Vacation Rentals By Owner In Bridgehampton, NY

Located in a quiet cul-de-sec, this 5 bedroom, 5 and half bath home is the perfect vacation house for your family. Its large, secluded backyard with an oversized pool, outdoor shower, BBQ and fire pit provides the perfect getaway. brbrJust minutes from Bridgehampton town, Sag Harbor and the Hampton's picturesque ocean beaches set in a coveted location paired with recently updated amenities and peaceful surroundings this home is Hampton's living at its finest.brbrSpacious living areas feature a first floor double height ceiling entryway, expansive living area with fireplace, chef's eat-in kitchen with top-of-the-line appliances, den, and first floor en-suite master with jacuzzi tub. Sliding doors from the dining area lead to a beautiful bluestone patio area perfect for entertaining guests. The second floor includes a second en-suite master bedroom, two additional bedrooms and a bathroom. The fully renovated and finished lower level offers ample room including an en-suite bedroom, entertaining space, game room with billiard table and full additional bathroom.

Bridgehampton Home, Perfect for Families, Large Beautiful Secluded Pool

Bridgehampton, New York, United States

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Exceptional(7)

$4020.9

The property is located in the the tony and historic area of Bridgehampton, NY, home of the Hamptons Classic Horse Show. It is one mile from the village and a bike ride away from spectacular beaches. The interior is beautifully decorated in a mixture of contemporary furniture and art combined with a cozy style. It includes five bedrooms, [ three upstairs, two down] with a master suite on each floor, four baths, living room with fireplace, and double-height ceilings, dining room and kitchen with all state of the art appliances and fully equipped.Large washer and dryer are located on the first floor. Lush landscape surrounds a recently renovated heated pool and terrace with some 8 teak lounges, side tables and teak storage box. There are many pool toys including floats, noodles, chairs and basket ball hoop The back deck runs the full length of the house, with a large outdoor teak dining table and a a smaller teak seating area off the master bedroom. The property includes a spacious front lawn and a large fenced in backyard. The house has central air conditioning.brbrEach bedroom is equipped with new Italian Sferra linens and Serena & Lilly towels. Duvets are all top quality.br

Enjoy Beautiful Sunsets Over Farm Fields From The Back Deck Of This Beach Home

Bridgehampton, New York, United States

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This incredible property was completely re-built in 2014 over the footprint of the original Ludlow Grange Barn. Cool and contemporary, open and light, the interior offers high ceilings as well as incredible interior and exterior entertaining spaces. The main living spaces are all on one level with three bedrooms and two and a half modern-style baths. The bedrooms flank an enormous sunlit hall with striking vistas of the cathedral ceiling great room. The chef’s kitchen is modern, open and bright, with views of the fountain and pool. Also included is a huge private studio on the second story. This massive cathedral ceiling space, accessed through a private exterior staircase is complete with an additional bedroom suite, gym, office, and living area. The U-shaped residence surrounds a striking English garden, with views of the beautifully landscaped pool. The heated gunite pool is private and inviting, with grassy vistas on all sides. This property is located down a long driveway (approx 500 ft) and although located off Montauk highway, is extremely quiet and private. Bikes, surfboards and beach equipment can be provided. Please feel free to contact us with any further questions. Check out listing 1961330 and 1961323 for July and August pricing.br

