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Discounted Winter Rental! Hot tub, sauna, fire pit, beach, minutes to vineyards!

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Brand new in ground heated, salt water pool.
Heated saltwater pool.
Brand new pool patio, with table, umbrella, 3 loungers
Hot Springs Tub with Jets and Waterfall, seats 5.
Brand new barrel traditional steam sauna

Reviews

10 out of 10
Exceptional
6 bedrooms3 bathroomsSleeps 10297.3 sq m

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Barbecue grill
  • Fireplace

Explore the area

Map
Southold, NY
  • Osprey's Dominion
    ‪6 min drive‬
  • Sparkling Pointe
    ‪6 min drive‬
  • Pindar Vineyards
    ‪7 min drive‬
  • East Hampton, NY (HTO)
    ‪81 min drive‬

Rooms & beds

6 bedrooms (sleeps 10)

Bedroom 6

3 Single Bunk Beds

Downstairs Guest

1 King Bed

Extra Bed

1 Queen Bed

Master Guest Bedroom 2

1 King Bed

Master Guest Room 1

1 King Bed

Office

1 Double Murphy Bed

3 bathrooms

Bathroom 3

Toilet · Shower only

Downstairs Bath

Bathtub or shower · Toilet

Upstairs Master Bath 1

Bathtub · Toilet · Shower only · Jetted bathtub

Spaces

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

About this property

Discounted Winter Rental! Hot tub, sauna, fire pit, beach, minutes to vineyards!

Welcome to our modern beach house, boasting all the amenities you could ask for including 6 Bedrooms and 3 Full Baths, a heated, salt water pool (with automatic cover!), BRAND NEW salt water hot tub for 5, a BRAND NEW 4 person barrel sauna, fire pit with adirondack chairs (4 adults, 4 children), table seating 10 (plus extra), large deck (with screened in area with both a ceiling fan and a heater for cooler months) with a grill and smoker, brand new pizza oven, outdoor television for movie nights (spring-fall only), bocce court under string lights, and large landscaped backyard with herb garden and outdoor shower.
Enjoy your morning coffee on the front porch, walk to our sweet community bay beach in minutes, use one of our bikes for a ride, or take the baby for a walk in the stroller provided. Use our electric bike with cargo and baby seat to zip to one of the nearby beaches or vineyards.
Stop into town (also 5 mins) and sample all of the local goods and restaurants, or visit one of the many farm stands.
In fall and winter months, visit any of the nearby farms for apple picking, pumpkin picking, or cutting down your own Christmas Tree! During the holidays, the vineyards are still open, many with live music and private igloos. Visit Santa's Christmas Tree Farm for ice skating, wreath making, wine sampling, s'mores, and meeting Santa (or the Grinch!).

