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luxury properties for rent Suffolk County, United States

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29

Property Southold (United States)

Settle into summer on the North Fork in this beautifully maintained and updated 4 bedroom, 3 full bath home located in the Angel Shores community of Southold. The layout is ideal for entertaining or just enjoying the lazy days of summer. This special home offers a 1st floor bedroom and full bath, along with a 2nd story spacious primary en-suite and 2 additional bedrooms to comfortably accommodate guests. Angel Shores is known for its sandy Peconic Bay beach, just a short stroll down the road, perfect for easy beach days and watching sunsets by the water. The home is also conveniently close to Southold’s wineries, farm stands, and village amenities, putting the best of the North Fork right at your fingertips. 2026 Availability: June 16-June 30th $7,000, July $23,000, August $25,000 August-Labor Day $27,500. Permit # 0956

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$8,000 IC / month
4bedrooms
3bathrooms
land 2,873

By Daniel Gale Sotheby's International Realty

11

Seaside property Southold (United States)

Your quintessential North Fork summer starts here. Tucked away in the quiet beach community of Paradise Shores, this Bayfront cottage is the summer retreat you’ve been dreaming of. Positioned directly on Southold Bay with unobstructed views of Shelter Island, this charming cottage offers the best scenery on the North Fork. Whether you're hosting a sunset dinner or just enjoying a quiet morning, the backdrop is always spectacular. Loaded with vintage charm and coastal energy, it’s a place where the days are measured by the tides rather than the clock. The first floor features a waterfront sunroom, cozy living room, galley kitchen, two bedrooms and a full bath. For ultimate privacy, escape to the second floor, featuring a primary suite with a dedicated sitting area -the perfect perch for morning coffee- and half bath. Step outside to your own secluded paradise where you will find a waterfront deck offering the perfect space for al fresco dining, stargazing, or simply watching the boats pass by. It’s the ultimate front-row seat to the island's beautiful golden-hour. This property has all the markers of a perfect North Fork getaway. Permit #1435. Available Memorial Day-June 30: $18,000, July 1-31: $20,000 and August 1-31: $25,000.

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$25,000 IC / month
3bedrooms
2bathrooms
land 1,214

By Daniel Gale Sotheby's International Realty

18

Property with garden Orient (United States)

Impeccably restored 19th Century gem located in the heart of Orient Village with bay views. Close to bay and sound beaches, and a stroll to all village amenities. Featuring 2 parlors, 3 bedrooms, library, office, eat-in kitchen, updated baths, charming garden, out-door dining, and grill, out-door shower. Offered April $6,000; May $6,000; June $15,000; Sept $12,000. Permit #0483.

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$15,000 IC / month
3bedrooms
2bathrooms

By Daniel Gale Sotheby's International Realty

23

Property Nissequogue (United States)

Recently Remodeled Colonial Home on 2 Acres of Property Overlooking the Nissequogue River with Rocking Chair Front Porch. Many Updates Include New Roof, Siding, Driveway, & Eat In Kitchen. Freshly Painted in March 2026 with Refinished Wood Flooring. Den w Wood Burning Fireplace, Updated Bathrooms, Full Basement, 2 Car Garage. Rear Yard is Surrounded by Mature Trees and is Tranquil and Serene. Nearby are Local Beaches, Hiking Trails, Fine Dining, Local Shopping, and Stony Brook University and Medical Center. Smithtown Schools.

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$5,800 IC / month
5bedrooms
3bathrooms
land 8,094

By Daniel Gale Sotheby's International Realty

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9

Property with garden Orient (United States)

Authentic 1770 Cottage in the heart of Orient Village. Lovingly restored & maintained Village home on beautifully landscaped lot, offering private grounds & distant views of sunsets over the bay. Furnished in period antiques, screened-in porch off kitchen, first floor bedroom. Walk to amenities, bay beach, Yacht Club, marina, farm stand & Jitney. Offered Sept 3-Oct 3 for $8,000. Permit #0091.

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$8,000 IC / month
3bedrooms
1bathroom

By Daniel Gale Sotheby's International Realty

15

Property East Marion (United States)

Available Seasonally June 20K, August 16th-Labor Day15K, Available September 15K and October 15K TIMELESS TRANQUALITY ON GARDINERS BAY - An inviting seasonal beachfront retreat on Gardiners Bay, thoughtfully designed as a peaceful escape from the demands of everyday living. Begin your mornings with beautiful sunrises over the water and settle into the quiet rhythm of bayfront living throughout the day. The home offers an open airy layout with three full sized water-facing bedrooms, updated fully equipped kitchen and baths and comfortable modern amenities throughout. A generous enclosed porch provides a versatile space for dining, working remotely or simply slowing down. Outdoors, a charming portico invites alfresco meals with a gas grill while an outdoor shower completes the experience– an effortless calming setting for refined yet relaxed bayfront living. Fully furnished and equipped with necessary linens and towels. Close to fine dining, golf and a versatile selection of wineries for additional enjoyment and entertainment.

