Pet-Friendly Vacation Rentals By Owner In Montauk, NY

Showing 109 Of 109 Vacation Rentals

$1561.75

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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Exceptional(6)

$1490.01

/ Nightly

Private Vacation Home

Wake up in the trees and walk to the beach! Chef's kitchen, pool, large decks!

Montauk, New York, United States

Wake up in the trees and stroll to the beach! Mermaid Oasis is reminiscent of a tree house with all the amenities of a modern beach home. 4 bedrooms with queen beds, 1 bedroom with full bed, 2 futons, 3 full baths, outdoor pool and shower, two spacious decks with grill, fully equipped chef’s kitchen, laundry, pool table, smart TVs. Desirable, quiet Hither Woods neighborhood. Short walk to beach. Great for small groups and families with kids. Quiet place to work from home or truly check out! brbrTypically, we have a two week minimum July to Labor Day. Please message us about shorter stays to see if we can accommodate.brbrINDOORS brEnter into our large living room with fireplace, vaulted ceilings, and spacious seating surrounded by windows, connected to a fully equipped open-concept kitchen and dining area. On the main level, three queen-size rooms with dressers and closets. The primary bedroom has an en-suite bathroom and a walk-in closet. The other bedrooms on the main floor share a full bathroom. Up a spiral staircase is an office loft space with a queen bed and sofa bed. The fully finished basement, with its own private entrance to the pool, includes a full-sized bedroom, a full bathroom, a regulation pool table, and a sleeper futon with a living space. Multiple smart TVs. Downstairs has a fully-equipped laundry room and garage. brbrAll bedrooms and living areas have AC except for the basement.brbrLooking for a place to work from home Take your meetings in our upstairs loft office (with extra screen, printer, and office supplies), or in the bedrooms, basement, outside on the decks, or by the pool. 5G Wifi is strong throughout the house and by the pool.brbrOUTDOORSbrThere is a full-size, heated swimming pool, multiple lounge areas, a large hammock, umbrellas, and landscaping that offers a tropical oasis feel. A large deck runs the full length of the house and includes spacious lounge and dining areas that overlook the large backyard. There is an outdoor shower where you can wash away the day amongst the trees and under the stars. A second porch with additional seating overlooks the quiet front yard, classically landscaped to give you the true Montauk feel--a perfect place to start your morning.brbrPlease note:br- The pool is heated to 78 degrees and can be can heated at a higher temperature for an additional charge. Rate depends on prices of gas. Please inquire if you’re interested. br- The pool is open from Memorial Day weekend through September (closed Oct to mid-May). brbrPARKINGbrOne-car garage that could fit two smaller cars. Additional parking in driveway for 3 cars. Street parking not allowed. 4 cars max allowed at the property. brbrLOCATIONbrWe are a short walk to a beautiful beach accessible via a path. This beach is not easily accessible from town, so it is practically private. We have all the equipment you’ll need for perfect beach days: chairs, umbrellas, coolers, blankets, beach towels, beach toys, and a utility cart. We have three kayaks and adult life jackets (use of kayaks is at your own risk).brbrWe are a 6-minute drive to the center of Montauk, 3 minutes to Gurney’s Resort or the Surfside Inn restaurant. Nearby access to serene hiking trails. 10-minute drive to beautiful Napeague beaches or Montauk Point State Park/Camp Hero. brbrWe’ve been in the area for over 40 years. Our guest book offers tips for the best beaches, restaurants, bars, hikes, and things to do that you won’t get from your typical Hamptons rental company. We would love to offer additional recommendations upon request.brbrFAMILIES & KIDSbrOur house is set up to comfortably accommodate your family and children. We have two portable pack and plays (one with bassinet), toddler booster seats, a clip on high-chair, infant lounger, infant swing, toys and books for multiple ages, a stroller, kids’ tableware, and more. The indoor stairs and loft are gated off, and there are safety gates leading down to the pool. Outlet covers throughout the house. Don’t have kids Don’t worry, all kid stuff will be neatly stored out of sight during your stay.brbrCLEANINGbrThe house is thoroughly and professionally cleaned between each rental. For guests who book more two weeks, an additional house cleaning is included as a part of your booking for no extra charge. If you would like to schedule additional cleanings during your stay, they can usually be arranged (with enough notice) for a fee.brbrSECURITYbrWe are located in a very safe, quiet, residential neighborhood of Montauk. The house is equipped with smoke and carbon monoxide detectors in all rooms. There are two security cameras on the property that record the garage and driveway.brbrPets are allowed on a case by case basis. Please reach out if you are traveling with pets.brbrRent Registry # 23-1166

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Exceptional(3)

