Vacation Rentals By Owner In Sag Harbor, NY

Showing 40 Of 247 Vacation Rentals

$1135.13

Charming Sag Harbor Cottage by the Beach!

Sag Harbor, New York, United States

Gorgeous 2 bedroom, 1 bath cottage a stones throw away from Long Beach in Sag Harbor. Perhaps the greatest (definitely the most charming) village in The Hamptons, Sag Harbor is just a 5 minute drive (or bike ride) away!brEnjoy breakfast on the patio, walk down to the beach for the afternoon, and grab drinks and dinner in town.

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Sleeps

Exceptional(2)

$314.19

/ Nightly

Bed & Breakfast

sunset bikes and kayaks in the village

Sag Harbor, New York, United States

Charming location within walking distance of the shops and restaurants.brHelpful hosts with local knowledge.brYour host, the captain is available for the best boat charters in Sag Harbor.brFully air conditioned.

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Sleeps

Exceptional(25)

$257.06

/ Nightly

Bed & Breakfast

Room 1 queen bed on waterfront + bikes and kayaks

Sag Harbor, New York, United States

Historic waterfront home in historic Sag Harbor.brWalking distance to restaurants and shops.brfree Bikes and kayaks. Large room with queen bed and pullout sofa. The hosts will tell you all there is to do in the area.

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Sleeps

Exceptional(5)

$1275.8

/ Nightly

Private Vacation Home

Paddle board Beach Sunsets Fine dining Vineyards This is the ideal getaway.

Sag Harbor, New York, United States

Quaint, relaxing beach retreat with heated outdoor pool, paddle boards and bikes for a weekend getaway. First level has a Queen bedroom and Full Bathroom, upstairs is the primary King Bedroom with a sofa bed with ensuite bathroom, 2 bedrooms with 2 twin beds and a shared bathroom. With close proximity to all of the Hamptons, have your choice of towns to visit. Vineyards, beaches, Sag Harbor town or just stay mellow and watch the spectacular sunsets from the beach.

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$3297.25

/ Nightly

Private Vacation Home

Gatherings by Pool!

Sag Harbor, New York, United States

Open floor plan in this gathering house makes a great place to be together. Spacious kitchen with center island. Two dining areas, Large living room plus TV area. Lots of room to relax and unwind.brSliders lead to sunny courtyard with big deck surrounding pool. We have many lounge chairs and patio sets. Clay tennis court beyond. Minutes to bay, Sag Harbor Village, Bridgehampton and ocean beaches. brSeparate poolhouse not included. Property manager may be on site.

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Sleeps

$1094.41

/ Nightly

Private Vacation Home

SAG HARBOR PRIVATE BEACH ON NOYAC BAY! BOOK NOW! THIS SUMMER SPECTACULAR VIEWS!

Sag Harbor, New York, United States

WELCOME TO SUN N' FUN ON BEAUTIFUL NOYAC BAY!brbrLook no further. This is where you want to be. Get out of the city and head out to your own private beachfront property. Whether you're alone seeking a quiet getaway, a couple on a romantic retreat, or a family on summer vacation, this is the place for you! This charming three bedroom cottage sits on a 10,000 square foot lot, with a bulkheaded beach extending over 130’ across. That’s a lot of beach! The bay is excellent for all levels of swimming. The water is always warm. You can go paddle boarding, sailing, jet skiing, and fishing. At low tide, stroll out on the sandbar to go shelling or dig up bucket loads of clams right in front of the house. The property offers expansive views from Jessup’s neck to Long Beach with gorgeous sunrises and sunsets. Boats and other watercraft can be rented from the neighborhood marina. Read and relax on the beachfront patio or dine on the deck facing the bay.brbrUPDATE:br* RECENTLY FRESHLY PAINTED INSIDEbr* VINYL FLOORING INSTALLED.br* NEW BEDROOM FURNITUREbr* AIR CONDITIONERS W/REMOTE CONTROL IN EACH BEDROOMbr* CEILING FANS IN EACH ROOMbr* NEW WATER HEATERbr* NEW WASHING MACHINEbr* NEW 55 SMART SAMSUNG LIVING ROOM TV AND NEW 27 IN MASTER BEDROOMbr* NEW HUGE BARBEQUEbrbrThe eat-in kitchen has Formica counter tops and a ceramic tile floor and is fully stocked with tableware, cooking utensils, pots & pans, blender & coffee maker. There is a built-in microwave, refrigerator/freezer, electric range/oven and dishwasher.brbrThere is one indoor newly renovated bathroom. There is also a nice and spacious outside shower. There are three bedrooms, each with their own brand new air conditioner, and all three bedrooms have flat screen Smart TVs, as well as the Living Room. You'll have free access to Optimum's highest speed WI-FI (1GB). All linens and bedspreads are provided. The washer and dryer are located outside near the outdoor shower and garage. brbrThe living room has two sofas and furniture with a nice size dining table that will accommodate 6. The views from the dining area are spectacular. There’s parking for two cars in the driveway, one behind the other, and you can also park another car along the front of the property. Great Italian, Seafood, and Steakhouse Restaurants, a marina, liquor store, grocery, deli, salon and famous Trout Pond are less than a 3 minute drive or a leisurely 10 minute walk. The town of Sag Harbor village is 5-10 minutes away. Bridgehampton and the Long Island Railroad are 15 minutes.brbrA Neighborhood Description about Sag Harbor:brSag Harbor / Noyac has a history dating back to the 1600's & during the first half of the 19th century was the whaling capital of the United States. During modern times Sag Harbor has evolved into a major tourist attraction drawing visitors from around the world. The Sag Harbor / Noyac area offers beaches, parks, playgrounds, entertainment facilities, fine restaurants and marinas. Everyday shopping is available on Main Street in Sag Harbor and at the Bridgehampton Commons on Montauk Highway.

