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Southamp, DogsStayFREE! CozyFireplace, Waterview, Kayaks, PingPong

Photo gallery for Southamp, DogsStayFREE! CozyFireplace, Waterview, Kayaks, PingPong

Enjoy our Kayaks from 3 houses away pond to the Bay
Beachy house with upper and lower deck facing water
View of Great Peconic Bay from living/dining area and deck
Upstairs deck area...with sunsets!
Open living room with water and sunset views

Reviews

9.8 out of 10
Exceptional
3 bedrooms2+ bathroomsSleeps 6157.9 sq m

Popular amenities

  • Parking available
  • Gym
  • Pet-friendly
  • Dryer
  • Washer

Explore the area

Map
Southampton, NY
  • The Hamptons Beaches
    ‪1 min drive‬
  • Shinnecock Hills Golf Course
    ‪3 min drive‬
  • Cooper's Beach
    ‪12 min drive‬
  • Westhampton, NY (FOK-Francis S. Gabreski)
    ‪14 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

2 Single Beds

Bedroom 3

1 Double Bed

2 bathrooms, 2 half bathrooms

Bathroom 1

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 3

Towels provided · Toilet

Outdoor Shower

Shower only

Spaces

Deck or patio
Kitchen
Balcony
Outdoor play area
Garden
Dining area

About this property

Southamp, DogsStayFREE! CozyFireplace, Waterview, Kayaks, PingPong

Beachy, casual, feel-good house in Southampton is conveniently located at "The Gateway" of the Hamptons.

Lovely Water Views from main living area & deck, plus a private heatable pool.

*Monthly rentals will NOT be charged taxes.
Single night stay is $95 more.

(Please note that out of our 66 reviews, 62 are 10-out-of-10 Stars! We have taken special care to Improve / FIX everything mentioned by the few who had issues, including the most recent :)

We have 5 Bikes and 2 smaller, Plus Kayaks for 6, to launch on our street at the entrance to “Cold Spring Pond” with a petite-beach, that leads into the Great Peconic Bay. One can swim from this entrance or walk out in the water as it is shallow and refreshing.

(You can also rent extra Kayaks for about $160 for the day nearby)

We are also near Many Beach Entrances:
- Kayak across the pond to a beautiful bay beach.
- Cycle on our Bikes under a mile to entrance of another lovely beach;
- Drive 5 minutes to yet another bay entrance, next to the famous Sebonack Golf Course (where “Woman’s US Open 2013” was held).
- Famous Coopers Beach is 4 miles away.

We have glorious sunsets every night from our upper deck, as well as amazing bird-watching and outdoor Ping-Pong lit-up so you can play even at night.

Grill on the upper deck with sunsets & outdoor dining for 12. + See fantastic Fireworks from the deck in season!

Lay-out by our secluded pool & settle in after a swim using the outdoor shower & snuggle-up by the fireplace with one of our 150 dvds onsite. (In Winter, we provide tons of firewood for you too!)

People rave about the comfort of the house and beds! We pride ourselves in presenting you with a pristine house and a happy experience!

No Pet fee necessary!!!

**If you'd like the Pool Heated:
In-Season-$290 for short stays, (Optional, & usually not needed in summer when hot);
Off-season-$390 for short stays, (Optional, until October 23rd).

We have Fishing Poles on site for the Bay or Surf-Casting on the Ocean.

Ask us about local things to do... Here are a few ideas:

There are 5 nearby Golf Clubs within 5 miles;
(The Shinnecock Hills Golf Club is 1.9 miles away, where the 2018 Men's US Open was held!)

Miniature golf; Golf Driving Range, Batting Cages; Rental of Jet Skis

Take a trip to the “Children’s Museum” in nearby Sag Harbor; or the “Parrish Art Museum” where a family can learn together; OR take a romantic-easy-hike through the many Reservations-- (it’s free)-- to see local deer, wildlife, osprey nests and have indigenous birds land right on your hand to feed on seeds and berries.

“The Riverhead Aquarium” is 20 minutes away in Riverhead next to the “Tanger Outlets”, or take the kids Bowling on the way back.

An adventurous drive to Montauk is not to be missed-- go whale-watching or shark-fishing! Seal-watching, surfing, hiking and the “Montauk Light-House” which is ‘most-east’ in America (closest to Europe), and the old-world fishing community is a delight to view or partake in.

Jet-skis and small family fishing boats are available in nearby Hampton Bays, as well as Antiquing, and the secretly-known ‘yard sales’ which are aplenty, as well as the often very-rewarding ‘Estate Sales’.

Or a casual night of Cinema or the amazing Baystreet Theater for Comedy or local Guild Hall where famous actors are seen-- they’re available in Southampton, as well as nearby Sag Harbor and East Hampton.

