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Owner/Property Manager

Member since: 2010
Speaks English

Perfect In Town Location, 2012 Total Renovation, A/C and High Speed

8 Reviews
Bedrooms 4
Separate WC's1
Property type cottage
Minimum Stay 2 - 7 nights

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Photos and Description of this 4 bedroom holiday cottage in Nantucket - Gaol Break

4 bedrooms, 3 bathrooms, 1 half bath, sleeps 9

LAST WEEK OF AUGUST SPECIAL - $5,500! Perfect location on a quiet street just a short walk to the center of town. Totally renovated (Spring 2012) cottage, built in 1726 as the Jailor’s House for the original “Gaol”. Located on quiet Vestal Street, just a 12 minute walk to all downtown shops, ferry, Children’s Beach and over 40 restaurants. The bike path is only a block away. With the ideal location there really is no need for a car.

This 4 BR – 3 ½ BA – Has a fully appointed all new kitchen featuring new stainless steel appliances – DW, microwave, refrigerator, range and granite counter top. The main gathering room is designed for your families comfort complete with all new furniture and 46 inch flat screen TV above the wood burning fireplace. Off the eating area you find a beautiful new patio so grab a book and sit back in the fresh air and relax in your private garden. Every bedroom in this cottage has new furnishings including a flat screen in each bedroom. New mattresses and bed linens insure you get a wonderful night’s sleep. The lower level has an additional family/game room boasting a 55 inch flat screen TV and WII. A brand new washer dryer is provided in case you need to do some unexpected laundry. There is also wireless high speed Internet available. This cottage has Central air - gas heat and have we mentioned everything is new! Every detail in this home has been selected to make your stay a special memory. If you enjoy the pleasures of today but want the flavor of history this home is for you!

More Details
  • Long-term Renters Welcome
  • Low Allergen Environment
  • children welcome
  • non smoking only
  • suitable for elderly or infirm
Owner/Property Manager (Owner)
Member since: 2010
Speaks English


based on 8 holidaymaker reviews

Perfect In Town Location, 2012 Total Renovation, A/C and High Speed
average rating of 5.0 based on 8 reviews

Beautiful!!! This home has it all!

  • 5 of 5

This home completely exceeded our expectations! Beautiful decor, spacious, clean, convenient location- it really had it all! It is clear that the owners take very good care of this property and really thought of every last detail. We immediately felt right at home. Thank you for such an amazing stay.

  • Review Submitted: Jun 13, 2016
  • Date of Stay: Jun 2016
  • Source: VRBO, from HomeAway
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Memories Made Here

  • 5 of 5

This is the perfect island location, it is close to both town and country lanes. Here you are right around the corner from historic sites--the old jail and Maria Mitchell's House (an early astronomer who discovered a comet). Just down the street is the town Civil War Monument. The house is perfect for families, girls or guys weekends. There are two independent levels, so the kids could be down stairs and adults above. Very well equipped kitchen, so cooking meals is easy and fun. Big dining table next to a wall of windows, perfect for family memories! It is a very easy house to immediately relax in and enjoy--lots of natural light, comfy seating, everything you need. It is also a restored 200 year old house and the owners have incorporated the original beams and doors into the design of the interior-beautiful. Being on Nantucket is like stepping back in time. Gaol Break is the perfect place to relax and enjoy this magical place.

  • Review Submitted: Nov 14, 2015
  • Date of Stay: Nov 2015
  • Source: VRBO, from HomeAway
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Gaol Break

  • 5 of 5

The 4 beedroom, 3 1/2 bath home was perfect for four golfers on a long weekend. The home was beautifully appointed with upgrades and decorated with local memorabilia. Everything worked very well. The kitchen was complete. Plenty of everything. Logistics from the owner was perfect. Would definitely recommend to others. We plan to return next year.

  • Review Submitted: Oct 14, 2015
  • Date of Stay: Oct 2015
  • Source: VRBO, from HomeAway
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Centerville, MA

Your quintessential Nantucket home and for that reason it was absolutely PERFECT.

  • 5 of 5

I had the pleasure of staying at Gaol Break Cottage for a girls trip in Nantucket this past weekend. We loved so much of what this house had to offer: a quick to respond (and accommodating) owner, BEAUTIFUL decor, spacious layout, and quiet street with a close proximity to town. Everything we could need for cooking and relaxing were included, making it that much easier to relax and enjoy the Island. I am already trying to think of my next reason to return for a stay. This would be ideal for a girls getaway, couples trip, family vacation, plus so much more. Look no further than this home, you will not be disappointed!

  • Review Submitted: Jun 22, 2015
  • Date of Stay: Jun 2015
  • Source: HomeAway
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Beautiful home. You won't want to leave

  • 5 of 5

Just a short walk into town, in a lovely neighborhood. What a beautiful home! Everything is up to date and decorated in a beachy/nautical theme. You will feel so comfortable that you won't want to leave. Many private rooms which is perfect for traveling couples/families. Each shower is new with 2 shower heads with perfect water pressure. There is a kitchen for entertaining the group or cooking. 2 indoor seating areas to eat and an outdoor table. The house has Wi-Fi, cable and a Wii if you get stuck in on a rainy day.

We have stayed at few houses on the island and this has been the most clean and well maintained. Teri was a pleasure to work with and made the rental process very easy. I look forward to stay here again.

  • Review Submitted: Jun 1, 2015
  • Date of Stay: May 2015
  • Source: HomeAway
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Edie Scala-Hampson

Gaol Break Cottage was FABULOUS. Exceeded all expectations! Impeccable!