STUNNING MODERN RE-CONSTRUCTED BARN, SHORT BIKE OR WALK TO VILLAGE AND BEACHES

Bridgehampton, New York, United States

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$1132.48

INQUIRE FOR MONTHLY RENTAL DETAILS. ARRIVALS ON SATURDAYS ONLYbrbrLocated less than 5 minutes from Main Street in Bridgehampton Village, this 19th century traditional cedar shingled cottage has just been lovingly renovated in 2012/2013 (Phase I) & 2016 (Phase II) & 2020 (Phase III), to include all modern amenities while still preserving the historic charm! I purchased this home in 2012 from the original owners after being in their family since it was built in 1899. I brought in my architect and worked closely with him to create a beautiful 3 bedroom, 2 bath (plus separate 1br/1bath pool house) home that would nod to the history of the area, while still offering all the bells and whistles! brbrThe entry to the main house is from a bluestone patio leading to a large front deck facing the lush front lawn surrounded by privet and forsythia hedges. On the first floor, there is a open living room/ dining room with cathedral ceilings surrounded by windows facing East, West and South and French doors leading to the rear deck and huge, private back yard. The great room is decorated in a casual, beach-y style with white slip-covered sleeper sofa, over sized chairs, colorful floor coverings over hand-hewn hardwood floors stained ebony, a 55' flat screen TV, a dining table that seats 6 in the DR, a crystal & chrome chandelier, a glass front buffet, cathedral ceilings, antiques & eclectic decor. The open LR/DR leads seamlessly into the brand new open kitchen, flooded with natural light, with a 5 piece stainless steel appliance suite (gas range; over range microwave/convection oven; side-by-side fridge with ice/water in the door; dishwasher; wine fridge & garbage disposal) surrounded by Carrera marble counter-tops & a subway tile backsplash. The kitchen is equipped with 2 sets of china, dozens of wine and champagne glasses, serving pieces galore & drawers full of vintage table linens (no paper plates at TODDYVILLE)!! The kitchen leads into the casual, glass enclosed breakfast room with cathedral ceilings, a vintage wrought iron pagoda chandelier and an antique oak table & chairs.brbrAlso on the first floor are 2 bedrooms: Blondie's Room has an antique full size, wrought iron bed, kiln rug, crystal lamps, linen roman shade, an ample closet & painted antique furniture; Tigger's Room has a full size bed, 3 large windows, painted oak furniture, a original Phyllis Adler lamp & woven silk/wool rug (both rooms have wonderful natural light and hardwood floors). The first floor windowed bathroom has the fully restored original cast iron claw-foot tub & pedestal sink and the original chrome sink fixtures (fully restored). brbrThe entire second floor of the home is taken up by the Master Suite: the Master Bedroom has the original 116 year old oak floors, frosted glass French doors, windows with all four exposures, a pillow-top California King size bed upholstered in white velvet and dressed with high thread count Ralph Lauren & Land's End linens, 10' ceilings, antique furniture, silk, wool and leather floor coverings and a wall of closets. The en suite Master Bath is luxurious and vintage feeling at the same time with hexagon Carrera marble floors, a White marble topped wood vanity with double sinks and a wrought iron bakers rack filled with thick, thirsty Egyptian cotton bath sheets. The master shower is 5' x 8' and enclosed in floor to ceiling glass and offers 3 body sprays, a full shower spray and a hand shower! Also in the master bath is a French door leading to a private, roof top outdoor shower over looking the property, gardens, pool and pool house! brbrThe pool house is a separate three room building steps from the pool and the perfect place to play games or have a shady lunch on a sunny day. The pool house has 10' ceilings, a sectional sofa, cabinets filled with board games, a wet bar with a beverage fridge and separate ice maker & a full bath with an additional outdoor shower to wash away all the sand from the beach - all cooled by a ductless A/C system.brbrThe home sits on 1/2 an acre surrounded by 8-12.5' tall privet, pine & Rose of Sharon hedges & fences to ensure total privacy. The outdoor spaces of my home are as impressive as the indoor with a huge rear deck surrounded by cable railings and offering a outdoor seating area with a 7 piece sectional sofa and an outdoor eating area with a teak, glass topped dining table with seating for 8 under a huge umbrella! The rear deck leads to a flat & sunny private back yard with mature plantings (including hostra, tulips, daffodils, wild ferns, succulents, tea roses, Montauk daisies , Queen Anne's Lace, Rose of Sharon hedges, day lilies, irises, hydrangea, flowering privet hedges, 2 huge oak trees, a flowering pink dogwood & a 150 year old Maple tree and a sunny, 16' x 38' heated, Gunite swimming pool with multi-colored LED lights and a gentle stair entry & a deep water seating ledge; the pool is surrounded by grass and Bluestone patio with gas fire-pit and multiple cushioned topped chaise lounges. I also have floats and pool toys in the pool house for guests use. Outdoor grill, pool safe dishes & glassware and tons of Ralph Lauren over sized beach towels complete the backyard experience! brbrIf you prefer the white, sandy beaches of Long Island, Bridgehampton Main Beach at the end of Ocean Road on the Atlantic Ocean are located 2.85 miles straight down the street (a 10 minute, flat road, bike ride). The grocery store, pharmacy, general store, liquor/wine store, dry cleaner and gift boutiques are located in Bridgehampton Commons, a 5 minute drive. The Hamptons Classic Horseshow is a 5 minute drive. Two Trees Farms (Bridgehampton Polo) is an 8 minute drive.brbrMain Street in Bridgehampton offers these dining options: Almond (American), Topping's Rose (American - 5 Star), Pierre's Bistro (French), The Golden Pear (Casual), World Pie (Gourmet Pizza), Bobby Van's (Steakhouse), Pizza Place (Family Style), Candy Kitchen (Diner and Ice Cream), & Bridgehampton Sushi. brbrPLEASE NOTE: I DO NOT RENT TO SHARES UNDER ANY CIRCUMSTANCES AND I DO NOT ALLOW PETS OR SMOKERS - NO EXCEPTIONS.

