Vacation Rentals By Owner In Sag Harbor, NY

$1203.5

Newly Renovated 3 Bedroom Cottage by Best Bay Beach

Sag Harbor, New York, United States

Newly renovated 3 bedroom Cottage by the Bay. brbrFully renovated (March 2020) 1930's Hamptons cottage-style home oozing with charm, includes beamed ceilings, a stone fireplace, hardwood floors, brand new kitchen with stainless steel appliances, central air-conditioning, washer & dryer, 2 Tv's, Wi-Fi, screened in front porch and a large open deck facing a wonderful landscaped yard. brbrLocated 800 feet from Long Beach and three miles from picturesque village of Sag Harbor. Super convenient to Cromers Market and wonderful local owned farm stand/seafood shop.brbrCompletely renovated 3 bedroom, 2 bathroom main house with first floor master en-suite and two additional bedrooms upstairs. French doors from the house lead to a large deck with views out to private landscaped/flowering yard including hammock, large teak dining set, sitting area, and gas grill. brbrbrRegistration Code: RENTRES-2018-0715

4

Bed

3

Bath

8

Sleeps

$1250.63

/ Nightly

Private Vacation Home

Beautiful Bay Point Beach House

Sag Harbor, New York, United States

Beautiful 3 bedroom, 2 and 1/2 bath home with an office, screened in porch and outdoor shower in Bay Point, Sag Harbor. Great room with large screen TV and surround sound home audio system. TV's in every bedroom, a master suite with ensuite, walk in closet, and beautiful gourmet kitchen and bar. Two working fireplaces. 5 min walk to Long Beach and 2 miles from Sag Harbor village. Kayaks and paddleboard included. Fenced in backyard and doggie doors for a dog friendly stay. Come and enjoy a magnificent summer escape.

3

Bed

1

Bath

6

Sleeps

$1203.86

/ Nightly

Private Vacation Home

Luxurious Hideaway in Sag Harbor

Sag Harbor, New York, United States

Stay comfortably in Sag Harbor at this 4-bedroom house. The space features one king bed and three queen beds, offering plenty of room for guests to relax. With four bathrooms, everyone can enjoy their own private space. The house keeps a nice balance of cozy and bright, making it a wonderful spot to unwind after a day of exploring. Whether you’re gathering in the living area or resting in the bedrooms, the atmosphere feels inviting and easygoing. We look forward to hosting you at our place.

Bed

Bath

Sleeps

$1616.36

/ Nightly

Private Vacation Home

Moments from private beach

Sag Harbor, New York, United States

Light filled traditional home located moments to Sag Harbor Village shops and restaurants with private beach access and within one or two minutes drive to Sag Harbor public golf course. Offering 3,000 +/- sf of elegantly appointed living space, with four bedrooms, four full and once half bath. The foyer leads to open plan living spaces featuring living room with gas fireplace sitting area, den, kitchen with top appliances and dining room. French doors can be found in all principle rooms opening to a wraparound porch creating an essence of outdoor living. Second floor includes four generously sized en-suite bedrooms and the professionally manicured grounds are complete with patio for outdoor entertaining barbeque and spacious Jacuzzi. The house does not have a pool but the private community beach is only a short stroll away.

Bed

Bath

Sleeps

$1749.78

/ Nightly

Private Vacation Home

Quintessential Sag Harbor Village Retreat

Sag Harbor, New York, United States

Quintessential Sag Harbor Village Retreatbrlocated in the village of Sag Harbor on Madison Street. This historic home is just steps from the shops, restaurants, theatre, and picturesque long wharf of Sag Harbor.brIts 3-4 bedroom main house, heated pool, outdoor living room, and charming separate 1 bedroom guest cottage provide the perfect environment for a relaxed retreat.brThe home is designed for comfortable living, indoors and out.

Bed

Bath

Sleeps

$2003.76

/ Nightly

Private Vacation Home

Central Private Bridgehampton home

Sag Harbor, New York, United States

For longer stay and reduced rate please email 169bridgehamptoncottage@gmail.com. Pool sits out in the sun all day! Sunrise to sunset, from 82-89+ degrees.brbr☆ Hampton Classic☆reduced rate for 7 nights. Dates btw. 8/25-9/2. brPlease message. ☆brbr7 minute drive to Hampton Classic, and or less than 20 minute bike ride.brbrHome half way near Sag Harbor, local ferry and Bridgehampton! Depending, pets welcome.brRestaurants, public playground/museum, nature preserve, studio 89 gym, on same rd. Of home. The ocean and bay less than 5-10 min. drive. Very close bike to One ocean Yoga and winery. Half way to Sag Harbor and Bridgehampton town. brBicycles, beach chairs, umbrella, toys, available! Please inquire for flexible check in/out, have a little list of essentials Let us know and we will try to accommodate.brbrFor out of state visitors if you are paying with a credit card, vbro charges us extra international fees. Please let us know so we are able to quote correctly.

