luxury houses for rent Cutchogue, United States (page 2)

Square footage is approximate as Town of Southold does not have square footage of second half story recorded.

Experience serenity at this stylishly renovated and tastefully adorned cape in the heart of Greenport village. This expansive residence offers three bedrooms, including a master suite with a private bath, two additional bathrooms, and a convenient home office. The main floor embraces an open-concept design, featuring light-filled dining and living areas, along with a well-appointed kitchen boasting stainless steel appliances. The fenced-in yard creates a tranquil space for stargazing after a day of summer adventures. Just steps away from Greenport Village's restaurants, shops, the Shelter Island Ferry, train, and Jitney bus, and a short distance to popular 67 Steps Beach, this is the perfect location for your unforgettable Greenport summer getaway.

2025 Rates: MDW-LD $142,500; June $30K; July $52,500; A1-LD $55K. This Modern Hamptons style home offers everything you could ask for from a Summer retreat to the East End. Featuring over 3500sqft of living space, the impressive Great Room is the centerpiece of the house and flows seamlessly to the rear yard which features a 20x40 heated gunite pool with sun deck, large architectural stone patio w/ fire-pit and large gas fired grill. In addition, you will enjoy lazy summer walks to the Rock Cove Estate community private Sound side beach and peak-a-boo water-views from the second floor. All bedrooms are generously proportioned but the Primary En-Suite is truly spectacular with high vaulted ceilings, private waterside balcony, walk in closet and En-suite full bathroom. Bonus feature, the second floor offers a game/media-room w/ full-size pool table, shuffle board table and waterside balcony. Don't let this amazing offering slip away!

Summer 2024 Rates: May24-June30 $20K, July2-Aug1 $30K, Aug2-Sept3 $35K, Sept4-Oct4 $15K: Rare new construction on a quiet side street in Greenport Village, this modern luxury home is the perfect base to explore the beaches, wineries, and farm-to-table dining of the North Fork. Walking distance to downtown Greenport and a short drive from all the major North Fork sights. Or just whittle away your days enjoying the amenities of your luxurious home retreat. Lounge in your heated saltwater pool while sipping a cold drink. Curl up with a book in front of your gas fireplace. Catch up on sleep surrounded by plush bedding on your memory foam mattress. Immerse yourself in the low-key North Fork lifestyle at your private Greenport Getaway.

2024 Rates: June $6,250/week or $25K/month; July $8,125/week or $32,500/month A1-LD $8,750/week or $35K/month. Experience North Fork summer living in this newly introduced gem! Nestled in the sought-after Eastern Sterling Shores community, this impeccably designed modern farmhouse offers exclusive access to a private Long Island Sound beach. Step inside to discover a light-filled and meticulously styled interior adorned with contemporary finishes and furnishings. The heart of the home is the chef's kitchen seamlessly integrated into the Great Room and anchored by a cozy gas fireplace. On the first floor, you'll find a convenient half bath, a junior en-suite bedroom, a spacious mudroom, and a sizeable 2-car garage. Ascend to the second level to encounter two additional guest bedrooms sharing a full bathroom, along with a stunning primary en-suite bedroom. The primary bath boasts a luxurious double vanity, a walk-in shower, a soaking tub, and an expansive walk-in closet for added convenience and indulgence. Outside, the property showcases a captivating landscape featuring a sprawling stone patio enveloping a 20x40 heated salt-water pool, complemented by an outdoor shower - an ideal setting for hosting gatherings and enjoying the summer sun.

Stylish and spacious 6-bedroom, 6-bath village home is set on nearly a full acre of park-like grounds and is ideally located close to shops, restaurants and ocean beaches. The freshly redecorated interior offers a large eat-in kitchen with fireplace, screened porch, formal dining room, large living room with fireplace, a first-floor master suite with fireplace and French doors to the patio and five additional bedrooms for a total of six bedrooms and six baths. Outside, the expansive lawn features a large stone patio for entertaining and an 18' x 48' heated Gunite pool, all surrounded by lush landscaping. Rental Terms: August - Labor Day: $125,000 Winter Season: $60,000 Per Month

In the heart of Southampton Village, this property is walking distance to shops and restaurants. Renovated and beautifully furnished, offering 4 bedrooms, 4 1/2 baths, generous living spaces, and a gorgeous screened in porch overlooking the backyard. New heated gunite pool and hot tub, surrounded by blue stone, outdoor shower, bbq, and pool house with TV, AC, and full bathroom. Everything you need for the perfect stay this summer in the most convenient location! Rental Terms: Winter Season: $70,000 Per Month

?Welcome to 60 Lynncliff, a chic Hamptons home with every amenity. This three bedroom two bath recently renovated gorgeous enclave is private, comfortable and full of natural light. Enjoy morning coffee on the deck, back yard bbqs, soaking in your hot tub or swimming in the gorgeous in-ground pool. Spend your summer among beautiful Hamptons beaches, shopping and dining.

In our beloved 2,350 acres of Mashomack Nature Preserve, there are a handful of residences. At the end of this long private road through this preserve, one can find this breathtaking newly constructed modern home with no details left behind. This expertly crafted home is loaded with premium amenities, top-of-the-line appliances, and walls of windows overlooking Coecles Harbor, this home has no comparisons. With 3,800 sq. ft., the home features an open floor plan with sweeping water views from every vantage point, whether dining, cooking, or lounging. Continue entertaining outside on the large outdoor waterfront deck where you become one with nature. The master and one of the guest bedrooms are en-suite, and the 2 additional bedrooms share a bath. All the bedrooms have abundant closet storage. Enjoy this newly constructed private waterfront property this summer!