WALK TO MAIN STREET FROM HISTORIC BRIDGEHAMPTON COTTAGE

Bridgehampton, New York, United States

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$3202.36

Fabulous location! 5 minute WALK (no permit to access the beach needed) to the ocean - beach brbrVery private, beautiful Bauhaus home on more than an acre of spacious well-landscaped, waterfront property, with a feel of many acres more due to the water views and neighboring natural, landscaped property.brbrMy house is in excellent condition, completely furnished, wood floors throughout and floor-to-ceiling windows that allow stunning and inspiring views of the surroundings overlooking exquisite sunsets. Four bedrooms, two bathrooms, dual decks (both upper and lower levels) with elegant furniture and many amenities. Surrounded by over an acre of manicured, quiet, private property makes this ideal for small and large parties: family gatherings, weddings, etc.brbrIdeal for up to 3 couples and a single or 5 singles. brbrBooking (length) restriction appliesbrbrClose to: Southampton, Sagaponack, Watermill, Water Mill, East Hampton, East Hampton, Sag Harbor, Shelter Island, Wainscott, Hampton and North Haven.

>> Prime Waterfront Location, Private, Dock, 5 minute Walk to Ocean & Beach <<

Bridgehampton, New York, United States

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Perfect, well-maintained family home located at on a private drive. 20x40 heated pool surrounded by teak furniture with water slide and gas firepit perfect for s'mores. 5 bedrooms with 2 ensuite . Finished basement with two zoom rooms perfect for remote work.brbrPlease note we have a COVID addition of chickens! Nothing to do other than collect the eggs. Kids love them!

5 Bedroom Home in Bridgehampton!

Bridgehampton, New York, United States

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$2897.05

Beautiful light filled Hamptons retreat. Chef’s kitchen and large great room make this an easy summer home for entertaining and relaxing. Heated gunite pool and outdoor dining and lounging will bring you back to balance. Forget Rt 27 gridlock and travel N-S between Sag Harbor and Bridgehampton.

Equidistant between Sag Harbor and Bridgehampton

Bridgehampton, New York, United States

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Exceptional(2)

$1346.68

Enjoy the fully renovated, modern floor plan. Beautiful finishes. Centrally located in all the Hamptons. Just minutes away from village restaurants, elegant shops, world class beaches and other destinations. Beautiful, heated gunite pool centered in a sun drenched back yard, set back over 300 feet from the road. To view three brief videos of the property, go to youtube and search Beautiful Bridgehampton Inside, Beautiful Bridgehampton Outside and Beautiful Bridgehampton Walkthrough. 28 night minimum for June, July and August. Other months 14 night minimum. Service/utility deposit required based on length of stay.

Beautiful Bridgehampton

Bridgehampton, New York, United States

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Your dream vacation. House is well appointed, open spacious, and relaxing. Perfect for large dinners and small cocktail parties. For the kids there are games, toys, swing and slide,ping pong and air hockey.

