Vacation Home Rentals By Owner In Sag Harbor, NY

Showing 60 Of 213 Vacation Rentals

$1577.06

Luxurious Family Home in the Village with heated pool and private beach!

Sag Harbor, New York, United States

In the Village of Sag Harbor, in a private beachfront community, is our Victorian gem that will transport you in time while offering luxuries of a modern home! Impeccably clean, with state of the are amenities, a game room, two car garage and oasis like backyard!brAll you need for a fun summer beach day is included for your enjoyment. Then finish your beach day dip with a dip in the pool and a backyard BBQ or walk to the Village for five-star dining & Nightlife!

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Exceptional(1)

$1628.07

/ Nightly

Private Vacation Home

Beautifully renovated historic home in Sag Harbor Village. Walk to Everything.

Sag Harbor, New York, United States

Beautifully restored home in the heart of Sag Harbor Village. Steps from Main Street restaurants, shops, and marinas. Enjoy heated, gunite pool in privately landscaped yard or walk to beach. Amazing summer getaway.

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Exceptional(1)

$5296.3

/ Nightly

Private Vacation Home

The Ultimate Lux Summer Escape in Sag Hbr. Renovated, high end everything quiet

Sag Harbor, New York, United States

The Ultimate Summer Escape in Sag HarborbrDiscover your perfect summer retreat—ideal for couples, families, or anyone seeking tranquility and a touch of luxury in the Hamptons. Nestled on a peaceful cul-de-sac just minutes from Sag Harbor village and the beach, this newly renovated, light-filled home invites you to relax, unwind, and make memories.brStart your mornings with a short stroll or quick bike ride to a charming local farm stand, where you’ll find fresh fruit, vegetables, eggs, baked goods, and even fish—fill your basket and head back for strawberries by the pool. Enjoy a chef’s kitchen equipped for gourmet meals, and gather around the large outdoor deck with luxury furniture, perfect for entertaining or simply soaking up the sun. brA fully fenced, private backyard features a heated gunite pool, outdoor shower, and relaxing fire pit. French doors open from every room to beautiful decks overlooking the pool or enchanting back yard meditation area, filling the home with Hamptons light and summer breezes.br brThis spacious sanctuary offers four bedrooms—including a luxury master suite with private deck and en-suite bath—and four stylish bathrooms with deep soaking tubs for the ultimate relaxation. Downstairs, a finished basement with its own entrance serves as a private apartment for family, friends, or a nanny.brThe property is secluded on nearly an acre, surrounded by gardens, with ample parking, open fireplace, skylights, and water access at the end of the block for kayaking or days at the beach. Every detail has been designed for effortless living and magical summer nights—just listen to the birds and let the peaceful setting wash over you.brYour unforgettable Sag Harbor summer starts here—book your stay now and experience the Hamptons at its very best.

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Exceptional(7)

$1,800

/ Nightly

Private Vacation Home

Beautiful Hampton Retreat- Sag Harbor Tennis and Pool on 2 private acres

Sag Harbor, New York, United States

Relaxing private getaway nestled deep in the woods. Beautifully updated private home tucked away in Sag Harbor with tennis, basketball and in ground heated pool, hot tub and outdoor barrel sauna. Close to all 5 Hamptons Towns, beaches, restaurants and wildlife refuge. All on 2 private acres surrounded by 80 foot tall trees.brA great house with high ceilings and open living area! brQuiet private neighborhood. Home is recently nevoated locates behind golf course. Great area!

