Vacation Rentals By Owner In Montauk, NY

Showing 20 Of 411 Vacation Rentals

$543

Hither Hills Ocean Beach House

Montauk, New York, United States

Montauk, at the furthest east end location in Long Island, NY, has the mystique of places at the end of the road. It offers a 'Living End' resort community with a secluded beach, sand and surf, less than 2 short blocks away.brbrOur 4 BR/ 3 Bth Vacation Home is located on a hillside with splendid views of the Atlantic Ocean from its decks. It is nestled among the thick vegetation and oak trees in the Hither Hills area of Montauk, which is known for its charm and serenity.brbrYou can walk to the Ocean beach in under 5 minutes, or else drive down and park in any one of 4 private parking areas on the dunes. We supply all renters with a Parking Permit and Key to unlock gates to these areas.brbrOur home is modern and spacious, and the windows are designed for great natural light and their ability to direct large amounts of fresh wind off the water.brbrA wrap-around Outdoor Deck contains table and chairs, and is shaded under looming pine trees. It lends itself to complete privacy while dining outdoors. The Outdoor Stairs leading to the Sundeck completes the picture with expansive views of ocean and inland. brbrGo to sleep to the lull of the Ocean pounding against the shore, and wake to the rising sun over the water. brbrWhatever you decide, at Montauk ... the wind blows harder, the waves curl higher and the light reflects with a scouring whiteness off the restless back of the Atlantic.brbrKeywords: 4 Bedroom - 3 Bath Hillside Home

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Bath

Sleeps

Exceptional(33)

$2,076

/ Nightly

Private Vacation Home

Ditch Plains , Montauk Beauty Ocean View Steps from Beach

Montauk, New York, United States

A stones throw to the entrance of Ditch Plains Beach with beautiful ocean views, this four bedroom, two bath residence is the perfect summer retreat. Air conditioned and light-filled, the interior features include an updated kitchen, living room with fireplace, family room with bar area, and plenty of outdoor decking perfect for relaxing and entertaining. Complete with a roof deck, outdoor shower, and a spacious rear yard this is an excellent rental property in prime Montauk location.

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Bath

Sleeps

$523

/ Nightly

Cottage

Waterfront Cottage Perfection

Montauk, New York, United States

Perfect Sunsets any time of year —this magical two-bedroom waterfront cottage on bucolic Fort Pond is as close as it gets to perfection. Every room looks out upon the most beautiful waterfront and sunset vistas all year. A designer's home is beautifully decorated with mid-century modern furniture and spectacular landscaping, enhancing the privacy felt on this gem of a property. It features a large living area with ribbon remote control gas fireplace, a dining table, a state-of-the-art kitchen, sofa and a bathroom with a large glass-enclosed rain head shower with access to the outdoor shower from the inside. Ideal for couples, singles, or small families (dogs accepted with a $250 fee, and crated when left alone). Maximum sleeping capacity 4 people. (The sofa should not used for overnight guests and the backs do not go down). The cottage has plenty of outdoor furniture, a table for 8, a gas Weber grill, and stairs to the water—perfect for standup paddleboards or kayaking. A short walk to town (5 minutes), the best restaurants, the Jitney, and beachesbrbrThe cottage comes with linens, towels, beach towels, a fully equipped kitchen, and many beautiful pieces of vintage table settings and glassware for entertaining. (2) standup paddleboards, (2) Kayaks, and (2) bikes. You will be asked to sign a waiver for the use of the equipment.brbrThe cottage is thoroughly cleaned and disinfected between each guest. All surfaces are disinfected with Clorox. All white linens are washed in warm water with bleach. All throw pillows and throws are washable and are cleaned between each guest. brbr$250 per week for cleaning and garbage removal. Excessive garbage will be an additional $75.br$250 Pet Fee per dog, maximum 2 dogs.brNo Cats brbrEast Hampton/Montauk Rental Registry Certificate Number 22-550 (2022-2024)brSuffolk County Tax Number: HMT23-196

Bed

Bath

Sleeps

Exceptional(3)

