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Montauk Yacht Club Rentals

From $985 per night (USD)
VRBO
Montauk Culloden Beach House/ Private Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
3 bedroom beach access house for rent in sunny, private Culloden Shores, Montauk. Walk down street 1 block to private be ...
From $985 per night (USD)
VRBO
From $1152 per night (USD)
VRBO
Montauk Beach House Walking Dist to Private Beach&Montauk Harbor USOpen June2026
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Description of House: 4 Bedrooms with 2 queen rooms with French doors and Multi-level private deck. 3 Beautiful new bath ...
From $1152 per night (USD)
VRBO
From $2604 per night (USD)
VRBO
New Home w/Amazing Sunset Views on East Lake ~ Every Amenity
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
New construction with Amazing Views of Lake Montauk and Sunset- Heated Pool- Full Outdoor Kitchen & Bar - 2nd Floor Hot ...
From $2604 per night (USD)
VRBO
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Expedia
Beautiful Montauk home in the center of everything great for year round
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Perfect for all seasons! Great for winter holidays and warm beach days. 4 bedrooms/2 bath on a corner lot. Lots of in ...
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Expedia
From $457 per night (USD)
VRBO
Family Friendly Beach House w/ Private Beach at the End of the Block
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
**Central Air Conditioning **Private beach at the end of the block with the best sunset in town ** Available to use u ...
From $457 per night (USD)
VRBO
From $976 per night (USD)
VRBO
New Home Montauk Retreat- Pool, Hot Tub, Game Room - Perfect for large family
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
*Families only** *Pool is open Memorial Day Weekend - Oct 1st - Hot Tub Open Year Round** This is the ideal home for ...
From $976 per night (USD)
VRBO
From $1390 per night (USD)
VRBO
MONTAUK Perfect Family and Friends Getaway
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Built in 2007 with 3,000 sq. ft. of living space, this expansive 6 bedroom 3 bath home offers plenty of room for all! Su ...
From $1390 per night (USD)
VRBO
From $2377 per night (USD)
Expedia
Ideal Montauk retreat with pool and hottub
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Great location in the center of Montauk: 5 minutes to Ocean beaches, town, harbor, shopping, and restaurants. The house ...
From $2377 per night (USD)
Expedia
Click For Pricing
VRBO
Chill Montauk Saltbox - walk / bike to beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This beautiful little home is in the perfect spot between the Gosman’s dock area, town area, and the amazing beaches. S ...
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VRBO
From $1795 per night (USD)
VRBO
East Lake Dr. Lakefront home with a pool.
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
3000 + sq ft and just steps from Gin Beach (okay, maybe a 1/4 mile) sits our home. We take great pride in maintaining ...
From $1795 per night (USD)
VRBO
From $1267 per night (USD)
VRBO
Spacious Harbor House w/Heated Pool
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Enjoy the sun and sea breeze while relaxing in the backyard oasis with heated pool. Inside you'll find plenty of space t ...
From $1267 per night (USD)
VRBO
From $1842 per night (USD)
VRBO
MONTAUK Beach House with pool… Perfect for Families & Friends
Bedrooms:
5
Bathrooms:
5
Sleeps:
13
This newly renovated 4 bedroom 5 bathroom house sits on half of an acre of a beautifully landscaped property that sets t ...
From $1842 per night (USD)
VRBO
From $553 per night (USD)
VRBO
Bright 2BR: Pond Views & Walk To Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Located across from a tranquil pond and two blocks from a private sandy beach, this bright and beautiful open concept ho ...
From $553 per night (USD)
VRBO
From $242 per night (USD)
VRBO
MONTAUK Condo ~ Stunning Sunsets & the Sea at your Doorstep
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Plan your 2026 Montauk Summer Vacation Now! We are open-- MAY 2026 - OCTOBER 2026 The summer of 2025 filled up fast. S ...
From $242 per night (USD)
VRBO
From $530 per night (USD)
VRBO
Private Residence minutes from Montauk Marinas.
Bedrooms:
2
Bathrooms:
1
Sleeps:
5
Colonial style home situated within walking distance from the infamous Montauk Fishing Capital of the World. Residence ...
