Vacation Rentals By Owner In Montauk, NY

Showing 100 Of 336 Vacation Rentals

$949.42

Stunning Montauk Designer Townhouse with Heated Pool

Montauk, New York, United States

This stunning designer three bedroom, two and half bath townhouse is located in the highly desirable Steppingstone private community. Tastefully high-end renovated with transitional modern open floor plan, top quality finishes, and stylish designer furniture. The property includes a heated pool, has beautiful views of Montauk Lake from the deck and a horse farm across the front, and is scenically surrounded by nature preserves. The property is also ideally located near town, beaches, restaurants, golfing, tennis, and fishing.brbr- Viking Appliances plus wine coolerbr- Fully equipped kitchen, including Nespresso coffee makerbr- Central 2 zone Air Conditioningbr- Flat Screen TVs (Living room & Master BR)br- WIFI and cable throughoutbr- Sonos Beam sound systembr- Washer/dryerbr- Central Vacuum

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Exceptional(58)

$3811.99

/ Nightly

Private Vacation Home

Luxury Home-spectacular Water View, Sunsets, Gorgeous Pool, Direct Water Access

Montauk, New York, United States

**We do not allow weddings or events of any kind at the property. No exceptions. We kindly ask you do not reach out and ask us to make an exception for you. **brbrThe pool is open from Memorial Day Weekend to Oct 1brbrSparkling water views from this amazing home. Located directly on Lake Montauk . All rooms are decorated with extra special care to help you enjoy a truly special vacation. brThere are six bedrooms including two master suites. Two awesome decks with furniture to help you enjoy your stay and enjoy the gorgeous Montauk Sunsets.brbr-3 Floorsbr-6 bedroomsbr-gunite infinity pool with lounge benchbr-access to the lake w/ paddle boards and kayaksbr-multiple outdoor areas/ decksbr-grillbr- high end kitchenbr- laundry br-Steam Showerbr-outdoor showerbr-huge backyard lawn areabr-sonos sound systembr- 5 flat screen televisionsbr-ping pong tablebr-bikebrbrThis is a rental for Families only, NO SHARES please. No Bachelorette/ Bachelor partiesbrbr

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Exceptional(9)

$598.63

/ Nightly

Cottage

Hither Hills 2BR Montauk Cottage - walk to beach!

Montauk, New York, United States

Two bedroom/ 1 bath cottage located in the coveted Hither Hills section of Montauk. Walking distance to a mile of private sandy ocean beach under the supervision of the Montauk Beach Property Owners Association, (MBPOA). If you prefer to drive to our beach the cottage includes shared^ key access to private parking lots along Old Montauk Highway that access the beach.brbrListen to the waves from our backyard deck or by the fire pit, cook your catch in our fully equipped kitchen, jog or ride your bike into town for lunch. Do everything or nothing at all at our cottage! Life at its best in Montauk, NY!brbrThank you for your interest!brbr**Pls note: towels and bed linens are not provided for our home rental. You will need to bring your own for your stay.**br^Beach key is shared with our other cottage next door.brRental Registry #: 20-1,262

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Exceptional(1)

$1041.69

/ Nightly

Private Vacation Home

Bright & Tidy Family Cottage near Sole East. Walk to Beach & Town.

Montauk, New York, United States

Welcome to Montauk Cottage, a bright & tidy beach house perfect for families. Nestled in a calm and quiet neighborhood steps to Sole East, the beach and downtown Montauk, our 3bd cottage is ideal for families or small groups of friends looking to relax, recharge and reconnect. Owned by the husband and wife team behind Studio MTK, a local interior design studio, this dreamy cottage is Montauk at its best!brbrFollow us @studiomtkbrbrEH Rental Registry: 24 426

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Exceptional(13)

