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Entire home

Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available

Family-friendly vacation home with a fitness center and an outdoor pool

Photo gallery for Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available

Outdoor pool, a heated pool
Property preview
Smart TV, fireplace, DVD player, foosball
Smart TV, fireplace, DVD player, foosball
Dining
Sagaponack luxury at its finest, this 4500 sq ft home is nestled in two and a half acres of secluded woodlands. Unwind by the heated saltwater pool, relax in the hot tub, or indulge in an outdoor BBQ on the expansive deck. With vaulted ceilings, a gourmet kitchen and state-of-the-art Sonos system throughout your stay will be one to remember.

Reviews

10 out of 10
Exceptional

Entire home

7 bedrooms5 bathroomsSleeps 14418 sq m

Popular amenities

  • Pet friendly
  • Parking available
  • Dryer
  • Gym

Add dates for prices

About this property

Entire place

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

Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available

Perfect for your getaway, this 4500 sq ft luxury home lies in the heart of the Hamptons. Ideally located in Sagaponack/ Bridgehampton area, just two miles from the village, harbor, and beaches. We cater to long term renters or yearly families.

Its two and a half acres of secluded woodlands, surrounded by private reserve, provide a unique setting and ultimate privacy for your summer rentals, family gatherings and intimate celebrations. From its luxurious Hampton design to appliances, heated pool, hot tub, hardwood floors, and wood-burning fireplace, make this house a home. Easy access to beaches, restaurants, and Hampton's nightlife are just outside your door.


Outdoor features:
Heated Salt water 20x40 pool (can be child-proofed) with a 3000 sq ft deck; (Open Mid May thru Mid September);12 person outdoor hot tub, Professional outdoor BBQ grill, plus Blackstone Grill, Outdoor 'Rain Forest' 2 person shower, Stone Column property entrance-way pillars with a gated entrance, 400' private hedge lined driveway, Backyard deck covered pergola with outdoor furniture, fire pit and 50' LED LCD outdoor TV, Front porch with outdoor love seat swing, Outdoor hammocks, Beautiful landscape lighting, Ample parking.

Beautiful finished interior:
Vaulted ceilings, Cable TV & ceiling fans in every room, Wood burning fireplace; Central air-conditioning & Heating, Washer/dryer, Full gourmet kitchen, 65' High Definition LED TV, Blu-ray DVD, State-of-the-art home Sonos system, indoor/outdoor, Extensive DVD collection for adults & kids, Finished basement with all the toys, Indoor 'Gym source' gym, Freestanding dumbbell rack, Workout and Sit-up benches, Treadmill, Pool table, Foosball table, Ms. Pacman Cocktail table arcade game with 60 80's classic video games.

Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Pool/Spa

  • Heated pool
  • Hot tub
  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Chef service

Bedrooms

  • 7 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 5 bathrooms
  • Hair dryer
  • Toilet paper
  • Towels provided

Living spaces

  • Fireplace
  • Living room

Entertainment

  • Books
  • DVD player
  • Games
  • Smart TV with cable channels
  • Stereo
  • Video library

Outdoor areas

  • Barbecue grill
  • Fenced yard
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washer/dryer

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Housekeeping (on request)
  • Iron/ironing board
  • Phone

Location highlights

  • Near a hospital
  • Near an outlet shopping mall
  • Near the sea

Things to do

  • Arcade/game room
  • Bicycles
  • Billiards/pool table
  • Foosball table
  • Gym
  • Heated pool
  • Table tennis
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Hunting nearby
  • Mountain biking nearby
  • Sailing nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Windsurfing nearby
  • Winery tours nearby

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)
  • First aid kit
  • Fire extinguisher

General

  • Bicycles
  • Garden
  • Housekeeping (on request)
  • Unit size: 4,500 square feet

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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 27

Check-out

Check-out before 10:30 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Remove personal items and take out the trash
Turn off the lights, lock the doors, and return the keys
Before leaving the house please make sure you take all used bedding linens (not comforters or blankets) down to the laundry room. If you can get the laundry started moving that would be very helpful!
Bring ALL trash bagged down to the garbage area (on mid/left side of driveway. (only bags). Actual garbage cans in the kitchen & pool deck must left there. (Garbage area is NOT outside front gates.)
If the Barbecue was used, Please give it a good clean & scrub. Same for the Blackstone Grill. Move pool deck furniture, chaises, back in their original place & close all deck umbrellas.
Failure to complete these may result in a negative review from the host.

