Home Vacation Rentals By Owner In Montauk, NY

Showing 60 Of 336 Vacation Rentals
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Exceptional(12)

$1839.71

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Private Vacation Home

A chic, modern and extremely clean Montauk beach house with a new pool and patio

Montauk, New York, United States

Oceanesque is more then just a home, it is a true Montauk experience. This home sits on a peaceful and private half acre of property surrounded by lush vegetation with upper decks facing distant Ocean views. Minutes from beaches, town, golf course, pools and tennis. The exterior of this home has brand new Nantucket Seacoast Grey Mebiac Cedar Shingles along with new Anderson windows and 2 sliding glass doors. The master bedroom has a new driftwood colored Joss and Main King Size driftwood colored bed and a new Sterns and Foster pillow top mattress facing a Samsung Smart TV. There are two new full length mirrors on the back of bedroom one and two doors and blow dryers in each bathroom. The staircase has a new Dash and Albert colorful and soft stairs runner. The 40 foot by 20 foot inground built in pool designed by Patrick's Pools of the Hamptons has a grand staircase, a deep end bench seat, a salt water system, a propane heating system, color changing LED night Lights, a safety yard fence with locking gate and a 26 foot by 10 foot Cambridge Blue Stone patio and new patio furniture and umbrella. The property was fully landscaped with new lush green Sod installed by local builder Peter Joyce Custom homes and landscaping. The extensive sprinkler system was designed and installed by local irrigation company Rain dance Irrigation Systems. This home is in compliance with East Hampton Town Rental Registration Codes and our rental registry number is 16-181.
Bed 3

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Bath 2

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Sleep 6

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Exceptional(4)

$1078.24

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Private Vacation Home

Montauk (Ditch Plains) Beach House

Montauk, New York, United States

Rental registry #22-1331brbrRecently renovated and newly decorated, this ideally situated Ditch Plains bungalow offers everything guests crave about Montauk. The property features 3 bedrooms, 2 baths and an outdoor shower to sleep 4-6 adults and 4-6 kids. Maximum guests 10 (8 adults). brbrAmenities include a fully appointed kitchen with all-new appliances, spacious dining and living areas and newly furnished outdoor dining area with seating for 8 and additional lounge area with seating for 4. Central AC, heat and an emergency generator ensure year-round comfort, while new deer fencing, driveway gate and mature landscaping ensure the utmost privacy.brbrMaster bedroom features a king bed with full ensuite bathroom with tub/shower combination. Second guest room has queen bed and walk-in closet. Third guest room is a bunk room with new full-over-full and twin-over-twin bunks plus a twin trundle. The second full bathroom has shower only. The outdoor shower includes a changing area. brbrSmart TVs are situated in the living room, master bedroom and second/guest bedroom. Bunk room has a smart TV with HDMI ports for your gaming systems (not included).brbrHouse has fully stocked kitchen while the outdoor deck houses a Weber grill. brbrFor infants: 1 pack and play, 1 child booster seat for dining table.brbrOur guests will have access to beach chairs, umbrellas and 2 beach cruisers (with locks). brbrThe home is a 10 min walk or 4 minute bike ride to the world famous Ditch Plains Beach, 2 miles to town, 3 miles to Montauk Harbor and 2 miles to Montauk Downs Golf Course.brbrMinimum 1 week stay required during peak season. Exit cleaning fee of $350 required.brbrThere are Google doorbell cameras located at both entrances of the house to ensure the safety of our guests. The cameras do not look into any interior spaces.
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Bath 2

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Sleep 10

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Exceptional(78)

$733.44

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Cottage

Ditch Plains Beach Cottage- Walk to Beach, Awesome New Bathroom and Deck

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 daybrbrSuper Cute 2 bedroom cottage that overlooks a nature preserve sleeps 4. Just 3 short blocks to the iconic Ditch Plains beach. Features a brand new modern bathroom and a modern kitchen that spills out to the new mahogany front deck and rear deck. The great back yard is accessed from the rear deck where you can enjoy cooking on a new weber grill and lounge on the outdoor furniture. The rear deck also has an outdoor shower. Each bedroom features a queen bed (one bed being a tempurpedic) with Egyptian cotton sheets and down pillows. Both bedroom come with ample closet space. There is a Bose bluetooth sound system, Wifi, Cable and Apple TV. Four bicycles are provided for easy cruising to the beach or to town. Beach chairs, beach umbrella and beach wagon are included.brbrA security camera is located at the driveway entrance for your safety and 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.brbrEH Reg. 22-483
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Bath 1

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Sleep 4

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Exceptional(55)

