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Compare 62 Cottages in Middleton with updated reviews, rates, and availability.

Cottage with Direct Water Access!
10.0 out of 10, Exceptional, (107)
"Perfect little cottage for my husband and I and our two dogs. Lots of day trips to see the sites and walk the dogs. Denise is a great host and easy to communicate with. Loved our stay, would definitely recommend!"
Cottage with Direct Water Access!
Cozy oceanfront home with unique architecture
7.6 out of 10, Good, (36)
"There's no other residence in sight from this lovely, quiet, waterfront setting just a mile from town. The house is vintage in all ways (except for one minisplit), a delightful step back in time. This includes the very basic and cramped kitchen, which was fine with us. We still did plenty of cooking and happily washed our own dishes--again, an old-school vacation. I suspect the house would be pretty hot in a heat wave, as all rooms except the main living/dining room are cooled with fans only,...
Cozy oceanfront home with unique architecture
Cozy Coastal Gem ~ Steps to Sea ~ BBQ ~ Parking!
9.8 out of 10, Exceptional, (9)
"Everything was as told to us before arriving. The place is cozy, clean, well-equipped, warm and dry. Parking seemed tight, but we had no problem in the end. My only concern was that because we did not know the exact location ahead of time, we allowed ourselves to believe that there was a water view. There isn't, but the best of Rockport and the sea are both a short stroll."
Cozy Coastal Gem ~ Steps to Sea ~ BBQ ~ Parking!
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
10.0 out of 10, Exceptional, (192)
"The house was very warm and welcoming. It was in a great location for my son's wedding at Hammond Castle. It was fully stocked with everything you needed. We loved the deck overlooking the marsh. "
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
Cozy Cottage Old Fashioned Charm
9.2 out of 10, Wonderful, (81)
"Janet the owner was the the sweetest thing ever and consistently helpful with things like directions, recommendations, etc often before I even had to ask! The cottage has the tiny house feel and is perfectly located for all adventures to surrounding areas. We did Boston, Salem, Gloucester, Berlin, Rockport, Woodstock. Vermont, Concorde, New Hampshire, etc. and it made things super easy to accomplish a ton in 6 days. The town of Rockport itself is precious and I highly recommend Brothers Brew for...
Cozy Cottage Old Fashioned Charm
The PondeRosa cottage at Cobbett's pond
10.0 out of 10, Exceptional, (18)
"We loved this home, it was perfect for our stay to attend our daughters wedding. Close to everything, but affords a lot of privacy. Our host was always available for questions and the dog walker she recommended was a gem. Would definitely recommended staying here!!"
The PondeRosa cottage at Cobbett's pond
Coastal Cottage on Private Island, overlooking the Essex Great Marsh
10.0 out of 10, Exceptional, (7)
"Great scenic location with very comfortable accommodations. "
Coastal Cottage on Private Island, overlooking the Essex Great Marsh
Luxury 1900's romantic retreat steps from the beach - King Suite!
9.6 out of 10, Exceptional, (29)
"Exactly how it was described clean easy to get to! Highly recommended "
Luxury 1900's romantic retreat steps from the beach - King Suite!
The Shore House, steps to the ocean meet crisp clean beach side retreat!
8.0 out of 10, Very Good, (2)
"The house was quite lovely. We were expecting 2 rooms with twin beds but there was just 1 room with twin beds. Downstairs space was great. We were surprised that there wasn’t an outdoor space to barbecue and have dinner for a group. Deck was small so great for coffee but not a meal at the end of the day. There were some beach towels and bath towels but we expected more towels. AC worked well. The 1 bathroom was small. It would have helped to at least have an outdoor shower. For the price of our...
The Shore House, steps to the ocean meet crisp clean beach side retreat!
Glamorous Cabana: Enchanting Romantic Luxury Get- Away, Fireplace, 5min Newburyport & Plum Island
9.4 out of 10, Exceptional, (26)
"We enjoyed a lovely little Anniversary getaway. The accommodations and lounging poolside simply cannot be beat- everything was so beautiful and peaceful! We also got to meet the sweetest Kipling as we were departing for home, another delightful surprise. We so thoroughly enjoyed our time there- our only complaint is we had to leave! :) "
The price is AED 408
AED 1,365 total
includes taxes & fees
3 Dec - 4 Dec
Glamorous Cabana: Enchanting Romantic Luxury Get- Away, Fireplace, 5min Newburyport & Plum Island
Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.
9.8 out of 10, Exceptional, (16)
"We stayed at the Shore Cottage in Gloucester, the space was so beautiful and just enough space for my wife and I. Meghan is truly amazing and worked with us for an early check-in in such a timely manner, we felt so welcomed and truly appreciated our little welcome basket as well as our stay! We recommend Gloucester and The Shore Cottage to everyone! Thank you so much for such a wonderful Weekend Getaway! "
Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.
