Entire home

Spacious Home with Pool in Southold

Holiday home in Southold with jetted bath

Overview
Amenities
Policies
Location

Exceptional

4 bedrooms2+ bathroomsSleeps 10

Popular amenities

Washer
Air conditioning

Explore the area

Southold, NY

Place, Kontokosta Winery
‪8 min drive‬
Place, 67 Steps Beach
‪8 min drive‬
Place, Sunset Beach
‪30 min drive‬
Airport, East Hampton, NY (HTO)
‪60 min drive‬

Rooms & beds

4 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 Queen Bed

Bedroom 4

2 Single Bunk Beds

2 bathrooms, 1 half bathroom

Bathroom 1

Bathroom 2

Soap · Towels provided · Bathtub or shower · Toilet · Jetted bathtub · Shampoo

Bathroom 3

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo

Spaces

About this property

Spacious Home with Pool in Southold

Discover this sun-filled 4-bedroom Southold home, perfect for a relaxing escape. Enjoy a luxurious saltwater pool, cozy fire pit, BBQ area, and ample outdoor seating. Ideal for family getaways or group retreats, the house is just minutes from renowned wineries, beaches, and charming local farm stands. With bright and spacious living areas, this home offers a perfect blend of comfort. Whether lounging by the pool or exploring wine country, experience the ultimate North Fork retreat!

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Amenities

Washing machine

Air conditioning

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Kitchen
Washer
Dryer
Pet-friendly

House Rules

Check in after 4:00 PM

Minimum age to rent: 25

Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets allowed

Smoking

Smoking is not permitted

Important information

You need to know

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

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

About the area

Southold

Southold is home to this holiday home. The Old Field Vineyards and Sparkling Pointe are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Greenport Farmers' Market and Love Lane. Custer Institute and Observatory and Railroad Museum of Long Island are also worth visiting.

View more Holiday homes in Southold

Southold, NY

What's nearby

Sparkling Pointe - 4 min drive - 4.6 km
Kontokosta Winery - 8 min drive - 8.1 km
67 Steps Beach - 8 min drive - 8.1 km
Sunset Beach - 30 min drive - 10.8 km
Crescent Beach - 31 min drive - 11.5 km

Getting around

Southold Station - 3 min drive
East Hampton, NY (HTO) - 76 min drive

Restaurants

‪Senor Taco - ‬2 min drive
‪Dunkin' - ‬3 min drive
‪Sunset Beach Restaurant - ‬29 min drive
‪Michelangelo's - ‬3 min drive
‪Little Fish - ‬5 min drive

Frequently asked questions

Is Spacious Home with Pool in Southold pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Spacious Home with Pool in Southold?

Check-in begins at 4:00 PM.

What time is check-out at Spacious Home with Pool in Southold?

Checkout is at 10:00 AM.

Where is Spacious Home with Pool in Southold located?

Situated in Southold, this holiday home is 0.4 mi (0.6 km) from The Old Field Vineyards and within 3 miles (5 km) of Custer Institute and Observatory and Horton Point Park. Sparkling Pointe and Mattebella Vineyards are also within 3 miles (5 km). Southold Station is 26 minutes by foot.

Exceptional

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.6/10

Location

10/10

Listing accuracy

10/10 Excellent

Nicole D.

17 Aug, 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay. Beautiful & well maintained house.

Stayed 2 nights in Aug 2025

10/10 Excellent

Verified traveller

8 Sept, 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

We had a great stay! The property was exactly as described—clean, comfortable, and in a perfect location. The host was very responsive and made check-in super easy. Would definitely book again for our next trip!

Stayed 4 nights in Aug 2025

10/10 Excellent

Matthew L.

26 Aug, 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house to rent with plenty of space, wonderful pool and conveniently located by the town of Southold and Greenport, yet on a quiet neighborhood. Provides the best of both worlds.

Stayed 5 nights in Aug 2025

10/10 Excellent

Joyce M.

11 Jul, 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

Staycation Beauty

Our family thoroughly enjoyed this amazing property so much that we barely left it. The well-stocked kitchen and outdoor grill and dining table made it easy to enjoy our meals alfresco. The spacious and beautifully decorated interior was a delight offering plenty of space for our family to enjoy each other and to rest and relax. We’re already planning a return visit!

Stayed 3 nights in Jul 2025