Home Vacation Home Rentals By Owner In Montauk, NY

Showing 220 Of 239 Vacation Rentals
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Exceptional(2)

$1593.6

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Private Vacation Home

Short walk away from Ditch Plains Beach! Spacious cozy Montauk Beach House

Montauk, New York, United States

**Weekly and Monthly long rental discounts!**brbrLocated in the desirable neighborhood of Ditch Plains in Montauk, this family home is just a short stroll to the beach! A corner lot that provides privacy and plenty of yard space for outdoor play makes this house a great place to stay.brbrWith a large open living-dining area upstairs, an additional living space downstairs and spacious bedrooms this home is the perfect place to unwind and relax after a long day soaking up the sun at the beach. brbrAfter your daily adventures come back to enjoy a great dinner using BBQ grill, laying out for some additional sun on a spacious furnished deck, clean off in the outdoor shower, and cozy up next to the fireplace are some great amenities offered here.brbrBeach Shed in rear of house offers umbrellas, beach chairs, and other fun-in-the-sun necessities!brbrWe know that unfortunately not all vacations can be just play, so if work is needed a dedicated office space downstairs is available to get those meetings over with and back to the fun!brbrOther things to notebrHouse will be cleaned before and after each stay so that we can ensure everyone will have a worry-free vacation. Private garbage pick-up included.brbrHouse is 2,400 sq ft. Plenty of room for family and friends.brbr** There is an outdoor google nest camera that is located above the front door overlooking the driveway. This camera is in place for the safety and security of our guests and home.brbrTown of East Hampton Rental Registry Certificate Number: 20-674
Bed 4

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Bath 3

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Sleep 12

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Exceptional(43)

$799.75

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Private Vacation Home

Family Friendly Beach House w/ Private Beach at the End of the Block

Montauk, New York, United States

**Central Air Conditioningbrbr**Private beach at the end of the block with the best sunset in town brbr** Available to use upon request: pack & play, baby bathtub & other baby-related itemsbrbrJust pack your bathing suit! The house has everything you need for a summer getaway. Beach chairs, towels, umbrella, linens, etc all provided. brbrPerfect family-friendly / couples retreat beach house. Forget about waiting for a taxi! Great dining and entertainment options within walking distance, including Gosman’s dock, La Fin, Salivars, and the Harbor. The house is equipped with everything you may need to ensure a memorable vacation. Enjoy your morning coffee outside on the double chaise lounge. BBQ or steam your own lobsters and dine on the back deck (seated dining for 8). After a day at the beach, wash off the sand and salt water in the outdoor shower and close out a day spent outdoors by roasting marshmallows around the chimnea. brbrNo need to drive to the Montauket, grab some wine and walk down to the beach at the end of the block for the best view in town.brbrWORK FROM HOME WHILE AT THE BEACH! We converted a small bedroom closet into a private home office with built in desk and live internet plug for a voice over internet phone - work during the day and close the door to your papers and computer when you clock out. br
Bed 3

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Bath 1

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Sleep 6

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Exceptional(6)

