Vacation Home Rentals By Owner In Montauk, NY

Our house is perfect for small families with children or couples. Open-style living, tucked in nature bordering a reserve, WOW sunsets, view of Fort Pond, big front lawn, secluded 14'x 30' stone patio, elevated 12' x 20' wood deck in front south-facing, and an enclosed hot and cold outdoor shower. A WALK TO THE OCEAN, town, shops, restaurants, and bus. Recently purchased beds, comfy furniture, new mini-split ac/heating system, a fully equipped kitchen, and most everything else you will need to have a great time at the beach! Exceptional Bird watching. Access to a vegetable garden in season! brPLEASE NO EVENT PARTIES OR LARGE GATHERINGS. brRental Registry: 22-1-159

Montauk - In Nature - Walk to Everything

Montauk, New York, United States

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$1064.97

Located in Montauk in the Surfside Community this home is the perfect getaway for family or friends. With four bedrooms featuring two queen beds, one full bed, and a cozy bunk bed, guests find plenty of space. You can park the car and put the keys away as we are an easy walk to the beach and one block from town. Close beach access is at Lowenstein Park near the end of the hotels & crowds. We have beach chairs, games, and toys for your use. Enjoy the outdoor shower after a day in the surf & sand. Make your holiday one for the books with a stay at our place.

Location Location - Walk to All - 2 Blocks to Ocean 1 Block to Town

Montauk, New York, United States

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$1874.47

PLEASE MESSAGE US BEFORE SUBMITTING A BOOKING REQUESTbrbrNew construction family friendly modern home in the desirable Culloden Shores Private Community with just a short walk to your own private Montauk beach on the bay. Perfect setup for families, with a fully fenced in, well appointed yard, and salt water pool. Walkable to the dock that features boat trips, restaurants, a grocery store/butcher, Gosman’s famous fish market, ice cream and shops. brbrThe pool is open Memorial Day Weekend to Oct 1brbrThis gorgeous, spacious, clean, light filled home is appointed with chic modern decor and beachy accents. Large doors open up onto a deck & pool area- making summer indoor/ outdoor living idea, even includes an office set up and workout on the lower level. brbr- Private Beach Accessbr- In ground Salt Water Poolbr- Weber Grillbr- Outdoor showerbr- Gourmet kitchen w/ Bosch appliances ( fully stocked with all the cooking tools)br- New modern furnishingsbr- LG Washer/ Dryerbr- Multiple balconiesbr- Partial water viewbr- Sunset viewsbr- Central Air Conditioning & Heatingbr- Games, floats and puzzles available for usebr- Beach chairs, umbrellas and floats for the poolbr- Pack and playbr- Shampoo, conditioner, soap, etc providedbrbrRental Registry 23-715brbrWe typically rent only to families, and do not allow group rentals or share houses. We do not allow parties or events on the property. We ask that you be considerate of your new neighbors. Outside quiet hours are from 10pm to 8am. Noise that is audible beyond the property during this time is prohibited. During non quiet hours the noise from the home shall not unreasonably disturb adjacent neighbors.brbrNo more than 4 vehicles are permitted to park at the property overnight. There is no parking in the street.br

Modern Beach Retreat w/ Pool and Private Beach

Montauk, New York, United States

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$2735.06

Located on the highest area of Culloden Point, situated on a full acre, this amazing new custom built 5,000 +/- sf home lies adjacent to a 192 acre preserve. It features four bedrooms and six and a half bathrooms along with a study and 2,600 +/- sf finished lower level with an entertainment center and game room. The upper floor includes 12' high ceilings and a state of the art chef's kitchen that includes Wood-Mode cabinets, Wolf and Subzero stainless steel appliances that opens into a spacious dining and living area. The outdoor space includes two 1,000 sf decks on both the lower and upper level perfect for relaxing and enjoying the incredible Fort Pond Bay views and exceptional sunsets. Also included on the property is a 36' by 16' salt water gunite pool and a separate 8' by 8' hot tub along with another 1500 sf deck. Additional amenities, fireplace, Sonos system, Security system, radiant heat and a two-car garage.brbr

Fort Pond With Panoramic View !

Montauk, New York, United States

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$2619.59

This Lake front paradise has just been completely renovated with brand new everything!brNew Kitchen and appliances, smart tv's, baths with rain shower heads and hand sprayers, all new furniture and memory foam beds, outdoor areas, to waterfront HOT TUB. You can not get closer to the water unless you charter a yacht. brOutdoor shower, Gas BBQ. br*Weekly rentals and longer have full access to our private yacht club located directly next door thru walking path. Where you can enjoy our heated pool, private beach, complimentary watersports from stand-up paddle boards, kayaks and peddle boats. Also enjoy full restaurant for lunch, diner and cocktails with waterfront live entertainment.