$1549.26

/ Nightly

Private Vacation Home

Perfectly Located Montauk Beach House w/ Plunge Pool

Montauk, New York, United States

Located walking distance to town and beach across the street from Shadmoor State Park. House is newly renovated with open floor plan and two outdoor decks. Approx. 2300 square feet with 4 bedrooms + sunroom with extra sleeping area and 3 full baths. Plunge pool*, brand new outdoor shower, bikes, beach chairs, grill and more! Very private location.brbrWalk along the cliffs at Shadmoor to Ditch Plains Beach, stroll to town and explore the shops and restaurants, bike over to the marina area, and make sure to enjoy the sunset at Montauket! brbrBedroom 1: Queen bed; shared bathbrbrBedroom 2: Queen bed; shared bathbrbrBedroom3: King Bed; en suite bath; lower levelbrbrBedroom 4: King Bed; en suite bath; upper levelbrbrSunroom: King BedbrbrExtra Features: Plunge pool*, outdoor shower, air conditioning, internet, washer/dryer, beach chairs, bikes, grill, 1st and 2nd story decksbr*Please note plunge pool only open from May - Octbr*Please note fireplace only operational during winter months - Nov - Marchbrbr*Message me for discount on multi-week and monthly rentals*br*MD - LD* - MON TO MON RENTALS ONLYbrbrNO SMOKING / NO PETS; NO PARTIES; 10 PEOPLE MAX

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$1154.31

/ Nightly

Private Vacation Home

Lovely Hither Hills family home with ocean view steps away from the beach

Montauk, New York, United States

This home is available for August 2019. It is a family home that can comfortably accommodate up to 8 people. It is located in Hither Hills and it is a 3 minute walk to the beach. It is located halfway between Gurneys and the town. This home is a traditional upside down home where the living and eating area along with master bedroom en suite is on the second level with partial view of the ocean. There are 3 bedrooms downstairs with an additional living area as well. There is plenty of outdoor living space with a deck on the second floor and a private patio on the first level. br

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Exceptional(57)

$1112.03

/ Nightly

Private Vacation Home

Chic Coastal Cottage In Hither Hills, Montauk. Private Ocean Access

Montauk, New York, United States

Newly renovated. Featuring four bedrooms, 3 bathrooms - including a large and soothing master en-suite, two large decks, out-door shower, central AC and private beach rights. The open floor plan is sunny and bright with cool ocean breezes, and underscores the casual and relaxing feel of the house. Glass windows and sliding doors invite you out to one of the two large decks making this an ideal home for outdoor living and entertaining. The outdoor grill is directly fed with propane gas via a dedicated line. brbrBeautiful Hither-Hills beach is just a few minutes walk away, and less if you take your bike or car to one of the Beach's private parking area. Conveniently located with both the town's dining and entertainment offerings as well as an exclusive spa facility just a few minutes drive away. Your idyllic summer awaits you in this charming home. brbrRental Registry Certified with Town of East Hampton

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Exceptional(29)

$982.55

/ Nightly

Private Vacation Home

Ditch Plains Beach Home walk to beach, surfing and fishing

Montauk, New York, United States

Located on a quiet dead-end street just off Montauk Highway in desirable Ditch Plains this house is directly across from child friendly South Lake beach and a short walk to the ocean at Ditch Plains. The newly constructed expanded composite deck overlooks beautiful Lake Montauk, beautiful both day and night. Finished above ground lower level has bedroom and bath with tiled shower and second living area. There is also a lower level deck. The main floor has 3 bedrooms, recently renovated full bath and open layout to kitchen, living room and dining room with newly replaced glass sliding doors that open to a furnished deck with new propane grill. Cable with WiFi available included. TVs in place in living area upstairs and downstairs. Washer and drier on lower level. Overhead fans in 3 of 4 bedrooms and main living space. Standing floor fans also supplied. brbr

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Exceptional(62)