Amazing winter get away, \ Gym. Hot tub. Special Offer for Dec, Jan. Feb, March

Bridgehampton, New York, United States

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$685.46

The cottage is currently available May 24 - September 2 and Sept 6 - May 15th (fall/winter rental).brbrLocated in the back of the property (separated from the main house by roughly 80 ft) this beautiful, quintessential Hamptons cottage sits in gardened surroundings. With two bedrooms and one bathroom, the space and furnishings are clean white, complemented with an array of décor and artifacts from sleek porcelain whites to rustic golds. My goal is to make everything thoughtful, artifactual and simple to create an enchanted space for my guests. The home is has a fully-equipped kitchen, dining table, television, washer/dryer and large bathroom with a walk-in shower. The living room boasts vaulted ceilings, an exquisite shell-entrusted chandelier and a sitting area with fireplace. Both bedrooms have queen-size beds, closets and dressers. The private stone patio has a breakfast table that seats four for morning coffee or sunset apéritifs. I welcome you to spend time resting in my garden, which I’ve spent many years cultivating in the French Classical style. You also have your own private garden with reclining chairs behind the cottage. There are plenty of seating options, flowers, fountains, birds and sculptures in my enchanted garden. brbrAdditional Details brThe cottage is set at the back of the property. You have a private entrance, private breakfast patio and private backyard. A parking space is provided at the entrance of the property. The property is most comfortable for two people. brWith all of the shrubs and ponds, the garden is not ideal for young children! — but please get in touch with me in advance if you would like to include them in your booking.brbrSeasonal Rentals brCurrently, the cottage is only available for seasonal rentals. The summer rental term is from Memorial Day through Labor Day (May 23-Sept 2) and the winter season rental is from September 15 through May 15. I have tried to reflect this in the calendar, but please do get in touch with me if you have any difficulties or questions.

Enchanted Hamptons Cottage in NYTimes Garden

Bridgehampton, New York, United States

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Enjoy the peaceful seclusion of this charming, updated 3 bedroom, 2 bath cottage located on a private, acre-sized flag-lot south of the highway in Bridgehampton. Each bedroom (1 king, 2 queen) features ample closet space and new smart TVs . The new, fully-stocked kitchen, propane BBQ, outdoor dining table for 8, outdoor shower and spa with lounge furniture, and wood burning fireplace make it the perfect getaway for either summer or the winter season. Pets OK.

Hamptons Cottage with Spa

Bridgehampton, New York, United States

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Perfectly situated in Bridgehampton's horse country with easy access to East Hampton and Sag Harbor, this very private home sits on 1+/- acre with open farm views to the South. The home features 4,000+/- sq. ft. of living space with four bedrooms and four and one-half baths. Outside the pool overlooks stunning farm and vineyard views to the South. This beautiful home awaits a renter looking for a private setting combined with a truly beautiful home. Luxury spacious loft-like main area with wood-burning fireplace and cathedral ceiling. Spacious light modern and bright. Four bedrooms off main area with full bathrooms. Office and/or maids room located downstairs with private entrance. Large basement for play/recreation (not finished).

Bridgehampton Retreat

Bridgehampton, New York, United States

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$1025.97

Discover the beauty of Bridgehampton from this completely renovated 3-bedroom house, walking distance to Jitney/LIRR and village shops, bike to the beach, sunset views from the front porch overlooking a 9 acre farm reserve. brWith a primary bedroom suite including soaking tub and shower, plus two guest bedrooms with full bath, this tranquil retreat sleeps seven comfortably and presents a perfect Hamptons escape. brGreat room with living room with stone fireplace and eat-in country kitchen, dining room with custom table that seats 12. brSecluded rear yard features a 20x40 heated gunite pool, pool house with bar and sitting area, half bath plus an outdoor shower. brAll modern amenities including full-sized washer / dryer, A/C, wi-fi, Miele dishwasher, Sub-Zero refrigerator, Wolf oven, etc. br

The Sandbox! Completely renovated in-town 3br, 2+ bath with pool & poolhouse.

Bridgehampton, New York, United States

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$1141.28

A 1770 country cottage with a modern twist set back on a sprawling 1.5 acres of green lawn. br brWelcome to our magical oasis. Three bedrooms, one bath with an open living room that gives way to the all-white and carerra marble kitchen designed in Italy by Poliform. Viking stove, Miele dishwasher, SubZero refrigerator make this a chef’s delight. brbrA dining room for six and sitting room/library complete the downstairs floor plan. brbrClimb up the stairs and two full sized bedrooms and one open with peaked ceilings. A claw foot tub ideal for bubble baths with a view of the garden finish the upstairs. brbrOutside, seek shade from the hot summer sun under 100 year old maple trees that create a canopy of shade over the side porch and back patio. brbrWhen you've put down your summer read, roam the 1.5 acres of manicured lawn and find a hidden pool with lounge chairs and a fire pit for midnight star-gazing. brbrWander beyond the white picket fenced in pool, to find a great lawn ideal for croquet and badminton. The outdoor patio with teak outdoor dining table and chairs, oversized Restoration Hardware couches and coffee table, create additional relaxation and dining options.brThis is old school Hamptons, with a modern take, and we promise it is pure magic.