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Sleeps

Exceptional(13)

$485.57

/ Nightly

Apartment

Romantic Studio Cottage, Walk to Town

Sag Harbor, New York, United States

A romantic hideaway in Sag Harbor's historic district, within easy walking distance of Main Street. This sweet studio guesthouse is perfect for two, with its own private entrance. In addition to the studio living space, it features a well-stocked kitchenette, full bathroom (shower only), cozy electric fireplace, and comfy queen-size Murphy bed. Free WiFi included. brbrIMPORTANT NOTES: Available for weekends stays only.brbrPlease note that parking is available for ONE car only, and is street-side, just past the cottage. No driveway parking is available.brbrDuring peak season (Memorial Day - Labor Day), we cannot accommodate early check-ins or late checkouts. Unapproved early check-ins or late checkouts will be subject to an additional fee. Thank you for understanding. brbrPlease note we cannot provide beach passes, as they are non-transferable. Day passes can be purchased at the local beaches.brbrWe cannot allow pets, no matter how small, well-behaved or non-shedding. Thank you for understanding.brbrPlease review our house rules and rental agreement before requesting a booking. Thank you.

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Sleeps

$183.9

/ Nightly

Private Vacation Home

Luxury 1BR Townhouse in Sag Harbor • Walk to Dining & Waterfront

Sag Harbor, New York, United States

Enjoy a stylish and sophisticated stay in the heart of downtown Sag Harbor. This beautifully designed townhome is just steps away from the village’s acclaimed gourmet restaurants, boutiques, galleries, and waterfront — offering the perfect blend of luxury and convenience.brbrThe newly built home features 1 elegant bedroom with a queen size bed, one sofa bed and a full size bathroom. brbrModern, light-filled interiors, premium finishes, and a prime location make this the perfect retreat for couples, small families, or anyone looking to experience Sag Harbor’s charm with all the comforts of home.

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$569.67

/ Nightly

Condo

Waterfront 2BR/3BA Sag Harbor Village Rooftop Penthouse

Sag Harbor, New York, United States

Never-lived-in, 2 BR 3 Bath waterfront, rooftop Penthouse condo with huge 600 sq ft deck in the heart of the village! Enjoy front and center views of Sag Harbor and stunning sunsets upon your own perch overlooking the attractive yachts. Arguably the best central location in all of Sag Harbor Village. If you want an, “Oh Wow!” feeling every day you go to the kitchen or den and look outside, this condo is for you. 2 En-suite bedrooms, one with a queen bed, the other with two twins to combine to a king.