$2827.69

/ Nightly

Private Vacation Home

New Home w/Amazing Sunset Views on East Lake ~ Every Amenity

Montauk, New York, United States

New construction with Amazing Views of Lake Montauk and Sunset- Heated Pool- Full Outdoor Kitchen & Bar - 2nd Floor Hot tub on Deck. Kitchen, Great Room & Master Upstairs with Elevator! 5 bedrooms -2 Masters- sleeps 10. Upstairs Master with fireplace, Kitchen & Great Room with wood burning fireplace & Large Flatscreen. brbrDownstairs Den with Fireplace with Large Flatscreen; 4 bedrooms- Jr Master, Two queens with Baths and 1 BR w/ twin beds. Fully equipped kitchen with Dual built in Fridge& Freezer, and wine cooler. Flat screen TVs all BRs, satellite and Sonos throughout. Full generator. Covered Outdoor kitchen & bar with lake views and outdoor TV overlooking pool. Heated 20x40 pool with electric cover for complete peace of mind with Kids. brbrOutdoor Shower. Huge decks upstairs and down- with 6 person Jacuzzi upstairs. 2 car detached garage. Central Air and Vac. Pets considered. Handicap accessible. Ideal for Families. Caretaker to handle house lives in Montauk.

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Exceptional(31)

$673.06

/ Nightly

Private Vacation Home

Beach House - Secluded Nature Preserve, Short Walk Beach & Town; email preferred

Montauk, New York, United States

Secluded beach house, great for longs days at the beach. Has basic amenities; open downstairs floor plan: kitchen, living and eating area, 3 Bedrooms. One bedroom has a bunk bed., sleeps 8, full bath and half bath. Located one block east of Montauk Village, in a nature preserve south-east corner of Montauk Hwy & S.Etna Ave on a quarter acre. 5 minute walk to beach and town. Two decks, one outside the kitchen sliding doors, and an upper deck with a view. Side yard. The house is clean, comfortable and inviting. Interior painting done last season along with laminate flooring. Currently updating outside - painting and paving. 3 day minimum . Discounts for biweekly, 3 week, and monthly rentals.

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Exceptional(30)

$881.96

/ Nightly

Private Vacation Home

Luxury Beachhouse - private yet walk to the ocean and town

Montauk, New York, United States

Welcome to our little slice of heaven in Montauk. Our home is located on a very special street close to town as well as the beach. 3 bedrooms, 3.5 bathrooms, an open floor plan for easy entertaining, treetop views of Shadmore State Park with the distant ocean in the background from the deck, Carrara countertops in the kitchen, newly refinished wood floors, high end appliances, an open but private outdoor shower, soft top surf boards can be borrowed.... Rental Id 16-946

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Exceptional(36)

$541.9

/ Nightly

Private Vacation Home

Ditch Plains - Walk to Ocean Beach - New Kitchen, Bath, & Bedrooms

Montauk, New York, United States

This newly renovated sun-drenched A-frame house is located on a quiet street just a short walk to the Ditch Plains ocean beach. The front deck features a retractable awning which extends over the patio set, providing shelter from the sun for comfortable outdoor relaxation. The front deck also has a gate which can be helpful with small children. The living area consists of a large open space with vaulted cathedral ceilings where the dining area and living room are combined into one big room. The new kitchen overlooks the living room and dining area, separated by a counter top accompanied by stools where family and friends can sit and eat, or chat with people in the kitchen, living room or dining area. Three newly renovated main floor bedrooms; master bedroom with New master bathroom. * Central Air Conditioning * High-speed Internet* Three flat screen TVs. Recently finished basement with Pool Table and Full Bath. Walk to Ocean. *Swimming Pool, Tennis, and Golf are available at Montauk Downs State Park. Horseback riding, biking, fishing, and water sports are all available in the area.

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Exceptional(3)

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Montauk Retreat is just Five Minutes from The Ocean Beaches

Montauk, New York, United States

Discover the charm of Montauk at this inviting vacation rental. Nestled just a 5-minute drive from the renowned Beaches, you'll be perfectly positioned to soak up the sun and surf. Ditch Plains Beach is just a 5-minute drive away for a closer coastal adventure, while the iconic Montauk Point Lighthouse can be reached in 10 minutes by car. Back at the property, you'll enjoy the comforts of this 4 bedroom 3 bathroom and newly renovated kitchen. Enjoy the well-manicured outdoors with an amazing firepit area and a sprawling fenced-in yard for entertaining. Whether you're seeking a relaxing retreat or an action-packed getaway, this Montauk vacation rental has everything you need for an unforgettable stay.