$2174.12

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Private Vacation Home

New 5 bdrm with pool - walk to Gosman's

Montauk, New York, United States

FAMILIES ONLY!! THIS IS NOT A SHARE HOUSE!!brbrEnjoy ocean breezes on the huge porch of this, surfboard-ready house located steps from Block Island Sound. Perfect for families, this home has everything you are looking for.brbrFirst floor: Open floor plan with large kitchen, antique oak island, harvest table with plenty of seating, living room area with comfortable lounge seating & flat screen TV, 2 bedrooms (1 Queen, 1 two twin beds) and full hall bathroom with double vanity & tub/shower combo. brbrSecond floor: Oversized master bedroom with private terrace, en suite bathroom with double vanity, oversized shower and walk-in closet. 2 additional new bedrooms (1 Queen, 1 twin over full bunk bed) and full hall bathroom with tub/shower combo. Open sitting room/den with flat screen TV.brbrThis amazing home has an in-ground heated salt water pool, a huge screened in porch with large seating area, SONOS with speakers inside/outside, outdoor grill, lounge chairs for fenced in pool area, float in the pool with your favorite drink, beach chairs plus chairs for kids, central AC, custom furniture, books & games, clothes washer & dryer, Cable & WI-FI included. brbrWalk to Gosman's Dock!!brbrThe Perfect Family Spot: This home was built brand new with families in mind. The property is a true oasis with custom landscaping, generous grass lawn and in-ground saline pool. The pool area is completely enclosed with a fence & safety gate providing peace of mind. Just completed we have a hot/cold outdoor shower and “cabana” that features an outdoor kitchen & full bathroom. The home is open & airy, with coastal furnishings & modern amenities. The kitchen is a chef's dream with stainless steel appliances & an antique oak island. Each bedroom is spacious. Sliding glass doors lead to the enormous screened-in porch on the back of the house. Enjoy your meals al fresco. Perfect for guests that may be allergic to bees or mosquitos. The screened-in porch also has a lounge area & doubles as a rec roombrbrProperty Location: The House is located in the Soundview section of Montauk which is within walking distance to the Harbor area, by Gosman's Dock. You can easily walk to area Sound beaches, at least 1/2 dozen great restaurants, many lovely shops, Ben & Jerry's, the Montauk ferry terminal, and several local watering holes. Walk to the ferry and watch local fisherman bring in the catch of the day or charter your own fishing boat. Take the ferry for a day trip to Block Island or hire a sailboat for a fabulous sunset. Plenty to do on foot or bike! NOTE: Those of you considering homes that are 'walk to the ocean,' PLEASE keep in mind that we HIGHLY recommend swimming at beaches WITH TOWN LIFEGUARDS! WALKING DISTANCE TO A OCEAN BEACH WITHOUT A LIFEGUARD CAN BE VERY DANGEROUS!!brbrThe local area of this home can be described as ocean beach resort. Most all activities are water and beach related although golf, horseback riding, fantastic road and mountain biking, countless hiking trails and more can be found there as well. The quaint town of Montauk can be compared to a small island with plenty of sandy beaches, boutiques, restaurants, marinas and boating. Amagansett and East Hampton are approx. 20 minutes away. Private Block Island Sound beaches are within walking distance.brbrFAMILIES ONLY!!
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Bath 4

