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 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

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.
$197 nightly
The price is $220
Aug 31 - Sep 1
Total with taxes and fees
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, (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
Sep 14 - Sep 15
Total with taxes and fees
Luxury and Modern Apt near Mall/ Hospital
Rooftop terrace

3. Marriott Vacation Club® at Custom House, Boston

Marriott Vacation Club® at Custom House, Boston
3.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (661 reviews)
"The hotel was beautiful and so unique. Staff was amazing and it was in a great location."
United States
Brittany
$280 nightly
The price is $321
Sep 6 - Sep 7
Total with taxes and fees
Marriott Vacation Club® at Custom House, Boston
Deluxe Double Room, Shared Bathroom | Iron/ironing board, WiFi (free), bed sheets

4. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (332 reviews)
"Lovely apartment and great stay. Location is very good with lots to do around"
United States
Obianuju
$154 nightly
The price is $177
Sep 1 - Sep 2
Total with taxes and fees
Premier Suites - Bay Village
Exterior

5. 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
$424 nightly
The price is $473
Aug 31 - Sep 1
Total with taxes and fees
Cozy Salem Getaway. Historic Home Near All the Sights
Interior

6. 1880 updated Victorian 1st floor, water views

1880 updated Victorian 1st floor, water views
Salem
10.0 out of 10, Exceptional, (32 reviews)
"We had a great stay! Place was beautiful and nearby to main attractions of Salem."
United States
Gregory
$238 nightly
The price is $266
Aug 31 - Sep 1
Total with taxes and fees
1880 updated Victorian 1st floor, water views
Terrace/patio

7. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,259 reviews)
"The hotel was conveniently located with lots of good dining options nearby. The room was very clean, quiet and comfortable ."
United States
CHRISTINE
$145 nightly
The price is $162
Sep 28 - Sep 29
Total with taxes and fees
Crescent Suites Hotel
1 Queen Bed with Sofa Bed (6th Floor - Elevator stops on 5th then stairs up) | Desk, iron/ironing board, WiFi (free), bed sheets

8. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (452 reviews)
"Great location so close to everything"
United States
Hunter
$151 nightly
The price is $174
Aug 31 - Sep 1
Total with taxes and fees
Temple Place Suites
Beach

9. 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.
$179 nightly
The price is $199
Aug 30 - Aug 31
Total with taxes and fees
Lovely two bedrooms in the great historic town
Smart TV, books

10. 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, (6 reviews)
"Great little spot if you need to stay close to downtown Salem. Would recommend!"
United States
Corey W.
$288 nightly
The price is $322
Aug 30 - Aug 31
Total with taxes and fees
Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston
Lobby

11. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (309 reviews)
"The place was exactly as described, very comfortable and we had everything we needed for a relaxing stay. We especially appreciated the stocked kitchen essential pantry items!"
United States
KATERINA
$296 nightly
The price is $340
Sep 7 - Sep 8
Total with taxes and fees
Kasa Boston at Fenway
Interior

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

Park & Play • Walk To Bars • Sleep in Luxury
Salem
10.0 out of 10, Exceptional, (81 reviews)
"Tristan was great to work with and very responsive to any questions I had before and during my stay. Highly recommend this location and host!"
United States
Amanda C.
$547 nightly
The price is $611
Aug 31 - Sep 1
Total with taxes and fees
Park & Play • Walk To Bars • Sleep in Luxury
Interior

13. Salem Haunted Happenings Retreat

Salem Haunted Happenings Retreat
Salem
9.6 out of 10, Exceptional, (32 reviews)
"Great place!"
United States
Jeffrey
$301 nightly
The price is $305
Sep 8 - Sep 9
Total with taxes and fees
Salem Haunted Happenings Retreat
1 bedroom, desk, iron/ironing board, WiFi (free)

14. 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, (40 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.
$485 nightly
The price is $542
Sep 6 - Sep 7
Total with taxes and fees
1BR on Salem Common l Steps to Witch Museum l Fenced in Yard + Parking
Interior

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

Enjoyable 2-bedroom lower level apartment in charming Lynn
Lynn
8.8 out of 10, Excellent, (20 reviews)
"Easy, clean and a comfortable stay"
United States
Justin P.
$208 nightly
The price is $228
Sep 1 - Sep 2
Total with taxes and fees
Enjoyable 2-bedroom lower level apartment in charming Lynn
Interior

16. Near Boston Historic two-bedroom with Modern Amenities

Near Boston Historic two-bedroom with Modern Amenities
Malden
10.0 out of 10, Exceptional, (320 reviews)
"Place was spotless and had everything you needed for a great stay."
United States
Jenn K.
$319 nightly
The price is $356
Sep 2 - Sep 3
Total with taxes and fees
Near Boston Historic two-bedroom with Modern Amenities
TV

17. 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
$479 nightly
The price is $535
Sep 23 - Sep 24
Total with taxes and fees
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
1 bedroom, travel crib, WiFi (free), bed sheets

18. 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.
$333 nightly
The price is $372
Sep 7 - Sep 8
Total with taxes and fees
Re-listed: Adorable Condo Beverly - Salem - Halloween
Smart TV

19. 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, (18 reviews)
"Great location and ver comfortable stay."
United States
Michael C.
$372 nightly
The price is $416
Sep 7 - Sep 8
Total with taxes and fees
Hocus Pocus Season is here! Don’t miss it!
Smart TV, books

20. Bright 2BR by Boston Waterfront

Bright 2BR by Boston Waterfront
East Boston
9.6 out of 10, Exceptional, (40 reviews)
"7 min from the airport, seamless check in and entry and a spotless, welcoming place- with coffee! Great rental- perfect if you’re coming/going from Logan"
United States
Bridget
$335 nightly
The price is $385
Sep 8 - Sep 9
Total with taxes and fees
Bright 2BR by Boston Waterfront
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

The Midtown Hotel MOD Collection by Sonesta

The Midtown Hotel MOD Collection by Sonesta

10/10 Excellent
"Smooth early check in. Nice property! Close to Fenway and other wonderful places."
Carroll 3-night trip
Posted less than an hour ago
The Midtown Hotel MOD Collection by Sonesta

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 $162 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.