Holiday Homes in Middleton

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Our top choices for Middleton holiday homes

10.0 out of 10, Exceptional, (4 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 AU$878
includes taxes & fees
20 Jan - 21 Jan
3BR3Bth Entire House/Steps to Downtown & TD Garden
9.8 out of 10, Exceptional, (7 reviews)
"We had a great stay! Perfect location and a great setup for our family. Beautiful outdoor area and we were lucky with the weather! "
United States
Matt T.
The price is AU$541
includes taxes & fees
26 Jan - 27 Jan
The Ladybug • 2BR Cottage Steps 2 Bearskin Neck • 2 Parking Spaces, Patio, Grill

Holiday Home in Gloucester

The Essex of Gloucester
2.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"The host was really accessible and easy to communicate with. We had all the info we needed for an easy check-in. The house was exceptionally clean and quiet. "
United States
Chris K.
The price is AU$254
includes taxes & fees
19 Jan - 20 Jan
The Essex of Gloucester
9.2 out of 10, Wonderful, (51 reviews)
"Very clean, quiet and convenient location! The owners checked in with me through the app to make sure we had everything we needed. I would stay again!"
United States
Rebecca T.
The price is AU$422
includes taxes & fees
20 Jan - 21 Jan
*NEW Spooky Halloween |2BR|Downtown Salem|Parking
9.8 out of 10, Exceptional, (32 reviews)
"Loved the private outdoor patio"
United States
Robin P.
The price is AU$557
includes taxes & fees
29 Jan - 30 Jan
Gorgeous Beacon Hills Studio next to State house
9.4 out of 10, Exceptional, (3 reviews)
"Came for a short stay and had absolutely no complaints. Easy entry, great communication and an amazing home to stay in. Would highly recommend:)"
United States
Fedalis R.
The price is AU$447
includes taxes & fees
19 Jan - 20 Jan
Nothing Fancy Older Pet Friendly Home – near I-95
9.4 out of 10, Exceptional, (33 reviews)
"Wonderful stay"
United States
Brent H.
The price is AU$315
includes taxes & fees
16 Jan - 17 Jan
✨Private Studio w/ Loft Center Historic Carlisle✨
9.4 out of 10, Exceptional, (28 reviews)
"It worked perfect for me and my friends and was a nice distance from the city. Amenities were nice and the whole process was super easy!"
United States
Brendan D.
The price is AU$565
includes taxes & fees
15 Jan - 16 Jan
Stylish Boston-Area Duplex - Free Parking, Yard, Comfortable Stay
9.6 out of 10, Exceptional, (8 reviews)
"Very nice house check in was easy there was parking and the beds were comfortable. Shower with great water pressure and a well stocked kitchen for making and eating food! "
United States
Ronan B.
The price is AU$709
includes taxes & fees
18 Jan - 19 Jan
Cozy Large House close to TUFTS/Harvard/MIT 4BR
2.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful house, lots of places and nooks to sit and enjoy. Great ammenities, very cozy, well stocked. A short walk to the beach to enjoy sunrises..A short walk to city center, friendly people, great art scene. We loved our stay and would love to come again."
United States
gila
The price is AU$701
includes taxes & fees
15 Jan - 16 Jan
Home w/firepit l Walk to Bearskin Neck+Beach
10.0 out of 10, Exceptional, (14 reviews)
"Perfect spot for beach, restaurants and Newbury port See you next summer!"
United States
Sebastien L.
The price is AU$804
includes taxes & fees
9 Feb - 10 Feb
The Nest | High-End Kitchen | Steps to Beach | A/C
8.4 out of 10, Very good, (6 reviews)
"We loved everything about this place. Walk to the Beach, the sunset Bar and close to Newburyport. The house was perfectly decorated and has a nice little yard and outdoor shower."
United States
Timothy N.
The price is AU$617
includes taxes & fees
22 Jan - 23 Jan
Riverside Retreat • Laundry • Work-Friendly
10.0 out of 10, Exceptional, (2 reviews)
"Great stay and host was very responsive to any questions. "
United States
Matt R.
The price is AU$510
includes taxes & fees
20 Jan - 21 Jan
LUXE 4BDR/2BA Near Boston- T-Station & Encore Casino
2.0 star property
10.0 out of 10, Exceptional, (18 reviews)
"The house was clean and close to everything!!"
United States
Stephanie D.
The price is AU$581
includes taxes & fees
15 Jan - 16 Jan
Entire 4BR 2 Bath Home l Minutes to Downtown Salem
9.8 out of 10, Exceptional, (9 reviews)
"This is a very nice property and host, in a perfect location to the water and downtown restaurants and shops. Highly recommend staying here!!"
United States
Gail C.
The price is AU$727
includes taxes & fees
2 Feb - 3 Feb
Circa 1789 • Historic South End Home • Back Patio
9.6 out of 10, Exceptional, (15 reviews)
"Perfect location on Marblehead Neck with stunning views of the harbor. The house was just right for a family of 5 adults. We would come back and would recommend this lovely house to anyone. "
United States
Debbie B.
The price is AU$803
includes taxes & fees
15 Jan - 16 Jan
The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home
10.0 out of 10, Exceptional, (6 reviews)
"Great neighborhood! House is beautiful and alot bigger then expected! If we ever get back to the area, this would be my first pick to stay. "
United States
Danielle s.
The price is AU$555
includes taxes & fees
20 Jan - 21 Jan
2 bedroom's 1 bathroom 10 min-Airport/Downtown Boston 7 min-Encore Casino
9.8 out of 10, Exceptional, (25 reviews)
"Wonderful place! Diana was a wonderful host and provided everything we needed for a cozy stay on our girls trip!"
United States
Dana F.
The price is AU$523
includes taxes & fees
20 Jan - 21 Jan
Entire Lower Level of the House, Across From The Beach
9.0 out of 10, Wonderful, (22 reviews)
"This was the best vacation, the owner was available to talk anytime to make my stay pleasant."
United States
ADEWALE A.
The price is AU$660
includes taxes & fees
20 Jan - 21 Jan
Centrally located in the heart of Boston near T
9.6 out of 10, Exceptional, (5 reviews)
"Great house, great location, made for a perfect vacation. Kerin was quick to respond to any of our questions, making check-in super easy. The house is just the right mix of Rockport history and modern amenities, beautifully decorated yet casual and comfortable for a family with two energetic kids. The location was just right as well; a quick walk to the beach, shops and restaurants, while tucked away on a quiet neighborhood street. We felt like locals for the week, popping over to Bearskin Neck...
United States
Christian S.
The price is AU$896
includes taxes & fees
15 Jan - 16 Jan
Historic Renovation, Walk to Front Beach and Shopping
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

Middleton Holiday Homes information

Number of reviews
272
Accommodation
730 Holiday Homes
Lowest Price
AU$315
Highest Price
AU$878

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