$468.48

/ Nightly

Private Vacation Home

Relaxing Lake Montauk Retreat

Montauk, New York, United States

Renovated self-catering unit provides a relaxing retreat on Lake Montauk. This unit we call Navy Beach 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 area complete with gas grill and seating. Guests can enjoy a common seating area with Adirondacks and lounge chairs and fire pit near the lake. Navy Beach is one of four units on the property at 71 East Lake Drive.brbrPets and smoking are not allowed.brbrPlease note that there is a grass path from the parking spot to the deck and one step up to the deck.brbrVisit our other units!brHome Away 3994024, 3994023, 3994022brbrPlease note: We do NOT advertise on Craigslist. Any representation there of this listing is a fraud.br

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Exceptional(28)

$2393.74

/ Nightly

Private Vacation Home

New Home Montauk Retreat- Pool, Hot Tub, Game Room - Perfect for large family

Montauk, New York, United States

*Families only** br *Pool is open Memorial Day Weekend - Oct 1st - Hot Tub Open Year Round**brbrThis is the ideal home for families, extended families or two families. With Ping Pong, Foosball, Video Games, Hot Tub, Bikes, and Pool the kids will never want to leave! Walk to the Harbor where there is ice cream, restaurants and shops (there is even a small beach).brbrEverything in this home is brand new giving it a crisp clean feel.br Two king suites, the home sleeps 10 people. Newly added finished basement game room with ping pong & foosball tables providing additional 1,000 square feet of indoor living space. Plenty of outdoor living on the back deck, with outdoor kitchen, fireplace, hot tub and heated pool - you won't want to leave your backyard! Use the house bikes to bike to the local beach, farmer's market, harbor, or town!brbr-Heated Pool- Memorial Day to Oct 1($50 per day additional fee for use of heater)br-Hot Tub year roundbr-Outdoor showerbr-Outdoor kitchen/ grill (propane)br-Large retractable awning for shade on the deckbr-Bikes are providedbr-Beach gear provided (chairs & umbrellas)br-Washer/ Dryerbr-Two king suitesbr-Sleeps 10br-Gourmet high end kitchenbr-All new beautiful decorbr-Outdoor fireplace (firewood provided)br-Indoor fireplace (firewood provided)br-Fenced in yardbr-Multiple TVs throughout the home (“smart” tv plus Optimum cable in living room)br-finished basement game room w/ping pong, foosball & large screen tvbrbrBed Configuration is as follows: King, King, 3 twin-XLs, 1 Queen, 1 twin day bed.brbrBeach Access: The home is approx. 1 mile from Sunset Beach (Block Island Sound) and Gosman’s dock, 2 miles or quick bike ride from Ditch Plains, 3 miles from town center and Kirk Park Beach. You can purchase per day parking passes at select beaches, or use street parking or park at the public lot in the middle of town.brbrThe home is professionally managed by Montauk Management Group. They are available 24/7 if any questions or issues arise.brbr**No group rentals. No parties. Families only .There is a $50 per day fee for use of the pool heater. brbrRental Registry # 22-1273

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Exceptional(6)

$616.95

/ Nightly

Condo

Chic 1 BR Condo with just steps to the beach & with Ocean Views in Montauk

Montauk, New York, United States

NEW TO MARKET!!brMontauk is waiting for you at this beautiful 1-bedroom open floor plan condo. This tranquil retreat offers all the comforts you need for a relaxing stay, including AC, heating, WiFi, nice linens, hair dryer, and other fine products will be available. Kickback, relax, and enjoy everything Montauk and this sweet spot has to offer. Wake up to coffee on the 2nd floor deck with WOW views of the ocean where you can spot dolphins and whales. Walk across the street, down a charming path to an almost private beach where you will be met by the white sand and the beautiful ocean. Come on back and enjoy a swim at the pool or walk into town for some shopping and dining. The attractions are endless...beaching, hiking, surfing, fishing, golf and the lighthouse are just a few of our favorite things, come find out what yours are

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Exceptional(5)

