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Heart of Westhampton Village

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Completely encircled by hedges Silver Oaks is a secluded--room to relax & play!
Alfresco dining for 10-14 on the covered deck
Glass-covered deck makes for lovely lounging & dining, rain and shine.
Gourmet kitchen with double oven, gas range, two sinks, 2 fridges & dishwasher.
Kitchen is spacious & fully equipped—fab for group meal prep and casual dining.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
5 bedrooms5 bathroomsSleeps 10

Popular amenities

  • Private pool
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 Queen Bed

Bedroom 1

1 Queen Bed

Bedroom 1

1 Queen Bed

Bedroom 1

1 Queen Bed and 2 Cribs

Bedroom 1

1 Queen Bed

5 bathrooms

Basement Bathroom

Toilet · Shower only

Grey Room en suite bath

Toilet · Shower only

Main floor handicap accessible bath with grab bars

Toilet · Shower only

Master en Suite

Toilet · Shower only · Jetted bathtub

Turtle Room en suite

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Outdoor play area
Garden
Dining area

About this property

Heart of Westhampton Village

Be near everything in this completely updated 3700 sq foot home surrounded by lush grounds and high hedges. Super high-end whimsical furniture abounds. Living area and kitchen opens onto a glass-covered deck with comfy lounge area and dining table looking over the large pool and deck area. Handicap accessible with ramp and first floor bedroom with on-suite handicap accessible bathroom & shower. Three upstairs bedrooms and basement also feature on-suite bathrooms. Gourmet kitchen with double oven, wine fridge, microwave and prep island. Private backyard with heated pool, propane grill and fire pit, poolside bathroom with shower, perfect for entertaining. There's even a half-sized basketball court, bacci ball and badminton.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 12:00 PM
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Children

Children allowed: ages 0–17
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Events

No events allowed
With pre-approval.
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Load the dishwasher
Gather used towels
Remove personal items
Turn off the lights, lock the doors and return the keys
Check out is noon: -leave beds unmade -leave used towels hanging, either in the bathrooms or on the fence in the laundry room. -remove any/all tape & decorations you may have brought.
- take the food/drink items you want-leave what you don’t (the cleaning staff will donate or discard what’s left. -double-check you have all the belongings.
-lock all doors and windows. -text when you leave. We hope you all are having a marvelous time! Thank you, Kelly
Failure to complete these may result in a negative review from the host.

Important information

You need to know

Property # 1309438vb
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
Note from host: with pre-approval.
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, a first aid kit and a deadlock

About the area

Westhampton Beach

Located in Westhampton Beach, this holiday home is by the sea. Harbes Family Farm and Tanger Outlet Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore The Hamptons Beaches and Hallock State Park Preserve. Travelling with kids? Consider Splish Splash Water Park and Westhampton Beach Performing Arts Center. Discover the area's water adventures with snorkelling, waterskiing and power boating nearby, or enjoy the great outdoors with cycling.
View more Holiday homes in Westhampton BeachOpens in a new window
Map
Westhampton Beach, NY

What's nearby

  • Westhampton Beach Performing Arts Center - 12 min walk - 1.1 km
  • The Great Lawn - 14 min walk - 1.2 km
  • Moriches Bay - 3 min drive - 2.8 km
  • The Hamptons Beaches - 4 min drive - 3.5 km
  • Splish Splash Water Park - 21 min drive - 24.8 km

Getting around

  • Westhampton Station - 2 min drive
  • Westhampton, NY (FOK-Francis S. Gabreski) - 3 min drive

Restaurants

  • ‪Cafe Volo - ‬3 min drive
  • ‪Westhampton Beach Brewing Company - ‬3 min drive
  • ‪Starbucks - ‬6 min walk
  • ‪Mary's Pizza & Pasta - ‬5 min drive
  • ‪One Trick Pony - ‬14 min walk

Frequently asked questions

Does Heart of Westhampton Village have a pool?