Lake House - Brand New, Renovation Just Completed

Montauk, New York, United States

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$1087.5

Enjoy wooded vistas and quiet nights from this traditional cedar shingled cape home situated on landscaped .70 acre parcel close to harbor, marinas, restaurants, golf and Montauk beaches. 3 pools available for use at resort 2 minutes away. The home offers 3 bedrooms, 3.5 baths, granite central island chef's kitchen, cathedral ceiling living area, sunlight dining area, beach stone fireplace, window seat lounge, media den, expansive blue stone patio, covered front porch, new spacious state of the art outdoor shower, central air, all adjacent to Town reserve. Families preferred and available by the month. Be our guest at Gurney’s Star Island and enjoy the amenities and great food/drink.

Classic Montauk Nautical Home

Montauk, New York, United States

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$2080.98

Incredibly spacious and beautiful five bed and five bathroom home located in the heart of Montauk offers pond and partial ocean views from a large deck at a high vantage point. Great for families or groups of friends alike - kid friendly (equipped with crib and baby gates if needed). Back yard offers an in-ground fire pit as well as a hot tub on the back deck for cooler evenings. Front deck has large table as well as hammock/bean bag chairs and lounge chairs. brbrMain house inside has two living rooms with TV both upstairs and downstairs, for multiple people to enjoy, as well as three bedrooms upstairs. Additional two bedroom two bathroom cottage house is fully connected via indoor stairway if desired, but also can be locked off for privacy. It has an additional living room and fridge/sink only kitchenette. The perfect retreat for any season, this charming home is only a ten minute walk from the main town and public beach. brbr** Montauk Rental Registry Completed - Registrstion Number Available Upon Request **

Fantastic Family & Friends Getaway Montauk House - Any Season!

Montauk, New York, United States

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$2408.77

Families welcome, no groups, no exceptions!brbrThis 4 bedroom home with an additional sleeping room has 2 full baths and 2 half baths plus an outdoor shower/changing room. It's an upside down home with the kitchen, dining room, living room, half bath, and primary bedroom en suite upstairs. There are 4 skylights which fill the upstairs with sunshine all day. The remaining 4 bedrooms and laundry room are downstairs. brRegistry # 18-758brbrThere are incredible 360 degree views including a spectacular sunset view & a beautiful view of Lake Montauk from the decks and rooftop crows nest. There are over 1000sq ft of decking with stairs leading down to the the backyard, heated salt water pool, and fire pit. There is a fence with 3 self closing gates surrounding the backyard for children's safety. Ring doorbell at front door. Ring floodlight/camera which faces out to the driveway/street.brbrMinimum 1 week stay required during peak season. brbrThe home is 1 block from Lake Montauk, 1 mile to the ocean at Ditch Plains Beach, 2 miles to town, and 2 miles to the docks, and 1/2 mile to The Montauk Downs Golf Course. brbrKeywords: Lakeview, heated pool, 5 bedrooms

Montauk home w/ salt water pool, fire pit, 5 mins to the ocean & 5 mins to town

Montauk, New York, United States

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3

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12

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$4470.29

Stylish and Spacious Montauk Home with Private Pool, Eclectic Design, Total...

Montauk, New York, United States

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$847.74

Come relax in this 3 bedroom, 2 1/2-bathroom family-friendly home located in a quiet, desired Hither Hills section of Montauk. Three-quarters of a mile from the private beach with use of a parking tag and key to access beach-side parking. brThis home has an inviting fireplace, new furniture and appliances, outdoor shower, washer/dryer, and central air conditioning.brThe second floor living area has sliding glass doors to a beautiful large deck with a Blackstone Grill and outdoor dining.brIncluded: Cable TV, WIFI, linens, towels, mowing, garbage pickup, beach carts, chairs and umbrellas. Comes with EV charger on site!

Beautiful Home in Quiet Neighborhood, Hither Hills Beach Rights, EV Charger.

Montauk, New York, United States

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$2129.95

Beautifully landscaped with indoor and outdoor living areas. Newly renovated family friendly home with central air conditioning, heated pool, outdoor shower, built-in gas grill, gourmet kitchen, swing set and a club house for kids, comfortable atmosphere. This house is located near scenic Montauk Harbor, golf course, and beaches. There are NO stairs in this house, prefect for elders and little ones.

