Home Vacation Home Rentals By Owner In Montauk, NY

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Exceptional(1)

$896.81

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Private Vacation Home

Family and dog friendly, work from home Montauk retreat. 1 min to Ditch Plains.

Montauk, New York, United States

This is a great house for families and work-from-home summer camp for all. Kid friendly and dog friendly (hypoallergenic only please). brbrOn the main floor there is an open living room with vaulted ceiling and skylights, a dining area and kitchen, a sun room used as a private yoga studio/art room/office/music room, and there is one bedroom with a full bathroom. brbrUpstairs is a spacious master bedroom with two home office spaces on opposite ends of the room, a third bedroom and skylight bathroom.brbrThe finished, walk-in basement has a den area with sofa and TV, a bathroom and laundry room. brbrThe sun porch is equipped with an electric keyboard, yoga mats and blocks, elastic resistance bands, arts and crafts supplies, and a table top with two chairs.brbrThis home is equipped with 6 separate desks and work areas to accommodate work-from-home and the ability to separate while doing so. 2 desks with monitors are found in the master bedroom along with a multi-function WiFi printer. One desk with a monitor is found in the second upstairs bedroom. There is a vintage secretary desk in the living room and a table top with a monitor in the multi-use sun room. There is a make-shift desk installed in part of the guest bedroom closet space.brbrOutside there is an outdoor shower, vegetable garden, two modest decks and a giant patio w/fire pit. Outdoor tables are sun-protected by big umbrellas. The front deck has a Weber Genesis 3-burner grill, a round teak dining table and a small herb garden. The patio has padded reclining chairs, a 12-seat picnic table and a 7-foot long fire pit.brbrThe house is stocked with beach chairs/towels, a large beach umbrella, kids sand toys and various lawn toys, bats, balls, kids fishing poles and boogie boards as well as a beach cart to haul more than you can carry to the beach. We also offer two stand up paddle boards and a kayak for your use along with 4 life preservers.brbrThe back yard has a fenced dog run and activity space. It is accessible by gates at either end and from the back door of the house to make letting the dog out/in super easy.brbr1 min drive to Ditch Plain Beach. 2 blk walk to Montauk Downs State Park. 3 miles to Montauk Point Lighthouse and Camp Hero State Park. 1 mile to town center.brbrPlacing all of the above on large, private and open surrounding grounds, makes this the perfect summer getaway.brbrEast Hampton Town Rental Registry Number: 24-200
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Bath 3

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Exceptional(45)

$2177.17

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Private Vacation Home

5BR Home w/Pool & Outdoor Space

Montauk, New York, United States

Summary:brWelcome to Glendale. brbrThe Space:brWelcome to Glendale, a 2,800 sqft colonial-style home nestled on a private road in Montauk. Inside this 5 bed and 3.5 bath home, you'll be welcomed by bright and airy interior, hardwood floors, two comfortable living rooms, one with stone fireplace, and a cook's country kitchen with a Basque dining table that seats 12 guests. The main level also offers a spacious king master suite with an en-suite bathroom, private closet, and pool deck access, and a powder room. Upstairs, there are four queen bedrooms, 2 full baths, and a foyer for reading or entertaining. Outside, unwind in the covered front porch, or relax under the sun in the generously-sized private landscaped backyard with ample seats, and a cozy fire pit for entertaining. Enjoy the rear cedar deck while taking a dip in the 18' x 36' heated pool.brbrSituated near Montauk Downs Golf Course and just moments from the beach, town and harbor, Glendale offers an unparalleled blend of tranquility and accessibility. brbr---brRoom Configuration:brPrimary Bedroom: 1 king bedbrSecond Bedroom: 1 queen bedbrThird Bedroom: 1 queen bedbrFourth Bedroom: 1 queen bedbrFifth Bedroom: 1 queen bedbrUpstairs Foyer: 1 sofa bed (queen-sized)brbrAmenities:brWork From Home: High-speed Wi-FibrLiving: Fully equipped chef’s kitchen, luxury linens, and premium bath productsbrSupport: 5-star service, housekeeping, maintenance, local recommendationsbrLaundry: In-unit washer/dryer availablebrPet policy: No pets allowedbrbrHome Truths:brThis property requires owner approval for all reservations, and is subject to completion of the background check with 72 hour minimum notice period after the booking is completed to confirm the reservation.brbrThe primary guest must be at least 30 years old and the property can only accommodate guests of 10 (with flexibility for up to 12 guests for families).brbrParking Details:brAccess to the garage is unavailable, but parking is available along the driveway.brbrThe Neighborhood:brMontauk is a major tourist destination with six state parks. It is particularly famous for its fishing, claiming to have more world saltwater fishing records than any other port in the world. Located 20 miles (32 km) off the Connecticut coast, it is home to the largest commercial and recreational fishing fleet in New York state.brbrOther Things to Note:brPets are not allowed at this property. A property rental agreement to be signed by the primary guest prior to arrival for all reservations at this home.brbrAs a reminder, smoking is not allowed anywhere on the property, in the home or in the outside areas of the home. Smoking will result in a odor removal fee of no less than $500 and up to $1,000 as well as possible removal from the property.
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Bath 3