$948.27

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Private Vacation Home

Freshly updated Montauk home w/beach parking pass, close to Gurneys and beaches

Montauk, New York, United States

Refresh and enjoy our updated Hither Woods 1960s Leisurama with coveted Gold Coast beach parking access. Entry to Montauk's famous beaches are a 2 minutes drive (or a 10 min / 0.75 mile, walk) away. Hither Hills State Park is also down the road.brbrMontauk's main street and famous Montauk landmarks (the beautiful Harbor Area, Lighthouse, Montauk Downs Golf Course, tennis courts, library, Deep Hollow Ranch, more beaches including world famous Ditch Plains, numerous hiking paths, etc.) are within a 15 minutes drive.brbrLocated less than 0.25 mi to Gurney's Montauk Resort & Seawater Spa, or about a 5 mins walk.brbr* Weekly rentals Friday to Friday or Sunday to Sunday during the Peak Season (July and August). Minimum 4 nights.brbr* We do not rent to party groups!brbr* No Pets / Non Smokingbrbr* Perfect for families and mature couplesbrbr* Wifi, and Roku guest access (get most cable and all streaming channels using your own accounts)brbr*** EXCLUSIVE: beach parking pass for nearby Hither Hills beachesbrbrAmenities: Parking (fits 3 cars), Outdoor Shower, Wine Cooler, Washer & Dryer, TV, Internet (Wifi, good for 6 people or 8 devices, can work remote), A/C & Heating (Daikon mini-splits in every bedroom and in main living area), Hair dryer, Linens, Towels, Toilet Paper, Paper Towels, Basic SoapsbrbrKitchen: microwave, dishwasher, refrigerator, freezer, induction stovetop, hot water kettle, dishes, utensils, toaster oven, Keurig coffee maker, oven, dining table, kitchen island, lobster potbrbrOutside: picnic table, stools, beach chairs, beach towels, grillbrbrEntertainment: TV 55 flat screen, additional TV in bedroom, Roku to log into your own cable and streaming accounts, board games incl. chessbrbrLaundry: washer, dryerbrbrParking: off-street driveway with room for 3 cars (ideally 2), no street parkingbrbrSafety: fenced yard, first aid kit, AEDbrbrNearby Activities: swimming - beach/municipal pool, bird watching, fishing, shopping, mountain biking, paddleboating, paddleboarding, golf, mini-golf, sailing, surfing, cycling, boating, hiking, horseback riding, running and joggingbrbrSuitability: Minimum Age Limit for the Primary Renter is 30brbrNo smokingbrNo petsbrNo bicycles providedbrFireplace not available for use
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Bath 2

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Sleep 6

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Exceptional(1)

$1262.87

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Private Vacation Home

Private Montauk Retreat w/ NEW Pool • Minutes to Beach • Summer-Ready

Montauk, New York, United States

Experience Montauk the way it’s meant to be—relaxed, private, and effortlessly stylish. brbrA recently renovated home with new kitchen, new baths, new bedrooms and a new pool - set on a quiet street with close proximity to town, LIRR, beaches, and nightlife. This private home is a true oasis that offers the perfect blend of comfort, space, and outdoor shower.brbrEnjoy a sun-drenched backyard with a brand NEW pool, a large deck with shade and lounge areas, and room to entertain or unwind. Inside, the home is bright, relaxed, and thoughtfully laid out for easy living—ideal for families or groups looking to settle in and truly enjoy the season.brbrJust minutes to ocean beaches, town, and everything Montauk has to offer—yet tucked away enough to feel like your own private retreat. The kind of place you arrive at… and never want to leave - a beautifully maintained, fully furnished 3-bedroom, 3 full bathroom home with an outdoor shower and a circular drive.brOutdoors:br - Stunning brand new pool centered in a large private backyard br - Elevated wrap around deck (table, chairs and patio lounge furniture) br - Outside sound system and Weber grillbr - Outdoor shower br - Very quiet street with little car trafficbrIndoors:br - Two large living room spaces on separate floors br - Streaming TV + wireless internet br - Peleton and indoor shuffleboard br - Washer / dryer brRelaxing, peaceful location with easy access to all Montauk.brHome is adjacent to the back nine of Montauk Downs State Park. Best known for its Robert Trent Jones championship golf course Montauk Downs also has public tennis courts and swimming poolsbrLess than a mile from beach and town, even closer to LIRR.
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Bath 2

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Exceptional(1)