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Exceptional(2)

$2111.72

/ Nightly

Private Vacation Home

Walk Everywhere In Sag Harbor Village - watch sunsets on the Pond +Pickleball

Sag Harbor, New York, United States

In the Hamptons location is everything and you can't find a better location than in the heart of Sag Harbor Village. Our home is the perfect setting for a family to experience Sag Harbor and the Hamptons in the summer. Walk to the village, beach or play Pickleball on private courts just a block away at Mashashimuet Park. And now newly renovated, our house is better than ever. brbrThe house is 2,000 sq ft of charm and comfort, perfectly suited for a family summer getaway. There are air conditioners in every room and separate areas for the kids (family room) and for the adults (sun room) to lounge in.brbrThe Chef's kitchen and connected dining room is perfect to gather the family. The professional dual fuel Wolf range also has a griddle for pancakes and a grill for a rainy day bar-b-q.brbrWith one of the largest backyards in Sag Harbor Village, you'll want to enjoy dining outdoors on the deck, with our stainless steel grill and teak dining set.

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Exceptional(1)

$4178.49

/ Nightly

Private Vacation Home

Brand New Luxury Home

Sag Harbor, New York, United States

This new designer home has it all, no detail has been over looked. This newly completed home leaves nothing to want for...Infinity edge pool and spa, chef's kitchen, all six en-suite bedrooms, 2 indoor dining areas, outdoor living room, outdoor dining area and grand sunken fire pit! This home is perfect Hampton Living. Nestled, a mere 3 minutes from super chic Sag Harbor village. Surrounded by endless acres of reserve on all sides! It is completely private, yet close to the best village in the Hamptons!

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Exceptional(2)

$3046.82

/ Nightly

Private Vacation Home

Designer Megan Odabash Elegant Beachy Sag Harbor Home

Sag Harbor, New York, United States

Consider this Elegant luxury house your home away from home while you visit Sag Harbor. There is 3 large Master Bedrooms with en-suite bathroom . Additionally , One room with a queen bed, and one double twin beds, The house is newly renovated . High end kitchen appliance a very fully stocked kitchen.Nepreeso machine, drip coffee maker, press, juicer, panini press . Everything one would need for a beautiful table scape . Several areas for dining : Indoor dining area, pool side and a lovely covered porch . The lower level adds to fun and comfort with a tv rm w 70 in tv, billiard, a mini gym .The lower level can also be accessed off the backyard /pool .This home offers plenty of space for guests to relax and unwind. The gunite pool I, Weber BBQ, 2 sofa, fire pit, 6 chaise , seating for 12 for dining ,Sonos music . Experience what Sag Harbor has to offer with a stay at our house.

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Exceptional(3)

