth the stay"
Canada
Akansha
$236 nightly
The price is $271
Aug 19 - Aug 20
Total with taxes and fees
Maverick Suites at 40 Temple St
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

Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

10/10 Excellent
"nice place to stay"
charlene 5-night trip
Posted less than an hour ago
Hyatt Regency Boston/Cambridge

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 $178 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.

Explore a world of travel with Expedia

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?

Peaceful centrally located home: w/ yard & walking distance to town: You might want to consider this vacation home rental near Middleton, which offers a garden, 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.