  • 5 of 5

It was such a wonderful Thanksgiving Weekend that I spent at Gaol Break. Intrepid souls that we are; we did the Cold Turkey Plunge on Thanksgiving morning. We didn’t even feel much of a chill; likely due in part to all the warm smiles of kids and adults who participated in the “Plunge” as well as the friendly turkey, who was parading around the beach that day. The November days were sunny and warm. So warm that we even hiked the 5 mile ocean trail the following day in t-shirts. Also, on the Friday after Thanksgiving we walked to town for the tree lighting ceremony; sang Christmas carols, shopped, listened to street musicians, watched children dance and were charmed by the joy in the streets. I think you are getting the point of what I loved about Nantucket, but what I really loved, was the cottage which made seeing the sites and experiencing the town so enjoyable. Yes, we had the freedom to walk everywhere, soak up the sun, talk to scallop fishermen, see the Xmas lights in the quaint shops/homes and savor the sounds of the tides as they came and went and listen quietly to the measured distant sound of the foghorn coming from Brant Point light house …. but it was more than this. We loved just hanging out at Gaol Break. Gaol Break is an elegant combination of everything one could want on a vacation. The design of the space pays impeccable attention to the details that make you feel instantly at home and nurtured. From the Sherpa throws near the furniture grouped around the fireplace, to the wonderfully stocked kitchen, the big country dining table in front of the windows, the great light coming into the house, the cozy nautical themed bedrooms and baths (with fabulously soft sheets and towels), the local artwork on the walls, to the beautiful area rugs on the gleaming hardwood floors. Absolutely everything was lovely and perfect. I wouldn’t have changed a thing. The well proportion space actually inspired us to all work together to make an incredible Thanksgiving dinner. Before we left we even found time to make an ornament strand of Christmas light scallop shells at the kitchen island. We are so thankful to the owners for having such a great sense of design and for knowing what it means to make a place comfortable. Exquisite!

  • Review Submitted: Apr 22, 2013
  • Date of Stay: Nov 2012
  • Source: VRBO, from HomeAway
Owner's Response: We are so glad to receive reviews . . . even better when they are happy travelers! The property was completely renovated in 2012 and it was a labor of love. The home has been a part of Nantucket for well over 200 years and we tried to keep the feeling of some of the past but also brought the home up to date. In the lower level the wall of doors are some of the old doors that didn't make it past the codes set for today but we loved them so we decided to give them their own space. If you visit our home and have a problem please let us know so we can make you happy. We love our home and want every guest to enjoy their stay! Teri, Ken and Bruce
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3 0


Nearest Airport
10 Miles
Nearest Barpub
2 Miles
Nearest Ferry
2 Miles
Steamship Authority
Nearest Restaurant
2 Miles
Nearest Beach
1 Miles
Children's Beach
Car: not necessary

Gaol Break Cottage is located in the historical district of Nantucket, in fact this cottage was built in 1729 and was the original jailers home. When staying here you are only a short walk to village center and 1/2 block to the bike path. The Children's Beach and ferry are only a 15 minute walk.


Prices & Availability

Prices for this holiday cottage in Nantucket Town, Nantucket

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rental Period Minimum Price Additional Nights Weekend Night Weekly Monthly Event Price
25 Jun 2016 - 10 Sep 2016
7 night minimum stay
for 7 nights
My Standard Rate
2 night minimum stay
for 2 nights

Additional pricing information

Refundable Damage Deposit £535

This property is only available on a by the week basis, reservations must be

Owner's Cancellation Policy

100% refund for cancellations more than 30 days before check-in date.
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Accommodation and facilities for this holiday cottage in Nantucket in Massachusetts

Property Type:
  • cottage
  • Self-catering
Floor Area:
  • 2100 sq. ft.
Location Type:
  • town ...
  • village ...
  • Away From It All
  • Family
  • Air Conditioning
  • Alarm Clock
  • Ceiling Fans
  • Clothes Dryer
  • Fireplace
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Parking On Street
  • Towels Provided
  • Washing Machine
  • Wireless Internet
  • 4 Ring Stove
  • Blender
  • Coffee Maker
  • Cooking Utensils
  • Dishwasher
  • Ice Maker
  • Lobster Pot
  • Microwave
  • Oven
  • Refrigerator
  • Toaster
  • Dining Area
  • seating for 6 people
  • 3 Bathrooms
  • 1 Separate WC
  • Bathroom 1 -
    Bathroom 2 -
    Bathroom 3 -
  • 3.5
  • 4 Bedrooms, Sleeps 9
  • Queen size Beds (2), Double Beds (1), Twin or Single Beds (3)
  • DVD Player
  • Game Room
  • Games
  • Games for Kids
  • Satellite / Cable
  • Video Game Console
  • Garden
  • Outdoor Grill Gas
  • Patio
  • Long-term Renters Welcome
  • Low Allergen Environment
  • children welcome
  • non smoking only
  • suitable for elderly or infirm
  • cinemas
  • marina
  • museums
  • restaurants
Leisure Activities:
  • beachcombing
  • scenic drives
  • sight seeing
  • walking
  • whale watching
Local Services & Businesses:
  • ATM/bank
  • groceries
  • hospital
  • laundrette - serviced
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • golf
  • pier fishing
  • sailing
  • bay fishing
  • swimming

Partner Offers

Portable wifi hotspot

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