Vacation Rentals By Owner In Montauk, NY

Showing 300 Of 336 Vacation Rentals

$2285.0

Montauk 5 Bedroom Beach House with Pool and Great Ocean Views

Montauk, New York, United States

Get ready to relax in this amazing 2500 sq. ft. beach house. Awake to spectacular ocean views. Steps away to one of the world's most beautiful private sandy ocean beaches. brAsk about winter rental discounts. Available Nov 1 - April 30th.brWalk to town or international health spa. Enjoy a romantic fire in front of the beautiful stone fireplace or kick back in the large Jacuzzi tub. Enjoy the heated pool or watch a movie in the living room with a large screen TV. Hang out in the den which provides a wet bar. Enjoy the gas grill on the patio. This newly renovated home was featured in the design section of a news magazine. Family groups and longer rentals preferred. No more than 4 unrelated people please. Rental Permit 20-1,200br

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Sleeps

Exceptional(6)

$840.41

/ Nightly

Private Vacation Home

Enjoy Eco-Friendly Montauk Living

Montauk, New York, United States

“Summerwind” is being offered to renters!! Our quiet and serene Eco-friendly home near the sea is located close to golfing, the ocean and Montauk village. Situated three blocks from Montauk Downs Golf Course and Pool we are 3/4 of a mile away from the center of town and all the major beaches, restaurants and night life. Our home is close to the Harbor area where you will find world class fishing charters and marinas, horseback riding, restaurants and shops. Summerwind is comfortable, modern and immaculate but with a cozy feel!! Enjoy the clean and classic decor, vaulted ceilings, skylight and wood burning fireplace in the living room. The house is fully equipped and includes WiFi, indoor/outdoor speakers, (you can just plug in your iPhone!), flat panel smart TV’s with cable and full access to all premium channels, central air conditioning, central vacuum, and heavy duty washer/dryer. And for those gourmet cooks there is a full service gas oven, unusual for Montauk! The den, with a queen front gate sleeper, is directly off the kitchen and can double as an additional bedroom to accommodate guests. Enjoy the large private outdoor side deck with its ocean breezes. It is equipped with a Weber gas grill and a large beautiful teak table and chairs for comfortable dining al fresco! The property is surrounded by a preserve for maximum privacy. There is also an outdoor shower with a separate changing area. Our home is in the prestigious Country Club section of Montauk, and is walking distance to Montauk Downs Golf Course and Pool. If you are vacationing as a family, the house is equipped with a kiddie pool, bikes, beach toys and game as well as 6 beach sand chairs.brbrSo, come relax, unwind and detox - enjoy our golfing, beaches, restaurants and sights this summer and beyond. You will fall in love....Which reminds me to tell you that Fall is a beautiful time of year in Montauk....... br

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Sleeps

Exceptional(19)

$622.19

/ Nightly

Apartment

Magnificent Ocean View -Steps away from ocean!

Montauk, New York, United States

One Bedroom, One Bath unit across the street from Ocean Beach with all new fixtures, fully loaded kitchen, Carrera Marble countertops, and stainless steel appliances. 46 inch flatscreen in living room, and flatscreen in bedroom as well. Pull- out Queen size bed in Living Room. Sliding door opens up to gorgeous view of pool and ocean at same time. Down the block from the World Famous Gurney's Inn & Spa. Next door to Surfside Restaurant. Walking distance to town. Linens provided.

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Sleeps

Exceptional(31)

