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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Beautiful and Very Private Estate Ready for You and your Family

Bedrooms 6
Half Baths1
Property type house
Minimum Stay 7 nights


Half Baths
Minimum Stay
7 nights

About the property

Beautiful 2 Acre Surfside Estate Overlooking the Ocean and Gunite Pool

This incredible compound is located on a very private and beautiful two acres overlooking Point of Breakers Beach and Little Weedweder Pond in Surfside. We have land bank trails at the end of our driveway for you and your family to explore. The bike path which is right at the end of the drive can take you to many different areas of the island.

The main house is an upside-down house to take advantage of the tremendous views over the pond to the ocean. The back side of the house has expansive decks with an abundance of seating to enjoy the relaxed feel of the island with spectacular views. There are three full floors of living space, with living rooms on each floor. The top floor has a cathedral ceiling, contains the master suite, a large living room which is open to the dining area and the brand new fully equipped gourmet kitchen. There are lots of newly decorated areas of the main house and the pool house, both with a fresh new look.

We have just installed a 20 x40 Pebble-tec pool which just adds the perfect touch to this compound. There is a beautiful blue stone surround with lots of space to relax and enjoy!

The pool house has a full kitchen, one large king bedroom en-suite. Washer and dryer plus and second full bathroom. On the main floor, there are French doors which lead to oversized deck opening to the pool. There gas grill and plenty of space for family cookouts.

The studio cottage is out fitted with a queen bed with a tiled bathroom. There is a nice relaxed living room along with a small kitchen with all the has a great outside space that is totally private and nicely landscaped for the perfect additional accommodation for any overflow.


This compound will not disappoint!

More Details

Gretchen Gigi Callahan
Member since: 2007
Speaks: english
Response time:
Within 12 hours
Response rate:
Calendar last updated:
February 13, 2017

Why Gretchen Gigi Callahan chose Massachusetts

This property has everything you need, location, pool and lots of room.Ocean views and within a 5 minute walk to the beach. Peace and quiet with lots of privacy with this incredible estate.There are many areas in and on this property to enjoy for you to get the most out of your family getaway. Come and experience the true feeling of the island. vacation.

What makes this house unique

We rent Sunday to Sunday only. We find this helps with the boat reservations.


