Middleton Holiday Rentals

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Check prices for these dates

Tonight
11 Jul - 12 Jul
Tomorrow
12 Jul - 13 Jul
This weekend
11 Jul - 13 Jul
Next weekend
18 Jul - 20 Jul

Holiday Rentals in Middleton

Tuna Wharf Townhouse has been sold and is no longer available to rent.
Outdoor dining

Tuna Wharf Townhouse has been sold and is no longer available to rent.

10.0 out of 10, Exceptional, (78)
"Place was great, can’t beat the location, and Jonathan is honestly just the best. Top notch host and will definitely be staying at TWT again"
The price is HK$3,140
HK$5,164 total
includes taxes & fees
6 Aug - 7 Aug
Tuna Wharf Townhouse has been sold and is no longer available to rent.
Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!
Beach nearby, sun-loungers

Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!

2.0 star property
10.0 out of 10, Exceptional, (18)
"Easy walk to the beach and town. Great family space. "
The price is HK$2,217
HK$4,616 total
includes taxes & fees
20 Jul - 21 Jul
Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!
Classic New England: Big Family Home; Spas|Garden|FirePit; walk to beach, shops.
Beach nearby

Classic New England: Big Family Home; Spas|Garden|FirePit; walk to beach, shops.

10.0 out of 10, Exceptional, (15)
"We had a great stay. Home was well appointed. Thank you!"
The price is HK$3,532
HK$9,470 total
includes taxes & fees
14 Jul - 15 Jul
Classic New England: Big Family Home; Spas|Garden|FirePit; walk to beach, shops.
Stay at Niles Beach
Fridge, microwave, oven, stovetop

Stay at Niles Beach

10.0 out of 10, Exceptional, (35)
" Allies ,Communication was excellent, house was clean cozy and peaceful, would definitely suggest if in Gloucester area!"
The price is HK$5,456
HK$9,969 total
includes taxes & fees
22 Jul - 23 Jul
Stay at Niles Beach
Oceanside Village Home~Private Fenced Yard~Reserved Parking
Marina

Oceanside Village Home~Private Fenced Yard~Reserved Parking

9.6 out of 10, Exceptional, (9)
"House was nice, with a great back yard. Just a short walk to beautiful rocks overlooking the ocean."
The price is HK$1,228
HK$3,353 total
includes taxes & fees
14 Jul - 15 Jul
Oceanside Village Home~Private Fenced Yard~Reserved Parking
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8
Dining

3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8

10.0 out of 10, Exceptional, (2)
"We stayed at this house for a week. Great location, quiet neighborhood, beds were confortable and communication with the host was great. We would definitely stay here again"
The price is HK$2,877
HK$5,738 total
includes taxes & fees
30 Jul - 31 Jul
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8
❤️ of Cape Ann, - Historic Antique Colonial yet new & modern Close 2 Everything
Beach nearby, sun-loungers, beach towels

❤️ of Cape Ann, - Historic Antique Colonial yet new & modern Close 2 Everything

9.6 out of 10, Exceptional, (26)
"Great stay"
The price is HK$4,223
HK$6,594 total
includes taxes & fees
6 Aug - 7 Aug
❤️ of Cape Ann, - Historic Antique Colonial yet new & modern Close 2 Everything
The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home
View from property

The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home

2.0 star property
9.8 out of 10, Exceptional, (8)
"We had a lovely weekend! The views were beautiful and the location was great for our day trips. We will definitely be looking to rebook! "
The price is HK$3,022
HK$6,199 total
includes taxes & fees
15 Jul - 16 Jul
The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home
NEW 2BR Historic Marblehead Home+Minutes to Beach
Smart TV, fireplace

NEW 2BR Historic Marblehead Home+Minutes to Beach

2.0 star property
10.0 out of 10, Exceptional, (7)
"My family stayed in October for a quick weekend getaway. Great location and easy to get to from Boston. Would definitely book again. "
The price is HK$1,063
HK$3,143 total
includes taxes & fees
13 Jul - 14 Jul
NEW 2BR Historic Marblehead Home+Minutes to Beach
Rockmere Inn
Exterior

Rockmere Inn

3.5 star property
Rockmere Inn
Downtown Marblehead 2brm/1.5bath w/ deck
Private kitchen

Downtown Marblehead 2brm/1.5bath w/ deck

10.0 out of 10, Exceptional, (1)
"The property was large with lots of natural light. Very clean and fully stocked for the stay."
The price is HK$2,159
HK$4,112 total
includes taxes & fees
24 Jul - 25 Jul
Downtown Marblehead 2brm/1.5bath w/ deck
Bright & Stylish 2BD/1BA in Town Center w Parking!
Terrace/patio

Bright & Stylish 2BD/1BA in Town Center w Parking!