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Exceptional(53)

$1365.29

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Private Vacation Home

Montauk Retreat with Pool and Views of Lake Montauk

Montauk, New York, United States

**Please inquire about availability before requesting to book**brbrImagine sitting on the spacious deck while watching the sun rise over Lake Montauk, enjoying indoor/outdoor living in a spacious home creating memories with family, and taking advantage of all Montauk has to offer. This home, which was renovated in 2019, is centrally located with convenient access to world class golfing, the pristine ocean beach, the lively harbor, hiking trails, and Montauk village. The home is comfortable, cozy and pristine with a charm which will truly make it feel like a home away from home. In true Montauk fashion, the bright and airy living space is located on the second floor, with an open floor plan, hardwood floors, and vaulted ceilings, and a well-appointed kitchen. Walk out to the wraparound deck through sliding glass doors in the front and rear and relax on the outdoor couches or dine al fresco. There are two bedrooms with queen beds on the second floor, along with a full bath. Downstairs there is a room with a queen bed, two bedrooms that each have two twin beds, a full bath, and a den with sliding doors to the fenced in pool area complete with a grill. Relax at the pool, enjoy meals outdoors or in, or unwind on the wraparound second story deck, while benefiting from the vibrance of Montauk. End the day gazing at the stars and enjoying the sea breeze.brbrThe house is fully equipped and includes high speed WiFi, TV’s with cable, air conditioning, a gas oven, a grill, and a full size washer/dryer. It is less than half a mile from Montauk Downs State Park, which has an 18-hole golf course, tennis courts, swimming pool and wading pool for children. It is less than a 5 minute drive to the village, harbor, and Ditch Plains beach.brbrPlease inquire about dates before requesting to book due to cross listings. We ask that rentals are for families only, with a minimum rental age of 30 (ID required with booking). We do not allow parties, prom weekends, outside vendors, or any events on the property. Per town regulations, there can be no more than 4 cars parked on the property and no street parking for renters. House shares are not permitted by town regulations. Please keep in mind that this policy is in place because this is our second home and we expect it to be treated as such.brbrThe pool is open from Memorial Day weekend to Labor Day, but may be open slightly earlier or later weather permitting. brbr**Please be aware that motion activated floodlights that record video footage are installed on the garage facing the driveway for security reasons**
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Exceptional(1)

