Cutchogue NY Real Estate & Homes for Rent

Perfect summer getaway! 3 bedrooms, 2.5 bathrooms, in-ground pool, close to beach, business district, vineyards and restaurants. Two week minimum stay.

Perfect summer cottage. Location can't be beat! A stone's throw to serene Pequash beach. Nestled in quiet Fleet's Neck with 2 bay beaches within walking distance. Well maintained home. Available for summer or short term off-season rental.

Perfect summer cottage. Location can't be beat! A stone's throw to serene Pequash beach. Nestled in quiet Fleet's Neck with 2 bay beaches within walking distance. Well maintained home. Available for summer or short term off-season rental.

Welcome to your dream summer rental in Fleet's Neck! Nestled in a serene location, this newly renovated waterfront home offers an unparalleled getaway experience. With its prime location on the North Fork, you'll have exclusive access to some of the most breathtaking beaches and thrilling kayaking adventures. Step inside this beautifully designed home and be greeted by a spacious and inviting interior. The open-concept layout creates a seamless flow from the living area to the dining space and gourmet kitchen. Step out onto the expansive patio, complete with a barbecue grill and ample seating, perfect for hosting unforgettable summer gatherings. Whether you seek relaxation, adventure, or a mix of both, this waterfront retreat offers it all. Get ready to create lasting memories and unwind in this idyllic summer sanctuary. Don't miss the opportunity to experience the best of the North Fork in this exceptional rental. Permit 0628

Welcome to your dream summer rental in Fleet's Neck! Nestled in a serene location, this newly renovated waterfront home offers an unparalleled getaway experience. With its prime location on the North Fork, you'll have exclusive access to some of the most breathtaking beaches and thrilling kayaking adventures. Step inside this beautifully designed home and be greeted by a spacious and inviting interior. The open-concept layout creates a seamless flow from the living area to the dining space and gourmet kitchen. Step out onto the expansive patio, complete with a barbecue grill and ample seating, perfect for hosting unforgettable summer gatherings. Whether you seek relaxation, adventure, or a mix of both, this waterfront retreat offers it all. Get ready to create lasting memories and unwind in this idyllic summer sanctuary. Don't miss the opportunity to experience the best of the North Fork in this exceptional rental. Permit 0628

Reduced Rates! Chic beachy vibes meets luxury North Fork vacation home at this renovated 4 Bedroom 2 Bathroom home. Entire home was tastefully renovated & completed in April '23. Showcasing high end finishes & upgrades. Located in the desirable Fleet's Neck neighborhood with white sandy bay beaches moments away! Situated directly across the street from Shagwong Marina, you will enjoy gorgeous views of Wickham Creek & picture perfect sunsets overlooking the marina all Summer long. Truly feel on vacation in a gorgeous renovation, and vacation in comfort with plenty of added amenities! Entertainers delight with largely spacious designer kitchen, plenty of bar seating at the oversized island, and open concept to the eating area into the living room. Oversized couch in living room which features stunning floor to ceiling windows with sliders that open to the deck, showcasing the gorgeous views of the marina. You're graced with the incredible views of the marina & creek from the entire living space, almost every bedroom, and on the front deck which is equipped with plenty of tables and chairs to lounge. Additional patio in back yard with lovely yard space. Game room in the basement with ping pong table, basketball hoop game, TV, and more games. Pequash Beach offers playground, benches, picnic tables, restrooms, lifeguards, and white sandy bay beach.... just a 1/4 of a mile away! Outdoor shower, great for when you return from the beach! Weber BBQ, ready for your first BBQ of the season on the NOFO! Plenty of summer fun items for your use: kayaks, wagons, bikes, chairs, etc. You don't have to worry about anything besides relaxing, and spending time at the beach! Gorgeous neighborhood for strolling, with scenic views around every bend. Your NOFO retreat awaits! Memorial Day - Labor Day: 42k, June: 10k, July: 16k, August- Labor Day: 19k, July + August: 33k, Off Season: 6,500k.