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$20,000 IC / month
3bedrooms
3bathrooms
land 1,093

By Daniel Gale Sotheby's International Realty

8

Seaside property Westhampton Beach (United States)

Paradise on the bay!! Relax and enjoy your vacation at a quintessential bayfront beach house directly across the street from one of the most beautiful ocean beaches on LI. Enjoy your morning coffee inside your screened-in porch as the bay gently laps against the bulkhead 20 feet away. Spend your days enjoying the ocean beach, paddle-boarding or kayaking on the bay or visit the quaint and recently renovated main street just 2 miles away. End your day gazing at the most unforgettable sunsets. This single story home includes three bedrooms (two with queen-size beds and one with bunk beds), one full bath and a outdoor shower to wash off the day's salt and sand. The updated kitchen is great for cooking at home; or you can barbeque on the expanded deck out back. Now available for end of summer and fall 2025.

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$20,000 IC / month
3bedrooms
1bathroom
land 486

By Daniel Gale Sotheby's International Realty

20

Seaside property Orient (United States)

Charming historic Bayfront beach cottage located on Orient Harbor in Orient Village. Featuring 75 feet of private walkout beach, waterside porch, screen bay view gazebo for entertaining. Interior includes wide plank wood floors, renovated baths, spacious kitchen water view living room with wood burning fireplace, 2 ensuite bedrooms for a total of 3 bedrooms/ 2.5 baths. Walk to Country Store, Post Office, Orient Yacht Club, marinas, and other village amenities. Close to renowned Orient Beach State Park & Cross Island Ferry. Available Aug $35,000. Permit# 1374. No showings until after January 15, 2026.

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$35,000 IC / month
3bedrooms
3bathrooms
land 1,335

By Daniel Gale Sotheby's International Realty

12

Property Orient (United States)

Beautiful renovated 2-bedroom, 2 full bath home in Orient Village. Open concept – living/dining/gourmet kitchen. Lower level with screening room, office, full bath. Walk from Jitney. Enjoy all village amenities, bay & sound beaches. Close to Orient Beach State Park & Cross Sound Ferry. Available April $5,000; May $5,000; June $7,000; July $15,000; Aug $15,000; Sept $8,000. Permit# 1364.

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$15,000 IC / month
2bedrooms
2bathrooms
land 486

By Daniel Gale Sotheby's International Realty

33

Property with pool Westhampton Beach (United States)

Spend your summer in the heart of Westhampton Beach at 9 Ocame Avenue — a chic, four-bedroom, three-bath retreat designed for effortless coastal living. This bright and stylish home offers the perfect blend of charm, comfort and Hamptons convenience, all moments from Main Street, world-class beaches, boutiques and dining. Step inside to sun-filled living spaces, a well-appointed kitchen, and comfortable bedrooms ideal for hosting gatheirngs. Outdoors, enjoy everything that makes summer special: a welcoming front porch, patio for dining and lounging, sparkling pool, pool house and a refreshing outdoor shower for after beach. Available June, July, and August, this home is an exceptional option for those coming out for the U.S. Open in June—providing the perfect Hamptons home base within close reach of Shinnecock Hills and all the excitement surrounding tournament week. Available 2026: June-July $52, June $20k, July-LD $70k, July $34k

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$20,000 IC / month
4bedrooms
3bathrooms
land 2,064

By Daniel Gale Sotheby's International Realty

8

Property Greenport (United States)

Ground floor one bedroom apartment in Driftwood Cove, steps outside of Greenport Village. Newly renovated with new floors throughout, refreshed kitchen with new stove & refrigerator, freshly painted. Living/dining room with coat closet, bedroom with walk-in closet, full bath, AC. Community laundry with new washing machines & dryers, parking lot. Close to Greenport Village shops, restaurants, groceries, Mitchell Park, waterfront wharf, high school, Jitney, LIRR, and bay beaches. Maximum occupancy 2, no pets, minimum FICA score 650. Driftwood Cove rental application required including background and financial checks. Subject to Board of Director’s approval.

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$1,900 IC / month
1bedroom
1bathroom

By Daniel Gale Sotheby's International Realty

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