Vacation Rentals By Owner In Sag Harbor, NY

This stylish place to stay is perfect for group trips or family vacations. Recently updated, home boasts a brand new eat-in kitchen with granite countertops and a large island perfect for cooking and entertaining. The fireplace in the light-filled living room is a perfect spot to relax. brbr2 king-size bedrooms with king/queen-size beds and 2 large bedrooms with 2 twins size beds in each room. Large living room. 1 of the 3 sofas is a pull-out bed. Total of 4 full bathrooms. kitchen with new appliances, kitchen island, and dining table that sit 8 to 10 people. Entertainment room in the basement, with pool table room & an extra bed/spare space. brbrA private backyard fenced out, with a beautiful landscaped and includes an inground saltwater pool surrounded by a bluestone patio and a cedar deck off the house with an outdoor grill: perfect for long summer days.

Family friendly and group trip friendly

Sag Harbor, New York, United States

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$533.33

Want to wake up with the sound of birds and breeze passing through the trees Come spend a night in this cozy cottage tucked away in the beautiful woods of Noyack, Sag Harbor. We are located in a quiet and safe neighborhood but just a 10-minute drive from Sag Harbor town. Right down the road is Morton's Wildlife Refuge with a beautiful walk to a beach and where birds eat seed directly from your hand. The lovely Long Beach is 5 minutes away - day passes are available.brbrYou only have one entrance/exit to deal with, the white door at the top of the wooden stairs that are pictured. Perfect for a couple looking to cook, relax, and spin records.

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Tucked into the quiet woods of Sag Harbor.

Sag Harbor, New York, United States

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Newly available as a rental, this gated 5 bedroom, 4.5 bath home in North Haven Point offers beautiful sunsets over Genet Creek to Shelter Island. The first floor has a Jr master suite, two guest rooms that share a bath, formal dining area, living room, kitchen, and den. Upstairs is a second master suite with water views and a large deck off the master bath. Brand new heated gunite pool and spa and plenty of outdoor space for entertaining. Spectacular landscaping and completely private. Community tennis and private community beach. Seconds away from Sag Harbor Village and Shelter Island.brFamilies Welcome with Children

Sag Harbor/North Haven Private Community Water Views, Pool, Spa, Sunsets &Tennis

Sag Harbor, New York, United States

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Welcome to a one-of-a-kind property located off Deerfield Road in the desirable private community of Northside Hills, a stone's throw from Water Mill, Sag Harbor and Bridgehampton. Sited on 1.3 acres, this gracious, 5,200+ sf stucco home offers soaring ceilings, wide hallways, and tall windows bathing each room in natural light. The majestic interior space is complimented by hardwood floors, triple crown molding, two stone wood-burning fireplaces and hand-carved wood beams adding warmth, sophistication, and character to this beautiful home. The grand entry foyer opens to a breathtaking living room with an overlooking Juliet balcony, formal dining room, intimate library / office and a large eat-in kitchen and family room. There are two Master Bedroom Suites (1st and 2nd floors), plus two Ensuite Guest Bedrooms, all with large walk-in closets. The large, heated Gunite pool with waterfall is flanked by stone terracing, perfect for entertaining, grilling outdoors as well as family gatherings. A three-car attached garage and long circular driveway providing dual access to this corner lot complete the package. 5 minutes from the beach. Owners have young children--childproofing, cribs, toys available if preferred. This location is ideal to all villages for luxe shopping and fine dining, a special place to maximize your unforgettable summer memories.

5,200 sf Sag Harbor Grand Villa w Pool near Beach

Sag Harbor, New York, United States

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Exceptional(8)

$165.0

Charming room with shared bath in the heart of the historic village. brFree bikes and kayaks and a healthy breakfast.brThe hosts will share all their recommendations for restaurants and the best beaches.

Bed & Breakfast

Room3, best waterfront view +shared bath, bikes+kayaks

Sag Harbor, New York, United States

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Exceptional(4)

$1756.45

Totally Renovated 5 Bedroom, 2.5 Bath High Ranch with Eait in Kitchen, Two Living Rooms, Hardwood Floors Throughout, Central A/C, Heat, Formal Dining Area, Huge Deck, Fully Furnished with Quality Furnishings, private parking up to 5 cars, Under 3 minute drive to Sag Harbor Main Street, Walking Distance to Multiple Beaches, Restaurants and Shopping. Enjoy Incredible Sunsets with Partial Waterview from your deck

Sag Harbor Beauty Walk to Beach Minutes From The Village

Sag Harbor, New York, United States

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$958.62

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* NEW VINYL FLOORING INSTALLED.br* NEW BEDROOM FURNITUREbr* NEW AIR CONDITIONERS W/REMOTE CONTROL IN EACH BEDROOMbr* NEW 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 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.