Bed

Bath

Sleeps

$1860.64

/ Nightly

Private Vacation Home

SAGHARBOR:2024

Sag Harbor, New York, United States

Tranquil area only 1 mile from Sagharbor Village, situated in a Nature Preserve with walking trails easy access to Easthampton & Bridgehampton without Accessing Montauk HighwaybrThis 3 bedroom/3bath, has an Open Living, Kitchen, Dining concept , Private TV Den, upstairs Sitting Room, semi finished basement, backyard with pool (heated extra),plenty of lounge chairs & seating with a fire-pit .Also a Outdoor covered porch patio with dining furniture, and a outdoor gas grill. brClose drive to Historic Sagharbor Village and Sagaponack Ocean Beaches or family friendly Bay Beaches Also close by to Wolfer Winery and Foster Distillery !

3

Bed

3

Bath

6

Sleeps

$906.65

/ Nightly

Private Vacation Home

Private Luxury Hamptons GetAway w/heated pool

Sag Harbor, New York, United States

Just a short bike ride or drive from Townline beach this 4 bedroom, 3 bathroom Hamptons gem is set on ~1.5 acres consisting of beautifully tended gardens and a heated pool. With a custom designed interior this beachy home is perfect for a short or not so short Family getaway. Located 100 miles east of Midtown Manhattan NYC, the property is just 1 mile from Wolffer Vineyards and Stables, 3 miles from historic Sag Harbor and 3 miles from the fashionable hamlet of Bridgehampton. The popular Poxabogue golf course and driving range is just 1 mile away. Once you discover its abundant charms, this is an oasis you will want to return to.

4

Bed

3

Bath

10

Sleeps

$2183.78

/ Nightly

Private Vacation Home

Still available Labor Day Weekend 2025

Sag Harbor, New York, United States

Enjoy a lovely summer retreat perfect for families looking to enjoy a luxurious neighborhood in sought after Sag Harbor. Close to top rated restaurants, shopping, art galleries, theaters, cafes, vineyards and beaches. A perfect oasis with plenty of space to enjoy outdoor dining with an open kitchen and bright living space with cathedral ceilings. This home offers 3 generously sized bedrooms with 2 of them leading to the outdoor patio and pool area. An ensuite master bedroom is located on the second floor. Downstairs bathroom and shower has access to pool as well.

Bed

Bath

Sleeps

$7894.22

/ Nightly

Private Vacation Home

Luxury Resort-Style Retreat in the Heart of Sag Harbor with Heated Pool,...

