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

Middleton Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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
$198 nightly
The price is $221
Nov 1 - Nov 2
Total with taxes and fees
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.
$429 nightly
The price is $479
Nov 4 - Nov 5
Total with taxes and fees
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, (25 reviews)
"Great location Lots of walking to good food and a few great vintage and thrift stores"
United States
Christine L.
$256 nightly
The price is $286
Nov 9 - Nov 10
Total with taxes and fees
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, (83 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
$336 nightly
The price is $375
Nov 9 - Nov 10
Total with taxes and fees
♥ 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, (31 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
$223 nightly
The price is $245
Nov 2 - Nov 3
Total with taxes and fees
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.
$430 nightly
The price is $480
Nov 2 - Nov 3
Total with taxes and fees
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, (35 reviews)
"Nice and clean. Close enough to walk to things in town."
United States
Pastor Chris
$212 nightly
The price is $233
Nov 1 - Nov 2
Total with taxes and fees
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, (65 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
$380 nightly
The price is $424
Nov 16 - Nov 17
Total with taxes and fees
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, (49 reviews)
"We had a great stay! Place was beautiful and nearby to main attractions of Salem."
United States
Gregory
$211 nightly
The price is $235
Nov 10 - Nov 11
Total with taxes and fees
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
10.0 out of 10, Exceptional, (45 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.
$428 nightly
The price is $478
Nov 10 - Nov 11
Total with taxes and fees
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
$283 nightly
The price is $325
Nov 2 - Nov 3
Total with taxes and fees
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)
$254 nightly
The price is $292
Nov 1 - Nov 2
Total with taxes and fees
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.
$422 nightly
The price is $471
Nov 2 - Nov 3
Total with taxes and fees
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
$360 nightly
The price is $402
Nov 9 - Nov 10
Total with taxes and fees
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.
$235 nightly
The price is $258
Nov 1 - Nov 2
Total with taxes and fees
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, (1,314 reviews)
"Property was clean and cozy, convenient to the university and all the restaurants downtown!"
United States
kari
$139 nightly
The price is $155
Nov 2 - Nov 3
Total with taxes and fees
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.
$240 nightly
The price is $263
Nov 2 - Nov 3
Total with taxes and fees
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.
$442 nightly
The price is $494
Nov 9 - Nov 10
Total with taxes and fees
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
$232 nightly
The price is $267
Nov 11 - Nov 12
Total with taxes and fees
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, (36 reviews)
"Everything was wonderful . The only suggestion would be to have a couple larger pans for cooking "
United States
John D.
$567 nightly
The price is $608
Oct 18 - Oct 19
Total with taxes and fees
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

Arcadian Hotel

Arcadian Hotel

8/10 Good
"Broken elevator made us carry bags down six flights to check out."
Steve 1-night trip
Posted 2 hours ago
Arcadian Hotel

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 $155 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?

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.