$913.44

/ Nightly

Condo

Newly renovated Waterfront condo with amazing views, private beach, pool & more

Montauk, New York, United States

Just renovated modern corner end unit with one bed/one bath and additional bunkbed alcove on the beach in fantastic private community. The condo complex includes a large swimming pool, jacuzzi, sauna, 5 tennis courts, private beach, board walks, and large fishing pier. Ideal location in walking distance from the train, short bike or 2 minute car ride into town or shopping at Gosman’s Dock, and in walking distance to some of Montauk’s best restaurants and bars which include Navy Beach, Surf Lodge, Duryea’s, and Montauket. brbrWe offer a 10% discount for Weekly (7 night minimum stay) and 15% discount for Monthly (28 night minimum stay) bookings. brbrGreat for couples or single family (kids welcome). Adults 30+ years old preferred. This corner unit has a blend of privacy and convenience with AMAZING views of Navy Beach. Private sun-deck, fully equipped high end kitchen with new stainless steel appliances, king size bed, bunkbeds (full and twin) and queens size pullout couch. brbrLaundry facility is located at pool house, there is a gated entrance, WiFi, Cable, 65in Smart TV, Bluetooth speaker, and plenty of parking at the condo’s front door which is included. brbrNo pets, no smoking, no large parties greater than 5, responsible individuals only. All renters MUST be listed, this is a quiet and respectful beach community. brbrEnjoy!!! Glad to answer any questions you may have.

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Sleeps

Exceptional(63)

$1090.9

/ Nightly

Private Vacation Home

Center of Town - Ideal for Beach, Golf & Tennis

Montauk, New York, United States

Our home is centrally located in Montauk, just a short walk or bike ride to all that the area has to offer. Disconnect from the world and enjoy the relaxed vibes at The End!brbrAccess to public golf, tennis/pickle ball and pools are directly across the street at Montauk Downs State Park. The Montauk Downs Clubhouse also provides bar/grille with an outdoor patio to enjoy your snacks and cocktails while overlooking one of NY State's best public golf courses.brbrWith 3 bedrooms (Two w/ Queen beds & One w/ two twin beds) and 2 full bathrooms + outdoor shower, a group of 6 can relax comfortably here. The well manicured landscape & private backyard help to create a sanctuary like setting!brbrA modern & well stocked kitchen + open format living and dining area provides a great space to wine and dine with the entirety of your group. Our ductless air conditioning systems and separate wine fridge help to ensure you and your guests can stay cool and hydrated during the hot summer months!brbrFor open air dining and relaxation, make use of our outdoor dining deck and backyard with a gas grill & fire pit. A great spot for star gazing on clear nights!brbrHi Speed WiFi, Smart TV, Infant Crib, Pack n Play, Baby Gates, Bicycles, Beach Chairs, Yard Games are some of the many additional amenities we provide.brbrOur home provides a great place to escape from it all, yet keeps you right in the center of where you want to be on your time away from home!

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Sleeps

Exceptional(2)

$1462.4

/ Nightly

Private Vacation Home

Across from the Beach

Montauk, New York, United States

Discover our beautifully remodeled, expansive 1,700-square-foot home in the heart of the stretch to Montauk—your perfect seaside getaway for family and friends. This charming 3-bedroom, 2.5-bath residence is located across the street from “The Well” a private sandy beach. The house is located just a mile's walk from the quaint towns restaurants and shops.brbrRelax in the spacious, sun-drenched great room featuring high ceilings and the owners custom local artwork. The well-appointed gourmet kitchen flows seamlessly onto a massive back deck, ideal for outdoor entertaining, with ample seating and access to a rooftop deck offering stunning views. Enjoy your morning coffee on the front patio while taking in the ocean view.brbrAll bedrooms are furnished with queen beds, and one room includes an attached full-size bunk bed, providing a fourth sleeping option in the house.brbrhttps://www.thewellmontauk.com/housebrbrRental Registry # 19-158 / Suffolk Certificate of Authority HMT25-121 CERT

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Sleeps

Exceptional(72)