Rules

House policies form and lease must be read and signed by guest prior to arrival. Copy of drivers license must be provided as well.
By electronically accepting this agreement, guest agrees to abide by the above conditions and hereby swear the information provided above is true.
NO PROM /STUDENTS GROUPS. Accurate accounting of total guests both adult & children is mandatory. Max six cars allowed.

Pets

Pets allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total pets
Note from host: Fee is per pet, type of pet.

Children and extra beds

Children are welcome

Events

No events allowed
Certain events are allowed (case by case basis).

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
Note from host: Certain events are allowed (case by case basis).
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
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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

Property is also known as

Summer Now Available May June July..
Summer Now Available May June July.. House Sag Harbor
Summer Now Available May June July.. House
Summer Now Available May June July.. Sag Harbor
Relax Getaway Over the Holidays! Special Xmas Pricing Now!!
Booking Summer Now House Sag Harbor
Booking Summer Now Sag Harbor
Private vacation home Booking Summer Now! Sag Harbor
Booking Summer Now! Sag Harbor
Booking Summer Now House
Booking Summer Now
Private vacation home Booking Summer Now!
Summer Now Available! May June July..
Relax Getaway Over the Holidays! Special Xmas Pricing Now!!
Booking Summer Now!
Booking Summer Now!
Summer Now Available! May June July..
Summer Now Available! May June July..
Relax Getaway Over the Holidays! Special Xmas Pricing Now!!
Relax Getaway Over the Holidays! Special Xmas Pricing Now!!

About the neighborhood

Map
NY, Sag Harbor

What's nearby

  • Wolffer Estates Vineyard - 4 min drive - 2.8 km
  • Sag Harbor Old Burying Ground - 7 min drive - 4.9 km
  • Havens Beach - 8 min drive - 5.2 km
  • Sag Harbor Marine Park - 8 min drive - 5.2 km
  • Bay Street Theatre - 8 min drive - 5.6 km

Getting around

  • Bridgehampton Station - 7 min drive
  • East Hampton, NY (HTO) - 9 min drive

Restaurants

  • ‪Harbor Market & Kitchen - ‬7 min drive
  • ‪Starbucks - ‬6 min drive
  • ‪The Golden Pear Cafe - ‬6 min drive
  • ‪Estia's Little Kitchen - ‬9 min drive
  • ‪Common Ground East - ‬11 min drive

Frequently asked questions

Does Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available pet-friendly?

Yes, this property allows dogs (limit 2 total).

What time is check-in at Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available ?

Check-in begins at 4:00 PM.

What time is check-out at Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available ?

Check-out is at 10:30 AM.

Where is Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available located?

This family-friendly Sagaponack vacation home is located by the sea, within 3 mi (5 km) of Wolffer Estates Vineyard, Children's Museum of The East End and South Fork Natural History Museum and Nature Center. Sag Harbor Whaling and Historical Museum and BookHampton are also within 3 mi (5 km).

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Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 86 out of 88 reviews
Rating 8 - Good. 2 out of 88 reviews
Rating 6 - Okay. 0 out of 88 reviews
Rating 4 - Poor. 0 out of 88 reviews
Rating 2 - Terrible. 0 out of 88 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Brian H.

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

Incredible

The house, the amenities, the location and the communication were all perfect.
Stayed 2 nights in Sep 2024

10/10 Excellent

michael o.

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

Sag Harbor

The property was very nice and the host was super
Stayed 7 nights in Jul 2024

10/10 Excellent

Kilee B.

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

Great backyard

Great house with awesome backyard, host responsive and very easy to work with! Would stay again!
Stayed 3 nights in Jun 2024

10/10 Excellent

Lawrence S.

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

Pictures don’t do this justice! Beautiful Property

Well worth your time for a fantastic, and fun family summer vacation.
Stayed 1 night in Jun 2023

10/10 Excellent

Michelle B.