$900

/ Nightly

Private Vacation Home

STUNNING BEACH HOUSE - CENTRAL MONTAUK

Montauk, New York, United States

MODERN BEACH HOUSE WITH BREATHTAKING VIEWSbrbrThis newly-renovated Montauk home has 4 king bedrooms (plus a spare room) and 4 full baths, in a spacious layout situated on over a half-acre. Sublime styling, featuring an open-plan living / kitchen / dining with all modern amenities, high ceilings, hardwood floors, central air, gorgeous bathrooms and perfectly laid out for privacy. The bluestone patio faces an expansive lush backyard with BBQ grill which rolls down to the golf course – all in a private, serene setting. brbrOnly minutes from the town, train/jitney and ocean beaches, this property is a true gem year-round.... everyone falls in love with it. brbrNO WEEKEND BOOKINGS - please contact for availability BEFORE booking. 7-seater minivan with beach permit also available.brbr14 night minimum stays; E.H. Rental Permit: 24-1095

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Bath

Sleeps

Exceptional(5)

$700

/ Nightly

Private Vacation Home

Spacious Modern Home for up to 2 families, Pool, Hot Tub, 10 min walk to beach

Montauk, New York, United States

This 4 bedroom, 4 bath home offers summer fun and relaxation. Featuring vaulted glass-lined living room, granite center island kitchen, heated pool, outdoor shower, hot tub, custom tiled baths, and extensive decking including a large roof deck. Two primary bedrooms with baths and two children's bedrooms make this perfect for two families. Screened in porch is perfect for dining outside. Sound system has built in speakers in kitchen, screened porch, pool area and roof deck. Each Primary Bedroom has two Sonos 1 speakers. Living area has two Sonos 5 speakers. Ring Video doorbell / light on front door and garage. All situated on 1.2 acre cul-de-sac in Hither Woods. Easy 10-minute walk to locals-only beach access. brbrPLEASE NOTE - NO GROUPS (2 families are not considered a group), NO PETS, AND NO PARTIES. Minimum age of primary renter must be 32. brbrRental Registry: 24-190brbrbrKeywords: Beach House Montauk Airy Light Pool Deck Patio Spacious Modern

Bed

Bath

Sleeps

Exceptional(72)

$369

/ Nightly

Cottage

Ocean View Modern Cottage —Walk to Town, Beach Pass Included.

Montauk, New York, United States

Bring your Surf or Paddle Boards!!!! And walk down your semi-private path (shared with only four homes) to one of the most pristine white sandy beaches in Montauk. Imagine not having to deal with Ditch Plains parking! But Beach passes are included to explore other Town beaches, both ocean, and bay, as permitted (a $600 value) The two-bedroom cottage with an open living room with 180-degree views of the ocean (1) King and (1) Queen. It's a short distance to town (you can walk) and is near some of the best restaurants. It's tastefully decorated with TV and WiFi. Ideal for couples or small families. There is outdoor furniture, a table for 6, and a gas grill. This is directly across the street from the ocean. This cottage is on a hill, so you have great 180 degree ocean views and can hear the water from the deck. brbr7 night rental week begins Friday at 4 pm and ends Friday at 11:00 am. 3-6 night rental must end on a Friday or Monday. There are no early check-in or late check-out times unless the manager can accommodate them.brbrPet fee $250 per dog per week. Only small to medium size dogs. No cats or other animals.