Sag Harbor, New York, United States

Coastal Sag Harbor VillabrbrLuxury Resort-Style Retreat in the Heart of Sag Harbor with Heated Pool, Pool House, and Designer Interiorsbrbr5BR/5BA: Private heated pool, pool house, covered outdoor dining, gas bbq, outdoor shower, exercise area, chic interiorsbrbrEscape to a luxurious, resort-style retreat in the heart of Sag Harbor. This modern masterpiece offers the perfect balance of sophistication and relaxation, inviting guests to indulge in an unparalleled vacation experience. Located within walking distance to Sag Harbor Village, this stunning five-bedroom, four-bathroom home, complete with two additional half-bathrooms, is designed to accommodate up to 12 guests. With a private fenced-in yard, a heated resort-style pool, and an elegant pool house, this property is a true sanctuary. Windows flood the interiors with natural light, while an open floor plan seamlessly connects the indoor and outdoor living spaces. Whether unwinding by the cozy indoor fireplace, enjoying a morning workout in the private exercise area, or gathering with loved ones in multiple entertaining areas, guests will find that this home is a destination in itself.brbrNestled on a pristine private lot, this Sag Harbor escape offers total seclusion while being just moments from town, beaches, and world-class restaurants. The beautifully landscaped yard envelops guests in lush greenery, creating a serene atmosphere. The heated resort-style pool invites guests to take a refreshing dip, while the stylish pool house provides a chic retreat for lounging. Sun-drenched outdoor spaces are thoughtfully appointed with plush sofas, sun loungers, and multiple seating areas perfect for enjoying morning coffee or evening cocktails. A covered outdoor dining space, complete with a built-in gas BBQ, allows for effortless al fresco meals, and an outdoor shower adds to the spa-like ambiance. With free parking and expansive grounds, this property is designed for both relaxation and entertainment.brbrStep inside and experience the refined elegance of this three-level home. Designed with impeccable attention to detail, the interiors feature designer furnishings, contemporary dcor, and an airy open layout. The state-of-the-art kitchen boasts top-of-the-line appliances, a spacious island perfect for hosting, and a formal dining room ideal for intimate gatherings. Multiple entertainment areas, including a sophisticated living room with a cozy fireplace, set the stage for memorable moments. Sliding glass doors open effortlessly to the pool deck, allowing guests to transition seamlessly from indoor comfort to outdoor leisure. The finished lower level is a haven of relaxation and recreation, featuring a stylish living room, a pool table, two bedrooms, and a full bathroom. With modern amenities such as WiFi, air conditioning, and a washer and dryer, every detail has been thoughtfully curated for a comfortable stay.brbrEach bedroom is a tranquil retreat, carefully designed to ensure restful nights. The master suite is a true sanctuary, complete with sliding doors that open to a private balcony overlooking the pool. A spacious ensuite bathroom, adorned with luxurious finishes, offers a serene escape with its spa-like atmosphere. Three additional bedrooms feature plush king or queen beds, providing the perfect blend of comfort and elegance. A charming bunk room with four built-in beds is perfect for younger guests or those seeking a fun, communal sleeping arrangement. Two convenient powder rooms are located on the main level, ensuring ease and comfort for all visitors.brbrThis home is ideally located to explore all that the Hamptons have to offer. Stroll into Sag Harbor Village and discover a charming array of boutiques, art galleries, and coffee shops. Savor an exquisite meal at one of the town's acclaimed restaurants, or enjoy a leisurely day at the nearby beaches, just a short drive away. Spend an afternoon exploring the vibrant local art scene or take in a breathtaking sunset by the marina. Whether guests seek relaxation, adventure, or a bit of both, this modern, resort-style retreat provides the ultimate Hamptons getaway.brbrThis property has a max occupancy of 10brbrBedroomsbrbrBedroom 1 - First Floor Guest: One Queen Bed, First Floor/Main Floor, Air Conditioning, Ensuite Bathroom, Streaming TV, ClosetbrbrBedroom 2 - Second Floor Guest: One Queen Bed, 2nd Floor, Air Conditioning, Ensuite Bathroom, Standard ClosetbrbrBedroom 3 - Primary: One King Bed, 2nd Floor, Air Conditioning, Ensuite Bathroom, Streaming TV, Closet, Balcony/DeckbrbrBedroom 4 - Basement Bedroom: One Queen Bed, Lower Level, Air Conditioning, Streaming TV, Standard ClosetbrbrBedroom 5 - Basement Bunk Beds: Four Bunk Beds, Lower Level, Air Conditioning, Standard ClosetbrbrBathroomsbrbrBathroom 1 - Guest Ensuite: Full Bath, First Floor/Main Floor, Ensuite, ShowerbrbrBathroom 2 - Guest Ensuite: Full Bath, 2nd Floor, Ensuite, Shower/Tub CombobrbrBathroom 3 - Primary Ensuite: Full Bath, 2nd Floor, Ensuite, ShowerbrbrBathroom 4 - Basement Hall: Full Bath, Lower Level, ShowerbrbrFirst Floor Powder Room: Half Bath, First Floor/Main FloorbrbrFirst Floor Powder Room: Half Bath, First Floor/Main FloorbrbrTVsbrbrBedroom 1 - First Floor Guest: StreamingbrbrBedroom 3 - Primary: StreamingbrbrBedroom 4 - Basement Bedroom: StreamingbrbrOutdoors & Pool/SpasbrBalcony, Deck/Patio (Covered), Grill (Gas), Outdoor Shower (Hot + Cold Water), Lounge Chairs, Patio Furniture (Table, Chairs), Fence Around The Yard, Fire Pit, Private Pool (Heated, Outdoor, Freshwater)brbrAmenitiesbrUsable Fireplace, Air Conditioning (Central Air), Dryer, Heating, Washer, Gym/Fitness Room (Stretching / Yoga Mat), Garage, Living Room, Parking, Microwave, Pool Table, Television (Main Living Room), Private Entrance, Kitchen, Carbon Monoxide Detector, Smoke Detector, Hot Water, Refrigerator, Oven, Stove, Dishwasher, Smart TV, Wine Fridge, Ice Maker, Laptop-Friendly Workspace, Bed Linens, Bath Towels, Pool/Beach Towels, Internet (Wifi), Essentials, Coffee (Pot, Other), Dishes and Silverware, Speaker System (Sonos)brbrLocationbrbrNearby Beaches:brFoster Memorial Town BeachbrSagg Main BeachbrOcean Road BeachbrbrNearby Grocery Stores:brSag Harbor Farmer's MarketbrSchiavoni's MarketbrProvisions Natural Foods MarketbrbrNearby Restaurants and Bars:brMurf's Backstreet TavernbrEstia's Little KitchenbrMJ DowlingsbrEds Lobster BarbrThe Dock HousebrLe BilboquetbrDOPO La SpiaggiabrbrOther Location Information:brSag Habor State Golf CoursebrElizabeth A Morton National Wildlife RefugebrbrOther FAQ'sbrbrBackyard Fenced In: YesbrbrSuitability: Primary renter must be at least 30 years old.brbrPet Policy: Pets are strictly prohibited at this property.brbrUtility Disclaimer:brUtility fees are included in the total rental amount. The guest shall be responsible for the costs associated with excessive usage of utilities during the term of the reservation. Excessive usage is defined as utility costs over $100.00 per night of the reservation.brbrCleaning Disclaimer: One light cleaning per every eight (8) nights booked, and one end of stay cleaning is included in the reservation total. Guests may request additional cleanings at their expense.brbrSpecial Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed.brbrPool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking.brFor energy conservation purposes, the pool heater may only be operational from 8am to 6pm.brbrOff-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking.brbrPayment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Marquis will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners'). Should Marquis be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Marquis is notified in writing 72 hours or more prior to the start of the reservation.brbrNote: All payments must be made prior to check-in.brbrVRBO charges the guest directly for their service fee and applicable taxes, while StayMarquis charges separately for the rental rate. As a result, you will see two separate charges at the time of booking-one from VRBO and one from StayMarquis.brbrIf there is a second installment, it will be collected directly by StayMarquis shortly after the first installment.brbrPayment Method: Balance payments made with credit card are capped at $3,500. Payments over $3,500 shall be made by check, ACH or wire.brbrSecurity Deposit Disclaimer: A refundable cash security deposit of 15% is required for this property. Information with respect to the payment and administration of the security deposit is governed by a separate Security Deposit Agreement between owner and guest, that shall be signed by both parties prior to check-in.brbrThe guest experience for this property is managed by StayMarquis, a local vacation rental management company. By booking this property, you will receive a dedicated Guest Experience Manager who can help facilitate any request, from grocery shopping to organizing a private chef. You will also have access to 24/7 support that can assist with any question that might arise during your stay. It is important to note that any maintenance tasks are performed by the owner of this property.brbrShowings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Bed