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

How much does it cost to stay at Heart of Westhampton Village?

As of 26 May, 2026, prices found for a 1-night stay for 2 adults at Heart of Westhampton Village on 27 May, 2026 start from S$2,547, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Heart of Westhampton Village pet-friendly?

No, pets are not allowed at this property.

How much is parking at Heart of Westhampton Village?

On-site parking is available at the property.

What time is check-in at Heart of Westhampton Village?

Check-in begins at 4:00 PM.

What time is check-out at Heart of Westhampton Village?

Checkout is at 12:00 PM.

Where is Heart of Westhampton Village located?

This family-friendly Westhampton Beach holiday home is located by the sea, within a 15-minute walk of Westhampton Beach Performing Arts Center and The Great Lawn. The Hamptons Beaches is 2 mi (3.2 km) away. Westhampton Station is 20 minutes by foot.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 75 out of 75 reviews
Rating 8 - Good. 0 out of 75 reviews
Rating 6 - Okay. 0 out of 75 reviews
Rating 4 - Poor. 0 out of 75 reviews
Rating 2 - Terrible. 0 out of 75 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Jennifer D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had the most amazing stay at Silver Oak for our daughter's graduation! Kelly was an incredible host who responded to any and all inquiries in a timely manner. The house felt like home with beautiful collections of art from around the world, while feeling timelessly like the Hamptons. We especially appreciated the beautiful fresh flowers all over the house as well as the immaculately kept yard with so many beautiful trees and flowers in bloom. We were able to enjoy the pool, thanks to the very cooperative early May weather, and walked to the local farmer's market and Main Street. The kitchen was fully stocked making it easy to go from "farm"er's market to table for a fresh lunch! The house had everything we needed to enjoy it inside and out, with plenty of gathering spaces, towels, cushions, and even fully stocked first aid kits. My 84 year old mother was very comfortable in the fully accessible downstairs bedroom and bathroom equipped with grab bars in the shower to prevent slipping. I can't thank you enough for allowing our multi-generational family to create such wonderful memories at your beautiful home. I highly recommend Silver Oak if you are looking for a great location in Westhampton. We hope to be back soon!
Family Memories!
Chef Roberto!
"Farm"er's Market to table!
Bonfire gathering - a view from above!
Stayed 3 nights in May 2026
Verified

10/10 Excellent

Allison K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Pool / backyard was excellent. Good space for each couple with room bathroom. Kelly was super responsive and made sure everything went well!
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Sid S.

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

Beautiful home, perfect for a weekend away!

The main house and pool house were lovely and perfect for the weekend! We had an amazing time sitting by the pool all weekend
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Theresa D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Easy check in process. Kitchen was well stocked and hosts were gracious with use of cooking supplies.
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

Judah I.

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

Wonderful place

Beautiful, spacious, well kept
Stayed 11 nights in Apr 2025
Response from VrboOwner on 7 May, 2025
Thanks! We enjoyed hosting your group! Hope to see you next year, Kelly
Verified

10/10 Excellent

Kacey F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The perfect house for our sibling trip! 10 of fit perfectly. The backyard is heaven on earth and we loved walking into town every day. Kelly was so accommodating and responsive!
Stayed 4 nights in Aug 2025
Response from VrboOwner on 4 Sept, 2025
We enjoyed hosting your family! Here’s to next time!
Verified

10/10 Excellent

Lexi C.

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

Another great stay!!

Lovely stay at Silver Oak - everything you can need and very attentive host! Looking fwd to our next visit.
Stayed 3 nights in Jun 2023
Response from VrboOwner on 29 Jun, 2023
We loved hosting your group! Looking forward to next time! Kelly
Verified

10/10 Excellent

Aliza M.

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

A wonderful Family Getaway

We enjoyed our stay for the third summer in a row. The hosts are beyond amazing. There isn't enough space here for me to describe how perfect the place is for us!
Stayed 4 nights in Aug 2024
Response from VrboOwner on 10 Oct, 2024
We always Look forward to hosting your family!!
Verified

10/10 Excellent

Joseph A.