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Bath

Sleeps

$652

/ Nightly

Private Vacation Home

Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready

Montauk, New York, United States

RR #21-1041 / LIFE SAVING AED DEFIBRILLATOR ON PROPERTYbrbrOUR PROPERTY IS IN PRIME HITHER HILLS WITH PRIVATE OCEAN BEACH ENTRANCES FOR WALKING AND PARKING. YOU CAN WALK TO MONTAUK'S BEST BEACH AND TO TOWNSEND, PLUS GURNEY'S, FROM OUR PROPERTY OR LOUNGE IN THE SALT POOL. BEACH PASS INCLUDED.brbrOUR LARGE PRIVATE OUTDOOR JACUZZI IS OPEN ALL YEAR ROUND; POOL OPEN MAY thru OCTOBERbrbrHighlighting our property -- aside from the quick walk to the ocean beach or town -- is a large, salt-water swimming pool that you can heat if desired, a six person outdoor spa/jacuzzi, and a custom-built, climate controlled, pool house (with sleeper couch for lounging if you need it). All shrouded in glorious privacy. The 20'x40' pool has two shallow ends for enhanced lounging and is a 'sport' design, perfect for volleyball and other pool games.brbrWe are also close to the famous Gurney's Resort, which is walkable in 25 minutes, or just 4 minutes by car. Or take one of our many bikes...brbrHITHER HILLS properties, like this one, come with restricted access to our own beautiful beach below the bluffs along Old Montauk Highway. You get a parking pass for your car to use at the small parking lots at the beach and a key that opens the barrier chain. ONLY HITHER HILLS residents or renters, NOT other homes in Montauk, have this access. Hence the premium prices...and experience!brbrWith that....Our renovated home has 4 bedrooms, 2.5 baths, and 2 great outdoor showers! The private, climate controlled poolhouse has a sleeper couch for lazy poolside lounging when you need it. Ours is a true beach house, not just a house at the beach...and Hither Hills needs no further explanation for those that know and love Montauk; private beach rights on the most beautiful and least crowded sand in the Hamptons. brbrOur home is carefully renovated and furnished throughout with classic white everywhere, replete with beachy antiques and curios we've collected over the years, plus a vast collection of books, many related to the ocean, fishing, and nature. Our home also has two entirely separate living rooms with large flat screens, upstairs and down, so cooking shows on one, sports on the other during rainy days. The half acre property is shrouded in trees on all sides yet has a cozy lawn and a very large and private heated pool, jacuzzi/spa, and air conditioned pool house. A truly luxurious property.brbrThe 4 bedrooms have two queens, one full bunk set, and one twin bunk set, and are nicely spaced across the home's two floors, giving true privacy when you need it. The climate controlled pool house has a pullout sofa for lounging during lazy afternoons in private seclusion.brbrThe home has 6 separate zones (incl all bedrooms) for AC/Heat so you'll never suffer during those hot (or cold) days. The pool house also has it's own separate AC and heat.brbrThe large deck is sun drenched all day and leads to a glorious, large and private outdoor shower. The deck's large round table seats 8-10 comfortably for fresh striper from the grill.brbrAdditional amenities include 2 pull-out sleeper couches for guests (one is in the pool house), second refrigerator/freezer for extra storage, a storage shed with 5 bikes you can use on the many trails around Montauk, plus cable tv, internet, and a wireless networked printer.brbrOur custom, air conditioned, pool house has its own large screen TV (total of 4 on the property), vanity sink, sleeper couch, and plenty of seating so you can cool off during those relaxing days in the pool. The adjacent covered gazebo and large in-ground Jacuzzi can present tough decisions!brbrAnd as our home is in the eastern part of Hither Hills, you can walk to the Surfside Inn (not to be confused with Surf Lodge) for dinner or just drinks...since you won't need to drive home!brbrAlso, we have a child safe home...our 2nd floor deck has locking gates at both stairways and our interior stairway has a permanent locking gate as well.brbrThe walk to the beautiful ocean beach is about 7 minutes and you have a choice of two entrances. Or drive in 1 minute with the provided parking pass.brbrOur kitchen has state-of-the-art appliances, including an induction cooktop for you foodies. New washer/dryer as well. Bedrooms have plenty of hanging and storage space plus additional closets throughout the house.brbrWe take safety seriously so you will find several fire extinguishers and smoke detectors throughout, just in case. Automatic outdoor motion sensor lights provide convenience and safety at night...and tip you off when the deer wander through the yard! We also have an AED (aka Defibrillator) in the home...again, just in case.brbrIMPORTANT: We take pride in the condition and care of our home. While normal wear and tear is expected and anticipated, excessive wear caused by carelessness, overcrowding, or indifference will be noticed and documented on references you will receive from us. Strictly NO SMOKING ON PROPERTY and NO LOUD NOISE OUTSIDE AFTER 9PM in order to maintain the tranquility of our neighborhood.brbrNote: If you have events planned (birthdays, anniversaries, bachelor & bachelorette parties, etc.) you must make this known during your initial inquiry. We may or may not agree to accept your booking based on event details, on a case-by-case basis.brbrWeekly professional cleaning required. Utilities are included in the rental price. Propane for heating the pool is discretionary so usage charges incurred will be withheld from security. Pets may be allowed with additional security on case-by-case basis. Please inquire.brbrThank you for viewing our property and happy vacationing!