House description:
Enter through the front door to be greeted by an open concept/living/dining space. The entire house was fully renovated in 2020 and has a Chef's Kitchen, Bosch Dishwasher, brand new refrigerator with cold filtered water (as well as room temperature filtered system), and everything else you'll need to create a wonderful meal.
Both indoor and outdoor dining tables accommodate 10 people, and there are two separate living areas - one with a couch, piano, and guitar where you can enjoy cocktails and charades. The other is a large den with couches and bean bags (and wood burning stove!) to fit the whole family for movie night. On the main floor you will also find a lovely and comfortable king bedroom, an office with desk and printer (as well as a full size bed), and a full bathroom with tub/shower combo.
Venture downstairs to the finished basement where there is another office set up, a queen bed, a comfy couch and Television. There is also a full laundry room.
On the second floor you will find two master king bedrooms, one with an ensuite bathroom featuring skylights, a jetted bathtub and separate shower. This room also has a desk area for those that may need to work, as well as a chaise sofa, perfect for reading (and falling asleep!).
Down the hall you will find the other master king that includes a couch that can fold down into one king or two twins for sleeping. This room is perfect for parents who may have kids that want to sleep in the same room. It also shares a corridor with a baby's room (with blackout curtains) and another full bathroom (shower only). This wing of the house is perfect for families - it is also the most quiet area of the house.
In between these bedrooms, you'll find a triple bunk room (with blackout curtains) with a sliding barn door, and an amazing play area complete with train table, toys, and more books than you could hope for. All of our bedrooms feature high quality linens and extremely comfortable yet firm mattresses.
Outside on the spacious deck, in addition to the dining table, we have a screened in area with a couch for lounging, a ceiling fan and heat lamp, and in the spring through fall months, an outdoor TV for sports or movie nights. We also have a 6 burner gas grill with attached propane tank, and a Traeger smoker. In the summer months, you can also make use of our pizza oven, and dazzle your friends and family with your culinary skills.
On the lower deck, enjoy our brand new Hot Springs salt water hot tub, and brand new 4 person barrel sauna. Going back and forth between the two is a wonderful way to start the day (or end the night!). There are lounge chairs overlooking the pool as well as an outdoor shower (only spring through fall months). Take to the large yard and lay in the double hammock, pick herbs from the garden, or have a bocce tournament under the string lights. Sonos speakers run throughout the yard and deck, as well as most of the house.
Enjoy 5 adult bikes (2 with baby seats), a smaller boys bike, and a girls bike appropriate for a 8-10 year old. We have 10 beach chairs, an umbrella, a pop up cabana, and two carts for transporting chairs and toys. There are also multiple baby tents and a beach puddle for little ones. Feel free to use our trailer that can attach to one of the bikes to bring more gear or a cooler (provided) down to the beach. Also for use is a jogging stroller, stand up paddle board, a single kayak, and double kayak with 2 adult life jackets and two children's.
Extra baby mini crib, pack and play, high chair, booster, potty, etc are available upon request.
We think we have everything to make your stay seamless and memorable! Welcome home!
*Please note, the pool is open from Mid April - Mid October.
**Pets considered on approval with a cleaning/damage deposit.
***Please no large groups or parties, this is a family home in a quiet neighborhood. ****Please note that only 4 cars are allowed per group.
In July and August, we are Saturday to Saturday only (or monthly). Thank you!

Property manager

Rambler Road LLC

Languages

English

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
All trash must be placed in town trash bags in order to be picked up. Only 4 cars allowed at a time. No parties or loud music. No smoking.

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, a first aid kit and a deadlock

About the area

Southold

Located in Southold, this holiday home is in the city centre and near the beach. The area's natural beauty can be seen at The Hamptons Beaches and Cooper's Beach. Travelling with kids? Consider Railroad Museum of Long Island and Greenport Carousel.
Map
Southold, NY

What's nearby

  • Osprey's Dominion - 6 min drive - 5.0 km
  • Sparkling Pointe - 6 min drive - 5.4 km
  • Sannino's Bella Vita Vineyard - 6 min drive - 5.8 km
  • Raphael Winery - 7 min drive - 6.4 km
  • Pindar Vineyards - 7 min drive - 6.8 km

Getting around

  • Southold Station - 7 min drive
  • East Hampton, NY (HTO) - 81 min drive

Restaurants

  • ‪North Fork Roasting Co - ‬7 min drive
  • ‪Sunset Beach Restaurant - ‬37 min drive
  • ‪Michelangelo Southold - ‬6 min drive
  • ‪Greenport Harbor Brewing - ‬6 min drive
  • ‪Southold Fish Market - ‬10 min drive

Frequently asked questions

Does Discounted Winter Rental! Hot tub, sauna, fire pit, beach, minutes to vineyards! have a pool?

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

Is Discounted Winter Rental! Hot tub, sauna, fire pit, beach, minutes to vineyards! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Discounted Winter Rental! Hot tub, sauna, fire pit, beach, minutes to vineyards!?

Check-in begins at 4:00 PM.

What time is check-out at Discounted Winter Rental! Hot tub, sauna, fire pit, beach, minutes to vineyards!?

Checkout is at 11:00 AM.

Where is Discounted Winter Rental! Hot tub, sauna, fire pit, beach, minutes to vineyards! located?