Family Friendly Home With Pool & Indoor/Outdoor Living.

Montauk, New York, United States

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3

Bath

8

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$979.01

DITCH PLAINS ESCAPEbrThis beautifully renovated two bedroom, 1 1/2 bath home is the perfect place to enjoy all that popular Ditch Plains has to offer. Sunning, surfing, swimming and more! Spend the day at the beach then come back to relax in this lovely 1800 square foot ranch with central air conditioning. Many amenities including separate enclosed sun room, outdoor grill, outdoor dining, patio, ping pong, darts, shuffleboard, Golden Tee. Outdoor shower. All new stainless appliances and new entertainment center with huge flat screen TV. Washer and dryer. Beach chairs, bikes. On exquisitely landscaped double lot. Covered carport. brAvailable for the off , and from Memorial Day to Labor day with a 2 week minimum. Suitable for 2 couples or 2 adults and 2 children. No overnight guests.

Enjoy Ditch Plains in Montauk! Neat And Clean. Private backyard

Montauk, New York, United States

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$889.52

Montauk A Frame beach home 3 blocks to the #1 Hamptons beach and surfing at Ditch Plains. Quiet private home on dead end street. Open floor plan with 1 and a half bath plus enclosed outdoor shower. 2 bedrooms for sleeping up to 6 adults plus bunk beds for children. Outside deck with BBQ, fenced in yard, and washer and dryer. Inside is air conditioned with ceiling fans and multiple skylights to bring in cool ocean breezes. Microwave, dishwasher, internet and cable on 3 TV's. Beach chairs, umbrella, boogie boards provided. Pets welcome.

Ditch Plains Beach A Frame House - 3 block walk to the ocean beach

Montauk, New York, United States

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$1604.19

Note: Minimum One Week Stay June - Sept. No smoking. No pets. Pool open June - Sept.brbrThis beautifully redone, open, split level house has the feeling of being in your own private space, yet is part of the vibrant village of Montauk. One and a half blocks from the ocean, this oasis has a beautiful pool, fabulous interior with large open space for living/eating/dining. There are three bedrooms: king sized bed in master, queen in guest, two sets of bunk beds in the kids' room. Plus a renovated TV room on the lower level, with two queen beds as well. Three full baths. Large laundry room. Plenty of beach towels, chairs and umbrellas for you to use. Bedding provided. Beach rights with parking pass/key included. brbrMontauk has much to offer in the downtown shopping area. There are great places to eat, buy beach accessories, a pharmacy, groceries, fishing, jet skiing, sailing, surfing, kayaking and more!brbrThis home is cherished by our family and we would like for you to enjoy it. No smoking. No pets. Must pay gas bill which is for pool, spa and stove usage. Cleaning fee. Best for families. Not a share house. Propane tank for grill is provided.brbrPlease note there is a 5.5% tax charged to renters by Suffolk County on all short term rentals. This will be reflected in the upfront charges.brbrRental Registry Certificate 18-1,558

Montauk 3 Bedrm+, w Pool, Hither Hills, 1 block to beach

Montauk, New York, United States

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$1018.26

*Families only pleasebrThis adorable 4 bedroom, newly renovated home has all brand new furnishings and finishes. Amazing views of Lake Montauk give it a great vacation home feel- and the sunsets are beautiful! The home comes with direct lake access for Stand Up Paddle Boarding or Kayaking. br-4 Bedroomsbr-2 bathroomsbr-All new furniture & finishesbr-Lake Viewsbr-Lake Accessbr- Walk to Montauk Lake Clubbr-Walk to Gin Beach

Lake View & Access, Newly Renovated Montauk Oasis

Montauk, New York, United States

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$454.65

Recently renovated, this unit we call Old West Lake provides a relaxing retreat on Lake Montauk. Old West Lake comes equipped with a full kitchen, washer/dryer, linens, towels, large screen TVs, air conditioning throughout bedroom and living room area, access to private lake beach as well as kayaks and paddle boards to enjoy a summer on the water! Dine outside on outdoor deck space or in lighted dining area complete with gas grill and seating. Guests can enjoy a common seating area with Adirondacks and lounge chairs and a fire pit near the lake. Old West Lake is one of four units on this property at 71 East Lake Drive.brbrPets and smoking are not allowed.brbrPlease note that this unit has a grass path from the parking spot to the unit. There are three steps up to the deck. brbrPlease visit our other units: Home Away 3994024, 3994023 and 987499brPlease note: We do NOT advertise on Craigslist. Any representation there of this listing is a fraud.

