luxury house for rent Shelter Island, United States (page 3)

Charming exquisitely restored mission style cottage with unique privacy. Original beach stone fireplace, custom woodwork throughout, large deck, screened porch, 2 ensuite bedrooms, studio / office, gourmet kitchen and period furnishings. Walk to 2 beautiful sound beaches. July $15,000; Aug $15,000; Aug-LD $17,000. Permit# 1003.

Cedar Shake Ranch home on Goose Creek, ready for renters starting September 2022! Fully renovated, 4-bed, 2.5-bath. White & bright kitchen, living room, and dining, all in an open floor plan, perfect for entertaining. Move seamlessly through living space and out the sliding glass doors to a well-designed outdoor oasis. Built into a ipe deck is a heated swimming pool with lounge chairs and other seating areas surround. Plus, an outdoor shower and a big grassy yard with beautiful landscape, offering plenty of room for lawn games like badminton or corn hole. From the pool deck enjoy serene views of the water and wildlife. Kayak or stand up paddle board from the private dock or ride your bike to South Harbor Park beach or Croteaux Vineyards. Fully equipped home office/den space and exercise area with a Peloton bike in the basement. Available: Sept(not incl LBD):$12k, Oct:$8k, Nov 2022-April 2023:$4k/mo, May 2023(not incl MD):$8k, May 25, 2023 - end of June 2023:$18k, July 2023:$25k

Centrally located one level cute traditional with sunny open plan living/dining area well stocked kitchen, 2 bedrooms, 2 baths and finished lower level. This home opens onto a private recently refurbished southeast facing deck with steps down to the pool and surrounding brick patio. Walking distance to the fabulous restaurants and shops on North Main Street and EH Village. Ocean Beaches are five minutes away. [[Rental Registration # 23-688]] EH RR #: 23-688 Rental Terms: August: $30,000 August - Labor Day: $32,000 July: $25,000 Winter Season: $5,000 Per Month

Bates Masi's renovation and expansion of Harry Bates's 1967 house in East Hampton, New York, salvaged much of the home's original cypress decking and incorporated subtle additions to the exterior. The main living area boasts skylights that allow for just perfect light filtering in. The interior has a slatted motif throughout reminiscent of a ship. This home has been published in numerous design magazines both for its thoughtful renovation and for timeless design. From Dwell - This sleek kitchen hits warm notes with red lacquered cabinetry, cypress woodwork, and a leafy backyard vista...The extra space from the stairway addition allowed for an equally wide, handsome blue sandstone shower. The blue sandstone, which hails from northern New York, is one of three elements chosen for their minimal palette. The patio, kitchen, and bathroom run together along an east-west axis, each room bearing a different finish of the same blue stone. This allows for a subtle contrast in texture, but it also carries the overall theme throughout the space, making it feel more expansive yet sharply defined. There is beach access for residents of Barnes Landing just a quick moment away. A recently added barrel sauna completes the rental experience. [[Rental Registration # 22-1000]] EH RR #: 22-1000 Rental Terms: September: $15,000 July: $30,000 Winter Season: $5,500 Per Month

Authentic 1900s farmhouse only moments to the East Hampton library, Guild Hall, Jitney, and village shops. Thoroughly renovated interior offers a living room, dining room, bright kitchen, and four bedrooms, including one on the first floor. Simply perfect. [[Rental Registration # 01-22VOEH]] EH RR #: 01-22 VOEH Rental Terms: Winter Season: $5,000 Per Month Other / Short Term - Dec: $5,000 September: $15,000 October: $5,000 November: $5,000 May: $10,000 August: $37,500

Available 2024: May $9,500, Memorial Day-Labor Day $83,500, June $24,500, July $29,500, July-August $59,000, August-Labor Day $29,500, September $14,500, October $9,500. Available off season for $6,000 per month November 1, 2023, through April 31, 2024. Paradise along the Long Island Sound. This pristine and newly renovated home is a very unique offering w/ straight shot sunset views over the LI Sound and private beach access just 100 yards from the house down a sandy path through the Peconic Dunes. The home features an impressive primary en-suite overlooking the Sound, 2 guest bedrooms w/ shared hallway bathroom, and an additional flex room that can be used for sleeping quarters or as a remote home office. High soaring ceilings on the main floor allow for sun soaked exposure throughout the Great Room and impressive large Chef's kitchen. Truly a special property that will offer an authentic North Fork Summer experience! Permit# 0874.