Nantucket House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
  • Housekeeper Optional
Floor Area:
  • 4500 sq. ft.
Location Type:
  • Beach View
  • Near The Ocean ...
  • Ocean View ...
  • Rural
  • Water View ...
  • Waterfront ...
  • Away From It All
  • Family
  • Air Conditioning ...
  • Basic Soaps
  • Ceiling Fans
  • Clothes Dryer ...
  • Fireplace ...
  • Internet ...
  • Iron & Board
  • Linens Provided
  • Living Room ...
  • Local Maps
  • Local Restaurant Guide
  • Paper Towels
  • Parking ...
  • Secure Parking
  • Telephone ...
  • Toilet Paper
  • Towels Provided ...
  • Washing Machine ...
  • Water Cooler
  • Wireless Internet ...
  • Blender
  • Coffee Maker
  • Cooking Utensils
  • Dishwasher
  • Grill
  • Kitchen ...
  • Microwave ...
  • Oven
  • Pantry Items
  • Refrigerator ...
  • Stove ...
  • Stove
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 8 people
  • 7 Bathrooms
  • 1 Half Bath
  • Bathroom 1-Main House - toilet , shower , master bath fully tiled with a double vanity
    Bathroom 2 - Main House - toilet , tub , shower , This bathroom has a separate shower and tub...all tiled
    Bathroom 3 - Main House - toilet , combination tub/shower
    Bathroom 4 - Main House - toilet , shower
    Bathroom 5 - Studio Cottage - toilet , shower , outdoor shower , Located in the studio cottage, it has an outdoor shower too
    Bathroom 6 - Pool House - toilet , shower , Fully tiled shower in the pool house
    Bathroom 7 - Pool house - toilet , shower , Fully tiled shower in the pool house
    Bathroom - Main House Half - toilet , This half bath is located off the main living room
  • In the main house we have 4 full baths and a half bathIn the studio cottage there is a full bath as well as a outside shower
  • 6 Bedrooms, Sleeps 10
  • Master bedroom - 1 queen , en suite
    Bedroom 2 - 1 queen , en suite
    Bedroom 3 - 1 queen , ensuite
    Pool House - 1 king , next to the pool, this has two floors of living space
    Bedroom 4 - 1 queen , Bedroom is in the located in the lower level of the main
    Studio Cottage - 1 queen , This is a separate cottage which has living room kitchen too
  • All four of the bedrooms in the Main house have queen size beds and all have en-suite bathrooms. The pool house has a king bedroom with en-suite bath plus a second full bathroom. The Studio has queen bed and full bath plus an outdoor shower.
  • Books
  • Radio
  • Satellite / Cable ...
  • Stereo
  • Television ...
  • Beach Chairs
  • Beach Towels
  • Beach Umbrellas
  • Binoculars
  • Deck / Patio ...
  • Golf ...
  • Lawn / Garden ...
  • Outdoor Furniture
  • Outdoor Grill ...
  • Outdoor Grill Gas
  • Patio
  • Porch Furniture
  • Small Cooler
  • 4 garden chairs
  • 4 beach chairs
  • children welcome
  • non smoking only
  • unsuitable for elderly or infirm
  • wheelchair inaccessible
Pool / Spa:
  • Heated Pool
  • Private Pool
  • bay/sound
  • botanical garden
  • library
  • live theater
  • marina
  • museums
  • playground
  • pond
  • recreation center
  • restaurants
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • horseback riding
  • scenic drives
  • sight seeing
  • walking
  • whale watching
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • fly fishing
  • golf
  • hiking
  • mountain biking
  • pier fishing
  • roller blading
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • sound/bay fishing
  • surf fishing
  • surfing
  • swimming
  • tennis
  • water skiing
  • wind-surfing
We have a fab yard! A fenced in pool area as well as other areas which include flower gardens along with lots of open space for outdoor playing.


5/5 -
(3 traveler reviews)

Beautiful and Very Private Estate Ready for You and your Family
average rating of 5.0 based on 3 reviews

Wonderful Vacation House

  • 5 of 5

We loved our stay in this beautiful house. We dined on the deck and and enjoyed the spectacular water views. The property was better than expected. We have been coming to Nantucket with our family for 15 years and this year, we came with friends. We couldn't have had a better time or a better house. Our group of friends has decided to make it an annual trip to the island and to this property. It's not easy to find a 3 bedroom house that has queen beds and en suite bathrooms. The house is clean and appointed with everything you might need and then some. Gretchen was the perfect host. She was always available to answer any questions or help with anything we might need. The location was perfect. The house sits a short walk from the beach and a short drive or bike ride to town. We wished we could have stayed longer. It was the perfect vacation.

  • Submitted: Sep 15, 2015
  • Stayed: Sep 2015
  • Source: VRBO, from HomeAway
Owner's Response: Thanks so much for the glowing report on your visit and the house... Hope to see you back again! Gretchen
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1 0
Providence, RI

Perfect Vacation Home!

  • 5 of 5

My family and I have been visiting Nantucket for 19 years, and this was quite possibly one of our favorite homes that we've stayed in thus far. As the other reviewer stated, the pictures simply do not do the home justice. The rooms are all open and airy, not to mention extremely clean and comfortable. The finished basement has an office area, a TV area, a pool table, bed and bathroom. The main living floor has 2 large bedrooms with queen beds and beautiful bathrooms, a tv room and a laundry room. The upstairs living level is an open concept TV area and gorgeous new kitchen. The master bedroom is bright and clean, with a queen sized bed, TV, and a huge bathroom. The home also features a guest house which is a studio concept with a kitchen, TV area, a bedroom and bathroom. My favorite part of the house is the upstairs covered deck off of the dining area. The view of the ocean and pond are breathtaking, and we could hear the crashing of the waves while sitting out there at night.