We can provide recommendations and directions to:
Restaurants;
Cinema;
Theater;
Water sports;
Boating;
Fishing;
Golfing;
Equestrian;
Museums;
Shopping;
Hiking;
Nail & Hair Salons,...etc....

Property manager

Roger and Amy Pena

Languages

English, French, Spanish

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Pet-friendly
Free WiFi

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House Rules

Check in after 3:00 PM
Minimum age to rent: 23
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
We have a baby/toddler travel tent if needed.
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Events

No events allowed
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Pets

Pets allowed: dogs (limit 4 total)
Dogs Great; Cat considered; All others considered
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Smoking

Smoking is not permitted
We ask that if you are a smoker, you smoke outside and use the clean ashtrays left for you outside, and clean up after your stay.

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
Long-term renters welcome
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

We should mention

This property does not have any lifts
A car is recommended for transport to and from this property

About the area

Southampton

Located in Southampton, this holiday home is near the beach. The area's natural beauty can be seen at The Hamptons Beaches and Cooper's Beach. Travelling with kids? Consider Victoria's Secret and Nancy + Co.. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Southampton, NY

What's nearby

  • The Hamptons Beaches - 1 min drive - 1.1 km
  • Shinnecock Hills Golf Course - 3 min drive - 2.9 km
  • Shinnecock Nation Cultural Center and Museum - 4 min drive - 4.1 km
  • Southampton Arts Center - 10 min drive - 8.0 km
  • Cooper's Beach - 12 min drive - 8.7 km

Getting around

  • Hampton Bays Station - 6 min drive
  • Westhampton, NY (FOK-Francis S. Gabreski) - 14 min drive

Restaurants

  • ‪Starbucks - ‬5 min drive
  • ‪Burger King - ‬7 min drive
  • ‪Francesca's Restaurant & Pizzeria - ‬5 min drive
  • ‪Rumba - ‬5 min drive
  • ‪Cowfish - ‬5 min drive

Frequently asked questions

Does Southamp, DogsStayFREE! CozyFireplace, Waterview, Kayaks, PingPong have a pool?

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

Is Southamp, DogsStayFREE! CozyFireplace, Waterview, Kayaks, PingPong pet-friendly?

Yes, this property allows dogs (limit 4 total).

What time is check-in at Southamp, DogsStayFREE! CozyFireplace, Waterview, Kayaks, PingPong?

Check-in begins at 3:00 PM.

What time is check-out at Southamp, DogsStayFREE! CozyFireplace, Waterview, Kayaks, PingPong?

Checkout is at 11:00 AM.

Where is Southamp, DogsStayFREE! CozyFireplace, Waterview, Kayaks, PingPong located?

This family-friendly Southampton holiday home is located by the sea, within 3 mi (5 km) of Shinnecock Hills Golf Course, The Hamptons Beaches and Meschutt Beach. Sebonack Golf Course and Shinnecock Nation Cultural Center and Museum are also within 3 miles (5 km).

Reviews

9.8

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. 61 out of 66 reviews
Rating 8 - Good. 2 out of 66 reviews
Rating 6 - Okay. 2 out of 66 reviews
Rating 4 - Poor. 1 out of 66 reviews
Rating 2 - Terrible. 0 out of 66 reviews

9.4/10

Cleanliness

9.8/10

Check-in

10/10

Communication

9.8/10

Location

9.6/10

Listing accuracy

Reviews

10/10 Excellent

Anne M.

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

Perfect family getaway

Our family truly enjoyed our stay, Amy and Roger were fantastic, thoughtful hosts who made us feel very welcome.
Stayed 3 nights in Feb 2025

10/10 Excellent

John M.

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

Exactlynas advertised and more

Everthing was equal to or better than expected. The bedrooms are all very nicely decoracted and the whole experience was as advertised.
Stayed 2 nights in Nov 2024

10/10 Excellent

martyn w.

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

hampton holiday

The house was clean and tidy and everything we expected to be there was there, the check in procedure was simple and we had no issues, the pool was exactly as advertised and easy to use, the five stars I gave it were well deserved I would easily recommend the house to anybody.
Stayed 6 nights in May 2024

6/10 Okay

Scott L.

Liked: Check-in, communication
Disliked: Cleanliness

Fine house, well located

We stayed for a couple of days in the beautiful Hamptons. This house is fine as a jumping off point for the Hamptons. It’s close to Southampton and some great beaches. We didn’t utilize the pool because of the weather, but it looked like a great pool setup. Only big complaint is that it’s not very clean. All of the rugs are heavily stained. Cupboards are pretty dirty. Just not very clean. Easy fixes if they just replace the carpets. The hosts were wonderful and easy to communicate with.
Stayed 2 nights in Apr 2024

10/10 Excellent

Kourtney D.