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Sleep 10

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$2336.0

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Private Vacation Home

Surfside Villa by Rove Travel | Oceanfront Home w/ Hot Tub

Montauk, New York, United States

Summary:brbrWelcome to Surfside Villa, a Rove Travel Home!brbrbrbrRove offers beautifully designed residences with the quality and care of a 5-star hotel.brbrbrbrThe Space:brbrPerched directly above the Atlantic, Surfside Villa is an iconic Peter Blake designed oceanfront retreat and a masterclass in mid-century coastal architecture, thoughtfully restored to honor its original vision. The home’s signature upside-down layout places the expansive living, dining, and entertaining spaces on the upper level, where floor to ceiling glass doors open to sweeping, unobstructed ocean views. Below, four serene bedrooms offer quiet comfort just steps from the shoreline, complemented by spa-style baths and refined interiors that balance warmth, texture, and timeless design.brbrbrbrOutdoors, the property unfolds into a private seaside sanctuary with panoramic views of Montauk’s beaches and coastline. The expansive deck features a hot tub and thoughtfully arranged outdoor seating, perfect for sunset lounging and oceanfront dining, while the landscaped backyard offers additional seating areas for relaxed coastal gatherings. Direct beach access, private surf breaks, and an effortless walk to Montauk’s main street and renowned dining complete this rare offering, an architectural gem designed for elevated coastal living in one of the Hamptons’ most coveted settings.brbrbrbrTo finalize your reservation, all guests must pass a mandatory third-party screening process.brbrbrbr---brbrbrbrpbRoom Configuration:/b/pbrbrPrimary Bedroom: 1 king bedbrbrSecond Bedroom: 1 queen bedbrbrThird Bedroom: 2 bunk bedsbrbrFourth Bedroom: 1 sofa bed brbrbrbrpbAmenities:/b/pbrbrpbWork From Home:/b/p High-speed Wi-Fi, dedicated workspacebrbrpbLiving:/b/p Fully equipped chef’s kitchen, luxury linens, and premium bath productsbrbrpbSupport:/b/p 5-star service, housekeeping, maintenance, local recommendationsbrbrpbLaundry:/b/p In-unit washer/dryer available brbrpbPet policy:/b/p Pets require an approval from the ownerbrbrbrbrpbHome Truths:/b/pbrbrThis property accommodates up to 10 guests for families with kids, with a maximum of 8 adults.brbrbrbrPlease note that guests are not permitted to use the mailbox.brbrbrbrThe stairs to the beach are currently inoperable. The guests can use the neighbors stairs down to the beach.brbrbrbrThe Neighborhood:brbrNestled in the iconic seaside town of Montauk, this location offers the perfect blend of laid-back coastal charm and vibrant local culture. Just minutes from pristine beaches, you can enjoy sun-soaked days, scenic walks, and stunning ocean views. The area is home to acclaimed seafood restaurants, cozy cafés, boutique shops, and lively nightlife, making it ideal for both relaxation and adventure. Outdoor enthusiasts will love nearby fishing spots, surfing beaches, and nature trails, while those seeking tranquility can unwind amidst the town’s serene coastal landscapes.brbrbrbrOther Things to Note:brbrPets are allowed with owner approval and a one time $150 charge. Rove requires a property rental agreement to be signed by the primary guest prior to arrival for all reservations at this home.brbrbrbrAs 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. brbrbrbrpbMonthly Housekeeping Policy:/b/pbrbrFor all reservations with stays of 60 nights or longer, a full mid-stay cleaning by our housekeeping team is required every 30 days. The required mid-stay cleaning fee(s) will be invoiced immediately prior to the service and upon coordination of a suitable date and time for the cleaning to take place.brbrbrbrpbSecurity Deposit Policy:/b/pbrbrA refundable credit card hold of $1,000 is required as a security deposit for stays at this home to cover any property damage that may occur during your stay. A credit card is required for processing and the hold will be placed 48 hours prior to your arrival. The release of this hold will initiate 2 days after your departure following a departure inspection of the home by our local team.
Bed 4

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Bath 2

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Sleep 8

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Exceptional(2)

$194.67

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Cottage

Newly Listed The Sunlit Cozy Cottage by the Sea on Lake Montauk

Montauk, New York, United States

The Cottage is on 2 acres on scenic East Lake Drive directly on Lake Montauk .Our Cottage is a bright,cheery,sunlit space that is a lovely place to enjoy your dream vacation and best of all you have your own private beach in the backyard where you can relax,swim,kayak,fish,clam or just enjoy a beautiful Montauk sunset. All the best Montauk has to offer. Most everything for a fun filled dream vacation is here. There is one bedroom with 2 twin beds that can be put together as a king if needed.There is a queen size sleeper sofa in the living room and a fully equipted kitchen. Heat, A.C. LCD high def T.V., cable, computer with WiFi, beautiful wrap around deck with table, chairs, umbrella, garden bench, and propane grill and A beach pass to visit all of the Hamptons and Montauk famous beaches. Ditch Plains, Montauk Point, Gin beach, Navy beach, Kirk park beach just to name a few br ********Big full season and summer season discount ask ******** br ************* Book early, booking 2024 - 2026 season now ***********brbrMD - LD summer season May 1ST - Oct 30TH big discount ask about season discountbrThe Cottage is located about 2 miles east of town .It is with in walking distance of the famous surfing beach Ditch Plains , or a breezy night you can hear the surf breaking off in the distance from ditch plains out on the deck and 3.5 miles from Montauk Point and the famous Montauk Lighthouse that George Waskington commissioned in 1792.We are 2.4 miles from Ginbeach and .7 miles from the Montauk Lake Club on 2 nicely maintained acres directly on the water.brbrWe are located directly on Montauk bay (lake Montauk) just steps from your own private beach out back.
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Bath 1

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Sleep 4

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