The house is within walking distance to the beach, however because it was the piping plovers mating season, the path to the beach was closed off, making it about a 15 minute walk/5 minute drive to the beach. We really enjoyed this particular beach because although it is a part of Surfside, it was private and quiet and very clean. If you'd prefer the public Surfside beach (snack bar/bathrooms), then that was only about a 5-10 minute drive down Surfside Road.

The owners of this house live on the property, however they gave us our complete privacy and were able to answer any questions we had throughout our stay. I highly recommend this home to any group whether it be a family or a group of friends!

  • Submitted: Jul 22, 2014
  • Stayed: Jun 2014
  • Source: VRBO, from HomeAway
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1 0
Atlanta, GA

Awesome House!

  • 5 of 5

We had a great time in Nantucket and loved this house! The pictures do not do the house justice as it’s hard to capture how large the rooms are and how well everything flows. We had our family vacation on Nantucket this summer and the house was large enough for everyone to have their own space. There are three floors in the main house (two master suites on the middle floor and one on the upper floor), each with its own living room / sitting area – the basement level even has a recreation room with a great pool table. The house and all of the linen / bedding were very clean and well maintained. Please note the guest house does not have air conditioning and is not on par with the main house, so it’s more appropriate for kids or overflow guests for a night or two.

The highlights of the house are the spacious kitchen with restaurant appliances – we cooked in more than half the time and even with 4+ cooks in the kitchen, we had plenty of room to move around; the double porch off the back of the house was great for lounging or having dinner outside; the grounds were very pleasant and relaxing. The house is a good distance from the beach (a healthy 15 to 20 minute walk from the house), but there are wonderful breezes that come off the ocean. There is a beach access road that brings you pretty close to the beach, but it was closed during our stay for the Piper Plovers.

The owner, Gretchen, was very hospitable, which made our stay that much nicer. She was able to answer questions we had and was nice enough to provide us with a couple of beach chairs and an umbrella (I am pretty sure she bought us one!). I would definitely recommend this house.

While on the island, we visited just about every beach, ate at some wonderful restaurants, including Company of the Cauldron, Oran Mor, Brotherhood and The Lobster Trap. And of course we spent a few afternoons at Cisco Brewery!

  • Submitted: Sep 11, 2013
  • Stayed: Jul 2013
  • Source: HomeAway
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2 0


Nearest Airport
4 Miles
Nearest Barpub
0.4 Miles
Nearest Ferry
4 Miles
Nearest Golf
1.5 Miles
Miacomet Golf Course
Nearest Restaurant
1.2 Miles
Island Kitchen
Nearest Beach
0.3 Miles
Car: recommended

There are so many wonderful actives here in Nantucket, and the best things are free...enjoy walks...right across the street is an entrance to Land Bank Land that you can walk all the way to Cisco Beach. And then there is the beach which is just a 5 minutes walk from the house.

In Town there are galleries, museums and shopping till you drop.


Rates & Availability

Nantucket House Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
Early Spring Season
Jun 18 2017 - Jun 24 2017
7 night minimum stay
Shoulder Season
Jun 25 2017 - Jul 1 2017
7 night minimum stay
July and August 2017
Jul 2 2017 - Sep 3 2017
7 night minimum stay
My Standard Rate
7 night minimum stay

Additional information about rental rates

Cleaning $100

The studio cottage is available , at times,separately. For two persons only.
The Nantucket Wine Festival , May 15-18 2014 the cottage is available. Come down for a great time!

Owner's Cancellation Policy

  • 0% refund if canceled at least 0 days before arrival date.
Enter dates for accurate pricing
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