148 Apartments in Cutchogue, New York

This well appointed home features a gourmet chef's kitchen that opens into the great room with cathedral ceilings, overlooking a gorgeous pool area and gardens. It's the perfect backyard: multi-level seating areas, hot tub, swing set, and pool house plus outdoor kitchen and stone fireplace. Beach rights at 2 nearby Nassau Point beaches. Available first 2 weeks of July for $14k, and off season

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.

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 and short-term off-season rental also.

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 this rental now! Rental Permit # 0754

Beautiful ranch home with a heated pool, completely updated and furnished ready for you to stay the off season. Picturesque backyard setting with the pool, paver patio, fire pit, and BBQ overlooking a field. Great location with water access for small boats, kayaks, and paddleboards at the end of the street. Multiple beaches to enjoy! Available September - April 2024 @ $4000 per month, or book your stay for next summer; a month or the entire season ! Southold Town Rental Permit #0934

Newly Created, Spotless First Floor One Bedroom Apartment with Brand New Appliances (including washer and dryer), Open Floor Plan and Extra Storage. Central Airconditioning. Outside Sitting Area and Off Street Parking. Convenient to All (0.4 Mile to Shopping Center. 1 Mile to NYC Transportation. 0.3 Mile to Road End Creek Access). Permit 1013.

Stunning vineyard views! Nestled in the heart of the North Fork's first vineyard is this sprawling, historic beauty. Steeped in history but with all the modern comforts and conveniences is this generous estate, newly available for lease this summer season. Don't miss the one-of-a-kind North Fork sunrises from the primary suite or the picturesque sunsets from the gunite pool. Experience life on a working farm, while enjoying the seclusion and serenity of nearly 66 acres of a classic North Fork vineyard. Completely renovated, never lived in, and to be professionally furnished with designer grade pieces!

Located on one of the prettiest streets in Cutchogue, this 1950s residence has been carefully restored preserving the original architecture and decorative elements while incorporating modern amenities. This natural light-filled 4 bedroom, 2 bath home has been beautifully renovated with all new appliances & fixtures.The home offers a spacious living & entertaining area with a wood-burning fireplace, along with a separate den & dining area located off the kitchen.The first floor has a primary en-suite bedroom with a king bed overlooking the park-like yard. The second floor hosts three additional bedrooms, the larger of the 3 has a beautiful exposed chimney separating the sleeping area from a lounge area which includes a pull-out sofa & wet bar. Outdoors this majestic property features a large spa-like shower, fire pit, half court & outdoor entertaining area for alfresco dining. Walkable to all village amenities, farmstands, wineries, & jitney with a short bike ride to New Suffolk Beach.

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

Permit 1024. This Charming Colonial Gambrel Style Home Offers A Comfortable And Spacious Living Environment With 3 BRs And 2 BAs Plus The Convenience Of Nearby Amenities Making It A Practical And Cost-Effective Choice! The Hardwood Floors Add A Touch Of Elegance And Warmth Throughout The House, While The Heated Porch Is A Cozy Spot For Gatherings Regardless Of The Season. Located In The Desirable Mattituck-Cutchogue School District.

Romance, elegance, and the bucolic backdrop of Oregon Road make this home a standout! Nestled within a vineyard, this 3 bedroom, 2 bath vintage farmhouse charmer lies on 2 acres with an in-ground pool and endless vineyard views. Short distance to tasting rooms, farm stands, renowned restaurants, vineyards, and fantastic beaches that the North Fork is known for! Available Dates available May through October. Permit # 0940

Rare opportunity in New Suffolk!! Year around rental close to the beach and restaurants. Charming 1 Bedroom, 1 Bathroom Cottage In The Heart Of New Suffolk With Gorgeous Water View And Sunsets.

Looking for the perfect getaway? Look no further than this charming 3 bedroom, 2 bath seasonal rental, located just minutes away from everything you need to make your vacation unforgettable. With its prime location just a short walk from New Suffolk Beach, Legends restaurant, the New Suffolk Marina, and local wineries, golf, and farms, this rental is the perfect home base for all your adventures. Inside, this rental is spacious, comfortable, and filled with all the amenities you need for a stress-free stay. With three bedrooms, two baths, and plenty of space for everyone, there's plenty of room to spread out and enjoy your vacation. And when it's time to entertain, the back deck and yard are perfect for gathering. Available in Summer as well as the off-season.

Located in a gorgeous Bay beach private community just a stone's throw from Southold Bay. Waterviews from many rooms and the sprawling backyard. Immaculate, light filled, 5 bedroom/2 bath charmer with room for all. Features incl library, sunroom w/Bayview, outdoor showerhouse. Super convenient to fine dining, shopping & tasting rooms - just 5 minutes to either Southold or Greenport....even 3 stellar farm stands just up the road including a CSA. Farm to table heaven! Located within the Park District with access to Founders' Landing Park. Everything you need to enjoy the amazing North Fork! [Rental permit #0392; Expiration date 4/7/25].

Charming Laurel Country Estates, comfortable three bedroom ranch, private bay beach for neighborhood residents. Central air conditioning. Rear yard with deck off kitchen for outdoor entertaining. Convenient to Mattituck Shopping Center, and recreational activities. Act now to reserve your desired dates for the 2023 Summer Season. Available August through Labor Day 2023.