Bath

Sleeps

$1347.46

/ Nightly

Private Vacation Home

Coastal-style home with open-floor plan, ample natural light, blocks away...

Sag Harbor, New York, United States

Please note that a reservation for this property needs to be approved before it is confirmed.brbrRobeson RetreatbrbrCoastal-style home with open-floor plan, ample natural light, blocks away from downtown Sag Harborbrbr4BR/3BA - Newly renovated kitchen, renovated back-deck, cozy gas fireplace, Sonos speaker system, ping pong table, large grass yard and more!brbrThis coastal-style home contains everything a small group of friends or family could need to escape the hustle and bustle of everyday life. Decorated with the utmost charm, each space in this home is well-curated and polished to perfection. Thanks to the open-floor plan, the kitchen, living room, and dining are are all within the same, warm & inviting space. The living room contains two, deep-seated couches, a coffee table, a Smart TV, and a cozy fireplace for cool Summer evenings. Joyous, little beach signs and photos of the shore hang all throughout the home causing guests to immediately feel at ease upon entering. The dining room, complete with a lovely sailboat painting and a wooden, rectangular table set for six, is situated right next to the kitchen and sliding-glass door leading to the back deck. Undoubtedly ideal for meal times, this table also serves as a work-from-home location if need be. The Kitchen provides as much fashion as it does function, featuring brand new stainless-steel appliances and quartz countertops. This bright, vibrant space will make cooking a delight whether preparing a meal for one or entertaining dinner guests.brbrEnjoy a cup of coffee and a book on the newly renovated back-deck as the sun reaches its peak, lounge in the hammock, explore the beautiful and large grass backyard for outdoor fun, or retire there for the evening for some quality time with friends and loved ones as pastel colors paint the sky. Being a mere few blocks away, venture to downtown Sag Harbor for some sight-seeing, shopping, and dining in local restaurants. Upon returning home, head downstairs to nuzzle into the grand sectional for a good movie before retiring to one of the wonderfully decorated bedrooms for a peaceful nights sleep. With ample seating space for meal times, working-from-home, and/or movie nights, this welcoming, bright and airy home will allow you to live out your getaway dreams.brbrThis property has a max occupancy of 8brbrBedroomsbrbrBedroom 1 - Master: One Queen Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Standard ClosetbrbrBedroom 2: Two Twin Single Beds, First Floor/Main Floor, Air Conditioning, Standard ClosetbrbrBedroom 3: One Double/Full Bed, First Floor/Main Floor, Air Conditioning, Standard ClosetbrbrBedroom 4: One Queen Bed, Lower Level, Air Conditioning, Standard ClosetbrbrAdditional Sleeping Space 1 - Rec Room: One Queen Bed, Lower Level, Air Conditioning, Closet, PrivacybrbrBathroomsbrbrBathroom 1: Full Bath, First Floor/Main Floor, Ensuite, ShowerbrbrBathroom 2: Full Bath, First Floor/Main Floor, ShowerbrbrBathroom 3: Full Bath, Lower Level, ShowerbrbrOutdoorsbrDeck/Patio (Uncovered), Patio Furniture (Table, Chairs), Grill (Gas), Beach Chairs (4 Chairs), Beach Toys, Fire Pit (Wood-Burning), Beach UmbrellabrbrAmenitiesbrBed Linens, Bath Towels, Pool/Beach Towels, Hair Dryer, Iron/Ironing Board, Washer, Dryer, Air Conditioning (Central Air), Heating, Hot Water, Kitchen, Stove, Oven, Refrigerator, Ice Maker, Dishwasher, Microwave, Coffee (Keurig), Toaster, Blender, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Television, Smart TV, Speaker System (Sonos), Usable Fireplace (Gas-Burning), Laptop-Friendly Workspace, Pots and Pans, Essentials, Parking, Carbon Monoxide Detector, Smoke Detector, Fire ExtinguisherbrbrLocationbrbrNearby Beaches:brTides Beach - .5 milesbrHaven's Beach - .5 milesbrLong Beach - 3 milesbrSagg Main - 6.5 milesbrbrNearby Grocery Stores:brSchiavonis - 1 milebrCromer's Market - 4.5 milesbrKing Kullen - 6.5 milesbrbrNearby Restaurants and Bars:brLess than a mile to a bunch of excellent restaurants and bars in the Sag Harbor VillagebrbrOther Location Information:brLess than a mile walk into Sag Harbor VillagebrbrOther FAQ'sbrbrBackyard Fenced In: YesbrbrEstimated Square Footage: 3,000brbrSuitability: Not handicap accessible.brPrimary renter must be at least 30 years old.brbrPet Policy: Pets are strictly prohibited at this property.brbrUtility Disclaimer:brUtility fees are included in the total rental amount. The guest shall be responsible for the costs associated with excessive usage of utilities during the term of the reservation. Excessive usage is defined as utility costs over $65.00 per night of the reservation.brbrCleaning Disclaimer: One light cleaning per every eight (8) nights booked, and one end of stay cleaning is included in the reservation total. Guests may request additional cleanings at their expense.brbrAdditional Guests: Additional guests are prohibited unless express approval is provided. An additional guests fee of $100.00 per person per night may be required.brbrEvents Policy: Events are prohibited unless express approval is provided.brbrSpecial Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed.brbrOff-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking.brbrPayment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Marquis will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners'). Should Marquis be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Marquis is notified in writing 72 hours or more prior to the start of the reservation.brbrNote: All payments must be made prior to check-in.brbrVRBO charges the guest directly for their service fee and applicable taxes, while StayMarquis charges separately for the rental rate. As a result, you will see two separate charges at the time of booking-one from VRBO and one from StayMarquis.brbrIf there is a second installment, it will be collected directly by StayMarquis shortly after the first installment.brbrPayment Method: Balance payments made with credit card are capped at $3,500. Payments over $3,500 shall be made by check, ACH or wire.brbrSecurity Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement.brbrThe guest experience for this property is managed by StayMarquis, a local vacation rental management company. By booking this property, you will receive a dedicated Guest Experience Manager who can help facilitate any request, from grocery shopping to organizing a private chef. You will also have access to 24/7 support that can assist with any question that might arise during your stay. It is important to note that any maintenance tasks are performed by the owner of this property.brbrShowings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Bed