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

Great getaway

The property was clean and extremely well stocked (especially the kitchen). Had everything we needed, and the hosts provided several welcome snacks and other goodies, which we really appreciated! The living room area was nice and open, lots of light, with plants to enjoy. Master bed was very comfortable! Lovely to see the pond and bay from the second floor. Great communication from hosts, including several helpful recommendations for local attractions and fishing. Hoping to visit in the summer!
Stayed 3 nights in Mar 2024

10/10 Excellent

Verified traveller

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

Perfect Getaway.

A scenic spot, a warm, lovely, and pristine home, attentive and thoughtful hosts. All make for a perfect getaway.
Stayed 3 nights in Mar 2024

10/10 Excellent

Willy K.

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

Beautiful home for creating wonderful memories

This is the fourth stay for our family in his home, and it never disappoints. It is well located near Southampton center, for a quick visit to the shops and restaurants. It's also spacious enough for the family to spend quality time indoors in front of the fireplace. Surrounded by nature, it's a great learning environment for kids. We look forward to our next visit...
Stayed 3 nights in Nov 2023

6/10 Okay

Gregg P.

Liked: Check-in, communication, location

Southampton July 4-11

My family and I stayed for one week and the rental was not worth what we paid! Our Experience was as follows: Outside yard area and plantings were very pretty and the Pool was beautiful. The surrounding area to the pool had very limited space and the bricks that surround the pool need repair. All of the lounge chairs were filthy/mold. Kayaks were filthy as were the beach chairs that are kept outside. Lower deck had ping pong table with furniture that needed power washing as they were filled with mold. Upper deck was very nice and clean. However, barbecue was not operable and clearly was not checked ahead of our arrival. Owner was however very responsive to find us a new barbecue, yet we lost 2 days of grilling. Air conditioning has only one zone which poses a challenge as the downstairs gets extremely cold (we like it cold so NP for us) while the upstairs stays warm. ALL the toilets do not flush properly with exception of half bath upstairs and the water pressure in the kitchen sink is very low. Owners did make the inside very presentable and were kind and thoughtful enough to leave snacks, coffee, chocolates and extra condiments in the refrigerator. The majority of the cabinet doors in the kitchen need repair and fall off their hinges if you are not careful. TVs all worked and we had access to all streaming services. Beds and linens were excellent but the laundry machine and dryer are very old and rusty inside and need replacement. Bathrooms are old.
Stayed 7 nights in Jul 2023

10/10 Excellent

John M.

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

Perfect getaway home

Wonderful home with anything and everything you could want or need. Modern yet cozy home decorated with charm throughout. Hosts have thought of everything so when we arrived we had only to relax and enjoy! Our hosts were very accommodating and communication was terrific. Even our three teenagers all had a great time with no complaints. We would seriously consider a return visit.
Stayed 2 nights in Apr 2023

10/10 Excellent

Willy K.

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

A beautiful magical home!

There are many reasons why we decided to come back. The house is perfectly located, tucked in the inlet, with beautiful views of the water. It feels private and secluded but yet is an easy drive to the village of Southampton. The house itself is clean, bright and airy. Our hosts were wonderful and prepared the house to meet our every need. My wife and I highly recommend staying her if you want a beautiful place home with great ambience and conveniently located near all the best that the Hamptons have to offer. We hope to be back very soon!!
Stayed 3 nights in Nov 2022

4/10 Poor

gerard g.

Liked: Check-in, communication, location
Disliked: Cleanliness, listing accuracy

Extremely Disappointed

The property presented lovely in photos but the home was filthy. All of the outdoor chairs were so dirty , we could not sit on them unless Putting a towel down. The grill is broken, the faucets in home are broken and do not keep temperature of water even. There is only one Zone for temperature control so we had to freeze ourselves downstairs in order to keep upstairs cool. The bikes are filthy and not usable and I believe the canoe and kayak will sink if you attempt to use them. Oh and the beach chairs were filthy and falling apart. Bring your own. I am not the type to write negative reviews but I totally felt ripped off for the price. A home at this price point should be kept up and cleaned better.
Stayed 5 nights in Jul 2022

10/10 Excellent

Barbra K.

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

Wonderful girl getaway

This was our first females only family vacation. And it was just what we were looking for. Very relaxing and comfortable. The home is spacious, private and beautiful. Amy and Roger responded right away to any questions prior to and during our stay. It was a wonderful vacation.
Stayed 3 nights in Jun 2022

10/10 Excellent

David J.

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

Thought of everything!

Great home in the Hamptons. Complete with bicycles, kayaks, wine, cheese and nuts on arrival, fully stocked kitchen and patio grill all bath amenities and wonderful hosts Amy and Roger. Highly recommended
Stayed 4 nights in May 2022

10/10 Excellent

Kevin B.

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

Absolutely Perfect!!

