Entire home

Historic Sag Harbor Retreat with Heated Pool

Photo gallery for Historic Sag Harbor Retreat with Heated Pool

A spacious living room with a high ceiling, wooden beams, a large sofa, a coffee table, and a dining area with a table and chairs.
A rectangular swimming pool with a surrounding grassy area, a wooden deck, and a metal bench.
A rectangular swimming pool with a stone border, surrounded by well-maintained grass and various trees.
A rectangular swimming pool with a wooden deck surrounding it, a wooden fence, and a garden area with various plants and a bench.
A backyard with a stone pathway, a white outdoor seating area, and a large tree.

Reviews

10 out of 10
Exceptional

Highlights

  • Outdoor pool
    The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
  • Discover nearby landmarks
    Close to The Hamptons Beaches
4 bedrooms4 bathroomsSleeps 8

Popular amenities

  • Balcony
  • Private pool
  • Barbecue
  • Air-conditioning
  • Refrigerator
  • Internet

Explore the area

View map
Sag Harbor, NY
  • Place, The Hamptons Beaches
    ‪11 min walk‬
  • Place, Sag Harbor Marine Park
    ‪13 min walk‬
  • Place, Bay Street Theatre
    ‪14 min walk‬
  • Airport, Montauk, NY (MTP)
    ‪47 min drive‬

Where you'll sleep

4 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

2 Single Beds

4 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet · Shower only

Bathroom 4

Toilet · Shower only

Spaces

Kitchen
Office
Balcony
Garden

About this property

Historic Sag Harbor Retreat with Heated Pool

Summary:

Experience the perfect blend of historic charm and modern luxury in this beautifully restored home on Sag Harbor’s iconic Captain’s Row. Featuring 4 spacious bedrooms, 4 bathrooms, a designer kitchen, and a private heated pool surrounded by manicured gardens, this elegant retreat is just steps from Main Street. Enjoy easy access to renowned restaurants, boutique shopping, and the scenic harbor while relaxing in one of the Hamptons’ most desirable locations



The Space:

Experience the charm of historic Captain’s Row in the heart of Sag Harbor Village, just steps from Main Street, the harbor, restaurants, and boutiques. This beautifully restored home combines timeless character with modern luxury, offering 4 bedrooms, 4 bathrooms, and 2,747 square feet of thoughtfully designed living space.

The home features a convenient ground-floor primary suite, a spacious living room, dedicated office space, and a stunning chef’s kitchen with Wolf and Sub-Zero appliances. A light-filled dining area creates the perfect setting for gathering with family and friends. Outside, enjoy a private 0.25-acre property with manicured landscaping, a bluestone patio, BBQ grill, tree swing, and a heated gunite pool. With central air conditioning throughout, this elegant village retreat offers the perfect blend of comfort, privacy, and convenience for an unforgettable Hamptons getaway.



Guest Access:

Guests have exclusive access to the entire private house during their stay. t.



The Neighborhood:

The best of Sag Harbor is right outside your door. Located on Main Street in the heart of the village, our home provides effortless access to the area's finest restaurants and cozy cafes. You are just a short stroll away from charming boutique shopping, local art galleries, and the scenic Sag Harbor Marina.



Getting Around:

The property is located in the heart of Sag Harbor, allowing guests to enjoy the village on foot. While the home offers convenient free street parking for those arriving by vehicle, the central location makes it easy to explore local restaurants, boutiques, and the marina without a car.



Other Things to Note:

HOUSE RULES & STAY TERMS

(SUPPLEMENTAL TERMS & CONDITIONS)



This property is subject to applicable laws, regulations, and building or community rules. By booking and occupying the property, the guest agrees to comply with these House Rules & Stay Terms, which form part of the binding agreement governing the reservation and are incorporated by reference into the applicable booking agreement.

________________________________________

1. OCCUPANCY & RESPONSIBILITY

The primary guest must be at least 25 years of age and is responsible for the conduct and compliance of all occupants and visitors. Maximum occupancy limits must be observed at all times in accordance with applicable law and the reservation details.

The number of overnight occupants must match the number approved at the time of booking. Any misrepresentation regarding occupancy may result in additional fees, immediate termination of the stay, or both.

________________________________________

2. USE OF PROPERTY

The property is provided for temporary residential use only. The property may not be used for events, parties, gatherings, commercial activity, or any unlawful purpose unless expressly authorized in writing. Guests agree to treat the property with reasonable care and respect, including furnishings, fixtures, amenities, and the surrounding neighborhood.

________________________________________

3. NO PARTIES, NO SMOKING, NO DRUGS

• No parties, events, or gatherings of any kind

• No smoking anywhere on the property

• No illegal drugs or illegal activity

• Quiet hours are strictly enforced

• Loud noise, amplified music, large portable speakers, or sound equipment are prohibited



Violation of these rules may result in immediate termination without refund.

________________________________________

4. PET POLICY

Pets are not permitted on the property unless explicitly authorized in writing prior to arrival. Unauthorized pets may result in additional fees or termination of the stay.

