Search Cottages in Middleton

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Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 79 Cottages in Middleton with updated reviews, rates, and availability.

NEW -Lakefront 2 Bed / 3 bath + Extra Bed off of living room
Interior

NEW -Lakefront 2 Bed / 3 bath + Extra Bed off of living room

3.0 star property
10.0 out of 10, Exceptional, (8)
"We stayed at this lovely cottage on our trip to Salem,Ma and it is conveniently located within about 20 mins to Salem. While we were not visiting Salem we ventured around Gloucester and visited many delicious restaurants and viewed the ocean. 10/10 recommend and look forward to coming back!"
NEW -Lakefront 2 Bed / 3 bath + Extra Bed off of living room
Cozy oceanfront home with unique architecture
Property grounds

Cozy oceanfront home with unique architecture

7.6 out of 10, Good, (36)
"The cottage is in a beautiful quiet location. The parking and walk to the cottage was as described. The views were incredible! Definitely will return next year"
Cozy oceanfront home with unique architecture
Cozy Cottage Old Fashioned Charm
Terrace/patio

Cozy Cottage Old Fashioned Charm

9.2 out of 10, Wonderful, (81)
"Beautiful place. The host was very friendly and helpful. Loved it!"
Cozy Cottage Old Fashioned Charm
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
Beach nearby, sun loungers, beach towels

Good Harbor Beach House - walk to beach, close to restaurants and shopping!

10.0 out of 10, Exceptional, (201)
"Great time in Gloucester for the ancient mariner hockey tourney. The owners are so easy to work with and the home is beautiful!"
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
Cottage with Direct Water Access!
Beach nearby, sun loungers

Cottage with Direct Water Access!

10.0 out of 10, Exceptional, (108)
"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!
Little Pond, Big Fish, Swimming, Hiking, Kayaking on our Private Lake.
Pool

Little Pond, Big Fish, Swimming, Hiking, Kayaking on our Private Lake.

9.4 out of 10, Exceptional, (6)
"Third time staying here we love everything the place has to offer. Itā€™s great for my family. Also canā€™t beat the location."
Little Pond, Big Fish, Swimming, Hiking, Kayaking on our Private Lake.
Newly Listed Summer Cottage Fun! Minutes from the Beach
Beach nearby, sun loungers, beach towels

Newly Listed Summer Cottage Fun! Minutes from the Beach

Newly Listed Summer Cottage Fun! Minutes from the Beach
Adorable Beach house with lots of outdoor space and steps to Long Beach!
Interior

Adorable Beach house with lots of outdoor space and steps to Long Beach!

10.0 out of 10, Exceptional, (21)
"We had such a wonderful time at this property. It was the perfect relaxing hub for our Boston area adventures. Short hop to the train, beautiful sunrises each morning, our host very helpful. "
Adorable Beach house with lots of outdoor space and steps to Long Beach!
Plum Island Beach Cottage - 4 Minute Walk To Beach!!
Marina

Plum Island Beach Cottage - 4 Minute Walk To Beach!!

2.0 star property
9.8 out of 10, Exceptional, (10)
"Place was in a great location. Short walk to the beach."
Plum Island Beach Cottage - 4 Minute Walk To Beach!!
Ipswich Cottage: Beautiful Views, 5 Mins to Beach
Private kitchen

Ipswich Cottage: Beautiful Views, 5 Mins to Beach

8.4 out of 10, Very Good, (21)
"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
Coastal Cottage on Private Island, overlooking the Essex Great Marsh
Beach nearby

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!
View from property

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

9.8 out of 10, Exceptional, (41)
"Really enjoyed our stay. Place was beautiful. Well maintained and had everything we needed. "
The price is AEDĀ 378
AEDĀ 1,071 total
includes taxes & fees
1 Jun - 2 Jun
Luxury 1900's romantic retreat steps from the beach - King Suite!
Come home to Rockport!
Exterior detail

Come home to Rockport!

10.0 out of 10, Exceptional, (108)
"Wonderful way to visit local family"
Come home to Rockport!
Beachfront 3 family home, best on the beach! Any a full week in summer add 250
On the beach

Beachfront 3 family home, best on the beach! Any a full week in summer add 250

9.6 out of 10, Exceptional, (10)
"We have been to Irish Mist many times..it is clean and inviting and a great place to enjoy family and the ocean.."
Beachfront 3 family home, best on the beach! Any a full week in summer add 250
NEW 2BR Home Minutes to Downtown Rockport+Beach!
Fridge, microwave, oven, stovetop

NEW 2BR Home Minutes to Downtown Rockport+Beach!

9.8 out of 10, Exceptional, (8)
"Fantastic house for a family steps from the beach and stores!"
NEW 2BR Home Minutes to Downtown Rockport+Beach!
Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.
Fridge, microwave, oven, stovetop

Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.

9.8 out of 10, Exceptional, (16)
"Even better in person, host had great hospitality, very clean, quiet, and lovely place to stay! We loved it!"
Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.
Glamorous Cabana: Fireplace, Holiday Lights, Luxurious Romantic, 5min to Eateries, Shopping, & Shows
A heated pool

Glamorous Cabana: Fireplace, Holiday Lights, Luxurious Romantic, 5min to Eateries, Shopping, & Shows

9.4 out of 10, Exceptional, (26)
"The trip was for my parent's 50th wedding anniversary. They said the place was wonderful and that they had an excellent time!"
Glamorous Cabana: Fireplace, Holiday Lights, Luxurious Romantic, 5min to Eateries, Shopping, & Shows
The Buoys Cottage
Property grounds

The Buoys Cottage

10.0 out of 10, Exceptional, (2)
"The cottage was great. Very clean and well stocked. Quiet neighborhood. Communication with the host was excellent. Highly recommend this property to anyone. We will be back."
The Buoys Cottage
Spacious Beach House with Spectacular Ocean Views and Private Beach Access
Dining

Spacious Beach House with Spectacular Ocean Views and Private Beach Access

10.0 out of 10, Exceptional, (30)
"We wanted a house walking distance to a beach that was good for our grandkids- this was perfect-"
Spacious Beach House with Spectacular Ocean Views and Private Beach Access
Big Fish, Little Pond. Fire Pit Swimming, Hiking, Kayaking, and Fishing!
Exterior

Big Fish, Little Pond. Fire Pit Swimming, Hiking, Kayaking, and Fishing!

9.2 out of 10, Wonderful, (10)
"A short walk to the lake where we enjoyed kayaking and were the first to use the new firepit. Great location with all the amenities you would need."
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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