Beautiful Home with Pool by Wineries and Beaches - “The Vacation House”
House in Southold, NY
8 guests · 5 bedrooms · 4 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Free cancellationFull refund if you change your mind
Includes essentialsGarden, Pool, Kitchen or Kitchenette and more
About this house rental
Farmhouse meets beach house at “The Vacation House”…beautiful North Fork Farm House in relaxing farm/beach area perfect for families and adults 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) with a bonus guest room with living room, pullout couch, pack n’play (if needed) and chaise lounger; the basement also has a couch and private full bathroom. There are 3.5 baths with Finished Basement (full bar area, pop a shot, ping pong (2023 addition), foosball, 70” TV and kids play area). Sliding Glass Doors Lead to the Outside Patio Entertaining Space with outdoor dining, outdoor couch/egg chair, Pizza Oven/Grill Station, 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.
*New for 2023 - owners have installed an outdoor shower and hot tub area adjacent to the back deck!*
For the Exercise Enthusiast this home has a converted Three Car Detached Garage equipped with oversized workout mat, yoga mats, adjustable weights, infrared sauna, peloton bike, boxing bag, indoor basketball hoop, workout equipment and a trampoline for kids. There is an attached two Car Garage for parking and storage and direct 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), many wineries and restaurants.
Home comes with front patio (great for morning coffee!), 4 Bedrooms (can sleep 10-12 people depending on your needs) with a bonus guest room with living room, pullout couch, pack n’play (if needed) and chaise lounger; the basement also has a couch and private full bathroom. There are 3.5 baths with Finished Basement (full bar area, pop a shot, ping pong (2023 addition), foosball, 70” TV and kids play area). Sliding Glass Doors Lead to the Outside Patio Entertaining Space with outdoor dining, outdoor couch/egg chair, Pizza Oven/Grill Station, 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.
*New for 2023 - owners have installed an outdoor shower and hot tub area adjacent to the back deck!*
For the Exercise Enthusiast this home has a converted Three Car Detached Garage equipped with oversized workout mat, yoga mats, adjustable weights, infrared sauna, peloton bike, boxing bag, indoor basketball hoop, workout equipment and a trampoline for kids. There is an attached two Car Garage for parking and storage and direct 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), many wineries and restaurants.
Amenities
Pool
Air conditioner
Kitchen or Kitchenette
Internet / Wifi
Fireplace
Parking
Laundry
Balcony or Patio
Dishwasher
Hot tub or spa
TV
Gym or Fitness Center
Garden
Family friendly
Map of Southold, NY
$$$$
Ratings and reviews
10.0 / 10.0
The house has all of the touches of a family home. The beds were extremely comfortable and the house was very clean. The basement is a dream for kids - all of that said, our favorite space was the backyard… the adults spent every night by the outdoor seating area with the TV and the kids couldn’t get enough of the pool and soccer net. All around a great stay!!
10.0 / 10.0
Beautiful home and property with so much to do. We enjoyed the house so much, we ended up relaxing and swimming in the pool every day instead of trekking around to find things to keep us occupied. We felt like we had our own private oasis and only left to go to dinner at some of the restaurants. Quiet neighborhood with quick access to the town, Greenport, the wineries and shopping.
Owner was super responsive and helpful. We wish we stayed longer!
10.0 / 10.0
We stayed for almost two weeks in August. We LOVED this property and would definitely stay here again. Communication with the host was great (e.g. helpful tips, detailed instructions, etc.).
What we liked:
*The house is comfortable and very clean.
*The pool is awesome. Backyard is huge with a cabana, grill, fire pit and even a soccer goal!!
*Lots to entertain kids inside: Nok hockey, basketball arcade, foosball, board games, puzzles, books, etc.
*Separate office space and good connectivity if you need to get a little work done.
*Separate gym with basic weights and peloton.
*Great location: quiet/safe neighborhood, less than a five minute drive to Southold village, close to vineyards/beaches
There are too many good things to name them all. You can't go wrong staying here!!
10.0 / 10.0
My family and I stayed at the property for 7 days during a heat wave! The house was as nice as advertised. The pool was beautiful and refreshing throughout the heat wave. Home was well stocked with paper goods soap, etc. House was cleaned up and spotless prior to our arrival.Communication with the property owner was excellent. Definitely a 5 star review!
10.0 / 10.0
Great girls weekend!
The house was idyllic. We love the farmhouse meets beach decor (and the heated kitchen floors!). The bedrooms were perfect — out biggest regret was not soaking in the tub in the master bedroom. Our only watch out is the hot water: you’ll want to stagger your showers if you’re a large group.
The shared spaces are great for entertaining or just relaxing between excursions. Between the basketball in the basement and the trampoline in the garage/gym, we felt like kids in the movie Blank Check. (TLDR; classic 90s kid film and a must watch).
We can’t wait to come back in the summer, when the pool is open!
10.0 / 10.0
Cozy Family Stay
We stayed after Christmas and through New Years and had a wonderful time. My 3 and 5 year old found plenty to keep themselves occupied with the toys, trampoline, and finished basement. The adults enjoyed the fireplace, reading nook, and playing basketball with the kids. While we were there in the off-season we found plenty to do, and Leor gave us all the good spots to hit up. We can't wait to go back when the pool is open!
10.0 / 10.0
The perfect house for everyone!
This house has it all. Heated floors, entertainment for kids, convenient location to farms, water, and vineyards, comfortable beds and more. I can not wait rent again!
10.0 / 10.0
Family trip
The house was beautiful. Everything was perfect and so easy. Thanks for a wonderful stay
10.0 / 10.0
Great stay
This was the perfect property for a relaxing weekend away for myself and a small group of friends. The house is beautiful and Leor was quick with all his responses!
10.0 / 10.0
Easy family getaway
We had a wonderful stay here at the end of July. Host was super responsive and answered all my questions almost immediately. The house is in a great spot. Easy access to Orient Point, Greenport, vineyards and farms. Our kids fully enjoyed the pool, basketball court in the detached garage, and the rec room in the basement. Everything we could have asked for and more in this house. Definitely made this one of the easiest and relaxing stays away from home.
10.0 / 10.0
Summer fun!
A great time was had by all.
So many nice amenities.
10.0 / 10.0
Perfect getaway from NYC
We loved our stay at the property. Super clean, very spacious, great outdoor area for adults to grill and enjoy the gazebo by the pool with a huge lawn/ soccer field for kids to run while not at the pool. The hosts were a pleasure to work with with fast responses and well organized manuals, and went out of their way to make our stay enjoyable. Definitely coming back.
FAQs
How much does this house cost compared to others in Southold?
The average price for a rental in Southold is $695 per night. This rental is $353 above the average.
Is parking included with this house?
Yes, parking is listed as an amenity at Beautiful Home with Pool by Wineries and Beaches - “The Vacation House”. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
Yes, a swimming pool is available for use at Beautiful Home with Pool by Wineries and Beaches - “The Vacation House”. Enjoy the water!
Is Beautiful Home with Pool by Wineries and Beaches - “The Vacation House” pet friendly?
Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Beautiful Home with Pool by Wineries and Beaches - “The Vacation House”?
We found 14 amenities for this rental. This includes pool, air conditioner, kitchen or kitchenette, internet / wifi, and fireplace.
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