$5807.26

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Private Vacation Home

5 Bed Amagansett Dunes Luxury w/ Pool + Elevator + 2 Min walk to private beach

Montauk, New York, United States

81 Devon Rdbr**NO PETS** Welcome to Amagansett the Dunes. If you know, you know, and if you don't, you're in for a treat. brbrThis 5-bed + 6-bathroom house has a pool with all day sunlight and is situated on a double lot in the dunes. It features multiple alfresco dining and relaxing areas and is less than a 2-minute barefoot walk to one of the few private beaches in the Hamptons, only accessible to immediate residents by foot (Maidstone and Gardiner entrances). You'll hear the waves crashing right from the house—when relaxing on one of your balconies, dining al fresco, or spending nights by the fire pit. Everything we use, you'll use: pool and beach towels, beach chairs, carts, and umbrellas--no need to bring any. We even have a stroller and baby gates if you need them. This is a true plug and play experience; it's our family home, not a year-round rental with hollow furniture. Leave your spices and olive oil at home, we have it.brbrThe house features an upside-down layout with an elevator. Upstairs, you'll find a full chef's kitchen, a living room, outdoor dining, and the primary bedroom. The three ensuite bedrooms, plus the den with a wet bar, are located on the main floor. The elevator will conveniently transport you and your groceries up to the kitchen before your long day at the beach.brbrMore about the inside later—you're coming to the Dunes to spend time outside and enjoy the sound and feel of the ocean, which is how the house is designed. On the top floor, there's a large outdoor dining table with additional den-style seating elevated above the rest, offering a view of the trees, pool, and technically an obstructed view of the beach. There's a 46-inch BBQ right off the kitchen for easy service, and the primary room has its own private outdoor lounge area. Everything is connected by outdoor passages, terraces, and exterior stairs (equipped with child safety gates).brbrMoving down to the first-floor exterior, you'll find a 20 x 40 heated pool with lounge chairs, multiple umbrellas, and tables for poolside lunches. There's also a BBQ down there. Our favorite part is the covered outdoor den area with a gas fire pit (on a timer for safety). This area is located right off the first-floor den with a wet bar, bathroom, pull out sofa and Peloton bike Additionally, there are three outdoor showers around the property.brbrAs for the inside, the primary room has a queen bed with a spacious bathroom containing a large soaking tub and a huge shower. You come for the beach, but you'll stay for the water pressure—seriously.brbrThe chef's kitchen is equipped with two WOLF ovens, a Sub-Zero fridge, a drip and Nespresso machine (bring your pods!), a blender, and all the appliances you could ask for. The kitchen island is the perfect place for breakfast chats, but don't overlook the large dining table and the open concept den with fireplace.brbrIt's easy to be around family here, but with the beach, pool, and private outdoor areas, it's not hard to escape them.brbrThe main floor has three ensuite bedrooms: two with queen beds and one with two twin beds. Two of the bedrooms have sliding doors to the outside, allowing direct access to the pool or beach from your room. Additionally the den downstairs has a pull out sofa couch, full bathroom, and door closes the room off to make this a private comfortable sleeping area.brbrAmple parking is scarce in the dunes, but it's not an issue here (please note that we have parking limitations per the listing agreement).brAll guests must also sign a rental policy agreement which confirms all the rules 7 days prior to check in. We've partnered with Know Your Guest, the leading vacation rental guest screening provider to independently verify our guests with picture ID and handle the rule confirmation signing process.brbrRental reg: 23-166brPool child fence available upon request. Property has cameras at the entrances and camera overlooking the driveway.
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Exceptional(4)

$1123.46

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Private Vacation Home

Brand New Waterfront - Chic & Sophisticated unit #701

Montauk, New York, United States

Montauk was known as the Sport Fishing Capital of the World until the secret beauty of this sleepy nautical village spread the globe..... Now infamous for its world-class beaches, surfing at Ditch Plains, endless outdoor activities and exquisite cuisine all within minutes away attracts the likes of celebrities and affluent households from around the globe seeking to slow down, relax with anonymity, and fit into the vibe that is uniquely Montauk.......... brbrbrPerfect for your next family vacation, summer getaway or surfing holiday - North Harbor Montauk is a brand new and unique destination that was created for you to enjoy the Montauk experience on the shore of Lake Montauk. brbrThoughtfully designed and built with considered materials such as wide oak plank floors, custom furniture and cabinetry, stone counters, European appliances, spa baths, central air & heating. brbrThe loft style living space on the main level includes a stunning custom kitchen with European designed Bosh appliances and a large private deck overlooking Lake Montauk. The deck allows for lounge seating and outdoor dining. Enjoy both the beauty and serenity of the protected lake environment as yachts pass by your private deck. North Harbor Montauk is just steps from the harbor, town docks, restaurants, bay beaches, ocean surfing and the heart of Montauk. brbrThe 2 bedroom 2.5 bath layout is ideal for family vacations. The master bedroom has a king size bed, custom furniture with built-in charging stations, a concealed safe, settee, writing desk, 55 Smart HDTV, blue tooth sound speaker, and a spa-like bath with shower that includes views of Lake Montauk. The second bedroom is great for the kids. This bedroom has a nautical theme with a custom designed First Class Cabin bunk bed, comprised of (2) double size beds sleeping up to four. Each bunk has its own built-in 32 flat screen media center, headphone jacks, charging station, and gaming option with full streaming capabilities. brbrMain LevelbrLoft style gourmet kitchen and living area with 55 Smart HDTV, blue tooth sound speaker.brPrivate outdoor deck with intimate lighting for outdoor dining and lounging with harbor views.brPowder roombrbrSecond LevelbrHarbor front Master bedroom with king size bed, en suite bath, and private balconybrKids bedroom with custom full-size bunk beds and en suite bath
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Exceptional(7)