$727.21

/ Nightly

Condo

PERFECT, BEAUTIFULLY NEWLY DESIGNED 1,000 FT. MONTAUK OCEANFRT 3-LEVEL TOWNHOUSE

Montauk, New York, United States

This property is three times bigger with more amenities and rooms, much more beautiful and a little more than half the price of a single 400 sq, ft. room at the refurbished motel next door called Off Shore. Our unit is a TriPlex Townhome, 2-Bedrooms, 2- Baths, Sleeps 4 comfortably on high end beds and a fifth person on nice couch or high-end air mattress.brbrMontauk Beach Complex on the Ocean: 15 steps feet from the dunes and 90 steps to the ocean shoreline. Situated next door from Off Shore in the center of the complex facing the Ocean, this three-story unit has great Ocean views from the second floor and from the third-floor master bedroom. brbrThis is a newly and beautifully designed and fully renovated, and 100% newly fully remodeled and furnished 3-level 1,000 sq. ft. triplex townhouse.. brbr1 master bedroom. 5 beds total. Directly across from the beach in Montauk, walking distance from town and right next to the supermarket-IGA. brbrThe ground level has 2 pull-down murphy beds and a full bath, washer and dryer and can sleep 2.brbrThe main level features a full kitchen as well as an eat-in island, dining room table and living room sofa with a nice couch & smart TV. There are three smart tv's in total.brbrThere is a large deck on this main level facing the ocean with an outdoor dining table, umbrella and chairs.brbrOn the upper level is the fully-furnished master bedroom with a King-sized bed, TV, full bath and a private balcony facing the ocean. brbrThere is an on-site private parking spot reserved for this unit as well as board games and amenities that come well-appointed. brbrWi-Fi, A/C and 3 Color TVs. brbrFull kitchen, microwave, stove, pots, dishes and utensils are provided. brbrSheets and towels provided. Beach chairs, beach towels and beach umbrella provided.brbrHand sanitizer, soaps, shampoos, etc., and all paper goods provided.

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$863.14

/ Nightly

Private Vacation Home

Beautiful Lakefront House with Water Access

Montauk, New York, United States

Montauk is waiting for you at this lovely 3-bedroom 2 bath house. A cozy retreat to unwind after a day of exploring the property boasts water access, sunsets and covered porch with BBQ overlooking the lake, enjoy watching the boats and paddleboarders go by. 2 bathrooms(one has just been completed) including a bathtub and shower plus an outdoor shower. House is in incredible location, 5 minutes to dock area, 5 minutes to Ditch and 5 minutes to town and Ocean beaches. Please visit us at onlakemontauk and Come and enjoy a very special place to be

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Sleeps

Exceptional(38)

$639.8

/ Nightly

Condo

Beautiful Waterfront Condo in Montauk!

Montauk, New York, United States

Magnificent sun-drenched 1 bedroom condo with king size bed, plus 1 small room with bunkbeds in gated beachfront community on Fort Pond Bay. Beautifully maintained and landscaped just steps to the pier. Private beach. Panoramic views of Gardiners Island, Plum Island, and Little Gull Island. Gorgeous sunsets April through October. Completely renovated Spring 2019! Heated Swimming pool, Hot Tub and multiple tennis courts. Minutes from Restaurants, Clubs, Montauk Train Station and town.brbrCondo amenities include Wi-Fi, Cable, 55 LCD TV with surround sound and a beautiful Recessed 50 Fireplace with Crystal stone flame effect and 3 changeable color heater w/Remote. Fully equipped kitchen with top-of-the-line stainless steel appliances and granite countertop. brbrNO SMOKING INSIDE THE UNIT. brNO PETS ARE ALLOWED.

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$1028.25

/ Nightly

Private Vacation Home

A One of a kind Beach Vacation Home

Montauk, New York, United States

This post and beam house is only a walk away from Montauk’s famous Ditch Plains Beach. brbrThe house provides a grand piano.brbrThe master bedroom bathroom has a Jacuzzi. The kitchen has a Garland commercial stove with two ovens, and the stove is flanked by a long counter and Sub-Zero refrigerator. brbrThere is one washer and two dryers for your use, an outdoor shower, wrap around upper and lower decks.brbrWe have Central Air Conditioning, and a full house generator. brbrThe Ditch Plains beach is within walking distance and we supply beach toys and surf boards. brbr

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Exceptional(2)

$1593.6

/ Nightly

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

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$2316.52

/ Nightly

Country House

Luxury Beach Home Minutes to All Montauk Has to Offer

Montauk, New York, United States

Sun filled living area with french doors leading to a back yard oasis. Chef's kitchen with gas stove, warming drawer ,center island, and window bench. Master ensuite with doors leading to outside deck. The top floor consists of an open floor plan, living room with cathedral ceilings, fire place, open kitchen, master en suite and den with 55 TV. The first floor has 2 bedrooms that are en suite and a 4 th bedroom has a half bath. Bedrooms all lead to the heated swimmming pool. Enjoy a private back yard with fire pit and lush plantings. Minutes to town , marinas and ocean or sound beaches.

