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Perfect Retreat for Families - Close to Amazing Wineries, Beaches, and Dining!

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A staircase with wooden balusters, a white console table with baskets, a round mirror, and a dining area with a table and chairs.
Interior
A curved swimming pool with a stone deck and a metal ladder.
A modern dining area with a wooden table, pink chairs, abstract art on the wall, and a floor lamp.
A spacious living room with two white sofas, a colorful rug, and large windows providing natural light.

Reviews

9.8 out of 10
Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 92500 sq ft

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly

Explore the area

View in a map
Southold, NY
  • Place, Custer Institute and Observatory
    ‪11 min walk‬
  • Place, Sparkling Pointe
    ‪2 min drive‬
  • Place, Croteaux Vineyards
    ‪2 min drive‬
  • Airport, East Hampton, NY (HTO)
    ‪73 min drive‬

Room options

About the neighborhood

Southold

Within a short walk of Custer Institute and Observatory, this vacation home is within 2 miles (3 km) of Croteaux Vineyards. The vacation home includes a private pool, a kitchen, and a fireplace.
View more Vacation Homes in SoutholdOpens in a new window

What's nearby

  • Custer Institute and Observatory - 11 min walk - 0.6 miles
  • Mattebella Vineyards - 2 min drive - 1.1 miles
  • Sparkling Pointe - 2 min drive - 1.1 miles
  • Croteaux Vineyards - 2 min drive - 1.4 miles
  • The Hamptons Beaches - 39 min drive - 30.2 miles

Getting around

  • Southold Station - 18 min walk
  • East Hampton, NY (HTO) - 71 min drive

Restaurants

  • ‪Dunkin' - ‬14 min walk
  • ‪Sophie's Rest - ‬12 min walk
  • ‪Pridwin Hotel - ‬34 min drive
  • ‪Panoramica - ‬4 min drive
  • ‪North Fork Roasting Co. - ‬2 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Perfect Retreat for Families - Close to Amazing Wineries, Beaches, and Dining!

Enjoy the NOFO life - full of farm to table food, amazing oysters, and beaches!

This newly renovated stylish house sleeps up to 12 and is the perfect quiet retreat - a pool, a hot tub and all on a quiet street just minutes from Goose Creek Beach, the adorable Croteaux Winery, Southold General, the Southold Fish Market, several farm stands and North Fork Table and Inn.

This house was recently renovated and decorated and every sofa, lamp and bed are brand new. The property has every amenity for a relaxing getaway - lounge chairs, outdoor dining table, hot tub, pool, outdoor grill, toys for the kids - you name it - all in a secluded spot on a quiet cul-de-sac.

Peace and relaxation are yours to be had in this little sanctuary - we hope you love it!

Amenities include, but are not limited to:
- 4 bedrooms (1 king, 2 doubles, 1 kids room with twin and bunk + trundle)
- 3 full bathrooms
- propane gas grill
- firepit
- outdoor lounge chairs
- porch swing
- smart TVs (70' and 45') with Netflix, Hulu, Amazon, etc.
- Google Home
- washer & dryer
- Wifi included
- concierge garbage pick-up


- Dogs allowed for an additional fee ($150/dog)
- No smoking permitted
- located in quiet cul-de-sac
- Town beach parking permits available for stays of 30 days or longer

The vacation home is air-conditioned and features a kitchen, 3 bathrooms, and a patio, and there's space to spread out with 4 bedrooms. Other standard amenities include a private pool, a washing machine, and a fireplace.

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  • Pool
  • Kitchen
  • Washer
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10.0 out of 10, Exceptional, 23 reviews
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Property amenities

Beach

  • Beach towels

Pool/Spa

  • Hot tub
  • Outdoor pool
  • Private pool

Internet

  • Available in the house: WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Lobster/crab pot
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bed sheets provided

Bathroom

  • 3 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • Games
  • Smart TV

Outdoor areas

  • Firepit
  • Garden
  • Gas grill
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • One pet total (up to 50 lbs per pet)

Suitability/Accessibility

  • Smoking not allowed

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)

General

  • Garden
  • Some LED lighting used
  • Unit size: 2,500 square feet

Policies

Check-in

Check-in time starts at 4:00 PM

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • This property welcomes pets
  • Dogs only
  • 1 total (50 lbs is the maximum weight per pet)
  • Service animals exempt from fees
  • Note from host: Traveler must contact owner within 48 hours

Children and extra beds

Children allowed: ages 0-17

Events

No events 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
Onsite parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector and a smoke detector.

Additional information about polices, regulations, and more:

  • Long-term renters welcome.

Frequently asked questions

What's there to see near this vacation home?

This vacation home is located in Southold within a short 13-minute walk of Custer Institute and Observatory. You'll also find Raphael Winery and Pindar Vineyards within a short drive.

Is there parking available at Perfect Retreat for Families - Close to Amazing Wineries, Beaches, and Dining!?

No, there isn't parking at this vacation home.