$1504.29

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Private Vacation Home

Montauk 4bd/3.5ba Ocean, Private beach, pool and spa!

Montauk, New York, United States

Perfect 4bed/3.5 bath beach house in Hither Hills for familybrAcross from Atlantic ocean private beach!brbrSpa, heated pool and outdoor shower open in May.brbr2500 sq. feet home (built 2019)brbrHeated pool, fenced yards, patios, deck, driveway.brbrLR/DR kitchen and wrap around deck with grill on 2nd level. Salt box/slant roof style for ultimate views, high ceilings and indoor/ outdoor living.brbrOcean views first floor & upper deck.brbrMontauk 's magic awaits from this easy home base!brbrMaster Bedroom (King Bed) 190 Sq. ft. Slider glass door to deck and outdoor access,walk in closet, tiled shower with hinged glass door- ocean facing. Linen duvet & flat screen TV.brbrBedroom 2 (Queen) - slider glass door to deck- ocean facing - desk & dresser (125 Sq. Ft)brBedroom 3 (back- full/full bunk) dresser, shelves and lounge chair. 105 sq. ftbrFinished basement suite with 9 foot ceilings, private sitting room, bathroom and closet- King Bed (170 sq. ft) Egress window.brbrPool: 25 ft. long x 10 ft. wide, 3.5-5.5 ft. deep; gunite, heated with patio loungers, chairs, drink tables, picnic table and 9' shade umbrella, chlorine chemistrybrbrOutdoor shower with private dressing area and rain shower head (May-Sept). br brWater/sand spray area near main entrance. Pool toys, beach gear included.brbrPropane heat- 3 zoned HVAC with thermostats on each level (Honeywell)brbrSecurity system- brVideo doorbell brSmart lockbrAcreage .23 acre 100' x 100 ft lotbrbrNo fireplace- beach fires okaybrNO smoking on property at all of any kindbrQuiet, peaceful neighborhood brFamilies preferredbrNO SHARES/GROUPS
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Exceptional(29)

$2412.39

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Private Vacation Home

Beautiful 5 BR Montauk House with Private Lake Montauk Beach!