From $530 per night (USD)
VRBO
From $591 per night (USD)
VRBO
Family Friendly Beach House, Walking distance to Private Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Newly updated 3 bed/3bath contemporary upside-down home in the quiet beach community of Culloden shores, just steps away ...
From $591 per night (USD)
VRBO
From $1509 per night (USD)
VRBO
Newly Built 3 Story Home with Beach Parking Pass
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
This three-story home set back from the road is a perfect vacation spot for families or couples. With its enormous dec ...
From $1509 per night (USD)
VRBO
From $1820 per night (USD)
VRBO
Luxurious GetAway Home With Lake View
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Montauk offers something for everyone. Pristine beaches with World famous surfing. year round fishing on charter or part ...
From $1820 per night (USD)
VRBO
From $1049 per night (USD)
VRBO
Montauk Renovated Beach House
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Whole home renovation. Four Bedroom two bath plus outdoor shower home in montauk close to bay, ocean beaches and golf cl ...
From $1049 per night (USD)
VRBO
From $1787 per night (USD)
VRBO
Family Friendly Home With Pool & Indoor/Outdoor Living. RR # 16-1,837
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beautifully landscaped with indoor and outdoor living areas. Newly renovated family friendly home with central air condi ...
From $1787 per night (USD)
VRBO
From $1088 per night (USD)
VRBO
Classic Montauk Nautical Home
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Enjoy wooded vistas and quiet nights from this traditional cedar shingled cape home situated on landscaped .70 acre parc ...
From $1088 per night (USD)
VRBO
From $291 per night (USD)
VRBO
Montauk Waterfront Studio With Breathtaking Sunset View
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This unit features 1 queen size bed and a full kitchen. Great for a romantic trip for two. The unit is equipped with ca ...
From $291 per night (USD)
VRBO
From $728 per night (USD)
VRBO
Family Friendly Montauk Beach House
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This house includes three bedrooms, two and one and a half bathrooms. The kitchen and Master bathroom en suite were rec ...
From $728 per night (USD)
VRBO
From $1096 per night (USD)
VRBO
Modern Beach Retreat w/ Pool and Private Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
PLEASE MESSAGE US BEFORE SUBMITTING A BOOKING REQUEST New construction family friendly modern home in the desirable Cul ...
From $1096 per night (USD)
VRBO
From $816 per night (USD)
VRBO
Montauk House with Pool, Walk to Private Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Charming two bedroom, one and one half bath home is now available for rental this August and September. The location is ...
From $816 per night (USD)
VRBO
From $505 per night (USD)
VRBO
Beach house in Montauk - a short walk to a private beach.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Family friendly beach residence located on the Sound side of Montauk. Property is in walking distance to town docks. The ...
From $505 per night (USD)
VRBO
From $568 per night (USD)
VRBO
Glendale by Rove 5BR Family Home with Outdoor Space & Heated Pool
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Summary: Welcome to Glendale, a Rove Travel Home! Rove offers beautifully designed residences with the quality and car ...
From $568 per night (USD)
VRBO
From $732 per night (USD)
Expedia
Gorgeous lakefront estate with panoramic water views, stunning balcony,...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Leisure on Lake Montauk Gorgeous lakefront estate with panoramic water views, stunning balcony, lovely deck, gas grill, ...
From $732 per night (USD)
Expedia
From $1386 per night (USD)
VRBO
Spacious Culloden house
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
East Hampton Town Rental Registry #20-1188 Located near the docks in Montauk. Family friendly large kitchen/living room ...
From $1386 per night (USD)
VRBO
From $1154 per night (USD)
VRBO
4 Season Design Forward beach house w/ sauna
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Crackling wood fireplace and a cedar sauna set you up warmly for the quiet elegant seasons on the East End, fall & winte ...
From $1154 per night (USD)
VRBO
From $533 per night (USD)
VRBO
Now Renting For Full Extended 2020 Season Plus Available Boat Slips
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
2 person maximum. Queen bed, dressers, sliders to the outside, new bath and kitchen.The lawn winds down to the water a ...