Reduced Rates! Chic beachy vibes meets luxury North Fork vacation home at this renovated 4 Bedroom 2 Bathroom home. Entire home was tastefully renovated & completed in April '23. Showcasing high end finishes & upgrades. Located in the desirable Fleet's Neck neighborhood with white sandy bay beaches moments away! Situated directly across the street from Shagwong Marina, you will enjoy gorgeous views of Wickham Creek & picture perfect sunsets overlooking the marina all Summer long. Truly feel on vacation in a gorgeous renovation, and vacation in comfort with plenty of added amenities! Entertainers delight with largely spacious designer kitchen, plenty of bar seating at the oversized island, and open concept to the eating area into the living room. Oversized couch in living room which features stunning floor to ceiling windows with sliders that open to the deck, showcasing the gorgeous views of the marina. You're graced with the incredible views of the marina & creek from the entire living space, almost every bedroom, and on the front deck which is equipped with plenty of tables and chairs to lounge. Additional patio in back yard with lovely yard space. Game room in the basement with ping pong table, basketball hoop game, TV, and more games. Pequash Beach offers playground, benches, picnic tables, restrooms, lifeguards, and white sandy bay beach.... just a 1/4 of a mile away! Outdoor shower, great for when you return from the beach! Weber BBQ, ready for your first BBQ of the season on the NOFO! Plenty of summer fun items for your use: kayaks, wagons, bikes, chairs, etc. You don't have to worry about anything besides relaxing, and spending time at the beach! Gorgeous neighborhood for strolling, with scenic views around every bend. Your NOFO retreat awaits! Memorial Day - Labor Day: 42k, June: 10k, July: 16k, August- Labor Day: 19k, July + August: 33k, Off Season: 6,500k.

Cutchogue North Fork: Spend August-LD in this beautifully appointed & very private Long Island Sound front home at 2430 Dignans Road, Cutchogue: come find out why the owners call it North Cliff. Spectacular decks & pool set high on the cliffs overlooking the LI Sound - private easy steps to beach. On the other side forever views of Oregon Road farmland. Published in international Fashion Magazines. Chique but casual Summer home. Inside Outside living. Endless beaches to take in and at night follow the lights from Horton's Lighthouse over the crescent coastline. Primary Suite with gorgeous long water views from large private sundeck. RP# 0579

Cutchogue North Fork: Spend August-LD in this beautifully appointed & very private Long Island Sound front home at 2430 Dignans Road, Cutchogue: come find out why the owners call it North Cliff. Spectacular decks & pool set high on the cliffs overlooking the LI Sound - private easy steps to beach. On the other side forever views of Oregon Road farmland. Published in international Fashion Magazines. Chique but casual Summer home. Inside Outside living. Endless beaches to take in and at night follow the lights from Horton's Lighthouse over the crescent coastline. Primary Suite with gorgeous long water views from large private sundeck. RP# 0579

Spectacular updated Cape with a heated pool at 25 Moose Trail, Cutchogue. Enjoy the chefs' kitchen & many spacious living and entertaining areas, including dining room, game room with pool table & arcade games, bedroom, & a full bath on the first floor, all tastefully furnished. Outside you have an expansive deck off the kitchen that takes you to the heated pool surrounded by a paver patio & professionally landscaped yard. This home also has beach rights to a beautiful sandy bay beach and park. Many wonderful vineyards, restaurants, and farm stands are close by. This is the perfect home for entertaining & family gatherings! RP# 0422

Spectacular updated Cape with a heated pool at 25 Moose Trail, Cutchogue. Enjoy the chefs' kitchen & many spacious living and entertaining areas, including dining room, game room with pool table & arcade games, bedroom, & a full bath on the first floor, all tastefully furnished. Outside you have an expansive deck off the kitchen that takes you to the heated pool surrounded by a paver patio & professionally landscaped yard. This home also has beach rights to a beautiful sandy bay beach and park. Many wonderful vineyards, restaurants, and farm stands are close by. This is the perfect home for entertaining & family gatherings! RP# 0422

Cozy ranch home with a backyard overlooking a farm. Heated pool, completely updated furniture, paver patio, fire pit, and bbq. Amazing location with water access for small boats, kayaks, and paddle boards down the road. A beautiful sandy beach less than one mile from the home. Multiple beaches to enjoy! Many extraordinary vineyards less than a mile from the home. Available May - September at $9,000 per month. Southold Town Rental Permit #0934

Cozy ranch home with a backyard overlooking a farm. Heated pool, completely updated furniture, paver patio, fire pit, and bbq. Amazing location with water access for small boats, kayaks, and paddle boards down the road. A beautiful sandy beach less than one mile from the home. Multiple beaches to enjoy! Many extraordinary vineyards less than a mile from the home. Available May - September at $9,000 per month. Southold Town Rental Permit #0934