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Bath

Sleeps

Exceptional(55)

$375

/ Nightly

Condo

Newly Renovated 1 BR -1BA condo Last minute availability-discounted rate!!!

Montauk, New York, United States

Located directly across the Old Montauk highway from beautiful Montauk Beach. Private balcony with amazing ocean view, heated swimming pool, laundry on premise, and much more!brbrFully renovated Spring 2024! Bedroom with 1 Queen sized bed and 1 Queen pull-out couch in the living room- sleeps 4 adults or 2 adults and 2 children comfortably.brbrBathroom brand new and beautiful! See pictures for details...brbrLiving Room with 32' Samsung LED TV with DirecTV and DVD player. Full kitchen, full bathroom. Air Conditioning. Fireplace. Free community Wifi. Parking spot included for ONE vehicle.brbrA 3-minute walk to the beach, and 10-minute walk to downtown Montauk shops & restaurants. Great for a couple or a family of four.

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Sleeps

Exceptional(2)

$1,364

/ Nightly

Private Vacation Home

Fully Renovated... Stroll to sound...

Montauk, New York, United States

Three bedroom, two full bath with a beautiful, newly renovated open floor plan. Second floor is two bedrooms (one King/2 doubles)with full bath. Guest suite on first floor (1 queen/1 double)with full bath. Large flat screen TV complimenting living and dining area flowing into chefs kitchen. Back deck includes outdoor dining area and hot tub which steps down to a bluestone patio with comfy outdoor L-couch. Gas grill and spacious outdoor shower outside as well. 5 minute walk to private community beach. Half mile to docks, marina, restaurants, and shopping.

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Bath

Sleeps

Exceptional(11)

$1,237

/ Nightly

Private Vacation Home

NEWLY RENOVATED family-friendly 5bd, 4 bath Montauk beach house

Montauk, New York, United States

NEWLY RENOVATED 5 bedroom, 4 bath Montauk beach home is new to the rental market for summer 2023 with ocean views and a short walk towards town. This stylish family-friendly home features a state of the art kitchen, open living room with cathedral ceilings, reclaimed hardwood floors, large master bedroom suite, as well as an au pair suite. The outdoor entertaining space includes gorgeous kitchen featuring Argentinian-style grill, fire pit, jacuzzi/hot tub and ample lounge seating.brbrOur home is perfect for multiple families staying together with dedicated children's bunk room, play room and nanny/au pair suite. We live on a quiet street with a fenced in backyard that's perfect for playing and when the children are off to sleep, the outdoor space with hot tub, fire pit, Argentinian-style grill and lounge seating will keep the adults entertained :).

Bed

Bath

Sleeps

Exceptional(71)

$291

/ Nightly

Condo

Gorgeous 1 Bedroom, 1 Bathroom Condo Across from the Beach

Montauk, New York, United States

This beautiful unit is located on the first floor and has everything you need. A pool on the grounds and the ocean directly across Old Montauk Highway. The bedroom has a queen sized bed that sleeps two and a dresser/closet for clothing storage. The living area features a cozy sectional sofa with a full sized, pull-out bed that sleeps 2 comfortably. Condo sleeps 4 maximum.brbrUnit includes:br-55 Smart TV w/cable br-Linens and towels includedbr-Full kitchen with microwave, dishwasher, toaster oven, blender, pots, etc)br-Air Conditioning and heatbr-Ceiling fansbr-Outdoor community charcoal grill (charcoal not included)br-Parking spot for ONE vehiclebrbr***Must be 25 years old to rent***

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Bath

Sleeps

Exceptional(9)

$1,465

/ Nightly

Private Vacation Home

Spend Your Summer In Montauk

Montauk, New York, United States

Our newly built home in Montauk home is comfortable and relaxing. Located on a quiet residential road, we are one of only 3 houses so you will have the privacy and calming atmosphere you deserve. Plenty of sunlight and surrounded by nature, you and your family will enjoy spending time in our home this summer.brbrThe first floor offers an open concept to ensure no fun times are missed. The house offers two master bedroom suites (one upstairs and one on the first floor), both with full bathrooms (downstairs has a large walk in shower while upstairs has a shower and a large soaker tub) and large walk in closets. There are two additional bedrooms located upstairs, one offering a full size bed. The other room has twin beds; these two rooms are joined by a full bathroom. The house also offers two separate laundry facilities, one upstairs and on downstairs. The kitchen is a great place to entertain with an island seating up to 5, while the dining room offers a beautiful handmade table seating 8-10. The living room and upstairs master bedroom offer flat screen smart tvs and the downstairs master has a small flatscreen tv. There is a private deck off of the upstairs master bedroom which provides the perfect spot to watch both the sunrise and sunset. Our home is located just off West Lake Drive, near Montauk Downs Golf Course, and a short drive into town, the marina, or to many of the beaches including Ditch Plains.brbr