From $533 per night (USD)
VRBO
From $517 per night (USD)
Expedia
Montauk Family Gem: HotTub, Pro Kitchen, Fireplace
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Montauk Perfection: A Private, Upscale Beach Retreat Escape to your perfect Montauk getaway! Nestled on a secluded, bea ...
From $517 per night (USD)
Expedia
From $884 per night (USD)
VRBO
Wonderful New Modern Renovation- Indoor/ Outdoor Living- Heated Pool & Poolhouse
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
*6 Adults Max - 9 Total Max w/ atleast 3 kids Pool House is closed in winter (1 queen bed) Home is professionally manage ...
From $884 per night (USD)
VRBO
From $2245 per night (USD)
Expedia
Private beach access with lifegaurd, 3 bedroom, outdoor shower, pool & hottub
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This adorable house has three bedrooms and two full baths. The open living space is white with splashes of color, and in ...
From $2245 per night (USD)
Expedia
From $639 per night (USD)
VRBO
Georgia Place: Newly Renovated Kitchen, Fire pit, Close to Montauk Downs...
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Please note that a reservation for this property needs to be approved before it is confirmed. Georgia Place Georgia Pl ...
From $639 per night (USD)
VRBO
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Expedia
Montauk guest house
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Two story, condo like unit,furnished,washer dryer, private home, quiet neighborhood and surroundings, mature guests only ...
Click For Pricing
Expedia
From $640 per night (USD)
VRBO
Welcome to The Harbor House
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Walk down the street to Gosman's dock with all the shops and restaurants. Recently renovated 3 bedroom 2 full bathroom, ...
From $640 per night (USD)
VRBO
From $607 per night (USD)
VRBO
Beautiful House with Private Beach Access - Rental Registry Cert #23-1,120
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Create cherished memories in this stunning five-bedroom, three-bathroom beach house in Culloden Shores, Montauk. Designe ...
From $607 per night (USD)
VRBO
From $1890 per night (USD)
VRBO
New 5 bdrm with pool - walk to Gosman's
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
FAMILIES ONLY!! THIS IS NOT A SHARE HOUSE!! Enjoy ocean breezes on the huge porch of this, surfboard-ready house locate ...
From $1890 per night (USD)
VRBO
From $963 per night (USD)
VRBO
Newly Renovated, 4BR home w/ Private Bay Beach Rights
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
****Please note that we only do monthly rentals during the summer months.**** This renovated, tastefully styled 4 bedro ...
From $963 per night (USD)
VRBO
From $2255 per night (USD)
VRBO
Beautiful 5 BR Montauk House with Private Lake Montauk Beach!
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
This bright and airy contemporary house is on exclusive East Lake Drive in Montauk. Water view meets sunset from our lar ...
From $2255 per night (USD)
VRBO
From $883 per night (USD)
VRBO
4-bedroom Montauk Beach vacation home steps to private beach Dogs/kids welcome!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Located in the heart of Montauk is a lovely 4-bedroom getaway. Nestled just a short walk from the private Culloden Shor ...
From $883 per night (USD)
VRBO
From $970 per night (USD)
VRBO
Stylish and Chic Montauk Home with Pool + Backyard Oasis
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This one of a kind property is close to the best Montauk has to offer. Our home offers a spacious backyard with a pool ...
From $970 per night (USD)
VRBO
Click For Pricing
Expedia
Montauk’s Secret Private Spot
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Sunsets & seashells are just a stone's throw away from your private beach. Centrally located and within walking distance ...
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Expedia
$4 bedroom 2.5 bath AC,Decks Pvt Beach,HotTub Seasonal FirePit\n 1-Week Min Summer$
From $712 per night (USD)
VRBO
4 bedroom 2.5 bath AC,Decks Pvt Beach,HotTub Seasonal FirePit\n 1-Week Min Summer
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
1 week minimum from 6/15 to 9/15 we have a three day minimum fall and spring Booking starts Monday 2pm to Monday 10am ...
From $712 per night (USD)
VRBO
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Expedia
Great central location, new constructionheated gunite saltwaterpool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Modern beachhouse ample space, centrally located .3minutes to Ditch plains, harbor and around the corner from Montauk Do ...