New to Market FLEET's NECK Rental! Walk to Beach from your Private FABULOUS SUMMER OASIS. 4 Bedroom and 2 Full Bath Contemporary Home on tucked away Lot Set Well-Back from Road on 1 + acres. Offers Sleek Main Floor Living Area with Fireplace, Chandeliered Dining Area, Foyer, Light Bright Kitchen with All Stainless-Steel Appliances, that leads to a Furnished 2-Level Deck with Both Living and Dining/BBQ Spaces, 2 Spacious Bedrooms and a Full Bath with Walk-In Shower. Lower level has 2 Additional Bedrooms and a Large Full Bath with Separate Living/Entertaining/Gaming Area for more Informal Fun! Air Hockey, FOOSBALL,& Large Flat Screen TV! Two-Car Garage and Plenty of Guest Parking. Bedrooms provide own TVs and plenty of closet space. PLUS: Fenced-in Sprawling Summertime Fun & Relaxation Spot. 20x40 Heated, Lighted, Saltwater Pool, with 4 In-Pool Chaise Loungers, and steps to separate Jacuzzi Spa to warm up before you Cool Down. Also enclosed is an Outdoor BBQ Pavillion with Bar Area and Kitchenette, as well as Outdoor Living Room complete with Wide Screen TV, and outdoor lighting. Live Your Best Life Here or walk a short distance to Bay Beach at End of Street, or a Short Drive to Long Island Sound and Ocean Beaches, and Local Marinas. Nearby to Gourmet Restaurants, Wineries, Breweries, Golf, Shopping, and NF Farm Stands & Easy Access to the LIRR or NYC Jitney. 3rd Story Master Suite and Attic Off-Limits to Tenants. Utilities Not included in Rental Amounts. Landlord takes care of Pool and Lawn; Tenants to Reimburse for Utilities for the Term; One Month Security Deposit and Utility Deposit (50% of Estimated Term) Lease and Proof of Renters Insurance Required and Satisfactory Credit Approval.

New to Market FLEET's NECK Rental! Walk to Beach from your Private FABULOUS SUMMER OASIS. 4 Bedroom and 2 Full Bath Contemporary Home on tucked away Lot Set Well-Back from Road on 1 + acres. Offers Sleek Main Floor Living Area with Fireplace, Chandeliered Dining Area, Foyer, Light Bright Kitchen with All Stainless-Steel Appliances, that leads to a Furnished 2-Level Deck with Both Living and Dining/BBQ Spaces, 2 Spacious Bedrooms and a Full Bath with Walk-In Shower. Lower level has 2 Additional Bedrooms and a Large Full Bath with Separate Living/Entertaining/Gaming Area for more Informal Fun! Air Hockey, FOOSBALL,& Large Flat Screen TV! Two-Car Garage and Plenty of Guest Parking. Bedrooms provide own TVs and plenty of closet space. PLUS: Fenced-in Sprawling Summertime Fun & Relaxation Spot. 20x40 Heated, Lighted, Saltwater Pool, with 4 In-Pool Chaise Loungers, and steps to separate Jacuzzi Spa to warm up before you Cool Down. Also enclosed is an Outdoor BBQ Pavillion with Bar Area and Kitchenette, as well as Outdoor Living Room complete with Wide Screen TV, and outdoor lighting. Live Your Best Life Here or walk a short distance to Bay Beach at End of Street, or a Short Drive to Long Island Sound and Ocean Beaches, and Local Marinas. Nearby to Gourmet Restaurants, Wineries, Breweries, Golf, Shopping, and NF Farm Stands & Easy Access to the LIRR or NYC Jitney. 3rd Story Master Suite and Attic Off-Limits to Tenants. Utilities Not included in Rental Amounts. Landlord takes care of Pool and Lawn; Tenants to Reimburse for Utilities for the Term; One Month Security Deposit and Utility Deposit (50% of Estimated Term) Lease and Proof of Renters Insurance Required and Satisfactory Credit Approval.