Is this vacation home adjacent to a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, this vacation home doesn't have an indoor pool; however, there are an outdoor pool and a hot tub.

What do couples enjoy most about Perfect Retreat for Families - Close to Amazing Wineries, Beaches, and Dining!?

There are many amenities for couples at this vacation home, including a private pool and a fireplace as well as an outdoor pool.

Does Perfect Retreat for Families - Close to Amazing Wineries, Beaches, and Dining! have a hot tub?

No, this vacation home doesn't have a spa tub.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay free of charge?

Although dogs can't stay for free, they are welcome at this vacation home.

Does Perfect Retreat for Families - Close to Amazing Wineries, Beaches, and Dining! have connecting rooms available?

No, this vacation home doesn't feature connecting guestrooms.

What is the closest airport to this vacation home?

The closest major airport to this vacation home is East Hampton, NY (HTO), which is 19.2 mi away (71 minutes by car). Another top airport is Westhampton, NY (FOK-Francis S. Gabreski), which is located 23.8 mi away (36-minute drive).

Are there rooms with balconies at Perfect Retreat for Families - Close to Amazing Wineries, Beaches, and Dining!?

Yes, every house at Perfect Retreat for Families - Close to Amazing Wineries, Beaches, and Dining! comes with a patio.

Perfect Retreat for Families - Close to Amazing Wineries, Beaches, and Dining! Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 8 out of 9 reviews
Rating 8 - Good. 1 out of 9 reviews
Rating 6 - Okay. 0 out of 9 reviews
Rating 4 - Poor. 0 out of 9 reviews
Rating 2 - Terrible. 0 out of 9 reviews

9.4/10

Cleanliness

Reviews

Verified review

10/10 Excellent

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

Comfortable and spacious

This home has plenty of space for a large group. Plenty of bathrooms and seating for many. A fabulous pool and kitchen.
Stayed 7 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, location, listing accuracy
Our family of 9 had a great time in the house. The kids loved the playroom, so much to do and the kids bedroom was fun. The house was beautiful, spacious and clean. Bedrooms very comfortable. We enjoyed the pool and the jacuzzi.
Stayed 3 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Check in was easy. House was very spacious, enough room for all 8 of us. Location was great. Close to everything. Beautiful pool in yard but yard needed a little more upkeep. We were very comfortable and had a great time!!
Stayed 4 nights in Aug 2025
Verified review

8/10 Good

Liked: Check-in, location, listing accuracy

Southold family vacation

The house was beautiful. There are many lovely rooms to socialize in. The pool was amazing as was the hot tub. The bedrooms were comfortable and very clean. We enjoyed all that the north fork had to offer such as biking, swimming, wineries, beaches, parks, and breweries. It was a special place and many memories were made
Stayed 8 nights in Jul 2024
Verified review

10/10 Excellent

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

Great

My only suggestions were may be just do twin beds upstairs with a full bunk beds don’t do well with older kidsAlso brickwork around pool needs some work and front porch was mustyUncomfortable to really utilize the spaceThe kitchen was the bestThank you and good luck
Stayed 14 nights in Aug 2024
Verified review

10/10 Excellent

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

Perfect Family Getaway at the Peconic Pearl

We recently stayed at Therese's home in Southold with our family and friends (4 adults and 3 kids under 5) and it was absolutely perfect! The house, pool, and amenities were all fantastic and exceeded our expectations. It was truly a home away from home, especially for families with young children. The listing really doesn't do the place justice! There were kids’ dishes, a whole playroom with toys, and various fun things in the backyard to keep the entire family entertained. Everything was beyond comfortable and every detail had been thoughtfully considered. There was a minor hitch during check-in, but Therese was readily available and we resolved it quickly. Her property manager, Peter, is also super responsive and local, which was reassuring to know should anything come up. The house itself was super clean and we couldn't have been happier with our stay. We will definitely be back in the future! A special thank you to Therese and her family for opening up their home to us. Therese's thoughtfulness went above and beyond - she even left us a lovely gift upon check-in, which was a delightful touch.
Stayed 5 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a fantastic week-long stay at this beautiful house and would absolutely return. The home was spacious, clean, and had everything we needed for a relaxing vacation.The kitchen was especially impressive—it was large, well stocked, and made preparing meals easy. There were multiple living areas with plenty of comfortable couches, giving everyone space to spread out, relax, or enjoy time together.The outdoor space was one of our favorite features. There was plenty of seating, including two large umbrellas that provided great shade, and the pool was the perfect temperature all week. We also appreciated having both a grill and a smoker available for cooking outdoors.Traveling with our dog was easy thanks to the fully fenced backyard, which gave her plenty of room to safely run and play. The larger side yard, while not fenced, was beautifully shaded and added to the property's peaceful setting.Overall, this is a beautiful property that is thoughtfully equipped and incredibly comfortable. We highly recommend it to anyone looking for a relaxing getaway and would gladly stay here again.
Stayed 7 nights in Jul 2026