$1084.26

/ Nightly

Private Vacation Home

Private Treetop Oasis in Montauk Sunset Views! FAMILIES ONLY

Montauk, New York, United States

This completely secluded home is set atop a hill among the trees, which gives it a cozy treetop feel. Sunset views await you from the deck as you relax after a day at the beach. Extremely clean and well maintained this is the perfect Montauk rental for a family. br-4 Bedroomsbr-2 Bathroomsbr-2 Living areasbr-Outdoor showerbr-Small Waterviewbr-Amazing sunsetsbr-Clean and well maintainedbr-Outdoor deckbr-Grillbr-Walkable to train station and townbr

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$649.07

/ Nightly

Condo

Historic Montauk Manor Summer 2-BR Duplex 20 ft. Ceilings Condo, AC, WiF,

Montauk, New York, United States

ONE-OF-A-KIND SUMMER RENTAL OPPORTUNITY Historic Montauk Manor, 2 BR, 2 full renovated baths, duplex condo on the top floor. www.montaukmanor.combrbrValue $80,000 daily rental. Activities for children every day and more, a safe protected environment, great Award Winning Monte’s Restaurant Former owner of Gurneys) … Iron frame king bed downstairs, Queen Bed upstairs, Queen Bed Couch French Bistro Table & Chairs in LR, Knotty Pine furniture BR, Great Art. 3 HDTVs New 55inch in LR. Newly decorated, has a full kitchen with dishwasher, and more. New Floors. Views of Gardner’s Bay and a Breathtaking Sunset. Sleep 6-8. Courtyard apartment with very high loft 20 Foot Cathedral Angle Ceilings/Skylight in this outstanding historic resort. 2 pools, indoor/sauna/Jacuzzi just redone gorgeous, an outdoor heated pool overlooking the Bay, workout room, bikes, 3 New Tennis Courts with pro, SPA on grounds, 10 Foot fireplaces in lobby 20ft. + ceilings, close to everything. Great for family, and couples. . Close to train from New York, parking. Magnificent Sunsets! Vacation of all vacations. Dylan’s Candy Store rented one summer for Executives. Owner agent. Security and cleaning. Paul Sladkus shows contact info . June 9th through Labor Day. If desired you also can be interviewed on www.goodnewsplanet.com and www.pausetheworldforpeace.org to share your or your friends’ Good News! Possible use of a Jeep Grand Cherokee.

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$969.52

/ Nightly

Private Vacation Home

Mid-century Montauk

Montauk, New York, United States

Our family home is centrally located, close to town and ocean beaches, as well as the Montauk Downs State Park and Golf Course. The location is private, with plenty of space for couples or families to enjoy!brbrThe house is sunlit and spacious, with four bedrooms and two full baths. The lower level has three guest bedrooms and one bathroom, with a laundry room (washer and dryer) that leads out to an attached garage. Upstairs is the master bedroom with en suite bath, kitchen, dining area, and large main living room perfect for relaxing. The sliding doors off of the main living room open onto a deck with seating to enjoy your morning coffee or take in the sunset.brbrThe deck stairs access the large backyard, which has a gas grill and picnic table, and is great for kids or dogs to run around.brbrWe have brand new flooring throughout the house for 2023, as well as new couches in the upstairs.brbrOther things to note:brThe yard is treated for ticks (naturally, not chemically) every year. Dogs are considered with prior approval.brWe have some flexibility with check-in and check-out times, message me if needed.

