Middleton Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
31 Dec - 1 Jan
Tomorrow
1 Jan - 2 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Middleton holiday rentals

42-inch TV with satellite channels
Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.2 out of 10, Good, (134)
"Good location, compact room with everything you need. Very convenient self-service token-operated washing machine and dryer. Worth the price. No elevators, and bed is a bit small."
United Kingdom
Fanny Pei Yee
Maverick Suites at 400 Columbus Ave
Front of property
Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.6 out of 10, Good, (102)
"Great place to stay, in such a good location with everything you need nearby. Definitely recommend 😌"
United Kingdom
Jordan Elizabeth Marie
Maverick Suites at 40 Temple St
Lobby lounge
Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (637)
"Very clean, beautiful place. I would stay there again."
Canada
Liam
Global Luxury Suites Downtown Boston
Desk, laptop workspace, free WiFi, bed sheets
Bay Village Suites

Bay Village Suites

Bay Village Suites
2.0 star property
Bay Village
6.6 out of 10, (252)
"Great location nice neighborhood "
United States
Jose
Bay Village Suites
Exterior
Maverick Suites at 245 Newbury St

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, (155)
"Room was clean and a good size. Location was perfect - walking distance to where I needed to be. "
United States
Steven
Maverick Suites at 245 Newbury St
Iron/ironing board, free WiFi, bed sheets
Premier Suites - Bay Village

Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (252)
"Clean room, good location, check in check out easily!"
United States
HIEN T
Premier Suites - Bay Village
Desk, iron/ironing board, free WiFi, bed sheets
Temple Place Suites

Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.0 out of 10, Good, (328)
"Pretty clean room, good location, resonable price."
Canada
Beiyu
The price is S$214
includes taxes & fees
2 Jan - 3 Jan, 2026
Temple Place Suites
Individually furnished, iron/ironing board, free WiFi, bed sheets
Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (331)
"Good place"
United States
Elijah
The price is S$265
includes taxes & fees
5 Jan - 6 Jan, 2026
Maverick Suites at 28 Fenway
Private kitchen
Maverick Suites at 402 Columbus Ave

Maverick Suites at 402 Columbus Ave

Maverick Suites at 402 Columbus Ave
2.5 star property
South End
7.8 out of 10, Good, (68)
"Loved how cozy and clean it was. Location was great, near many points of interest. Parking at an extra fee, but plenty of street parking in the area. "
United States
Isaiah Joel Santa
Maverick Suites at 402 Columbus Ave
Premium bedding, desk, iron/ironing board, free WiFi
Charlesgate Suites

Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (201)
"New spot for us in South Bay. Convenient and easy with easy walk to Commonwealth and restaurants of Newbury"
United States
Brian
The price is S$446
includes taxes & fees
2 Jan - 3 Jan, 2026
Charlesgate Suites
Full-sized fridge, microwave, oven, stovetop
Long Beach Suites

Long Beach Suites

Long Beach Suites
2.0 star property
East Gloucester
9.2 out of 10, Wonderful, (60)
"Beautiful clean and spacious condo right near long beach in Gloucester. The property management company is friendly and is very responsive. The room I had was newly renovated. It had 2 big smart tvs and a fully stocked kitchen. The keypad door lock is nice as well. I'd definitely stay here again the next time I'm in Gloucester. There's plenty of restaurants and even a shaws right up the road. George's is a great restaurant/cafe up the street with great service and food."
United States
Alexander
Long Beach Suites
Interior entrance
Maverick Suites at 89 Marion

Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner South Side
8.2 out of 10, Very good, (270)
"Had an amazing time. Loved the property and it's location in proximity to entertainment, transportation, dining and scenic entertainment. "
United States
Nicole
Maverick Suites at 89 Marion
1 bedroom, desk, laptop workspace, free WiFi
Furnished Apartments near Encore Boston

Furnished Apartments near Encore Boston

Furnished Apartments near Encore Boston
2.5 star property
Everett
8.4 out of 10, Very good, (8)
"Great place. Very clean. Great communication."
United States
Michele
The price is S$388
includes taxes & fees
1 Jan - 2 Jan, 2026
Furnished Apartments near Encore Boston
Private kitchen
Apartments in Salem

Apartments in Salem

Apartments in Salem
3.0 star property
Salem
8.0 out of 10, Very good, (48)
"Property was fine. It is well located to see the sites in Salem. Only negative was that the neighbors were a bit loud at night. "
United States
Wes
Apartments in Salem
Property grounds
Crescent Suites Hotel

Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1145)
"Lovely, quiet place."
United States
Fatu
Crescent Suites Hotel
Egyptian cotton sheets, premium bedding, memory-foam beds
The Chester Hotel

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.6 out of 10, Excellent, (28)
"Had a great stay. Super convenient to Northeastern and shopping/restaurants. "
United States
kelly
The price is S$438
includes taxes & fees
1 Jan - 2 Jan, 2026
The Chester Hotel
Interior
1 Mi to Downtown: Salem Vacation Rental!

1 Mi to Downtown: Salem Vacation Rental!

1 Mi to Downtown: Salem Vacation Rental!
3.0 star property
Salem
10.0 out of 10, Exceptional, (2)
"Great overall stay! "
United States
Tessa
The price is S$424
includes taxes & fees
1 Jan - 2 Jan, 2026
1 Mi to Downtown: Salem Vacation Rental!
Rooftop terrace
Global Luxury Suites East Boston

Global Luxury Suites East Boston

Global Luxury Suites East Boston
4.0 star property
East Boston
7.0 out of 10, Good, (178)
"The place was very nice and nicely equipped, but a little difficult to locate."
United States
William
Global Luxury Suites East Boston
Living area
The Monty Boston

The Monty Boston

The Monty Boston
2.5 star property
Downtown Boston
9.4 out of 10, Exceptional, (30)
"Amazing property, would stay again."
United States
Doug
The price is S$827
includes taxes & fees
7 Jan - 8 Jan, 2026
The Monty Boston
2 bedrooms, desk
Coastal Charm Lobster Ch Teau

Coastal Charm Lobster Ch Teau

Coastal Charm Lobster Ch Teau
2.0 star property
Swampscott
The price is S$961
includes taxes & fees
6 Jan - 7 Jan, 2026
Coastal Charm Lobster Ch Teau
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

Encore Boston Harbor

Encore Boston Harbor

10/10 Excellent
"Easy check in process, very clean!"
Mallory 1-night trip
Posted 2 days ago
Encore Boston Harbor

Frequently asked questions

Can I find a holiday rental in Middleton?

Yes, there are holiday rentals in Middleton close to Water Park of New England, or you can select a more secluded option if you're looking for a relaxing 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’s there to see and do in Middleton?

Boxford State Forest and Ipswich River are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Water Park of New England. In the wider area, you’ll find popular places such as Fenway Park and Encore Boston Harbor.

What’s a holiday rental in Middleton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middleton. Holiday rentals provide amenities like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a family trip.