Montauk, New York, United States

This bright and airy contemporary house is on exclusive East Lake Drive in Montauk. Water view meets sunset from our large deck. Build a cozy bonfire and roast s'mores on our property by the lake and enjoy the most beautiful star-studded Montauk sky! brThis great family home has plenty of space including: 5 bedrooms, 2.5 bathrooms, 2 living rooms, a sun-drenched open-floor plan with living room, dining room (seats 10), fully-equipped kitchen, breakfast bar, and beautiful cathedral ceiling. Plenty of natural light and air with 10 skylights and 6 sets of sliding patio doors. It's an upside-down house with the living room, dining room, kitchen, two bedrooms, a full bath with a shower, and a half bath on the second floor. The kitchen is stocked with lots of dishes, bowls, glasses, utensils, pots, pans, blender, two coffee makers (Keurig and Cuisinart drip), and spices. The first floor has three bedrooms, a second living room, a full bathroom with shower/tub, and full-size washer/dryer. Enjoy the enclosed outdoor hot/cold water shower. brbrPlease DO NOT send a Booking Request. Simply send an inquiry, and I can approve the reservation from your inquiry.brbrDETAILS:br- Maximum 10 guests/4 cars on propertybr- Not a share house, no partiesbr- Minimum age 30. By accepting the lease on vrbo you acknowledge that guests are at least 30 years old (age and address ID required upon booking). No refund if you made the reservation and are under 30 years old. Families are welcome.br- NO pets allowed on premise (loss of full security deposit) br- Checkin is 4:00 PM (may be flexible), checkout by 11:00 AM br- Bedding and bath towels providedbr- About 10 beach chairs provided (in shed) br- Keurig and Cuisinart drip coffee makers, dish soap, toilet paper, paper towels, garbage bags, coffee pods, tea bagsbr- Exterior of property is monitored by 5 camerasbr- Both garages are locked and not for guest usebr- A one minute walk down our PRIVATE path leads you right to the calm, relaxing water of our own small, PRIVATE salt water lake beach (see photos and map for details). There are two houses between our house and the water. Although our house itself does not sit waterfront, our property includes our own wide path to the lake and the beach on the lake. It’s really not a lake as the northern border opens into the sound at Gin Beach, is salt water, and has tides. brbrOff-Season Disclaimer: If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and outdoor shower will be available for use prior to booking.brbrCurrent Rental Registry brbrLease, exit cleaning fee, $1,000 security deposit ($5,000 for monthly stay), and $89 renter's insurance (through VRBO) are required brbrLAYOUT:br1st Floor:br3 Queen bedroomsbrFull bathroom (shower/tub)brLiving roombrFull-size washer and dryerbrFull deckbrOutdoor showerbrbr2nd Floor:br10 skylights!brOpen, airy floor plan with cathedral ceiling brFully equipped kitchen with breakfast barbr1/2 bathbrKing bedroom with private bathroom (shower), and sliders to deck facing waterbr2 twin beds br2 full decksbrbrAddress and proof of age of primary guest is required within 24 hours of booking. Primary guest (minimum age 30) must accept house rules and lease and be on premise for duration of reservation. By making a reservation, guest acknowledges that they have read this listing in its entirety and accept the house rules and attached lease agreement which includes 11:00 AM checkout.
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Exceptional(46)

$585.53

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Private Vacation Home

Secluded 1 Br Cottage on the Lake, Close to Ditch with OS Shower & Fabulous Yard

Montauk, New York, United States

Spend your summer at South Lake. This one bedroom, one bath cottage has everything you need for an incredible summer getaway. It's location cannot be beat. South Lake beach is right out your door. A popular place for Stand Up Paddle boarding, incredible sunsets over the lake & a great beach for small children, you won't find yourself fighting over a parking spot because you are just steps away. brbrWalk over to the Crow's Nest for drinks or dinner. Ride your bike or drive to Ditch Plains. It's only a three minute bike ride. An outside shower offers options for cleaning off after the beach and a pergola sits in the yard with a dining table underneath. There's even a patio with a ping pong table. brbrInside, the decor is simple & classic. The whole cottage was refurnished with brand new organic modern furnishings in November of 2021. Wide plank hardwood floors throughout, with white wainscoting & a tranquil grey on the walls. The kitchen is fully stocked & you will find a washer and dryer hidden away in the living room closet. The bedroom has a queen gel memory foam bed & closet, with a dresser and desk with chair. The couch in the living room folds down to become a queen bed, so the house can sleep four guests. This is the perfect getaway for a couple, small family, or a group of friends to enjoy Montauk. There's also plenty of storage if you're spending the entire summer or for an extended winter stay.brbrOwner Noel Arikian is a local craftsman and artist who can give you excellent advice on restaurants & things to do. He is a wealth of knowledge about Montauk and everything wonderful it has to offer. brbrThe Rental Registry law in the Town of East Hampton does not apply to this property.
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Exceptional(1)

$1827.86

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Private Vacation Home

Warm, Inviting Beachhouse with Spa in Great Location of Gorgeous Montauk!