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Exceptional(9)

$1398.14

/ Nightly

Private Vacation Home

NEW POOL! Bright Immaculate Waterview Home

Montauk, New York, United States

New inground pool for summer 2024!brYour family will be close to everything when you stay at this centrally-located Montauk home. brShort drive to Town and Beaches. brThis home was recently painted and updated, it's clean, bright and the perfect family rental!brbr-4 bedrooms br-3 bathroomsbr-Spacious deck with water viewsbr-Outdoor dining & seatingbr-Grillbr-Peaceful, quiet location perched on a hillbrbrRental Registry 23-780

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$2296.43

/ Nightly

Private Vacation Home

Spacious 5-bedroom house in Montauk with Large Pool and Game Room

Montauk, New York, United States

Your home away from home in Montauk with 5 bedrooms. This delightful house features 3 king beds and 2 queen beds, providing plenty of space for guests to relax. Two bathrooms with showers as well as an outdoor shower. The interior offers a soothing atmosphere, perfect for unwinding after a day of adventure. Short 10-15 min walk to Hither Hills Beaches, even shorter on bike! (provided). Outdoor spaces include a huge heated swimming pool (additional fee to heat) and multiple decks with outdoor seating. Game room with large TV for movie nights as well as a pool table.

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Exceptional(16)

$438.59

/ Nightly

Private Vacation Home

Ocean Beach Mini Modern Luxury

Montauk, New York, United States

Newly renovated 1 bedroom apartment in the WaveCrest resort. 1 minute walk to oceanfront beach.brbrThe spacebrThis is a great location in Montauk which is on the beach (1m walk) and a 5-7m drive into town. The apartment is newly renovated and has high end appliances, linens and finishes. The space is small but fits 4 people (2 in sofa, 2 in bed). The resort it is located in is The Wavecrest which has beach chairs, umbrellas, BBQ, and an indoor pool(available from May to November)brbrGuest accessbrIndoor pool (May to November)brUmbrellasbrChairsbrBBQbrBeachbrbrMust provide a copy of license and/or ID within 72 hours of booking stay.

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Exceptional(19)

$377.03

/ Nightly

Apartment

OceanView Studio 3 Twin Pond

Montauk, New York, United States

Studio 3, located at 743 Old Montauk Hwy, is a studio with a queen bed, dining for 2, and a galley kitchen ( no cooktop) and bathroom.brbrThis unit is fully air-conditioned. The deck is a shared area with a separate sitting space with expansive ocean views and wood privacy screens between units. This is an attached studio unit. All units have expansive ocean views and come with a beach parking pass to other Town beaches listed on the permit. There is a shared laundry by request. The rentals are from Friday to Friday. The cleaning fee is $150 cash on check-in. The dog fee is $250 per dog. Only small to medium size dogs. No cats or other animals.

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$1165.16

/ Nightly

Private Vacation Home

Delightful 4-bedroom house with VIEW in Montauk! LOCATION, LOCATION, LOCATION!!!

Montauk, New York, United States

This Montauk home is the perfect place to relax, unwind and enjoy the magic of Montauk in the summertime. Situated atop a hill with amazing views, it is close to the heart of Montauk village , ocean beaches and one of the best surf spots on the east coast. It's got that old world beach cottage charm but with a beautiful, minimalist aesthetic. The open, airy layout is complemented by lots of windows and sliding doors that offer unobstructed views of the outside. If you like privacy, you will find it here and will have lots of outdoor space to enjoy. Tastefully decorated in a beach house, chic decor, this generously sized home ideal for those needing extra room. There are four full bedrooms, the primary bedroom being on suite with a private bath and two additional baths for guests. There is a great room with a high ceiling and exposed beams, ample inside and outside dining space, grill area and outdoor shower. If location is everything to you, this is your place! You will feel right at home at this spotless Montauk beach house.

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Exceptional(1)

$1476.25

/ Nightly

Private Vacation Home

Spacious Montauk Home Minutes to Ditch Plains Beach and Montauk Point...

Montauk, New York, United States

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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

$949.42

$3811.99

$598.63

$1041.69

$1549.26

$1154.31

$1112.03

$982.55

$468.48

$2393.74

$616.95

$1084.26

$649.07

$969.52

$1398.14

$2296.43

$438.59

$377.03

$1165.16

$1476.25

Rent a place that suits your needs

Most popular vacation rentals in Montauk

$2196.26

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