Bath

Sleeps

$3586.99

/ Nightly

House Boat

*SAIL* YOUR OWN PRIVATE YACHT ! DAYSAILS ON HAMPTONS #1 CATAMARAN

Sag Harbor, New York, United States

SAILACAT is pleased to offer a DAY SAILS aboard a luxury Sailing Catamaran mid June to Labor Day. Rates are $900/ hr plus 20 service fee . There is a 4 hour minimum on sails Thursdays through Sundays. brWe sailbr10am -2pmbr3pm-7pm brDaily brOur most popular offering is the 4 hour sail with Beach swim break & water toys. br2- 12 guest Max. brSUP’s , swim noodles, included along with a huge cooler & fresh ice. brDaysails & Sunset cruises are extremely popular and we are the best rated charter in the Hamptons many years running. Our charters are a unique way to experience the charm of the Hamptons. Join us aboard and see why most of our guests are repeat customers or referrals from guests / families who sail with us year after year. We look forward to giving you our best! brbrbrKeywords: Waterfront,Yacht, Boat, Hamptons, Bahamas, Charter, Bareboat, Sailing, Catamaran, New York, Sag Harbor, East Hampton, Shelter Island, Exuma, Carolina, Bed and Breakfast,Boatel Accommodations,bnb, sea school

3

Bed

2

Bath

12

Sleeps

$1042.04

/ Nightly

Private Vacation Home

Sagaponack home with fenced-in Pool. Ideal for young kids.

Sag Harbor, New York, United States

Sagaponack Barn Style home with bright open spaces offers a private country setting near the beach. The main house features an open living room with vaulted ceiling, dining area, country kitchen, 3 bedrooms (including a 2nd floor master suite), charming back porch, and expansive grounds. In addition there is an oversized detached garage with a guest house featuring loft bedroom with two double beds and full bath. Each room has its own unique charm and is decorated with antiques, art, and custom made rugs. The main level is comprised of an amazing London style gourmet kitchen with all high end appliances. The great room features double height ceilings with wooden beam accents which connects to a comfortable sitting room. The second story landing has a long sitting nook overlooking the great room. The master has a private landing as well as a large dual bath. The lower level is completely finished and decorated to the same level of detail as the rest of the home. It has one en suite bedroom, perfect for a nanny or housekeeper. The detail extends to the grounds, pool, and pool house. The landscaping is professionally done with specimen trees and meticulous detail. In the Hamptons, location is key. The house is perfectly situated offering easy access to Easthampton, Bridgehampton and Sag Harbor.