This is your perfect getaway! Amazing location with water access steps away. 2 bedrooms, 2 bathrooms and an open floor plan with a wonderful yard for quiet evenings sitting outside on the patio! A short drive to the Causeway Beach and supermarkets, Braun's Fish Market, restaurants, and great shopping (you must go to North Fork Apothecary!) all within 5 minutes. Book now! July: $12,500.00. Permit # 0754

This is your perfect getaway! Amazing location with water access steps away. 2 bedrooms, 2 bathrooms and an open floor plan with a wonderful yard for quiet evenings sitting outside on the patio! A short drive to the Causeway Beach and supermarkets, Braun's Fish Market, restaurants, and great shopping (you must go to North Fork Apothecary!) all within 5 minutes. Book now! July: $12,500.00. Permit # 0754

Pristine and newly renovated craftsman home in Nassau Farms. Easy access to Nassau Point Beach. Bright and sunny great room with open floor plan; kitchen featuring granite counter tops, custom cabinetry, and high end appliances. Private backyard with bluestone patio, built-in outdoor sound system, stone fireplace, and outdoor cooking. Ideal vacation home on the North Fork. Private path to nearby kayaking. Convenient to all North Fork activities. Available for July 2024- **Please call for off season rates** Permit # 0283

Pristine and newly renovated craftsman home in Nassau Farms. Easy access to Nassau Point Beach. Bright and sunny great room with open floor plan; kitchen featuring granite counter tops, custom cabinetry, and high end appliances. Private backyard with bluestone patio, built-in outdoor sound system, stone fireplace, and outdoor cooking. Ideal vacation home on the North Fork. Private path to nearby kayaking. Convenient to all North Fork activities. Available for July 2024- **Please call for off season rates** Permit # 0283

Vacation at this spectacular, completely renovated 4 en suite bedroom home this summer located in the desirable Fleet's Neck neighborhood with 2 gorgeous beaches moments away! Entertain in the open concept living area featuring a large island overlooking the family and dining area, perfect for large gatherings. The first floor features 2 bedrooms with 2 full baths with glass sliders leading out to the deck. Downstairs has 2 more ensuite bedrooms with glass sliders leading out to a patio. Soak up the sun and relax by the saltwater pool, rinse of the sand with the spacious outside shower or enjoy the patio where there is plenty of room to entertain throughout any time of the day. Available April: $12,000, May: $17,500, June: $22,500, July: $35,000. August: $40,000. Two week minimum. Permit# 0501.

Vacation at this spectacular, completely renovated 4 en suite bedroom home this summer located in the desirable Fleet's Neck neighborhood with 2 gorgeous beaches moments away! Entertain in the open concept living area featuring a large island overlooking the family and dining area, perfect for large gatherings. The first floor features 2 bedrooms with 2 full baths with glass sliders leading out to the deck. Downstairs has 2 more ensuite bedrooms with glass sliders leading out to a patio. Soak up the sun and relax by the saltwater pool, rinse of the sand with the spacious outside shower or enjoy the patio where there is plenty of room to entertain throughout any time of the day. Available April: $12,000, May: $17,500, June: $22,500, July: $35,000. August: $40,000. Two week minimum. Permit# 0501.

New Suffolk, North Fork BAYFRONT residence. $5k winter months, $12k for June, $15k for balance of September or October '24. Ideal location to while away the hours and enjoy the North Fork farmstands, wineries and more! Sublime Bayfront With Dock. Home Features quality, high-speed internet in Colonial Revival Charm at the beach... Entry Hall, Broad Waterside Living Room W/Fireplace and Views, formal dinning room, Eik, Den/Br W/Bath and First Floor Master Suite W/Bath; Upstairs 2 Bedrooms and Bath. Private Estate Area minutes to all: North Fork Wineries, Farmstands, Shopping and top-tier restaurants. Permit# 1039

New Suffolk, North Fork BAYFRONT residence. $5k winter months, $12k for June, $15k for balance of September or October '24. Ideal location to while away the hours and enjoy the North Fork farmstands, wineries and more! Sublime Bayfront With Dock. Home Features quality, high-speed internet in Colonial Revival Charm at the beach... Entry Hall, Broad Waterside Living Room W/Fireplace and Views, formal dinning room, Eik, Den/Br W/Bath and First Floor Master Suite W/Bath; Upstairs 2 Bedrooms and Bath. Private Estate Area minutes to all: North Fork Wineries, Farmstands, Shopping and top-tier restaurants. Permit# 1039