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Bath

Sleeps

Exceptional(2)

$2549.41

/ Nightly

Private Vacation Home

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

Sag Harbor, New York, United States

Your cozy getaway awaits in Sag Harbor at this lovingly maintained, custom-designed, & sun-filled 3100-square-foot home. This house was completely renovated in 2022. Sleeps upto 10 guests with 5 bedrooms, 3 bathrooms, a finished basement, high ceilings, central air, deck, garage, pool house and a heated Gunite's pool and spa on .66 acres. Directly across the street, which ends at a cul-de-sac, is access to the Peconic River. The property is part of North Haven Manor, originally the estate of Nathaniel Hawthorne's son Julian. All of the houses, including this one on Mashomuck, have been renovated or totally rebuilt during the last two decades. Two residents-only beaches are available offering bathing and mooring rights. It's a terrific spot for an evening of clamming or crabbing. Sunrises and sunsets are never lovelier here in this small peninsula village surrounded by Shelter Island Sound and Sag Harbor Cove. Right across the bridge, downtown Sag Harbor features shops, restaurants, music, theater, and more along its historic main street. If you have not yet had the pleasure of visiting peaceful, scenic North Haven, now is the time. Beware, though: you may not be able to leave.

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Sleeps

Exceptional(2)

$1348.28

/ Nightly

Private Vacation Home

Beautiful newly renovated house with hot tub

Sag Harbor, New York, United States

New to the rental market, this beautiful house with lots of privacy on 2.3 acres with a large, heated saltwater pool, great deck and hot tub. The house offers three bedrooms, plus the possibility to accommodate two additional guests on a futon on the gallery (open to the living room). On the ground floor is a master bedroom with an ensuite bathroom whereas the upstairs bedrooms share one bathroom. The living room opens up to a large deck with BBQ in a very private, serene setting surrounded by nature.brbrRental permit pending

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$867.75

/ Nightly

Cottage

Charming 2-bedroom cottage in Sag Harbor with AC, WiFi

Sag Harbor, New York, United States

brThis pristine designers own 2 bedroom 2 full bath beach cottage was totally renovated, The ensuite Main bedroom has a beautiful modern renovated bathroom and the guest bath is also renovated. Spacious open kitchen with white quartz countertops, kitchen island and cathedral ceilings, opens to living room on one side and dining room on the other. There is another living room with French doors that lead out to the completely fenced in yard and BBQ which is hooked up to main gas line so you never have to change a tank. There is a peek a boo view of the Bay from living room and kitchen windows which is at the end of the block. Flat screen tv's in every room without a box or wire showing. Other amenities include Central Air, on demand hot water and an outdoor shower and large shed. Seep sofa in Living Room. Convenient to all, the beach, Cromer's Market, liquors store and multiple restaurants are right in the neighborhood.

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Exceptional(26)

$1913.69

/ Nightly

Private Vacation Home

Stunning New Designer Renovation

Sag Harbor, New York, United States

Rates are based on 8 people or less. Larger families please inquire.brbrDesigner's own home completely renovated. Boasts 4 plus bedrooms, master en suite and all marble bathrooms. Viking kitchen with butler's pantry, dual dishwashers, dual sinks, professional oven and its own wine room! Separate dining room. Living room with fireplace. Outrageous 'Man Cave' entertainment/movie room with huge flat screen and full surround sound system that will blow you away.(literally!!!) Additional den, so there's plenty of room to spread out. Plus, bonus pool house with changing room, bathroom and living room! Incredible 50 foot salt water, gunite pool with shallow end 'tanning bed'. New home gym and office space recently added! Great for kids and adults.brbrKeywords: House exit cleaning & pool heat paid by guest

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Exceptional(1)