5

Bed

3

Bath

10

Sleeps

$2590.32

/ Nightly

Private Vacation Home

SAG HARBOR - HAMPTONS OASIS 6+ ACRES WITH POOL & TENNIS

Sag Harbor, New York, United States

Stroll into Sag Harbor Village and/or the Private Village Park, at the option of the renter, you may use and enjoy a game of tennis on your own private Har-Tru Tennis Court. As the owner is a former pro tennis player, he keeps the court in pristine condition and the court has a generous extended side and backcourt running room for the most advanced play. The gently sloped estate has a winding driveway that leads to a four bedrooms on the primary floor, plus upstairs separate study and guest room, three and one half-bath, post-modern and approx. 5000+/- sq.ft. home and 4 car parking area, with additional visitors parking area . brbrThe Space:brbrDouble entrance doors open into a five-columned, spectacular three-story cantilevered ceiling Great Room - living room with slate fireplace, flat screen mounted above fireplace entertainment center, restored antique mahogany baby-grand piano for sing-alongs, and two overstuffed queen-size convertible couches and matching chaise lounge. Bricked patio-terrace, newly lined heated pool, and newly laid Har-Tru tennis court, all accessed through living room or master suite with four French doors. Antique style wood dining room table from Europe which seats twelve, wood paneled grandfather clock and breakfront. Large country kitchen with all new stainless-steel appliances including a working range island. 7.4-foot farmer's kitchen table seating up to ten. brbrThere are two separate bedroom areas: the private master bedroom wing and a separate guest bedroom wing, both on the same level. The two wings are separated by the Great Room - living room and formal dining room. The master bedroom suite features marble bath with separate shower stall and Jacuzzi tub, Biedermeier style massive king four-poster bed, kiln-dried pine love seat and entertainment center hutch. The 3 additional bedrooms are located in the separate guest wing all on the first floor set up as follows: King; two stacked Full; 2 Twins. On an upper second floor level, there is an additional open area that serves as a home office-guest room. brbrLocation & Activities:brbrWhile the premises are serene and quiet, set back from the road, it is useful to know that it is situated ideally for easy access to all 4 of the main Hampton Villages (Sag Harbor, Southampton, Bridgehampton, East Hampton). The location is the absolute best — one can drive easily on backroads everywhere in the East End/Hamptons (so there no need to be on summer season's congested Route 27 . It is minutes drive to the Great Peconic Bay beaches and also the Atlantic Ocean beaches, 10 minutes walk to Sag Harbor Village, safely on one of the few sidewalks for homes outside of the Village , Alternatively, one can drive to Village in less that two minutes. brbrFor anyone with children, the ability to walk safely on a short three minute sidewalk stroll to Mashashimuet Park. The famous private park features a wonderful children’s playground, pickleball and tennis & also has a beautifully maintained old fashioned wooden covered grand stand manicured grass field baseball park (where Carl Yastremski, a famous historical professional ball player played). There are semi-pro baseball games played throughout the Season which are good fun for adults and children to attend in the late afternoons, certain days of the week, when there are games played. The polo matches during the season are minutes drive from the property. There are evening community band evenings once a week by the water in the Village. brbr _____________brbrThis home gets high marks for its amenities, exclusive private property, exceptional central location, close to parks, shopping, easy walking distance to Sag village, harbor and bay beaches and readily accessible to all the major Hampton East End town villages.brbrOther Things to Note:brbrOwner and renter are to chat by telephone in advance of the estate rental to answer question and discuss rental. brbrSecurity required depends on the length of stay. Separate tenant’s insurance policy is required and provided by All State Insurance Company.brbrThere is a cleaning service that comes in weekly and deep clean at end of stay.brbrLocal law prohibits the residence to be used as a party house and occupancy is accordingly limited in conformance with local law.brbrAs to a pets, if approved by owner in advance, are welcomed . Pet fee is $300 per week plus Pet SecuritybrbrThere is a supplemental agreement provided by owner directly to renter, regarding all of the above, to be executed before tenancy.

Bed

Bath

Sleeps

$832.39

/ Nightly

Private Vacation Home

The Perfect Sag Harbor Retreat!

Sag Harbor, New York, United States

If you want to have a sense of getting away from it all, and yet be right around the corner from the action, this is the perfect home for you. Located in Sag Harbor, the best way to describe this home is what people say after they have stayed.....and that is.... I don't want to leave. It's a unique balance of nature all around you, while enjoying all the impeccably planned comforts of a well appointed home. There is a 2000 SF deck which encompasses the 36' heated pool, outdoor seating area, 8 loungers, plus outdoor dining table and chairs. Both bathrooms were recently gut-renovated, and the kitchen was also just meticulously gut renovated and includes a 48 Thermador Pro-Grand professional range.

3

Bed

2

Bath

6

Sleeps

$2571.34

/ Nightly

Private Vacation Home

Renovated Beach House mins from Sag Harbor Village & 20 mins to Shinnecock Hills

Sag Harbor, New York, United States

Fully renovated beach house. Wrap around screened in porch, perfect for relaxing with morning coffee or afternoon cocktails or dining al fresco. In ground 20 x 30 heated saltwater gunite swimming pool with full sun all day. 2 king size beds with en suite bathrooms. Chef's kitchen with stainless steel appliances. Downstairs media room with bar. Peaceful and tranquil neighborhood minutes from Long Beach and Sag Harbor Village.