SEPTEMBER SAG HARBOR PRIVATE BEACH ON NOYAC BAY SPECTACULAR VIEW

Sag Harbor, New York, United States

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$200.43

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.

Bed & Breakfast

sunset bikes and kayaks in the village

Sag Harbor, New York, United States

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Exceptional(16)

$180.0

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.

Bed & Breakfast

Room 1 queen bed on waterfront + bikes and kayaks

Sag Harbor, New York, United States

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$3838.46

This private Hamptons estate on 8 very private and idyllic acres is a little piece of paradise! The home was newly renovated and is in pristine condition. Gardens abound with roses and rare flowers. Herb garden behind the three gas grilles. Hot tub and 20x40 pool.

Pool oasis, tennis court, hot tub, pool table, , luxury kitchen appliances, etc.

Sag Harbor, New York, United States

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Relax in this charming, bright, well-equipped house just 1 mile from Sag Harbor Village and bay beaches and 5 miles from the ocean. Enjoy the large, sunny deck and swimming pool, beautiful new kitchen, outdoor lounging and dining areas, outdoor shower, and sunsets overlooking a 600 acre nature preserve. brbrPLEASE NOTE: We have a ONE WEEK MINIMUM stay for bookings between Memorial Day and Labor Day until May 15. Thereafter, we accept requests for shorter stays subject to availability.brbrIncluded: basic cooking equipment, coffee maker, towels, linens, complimentary bath supplies, beach towels, folding beach chairs, beach umbrella.

Sunny Sag Harbor Retreat with Pool

Sag Harbor, New York, United States

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Exceptional(7)

$400.56

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. brbrAvailable for weekends or weeklong stays in June, July and August only.brbrPlease review our house rules and rental agreement before requesting a booking. Thank you.

Apartment

Romantic Studio Cottage, Walk to Town

Sag Harbor, New York, United States

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$1983.91

Discover this 4-bedroom sanctuary in Sag Harbor. This beautiful house offers a pleasant stay with 1 king bed, 2 bedrooms have1 twin bed with trundle, and one bedroom with 2 twin beds, Enjoy the cool AC during hot days and cozy heating for chilly nights. Stay connected with WiFi and make use of the washing machine and hair dryer provided. With 3 bathrooms, including a bathtub, guests will have all the comforts they need. Relax in the living room with an additional queen bed. We look forward to welcoming you to our place.

4-bedroom sanctuary in Sag Harbor

Sag Harbor, New York, United States

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$2380.0

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.

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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$412.93

Enjoy a stylish experience at this centrally-located townhome. Right in the heart of downtown Sag Harbor within walking distance to gourmet restaurants and all the shops. This gorgeous new home has 2 bedrooms with en-suite bathrooms, 1 with a Queen bed, 1 with a Full bed.

Brand New 2Br Sag Harbor Townhouse

Sag Harbor, New York, United States

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$554.24

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

Beautiful newly renovated house with hot tub

Sag Harbor, New York, United States

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Available for Full month of August 2023 through Labor Day. Charming 1000sf (93m) renovated shingled three bedroom/one bathroom cottage with central air-conditioning and expansive beautifully landscaped yard with 40 X 16 heated gunite salt water pool with tall perimeter privet hedges providing privacy. Wonderfully sunny during the day with gorgeous golden sunsets. Rear planted dining garden area shaded by Crepe Myrtles for afternoon lunches and evening grilling. Three minutes to Sag Harbor Main Street by car/bike and 12 minutes by foot down historical and sidewalk-lined Madison Street.brThe house is located on a beautiful tree-lined street in Sag Harbor Village within minutes of an array of restaurants, shops and beaches. Small gym in basement.

Cottage

Picturesque Sag Harbor Cottage w/ Salt Water Pool

Sag Harbor, New York, United States

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$868.06

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.

Condo

Waterfront 2BR Rare Village Rooftop Penthouse

Sag Harbor, New York, United States

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