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Expedia
From $1673 per night (USD)
VRBO
Spend Your Summer In Montauk
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Our newly built home in Montauk home is comfortable and relaxing. Located on a quiet residential road, we are one of onl ...
From $1673 per night (USD)
VRBO
From $1364 per night (USD)
VRBO
Fully Renovated... Stroll to sound...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Three bedroom, two full bath with a beautiful, newly renovated open floor plan. Second floor is two bedrooms (one King ...
From $1364 per night (USD)
VRBO
Click For Pricing
VRBO
Your home away from home! Recently renovated and close to Ditch, Downs and Town!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Do you understand what it means to adore Montauk? If you know, you know! If you don't, then you should! 3 bedroom, 2 f ...
Click For Pricing
VRBO
From $415 per night (USD)
VRBO
Montauk Harbour Beach House - 1st Floor An Ideal Montauk location
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This newly renovated home is perfect for your vacation. Upgrades include gourmet kitchen w granite counters, custom cabi ...
From $415 per night (USD)
VRBO
From $1175 per night (USD)
VRBO
Lakefront Living in Montauk
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Newly updated this lakefront property offers a scenic, peaceful beach house perfect for summer enjoyment. The interior h ...
From $1175 per night (USD)
VRBO
From $1378 per night (USD)
VRBO
Pool, Beach and Hot Tub...what else do you need for the best summer ever?!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
A summer of sun and relaxation awaits at this charming, recently renovated Montauk beach house. Located inside the hig ...
From $1378 per night (USD)
VRBO
Click For Pricing
VRBO
Water &Sunset views POOL mint studio Balcony SLEEP 5 walk2 beach harbor dock
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
SUPERHOSTS NEWEST HOME ASK ABOUT MONTHLY & WEEKLY SPECIALS SLEEP 5 EASY ACCESS TO ALL MTK ON THE SOUND BEACH & RESORT PO ...
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VRBO
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Expedia
Comfortable House w/ AC + Private Bathroom
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
My comfortable 2-bedroom house has everything you need for your Montauk trip. The unit comes with AC, a dryer, and an i ...
Click For Pricing
Expedia
From $1118 per night (USD)
VRBO
Brand New Waterfront - Chic & Sophisticated
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Montauk was known as the "Sport Fishing Capital of the World" until the secret beauty of this sleepy nautical village sp ...
From $1118 per night (USD)
VRBO
From $1118 per night (USD)
Expedia
Brand New Waterfront - Chic & Sophisticated unit #701
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Montauk was known as the "Sport Fishing Capital of the World" until the secret beauty of this sleepy nautical village sp ...
From $1118 per night (USD)
Expedia
From $1118 per night (USD)
VRBO
Brand New Waterfront - Chic & Sophisticated
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Montauk was known as the "Sport Fishing Capital of the World" until the secret beauty of this sleepy nautical village sp ...
From $1118 per night (USD)
VRBO
From $1118 per night (USD)
Expedia
Brand New Waterfront - Chic & Sophisticated Unit # 702
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Montauk was known as the "Sport Fishing Capital of the World" until the secret beauty of this sleepy nautical village sp ...
From $1118 per night (USD)
Expedia
From $1009 per night (USD)
VRBO
Brand New Waterfront - Chic & Sophisticated Unit # 703
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Montauk was known as the "Sport Fishing Capital of the World" until the secret beauty of this sleepy nautical village sp ...
From $1009 per night (USD)
VRBO
From $1118 per night (USD)
Expedia
Brand New Waterfront - Chic & Sophisticated Unit # 704
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Montauk was known as the "Sport Fishing Capital of the World" until the secret beauty of this sleepy nautical village sp ...
From $1118 per night (USD)
Expedia
From $857 per night (USD)
VRBO
Montauk Midcentury Oasis
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Located near Lake Montauk and minutes away from both the north and south beaches, this property has everything you need ...
From $857 per night (USD)
VRBO
From $1870 per night (USD)
VRBO
Unwind in Montauk with a moments walk to a private bay beach and fenced in yard!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Let your summer unwind start here with sublime calm as you stroll these alluring spaces just moments to Culloden Shores ...