$1466.29

/ Nightly

Private Vacation Home

New! Sag Harbor Village Hamptons House with Pool, Hot Tub and Private Beach

Sag Harbor, New York, United States

New, immaculate, all-season home by the beach with crisp designer details. Every detail was considered for maximum enjoyment. The heated saltwater pool (open April-Nov) hot tub, fenced in yard & deck gets sun all day. Located in the village of Sag Harbor, steps from the Bay and Main Street & all the Hamptons has to offer. Come feel the vacation vibes as soon as you arrive. The central location, luxurious finishes, breathtaking sunsets on the sandy beach make this the perfect year-round getaway. Intelligently designed, sparkling clean, tech-savvy designer house with all new appliances, finishes and furnishings. Every detail was considered for maximum enjoyment. Large wood deck for enjoying the outdoor space in all seasons. Heated, landscaped gravel garden with no pesticides and a sunny saltwater pool located just up the block from a gorgeous sandy bay beach and 1 min drive into the Hamptons' best town. The chic and modern kitchen has all new appliances and everything you need to entertain in style. A all-house water filtrations system means you can cook and shower knowing your water is fresh. The new gorgeous tiled bathrooms feature a soaking tub, spa shower and plush cotton towels. Airy and open floor plan perfect for entertaining with 6 skylights the Sun-Filled Living, Dining & Den leads to a Large Deck Overlooking the heated pool that gets sun all day. In the evening, enjoy wine and bay breezes (and s’mores) by the outdoor fireplace. All beautifully furnished for perfect indoor/outdoor living by the bay. brbrWith two bedrooms upstairs and two downstairs- each floor has a kitchen, shared living space (both with oversized smart TVs) and a luxury bathroom. In addition there is another tv in the downstairs master. It’s perfectly laid out for privacy and entertaining. The saltwater heated pool is open and serviced for the extended season: April 1-November brPrivate access to Sandy Bay Beach.brbrThe entire home was designed for a warm and welcoming, luxury experience. All new crisp white linens, Brooklinen and Parachute bedding, turkish plush towels, Hearth cabinet fireplace. brIn the chef's kitchen you will find all the makings of a high-level cooking and dining experience: Le crueset pots, enamelware, fine glassware, and linen napkins to add to a gorgeously set dinner table. brPoolside you will find a basket full of sunscreen, a basket with striped Turkish pool towels, umbrellas and lounges to soak in the sun.brAt sunset, sit with a cocktail and watch the sky change colors over the bay. brEvery detail was considered for maximum enjoyment. brbrPeace and quiet, a sandy bay beach down the block, close to the most vibrant beaches and villages in the Hamptons.

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Sleeps

Exceptional(4)

$1432.69

/ Nightly

Private Vacation Home

Sag Harbor, Hamptons Summer Compound w/ Pool

Sag Harbor, New York, United States

If you love Sag Harbor, this is what you’ve been looking for. This property, a true compound with both main house, barn/carriage house, and pool, is all within walking distance to downtown Sag Harbor (12 min walk through historic neighborhoods) and all its restaurants, shops, marina as well as the bay beaches. brbrBut you’ll likely decide to spend the day lounging by the salt water pool, napping in the Brazilian hammocks strung between ancient silver maple trees, or taking in the sunset from the balcony that overlooks the grounds!brbrNow about the home: The main house is a spacious 2,200 sq ft and has all the amenities you would expect; from the commercial Thermador range to the air bubble tub in the master bathroom suite. The home’s architecture is a modern take on the traditional Craftsman design, incorporating refined detail (coffered ceiling, flooring and countertops from reclaimed Alabama barn wood) with a modern layout (large, open kitchen that opens into a living room, dining room overlooking the gardens). More detail on each floor below.brbrThe first floor features an open chef’s kitchen, living room, dining room, and master bedroom suite (which is great for seniors as there are no stairs to navigate). The kitchen boasts all the top-shelf appliances (Thermador range, Viking fridge and dishwasher) as well as all the ancillary items you will need to make your stay exceedingly enjoyable (gourmet coffee grinder/maker, blender, etc). The dining room overlooks the back gardens and also opens to an outdoor dining area with brand new Weber gas grill (great for bbq’ing on those perfect summer nights!).brbrThe second floor features a large, light-filled sitting area that is flanked by two guest bedrooms each with queen beds. The sitting room has large flat screen TV (with cable package) and opens onto a balcony overlooking the back gardens and pool. The balcony is perfectly positioned for evening sunsets and features a turn of the century glider (sofa) and rocking chairs, making it a hard spot to leave. Note, the sitting room also has a giant, comfy sofa that pulls out into a queen bed.brbrThe home also contains a large finished basement that is perfect space for children to play during rain delays! brbrThe listing also comes with a separate barn/carriage house that is perfect for guests (or teenagers)! The barn has a large loft sleeping area with queen bed, exposed beams, and chaise lounge. The barn also has its own full bath, kitchen, and living/dining area that opens up onto the pool and gardens.

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Exceptional(4)

$4407.73

/ Nightly

Private Vacation Home

Newly Renovated Serene Sag Harbor Retreat with Expansive Private Pool,...