4

Bed

3

Bath

7

Sleeps

$6000.12

/ Nightly

Private Vacation Home

Joels Lane by Rove Travel - Home w/ Heated Pool, Sauna, Gym

Sag Harbor, New York, United States

Summary:brbrWelcome to Joels Lane, a Rove Travel Home!brbrbrbrRove offers beautifully designed residences with the quality and care of a 5-star hotel.brbrbrbrThe Space:brbrWelcome to Joels Lane, a newly completed designer home just blocks from the heart of Sag Harbor Village. This five-bedroom, five-and-a-half-bathroom retreat spans over 3,700 square feet across three levels and was recently featured in Architectural Digest for its refined interiors and custom furnishings. At the center of the home is a light-filled great room with soaring ceilings, which flows into a cozy den, a formal living room with fireplace, and a chef’s kitchen with premium appliances and a spacious center island. The adjacent dining room features generous seating and a marble wet bar with sink, ideal for hosting.brbrbrbrThe main-level primary suite includes a spa-style bathroom with soaking tub, double vanities, and a walk-in closet. Upstairs, there is one ensuite guest bedroom along with two additional guest rooms that share a full bathroom. The finished lower level offers a private movie theater, game room with a ping pong table, home gym, sauna, full bathroom, and a fifth bedroom. A lounge with sleeper sofa adds flexible space for guests or a home office setup.brbrbrbrOutdoors, enjoy the heated saltwater gunite pool with automatic cover, pool bath with kitchenette, and a spacious patio and lawn for lounging or dining under the sun. Located on a quiet street just a short stroll from Main Street Sag Harbor, the home is also close to a park, playground, and tennis courts. As part of your stay, a private 4-hour boat charter is included. Enjoy sunset cocktail cruises, fishing, waterfront dining, trips to secluded beaches, and excursions to Montauk, the North Fork, and Shelter Island.brbrbrbr---brbrpbRoom Configuration:/b/pbrbrPrimary Bedroom: 1 king bedbrbrSecond Bedroom: 1 full bedbrbrThird Bedroom: 1 full bedbrbrFourth Bedroom: 1 full bedbrbrFifth Bedroom: 1 king bedbrbrbrbrpbAmenities:/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 Pets require an approval from the ownerbrbrbrbrpbHome Truths:/b/pbrbrOur partner offers private boat charters for sunset cruises and weekend getaways for an additional fee. Costs will be paid directly to them.brbrbrbrPlease note that our partner host requires all guests to sign a separate rental agreement after a booking is confirmed. This applies to all reservations at this home.brbrbrbrPlease note that mid-stay cleans can be arranged upon request with our partner for an additional $320 fee. Cleaning costs will be paid to them directly.brbrbrbrThe Neighborhood:brbrSag Harbor is a charming and historic seaside village known for its rich maritime heritage, quaint streets lined with boutique shops, art galleries, and top-tier dining. With its picturesque harbor views and relaxed, sophisticated atmosphere, Sag Harbor offers a perfect blend of coastal elegance and small-town charm, making it an ideal retreat for those seeking a quintessential Hamptons experience.brbrbrbrOther Things to Note:brbrPets are allowed with approval and a one time $150 charge. 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 $1,000 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.

Bed

Bath

Sleeps

$3313.68

/ Nightly

Private Vacation Home

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

Sag Harbor, New York, United States

Stunning Modern Estate in Sag Harbor – Fully Renovated in 2023-24brbrWelcome to your private oasis in Sag Harbor. This luxurious, fully renovated $1.5M modern estate sits on 2.4 serene acres and offers the ultimate Hamptons experience with five spacious en-suite bedrooms with balconies (plus a sixth bedroom/den), office, six full baths, and exceptional indoor-outdoor living.brbrProperty Highlights:brA truly exceptional estate designed for unforgettable family gatherings. The expansive grounds of this midcentury modern estate overlook the golf course and are framed by mature trees, offering a balance of privacy, dappled shade, and open vistas. Each bedroom is a private retreat, featuring an en-suite bathroom, blackout shades, a TV, and its own balcony—perfect for relaxing in comfort and style.brbr• Resort-Style Amenities: Private tennis court. Heated saltwater pool with a safety cover offers multiple seating areas and sweeping views of the golf course, hot tub, pool house, sauna, and state-of-the-art gym.brbr• Family-Friendly Features: Thoughtfully equipped for families, the home includes safe PVC swing sets, a charming playhouse, highchairs, cribs, and a wide selection of children’s books, toys, and games. Beach essentials—chairs, towels, and toys—are also provided. For all ages, enjoy a chess table, full library, and a variety of board games for relaxed indoor fun.brbr• Entertainment-Ready: brEvenings come alive around the illuminated pool, where guests can grill in the fully equipped outdoor kitchen with a central propane line, unwind on the expansive pool deck, and enjoy music under the stars. Whether it’s a friendly game of basketball, a lively pool match in the finished basement game room, or simply gathering with friends for food and laughter, this home is designed for unforgettable entertaining.brbr• Gourmet Living: Eat-in chef’s kitchen and formal dining room, perfect for hostingbrbr• Elegant Comfort: Each bedroom features a private balcony, blackout shades, a flat-screen TV, and a luxurious en-suite bath, offering a personal retreat for every guest. The open-concept living spaces are furnished with high-end designer pieces, blending refined style with inviting comfort.brbr• Tech & Connectivity: High-speed internet with whole-house WiFi, cable HDTV, wireless speaker system controlled by iOS/Android throughout the home and pool areabrbr• Convenience & Luxury: Four-zone central air and heating, elevator, and a dedicated office space for remote work or studybrbrWhether you're gathering with family, hosting friends, or seeking a peaceful retreat, this home blends luxury and comfort in one of the most desirable locations in the Hamptons.