1770's Honeymoon Cottage

Bridgehampton, New York, United States

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Exceptional(5)

$500.94

Adorable chic cottage, 5 minutes from Bridgehampton town, beaches, and trailheads. Perfect for couples or singles looking for a getaway. Imagine sleeping in the woods, stargazing, and peace and quiet. Comes equipped with black out electric shades, brand new split AC/ heat unit, WiFi, full size television, kitchenette, full bath.

Newly renovated modern cottage, 5 minutes from town, beaches, and trailheads.

Bridgehampton, New York, United States

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$1527.0

Centrally-located, south of highway charmer w/ easy layout and great mid-century vibe. Sun drenched and post modern, this house punches above its weight with newly renovated interior. Expanded front entrance with newly created powder room. Vaulted ceilings, oversize windows and exposed beams run throughout all rooms. The expansive great room and open floor plan make for great entertaining – flowing easily out to decks, slate patio and heated salt water pool. Spacious outdoor shower. CAC. 3 en-suite bedrooms with new and recently renovated bathrooms, high end fixtures & radiant heat floor. Newly renovated kitchen with chef grade appliances and every cooking accessory you’ll need. Statement Quartz counters, backsplash and island with seating. Newly created wet bar with 48 bottle wine fridge and additional freestanding ice maker keep refreshments handy. All rooms have soaring cathedral ceilings & floor to ceiling windows / glass doors facing beautifully sculpted back yard w mature landscaping. Southern exposure means all day sun and breathtaking sunset skies. Immaculately kept & beautifully appointed w designer, Danish Modern and curated pieces. 65” QLED TV in LR, 40 in primary bedroom. Truly the perfect beach retreat. This cutie is ideal for couples / friends or small families. brbrWalk to village, shops, restaurants, gourmet grocery, train, Jitney. Just 10 min to East Hampton, Southampton or Sag Harbor. Ocean beaches less than 2 miles away –- a fabulous jogging route or brisk walk studded with beautiful scenery, horse farms and fields. 300 foot driveway puts you off the road for complete privacy and peace & quiet. brbrMONTHLY MIN for months of July and August. TWO WEEK MIN, per town law, in June. Utilities, services and housekeeping responsibility of tenant. brbrKeywords: House, south of highway, heated saltwater pool, private, 3 bedroom, central air, holiday entertaining, wood burning fireplace

Bridge South Village Gem. Newly Reno'd. Private. Location, Location, Location!!

Bridgehampton, New York, United States

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$2427.81

Newly Renovated 5 bedroom, 5 1/2 bath home located on a private cul-de-sac walking distance to town and short bike to the beach! Home features 3 fireplaces, professional kitchen, outdoor kitchen and fire pit!! All bedrooms offer spa like en-suite baths for ultimate privacy, with large balcony off the spacious primary suite. Meticulously decorated home with professionally landscaped grounds create an exceptionally private setting for relaxing and entertaining by the heated salt water pool and putting green! Finished basement with recreation room and private guest suite.

Bridgehampton - Newly Renovated, Walk to Town

Bridgehampton, New York, United States

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Exceptional(2)

$2962.48

Ask for pricing and availability.. brjune available for month.brNew expanded kitchen withbr5 bedroom house with 4.5 baths on a cul de sac street. 4,000 sq ft, brHeated saltwater pool, outdoor shower and outdoor speakers. brbasement playroom with ping pong table, beanbags and TV. Covered patio with outdoor fireplace and OUTDOOR Tv. brbrExtra freezer & treadmill in basement. brbrTVs and blackout shades in all bedrooms. brbrHeated Pool is fenced in and house totally childproofed along with a swing set. brbrWalk to village shops and restaurants. 2 miles to ocean beaches. Minutes away from LIRR train and Jitney bus stop, all just 9o miles form NYC. brBeach chairs and wifi makes for a complete get away retreat !! brbrKeywords: Clean, private & child proofed

Bridgehampton outdoor tv&fireplc

Bridgehampton, New York, United States

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Exceptional(6)