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Sleeps

Exceptional(4)

$839.02

/ Nightly

Private Vacation Home

Beautiful 3 Bedroom House Near Private Ocean Beach

Montauk, New York, United States

Charming Montauk beach house for rent! A quarter of a mile to your own private beach, situated right in between town and Gurneys. Nearby the action but in a quiet neighborhood by the beach (private beach parking key and pass included).br3 bedroom, 2 bathroom house with large living room. 2 bedrooms with queen side beds and 1 bedroom with trundle bed (2 twin). Also pullout couch that sleeps 2. Newly redone kitchen and dining room with large farm table. NEWLY redone 2 outside decks- 1 with table, Weber BBQ, and the other for sunbathing/relaxing. We recently added central air conditioning. br**for summer 2024, we are open to full summer, especially for families!

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Exceptional(43)

$799.75

/ Nightly

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

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Sleeps

Exceptional(6)

$948.27

/ Nightly

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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Sleeps

Exceptional(1)

$564.11

/ Nightly

Private Vacation Home

Montauk Harbour Beach House - 1st Floor An Ideal Montauk location

Montauk, New York, United States

This newly renovated home is perfect for your vacation. Upgrades include gourmet kitchen w granite counters, custom cabinets, stainless steel appliances & hardwood floors throughout. Spacious living room w new furniture & beautiful bay window bringing in natural sunlight. Spacious bedrooms w new furniture & bedding. New bathroom w designer tile, custom vanity & designer fixtures. Great outdoor space includes paved patio, grill, outdoor shower & plenty of parking. Laundry room w new W/D.

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Exceptional(13)

$798.28

/ Nightly

Private Vacation Home

PRIVATE, COTTAGE, Water View! Pet Friendly, Fenced in yard, 2-Bd-1 Bth, A/C

Montauk, New York, United States

Nestled on 2 sides by State Preserve, this is a charming, quiet, private, 2 bedroom beach house is steps away from the ocean with water views. Well maintained and apointed. Excellent light throughout. Open living plan / kitchen / dining area, with wood burning stove. Top of the line stainless steel appliances. Queen bed master, Guest bedroom / office with Queen Murphy bed. Sliders lead to a large East facing blue-stone patio, propane grill, an outdoor shower, with an expansive fenced-in, dog-safe yard & a CAPTIVATING view! br4 minutes by foot to miles of pristine ocean beaches. br6 minutes by foot to downtown shops, restaurants, bars and transportation. brConvenient. Peaceful. Simple. Stress free...

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Sleeps

Exceptional(3)

$1379.42

/ Nightly

Private Vacation Home

Bright Updated Montauk Beach House

Montauk, New York, United States

*****PLEASE DO NOT SUBMIT A REQUEST TO BOOK BEFORE MESSAGING US FIRST***br*Families Only pleasebrbrBright & immaculate this comfortable updated Montauk beach house is just a 5 min bike ride to Ditch Plains. Close to both The Harbor area and downtown Montauk it is perfectly situated. Perfect for two families, get ready to make some Montauk memories with the whole family at this stylish place.brbr-4 bedrooms (sleeps 10)br-multiple outdoor decksbr-spacious fenced in back yardbr-close to Ditch Plains, the Harbor, and downtown

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Sleeps

Exceptional(1)

$1262.87

/ Nightly

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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Sleeps

$2298.79

/ Nightly

Private Vacation Home

Block from Ditch Plains

Montauk, New York, United States

Block from the best surf spot, Ditch Plains in Montauk. Newly renovated open concept home with ample natural light. Outdoor shower to wash sand off and Enjoy the custom design of Built in BBQ, 12’ long dining table and fire pit in the backyard.

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Rent a place that suits your needs

Condo

View 28 Condo

Bed

Bath

Sleeps

Vacation Rentals By Owner In Montauk, NY

$2285.0

$840.41

$622.19

$913.44

$1090.9

$1462.4

$727.21

$863.14

$639.8

$1028.25

$1593.6

$2316.52

$839.02

$799.75

$948.27

$564.11

$798.28

$1379.42

$1262.87

$2298.79

Rent a place that suits your needs

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