10.0 out of 10, Exceptional, (16)
"Definitely will be staying there again!"
The price is HK$2,410
HK$3,078 total
includes taxes & fees
5 Aug - 6 Aug
Bright & Stylish 2BD/1BA in Town Center w Parking!
Prime location in town w parking! Walk to beach, shops & harbor-Sleeps 8
Fridge, microwave, oven, stovetop

Prime location in town w parking! Walk to beach, shops & harbor-Sleeps 8

10.0 out of 10, Exceptional, (14)
"Property as advertised. Great walkable location"
The price is HK$3,886
HK$6,962 total
includes taxes & fees
23 Jul - 24 Jul
Prime location in town w parking! Walk to beach, shops & harbor-Sleeps 8
Best location in Old Town home, 5 minutes to everything, enjoy the difference!
Fridge, microwave, oven, stovetop

Best location in Old Town home, 5 minutes to everything, enjoy the difference!

10.0 out of 10, Exceptional, (3)
"We are long time visitors of Marblehead and this has been one of, if not the best place we’ve stayed so far. The property was well appointed from the kitchen all the way to linens. A great central home that you will love!"
The price is HK$3,870
HK$7,427 total
includes taxes & fees
15 Jul - 16 Jul
Best location in Old Town home, 5 minutes to everything, enjoy the difference!
Authentic Rustic Single Family Home in Old Town
TV, fireplace

Authentic Rustic Single Family Home in Old Town

10.0 out of 10, Exceptional, (53)
"Natasha was excellent host. The house is perfect. Very cozy, clean and loved how it’s decorated. Close to everything. Adorable. "
The price is HK$2,151
HK$3,946 total
includes taxes & fees
13 Jul - 14 Jul
Authentic Rustic Single Family Home in Old Town
Spacious 5-bedroom 5 bath house in charming Marblehead & close to the ocean
Interior

Spacious 5-bedroom 5 bath house in charming Marblehead & close to the ocean

9.8 out of 10, Exceptional, (6)
The price is HK$5,087
HK$6,918 total
includes taxes & fees
27 Jul - 28 Jul
Spacious 5-bedroom 5 bath house in charming Marblehead & close to the ocean
The widow’s walk your very own spa experience
Interior

The widow’s walk your very own spa experience

10.0 out of 10, Exceptional, (14)
"Wife and I had a quick stay and loved Marblehead and the surrounding area. House was big but the lair was perfect little a lot for us. "
The price is HK$2,910
HK$5,370 total
includes taxes & fees
14 Jul - 15 Jul
The widow’s walk your very own spa experience
Entire Lower Level of the House, Across From The Beach
Beach

Entire Lower Level of the House, Across From The Beach

10.0 out of 10, Exceptional, (15)
"Loved getting to visit the beach and the short drive to Salem!"
The price is HK$1,696
HK$2,972 total
includes taxes & fees
20 Jul - 21 Jul
Entire Lower Level of the House, Across From The Beach
Entire 4BR 2 Bath Home l Minutes to Downtown Salem
Property grounds

Entire 4BR 2 Bath Home l Minutes to Downtown Salem

2.0 star property
10.0 out of 10, Exceptional, (4)
"Great property. Can walk to many things and was a great hub to see beautiful Maine Owner was helpful and quick to respond. "
The price is HK$2,382
HK$5,046 total
includes taxes & fees
22 Jul - 23 Jul
Entire 4BR 2 Bath Home l Minutes to Downtown Salem
Beautiful, Cozy Ultra Convenient Salem Home
Fridge, microwave, oven, stovetop

Beautiful, Cozy Ultra Convenient Salem Home

7.6 out of 10, Good, (39)
"This was a nice little house, which appeared larger in size upon arrival. I enjoyed the comfortable bed and the ability to cook incomparison to a hotel room. "
The price is HK$1,696
HK$2,902 total
includes taxes & fees
28 Jul - 29 Jul
Beautiful, Cozy Ultra Convenient Salem Home
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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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?

"Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester: This holiday home rental outside of Middleton offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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 wider area, you’ll find popular places such as TD Garden and Fenway Park.

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.