Rear view of carriage house & entrance up stairsHeated saltwater pool (shared with main house)
Private Carriage House with Pool in Gloucester

Entire home/flat

4 guests

2 bedrooms

2 beds
Please set the number of adults.
Please set the number of children.
Ages 2 - 12
Please set the number of infants.
Under 2
4 guests maximum. Infants don’t count toward the number of guests.
You won’t be charged yet

Our carriage house is perfect for a getaway any time of year! Our property is located in the beautiful village of Annisquam, just 50 minutes away from downtown Boston. You are a 4-min drive to Plum Cove Beach and about 10 min from both Rockport Center and downtown Gloucester. We welcome kids, pets, weddings or parties, long-term renters... we are open to discussing any arrangement you have in mind!

The space

The carriage house shares a large circular driveway and gorgeous pool area with the main house on the estate. You have your own washer/dryer in the carriage house, as well as a private deck!

The carriage house is spacious, with two bedrooms and a large living area. We unfortunately do not have air mattresses, cribs, or other bed options for additional travelers, but you are welcome to BYO.

Other things to note

We own and operate several restaurants in the Boston area, and we can add on myriad amenities and/or experiences to your stay at the carriage house. Whether you're interested in stocking the pantry or bar, experiencing VIP treatment at one of our restaurants, or taking a cooking or wine class, we are happy to assist in making your stay memorable.

The space
Accommodates: 4
Bathrooms: 1
Bedrooms: 2
Beds: 2
Check In: Anytime after 3PM
Check Out: 12PM (noon)
Room type: Entire home/flat


Extra people No Charge
Cleaning Fee £114
Security Deposit £381
Weekly Discount: 15%
Weekend Price £209 / night
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Sleeping arrangements
Bedroom 1
1 king bed
Bedroom 2
1 queen bed

House Rules
Check in is anytime after 3PM

We kindly ask that you abide by the following rules while staying at the carriage house:

Pool closes at 10 PM
Parking for 2 cars on gravel areas
Only use washer & dryer when you are in the apartment
Leave all dirty linens & towels in the shower area before departing
No glass in the pool area. The pool house is equipped with plastic glassware
Add all dirty dishes to dishwasher and run dishwasher before departing


Safety features
Smoke detector
Carbon monoxide detector
First aid kit
Fire extinguisher

2 nights minimum stay

17 Reviews

Check In
Karen User Profile
September 2017
Beautiful secluded estate in a lovely location. Loved it!

Richard User Profile
September 2017
We enjoyed the visit very much. Next time, maybe, we would stay an extra night.

Denis User Profile
September 2017
This was a delightful place in a gorgeous private setting. Charmingly decorated and comfortable, with access to a beautiful pool.

Andrew User ProfileAndrew is a superhost.
September 2017
The carriage house was very clean and well appointed. It had a private feel and the property was incredible. The host was incredibly friendly and made us feel welcome from the minute we arrived. We will absolutely be booking this place again.

Kristin User Profile
August 2017
This is our second time at this lovely cottage. We truly enjoyed our time and relaxed. We can't wait to come again next year.

Gretchen User Profile
August 2017
This is a true gem tucked away in the woods of Annisquam. Quiet, serene, spacious and clean. Plenty of space to enjoy outside. We had the most wonderful breakfast outside. We will definitely be back!

Catherine User Profile
August 2017
This was a peaceful and relaxing stay -- everything was perfect! The space was beautiful, clean, and perfect for our needs. The grounds of the home are gorgeous. Check in and check out were so simple, Sophie was great and responsive.

Boston, Massachusetts, United StatesJoined in August 2016
Sophie User Profile


I manage this property for my boss, who lives in the main house on the property. We both work in Boston.

Gloucester is an amazing old fishing town with great restaurants and beaches, some very close to the house.

We all love travel, especially through France and Italy, and are big fans of their cuisines. I love nothing more than listening to music while cooking a delicious meal and drinking great wine.

My boss, her husband and I are all very easy-going, and any one of us can help you during your stay. We have complied a great welcome binder in the carriage house so that you can explore Cape Ann to the fullest!

Languages: English
Response rate: 90%
Response time: within a day

The neighbourhood

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