$2107.91

/ Nightly

Private Vacation Home

Summer East Hampton Retreat- Heated Pool, Tennis, Hot Tub

Sag Harbor, New York, United States

Serenity Stays OutEast, LLCbrRental registration certificate number: 26-31 brbrExperience the Ultimate in Luxury and Exclusivity – Your Private Hamptons Retreat Awaits!brbrStep into a world of unparalleled elegance and sophistication at this one-of-a-kind Hamptons compound. Nestled on 4.2 pristine acres of land, this luxurious 5-bedroom, 6-bathroom estate offers the perfect blend of privacy, comfort, and style, all just minutes from the iconic Sag Harbor Village and East Hampton Village. Whether you’re planning a summer family getaway or hosting an unforgettable gathering, this home was designed for the most discerning guests.brbrLive the Dream in Every Detail. brThis Modern, single-level living oasis offers expansive space with an additional 2 floors dedicated to an exclusive Guest Wing. With seamless transitions from indoor to outdoor living, you’ll never want to leave this luxurious sanctuary.brbrPrivate Resort-Style AmenitiesbrYour own private all-weather tennis court with a basketball post – all within your backyard! Picture this: playing a match in the morning, then unwinding in your custom-designed heated gunite pool with a saltwater filtration system, followed by a soak in the new Jacuzzi hot tub. The expansive outdoor deck is perfect for entertaining, with multiple seating areas, a BBQ, and even an outdoor shower. The lush, secluded surroundings create a rare sense of tranquility, while the outdoor and indoor SONOS entertainment speakers keep the mood lively.brbrGrand and Elegant Interiors. brEnter the home through a stunning portico and double glass front doors into a breathtaking great room with soaring 20-foot ceilings, filled with natural light from wall-to-wall windows and sliding doors that open to the serene backyard. Restoration Hardware furnishings and a custom fireplace make this space feel as luxurious as it is inviting.brThe elegant dining room comfortably seats 10 on a high-end Restoration Hardware dining set, perfect for hosting special meals. The fully-stocked, gourmet kitchen is a chef’s dream, featuring sleek granite countertops, Viking stainless steel appliances, and a spacious center island. Just off the kitchen, the cozy breakfast nook leads to the deck, ideal for casual meals or morning coffee.brbrYour Private Master RetreatbrThe ground floor is home to a truly stunning, oversized master suite, complete with a king-sized bed, a spacious walk-in closet, and a master bath like no other. Featuring a luxurious clawfoot tub, a large double shower, and separate his and her vanities, this spa-like bathroom is a haven of relaxation. Step through the sliding glass doors to your own private outdoor seating area and patio, offering a peaceful escape.brExclusive Guest Wing & Private DenDesigned with luxury and privacy in mind, the guest wing is located on the opposite side of the home, featuring two beautifully appointed en-suite bedrooms. One en-suite queen-sized bedroom is on the first floor, while the rear en-suite bedroom offers two twin beds opening up directly to the deck and pool. Upstairs, you’ll find two additional master suites, each expansive and filled with natural light. The rear upstairs bedroom even boasts a private balcony with sweeping views of the pool and lush backyard.brFor quiet, intimate nights, retreat to the private Den located on the ground floor. With double glass doors and its own entertainment system, this cozy space is perfect for movie nights or relaxing with friends.brbrExceptional Additional FeaturesbrFor the ultimate convenience, the home includes a full-size laundry room with a sink, plus a 3-car garage with openers.brEntertainment GaloreThe unfinished basement – an incredible 2,500+ square feet of space – is designed with fun in mind. Equipped with a Ping Pong table, Foosball table, Peloton bike, and basic gym equipment, this space guarantees hours of enjoyment for family and friends.brbrPrime Location with Exclusive AccessbrThis home is ideally located just 5 minutes from Sag Harbor Village, where you’ll find fine dining, a movie theater, Bay Street Theater, and pristine bay beaches. It’s also just 5 minutes to the East Hampton clubhouse, East Hampton Indoor Tennis, 10 minutes to East Hampton Village, and 12 minutes to the Wölffer Estate Vineyard with live music on weekends. Whether you’re here to shop, dine, or explore, you’ll have the best of the Hamptons right at your fingertips.brbrPerfect for Remote WorkbrNeed to work remotely No problem! The property is equipped with WiFi, a printer, and a dedicated desk space, ensuring you can stay productive while enjoying the beauty and serenity of this exclusive retreat.brThis Hamptons compound isn’t just a home – it’s a lifestyle, one that promises luxury, comfort, and unforgettable experiences. Don’t miss your chance to secure this rare gem. Book your stay today and make memories that will last a lifetime!

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Exceptional(13)

$1864.89

/ Nightly

Private Vacation Home

In the Village proper! Chic & Quintessential 3 bedroom Cottage

Sag Harbor, New York, United States

Pristine in village beach cottage with 3 bedrooms and 2 bathrooms, located just off Main Street on the historic western harbor side of Sag Harbor, short distance to everything the Village has to offer. br10 min. car ride to the famed Gibson Beach or Sagg Main Beach on the Atlantic Ocean. Stop to tour Wolffer Vineyards along the way. Or watch the sunsets from Foster Memorial Long Beach a 5 min. car ride away.brbrSleek, well equipped & minimalist designed gourmet kitchen. A chef's delight with Sub Zero and Bosch appliances and a library of great cookbooks and stocked cooking needs.brbrPainted white wood floors throughout creat a clean, beachy and modern feel. The rooms are sun drenched and peaceful: perfect for relaxation and entertainment.brbrOur backyard, just off the kitchen, is an oasis of calm with garden plantings and quiet surroundings belying your proximity to everything in the Village. The herb garden a must use for your culinary delights.