From $1870 per night (USD)
VRBO
From $816 per night (USD)
VRBO
Culloden Shores 4 BED 2 BATH; Steps to the Private Beach + Outdoor Shower!
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Sunny and airy four bedroom, two bathroom home in Montauk's desirable Culloden Shores. Located on just three homes up fr ...
From $816 per night (USD)
VRBO
From $1439 per night (USD)
VRBO
Waterfront Montauk Lake House w/Sunset Views
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
This gorgeous lakefront home in Montauk is ready for year-round enjoyment. With beautiful views of the lake and stunning ...
From $1439 per night (USD)
VRBO
From $664 per night (USD)
VRBO
Montauk Retreat is just Five Minutes from The Ocean Beaches
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Discover the charm of Montauk at this inviting vacation rental. Nestled just a 5-minute drive from the renowned Beaches, ...
From $664 per night (USD)
VRBO
From $971 per night (USD)
Expedia
Quiet neighborhood, Family&Pet friendly, 5mins. from town & ocean beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This Montauk house is located on a quiet, safe street. It boasts 4 inviting bedrooms, including 2 queen beds, 1 full bed ...
From $971 per night (USD)
Expedia
From $1244 per night (USD)
VRBO
Newly Built, 4BR, 3BA house w/ in-ground pool walking distance to Montauk Harbor
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This beautifully conceived and recently custom built 4-bedroom, 3-bath home is ready and waiting to deliver season after ...
From $1244 per night (USD)
VRBO
From $1385 per night (USD)
Expedia
Modernist Montauk Home with Heated Pool, Close to Lake Montauk and Ditch...
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Montauk Point Modern Modernist Montauk Home with Heated Pool, Close to Lake Montauk and Ditch Plains Beach, Great for F ...
From $1385 per night (USD)
Expedia
From $1680 per night (USD)
VRBO
Warm, Inviting Beachhouse with Spa in Great Location of Gorgeous Montauk!
Bedrooms:
3
Bathrooms:
6
Sleeps:
11
Enjoy a peaceful stay at this 6-bedroom house with freshwater salt system spa in Montauk. Walking distance to the Block ...
From $1680 per night (USD)
VRBO
From $621 per night (USD)
Expedia
Montauk Escape—3BR, 2BA, Steps from the Beach, BBQ Grill, Patio, Outdoor Shower
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Welcome to Surf by the Sound—your cozy Montauk beach retreat. Just a 3-minute stroll to the sand and 5 minutes from town ...
From $621 per night (USD)
Expedia
From $1873 per night (USD)
VRBO
Stunning Montauk Beach House with Pool & Hot Tub
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Custom built unique 4 bedroom, 2 1/2 bath, 3 level home on a quiet street in an upscale neighborhood close to the beach ...
From $1873 per night (USD)
VRBO
From $1850 per night (USD)
VRBO
Ultimate Montauk Escape🏖️ 5BR - Heated Pool - HotTub - Rooftop Deck Sunset Views🌅
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
Get ready to unwind in this stunning 5-bedroom retreat in Montauk where comfort meets costal charm! With spacious accomm ...
From $1850 per night (USD)
VRBO
From $4638 per night (USD)
VRBO
Stylish and Spacious Montauk Home with Private Pool, Eclectic Design, Total...
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Montauk Mirage Stylish and Spacious Montauk Home with Private Pool, Eclectic Design, Total Privacy, Close to Montauk Be ...
From $4638 per night (USD)
VRBO
From $828 per night (USD)
VRBO
Beautiful Lakefront House with Water Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Montauk is waiting for you at this lovely 3-bedroom 2 bath house. A cozy retreat to unwind after a day of exploring the ...
From $828 per night (USD)
VRBO
From $1061 per night (USD)
VRBO
Private beach access, 4 bedroom, beach house
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy your stay at our beautiful beach house, with private beach access. This 4-bedroom beach house is located in the b ...
From $1061 per night (USD)
VRBO

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Montauk Yacht Club Rentals

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Results: 75 Rentals