This family-friendly Southold holiday home is located near the beach, within 3 mi (5 km) of Croteaux Vineyards, Corey Creek Winery and Osprey's Dominion. Horton Lane Beach and Sparkling Pointe are also within 6 miles (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 20 out of 20 reviews
Rating 8 - Good. 0 out of 20 reviews
Rating 6 - Okay. 0 out of 20 reviews
Rating 4 - Poor. 0 out of 20 reviews
Rating 2 - Terrible. 0 out of 20 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Libby G.

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

Favorite fall house!!! Hot tub under the stars 🌟

We couldn't have picked a better time to stay at this house than during the fall season. Our favorite part was ending each day in the hot tub under the stars after putting the kids to bed, then warming up in the sauna, and repeating! With the fire pit and outdoor heating, we found ourselves spending so much more time outside than we expected for this time of year. The layout perfectly accommodated our multi-generational family. The basement bedroom, where our grandparent stayed, was so well-appointed it didn't feel like a basement at all. There was ample space for everyone to either gather together or find their own quiet corner to relax. We loved being able to walk to the beach, even in the chilly weather. We collected seashells and took some beautiful family photos along the shoreline that we'll treasure forever. The location also made it easy to visit several local wineries, which were wonderfully peaceful during the off-season - such a bonus! The owner was fantastic to work with and thought of everything. Our whole family was genuinely impressed with this place - from the grandparents to the kids, everyone kept commenting on what a perfect choice it was for our vacay!
Stayed 3 nights in Nov 2024

10/10 Excellent

Charlotte M.

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

Incredible Property

This property was amazing! It was very spacious and super clean and well maintained. The pictures match the property exactly, and the screened in porch was so beautiful - we spent most of our time in there! Eliza was an amazing host and was so accommodating with an early check in. The neighbourhood is calm and quiet, and house was also just a few minutes walk from a lovely clean beach. I would most definitely recommend this place if you are staying in the area, it was perfect.
Stayed 3 nights in Sep 2024

10/10 Excellent

Teresa P.

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

Fall Apple picking weekend!

This home was just as described in the listing and perfect for our family. Fully stocked and clean we felt right at home. The master ensuite with a nursery and separate room with bunk beds accommodated the family with 3 kids of different ages. The playroom kept the little one busy while others were still sleeping. The extra sleeping space in the basement was a bonus. We had ample room in the dining and living area to hang out. The covered screened in porch was perfect for early morning risers. Close to Breeze Hill Farms we picked apples in the morning and off to the Greenport Brewery in Peconic in the afternoon. Our fall tradition continues we would love to return next year!
Stayed 3 nights in Sep 2024

10/10 Excellent

Stephen P.

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

Fully Satisfied

Property is in a wonderful location - the property owner was a pleasure to deal with - we have been renting every summer in eastern Long Island for 20 years (Montauk, Hamptons) and this location and home is our clear favorite. We will be returning hopefully for many years to come
Stayed 8 nights in Jul 2024

10/10 Excellent

Kristen M.

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

Excellent Stay

This was up there as one of the best rentals we've ever had. The house was clean and fully stocked. The kitchen had everything you could need and then some, there were tons of towels & linens and an entire playroom with kids toys & books. Easy walk to the beach and a short drive to the vineyards. Host was incredible from booking through check out. We will certainly be back!
Stayed 3 nights in Jul 2024

10/10 Excellent

Jane P.

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

Great family home

First of all, there is so much to do on North Fork. There are wineries, farmers markets, fresh oysters, fresh lobsters, kayaking, live music in towns at night, beautiful calm beaches, biking, and more local oysters. The house is conveniently located, provided you have a car, of course. The house itself is adorable, clean, smartly furnished and organized, has an amazing pool and backyard, covered porch is excellent, as it keeps the bugs away. The second floor has a family with kids quarters - parents king bedroom, children ( up to three) bedroom, nursery, playroom and bathroom. Across from hallway there is another king bedroom with a bathroom. Ideal for another couple, even with a young child, as there is a loveseat in the corner. Second floor has a central air conditioner. It did get somewhat hoy during the day, but cooled off toward night time. First floor living quarters has a king bedroom, study with a day bed, bathroom and an excellent large den that can accommodate two more people. There is one bathroom in the hallway. There is another queen bedroom in the basement, unfortunately there is no bathroom there. Washer and Dryer in the basement are great. There is enough towels for bathroom and pool use. We would love to stay here again. This was a happy house:)
Stayed 7 nights in Jul 2024

10/10 Excellent

Gracen G.