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Exceptional(4)

$847.08

/ Nightly

Private Vacation Home

Comfortable Home in Quiet Beach Front Community - Great for Kids!

Sag Harbor, New York, United States

Three Bedroom, 2.5 Bath home in quiet, beach community in Noyac, Sag Harbor.brBlocks to a beautiful and comfortable Bay Beach, and just 3 miles to the quaint town of Sag Harbor. brMinutes to the ferry to Shelter Island, and 8 miles to the Ocean Beaches.brComfy backyard with grill, covered dining area and firepit. Relax and sway in our cotton hammock.brWalk to local Market, and just 1 mile to Foster Memorial Bay Beach (Long Beach)

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$2318.76

/ Nightly

Private Vacation Home

Breakwater by Rove Travel | 3BR Secluded Retreat

Sag Harbor, New York, United States

Summary:brbrWelcome to Breakwater, a Rove Travel Home! brbrbrbrRove offers beautifully designed residences with the quality and care of a 5-star hotel.brbrbrbrThe Space:brbrWelcome to Breakwater, an exquisite private home situated in the heart of Sag Harbor. The first floor features an open concept kitchen, living room, and dining room filled with natural light, while the entire home is equipped with built-in Sonos speakers—perfect for entertaining or relaxing. Amenities include a heated pool, outdoor shower, soaking tub, outdoor grill, and a separate pool house. Plus, Breakwater is conveniently located near Haven’s beach, Foster Memorial town beach, and circle beach, making it the ideal home for any real estate professional looking to enjoy all that the Hamptons has to offer.brbrbrbrTo finalize your reservation, all guests must pass a mandatory third-party screening process.brbrbrbr---brbrpbRoom Configuration:/b/pbrbrPrimary Bedroom: 1 king bedbrbrSecond Bedroom: 1 full bedbrbrThird Bedroom: 2 twin beds (1 is a trundle)brbrbrbrpbAmenities:/b/pbrbrpbWork From Home:/b/p High-speed Wi-Fi, dedicated workspacesbrbrpbLiving:/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 availablebrbrpbPet policy:/b/p No pets allowedbrbrbrbrpbHome Truths:/b/pbrbrThis property requires owner approval for all reservations, and is subject to completion of the background check with 72 hour minimum notice period after the booking is completed to confirm the reservation.brbrbrbrThe third bedroom includes a twin bed and a trundle bed.brbrbrbrIf you want the pool heated during your stay, you need to pay an additional $50/night.brbrbrbrLandscaping, pool company, and pest control maintain a weekly, biweekly, or monthly schedule.brbrbrbrpbParking Details:/b/pbrbrPlenty of space for vehicles in driveway.brbrbrbrThe Neighborhood:brbrLocated just .5 miles from the village shops, restaurants, and beach.brbrbrbrOther Things to Note:brbrPets are not allowed at this property. 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.brbrbrbrpbSecurity Deposit Policy:/b/pbrbrA refundable credit card hold of $2,500 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.

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Exceptional(2)

