Whaling Captain Pierson's Apartment

Top rated by guests
The Main House
Kitchen View #2
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Kitchen View #4
Sidewalk View
review stars
9.9Outstanding
(70 Ratings)
Guests appreciated the adorable, cozy, and comfortable apartment with a great location and beautiful views. The hosts were kind, accommodating, and provided a delightful stay. Ideal for cooking and enjoying osprey sightings.
From real guest reviews summarized by AI
Don't miss out! Price and availability may change
9.9 / 10
Outstanding(70 Ratings)

Apartment in Sag Harbor, NY

4 guests · 1 bedroom · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
High-end valueWell priced for this area

About this apartment rental

Whaling Captain Pierson's Apartment is at a waterfront property and is an apartment in one of the contributing homes which define Sag Harbor as a historic village. The house is a 7 minutes’ walk from the center of historic Sag Harbor Village. It is the only house and apartment offering a vast, picturesque, panoramic view of beautiful Sag Harbor Cove from Main Street as well as spectacular sunsets. (See my other listings entitled, "Whaling Captain Pierson's Apartment TOO" and "Whaling Captain Pierson's Cottage".)

If you do not see the booking availability desired, look at my other postings of Whaling Captain's Pierson's Apartment TOO and Whaling Captain Pierson's Cottage. Or, if your party is larger than one apartment can accommodate consider booking both apartments and the cottage.

Whaling Captain Pierson's Apartment is on Captain’s Row within the main house on the second floor. The property is surrounded by nature and the apartment overlooks the cove and has views of Otter pond. The apartment’s antique furnishings reflect both a classical and whimsical ever evolving sensibility without feeling stuffy or old. This is a 1-bedroom apartment with one queen size bed. Window AC units will provide cooling during the summer and cast iron radiators provide heating in the winter. The apartment has one full bathroom. The kitchen consists of stainless steel appliances of a dishwasher, refrigerator and range with a washer and dryer right off the kitchen. The apartment has a private deck and the property a private beach, expansive grounds and parking.

The apartment allows privacy for an individual or a loving couple. It is ideal for the single visitor or other various types of creative and/or performing artists who are looking for a haven to relax and/or create. Experience the apartment’s environment or just be part of its inspiring, healing, spirit and soul uplifting surroundings.

During the day you may see ducks waddling, bunny rabbits with small white tails scurrying, orange breasted birds frolicking and turtles meander across the lawn. Also, deer can be seen nibbling the grass and white swans, ospreys, ducks or seagulls flying around or swimming in Sag Harbor Cove.

The apartment is ideal for a single visitor or allowing privacy to loving couples or the various types of creative and performing artists who are looking for a haven to relax and/or create. Experience the apartment’s environment or just be part of its inspiring, healing, spirit and soul uplifting surroundings.

During the day you may see ducks waddling, bunny rabbits with small white tails scurrying, orange breasted birds frolicking and turtles meander across the lawn. Also, deer can be seen nibbling the grass and white swan(s), ospreys, ducks or seagulls flying around or swimming in Sag Harbor Cove.

Sag Harbor is a vibrant year-round village with plenty of activities both cultural and family oriented alike. There is a movie cinema, a performing arts theater, gyms and spas, yoga studios, art exhibits, festivals and parades which occur throughout the year. There is also a variety of antique, clothing and novelty shops as well as many restaurants, bars and beaches.

Sag Harbor can be reached in 2 hours by car from New York City, the Hampton Jitney or the Long Island Rail Road. The Hampton Jitney stops in the center of the Village of Sag Harbor. The Long Island Rail Road’s Bridgehampton station is 15 minutes to and from the apartment by taxi or car.

Additionally, bicycles can be locally rented and used to explore more of Sag Harbor and other surrounding areas not necessarily within walking distances.

The apartment contains the amenities of wireless Internet access, TV, a dishwasher, microwave, coffee maker, blender, a washer and dryer, iron and ironing board and towels.


Amenities at Whaling Captain Pierson's Apartment

Non-smoking
Pets allowed

Map of Sag Harbor, NY


Ratings and reviews

9.9 / 10
Outstanding(70 Ratings)
review starsSummary of reviews
Guests appreciated the adorable, cozy, and comfortable apartment with a great location and beautiful views. The hosts were kind, accommodating, and provided a delightful stay. Ideal for cooking and enjoying osprey sightings.
From real guest reviews summarized by AI
10 / 10Outstanding·Oct 2025
Great location. Very convenient walk to town. There was no issue with parking. The view from the back deck was amazing.
10 / 10Outstanding·Sep 2025
Our stay at was pure magic. The home is romantic, charming, and perfectly located—we walked into town each day, enjoying the boutiques, cafés, and harbor views. Biking to Shelter Island was a highlight, with stunning scenery and a sense of timeless beauty. Evenings back at the house were just as special, whether relaxing with wine on the porch or watching the sunset. This wasn’t just a trip—it was an unforgettable experience filled with love, serenity, and simple elegance.
10 / 10Outstanding·Jul 2025
Wonderful. Beautiful property and close to town. Hosts are excellent. Have been coming for years
6 / 10Average·Dec 2025
Nice hosts. The bed sagged and was sooo uncomfortable. The bathroom towels were a bit frayed and uncomfortable. They left used soap bars in the shower.

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FAQs

Is parking included with this apartment?

Parking is not specified as an available amenity at Whaling Captain Pierson's Apartment. For more information, we encourage you to contact the property about where to park.

Is there a pool at this apartment?

We didn’t find pool listed as an amenity for this apartment. It may be worth double checking if a pool is important for your stay.

Is Whaling Captain Pierson's Apartment pet friendly?

Yes! This apartment is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Whaling Captain Pierson's Apartment?

We found 2 amenities for this rental. This includes non-smoking, and pets allowed.