$678.19

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Private Vacation Home

Bright 2BR: Pond Views & Walk To Beach

Montauk, New York, United States

Located across from a tranquil pond and two blocks from a private sandy beach, this bright and beautiful open concept home is a magical place to spend a few days (or, ideally, weeks). Designed in the 1960s by modernist architect Andrew Geller, this just-renovated house is a well-designed combination of original mid-century accents and modern amenities. Boasting huge windows, cathedral ceilings and new hardwood floors throughout, the house has 2.5 bedrooms, 1.5 baths, a wonderful outdoor shower, a year-round fireplace, a large deck, a twinkly al fresco dining area—and a resident bunny rabbit who comes out at dusk and dawn. Guests are welcomed (encouraged, actually) to use the beach wagon, bikes and/ or electric scooters for beach trips and/ or coffee / lobster roll / BBC runs at the nearby marina spots. This is, in case you couldn't tell, an especially perfect spot for two couples or a family.brbrOther amenities and points of interest: All brand new appliances (including full-sized Bosch gas stove, microwave and dishwasher, washer and dryer, a Smart TV, Weber gas grill). Convertible third bedroom with Murphy bed off the living room (hence the ‘2.5’ bedrooms). Central air and heating, as well as ceiling fans. Two bikes and two electric scooters available for guest use. Five minute walk to beach -- and the best sunset watching in all of Montauk. Fifteen minute walk (or five minute bike ride) to the marina restaurants, bars and shops like Swallow East, Salivar's, Gosman's, Goldberg's Bagels, Left Hand Coffee, Westlake Fish House, Liar's Saloon, Lynn's Hula Hut, the Hideaway.
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Sleep 4

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Exceptional(3)

$1558.31

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Private Vacation Home

Bright 4 BR house 1 mile from beach and 3 mins from town

Montauk, New York, United States

Shabby chic beach house on a dead-end road surrounded by protected wetlands, ensuring tons of privacy. House is centrally located across the street from Montauk Downs golf course, a short bike ride (less than 1 mile) from the beach and center of town. Open floor plan, 4 br (each w/closet), several windows in every room, 2 bathrooms as well as an outdoor shower, indoor jacuzzi, laundry, central air, fans and new Casper beds. brbrRR#: 17-422brbr4 bedrooms that can be configured as needed with extra beds perfect for children and families. A finished basement provides additional open living space with 50 inch TV, 4th bedroom, storage and laundry. brbrPriority will be given to longer term rentals. Please note there is a Nest outdoor video security system in place for safety measures. brbr1st floor:br- open living and dining roombr- bedroom Queen bedbr- kitchen br- large bathroom with jacuzzi and shower br- coat and linen closetbrbr2nd floor:br- primary bedroom with king and walk-in closetbr- 2nd bedroom with King (convertible to 2 twins if desired) and mini cribbr- bathroom with shower brbrFinished basement: br- 1 bedroom with double bedbr- open living area with queen bedbr- Sofa with seating & 50 inch TVbr- closet space and dresser for storagebr- laundry & bike storagebrbrBack Deck:br- 3 seater sofabr- teak extension dining table that seats up to 10/12 maxbr- Adirondack chairsbr- Outdoor air open shower br brAmenities include:br- 2 bikesbr- central ACbr- ceiling fansbr- New Casper mattressesbr- grill, microwave, Keurig coffee maker and toaster br- fully fenced in back yardbr- private dead end road br- fully stocked linens and beach towelsbr- 3 min drive from LIRR train station and Jitney bus drop off.br- Security cameras, smoke and carbon monoxide monitors
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Bath 2

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Sleep 9

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Exceptional(76)

$2616.32

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Private Vacation Home

Oceanfront Home In Downtown Montauk!!! Private Ocean Beach Path!!