$4260.17

/ Nightly

Private Vacation Home

Lux Designer Home- 6 Ensuite Beds, Salt Pool, Media Room, 2 Week Min Rental Only

Sag Harbor, New York, United States

Magnificent BRAND NEW rebuild, 7500 sq. ft, 3 story home on 2 acres in exclusive North Haven Point, Sag Harbor.brbrThis 6 bedroom, 6 1/2 bath luxurious home features the finest quality craftsmanship throughout; gourmet chefs kitchen with Subzero and Wolf appliances, expansive family room with gas fireplace, 2 master suites with one on ground floor. brbrThe beautifully landscaped backyard features a heated, salt water 40' x 20' pool, ProDunk basketball court, a sweeping lawn, outdoor shower, hammock and huge mahogany deck perfect for entertaining. brbrSmall pets considered.brbrThe upstairs master suite is complete with walk-in closet, gas fireplace, balcony and lavish master bath. All guest rooms are generously sized and ensuite. brbrThe lower level living boasts a media room with 135' screen, bedroom, bathroom as well as 850 sq ft of game/playroom with ping pong, Peloton and StairMaster. brbrThis gorgeous new home has 3 community tennis courts, community basketball court and a pristine community beach. It is a mere 5 minutes to Sag Harbor Village and marinas, with all the best restaurants and shops in the Hamptons. brbrLOCATION –brbrOnly 2 miles from Sag Harbor Village (NY) or Long Beach with every comfort and amenity for daily living and family entertaining. This vacation rental house is nestled in a very private and safe community. You can bike ride to the North Haven Point private community beach and tennis courts (4 bikes provided). There’s a special bicycle only lane that you can quickly take to the center of Sag Harbor Village or Long Beach.brbr--- DESCRIPTIONS ---brbr6 lavish Bedrooms, all ensuite.brbr1) Ground Floor Junior Master Suite –brbrKing Bed w/ French Doors leading to mahogany deck with , 55' TVbrbr2) Master Bedroom Suite –brbrKing with Terrace & 55' TV with soundbar and subwoofer and dual walk in closets.brbr3) Queen Bedroom Suite, #1 2nd Floorbrbr4) Queen Bedroom Suite, #2 2nd Floorbrbr5) Queen Bedroom Suite, #3 2nd Floorbrbr6) Queen Bedroom in Lower Levelbrbr850 sq ft playroombrbr1st and 2nd floor laundry facilitiesbrbrHuge walk-in pantry area adjacent to kitchenbrbrLOWER LEVEL (BASEMENT) FUN & AMENITIES –brbrThe architect designed lower level has professional hi-end custom finishing's with exquisite wood paneling, real ceilings, exquisite moldings with detailed lightingbrbr- Movie Theatre - A professionally designed and installed 135' screen with surround-sound Hi Fidelity 30’ long room.brbr- Ping Pong Table brbr- Peloton & Stairmaster with light free weightsbrbr- Full Bathroom – Exquisitely finished with floor to ceiling Spa style tile and showerbrbrOUTDOOR FUN AMENITIES -brbr- Salt-Water Pool brbr- Hammockbrbr- Three Tennis Courts and one basketball court for our private association brbr- Bicycles – Four Adult (Giant Brand) Bicycles and one toddler Bicycle are provided. brbr- Deer Fencing - Peaceful and safe enjoyment of the backyardbrbrVarious Miscellaneous Amenities –brbrWiFi – works on all 3 levels of homebrbrPremium Cable HDTV Channels 1 thru 900brbr5 Zone Independent Central Cooling (Heating) throughout homebrbrWhole house humidifierbrbrPropane Barbeque Grille – connected to 1000 gallon tankbrbrL shape outdoor sectional seats 8, with coffee tablebrbrOutdoor dining table for 8, with huge sun umbrellabrbr Nespresso & Keurig Coffee Machine brbr3 Wolf Ovens – 2 Gas & 1 Wall Electric Oven, 6 burner top with griddle brbr36' SubZero Refrigerator and 36' SubZero FreezerbrbrEat-In Kitchen table that accommodates up to 10.brbr2 week minimum Rentals - Must be 35 or older to rent and occupy. Families preferred. Permit's will be applied for and filed with Village and Association.