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

Family reunion

What wonderful comfortable property Beautifully decorated and landscaped
Stayed 3 nights in Aug 2022
Response from VrboOwner on 26 Aug, 2022
Thank you! Delighted you enjoyed!
Verified

10/10 Excellent

Joanne G.

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

Great owner, great communication, wonderful house!

Just right!
Stayed 3 nights in Sep 2023
Verified

10/10 Excellent

Diane R.

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

Perfect "home away from home"

Beautiful home filled with delightful decor and artwork, comfortable furnishings, a bath room for every bedroom, large kitchen with every cooking item imaginable and plenty of room for family to gather. Covered outdoor dining and seating, pool, not far from beach, walk to town, Gardening paradise !!!!!
Stayed 6 nights in Sep 2022
Response from VrboOwner on 10 Sept, 2022
So happy you enjoyed Silver Oak fully! It’s a home made for joyful gatherings like yours! We look forward to welcoming you back!
Verified

10/10 Excellent

Vinny R.

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

Amazing Weekend

We got to celebrate my wife’s 40th birthday in style! The house was amazing, clean and an incredible experience all around to enjoy a big life milestone with friends. We couldn’t recommend this home more and Kelly was an incredible host!
Stayed 3 nights in Aug 2024
Verified

10/10 Excellent

Tyler R.

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

Awesome House

Perfect for our group of friends attending a wedding in the area. Local to all things you could need. Friendly and helpful hosts made everything seamless. Would highly recommend to anyone!
Stayed 3 nights in Jun 2023
Verified

10/10 Excellent

Barb J.

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

Inspired home for a large gathering

Fabulous accommodations for our family traveling from the west coast to attend a wedding celebration in WHB. Loved the home and cottage decorated with finds from far flung travel, pool, bikes, lounge chairs, outdoor eating… Everything we needed to make our family gathering easy and relaxing. Highly recommended!
Stayed 4 nights in Sep 2024
Response from VrboOwner on 11 Sept, 2024
Thank you! We loved being part of your celebration!
Verified

10/10 Excellent

Aileen Grace A.

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

Wonderful home for families

Kelly's home was truly a home away from home. It had all the amenities one could need, especially for little ones. Truly did not need to pack anything other than clothes. Communication with Kelly was exceptional, she was very warm and inviting and helpful with any questions we had along the way. Highly recommend booking this place and I know we'd go back.
Stayed 5 nights in Aug 2024
Response from VrboOwner on 8 Sept, 2024
Hosting your group was delightful! Next season!!
Verified

10/10 Excellent

Julia L.

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

Enjoyable stay

We had a great stay at this house in Westhampton, conveniently located to downtown and not far from the beach. Kelly was clear and quick to respond with anything needed. The pool and outdoor space was amazing for relaxing and enjoying the summer weather. The house also had everything to have a perfect day at the beach. Would love to stay here again!
Stayed 3 nights in Jul 2023
Verified

10/10 Excellent

Lexi C.

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

Lovely oasis

We enjoyed a relaxing kid-free weekend! Everything we needed was there for us. We’ll be back!!
Stayed 5 nights in Jul 2023
Verified

10/10 Excellent

Ruby S.

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

Wonderful stay and host!

Our trip at Kelly’s property was nothing short of perfect. The house itself was everything we imagined and more, and Kelly’s communication was fantastic! She provided such great recommendations, detailed information on everything needed in the house, and was constantly available if anything came up. Looking forward to going back next summer!!
Stayed 3 nights in Aug 2023
Verified

10/10 Excellent

Randi R.

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

Loved staying at Silver Oaks

We were a group of 10 friends, and the house was perfect for us. Equipped with amenities such as a basketball court and a wonderful pool, there was no shortage of activities. Silver Oaks was the perfect blend of fun and relaxation. The house is beautiful, comfortable, charming, and well-maintained. Kelly, the host, was welcoming and kind. We look forward to staying there again.
Stayed 5 nights in Jul 2024
Verified

10/10 Excellent

Kira H.

