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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sep - 14 Sep

Cottages in Middleton

Charming 2 Bedroom, 2 Bath, Coastal Carriage House in Marblehead
Property grounds

Charming 2 Bedroom, 2 Bath, Coastal Carriage House in Marblehead

Charming 2 Bedroom, 2 Bath, Coastal Carriage House in Marblehead
Cozy Cottage Old Fashioned Charm
Terrace/patio

Cozy Cottage Old Fashioned Charm

9.4 out of 10, Exceptional, (87)
"The cottage is cozy and quaint as described and includes all of the important necessities for an enjoyable stay. Janet and Mike are fabulous hosts--great communication, very kind and helpful!! Their number one goal as hosts is to have guests feel welcome and enjoy the beauty of Rockport and the surrounding areas :) Thank you Janet and Mike!! A++ rating :)"
Cozy Cottage Old Fashioned Charm
Glamorous Cabana: Stay for Yankee Homecoming in this Cozy Newbury Retreat!
A heated pool

Glamorous Cabana: Stay for Yankee Homecoming in this Cozy Newbury Retreat!

9.0 out of 10, Wonderful, (29)
"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: Stay for Yankee Homecoming in this Cozy Newbury Retreat!
Charming cottage near the ocean w/beach access & near Gloucester
Fridge, microwave, oven, stovetop

Charming cottage near the ocean w/beach access & near Gloucester

7.6 out of 10, Good, (20)
"Beach cottage perfect for our needs. Great location, convenient to going everywhere including walking to the beach! Super easy check-in! Great rental."
Charming cottage near the ocean w/beach access & near Gloucester
Come home to Rockport!
Meeting facility

Come home to Rockport!

10.0 out of 10, Exceptional, (109)
"Great place to stay, and plan to go again."
Come home to Rockport!
Cottage with Direct Water Access!
Beach nearby, sun loungers

Cottage with Direct Water Access!

10.0 out of 10, Exceptional, (109)
"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!
Luxury 1900's romantic retreat steps from the beach - King Suite!
Interior

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

9.8 out of 10, Exceptional, (43)
"much needed respite!"
Luxury 1900's romantic retreat steps from the beach - King Suite!
NEW -Lakefront 2 Bed / 3 bath + Extra Bed off of living room
Terrace/patio

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

3.0 star property
10.0 out of 10, Exceptional, (10)
"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
Summer Cottage Fun! Minutes from the Beach
Beach nearby, sun loungers, beach towels

Summer Cottage Fun! Minutes from the Beach

10.0 out of 10, Exceptional, (2)
"Very clean, thoughtful amenities, great anytime communication with owner…… Couldn’t ask for more!"
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)
"Beautiful spot to enjoy a few days on the beach!"
Adorable Beach house with lots of outdoor space and steps to Long Beach!
Maids Quarters; private beach
Property grounds

Maids Quarters; private beach

2.0 star property
10.0 out of 10, Exceptional, (1)
"This property was amazing! The view was beautiful and it had everything we needed to relax and get away. It's close to the train station if you want to go to the big city. Or you can just enjoy the history of the town. "
Maids Quarters; private 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.
Cozy oceanfront home with unique architecture
Property grounds

Cozy oceanfront home with unique architecture

7.6 out of 10, Good, (39)
"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
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!
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, (206)
"Property was just as described and pictured in online listing. It is a charming and cozy home with a beautiful view. It is conveniently located near Good Harbor Beach and downtown Gloucester. "
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
NEW 2BR Home Minutes to Downtown Rockport+Beach!
Interior

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!
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.."
The price is AED 1,223
AED 3,159 total
includes taxes & fees
31 Jul - 1 Aug
Beachfront 3 family home, best on the beach! Any a full week in summer add 250
Plum Island Guest Cottage With Water View
Fridge, microwave, oven, stovetop

Plum Island Guest Cottage With Water View

9.8 out of 10, Exceptional, (61)
"Clean an had just what we needed."
Plum Island Guest Cottage With Water View
Cottage on Lake Attitash with AC, WiFi, parking
Interior

Cottage on Lake Attitash with AC, WiFi, parking

Cottage on Lake Attitash with AC, WiFi, parking
Little Pond, Big Fish, Swimming, Hiking, Kayaking on our Private Lake.
Interior

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. It’s great for my family. Also can’t beat the location."
Little Pond, Big Fish, Swimming, Hiking, Kayaking on our Private Lake.
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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