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$537.47

/ Nightly

Private Vacation Home

Wonderful & charming house in Sag Habour

Sag Harbor, New York, United States

Nestled on a private and shy one acre is where you will find this beautiful home. Within close proximity to world renowned ocean beaches (6 miles) and their siblings East Hampton and South Hampton and minutes to Peconic Bay (1,5 mile) an the historic Sag Habour Village (2,3 miles) makes this location desirable. Whether you like to relaxe in solitude or with friends brand familiy, this Hamptons home is a perfect place for both.brbrA truly wonderful home for all reasons!brThe property is well landscaped with nature trees in the front and reserve with ist beautiful trees in the back. Plenty of sunshine in the house and across the pool and spa area give this residence a romantic atmosphere. brThe residence has all over new decor, the bathrooms are completely new with white Italien marble on the floor. The house is freshly painted inside with breezy fresh colors. brIt offers an immaculate open floor plan with a nicely proportioned, open living/dining/kitchen area. The dining/living area has cathedral ceilings and a beautiful chimney. The kitchen and living area open to the deck with the pool as does the master Suite. A laundry and a powder room are offered as well on the ground Floor. Upstairs three guestrooms share one bath. Stone stacked walls line the exterior drive and base of the home, that can be off-loaded from the attached garage or entered up stone steps to the front door. The enclosed sunny back deck offers a nice lounge area with a dinig area with barbecue. brbrEstablished 300 years ago, Sag Harbor, a bustling whaling port, is now home to the most eclectic and diverse communities in the Hamptons. The laid-back hideaway enjoys popularity due to its year-round community, the best restaurant scene in the Hamptons, and the charm of the history homes along Captains Road and Main Street. Sag Harbor has one of the best preservation programs in the Hamptons and a vibrant and cultural appreciation.brOur very friendly property manager will be there whenever you have any problems or questions. He speaks German and English.brA weekly cleaning Service is included !brbrPropane and PoolbrPlease note that the usage of propane for the cottage and the heating for the pool will be charged separately. The propane level will be documented at arrival and departure by our property manager. A security deposit is thus also necessary. The security deposit is 300,- Dollar per Week.brThe Pool is open by now (normally from Mai) to first week of September. Every week a pool company will come to take care of the pool and the hot tub. Thus, it will always be in a very good condition.brbrPlease understand that until March 2018 we can only accept booking requests for at least two weeks from Juli to September 2018.

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$820.08

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Private Vacation Home

Sag Harbor Hamptons House With Pool

Sag Harbor, New York, United States

3 Bedroom, 2 Bathroom, Open Living / Dining / Kitchen Area, plus Heated Pool, all just outside Sag Harbor Village. Located on a quiet cul-de-sac street just a short 7 minute drive to Ocean Beaches. 2 Story Home w BBQ. In Southampton Town, close to East Hampton. brbrAccommodates: 6brBathrooms: 2brBedrooms: 3brBeds: 4brbrInternet, TV, Open living area, beautiful pool, sleeps 4 adults and 2-3 children. Central Air Conditioning throughout entire home. Pool is heated, there is a Barbeque, 1 King Size Bed, 1 Queen Size Bed, and 1 Bunk Bed with Trundle Bed.

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Exceptional(6)

$1660.26

/ Nightly

Private Vacation Home

Quiet Cul de Sac, Sag Harbor Village 1 mi, Heated Salt Water Pool w/ Waterfall

Sag Harbor, New York, United States

Lovely Spacious, 4BR, 3BA, Central AC, amenities galore for a relaxing getaway, featuring a Saltwater Pool with a Waterfall set on beautifully landscaped acre. EnJOY relaxing with a book by pool or front porch swing after a day at one of many beautiful beaches. You may like to workout in Exercise Studio, a walk by the Bay a mile away or take some free throws on basketball hoop. We are located 1 mile from Historic & Quaint Village of Sag Harbor with fabulous Restaurants, BayStreet Theater and lots of live music. Just 2 miles to Morton's Wildlife Refuse with beach access, 3 miles to Bridgehampton Classic Horse show, 2 miles to Long Beach Bay and just 5 miles to the Atlantic Ocean Beach with white soft sand. Located on Cul de Sac off of Noyac Rd. makes taking back roads easy and avoids Summer traffic.

