Entire home
Beautiful updated home with pool by Wineries and Beaches - “The Vacation House”
Family-friendly holiday home with water park and fitness centre
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Reviews
10 out of 10
Exceptional
4 bedrooms3+ bathroomsSleeps 8288.0 sq m
Popular amenities
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Southold, NY
Rooms & beds
4 bedrooms (sleeps 8)
Basement
1 Queen Bed
Guest bedroom
1 Queen Bed
Guest bedroom 2
1 Queen Bed and 1 Double Bed
Guest bedroom w/add’l room
1 Double Futon, 1 Queen Bed, 1 Single Bed and 1 Crib
Master
1 King Bed
3 bathrooms, 1 half bathroom
Basement
Bathtub or shower · Toilet
Guest bath
Bathtub or shower · Toilet
Master bathroom
Toilet · Shower only · Jetted bathtub
Powder
Toilet
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Outdoor play area
Garden
Dining area
About this property
Beautiful updated home with pool by Wineries and Beaches - “The Vacation House”
Farmhouse meets beach house at “The Vacation House”…beautiful North Fork Farm House in relaxing farm/beach area perfect for families who want a truly relaxing atmosphere.
Home comes with front patio (great for morning coffee!), 4 Bedrooms (can sleep 10-12 people depending on your needs) plus additional bunk beds in the basement with a bonus guest room. Bonus room has a pullout couch, pack n’play (if needed) and chaise lounger. The basement also bunk beds, a couch, private full bathroom and bar. The Basement has a full bar area, pop a shot, ping pong (2023 addition), foosball, 70” TV. Sliding Glass Doors Lead to the Outside Patio Entertaining Space with outdoor dining, outdoor couch/egg chair, updated outdoor kitchen with BBQ (2025) 2 Pergola areas (with new outdoor TV), fire pit, hammock and Pool (pool heater installed 2021, full pool remodel 2023) with lounge chairs and umbrellas (pool shed for storing floats and toys). There is a large yard with climbing gym, soccer goal and cornhole set/other games. Heated floors in the kitchen and master bathroom help in the winter months along with working fireplace.
In 2023, the owners have installed an outdoor shower and hot tub area adjacent to the back deck!
For fitness, this home has a converted three car Detached Garage converted to a gym and equipped with oversized workout mats, yoga mats, full set of weights, infrared sauna, peloton bike, boxing bag, indoor basketball hoop, additional workout equipment and a trampoline for kids. There is an attached two Car Garage for storage of bikes and beach accessories with direct entry access to the kitchen to come and go. The house had some renovations done by the new owners in 2021 - updated bathrooms, better WiFi, increased streaming services added for TV viewing, updated basement and fresh paint across entire home.
Great location close to nearby town (7 mins), farm stands, town beaches and public beaches, Parks, Orient Point State Park, Greenport (10-12 mins) and many wineries and restaurants.
Home comes with front patio (great for morning coffee!), 4 Bedrooms (can sleep 10-12 people depending on your needs) plus additional bunk beds in the basement with a bonus guest room. Bonus room has a pullout couch, pack n’play (if needed) and chaise lounger. The basement also bunk beds, a couch, private full bathroom and bar. The Basement has a full bar area, pop a shot, ping pong (2023 addition), foosball, 70” TV. Sliding Glass Doors Lead to the Outside Patio Entertaining Space with outdoor dining, outdoor couch/egg chair, updated outdoor kitchen with BBQ (2025) 2 Pergola areas (with new outdoor TV), fire pit, hammock and Pool (pool heater installed 2021, full pool remodel 2023) with lounge chairs and umbrellas (pool shed for storing floats and toys). There is a large yard with climbing gym, soccer goal and cornhole set/other games. Heated floors in the kitchen and master bathroom help in the winter months along with working fireplace.
In 2023, the owners have installed an outdoor shower and hot tub area adjacent to the back deck!
For fitness, this home has a converted three car Detached Garage converted to a gym and equipped with oversized workout mats, yoga mats, full set of weights, infrared sauna, peloton bike, boxing bag, indoor basketball hoop, additional workout equipment and a trampoline for kids. There is an attached two Car Garage for storage of bikes and beach accessories with direct entry access to the kitchen to come and go. The house had some renovations done by the new owners in 2021 - updated bathrooms, better WiFi, increased streaming services added for TV viewing, updated basement and fresh paint across entire home.
Great location close to nearby town (7 mins), farm stands, town beaches and public beaches, Parks, Orient Point State Park, Greenport (10-12 mins) and many wineries and restaurants.
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 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
Safety features at this property include a fire extinguisher and a first aid kit
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
Southold
Located in Southold, this holiday home is in a rural area. The area's natural beauty can be seen at The Hamptons Beaches and Cooper's Beach. Travelling with kids? Consider 8 Hands Farm and Greenport Carousel. Power boating, fishing and swimming offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking nearby.
Southold, NY
Getting around
Restaurants
- Senor Taco
- Dunkin' - 6 min drive
- Michelangelo's
- Southold General
- Pridwin Hotel
Frequently asked questions
About the host
Hosted by Leor Shapiro
Owners are a family of four (with a 10 year old boy and 7 year old girl) who purchased the house in January 2021. The family wanted to make this a true "home" for families to enjoy for years to come and fell in love with the local area, farms (and wineries) that make it feel very special, private and a great place to create memories.
Why they chose this property
Relax by the oversized pool, sit by the fire pit, enjoy all the local wineries (within 5-10 mins from the house), be near all the farms (goats, horses, sheep, chickens) and all the local beaches and trails. It's a very special and relaxing location from sunrise on the front porch to sunset over then backyard.
What makes this property unique
Purchases, updated and furnished in early 2021, detached garage converted into a full gym with sauna/peloton/weights/bands/kids trampoline etc, large backyard for running and playing, updated bathrooms, basement entertainment with pop a shot, nok hockey, kids plays area, new 70" TV, fooseball/plastic dart board areas and much much more. Backyard has outdoor TV, hot tub, outdoor shower, couches on the deck and pergola seating area.
Languages:
English
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