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Bath

Sleeps

Exceptional(5)

$833

/ Nightly

Private Vacation Home

Family Beach House 1 week minimum

Montauk, New York, United States

Newly renovated. This meticulous upside down shingled deck home, is only 2 blocks to private ocean beach of Hither Hills. Comprises some 1,880 sq. ft with 3 bedrooms, 2.5 bathrooms, den with pull out sleeper sofa, sleeps 2 more guests. Upper cathedral living area offers sunfilled great room with fireplace, eat in kitchen area, half bath, and decks for summer enjoyment. Lower level finished as guest space; amenities include central air, od shower, and peaceful locale make this a lovely choice for beach lovers. One week minimum. Polite notice: Renters will be charged $20 a day for electricity usage.

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Bath

Sleeps

Exceptional(7)

$271

/ Nightly

Private Vacation Home

Montauk-Ditch Plains-3 Minute Walk to Beach-EH #24-408. New Construction 2024

Montauk, New York, United States

EH Permit #24-408 brbrPOPULAR DITCH PLAINS LOCATION! 3-MINUTE WALK AND YOU'RE ON THE BEACH!!br brAre you looking for a beautiful home near the ocean Look no further than this newly constructed three bedroom, three bath home in the popular surfing area of Ditch Plains with central air, gourmet kitchen, open floor plan with hardwood floors and natural light throughout enhanced by skylights. There are two bedrooms upstairs each with their own baths, deck and a central sitting area with a full size washer/dryer. The first floor consists of an open plan kitchen, living and dining room, another bedroom, full bath and beautiful decking on three sides of the home. This home offers everything you need for a relaxing and enjoyable lifestyle near the beach. With the interior amenities it overs, it really is your home away from home!. brbrThere is a relaxing front porch where you can read, hang out with friends, or just breathe the fresh air. brbrWe Offer:brSheets/Towels/All Linens (Tenant Responsible for Washing/Drying)brTV's in LR, 2nd Floor Front & Back BedroomsbrCable/Wifi providedbrGarbage Pick Up & Lawn MaintenancebrPropane Gas Grill (Tenant Responsible for Filling Tanks)brOutdoor Dining SetbrFully Stocked Kitchen (Pots/Pans/Utencils)brDishwasher, Wine Cooler, In-Cabinet Drawer Microwave, Air Fryer, Drip & K-Cup CoffeemakersbrDogs allowed upon owner approval.brNo cats permitted. brbrbr

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Bath

Sleeps

Exceptional(19)

$569

/ Nightly

Condo

Waterfront View with Amazing Sunsets!

Montauk, New York, United States

Enjoy the peaceful view from this spacious one bedroom waterfront condo with double sliding glass doors opening out to a 400 square foot deck with table chairs and lounge furniture overlooking Fort Pond Bay. Fantastic sunsets delight as you look out to Gardiners Island, Block Island Sound and the Connecticut Coast. brbrA well maintained home with queen bed, pull out couch and daybed allowing couples or families to sleep comfortably. Set directly on the waters edge allows for easy walks to the fishing pier and gazebo to take in the full view of wonderful Fort Pond Bay and its expansive deep blue water with surrounding scenery or just relax on the deck.brbrThis newly renovated condo comes equipped with full kitchen, bath, linens, towels and the little amenities to make your stay comfortable. There is a laundry room on the property should you need one. Just pack your bags and enjoy your stay! brbrAvailable Spring/Summer/Fall, week long stays preferred Sunday to Sunday.brbrKeywords: Condo, weekly rental, monthly rental, waterfont view, sunset

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Bath

Sleeps

Exceptional(8)