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

Girls Weekend

Everything about Jay's home was amazing. The backyard was beautiful and there was plenty of room for all of us to hang and sleep. Even Jay was great too. He was so accommodating during our stay, he even helped us unpack our car when we arrived. We will definitely be back again! Would highly recommend.
Stayed 3 nights in Jun 2025

10/10 Excellent

John M.

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

Fun Getaway for the entire family!

I highly recommend this property. It’s got something for everyone plus the location is fantastic. If you remotely like the pictures, wait until you see it in person! Lots of fun and relaxation to be found here!!
Stayed 1 night in Aug 2024

10/10 Excellent

Kathleen H.

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

Sag Vacation

Our stay was amazing! The house was fabulous, beautifully appointed, very clean, private and secluded. Lots to do in the area. Jay was very responsive and helpful when we had questions. Would definitely stay again.
Stayed 3 nights in Sep 2024

10/10 Excellent

Horatio H.

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

Everything plus more

Guys weekend had everything we need would recommend to others
Stayed 3 nights in Aug 2023

10/10 Excellent

Misty W.

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

Wedding weekend

We had a great family get away. The house was very well located to our event at the Sagaponack Distillery and the winery. Jay was east to work with and the house was very well supplied.
Stayed 3 nights in Oct 2023

10/10 Excellent

Melonie B., Inwood, New York

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

Lovely Home

We had a wonderful time. Jay was great and his home was fully stocked and close to all. Enough room for everyone to have their own space. We loved it and will return to enjoy again.
Stayed 2 nights in Oct 2022

10/10 Excellent

Jordan H.

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

Great House for large family of all ages

This house had all of the ammonites for the guests of all ages to have a blast. The owner was very responsive!
Stayed 6 nights in Jul 2023

10/10 Excellent

Laura B.

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

As promised and more

This property was amazing and our kids and grandkids loved it. The house was incredibly spacious with room to spare. Well appointed and I can't think of a convenience we didn't have available to us. The icing on this yummy cake was our host; Jay. He could not have been more responsive and helpful. He also recommended a boat rental that was the highlight of our trip. The town is very cute and trendy. If you are looking for more of a beach vibe, Montauk isn't very far away. Oh, and the winery and Friday night wine and music was great. We had a lovely time; all the way down to the 8 year old!
Stayed 7 nights in Jun 2025

10/10 Excellent

Daniel K.

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

Fantastic Family Vacation. Awesome Time!

Wow! What fun we all had. The location is top notch and the property offers so much to do for all ages. What a great way to get away and also spend some solid family time together. Plus the owner was very nice and easy deal with. This ones worth the stay.
Stayed 1 night in Sep 2022

10/10 Excellent

Esmeralda O.

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

Loved this property!

Property is very spacious! Kids had an amazing time as well as our parents. We enjoyed fun game nights in the pool, in the house and on the basketball court!! J was amazing in guiding us around the area. House was fully stocked with everything you could want or think of! Beds were super comfy and house was overall comfy! We look forward to staying at this property again!
Stayed 3 nights in Aug 2024

10/10 Excellent

Allison A.

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

Ladies Getaway!

We had our annual trip at this property and what an amazing time we all had. The location is fantastic and the house/backyard offer the perfect backdrop to have fun and relax. The owner is by far the nicest and easiest person we have ever dealt with. A very comfortable and joyous stay. I plan on coming back with the entire family. You can not go wrong here.
Stayed 1 night in Oct 2022

10/10 Excellent

Chris T.

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

Great Christmas

Enjoyed our stay as J was a terrific host. He is an excellent communicator - checked in with us before during and after our stay. Made a great recommendation for catering Christmas dinner - Sunflower Catering and Laura Costas were amazing. Had a bunch of “foodies” at our table and her food, detail on directions for heating as well as the quality were outstanding! J’s place had everything that was needed, very clean and will definitely consider staying here again.
Stayed 4 nights in Dec 2023

10/10 Excellent

Jake B.

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

Best house in the hamptons

Best VRBO I’ve stayed at. Very attentive owner and happy to help at any instance. Needed to stay a little longer for my flight and pushed the maid service back. Would highly recommend this place and the owner. Amazing experience. 10/10
Stayed 3 nights in Jun 2023

10/10 Excellent

Angelica L.

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

A Wise Choice!