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

Really perfect

Getting three families with four children under one roof can be a challenge. This house was perfect. Littles loved the playroom, bunk beds and crib off large master. Grandparents had roomy master with its own bath and third family had two rooms plus comfy den with bath on first floor. Pool was wonderful and all the amenities were unexpected. Bikes, kayaks, beach gear, grill and pizza oven. Beach down the street was such a winner. Just pack some swim suits and a toothbrush - you’ll be all set. Owner was very easy to reach for questions. 10, 10, 10!
Stayed 7 nights in Jun 2024

10/10 Excellent

Andrew and Hope M.

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

Wonderful accommodations.

Great home in a perfect quiet community with walking beach access. Amenities abound from the beautiful saltwater pool, fully stocked kitchen, and tons of outdoor/water sports- including bikes! Loved every moment of our week at this property.
Stayed 7 nights in Jun 2024

10/10 Excellent

Ben R.

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

A wonderful place!

We’re very happy overall with our stay! The home is clean, beautiful, and well-stocked; the backyard/patio/pool was perfect for our extended family; the owner was very responsive; the private beach is rocky but lovely; and the grocery store is nearby. The caveats? There are no locks on any of the bedrooms (or on two of the three bathrooms). This shouldn’t be an issue for adults who know how to knock, but it was a *huge* issue for the high-energy kindergartner in our group who burst into everyone’s room bright and early each morning. The pool was also pretty cold (even the kids noticed), but we stayed shortly after Memorial Day, so maybe the heater wasn’t up to speed yet. Also, it would be helpful to have more info in the home’s manual about: *how* to operate the pool cover; how/where to turn on the string lights around the bocce ball court; and how/where to turn on the outdoor ceiling fan (we tried every switch). These are minor issues, though, and wouldn’t stop us from staying here again!
Stayed 3 nights in May 2024

10/10 Excellent

John D.

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

Great Getaway

We loved our weekend at this NOFO beach house! The house is clean and comfortable. Large enough to accommodate a large family or group. The pool and patio are amazing and the beach is only a short walk. The best part was all the equipment including bikes, beach chairs and coolers. There was also a ton of kids gear including strollers, wagons, beach toys etc. Eliza was super responsive. We will definitely be back!
Stayed 4 nights in May 2024

10/10 Excellent

Sheryl H.

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

Ladies getaway weekend

Picked this property for our annual Ladies long weekend. We couldn’t have picked a better spot. This property has something for everyone whether it’s children,families,couples, or ladies like us looking to relax and chill out. The grounds are immaculate, pool heated to perfection. The kitchen could very easily host a party with every tool u need. House has very cute play room area and toys. House is big enough to also have privacy away from other guests should you need. All in all it was a GREAT EXPERIENCE. Thank you Eliza for being the perfect hostess.
Stayed 3 nights in Sep 2023

10/10 Excellent

barresi1385

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

Amazing House & Backyard

650 Rambler is an amazing property. Located just outside the Town of Southold, it’s perfectly situated. The backyard is filled with activities and lovely pool. The house is perfect for groups and/or kids of all ages. Would highly recommend.
Stayed 3 nights in Sep 2023

10/10 Excellent

luarie f.

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

Long Weekend

Lovely house Beautiful outside area and pool Wonderful kid set up . Play area and sleeping situation Grandkids had a lovely time Well stocked house and kitchen . Everyone was comfortable and we had fun
Stayed 3 nights in Sep 2023

10/10 Excellent

Genevieve R.

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

Great Stay

The house was clean, well stocked, and comfortable. The pool and backyard are beautiful - we spent a lot of family time around the pool. Beach is very close and everything you could want for a beach setup was provided. The few questions we had for Eliza during our stay were answered promptly, and arrival and departure were very easy. I highly recommend this property!
Stayed 7 nights in Jul 2023

10/10 Excellent

Paul H.