$1,149

/ Nightly

Private Vacation Home

Updated Tranquil Montauk Property

Montauk, New York, United States

**Families only Please- no group shares**brThis newly updated home is bright, light filled, clean and truly tranquil. Located on a very private tranquil property located at the end of a cul-de-sac the large yard is wonderful for kids to play, or adults to relax. Front deck has an automatic awning and full row of sliding doors for the indoor/ outdoor experience. br-3 Bedroomsbr-2 Bathroomsbr-Large grassy yard br-Outdoor showerbr-Cathedral Ceilingsbr-Fireplacebr-Outdoor fire pitbr-Private at the end of a Cul-de-Sacbr-Air Conditioningbr-Fully winterized and comfortable for off seasonbr-Bikesbr-Automatic outdoor awningbr-Grillbr-Beach Gearbr

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Bath

Sleeps

$4,067

/ Nightly

Private Vacation Home

New Luxury Waterfront Modern Barn Style Home | Yearly or Seasonal Rental

Montauk, New York, United States

Located on Fort Pond, this new home provides nightly western facing sunsets. Open floor plan with a chef's kitchen, expansive living room, this home is ideal for friends and family to gather. Featuring 7 bedrooms, 8.5 bathrooms and a heated gunite infinity pool this home has all of the luxury amenities. Has a dock for kayaking and close to beaches and villages.

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Bath

Sleeps

$941

/ Nightly

Private Vacation Home

Brand new 3-bedroom home close to beach and town

Montauk, New York, United States

Your family will be close to everything when you stay at this centrally-located house. A walk or very short drive to the beach, town or the golf course. Full access to all of Montauk’s public beaches. Plenty of outdoor and indoor seating accompanied by a full second living room in the fully renovated garage. Full wrap around deck with tables and lounge chairs, fire pit and outdoor shower.

Bed

Bath

Sleeps

Exceptional(2)

$173

/ Nightly

Private Vacation Home

Montauk Cozy Beach Studio. Walk to private ocean beach & always pet friendly!

Montauk, New York, United States

Enjoy your cozy beach studio in a private setting – 7 acres of woods, private ocean beach nearby, fire pit, hammocks. brPrivate space & full bathroom with laundry (one week long or longer stays only) also available. Kitchenette for light cooking -microwave, toaster, Breville mini oven/air fry, electric portable burner, coffee maker, French press, coffee, milk pods, mugs or to-go cups already there for you...wake up and go explore surf, swim and hike! Firepit, Adirondack chairs & hammocks to relax on while enjoying nature, woods and ocean. Private road and Ocean Beach access. Driveway parking spot available. Linens, blankets, bath & beach towels, basic toiletries & kitchen pantry staples supplied.brWeekly and Monthly Rates Available. Please Inquire.brRental Registry #17-471br

Bed

Bath

Sleeps

Exceptional(4)

$887

/ Nightly

Private Vacation Home

Montauk Country Beach Retreat walk end of block private beach!

Montauk, New York, United States

PLEASE NOTE MIN 2 WEEKS RENTALS DURING JULY AND AUGUST. Wonderful Montauk country retreat, walking distance to private Culloden Shores calm, family beach (with lifeguard) at the end of the block. Oversized property with large multi-tree/shaded park-like yard (fully fenced) with fire pit. Enjoy beach sunsets (west facing) with a beach bonfire and picnic! Newly renovated kitchen and floors and Nautical/Beach vibes throughout the house. Sleeps 8 adults in 4 bedrooms (plus 1child size futon also on site). Outdoor deck with shower and BBQ grill. Parking for 4+ cars. Walking distance to Gosman's Restaurants/fish/produce market, The Dock, Salivars and other bars/night-spots, restaurants with live music. Goldberg's Bagels :) and the best Sushi take out in Montauk less than 10 min walk. Boogey board, beach chairs, umbrellas, towels, sand toys -Everything you need for the perfect beach vacation! Toddler high chair and infant/toddler pack and play available on request .

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Rent a place that suits your needs

Condo

View 28 Condo

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Sleeps

Vacation Rentals By Owner In Montauk, NY

$543

$2,076

$523

$900

$700

$369

$652

$375

$1,364

$1,237

$291

$1,465

$833

$271

$569

$1,149

$4,067

$941

$173

$887

Rent a place that suits your needs

Most popular vacation rentals in Montauk

$1115.71

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$1065.55

$308.20

$915.71

$519.97

$1298.10

$1813.23

$375.15

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