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Exceptional(12)

$1987.5

/ Nightly

Private Vacation Home

Harbor House Oasis: 5BR Luxury w/ Heated Pool

Montauk, New York, United States

Welcome to Harbor House—a meticulously designed retreat that balances grand scale with intimate comfort. Step outside to your private resort and relax in the heated pool, enjoy an alfresco feast at the 12-person dining table, or let the kids play on the manicured lawn. Whether you’re a multi-generational family or two families sharing a summer escape, this home provides the perfect backdrop for The End.brbrINDOOR/OUTDOOR FLOW:br • Our signature open floor plan features soaring ceilings and two distinct sitting areas, ensuring everyone has space to unwind. Slide open the glass doors to find your private backyard oasis, complete with a heated pool, lounge chairs, professional gas grill, and al fresco dining for 12.brbrTHE LAYOUT: br • Two Primary King Bed Suites: Both featuring spa-like en suite bathrooms for ultimate relaxation.br • Two Additional Queen Bedroomsbr • An Office Featuring a Twin Futon br • Private Queen Bed Studio: Includes a private, above garage studio with kitchen and bathroom—perfect for those seeking a little extra quiet or a work-from-beach sanctuary.brbrWHY FAMILIES LOVE IT:br • Room to Move: Large bedrooms including two king masters and a private studio.br • Chef’s Paradise: A fully equipped kitchen and outdoor gas grill make hosting a breeze.br • Outdoor Living: A fully fenced backyard means safety for the kids, featuring a heated pool, patio seating, and plenty of grass for lawn games.br • Prime Location: Steps to Montauk Harbor where you can take a fishing charter or walk along the docks and try one of the many restaurants. The beach, lighthouse, and other fabulous restaurants are all within a 10-minute drive.brbrRental Registry Certificate Number 26-95brbrGreat for families. There is a 7-night minimum stay requirement, and 2-week rentals are strongly preferred. No parties, loud gatherings, or unregistered guests are allowed at the property.

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Exceptional(4)

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Luxury Beach Home w/ new Sauna-Great for Families

Montauk, New York, United States

The ultimate beach house. This renovated home is beautifully decorated with charming, chic beach decor, making it the ultimate beach vacation escape. Plenty of space for families, with a brand new recreation/ TV Den in addition to the main living area and open concept kitchen. Bonus for fitness enthusiasts- workout room with dual cycles for spinning and your very own custom sauna! Just a short walk to the large public pool at Montauk Downs.br*Large grassy backyardbr*Outdoor deck with grill br*Multiple living spacesbr*Open concept kitchen/living/diningbr*Outdoor showerbr*Fireplacebr*Sonos sound systembr*Workout room with dual cycles for spinningbr*Custom saunabr*Ping Pong Tablebr*Walk to Montauk Downs golf & poolbr*Clean, open, & airybr*Lovely chic beach decorbrbrbrRental Registry 22-1358

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Most popular vacation rentals in Montauk

Exceptional(4)

$2196.26

/ Nightly

Private vacation home

Cozy sun drenched beach cottage private beach, walk to town, hot tub

Montauk, New York, United States

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Exceptional(4)

$2083.58

/ Nightly

Private vacation home

Private Custom Built Beach Home with Heated Pool Short Walk to Ocean Beach

Montauk, New York, United States

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Exceptional(4)

$2129.95

/ Nightly

Private vacation home

Family Friendly Home With Pool & Indoor/Outdoor Living.

Montauk, New York, United States

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Exceptional(4)

$2167.32

/ 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

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Exceptional(4)

$2174.12

/ Nightly

Private vacation home

New 5 bdrm with pool - walk to Gosman's

Montauk, New York, United States

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Exceptional(4)

$2177.17

/ Nightly

Private vacation home

5BR Home w/Pool & Outdoor Space

Montauk, New York, United States

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Exceptional(4)

$2306.71

/ Nightly

Private vacation home

Luxurious Private 5-Bedroom Montauk Beach Family Home

Montauk, New York, United States

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Exceptional(4)

$2343.76

/ Nightly

Private vacation home

Montauk Waterfront Home: 125' Private Beach, Lake Views, Infinity Pool & Sunsets

Montauk, New York, United States

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Exceptional(4)

$2319.56

/ Nightly

Private vacation home

Stunning Montauk Beach House with Pool & Hot Tub

Montauk, New York, United States

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Exceptional(4)

$2080.98

/ Nightly

Private vacation home

Fantastic Family & Friends Getaway Montauk House - Any Season!

Montauk, New York, United States

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Pet-Friendly Vacation Rentals By Owner In Montauk, NY

$1561.75

$1490.01

$2827.69

$673.06

$881.96

$541.9

$1987.5

Rent a place that suits your needs

Most popular vacation rentals in Montauk

$2196.26

$2083.58

$2129.95

$2167.32

$2174.12

$2177.17

$2306.71

$2343.76

$2319.56

$2080.98

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