We had an absolutely wonderful time at this hamptons estate. It was a beautiful, property with more amenities than we could have ever hoped for. Not only was it beautiful, extremely private, well kept and comfortable, but all of our communication with J throughout booking and our stay was impeccable. We felt so comfortable knowing that we had a host who truly cared about us, our safety and our stay. I would recommend this property to anyone looking to stay in the Hamptons area! Will definitely be in touch next summer for another stay! :)
Stayed 1 night in Jul 2024

10/10 Excellent

Melanie D., Ocala, FL USA

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

Great Family House

Our family gathered from far and wide to spend Thanksgiving together and the house was better than we could have hoped. The kids loved the zip line and sport court while adults enjoyed the outdoor tv and fire pit. Jay was a pleasure to work with - responsive and accommodating. We can’t wait to come back! Thank you
Stayed 5 nights in Nov 2022

10/10 Excellent

Arielle F.

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

Amazing getaway spot!

Went out east with 5 families including 5 young kids under 4 and had an amazing time. Property was clean and beautiful and the perfect size for our party. Barely had a reason to leave! Jay was super helpful and responsive quickly to text messages and calls as well. Would absolutely recommend.
Stayed 3 nights in Jun 2023

10/10 Excellent

Alexandra A.

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

Lovely, comfortable house and amazing host!

Jay is an incredible VRBO host, the nicest and most communicate I've ever experienced! The home itself is comfortable, well-appointed and fun. We didn't get to enjoy the pool due to the weather but it's an awesome pool and the outdoor space is wonderful, spacious and private. The rooms were comfortable, we appreciated the temperature control and the arcade games were super fun! Fun, unique home. Highly recommend especially for families. It's within distance to some great restaurants and Wolffer's vineyard, too.
Stayed 3 nights in Jun 2023

10/10 Excellent

Allison H.

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

Weekend Getaway

House was great, fit 12 (adults) comfortably. A lot of amenities, which was perfect when we had rainy weather. The host was fantastic. He was in touch before the stay and helped us with setting up a private chef and gave us recommendations for things to do in the area. We were able to check in early and he allowed us a late check out as well. Very a accommodating and was in touch with us throughout the weekend. Highly recommend!
Stayed 3 nights in Sep 2023

10/10 Excellent

cindy f.

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

Fantastic property!

The owners could not have been nicer. Great communication and they have thought of everything! Floats for the pool, outdoor and indoor games, basketball court, zip line, gym, etc. Of course the pool was amazing and there's plenty of seating/entertaining areas. The boys loved watching soccer and hockey from the pool or the covered porch area. There's even a basket of towels by the back door for the pool. Close to the Wolffer Estate and downtown Sag/Bridgehampton. We had a great time and would definitely stay here again!
Stayed 5 nights in Jun 2024

10/10 Excellent

Lisa S.

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

Great house, great location, great host!

Our friend group of 13 had the most amazing stay at this house. It fit everyone comfortably with the roomy bedrooms, bathrooms, kitchen, great room, loft area, and basement. Not to mention the outdoor space! The pool and deck area was absolutely perfect with a large pool, plenty of lounge chairs, hot tub, covered deck area, and more. The property is very well maintained and private. It was so relaxing for all of us that we did not want to leave! The location is also superb - close to the towns, beach, distillery, winery, and more. Jay is also hands-down the best host! He was super-friendly and accommodating, available the whole time, gave us great recommendations, and provided all the info we needed. We are already talking about coming back and would definitely stay here again!
Stayed 3 nights in Sep 2022

10/10 Excellent

Allison A.

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

Lovely house, spacious property and wonderful owner....

We planned a couples winter weekend getaway to get out of Manhattan. The house was clean, comfortable and provided us with the space to lounge, cook a few nice meals and catch up on some rest. We relaxed by the fireplace, enjoying some nice wine and just chilled. Honestly, we did not do a lot but that was the plan. There is lots to do to keep you busy inside and outside but the winter weather limited our options. Our weekend activities consisted of a short walk on the beach followed by a visit directly to Wolffer vineyard. For a quick relaxing winter retreat, the property was perfect for us. I can only imagine how fun this property is during the summer.
Stayed 1 night in Jan 2020