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
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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, (29 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 hallway with brick walls and a polished floor, leading to a door.

2. 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, (28 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
$187 nightly
The price is $205
Oct 29 - Oct 30
Total with taxes and fees
Enjoyable 2-bedroom lower level apartment in charming Lynn
A modern kitchen with white cabinets, a central island, and a dining area with a glass table and black chairs.

3. Luxury and Modern Apt near Mall/ Hospital

Luxury and Modern Apt near Mall/ Hospital
Danvers
10.0 out of 10, Exceptional, (66 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.
$600 nightly
The price is $670
Oct 19 - Oct 20
Total with taxes and fees
Luxury and Modern Apt near Mall/ Hospital
A modern living room with a sofa, a coffee table, and a TV on a stand. There is a kitchen in the background with a fridge and a microwave.

4. 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, (7 reviews)
"Great little spot if you need to stay close to downtown Salem. Would recommend!"
United States
Corey W.
$402 nightly
The price is $449
Oct 26 - Oct 27
Total with taxes and fees
Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston
A neatly made bed with a grey headboard, a bedside lamp, and a blue and white patterned rug.

5. 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.
$368 nightly
The price is $411
Oct 26 - Oct 27
Total with taxes and fees
Re-listed: Adorable Condo Beverly - Salem - Halloween
A modern kitchen with stainless steel appliances, white cabinets, and a large window.

6. NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH

NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH
Ipswich
9.8 out of 10, Exceptional, (32 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
An outdoor patio with round tables and chairs, surrounded by green umbrellas.

7. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,297 reviews)
"Property was clean and cozy, convenient to the university and all the restaurants downtown!"
United States
kari
$149 nightly
The price is $166
Oct 30 - Oct 31
Total with taxes and fees
Crescent Suites Hotel
A covered outdoor deck with a grill, a table with chairs, and an umbrella.

8. 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 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".

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

Cozy Salem Getaway. Historic Home Near All the Sights
Salem
9.4 out of 10, Exceptional, (63 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
$503 nightly
The price is $562
Oct 6 - Oct 7
Total with taxes and fees
Cozy Salem Getaway. Historic Home Near All the Sights
A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

10. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.5 star property
Beacon Hill
7.8 out of 10, Good, (150 reviews)
"There only a few things I require from a hotel. Hotel Maverick Suites at 40 are clean, quiet and reasonably priced. I enjoyed my stay there immensely. A bonus was their convenient location."
United States
Jerrold
$226 nightly
The price is $260
Nov 1 - Nov 2
Total with taxes and fees
Maverick Suites at 40 Temple St
A harbor with numerous boats and a prominent building with a clock tower in the background.

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, (81 reviews)
"Great location, clean and comfortable, responsive host. Overall, a terrific stay. "
United States
Tiffany F.
$353 nightly
The price is $394
Nov 2 - Nov 3
Total with taxes and fees
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
A row of brick buildings with storefronts, including a bakery and a liquor store.

12. 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, (206 reviews)
"Right in the heart of the shopping district, easy walking and central to Fenway/downtown Boston"
United States
Jennifer
$246 nightly
The price is $282
Oct 4 - Oct 5
Total with taxes and fees
Maverick Suites at 245 Newbury St
A modern kitchen with stainless steel appliances, light grey cabinets, and a tiled backsplash.

13. Riverview charming apt near beach

Riverview charming apt near beach
Ipswich
9.6 out of 10, Exceptional, (43 reviews)
"Lovely place- close to town and had amazing views of the river."
United States
Stacia S.
$235 nightly
The price is $258
Nov 1 - Nov 2
Total with taxes and fees
Riverview charming apt near beach
A modern living room with a sectional sofa, a wooden coffee table, and a fireplace.

14. Enchanting Hidden Door Escape

Enchanting Hidden Door Escape
Stoneham
9.6 out of 10, Exceptional, (35 reviews)
"Everything was wonderful . The only suggestion would be to have a couple larger pans for cooking "
United States
John D.
$564 nightly
The price is $605
Oct 4 - Oct 5
Total with taxes and fees
Enchanting Hidden Door Escape
A two-story house with a front porch and a garden with purple flowers.

15. ✨Private Studio w/ Loft Center Historic Carlisle✨

✨Private Studio w/ Loft Center Historic Carlisle✨
Carlisle
9.4 out of 10, Exceptional, (36 reviews)
"Wonderful stay"
United States
Brent H.
$159 nightly
The price is $168
Oct 5 - Oct 6
Total with taxes and fees
✨Private Studio w/ Loft Center Historic Carlisle✨
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

16. The Concord Hotel

The Concord Hotel
2.0 star property
South End
7.4 out of 10, Good, (26 reviews)
"Cute space! Wasn’t too difficult navigating Boston from this location."
United States
Rebecca
$322 nightly
The price is $370
Oct 4 - Oct 5
Total with taxes and fees
The Concord Hotel
A residential house with a covered porch, a garage, and a well-maintained garden.

17. Charming 1-bedroom well located Garden Apartment in Historic West Medford

Charming 1-bedroom well located Garden Apartment in Historic West Medford
West Medford
10.0 out of 10, Exceptional, (15 reviews)
"Will not be disappointed!"
United States
Dave O.
$254 nightly
The price is $284
Nov 2 - Nov 3
Total with taxes and fees
Charming 1-bedroom well located Garden Apartment in Historic West Medford
Interior

18. Georgios Hospitality | Proctor's Retreat

Georgios Hospitality | Proctor's Retreat
Salem
10.0 out of 10, Exceptional, (14 reviews)
"Great stay in Salem!"
United States
Ashley
Georgios Hospitality | Proctor's Retreat
A modern kitchen with a large island, a flat-screen TV mounted above the island, and a dining area with a sofa and curtains.

19. 1880 updated Victorian 1st floor, water views

1880 updated Victorian 1st floor, water views
Salem
10.0 out of 10, Exceptional, (45 reviews)
"We had a great stay! Place was beautiful and nearby to main attractions of Salem."
United States
Gregory
$571 nightly
The price is $638
Oct 28 - Oct 29
Total with taxes and fees
1880 updated Victorian 1st floor, water views
A hotel room with a bed, two bedside lamps, a window with blinds, and a framed picture on the wall.

20. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (487 reviews)
"Clean, good location, all what I need for short stay"
United States
Julia
$162 nightly
The price is $186
Nov 2 - Nov 3
Total with taxes and fees
Temple Place Suites
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

Encore Boston Harbor

Encore Boston Harbor

10/10 Excellent
"Clean room Great staff Conversations services"
Michelle 2-night trip
Posted less than an hour ago
Encore Boston Harbor

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 $166 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.