This was the perfect romantic birthday weekend getaway. We loved all the beautiful roses around the home, wine, and cheese, and crackers. The fireplace was all set up and ready to go for us as we arrived . The home is beautifully decorated and clean - the kitchen is well stocked. Roger and Amy are excellent hosts and so attentive! We can’t wait to come back to this amazing place!
Stayed 2 nights in Feb 2022

10/10 Excellent

Michael G., brooklyn md

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

Gotta stay here

Wonderful place in a terrific location with absolutely incredible hosts.
Stayed 4 nights in Dec 2021

10/10 Excellent

Mia S.

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

Amazing home and location

We had an amazing few days in this super charming cozy home with water views! Roger and Amy and amazing hosts! You will love this house!
Stayed 2 nights in Nov 2021

10/10 Excellent

stephen g.

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

Wonderful Getaway

The pool area and landscaping are beautiful, and the living room/kitchen area has an expansive and relaxing feel which we enjoyed. The hosts were always responsive and welcoming. Thumbs up.
Stayed 3 nights in Sep 2021

10/10 Excellent

Willy K.

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

A gorgeous hideaway that is also close to everything

I can't think of a better choice for a family or group of friends who want to spend a wonderful time in Southampton. It has everything for those who want to stay on the property, or adventure out. It is perfectly located minutes from beaches and town center as well as a Museums and wineries. Yet, the property is situated in an area with beautiful vegetation and wildlife. The house has everything you need to feel right at home and escape. As a bonus, the hosts are incredibly accommodating and thoughtful. In short we loved our stay and look forward to coming back next year.
Stayed 3 nights in Aug 2021

10/10 Excellent

John H. B.

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

Hostess with the mostest!!

We had a phenomenal stay at this home. It literally had every amenity we needed for a comfortable stay with our dog and one year old. I was blown away when I opened the medicine cabinet and recognized beauty products that I use which are not cheap 🤯. Thanks so much for your hospitality we will be back!
Stayed 1 night in Jul 2021

10/10 Excellent

Kasie C.

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

Everything you’d hope for in a vacation home

Roger and Amy were lovely hosts and their home is exactly as it appears in the photos. I went for a quiet getaway trip with friends and we had a great time. I also want to say they are truly a dog friendly property. Upon arrival they had water waiting for my pup. While it might be close to the highway, it doesn’t feel like it. It’s incredibly private and serene. We can’t wait to go back!
Stayed 7 nights in Jun 2021

10/10 Excellent

Aida L.

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

Long weekend perfection

Proximity to town and beaches and amenities (bikes, pool, kayaks, decks, grill) are superb. The house is beautifully decorated and the personal touches are above and beyond a regular rental.
Stayed 5 nights in Jun 2021

10/10 Excellent

Jacqui H.

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

Great location

Great place, thank you!
Stayed 3 nights in Jun 2021

10/10 Excellent

Jessie B.

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

Great Spring Break

We had such a nice time at Roger’s and Amy’s house. Swam in the heated pool, took the kayaks out on the pond, and biked around the neighborhood. The house was clean and comfortable and had everything we needed. Roger and Amy were friendly, helpful, and always available to answer questions (thanks especially for the bike route suggestions!). We look forward to staying with you again!
Stayed 6 nights in Mar 2021

10/10 Excellent

Susanne R.

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

5 Star Amenities!!

First of all, the home was even nicer than we had imagined! The wonderful light in the living room from all 4 exposures was really lovely. So bright, light and airy. Then the bedrooms were comfortable with plenty of room to relax. The decorations were tasteful and chic, yet comfortable and cosy. The little touches the owners had waiting for us were really a nice surprise: Wine with cheese & crackers, fresh coffee, cookies, bowl of fruit, nuts, chocolates on every pillow. Who does that anymore? A truly relaxing stay - we didn't use the pool since still too early in the season but it sparkled and looked nice! Will definitely come again!
Stayed 4 nights in Mar 2021

10/10 Excellent

Rebeka S.

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

Beautiful and clean home!

Lovely home!! It was my husbands bday and they even left a cake for him!! Would highly recommend and would come back in the future!!!
Stayed 3 nights in Mar 2021

About the host

Hosted by Roger and Amy Pena

Host profile image
Coming here for the last 32 years at my parent's 2nd home made me want to spend time out here.
European husband came here for work and never left after we met, having bonded right here in this town.

Why they chose this property

Husband and wife met in the Hamptons on a bench and fell in love. We chose to move out of NYC and buy this house as 'the open feel spoke to us', where we met, as well I grew up coming to my parent's nearby vacation home which was the ultimate in a soothing escape.

What makes this property unique

We searched probably 70 homes in area. (We were particular in the feel). We really wanted to have an 'OPEN' feel in the living area. We loved the open kitchen to living area feel--and the fact we had a Water view. The intimacy of the bedrooms and private pool area made us feel at home. We also loved the 'rock garden' curb appeal and overall family-friendly neighborhood.

Languages:

English, French, Spanish