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

A great North Fork vacation

The house is exactly as advertised - spacious, clean, and comfortable. The highlight is the pool - it is large and extremely comfortable, we had to drag our kids out everyday because it was so much fun. Communication was quick and easy for any questions we had, I would definitely recommend this house.
Stayed 4 nights in Jul 2023

10/10 Excellent

Verified traveller

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

Perfect weekend getaway

We had such a great long weekend on the North Shore, we truly didn't want to leave! The house is spacious, clean, and super well-located (do not miss Southold Fish Market!) What we loved most is that there was so much to do on and near the property, that it provides a great balance of spending time "at home" and spending time in the quaint towns nearby (we took a morning stroll around Greenport and had lunch near the water before heading back for spritzes by the pool). The house has all the bells and whistles you'd want - TV outside, BBQ grill, bocce court, big lawn & gorgeous pool - complete with cute patio-friendly glassware and all of the serving items you could want. The kitchen location and layout lends itself to easily preparing food inside and heading to the picnic tables/grills outside to enjoy dinner on the deck. The bed was super comfortable (as was the giant couch in the TV room - perfect for a movie night) and the linens and towels are higher quality than you'd expect of a typical 'rental.' Being only a short walk from a beautiful private beach is the icing on the cake. Definitely will be finding another time to rent here again!
Stayed 3 nights in Jun 2023

10/10 Excellent

Victoria D.

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

Perfect stay

We absolutely loved our stay here, it’s a beautiful house & garden and the neighborhood is lovely! Also very kids friendly house with lots of kids gear & toys etc :) thank you again
Stayed 3 nights in May 2023

10/10 Excellent

Jessica H.

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

Wonderful stay!

This home was absolutely perfect for our group of 6 adults who wanted a wintery visit to the north fork. One couple in our group had small children and they absolutely loved the bunk beds and play room. I loved the separate guest room with private bathroom, plus we all commented on how comfortable the beds were! After a day of visiting the vineyards, we relaxed by the fire and watched movies or played board games. We cooked nice dinners in the kitchen, which is very well stocked, and even used the bbq one night. We walked to the beach down the road, which was super windy but still nice! Overall, we had a great time here! It's spacious, clean, and very comfortable. We hope to come back this summer and take advantage of the large backyard/deck and pool!
Stayed 3 nights in Mar 2023

10/10 Excellent

Anika C.

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

Gorgeous home in the cutest town!

I visited with my partner from NYC for a long holiday weekend. The house was immaculately cleaned and though there were only two of us, it has a great set up for larger groups! I'd love to come back out with a group of friends. I initially had a little trouble getting in the front door (my fault, didn't fully read the directions haha). It was super easy to contact the host and she was incredibly helpful and responsive, which I always appreciate! We were so comfortable, and even with one day of bad weather we were able to light a fire and have a cozy day. Both Southhold and Greenport are adorable towns, and this was the perfect place to stay while visiting them!
Stayed 3 nights in Feb 2023

10/10 Excellent

Rebecca H., Brooklyn, NY

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

Fantastic Getaway in the North Fork

Our stay at Eliza’s house was exactly what we were looking for when we came to visit friends in the area. More than enough room for families with little ones; so much to do in the area no matter the time of year (ie. vineyards, beach walks, great restaurants, etc.) Her place was spotless and the beds extremely comfortable. We especially enjoyed the cute wood burning fireplace on chilly nights! I hope we can come back in summer to use the pool and swim in the nearby beach.
Stayed 3 nights in Feb 2023

About the host

Hosted by Rambler Road LLC

Host profile image
Hi! We purchased this home in 2019 and renovated it to become our dream beach house. We are excited to share our home with other families and hope that they love it as much we do!

Why they chose this property

Our beach house is the perfect set up for families with kids. From the large yard to playroom, to the heated pool, to beach within walking distance, there is not much need to ever get in the car. Being a parent myself, I've learned convenience is key, and have tried to provide everything you may need while at our home.

What makes this property unique

We live in a quiet neighborhood, where kids ride their bikes and people go for long walks. We have a bay beach just down the road, and several other in biking distance. There is also the Wolf Preserve (no wolves!) around the corner, and several other walking/hiking paths. Our home is right in the middle of the North Fork and close to everything.

Languages:

English