Montauk, New York, United States

OCEANFRONT ESCAPE IN DOWNTOWN MONTAUK WITH PANORAMIC VIEWS AND YOUR OWN PRIVATE PATH TO THE BEACHbrbr3BR/1.5BA Oceanfront getaway in Montauk with outdoor shower and oceanfront deckbrbrWhales, Dolphins, Seals, Fishing and Surfing are all in your backyard!brbrThis oceanfront single-family home is located right in the heart of town with a private beach path. Park your car for the entire week, put away the keys and walk to shops, restaurants, and bars. If you're looking for the quintessential Montauk experience, this is the house for you!brbrThis beautiful, home features 3 bedrooms, 1 1/2 baths plus an outdoor shower, a large gourmet kitchen with granite countertops and stainless appliances, and a great room with cathedral ceilings and an electric fireplace. The highlight of this home is the spacious oceanfront deck with stunning views plus the ground-level oceanfront deck nestled in the dunes. You'll spend your days on the beach, right in your backyard, and your evenings dining on the deck, watching the sunset and the ocean waves. Fall asleep to the sounds of Montauk’s famous ocean waves. Step out the front door into town, this incredible location can not be beaten, giving you access to all Montauk has to offer. Pack your bags and prepare for the perfect escape!brbrThis property has a max occupancy of 10brbrBEDROOMSbrBedroom 1: One King Bed, First Floor/Main Floor, Air Conditioning, Cable TV, Standard Closet, Balcony/DeckbrBedroom 2: One Queen Bed, Air Conditioning, Standard Closet, Balcony/DeckbrBedroom 3: Two Bunk Beds, Air Conditioning, Standard ClosetbrbrBATHROOMSbrBathroom 1: Full Bath, Shower, TubbrBathroom 2: Half BathbrbrTVSbrBedroom 1: CablebrbrOUTDOORS
brDeck/Patio, Lounge Chairs (2 Chairs), Patio Furniture (Table, Chairs), Grill (Gas), Outdoor Shower (Hot + Cold Water), Balcony, Beach Chairs (6 Chairs), Beach Umbrella, Beachfront, WaterfrontbrbrAMENITIES
brBed Linens, Bath Towels, Hair Dryer, Iron/Ironing Board, Washer, Dryer, Air Conditioning, Heating, Hot Water, Usable Fireplace (Gas), Kitchen, Stove, Oven, Refrigerator, Wine Fridge, Ice Maker, Dishwasher, Microwave, Coffee (Pot, Keurig), Toaster, Blender, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Television, Cable TV, Smart TV, Private Entrance, Parking (1 Cars In Driveway), Carbon Monoxide Detector, Smoke Detector, Fire Extinguisher, Pool/Beach Towels, Laptop-Friendly Workspace, Pots and Pans, EssentialsbrbrSPECIAL FEATURES
brSingle family oceanfront house located in downtown Montauk.brbrLOCATIONbrNearby Beaches - :
Beach is directly in front of the housebrNearby Grocery Stores: - 
IGA is 2 blocks from housebrNearby Restaurants and Bars:
 - Walking distance to all in-town restaurants, bars and shops.
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Bath 1

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Sleep 10

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Exceptional(43)

$3447.91

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Private Vacation Home

Brand New Renovated Modern Ditch Plains Oasis- One Block Walk to Beach

Montauk, New York, United States

This is the perfect beach vacation rental. The house was gut renovated in 2023 and is located one block easy walk to Ditch Plains Beach with all the modern amenities and design you will fall in love with. This may be the most beautiful stretch of coastline in all of Long Island. There is great swimming, surfing, body surfing, and hiking on the bluffs located just a short stroll from your front door. The house has all the amenities to make your vacation relaxing and comfortable. There is a great private backyard bluestone patio with teak outdoor furniture, and enough room to play wiffle ball, soccer, or have a football catch. We have a teak table and chairs and plenty of outdoor furniture for lounging outside. The outdoor shower is spacious and private. We have both charcoal and gas grills to satisfy everyone.brbrIt is important to note that we use the house personally, so it is kept extremely clean and has a very warm feeling. If you get a cool Montauk evening, you can even get the wood fireplace going or take some of our firewood to the beach for a bonfire. brbrThe driveway has ample space for 3 cars. House has a 65” Smart flat screen with all premium cable channels, as Apple TV for all your sports and movie entertainment. House has Sonos for your to wirelessly stream your music. brbrDownstairs in the fireplace, kitchen, living room, 2 bedrooms and one and 1/2 baths, and upstairs is 3 bedrooms, a second den area with a computer, and one bathroom. There is also a peek at the ocean from the upstairs room and living area.
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Bath 3

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Exceptional(31)