Relaxing Lake Retreat

Montauk, New York, United States

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$1162.91

Whole home renovation. Four Bedroom two bath plus outdoor shower home in montauk close to bay, ocean beaches and golf club. Two zone Central air.brbrThe first floor mudroom welcomes you into the home which opens into a first floor family room, 2 bedrooms (one with 2 sets of XL twin bunk beds and one with queen bed and private access to backyard). This floor has a full bath with 66 soaking castiron bathtub / shower.brbrThe second floor features an open living/dining layout with vaulted ceilings and skylights offering plenty of natural light, 2 bedrooms (one king and one queen) and full bath with skylight over walk in shower). The chefs kitchen is outfitted with Bosch appliances.brbrLarge outdoor deck off living area with sectional and dining table to enjoy notorious montauk sunsets. Built-in lynx professional gas grill to handle all your barbeque needs. Large backyard with outdoor shower, seating and lounging area. brbrAll the ammenities to make your stay as comfortable as possible are provided. brWasher/dryer. Wifi throughout. All linens and bath towels provided.brbrLocated in the quiet lake section of montauk. Close to bay and ocean beaches, as well as Montauk downs golf course. Our home is perfect for families looking to have some relaxing quality time together. The layout also offers flexibility for multiple or extended families wanting to vacation together. This is not a party house or neighborhood.brbrRental registry # 19-243

Montauk Renovated Beach House

Montauk, New York, United States

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$1899.82

3000 + sq ft and just steps from Gin Beach (okay, maybe a 1/4 mile) sits our home. We take great pride in maintaining this house so that it does not feel like a rental. This is our dream home. It has 3 bedrooms and 2 full baths upstairs and a 4th bedroom on the main level. There is over 3000 sq ft of Brazilian hardwood decking and a gated pool that is right on the water. The house has 3 full baths and an outdoor shower. The downstairs has a very large and open great-room (kitchen,dining, and living room. There is also a separate family(TV)room and the 4th bedroom. A custom built laundry room finished with antique lumber. All the floors were recently redone with reclaimed antique Oak (not shown in photos). The house is a short drive from center of town and the main beaches, but is far enough that you wont experience the madness that Montauk can be at times. The house has a small private lake beach in the backyard with access to Lake Montauk. The lake opens up to the ocean at the inlet about a 1/2 mile away. The house is not a share/party house, but is the perfect home to build memories with family and friends. Happy house hunting!

East Lake Dr. Lakefront home with a pool.

Montauk, New York, United States

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3

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12

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$3507.5

Create lasting summer vacation memories in this wonderful 3,500sf home that is a short 5-minute walk to Hither Hills' private ocean beach. House was designed by AIA Top 100 Architect & custom built on a large, private 1.6-acre property w/a heated IG gunite saltwater pool. Bright & open floor plan with top-line appliances (SubZero/Wolf/Miele), central A/C, Sonos indoor/outdoor stereo, stone indoor fireplace & security system, bluestone front patio, mahogany backyard deck w/stone outdoor fireplace. Large open lawn is great for kids/family activities such as volleyball, croquet, soccer, lacrosse or playing catch. One guest even taught their children how to ride a bike on the lawn! This home's great layout provides easy indoor/outdoor transitions & is ideal for entertaining. Start your day with a walk or jog to town along Old Montauk Highways's scenic ocean path to grab a coffee. Upon returning, stroll down to Hither Hills' expansive & uncrowded private beach. After soaking in the sun & waves, rinse off in the outdoor shower and have friends over for a BBQ while the kids hold a cannonball contest in the IG pool! Later, Netflix & chill around your outdoor TV lounge area, enjoying a fire in the outdoor fireplace that keeps the cool Montauk evenings comfy...make some s'mores while you're at it! Please no 'groups' or ST rentals (such as long weekends) due to town regulations. Rental approval subject to the terms in the homeowners lease agreement that is included in photo section regardless of VRBO policy. br2026 Rates: MAY-JUNE: $7.5k-$10k/week. JULY-LD: $20k-$25k/week. SEPT: $7.5k-$10k/week. OCT: $5k-$7.5k/week. Discounts for multi-week rentals.brRental Registry#: RR-26-42

Superb! Hither Hills 4BR/4BA. Pool. Private. Walk to Private Ocean Beach & Town.

Montauk, New York, United States

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