Rental permit 405. Dine Al Fresco! Enjoy The Spectacular Sunsets At This Waterfront Paradise. 3 Bedroom 2 bath Contemporary Home With 1st Floor Waterside Master Suite. New Soft padded Heated/Lighted Salt Water IG Pool W/Automatic Cover, Unobstructed Waterviews, Enclosed Outdoor Shower, Hi End Newly Built Kitchen. Enjoy Kayaking, Paddle Boarding and Fishing From Your Own Dock. Easy Direct Bay Access. Beautiful Goose Creek Beach Practically at Your Doorstep. Available October 23 - April 2024 Or July 2024. Exit Clean, Utility & Security Deposit Required.

Enjoy an experience on the North Fork of LI this summer. Whether a couple of weeks, a month, or the whole season, spend it nestled in a quiet spot that is near downtown Southold. Feel embraced by all the NOFO has to offer in this meticulously renovated, waterfront Cape, while enjoying the utmost in privacy and waterfront access. Step down into your own private swimming spot in clear Jockey Creek or enjoy your own private deep-water dock (bring your boat!). Kayak, canoe or paddle directly to Southold Bay, Shelter Island Sound and the extended fishing grounds of Greenport, Bug Light, Orient and beyond. Enjoy a quick ride into the charming downtown of Southold for elegant dining, shopping and easy access to LIRR/Jitney into NYC. Make lasting summer memories on this expansive idyllic, half acre, creekfront property which is perfect for quiet time, entertaining on the deck or play.

Enjoy vintage charm and character in our beautifully maintained large waterfront home with private beach and stunning new upgrades to the kitchen, screened in front porch and back deck for fabulous indoor/ outdoor North Fork Summer Living. Mature garden with historic specimen trees, partial water views and steps away from your private sugar sand beach where you can swim, kayak, paddle board, boat and fish. Cable TV, great Wifi, 4 double bedrooms, 2 full bathrooms, 2 half bathrooms plus outdoor hot and cold shower. Close to all area attractions. Walk to family owned vineyard and organic farms for North Fork meat, veg, fruit and flowers. Only a short drive to fine restaurants and waterfront bars, fun arts, crafts, yoga, live music and water sports. Greenport, Southold and ferries to Shelter Island, Sag Harbor and the South Fork 10 minutes away. 2 hours from NYC and CT. Rent for 2 weeks - balance of July $7,500, Aug 1-15 $10,000, Aug 15-LD $12.5k. Aug 1-LD: $20,000. July 20 - LD $25,000

Permit 816. Beautiful New Construction In Private Beach Community. Creekfront Beach Access Along With 20x40 Heated Saltwater Pool. Ideal For Large Groups & Perfect For Entertaining, This Property Has It All. 8 Bedrooms And 7 Bathrooms Set On Lush Manicured Grounds, Provides Spacious Accommodations For Up To 16 Guests. Spend Afternoons Lounging By The Pool & Evenings Gathering With Family And Friends. Deeded Beach Rights, Minutes To Wineries & Just A Short Bike Ride To Restaurants And Shops In Town. Three 50amp lv2 EV Chargers Available. 14 Day Minimum.

Find peace at this classic country charmer! Perfectly nestled amongst protected land, you're set for a peaceful vacation! 4 Bedrooms, 2.5 bathrooms, heated in-ground pool, a wonderful wraparound porch with plenty of reading nooks. Close to fantastic beaches and all Mattituck has to offer. Strong's water club, Windamere restaurant, Browder's Birds, surrounded by Love Lane, public transportation, local restaurants, gourmet food stores, wineries, tasting rooms and shopping. Make this your summer retreat! House available to rent 2024 Memorial Day-Labor Day. Rental Permit # 0616

Make meaningful memories in this soaring contemporary overlooking beautiful Hog Neck Bay and Corey Creek. Enjoy water views from nearly every room. Open floor living/dining area. CAC, W/D, Internet/WiFi, all utilities included. Large waterside deck, huge patio with nearly-new Weber gas grill, outdoor shower, private beach.

One half of private, Ram Island, offers a complete, self contained luxury resort experience. Stylishly restored on 15 acres, the main house centers around an antique windmill-- now an elevated office--overlooks Sebonac Creek, the blue waters of Peconic Bay and the green hills of historic National Golf Links. The main house has lavish living areas coupled with soft finishes and fixtures. Featuring a glass dining room, 4 luxurious bedrooms and baths and a primary suite with roof deck with soaking tub. Across the path, a wellness building houses a yoga/exercise room, sauna and shower section, massage room, meditation roost, plus a kitchen, bedroom and bath. Perfect for entertaining with a full sized separate guest house. A boat house opens to the deep water dock with room for large vessels. A beautiful in-ground gunite pool, hot tub, fire pit overlooking the inlet and bay compliment the grounds with arbors, gardens, walking paths, and wide lawns. The ultimate vacation experience.

The Perfect Place To Enjoy a North Fork Vacation! Beautiful New Home In Bay Front Community. Open Living Room With Fireplace And Flat Screen Tv. Open Dining Room And Kitchen With Easy Access To Covered Porch, Private Backyard w/ heated salt water inground Pool. Master Bedroom Suite On 1st Floor w/ king bed & smart tv, Additional Master Suite On 2nd Floor w/ king bed & smart tv, As Well As 2 Additional Bedrooms (1 queen, 1 w/ twin beds) And Full Bath. Short Walk To A Gorgeous Bay Haven Association Beach Right At The End Of The Street. June $25,000. July $35,000. Aug-LD $40,000. 14 day rentals available. Renters Insurance required.

Rental #0843