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

Perfect weekend stay

If you’re thinking of renting Kelly’s house, do it. She is the most gracious host, incredibly thoughtful and her house is beautiful. Our group had plenty of room for all of us and we had the best time. Thank you again for everything Kelly!
Stayed 3 nights in May 2021
Response from VrboOwner on 31 May, 2021
Thank you! You all were delightful guests!
Verified

10/10 Excellent

Robert R.

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

Best place for couples

All bedrooms with own baths, beautiful house. Grounds are magnificent. Owner/Host gracious and easy to get a hold of. Nice kitchen with large pantry if you cook. Will be back next year. This place it special!
Stayed 3 nights in Sep 2021
Response from VrboOwner on 21 Oct, 2021
So enjoyed hosting your getaway! Happy Pumpkin Season, Kelly
Verified

10/10 Excellent

steve S.

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

Daughter’s Wedding

Rented this great house to be closed to the venture The host Kelly was excellent as was the house and the entire experience!
Stayed 3 nights in Jun 2023
Response from VrboOwner on 12 Jun, 2023
Thanks Steve! Wishing all the best to you and the wedding couple! We'd love to have you back-- Anniversary celebration!
Verified

10/10 Excellent

Jamie F.

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

Another memorable stay for our family

This was our second summer at Silver Oaks. We love so much about it, especially the tranquility of the backyard and proximity to town. Our family made so many memories at the house. Kelly and Curtis are super responsive and helpful. We would highly recommend the house to anyone!
Stayed 24 nights in Jun 2021
Response from VrboOwner on 19 Aug, 2021
Thank you, Jamie! Sharing Silver Oak with your family is a delight!
Verified

10/10 Excellent

Aliza M.

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

Family Vacation

This is our second stay at this house. Every time I think we have found everything we could possibly need, we find more gear to make our vacation even better! I can't begin to describe how great this place is. I hope we will have the privilege of spending time here in the future.
Stayed 8 nights in Aug 2023
Verified

10/10 Excellent

Alex O.

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

Great home

I would highly recommend Kelly and this VRBO. The photos do not do it justice, the property is truly gorgeous. Kelly was incredibly communicative, helpful, and accommodating. This place comfortably fit our group of 9 and had extra space if we had a bigger group. Walkable to nearby coffee shops and could walk to downtown westhampton or its a short uber. Great location, great property.
Stayed 3 nights in Jun 2024
Response from VrboOwner on 18 Jun, 2024
Y’all were great guests! Looking forward to having you back! Happy summer, Kelly

About the host

Hosted by Kelly Bennett

Host profile image
After years living abroad and traveling the world, it was time to settle down. We knew what we wanted--and search both coasts until we found it! Westhampton Beach is a charming village near shops, banks, post office, services & restaurants, so we rarely have to drive; near the ocean so we can smell the salt breezes, swim, kayak and stoll in the sand; near wineries and farms so we can dine farm to table; near enough to the City we can train in for plays and cultural events; near enough to airports we can jet wherever we fancy (friends & family can easily visit); near enough to heaven.

Why they chose this property

A secluded resort in the heart of the village. Walk or bike everywhere--shops, play ground, movie theatre, restaurants and the beach!

Ours is a large multi-generational family, so it is usual, especially during the season and holidays, for 15-20 guests to visit. Thus being, we have created a home with inviting spaces to comfortably accommodate larger groups.

What makes this property unique

Completely surrounded by high hedges, it's truly an oasis. The glass-roofed pergola covering the large deck is lovely for relaxing and entertaining. The pool is large enough to swim laps or play games. The terracotta paved pool area and grape arbor offer comfortable lounging spots for sun and shade worshipers. When the sun sets, gather around the fire pit to chat and stargaze.

Languages:

English

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