Bed

Bath

Sleeps

$1211.05

/ Nightly

Private Vacation Home

Sag Harbor - Beautiful 5BR, 3.5BR home with heated pool, wooded private backyard

Sag Harbor, New York, United States

Sag Harbor Oasis!! Beautiful 5 bedroom, 3.5BR home on private wooded lot with heated pool brbrThe home provides for ample space and privacy across floors. The first floor is open plan and awash in light. There are full windows along the back wall and french doors leading to a 1000+ sqft deck overlooking the pool.brbrThe upstairs King master bedroom has a crib and shares a bathroom (with tub) with the other upstairs bedroom (with 2 double beds).brbrThe mid-level master King suite features a 70 inch free standing soaking tub and separate shower en suite, and is a short flight of stairs up from the first floor. Suite has an exercise bike.brbrFinally, the two lower level bedrooms both have double beds and share a brand new beautiful bathroom with a shower. The unfinished basement has a washer/dryer. brbrThe home is centrally located to most attractions in the Hamptons. It is a quick ~7 minutes to Long Beach (Foster Memorial) and ~15 mins to Sag Harbor town, with its amazing restaurants and shopping (we are happy to provide recommendations!). The home is also ~ 15 mins to Southhampton, with Wolffer Estate, Duckwalk Estate, Hank's Pumpkin Farm and Flying Point Beach amongst popular destinations.brbrPlease note - we do not rent to people under the age of 28 years old and there are no parties allowed, and for short term rentals, pool heat is metered separately (should you choose to use it - it is often not necessary).br

5

Bed

3

Bath

10

Sleeps

$2034.08

/ Nightly

Private Vacation Home

Sag Harbor Beach Retreat

Sag Harbor, New York, United States

brTucked inside the private Ninevah Beach community, this Sag Harbor home is the kind of rental families book once—and try to rebook every summer. You’re a short walk to Ninevah Beach for calm bay swims and sunset strolls, about a mile to Sag Harbor Village for boutiques, coffee, and dinners, and minutes to East Hampton. You’re also minutes from the Sag Harbor Golf Course, close enough for an early tee time without giving up the quiet.brbrInside, the home is built for together time and breathing room—multiple levels, multiple hangout zones, and thoughtfully placed bedrooms so everyone can relax on their own schedule.brbrWhy guests love itbr* Private community beach access (Ninevah)—easy, spontaneous beach daysbr* Backyard Reserve views that make mornings slower and evenings goldenbr* Large rooftop deck with lounge seating + hot tub vibes for all-day resort energybr* Fully enclosed, private backyard—perfect for kids, coffee, and post-beach unwindingbr* A Fully Stocked Chef’s kitchen with an induction cooktop, European-style Bosch appliances, and a Sub-Zero fridge.br* A Summer kitchen on the lower level, perfect for hosting, with a full-size fridge, a speed oven, and a two-burner induction cooktop.br* Large second-floor deck with outdoor seating + gas BBQ grill br* Bright living room with gas fireplacebr* Walkout lower level has a spacious media lounge with a extra large TV, gas firplace and compfrtable seating.br* Fully enclosed private backyard with alfresco dining, a gas fire pit, and ample lounge seatingbr* Lower Level: Media lounge with a extra large TV, br* Design-forward, deeply comfortable, and made for effortless living: beach mornings, village afternoons, and fire pit nights.brbrTucked inside the private Ninevah Beach community, this Sag Harbor retreat is the kind of home families book once—and try to rebook every summer. You’re a short walk to Ninevah Beach for calm bay swims and sunset strolls, about a mile to Sag Harbor Village for boutiques, coffee, and dinners, and minutes to East Hampton. You’re also just minutes from the Sag Harbor Golf Course—close enough for an early tee time without giving up the quiet.brbrInside, the home is designed for together time and breathing room: multiple levels, distinct gathering spaces, and thoughtfully placed bedrooms so everyone can unwind on their own schedule.brbrWhy guests love itbr* Private community beach access (Ninevah) for effortless, spontaneous beach daysbr* Nature reserve views that make mornings slower and evenings goldenbr* Expansive rooftop deck with lounge seating and hot tub for all-day relaxationbr* Fully enclosed, private backyard—perfect for kids, morning coffee, and post-beach downtimebr* Fully stocked chef’s kitchen with induction cooktop, European-style Bosch appliances, and a Sub-Zero fridgebr* Lower-level summer kitchen, ideal for hosting, with a full-size fridge, speed oven, and two-burner induction cooktopbr* Large second-floor deck with outdoor seating and gas BBQ grillbr* Bright living room with a cozy gas fireplacebr* Walkout lower level featuring a spacious media lounge with an extra-large TV, a gas fireplace, and comfortable seatingbr* Backyard set for entertaining with alfresco dining, a gas fire pit, and ample lounge seatingbrbrDesign-forward, deeply comfortable, and made for effortless living.

4

Bed

5

Bath

8

Sleeps

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