Sag Harbor, New York, United States

North Side SerenebrbrNewly Renovated Serene Sag Harbor Retreat with Expansive Private Pool, Perfect for Groups and Family Getawaysbrbr6BR/4BA: Open Floor Plan, Beautiful French Windows, Two Fireplaces, Finished Basement With Kitchenette And Games Including Ping-Pong Table, Bicycles, Main Level Primary Suite, And Gym/Fitness RoombrbrEscape to the timeless charm of Sag Harbor and experience effortless luxury at North Side Serene. Tucked away on a beautiful, private block, this six-bedroom, four-bathroom retreat offers the perfect escape from daily life for families and groups alike. With an open floorplan designed for comfort and connection, the home invites you to unwind, recharge, and enjoy every moment together in a serene Hamptons settingcomplete with convenient back road access, so theres no need to get on Route 27, even during peak events like the U.S. Open.brbrOutdoors, discover your own private oasis surrounded by over an acre of lush landscaping. Enjoy total privacy as you lounge beside the sparkling pool, sip cocktails under the sun, or gather for a friendly game on the private basketball court. The expansive grounds provide ample space for relaxation and entertainment, creating an idyllic backdrop for long summer days and warm evenings.brbrStep inside to a light-filled interior where an open layout creates a seamless flow between living spaces. The inviting living room transitions effortlessly into the dining area and gourmet kitchen, outfitted with top-of-the-line appliances, a coffee maker, and everything needed for elevated dining experiences. Large windows fill the home with natural light, while modern conveniences such as WiFi, central air conditioning, and a washer and dryer ensure a comfortable stay. TVs in every room on the main floor add an extra layer of convenience and entertainment.brbrThe home features six spacious bedrooms and four well-appointed bathrooms, thoughtfully designed to accommodate a variety of guests. The main-level primary suite offers a peaceful retreat with a king bed and a spa-like ensuite bath complete with a Jacuzzi tub and separate shower. Additional bedrooms include four queen beds and one room with two twin beds, making it ideal for families or groups. Fresh linens, plush towels, and all essential amenities are provided to ensure a relaxing and effortless stay.brbrIdeally located just minutes from Sag Harbor Village, youll enjoy easy access to renowned restaurants, boutique shops, art galleries, golf courses, and some of the Hamptons most beautiful beaches, including Foster Memorial Town, North Sea, and Cedar Beach. North Side Serene offers the perfect blend of privacy, luxury, and proximity for your next unforgettable Southampton getaway.brbrThis property has a max occupancy of 12brbrBedroomsbrbrBedroom 1: One King Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Cable TV, Closet, Balcony/DeckbrbrBedroom 2: One Queen Bed, First Floor/Main Floor, Air Conditioning, Closet, Balcony/DeckbrbrBedroom 3: One Queen Bed, Lower Level, Air Conditioning, Closet, Balcony/DeckbrbrBedroom 4: One Queen Bed, First Floor/Main Floor, Air Conditioning, TV, Closet, Balcony/DeckbrbrBedroom 5: One Queen Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, ClosetbrbrBedroom 6: Two Twin Single Beds, Lower Level, Air Conditioning, ClosetbrbrBathroomsbrbrBathroom 1: Full Bath, First Floor/Main Floor, Ensuite, Shower, TubbrbrBathroom 2: Full Bath, First Floor/Main Floor, ShowerbrbrBathroom 3: Full Bath, First Floor/Main Floor, Ensuite, Shower/Tub CombobrbrBathroom 4: Full Bath, Lower Level, ShowerbrbrTVsbrbrBedroom 1: CablebrbrBedroom 4brbrOutdoors & Pool/SpasbrDeck/Patio, Lounge Chairs (7 Chairs), Patio Furniture (Table, Chairs), Grill (Gas), Fire Pit (Wood-Burning), Bicycle (2 Adult Bikes), Fence Around The Yard, Private Pool (Outdoor, Heated)brbrAmenitiesbrBed Linens, Bath Towels, Pool/Beach Towels, Hair Dryer, Washer, Dryer, Air Conditioning (Central Air), Heating, Hot Water, Usable Fireplace (Wood-Burning), Kitchen, Stove, Oven, Refrigerator, Dishwasher, Microwave, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Private Entrance, Parking, Carbon Monoxide Detector, Smoke Detector, Fire Extinguisher, Essentials, Iron/Ironing Board, Ice Maker, Coffee (Keurig), Toaster, Blender, Television (Main Living Room, Den), Cable TV, Speaker System (Stereo), Gym/Fitness Room (Treadmill, Weight Training Equipment), Laptop-Friendly Workspace, Pots and Pans, Ping Pong TablebrbrSpecial FeaturesbrPing-Pong TablebrbrOther FAQ'sbrbrPool Fenced In: NobrbrBackyard Fenced In: YesbrbrEstimated Square Footage: 4,000brbrWeekly cleaning required: $200/cleaningbrbrSuitability: Not handicap accessible. Not suitable for unrelated guests.brPrimary renter must be at least 30 years old.brbrPet Policy: Pets may be allowed but are subject to owner's approval (please inquire). Pet approval may include additional fees and/or security deposit.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 $140.00 per night of the reservation.brbrCleaning Disclaimer: One end of stay cleaning is included in the reservation total. For reservations longer than seven nights, one cleaning per week is mandatory. In-stay cleanings are the guest's expense.brbrAdditional Guests: No additional guests beyond the max occupancy of this listing are permitted.brbrEvents Policy: Events are prohibitedbrbrSpecial 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: 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.brbrWhile StayMarquis manages this listing, the guest experience is managed by the owner of this property, meaning all property preparation, arrival coordination, in-stay communication, and requests for maintenance tasks are performed by the owner. However, StayMarquis will provide you with a Guest Experience Manager who can help facilitate any request, from grocery shopping to organizing a private chef.brbrGuest Experience: This property is part of our 'Elite' program, where the homeowner manages all on-the-ground operations and guest communication after the booking is confirmed.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.

