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 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Middleton vacation rentals

Rooftop terrace

1. 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, (666 reviews)
"The hotel was beautiful and so unique. Staff was amazing and it was in a great location."
United States
Brittany
The price is ￥75,238
￥86,487 total
includes taxes & fees
Sep 20 - Sep 21
Marriott Vacation Club® at Custom House, Boston
Exterior

2. Broom & Board

Broom & Board
3.5 star property
Salem
8.0 out of 10, Very good, (2 reviews)
"Great stay highly recommended!"
United States
Jamie
The price is ￥77,880
￥161,419 total
includes taxes & fees
Sep 30 - Oct 1
Broom & Board
Apartment (1 Bedroom) | Interior

3. Apt in Historic Lynn Neighborhood: 5 Mi to Salem!

Apt in Historic Lynn Neighborhood: 5 Mi to Salem!
3.0 star property
Lynn
The price is ￥23,270
￥57,794 total
includes taxes & fees
Sep 27 - Sep 28
Apt in Historic Lynn Neighborhood: 5 Mi to Salem!
Classic Apartment, 3rd floor 3 Bedrooms | 1 bedroom, iron/ironing board, cribs (free), rollaway beds (surcharge)

4. Apartments in Salem

Apartments in Salem
3.0 star property
Salem
8.0 out of 10, Very good, (49 reviews)
"Great location and well looked after property. Only criticism I can give would be that the 2 flights of stairs up are fairly narrow and steep making getting a large bag up challenging (we left ours in the car)"
United Kingdom
Paul
The price is ￥43,281
￥71,515 total
includes taxes & fees
Sep 23 - Sep 24
Apartments in Salem
Terrace/patio

5. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,272 reviews)
"Great location, close to restaurants and stores. Beautiful rooms. Close enought to Boston without all the traffic. Close to Mass Pike."
United States
Mark
The price is ￥24,991
￥27,916 total
includes taxes & fees
Sep 17 - Sep 18
Crescent Suites Hotel
Studio | Iron/ironing board, WiFi (free)

6. The Concord Hotel

The Concord Hotel
2.0 star property
South End
7.8 out of 10, Good, (22 reviews)
"Great room! Cool place to stay. We walked everywhere and stuff was close by. Woud stay here again"
United States
Cotie
The price is ￥31,013
￥55,264 total
includes taxes & fees
Sep 20 - Sep 21
The Concord Hotel
Lobby lounge

7. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (742 reviews)
"Great for the price; central to everything"
United States
afshin
The price is ￥45,672
￥71,601 total
includes taxes & fees
Sep 21 - Sep 22
Global Luxury Suites Downtown Boston
Front of property

8. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.5 star property
Beacon Hill
7.8 out of 10, Good, (146 reviews)
"Worth the stay"
Canada
Akansha
The price is ￥29,883
￥48,536 total
includes taxes & fees
Sep 20 - Sep 21
Maverick Suites at 40 Temple St
Exterior

9. 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, (202 reviews)
"Great location, really cool place!"
United States
lane
The price is ￥33,318
￥52,483 total
includes taxes & fees
Sep 20 - Sep 21
Maverick Suites at 245 Newbury St
Lobby

10. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (316 reviews)
"Excellent property upscale amenities full kitchen perfect in every way and my room was only a studio I’ll definitely be back next time to try a larger room just to see what they’re like"
United States
Dirk
The price is ￥24,433
￥44,136 total
includes taxes & fees
Sep 20 - Sep 21
Kasa Boston at Fenway
Luxury Suite 3 | Living area | Smart TV, Netflix, Hulu, streaming services

11. The Monty Boston

The Monty Boston
2.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (40 reviews)
"This place is absolutely stunning I would definitely book again. "
United States
Klaudia
The price is ￥93,357
￥134,063 total
includes taxes & fees
Sep 23 - Sep 24
The Monty Boston
House (SeaCity View) | Exterior

12. Seacity View

Seacity View
2.0 star property
Swampscott
7.0 out of 10, Good, (2 reviews)
"Beautiful house!"
United States
carla n
The price is ￥49,179
￥98,690 total
includes taxes & fees
Sep 30 - Oct 1
Seacity View
Apartment (0 Bedroom) | Interior

13. 1 Mi to Downtown Salem: Studio w/ Fire Pit Access

1 Mi to Downtown Salem: Studio w/ Fire Pit Access
3.0 star property
Salem
9.6 out of 10, Exceptional, (5 reviews)
"Studio was very nicely laid out and the owner of the property was friendly! Area the house was in was quiet but yet still walkable to downtown Salem. Bagel place across the street was amazing as well"
United States
chris
The price is ￥25,286
￥54,741 total
includes taxes & fees
Sep 22 - Sep 23
1 Mi to Downtown Salem: Studio w/ Fire Pit Access
42-inch TV with satellite channels

14. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.6 out of 10, Good, (171 reviews)
"Well located"
United States
Evelyn
The price is ￥22,618
￥40,265 total
includes taxes & fees
Sep 20 - Sep 21
Maverick Suites at 400 Columbus Ave
Premium Apartment | Living area | 24-inch Smart TV with digital channels

15. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (38 reviews)
"It was in a great neighbourhood and beautiful decorated"
United Kingdom
Shanida
The price is ￥30,856
￥55,085 total
includes taxes & fees
Sep 30 - Oct 1
The Chester Hotel
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, (471 reviews)
"Clean, good location, all what I need for short stay"
United States
Julia
The price is ￥20,105
￥32,918 total
includes taxes & fees
Sep 20 - Sep 21
Temple Place Suites
Front of property

17. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (422 reviews)
"Comfortable room, walkable area, beautiful park across the road, and easy to work with."
United States
Amber
The price is ￥27,784
￥47,097 total
includes taxes & fees
Sep 20 - Sep 21
Maverick Suites at 28 Fenway
Premium Studio Suite | Premium bedding, desk, iron/ironing board, WiFi (free)

18. Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (236 reviews)
"Great location if you go to the BCH"
Mexico
Ana
The price is ￥34,594
￥66,515 total
includes taxes & fees
Sep 20 - Sep 21
Charlesgate Suites
Suite (Luxury 1BR w/ King Bed & City Views) | Egyptian cotton sheets, premium bedding, down comforters

19. Symple Live

Symple Live
4.5 star property
Fenway–Kenmore
9.0 out of 10, Wonderful, (22 reviews)
"Great location, close to the T line, grocery store nearby. Clean, quiet and very comfortable accommodations, especially the best bed I’ve slept in at a rental location. Had everything we needed, looking forward to coming back!"
United States
Lori
The price is ￥48,280
￥72,342 total
includes taxes & fees
Sep 19 - Sep 20
Symple Live
Deluxe Double Room, Shared Bathroom | Iron/ironing board, WiFi (free), bed sheets

20. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (343 reviews)
"Location is great"
United States
Eria
The price is ￥19,546
￥30,495 total
includes taxes & fees
Sep 20 - Sep 21
Premier Suites - Bay Village
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

Harborside Inn Of Boston

Harborside Inn Of Boston

10/10 Excellent
"Great stay fantastic location."
Lydia 2-night trip
Posted less than an hour ago
Harborside Inn Of Boston

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:

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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.