________________________________________

5. CLEANING & CONDITION

The property is provided in “AS IS” condition. A standard cleaning fee applies. Guests are expected to maintain the property in a clean and sanitary condition during the stay and to leave the property in reasonable condition upon departure. Excessive mess, stains, trash, smoking residue, or damage beyond normal wear and tear may result in additional charges.

________________________________________

6. MAINTENANCE, AMENITIES & SERVICE INTERRUPTIONS

Reasonable efforts will be made to maintain all amenities, including internet, television, pool, or other features, if applicable. Temporary interruptions, service outages, or equipment malfunctions beyond the operator’s control do not entitle the guest to refunds.

Any maintenance issues or damage must be reported promptly through the designated communication channel.

________________________________________

7. POOL RULES & SAFETY (IF APPLICABLE)

Pool use is entirely at the guest’s own risk.

• Absolutely NO diving or rough play

• No lifeguard on duty at any time

• Children under 18 must be supervised at all times

• No glass, candles, pets, shoes, or electrical devices in or near the pool

• Pool access is limited to designated seasonal dates

• Pool deck and surrounding surfaces may be slippery when wet

Guests are responsible for all pool related damage, including liner damage, caused by any occupant or visitor. Any misuse may result in full replacement costs and additional fees.

________________________________________



8. RISK OF LOSS

All personal property brought onto the premises is at the sole risk of the guest. The owner, operator, and booking platform are not responsible for theft, loss, or damage to personal belongings.

________________________________________

9. INDEMNIFICATION & RELEASE

Guest agrees to indemnify, defend, and hold harmless the property owner, operator, agents, employees, contractors, and booking platform from any claims, damages, losses, liabilities, costs, or legal fees arising from the guest’s stay, conduct, or use of the property, except where caused by gross negligence or willful misconduct.



Guest hereby waives and releases any claims for injury, illness, death, or loss arising from use of the property or its amenities, which are used entirely at the guest’s own risk.

________________________________________

10. TERMINATION & NO REFUND

Violation of these House Rules, applicable laws, platform policies, or the booking agreement may result in immediate termination of the reservation without refund, to the fullest extent permitted by law and platform policy.

________________________________________

11. ACCEPTANCE

By electronically accepting the reservation, the guest confirms that all information provided is accurate, has read and understands these House Rules & Stay Terms, agrees to the cancellation policy, and authorizes applicable charges in accordance with the booking agreement.

Interaction with guests



Interaction with Guests:

We are always available to assist you throughout your stay. Should you have any questions or require recommendations, please feel free to reach out to us directly through the platform messaging system. We strive to respond to all inquiries as quickly as possible to ensure you have a comfortable and seamless experience at our property. AnotherHome Team

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House Rules

Check in after 4:00 PM
Minimum age to rent: 30
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 5398682vb
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts cash
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Sag Harbor

Sag Harbor is home to this holiday home. Sag Harbor Whaling and Historical Museum and Bay Street Theatre are cultural highlights, and some of the area's attractions include South Fork Natural History Museum and Nature Center and Children's Museum of The East End. Shelter Island Whale's Tail and Guild Hall are also worth visiting.
Map
Sag Harbor, NY

What's nearby

  • Sag Harbor Whaling and Historical Museum - 6 min walk - 0.6 km
  • Sag Harbor Old Burying Ground - 9 min walk - 0.8 km
  • The Hamptons Beaches - 11 min walk - 1.0 km
  • Sag Harbor Marine Park - 13 min walk - 1.1 km
  • Bay Street Theatre - 14 min walk - 1.2 km

Getting around

  • Bridgehampton Station - 13 min drive
  • East Hampton, NY (HTO) - 12 min drive

Restaurants

  • ‪Sag Harbor Tavern - ‬14 min walk
  • ‪Sag Pizza - ‬9 min walk
  • ‪Harbor Market & Kitchen - ‬12 min walk
  • ‪Tutto il Giorno - ‬12 min walk
  • ‪Sen - ‬11 min walk

Frequently asked questions

Does Historic Sag Harbor Retreat with Heated Pool have a pool?

Yes, this property has a pool.

Is Historic Sag Harbor Retreat with Heated Pool pet-friendly?

No, pets are not allowed at this property.

How much is parking at Historic Sag Harbor Retreat with Heated Pool?

On-site parking is available at the property.

What time is check-in at Historic Sag Harbor Retreat with Heated Pool?

Check-in begins at 4:00 PM.

What time is check-out at Historic Sag Harbor Retreat with Heated Pool?

Checkout is at 11:00 AM.

Where is Historic Sag Harbor Retreat with Heated Pool located?

Situated in Sag Harbor, this holiday home is within a 15-minute walk of Sag Harbor Whaling and Historical Museum and The Hamptons Beaches. Mashashimuet Park and Sag Harbor Old Burying Ground are also within 10 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful spot for a family vacation in Sag Harbor!
Stayed 5 nights in Aug 2026

About the host

Hosted by Giuseppe Careddu

Host profile image

Languages:

English, French, Italian, Spanish
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