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Exceptional(65)

$695.02

/ Nightly

Private Vacation Home

Modern Luxury w/ Private Pool. 5 min from Beach & Town of Sag Harbor

Sag Harbor, New York, United States

This multi-level home is located on a quiet cul-de-sac in Sag Harbor. Features 5 bedrooms, 3 1/2 baths. Custom kitchen and baths. Indoor/outdoor living with lush landscaping and pool. SONOS sound system throughout which can be controlled from any smartphone or tablet. Air conditioner, heat, alarm system, and lighting can also be controlled remotely. Some new upgrades include an outdoor TV, outdoor ping pong table and B-ball hoop. Five minutes from ONE OF The Top Ten Main Streets in the U.S. and Waterfront Marinas & Beaches, where you can rent boats, kayaks and enjoy other water activities. The Ocean side beach (in East Hampton, South Hampton, Montauk and more are between 15-45 minutes away).

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$7424.65

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Private Vacation Home

Tranquil retreat in the heart of Sag Harbor, 6 bedroom 11,000 sq ft home

Sag Harbor, New York, United States

Discover the beauty of Sag Harbor from this phenomenal 6-bedroom estate. With 5 king beds and 1 queen bed, this property offers a perfect retreat for guests. Enjoy amenities like AC, WiFi, Sauna, Steam room, Jacuzzi, Pool, Cold Plunge, Movie room, Lounge, a fitness room, and more. With 11 bathrooms featuring luxurious amenities like a shower, bathtub, and bidet, you'll feel pampered during your stay. Additional spaces include a cozy living room, two office spaces with queen and king beds. You're sure to make fantastic memories with a stay at our place.

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Exceptional(4)

$2617.48

/ Nightly

Private Vacation Home

Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach

Sag Harbor, New York, United States

Stay comfortably in Sag Harbor at this 5-bedroom house. The lovely property features 4 king beds and 1 queen bed, perfect for a group getaway. With amenities like AC, WiFi, and a fitness room, guests can relax and unwind. The 3 bathrooms offer a bathtub and shower for added convenience. We think our place will help you experience everything Sag Harbor has to offer. Please reach out prior to booking. Designer's 5 bedroom Sag Harbor home, featured in Vogue Magazine, with pool, just 2 miles from town and a five minute walk to the Serene Green local farm stand and Long Beach Bay, where you can go for a swim or paddle board and catch spectacular sunsets. Enjoy our heated, saltwater pool and lounge around on our outdoor teak Restoration Hardware furniture or dine alfresco at the 8 person farm table. Our pool is open and heated from Memorial Day wknd until Presidents’ Day per Southampton Town CodebrbrOur 5 bedrooms, 4 being King master beds and 1 Queen beds, are outfitted with plush Wright mattresses and 100% cotton sheets and duvets. Each bedroom also has its own adjustable flat screen TV with all streaming channels. brbrThere are 3 bathrooms, one that includes an extra deep Kohler clawfoot tub and another with a grand walk-in stone, rain shower with a skylight. All bathrooms have Malin and Goetz products. brbrSoaring ceilings in our living room are illuminated by a grandiose Ralph Lauren brass ring chandelier with a large L shaped couch and an 85 flat screen TV that has all streaming channels.brbrOur large pool is saltwater and heated and we also have 2 paddle boards that can be brought down to the beach as well as 5 electric bikes for strolling around town. Enjoy our poolside smokeless fire pit surrounded by Adirondack chairs.brbrThe kitchen is well stocked with all the essentials as well as a Vitamix, Le Creuset Pots and more. You will have everything you need to make anything from soufflés to paella. Per Sag Harbor STR 1106-a5, we cannot rent to share houses or anyone under 21 years of age

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Exceptional(1)

