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Compare 57 Cottages in Middleton with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (195)
"This house served as a lovely place for our family to gather for a christmas dinner. The house had good amenities. Everyone loved the location and distance to nearby Good Harbor beach was a plus even in the winter cold. local road needs work, cars all bottomed out on the road. Thank you for hospitality. "
Good Harbor Beach House - walk to beach, close to restaurants and shopping!

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

2.0 star property
9.8 out of 10, Exceptional, (8)
"Place was in a great location. Short walk to the beach."
Plum Island Beach Cottage - 4 Minute Walk To Beach!!

Come home to Rockport!

10.0 out of 10, Exceptional, (107)
"Superbe séjour dans ce cottage. Tout était parfait "
Come home to Rockport!

WALK TO BEACH! Conveniently located! Booking for June & Sept 2025!

10.0 out of 10, Exceptional, (59)
"Our family (2 adults, 2 teens) had the most wonderful, relaxing long weekend getaway here at the Bass Ave Bungalow. The property is clean, adorably decorated/furnished, has a peaceful, open vibe, including a lovely bright kitchen, and huge cozy sectional for lounging, reading, and our favorite- family game time. The beds were comfy, kitchen was well stocked, and we absolutely loved the quaint side yard and cornhole set! We also took full advantage of the convenient location, walking distance of...
WALK TO BEACH! Conveniently located! Booking for June & Sept 2025!

Perfect Rockport Downtown Vacation Destination

10.0 out of 10, Exceptional, (93)
"It was a wonderful stay in Rockport and our hosts, Ellie and Jonathan were lovely. They worked very hard to make sure that we were comfortable in our surroundings. The condo is spacious and the kitchen well equipped. The location is perfect for walkability to all that Rockport has to offer. All in all, a fabulous vacation!!"
Perfect Rockport Downtown Vacation Destination

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

9.8 out of 10, Exceptional, (36)
"Adorable property. Accurate description of the kitchen and the property. The kitchen was amazing. We would love to go back!"
Luxury 1900's romantic retreat steps from the beach - King Suite!

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

Beachfront 3 family home, best on the beach!

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!

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

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 518
AED 1,516 total
includes taxes & fees
12 Mar - 13 Mar
Glamorous Cabana: Fireplace, Holiday Lights, Luxurious Romantic, 5min to Eateries, Shopping, & Shows

The Birdhouse • Woodland Retreat • Gloucester+Essex • Firepit • Outdoor shower

10.0 out of 10, Exceptional, (13)
"We spent a lovely wintertime weekend in the birdhouse. Location was great: within walking distance from Conomo Beach and 15 min drive to Gloucester’s center. The house is very comfortable with everything we needed (though we didn’t cook). Check-in and check-out were very simple and the host super responsive. We already plan to come back. "
The price is AED 359
AED 1,274 total
includes taxes & fees
12 Mar - 13 Mar
The Birdhouse • Woodland Retreat • Gloucester+Essex • Firepit • Outdoor shower

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.

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!

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

Seaside Getaway Cottage w Deck, Parking, Ocean View, Shops

10.0 out of 10, Exceptional, (4)
"Loved every minute of it. Excellent location directly at the water and the shops and restaurants. The house is very well appointed with new and modern appliances and bathroom. Beds were super comfy and house is very cozy and super clean. The deck/balcony with view on the water is wonderful. The house is very quiet. Communication with the owner is excellent and check in and check out process are straightforward and easy. The owner really goes above and beyond to make this a memorable and...
Seaside Getaway Cottage w Deck, Parking, Ocean View, Shops

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

9.2 out of 10, Wonderful, (5)
"The cabin is in a very nice, quiet and peaceful area. The property was clean and inviting. Once we figured how to work the pellet heater we were set. We were very pleased with our stay. "
Little Pond, Big Fish, Swimming, Hiking, Kayaking on our Private Lake.

The Buoys Cottage

10.0 out of 10, Exceptional, (2)
"Cute little ranch just down the street from the main road in Gloucester. Slept 4 adults comfortably and had everything you needed. Mile Marker One restaurant is within a half of a mile as well as a nice gas station/convenient store. Nice outdoor seating to watch the boats while having a drink. Under 3 mi from Hammond Castle and about 15 mi from Rockport and Salem."
The Buoys Cottage

Rockport Cottage w/ Patio - Steps to Beach!

2.0 star property
Rockport Cottage w/ Patio - Steps to Beach!

The Boathouse: Riverfront cottage located across from vibrant Ipswich Town Wharf

The Boathouse: Riverfront cottage located across from vibrant Ipswich Town Wharf

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!

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
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

Sonder 907 Main

4.0 star property
8.2 out of 10, Very Good, (444)
"The Gentleman at the front desk was amazing assisted us with everything."
The price is AED 782
AED 907 total
includes taxes & fees
22 Mar - 23 Mar
Sonder 907 Main

Maverick Suites at 28 Fenway

3.0 star property
9.0 out of 10, Wonderful, (168)
"quiet and clean"
The price is AED 331
AED 739 total
includes taxes & fees
24 Mar - 25 Mar
Maverick Suites at 28 Fenway

Temple Place Suites

2.5 star property
6.8 out of 10, (188)
" alue"
The price is AED 393
AED 654 total
includes taxes & fees
24 Mar - 25 Mar
Temple Place Suites
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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