WALK TO BEACH! Conveniently located! Booking for June & Sept 2025!
10.0 out of 10, Exceptional, (57)
"The place is super cute and convenient to everything! I loved the decor and the host even added a splash of Halloween decor since we were there during Halloween. I would definitely stay here again. The place looks exactly as pictured and the hosts left me snack, a lovely note and a little gift as well. It was perfect!"
WALK TO BEACH! Conveniently located! Booking for June & Sept 2025!
Adorable Beach house with lots of outdoor space and steps to Long Beach!
10.0 out of 10, Exceptional, (18)
"We had a wonderful and comfortable stay. The owner was gracious and got back to us immediately with answers to our questions. Being so close to the beach and able to hear the ocean was so soothing. Would highly recommend this to anyone."
Adorable Beach house with lots of outdoor space and steps to Long Beach!
Charming Coastal Cottage, Steps to Ocean & Rockport Village!
9.8 out of 10, Exceptional, (15)
"Such a cute town, and everything is an easy walk from the cottage."
Charming Coastal Cottage, Steps to Ocean & Rockport Village!
PERIWINKLE COTTAGE #2 - OPEN ALL YEAR - walk to everything, parking, wifi, quiet
10.0 out of 10, Exceptional, (160)
"Cozy and comfortable property in Rockport. Great communications from host. Easy walk to town and train. Ideal base to explore the historic towns and natural beauty of Cape Ann. The weather was wonderful, and colors of the leaves were peaking. One of our best getaways! Highly recommended! "
PERIWINKLE COTTAGE #2 - OPEN ALL YEAR - walk to everything, parking, wifi, quiet
The Birdhouse • Woodland Retreat • Gloucester+Essex • Firepit • Outdoor shower
10.0 out of 10, Exceptional, (12)
"The property is so beautiful and super serene.. there weren't chairs by the fire pit sadly and the tv lags maybe cause of Internet idk so we were trying to watch the Yankees game and couldn't and had to on our phones. Id still love to visit in the summer and go to the ocean and stuff."
The price is AED 686
AED 1,710 total
includes taxes & fees
25 Nov - 26 Nov
The Birdhouse • Woodland Retreat • Gloucester+Essex • Firepit • Outdoor shower
Cozy Cottage 3 min walk to Plum Island Beach
9.6 out of 10, Exceptional, (15)
"This home is as amazing as the owners who loaned it to us for a week. They keep it So clean and cozy, with everything you need for a great vacation. So much room inside and outside. The horseshoe pits and corn hole was an added plus which we took full advantage of. Walking distance to everything and we were able to walk to the beach every morning to see the sunrise . Would recommend this property to anyone unless it’s the week that we want to rent it.😊"
Cozy Cottage 3 min walk to Plum Island Beach
Plum Island Guest Cottage With Water View
9.8 out of 10, Exceptional, (54)
"Best ever!"
Plum Island Guest Cottage With Water View
Ipswich Cottage: Beautiful Views, 5 Mins to Beach
8.4 out of 10, Very Good, (19)
"The views were excellent! The house was perfect for a group! We could have used a microwave but the oven worked for heating up food. It was peaceful and quiet after roaming around Salem."
Ipswich Cottage: Beautiful Views, 5 Mins to Beach
Big Fish, Little Pond. Fire Pit Swimming, Hiking, Kayaking, and Fishing!
9.2 out of 10, Wonderful, (10)
"When we arrived we were immediately struck by how spotlessly clean the whole cabin was. And there were very thoughtful welcome packs too. The cabin has quaint cottage touches and the surround sounds from the woods were lovely. Very relaxing and comfortable environment. Full-sized washer and dryer came in handy. Don’t miss America’s Stonehenge just up the road. Would happily stay here again."
Big Fish, Little Pond. Fire Pit Swimming, Hiking, Kayaking, and Fishing!
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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Other property types in Middleton

Global Luxury Suites Downtown Boston
4.0 star property
8.0 out of 10, Very Good, (493)
"We enjoyed our stay. It was walkable to Chinatown. Very accessible to subway station. We liked that our room was on the top floor. "
The price is AED 491
AED 1,014 total
includes taxes & fees
26 Nov - 27 Nov
Global Luxury Suites Downtown Boston
Maverick Suites at 28 Fenway
3.0 star property
9.0 out of 10, Wonderful, (152)
"Everything good "
The price is AED 388
AED 805 total
includes taxes & fees
24 Nov - 25 Nov
Maverick Suites at 28 Fenway
Crescent Suites Hotel
3.0 star property
9.6 out of 10, Exceptional, (951)
"Well managed and maintained. Clean and convenient. Breakfast of some sort would have been nice."
The price is AED 621
AED 693 total
includes taxes & fees
2 Dec - 3 Dec
Crescent Suites Hotel
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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