Holiday Rentals in Middleton

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Our top choices for Middleton holiday rentals

Furnished Apartment near BMC

Furnished Apartment near BMC
3.0 star property
South End
6.0 out of 10, (1 review)
The price is €299
includes taxes & fees
8 Apr - 9 Apr
Furnished Apartment near BMC

Free Parking at 1 Bed Basement Apt, Near BU & MIT

Free Parking at 1 Bed Basement Apt, Near BU & MIT
Fenway–Kenmore
8.0 out of 10, Very good, (11 reviews)
"Amazing location for the price. Check-in was super easy with clear instructions. Free parking was such a great perk for Boston. As for the house, despite a few visual damages (and 2 lightbulbs for the lamps not working), there was not much to complain about. Would recommend "
United States
Mai
The price is €188
includes taxes & fees
12 Apr - 13 Apr
Free Parking at 1 Bed Basement Apt, Near BU & MIT

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (29 reviews)
"This was a perfect stay. Exactly how described. Highly recommend. "
United States
Yanmarie
The price is €287
includes taxes & fees
8 Apr - 9 Apr
The Chester Hotel

Blissful South End Studio

Blissful South End Studio
Back Bay
10.0 out of 10, Exceptional, (1 review)
"Great place on a quiet street convenient to everything!"
United States
Penelope D.
The price is €246
includes taxes & fees
21 Apr - 22 Apr
Blissful South End Studio

Studio Awaits Your Next Stay!

Studio Awaits Your Next Stay!
Bay Village
9.2 out of 10, Wonderful, (5 reviews)
"Would stay again"
United States
mark p.
The price is €237
includes taxes & fees
8 Apr - 9 Apr
Studio Awaits Your Next Stay!

Prime Central 1brm in North End Boston

Prime Central 1brm in North End Boston
North End
9.6 out of 10, Exceptional, (25 reviews)
"Location was ideal and property was well-kept and organized. Definitely would recommend for future visits."
United States
Taye A.
The price is €416
includes taxes & fees
21 Apr - 22 Apr
Prime Central 1brm in North End Boston

Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (348 reviews)
"Wonderful stay, convenient location "
United States
Junhu
The price is €175
includes taxes & fees
11 Apr - 12 Apr
Temple Place Suites

Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly

Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly
Wilmington
The price is €537
includes taxes & fees
8 Apr - 9 Apr
Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly

Furnished Apts near Harvard Stadium

Furnished Apts near Harvard Stadium
2.0 star property
Allston
9.8 out of 10, Exceptional, (7 reviews)
"The apartment was clean and nicely furnished. It had everything we needed. It was in a nice area, easy to get to food including grocery. Will definitely stay again. "
United States
Charonda
The price is €232
includes taxes & fees
8 Apr - 9 Apr
Furnished Apts near Harvard Stadium

Gorgeous Beacon Hills Studio next to State house

Gorgeous Beacon Hills Studio next to State house
Beacon Hill
9.8 out of 10, Exceptional, (33 reviews)
"We had a great stay and host was welcoming and responsive. Thanks!"
United States
Eric M.
Gorgeous Beacon Hills Studio next to State house

Luxury 1900's romantic retreat steps from the beach - King Suite!

Luxury 1900's romantic retreat steps from the beach - King Suite!
Gloucester
9.8 out of 10, Exceptional, (50 reviews)
"We enjoyed every bit of our stay."
United States
Kathy B.
The price is €297
includes taxes & fees
18 Apr - 19 Apr
Luxury 1900's romantic retreat steps from the beach - King Suite!

3BR3Bth Entire House/Steps to Downtown & TD Garden

3BR3Bth Entire House/Steps to Downtown & TD Garden
North End
10.0 out of 10, Exceptional, (8 reviews)
"This place is so cool! Was incredibly clean, updated and offered all the amenities you need for a weekend get away. The location is wonderful as well with lots of markets, bakeries and restaurants all within walking distance. This is a must stay! "
United States
mary j.
The price is €424
includes taxes & fees
9 Apr - 10 Apr
3BR3Bth Entire House/Steps to Downtown & TD Garden

On River/Harvard Sq. two blocks

On River/Harvard Sq. two blocks
West Cambridge
8.0 out of 10, Very good, (37 reviews)
"Great stay!"
United States
Ryan K.
The price is €268
includes taxes & fees
8 Apr - 9 Apr
On River/Harvard Sq. two blocks

Artful Escape • Minutes to Salem, Beach and Train to Boston • Private Parking

Artful Escape • Minutes to Salem, Beach and Train to Boston • Private Parking
Beverly
9.0 out of 10, Wonderful, (22 reviews)
"Cheerful decor, well-equipped kitchen, and clean. Good location in walking distance to restaurants. However, there was a musty smell throughout the building and rooms. "
United States
Julia
Artful Escape • Minutes to Salem, Beach and Train to Boston • Private Parking

Beach Life Bliss - steps to the beach

Beach Life Bliss - steps to the beach
Gloucester
9.8 out of 10, Exceptional, (43 reviews)
"Cozy accommodation..comfortable beds, numerous tvs, lots of extras"
United States
Jo-Ann P.
Beach Life Bliss - steps to the beach

The Duval House

The Duval House
Downtown Gloucester
9.6 out of 10, Exceptional, (17 reviews)
"We moved our time at Daryl’s rental. Perfect location as we were visiting for a family wedding. He was great and the apartment was really cute and well stocked :)"
United States
Michelle R.
The price is €344
includes taxes & fees
12 Apr - 13 Apr
The Duval House

Riverview charming apt near beach

Riverview charming apt near beach
Ipswich
9.8 out of 10, Exceptional, (33 reviews)
"Lovely place- close to town and had amazing views of the river."
United States
Stacia S.
The price is €219
includes taxes & fees
12 Apr - 13 Apr
Riverview charming apt near beach

Primo North End Studio

Primo North End Studio
North End
9.2 out of 10, Wonderful, (13 reviews)
"Great place, amazing location!"
United States
Christopher W.
The price is €347
includes taxes & fees
7 May - 8 May
Primo North End Studio

Bee-Themed Stay Near Boston – A Sweet and Unique Getaway

Bee-Themed Stay Near Boston – A Sweet and Unique Getaway
Billerica
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful place that made our vacation even better. There were so many hidden gems and the amenities were abundant. "
United States
Elizabeth
Bee-Themed Stay Near Boston – A Sweet and Unique Getaway

Harbor Retreat ★ Ocean View ★ Heart of Downtown ★

Harbor Retreat ★ Ocean View ★ Heart of Downtown ★
Rockport
10.0 out of 10, Exceptional, (31 reviews)
"This is a really beautiful property that's great for a weekend getaway in an incredible little town!"
United States
Travis G.
The price is €225
includes taxes & fees
8 Apr - 9 Apr
Harbor Retreat ★ Ocean View ★ Heart of Downtown ★
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

Find out more about Middleton

Everything you need to know about Middleton holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Middleton holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Middleton holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middleton holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middleton holiday rentals we have selected for you start as low as €138 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middleton rentals

At Expedia, we put the best Middleton holiday 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 holiday.

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. 

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 are some of the best holiday rentals that Middleton has to offer?

Spacious, New Renovation | Near T: This holiday home rental outside of Middleton is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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.