Montauk, New York, United States

Enjoy a peaceful stay at this 6-bedroom house with freshwater salt system spa in Montauk. Walking distance to the Block Island Sound, docks, ferrys, restaurants, bars, shops, delis, convenience stores, etc. This enchanting property offers a welcoming atmosphere with modern amenities like a washing machine, dryer, iron, AC on second floor, and WiFi, etc. Powerful ceiling fans all throughout. 4 large sliders & casement windows throughout pull in the beachy Montauk breeze when preferred.brWith 3 bathrooms, outdoor shower, grill on deck and a luxury 4-5 person Caldera freshwater- salt system spa for your convenience, our place will help you feel at home while you're traveling in Montauk.br6 bedrooms total: 3 Queen bedrooms, 1 King bedroom, 1 Full bedroom & 1 double Twin bedroom.br5 flat screen TV’s: Great room has smart TV with additional Firecube & others have fire sticks for you to sign into your accounts & stream. Greatroom & King Master bedroom (bath en-suite) have Optimum Cable. A few Blu-ray players throughout.brLots of updates this year! New photos are up! *Spa information: After use of spa by 4-6 persons for 1/2 to 1 hour, -an adult should add 2 tablespoons (2 capfuls) of Spa Shock directly into water (available at side of spa with test strips). Put jets on high to mix shock throughout and they will automatically shut themselves off. Then always close cover after each use. It has a cover-assist-system. Simply lift front open & then lift back part & it will slide completely back behind tub.brClose fence gate as well. To open gate, pull straight up on black top bar with cord.br*Shed on side of house and back of shed-deck box is off limits to guests as well as all 3 owners closets inside of house.
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Exceptional(2)

$1467.77

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Ditch Plains- Walk to Beach! $120k MemDay-LaborDay

Montauk, New York, United States

Long Term Rental ONLY. NO SHARES. $120k Memorial Day to Labor Day!brWill consider other long term stays with a 30 night minimum.brbrbrLocated on a quiet street in the Ditch Plains neighborhood of Montauk, this classic inverted beach house is perfect for your family vacation! Just a quick walk to Ditch Plains beach where you will find some of the best surfing the East Coast has to offer! (Not to mention tasty treats from the Ditch Witch.) Sleeps 9 people comfortably.brbrThe main floor has a sun-flooded living room, a working fireplace, a 4K Flatscreen TV, and a dining table that seats 6-8. There are 2 bedrooms each with queen-sized beds, 2 renovated bathrooms (1 full, 1 half) and a renovated kitchen- complete with GE Profile stainless steel appliances and a marble counter top with stools for a breakfast bar. We strive to provide you all the comforts of home- you will find the kitchen fully equipped, bathrooms stocked, and a closet w/ fresh linens/towels for your convenience.brbrThe downstairs was completely redone in 2017. There is a large master bedroom with a king size bed and walk-in closet with a new sliding glass door that opens to the ground level deck. A second full bathroom with double vanity. A bunk room with a twin-over-full bunk bed with a twin size trundle and a crib. This area also has a large closet with plenty of storage space. There is a large entryway/mudroom area with plenty of space to store your beach gear. You will also find a laundry room/utility closet with a brand new Samsung washer and dryer on this level. brbrThe entire house (inside and out) is equipped with a wireless Sonos sound system. You can even link it to your own Pandora, Spottify, or SiriusXM accounts and control from your phone to listen to your favorite summer jams all day long! There is also a brand new ductless AC system to keep you cool on those hot summer nights. brbrAs beautiful as this house is inside, you will want to get outside and enjoy all the great deck space it has to offer! Three levels of newly added Timbertech decking provide plenty of space to spread out and enjoy the sunshine (or shade!) A warm inviting open front porch welcomes you back from the beach with plenty of space to drop your outdoor items. The second level deck area features a Weber gas grill and table that seats 6. The top deck is perfect for pre-dinner cocktails as the sun goes down or relaxing at night after the kids have gone to sleep. There is a large, newly landscaped backyard complete with an outdoor shower. The brand new driveway easily fits 4 cars. brbrMinutes away from all the Montauk hot spots, Ditch Plains is the perfect neighborhood to enjoy your summer vacation. Drive up the road to The Crow’s Nest and watch the sun set over Lake Montauk or ride your bike up to the Montauk Lighthouse and listen to live music on a weekend afternoon. Take a trail ride at Deep Hollow Ranch, hike up the bluffs, or explore the Shadmoor trails. Or, head in to town or out to any of Montauk’s great bars and restaurants, like Harvest, Navy Beach, Ruschmeyer’s, The Surf Lodge, or South Edison. And there's always a new place to check out each season!
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