$1143.31

/ Nightly

Private Vacation Home

Bayfront Sag Harbor -Sunsets and Dock . Av Aug 2026 . Newly installed Central AC

Sag Harbor, New York, United States

Central AC 0 ( newly installed ) Two bedroom two bath waterfront home in Sag Harbor . Available for August 2026! Watch the ducks every morning while drinking your coffee. on covered porch ... Enjoy happy hour on you own private dock ! Steps to Serene Green .Walk to Long Beach ! Bike to Sag town ! Outdoor shower / new BBQ gas grill ! Kayak , paddle ( included )right off your private floating dock ! brSleeps four but have two full air mattresses for guest sleepover .Newly renovated bathroom ! TV / wifi in every room .Peloton. Best sunsets around ! Boat Mooring on floating dock, Pets will beconsidered.

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Exceptional(1)

$2729.48

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Private Vacation Home

Beautiful Beach Home Pool Beach Sun and Fun

Sag Harbor, New York, United States

Pristine Designer Decorated HomebrbrThere is construction going on next door, you might have to deal with some noise M-F, no work on the weekends.brbrTwo minute walk to the Most Beautiful Beach!brbrThis Beautiful Home is Newly Renovated with an open floor plan that sleeps 8 people comfortably. brbrTotally renovated with new everything. All New Furniture, New Sheets, Towels. Mint.brbrUpStairs:brBedroom One: King Bed with private onsuite bathroombrBedroom Two: Queen Bed with shared bathroombrBedroom Three: 2 Sets of Bunk Beds with shared bathroombrbrGround Floor:brBedroom Four: King Bed with shared bathroombrBedroom Five: Queen Bed with shared bathroombrbrFinished Basement TV RoombrbrLarge heated gunite pool with spa and electric pool cover perfect for kids. Heated to 85 degrees from Memorial Day to Labor Day.brbrKids playroom in Basement with Smart TV brPing Pong TablebrTwo Washer/DryersbrNice clean sheets brNew towelsbrLarge Master Bedroom with Steam Shower a Huge Roof Deck

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Most popular vacation rentals in Sag Harbor

Exceptional(1)

$2786.30

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Private vacation home

Stunning Contemporary Sag Harbor Estate, Minutes to Sag Harbor Village,...

Sag Harbor, New York, United States

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Exceptional(1)

$2549.41

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Private vacation home

Sun-Filled, Custom-Designed 5-bedroom house in Sag Harbor w/ heated pool and spa

Sag Harbor, New York, United States

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Exceptional(1)

$2617.48

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Private vacation home

Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach

Sag Harbor, New York, United States

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Exceptional(1)

$2644.22

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Private vacation home

Heated pool/5 min walk to Beach/Beautiful Sag Harbor Village /Restaurant/Museum

Sag Harbor, New York, United States

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Exceptional(1)

$2729.48

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Private vacation home

Beautiful Beach Home Pool Beach Sun and Fun

Sag Harbor, New York, United States

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Exceptional(1)

$3158.20

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Stunning Waterfront 4 Bedroom Home with Pool, a Dock, an Acre of Land & a Boat

Sag Harbor, New York, United States

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Exceptional(1)

$3313.68

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Private vacation home

Luxury - 5 bdrs, 6 baths, Tennis Crt, Heated Pool, Basketball, Hot tub, 2.4 acrs

Sag Harbor, New York, United States

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Exceptional(1)

$3256.12

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Private vacation home

Sag Harbor Sleeps 12 ……5 min drive to town.

Sag Harbor, New York, United States

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Exceptional(1)

$2479.34

/ Nightly

Private vacation home

Post Modern on Mature Landscaping, Master Bedroom with Separate...

Sag Harbor, New York, United States

Bed

Bath

Sleeps

Exceptional(1)

$3046.82

/ Nightly

Private vacation home

Designer Megan Odabash Elegant Beachy Sag Harbor Home

Sag Harbor, New York, United States

Bed

Bath

Sleeps

Vacation Home Rentals By Owner In Sag Harbor, NY

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$1143.31

$2729.48

Rent a place that suits your needs

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