Spend your summer enjoying all the North Fork has to offer at this Greenport waterfront home with dock and community bay beach. Completely updated with high end touches throughout including chef's custom kitchen with island, 3 bedrooms (2 are en-suite), 4 full bathrooms, expansive waterfront deck, and a lower level entertainment lounge. The perfect place to relax and unwind.

This recently renovated home is an excellent blend of village charm and modern amenities. Located one block from Haven's Beach and a five-minute stroll from the village center, this historic house has a gracious open floor plan that is ideal for summer entertaining. The large open kitchen has an easy flow to the outdoor mahogany deck, tastefully landscaped backyard and 10'x40' heated gunite saltwater pool. The master bedroom features an en-suite bathroom with large glass shower and radiant heated floors. A Juliet balcony overlooks the backyard, complete with its own fruit-producing peach tree. Two additional bedrooms and a recently added fourth bedroom/den on the first floor combine with additional amenities, including a large mudroom, a double set of washer/dryers, three-zone central A/C, a wood burning fireplace, and a 50 HDTV. The dual benefit of a secluded location and proximity to town complete this Sag Harbor Village gem. EH RR #: R-24-0004 Rental Terms: Winter Season: $45,000 Per Month September: $30,000 August - Labor Day: $65,000

Relax and enjoy this beautifully appointed bay front house w/ private beach and stunning views of Orient Harbor, Bug Light and Shelter Island. Moor your boat in the bay; kayak, swim, fish or chill on the decks and porches. Basement game room w/ Ping-Pong, TV and games. Conveniently located near shopping, restaurants, ferries, farm stands, vineyards.

Lovely, renovation on this 3 bedroom, 2 bath ranch. Landscaping to come.

Also available: Sept & Oct $14,500, October $5,000, November 1 to May 15 $28K This charming 4 bedroom is set in a beautiful bayside community with bay beach access right across the street. The interior of this ranch home offers a spacious open layout, with big picture windows. The back yard features terrace patio, a barbecue and new landscaping. From bay beaches to nearby Mega-Yacht marinas, the location offers a fantastic waterfront lifestyle. 1.5 miles to Main Street, with 20 high-end restaurants and bars, boutique shops, and renowned Bay Street Theater and Sag Harbor Cinema. Rental Terms: Other / Short Term - 2/1/2024 - 4/30/2024: $12,000 August - Labor Day: $20,000 November: $4,500 September: $7,500 Winter Season: $28,000 Per Month October: $5,000

Relax, rejuvenate and recharge in this updated North Fork gem with new kitchen, outdoor deck, screened in porch and large fenced in yard. Three bedrooms and full bath on the 2nd floor. Located on a quiet road but still close to beaches, farm stands and local vineyards! $6,500 per week. 2 week minimum.

Pristine, ideal vacation home on an acre surrounded by preserved farmland. Enjoy expansive views to the north and south all within close proximity to award winning wineries, farm stands, fantastic restaurants, beaches and many golf courses including The Woods at Cherry Creek just 2 minutes away. The spacious home offers an open floor plan including large great room with fireplace and floor to ceiling windows offering wonderful natural light, kitchen with large island for entertaining and plenty of space for dining. The primary ensuite with king size bed is on the first floor with access to the back patio. Two additional guest bedrooms share a full bathroom on the second floor with a convenient loft/office. For additional living space, the basement is fully finished with plenty of room for entertaining. After a day of enjoying all the North Fork offers or exploring the South Fork, relax on the deck or patio overlooking bucolic farmland. Create great memories of your North Fork vacation. ***Please call for off season rates*** Permit #23-0327.

Bayfront beach Cottage with panoramic views, stylish & chic. Great room with newly renovated kitchen, dining area, living room, bay side deck. Master bedroom & bath and additional guest bedroom & full bath, outdoor shower, private beach. Offered Nov 2023-March 2024 $4,000/mo.; 2024: Apr $4,500; July $14,000, Aug $16,000, Aug-LD $17,000; Sept $9,000; Oct $5,000. Permit# 0569.

Charming and chic 3 bedroom, 1.5 bath Cottage on Lake Marion with many charming original features. Open, sunny floor plan with common area that opens onto spacious lakefront deck perfect for relaxing, grilling & dining. Wood burning fireplace, fully equipped cook's kitchen, private dock, outdoor shower, & easy stroll to association bay beach. Offered June $8,000; Aug $16,000. Permit# 0692.

Experience the ultimate North Fork summer with the perfect combination of comfort and privacy in this spacious 4 bedroom home with heated pool on 3.5 acres. Explore the pristine beaches, beautiful vineyards and breweries or check out one of the many chef renowned restaurants the area has to offer. This property is the ideal retreat for a memorable summer getaway on the North Fork.

Fabulous for Summer Before it's too late, grab this cutie for June or the last to weeks of August! Fabulous vibe in this East Quogue Summer House, expansive deck and beautiful patio and IG pool area...You will be comfy and close to the beach and all the Hamptons has to offer!