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Exceptional(10)

$805.46

/ Nightly

Private Vacation Home

Secluded Hamptons Cottage

Sag Harbor, New York, United States

Your private getaway, perfect for the Hampton Classic. Ample parking for trailers. Bright airy cottage high up in the trees. High ceilings, open floor plan. Wrap around deck. Partly sunny, part covered. Totally private. On flag lot in the woods. Natural, unaltered landscape attracts wildlife for viewing. brLovingly described as “adult tree house.”br

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$491.27

/ Nightly

Private Vacation Home

Quaint house with WiFi in charming Sag Harbor close to Long Beach.

Sag Harbor, New York, United States

Experience Sag Harbor like a local in this fabulous 1-bedroom house. Relax in the cozy living room with an extra queen bed for additional guests. Enjoy the convenience of amenities like a washing machine, WiFi, and heating. The bedroom features a comfortable queen bed, perfect for a good night's sleep. We hope you enjoy what our place and Sag Harbor has to offer.

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Exceptional(1)

$1164.11

/ Nightly

Private Vacation Home

Sag Harbor 2BR Townhome w/Patio, Smart Home & Boat Slip

Sag Harbor, New York, United States

Brand-new luxury 2BR/2BA Townhome in the heart of Sag Harbor Village! Professionally designed with high-end finishes, a chef’s kitchen, 75” OLED TV, Sonos sound, and smart blinds. Enjoy a spacious patio, private balcony, and dedicated parking. Includes boat slip access at Yacht Hampton Boating Club. Walk to shops, restaurants, and the marina—your Hamptons escape awaits!

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$2880.73

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Private Vacation Home

6bed Cozy sag home with outdoor oasis. Msg for videos, questions and more pics.

Sag Harbor, New York, United States

Huge private property in desired Sag Harbor with impeccably designed landscaping. This 4,400+/- sq. ft. custom built home offers an oasis with land preserve surrounding most of the property. The home boasts unique custom details, such as exposed reclaimed hardwood beams and hardwood maple floors throughout. The main floor features a large eat-in gourmet kitchen, formal dining room, a large living room with fireplace, an office that can be used as a 7th bedroom, an over 1,000 sq. ft. master suite with vaulted ceilings, fireplace, master bath with a custom-built steam shower, private bathroom and walk-in closet, and a guest suite with full bathroom including a Jacuzzi tub. The second floor includes 4 large bedrooms, 3 of which include full bathrooms. The in-ground heated pool with new slate patio, outdoor shower, large deck and newly installed fire pit were all designed with entertaining in mind. This home is under 1 mile from downtown Sag Harbor and minutes away from BridgeHampton.

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Most popular vacation rentals in Sag Harbor

$2786.30

/ Nightly

Private vacation home

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

Sag Harbor, New York, United States

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$2549.41

/ Nightly

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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$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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$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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$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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$3158.20

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Private vacation home

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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$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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$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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$2479.34

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Private vacation home

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

Sag Harbor, New York, United States

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$3046.82

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Private vacation home

Designer Megan Odabash Elegant Beachy Sag Harbor Home

Sag Harbor, New York, United States

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Vacation Rentals By Owner In Sag Harbor, NY

$1135.13

$314.19

$257.06

$1275.8

$3297.25

$1094.41

$485.57

$183.9

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