$1253.25

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Private Vacation Home

Hither Hills Beach House with Heated Pool and Private Ocean Beach Access

Montauk, New York, United States

Rental Registry 17-393. This beautiful Hither Hills home has 3 bedrooms, 2 1/2 bathrooms and is just a short walk (2 blocks) from one of the most beautiful ocean beaches on the East End of Long Island. The home is modern and spacious with cool ocean breezes and plenty of natural light. There is central air, swimming pool and outdoor shower. Coveted Hither Hills Private beach parking pass/access is also included.brbrOn the first level of this upside down home, there is the master bedroom with a king size bed, en-suite bathroom with shower and huge walk in closet. The second bedroom has a queen size bed and walk in closet. Both bedrooms have sliding doors leading out to the large backyard and heated pool. The third bedroom has 2 twin beds and a full sized closet. There is an additional bathroom and separate washer and dryer on this level.brbrThe second level is very open and spacious surrounded by large windows letting in tons of natural light and cool ocean breezes. There is a wood burning fireplace and large kitchen with top of the line appliances. The dining area allows for seating for 12. The wrap around deck off this level holds a grill and table with chairs perfect for outdoor dining and entertainment.brbrThe backyard has a heated swimming pool surrounded by beautifully landscaped gardens. There are lounge chairs to relax in and take in the sun. A table with seating up to 10 allows for additional outdoor dining and entertainment. The private enclosed outdoor shower is great after the beach.brbrYou can walk to the ocean beach with your surfboard or beach gear in 5 minutes or drive down and park in any one of the 4 private parking areas on the dunes. Renters will be given a key and parking pass for the private beach entrances part of Hither Hill's MBPOA Association.brbrThe house is just minutes from Gurney's world-class spa and less than 2 miles to the village of Montauk with superb restaurants and Hamptons' nightlife.
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Exceptional(56)

$1561.75

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Private Vacation Home

Ditch Plains Perfection- Walk to Beach

Montauk, New York, United States

WALK TO THE BEACH- never deal with limited or restricted beach parking. Ride your bike or walk to the beach throughout the day. Great private loft home office.brbrTwo blocks from the world-renown Ditch Plains Beach on a quiet street next to a preserve is a stunning modern beach house defined by understated luxury and offering unique privacy for Ditch Plains. The house was designed for an unparalleled beach lifestyle. An open loft-like first floor with high ceilings and a concrete floor features a living room with large L shaped Roche Bobois leather sofa, an Eames Lounge, and a stone ribbon fireplace that frames the recessed television. The adjacent kitchen is equipped with Wolf, Subzero and Miele appliances and a 12 foot carrara marble center island with seating for 6. The dining area, with a designer built reclaimed timber dining table and Eames chairs, seats 8 comfortably. The 16 foot custom slider provides access to a very large outdoor mahogany deck with a teak table for 10+ persons, outdoor lounge furniture, and a gas fired Webber grill. The front mahogany deck, accessed through a 10 foot slider, has Saarinen tables and chairs and is used for breakfast and watching the sunrise. The luxurious outdoor shower allows you to exit/enter the house from the first floor bathroom and it is the most coveted shower. The custom designed cantilevered steel and walnut staircase, fabricated in Italy, connects the 1st floor living/dining/kitchen space to the upper 3 bedrooms, full bathroom, and Master suite with private bath and office. All bedrooms have ample closet storage. Each bathroom has German manufactured Dornbracht faucets with custom designed walnut vanities, Duravit wall hung toilets with bidets, Carrara subway tile, heated pebble, and stone floors and flush mounted ceiling rainhead showers. The house has radiant floor heating and individually controlled a/c for every room and is decorated with vintage period pieces and a collection of vintage glass. Attached to the house is a 15+ surfboard storage station and dry under deck parking for 6 beach cruisers which come with the rental. Beach chairs, beach umbrella and a large beach wagon included. brbrWeekly cleanings are required for any stay longer than one week.brbrA security camera is located at the entrance of the house for your safety an security.brbrCancellation Policy: Cancellations permitted with a the refund determined by the proceeds received from a successful re-renting. The greater time to re-rent results in a greater likelihood of success. We strongly encourage renter to purchase travelers insurance travel expense protection and for medical emergency coverage. We recommend Allianz.brbrA rare not to be missed rental .brbrEH Reg. 22-1625
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Bath 3

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