Available 2024- MD-LD $53,500, May $6,000, June $12,500, July $19,500, July-August $41,000, August-LD $21,500, September $8,000, October $6,000: Escape to sweeping dunes along the Long Island Sound in the Hamlet of Peconic. This restored 1940's beach cottage offers charm, character, modern amenities and easy summer water-front living. The grounds are sprawling, incredibly private, will offer breath taking sunset and the ideal setting for summer stargazing. The interior features 3 bedrooms, 2 bathrooms, 2 living rooms and updated bathrooms and kitchen. Enjoy this serene setting nestled away along some of the North Fork's most desirable beach fronts.

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. **Please call for off season rates** Permit # 0283

Spend your summer at this beautiful five bedroom oasis on Nassau Point. With 150' of waterfront access and a 3 minute walk to the pristine beaches of Fishermans Beach, this property is perfect for boat lovers and beachgoers alike. The house has been updated with beautiful furnishings, modern fixtures and luxe finishes. The outdoor spaces including the deck and patio are perfect for entertaining. Explore the wineries, restaurants, fishing and stunning scenery of the North Fork while staying at this unbeatable location.

Be surrounded by the peaceful beauty of nature while spending your summer in this stylish mid-century modern style home. You will enjoy lazy days in the pool or paddling on the creek, al fresco dining at night under the stars and many hours relaxing in this beautiful waterfront retreat. Permit #0087

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 - LBD: $40,000 and Memorial Day - LBD: $95,000

RR# 23-853 exp. 6/13/25 Also available: June $20k If quick access to the ocean is what you're looking for from your next vacation, look no further! Timeless Amagansett Beach home offering 3 bedrooms, 2 baths, open living and dining, country kitchen, screened in porch, great outdoor decking and a charming yard. Summer will be magical. Quintessential Beach house steps from the ocean with sunny western facing rear yard. Wake up to hearing the ocean! [[Rental Registration # 23-853]] EH RR #: 23-853 Rental Terms: Winter Season: $5,000 Per Month

2024 Rates: May 1-20 $5K, May 24-June 30 $15K , July 3-30 $20K , August-LD 2-LD $22,500, September 5-30 $6,500, October $7,500, MD-LD $57,500: Pristine Mid Century Modern Waterfront with 200' Of Private Sugar Sand Beach! Property Features Breathtaking Views Of Robins Island, Southampton And Nassau Point. Chic Furnishings Adorn This Lovely Home Along with Interior Panoramic Views Of The Great Peconic Bay. Open Living Space with High Ceilings, Master Suite, 3 Additional Bedrooms, An Eat-In Kitchen And 2.5 Baths.

Beautiful winter rental in coveted New Suffolk! Beautiful 4 bedroom home with a large yard. Two seating areas and a dining area perfect for cozy winter days and nights!

This traditional Fenwick cedar shingle style home has spectacular water views of the Connecticut River and South Cove. It also enjoys Fenwick's unique lifestyle: beach, tennis courts, Yacht Club and famed golf course. The 2,634 home built in 2006 with the highest craftsmanship and state-of-the-art materials has wide board floors throughout. The great room with a coffered ceiling has a wall of windows above the long banquette, a large beach stone fireplace and built-in cabinets. French doors on the lower level open to a full width porch, which overlook the long water views and beautiful professionally landscaped gardens. The open kitchen is flooded with sunlight and is a chef's delight with all top of the line appliances. Rich mahogany cabinetry and marble counters and sit down island are custom made. The first floor 15x15 master suite has built-ins, and has access to the porch. A guest room/office off the kitchen has a bead board ceiling, shiplap walls, and state-of-the-art Murphy bed built into custom cabinetry. Mudroom side entrance with outdoor shower, includes extra built-in cabinets, farm sink and washer/dryer. Two guest rooms on the second level, one with built-in beds have access to the balcony with views of the hydrangea border gardens and water. This beautiful dream home sits on a private .46 acre parcel and has full mechanicals including a full house generator. Located half way between New York and Boston and is only minutes to all major transportation.

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

Waterfront, beautifully appointed luxury home on South Cove off of Long Island Sound. There are spectacular water views from the main living area, kitchen and Master Bedroom Suite. Two guest bedrooms are in separate wings of the house with private entrance and private, covered porch. Fully equipped and furnished, Wi Fi, cable, gourmet kitchen, dining room, large living room with stone fireplace. Master Suite with king bed, large master bath and private outdoor deck overlooking the Cove and views of sunrises, sunsets and wildlife. First guest bedroom has king bed and private bathroom. Second guest bedroom, with ensuite bath, has twin beds. Private kayak dock on property includes use of two kayaks. Lower level fully equipped fitness room with flat panel TV. Covered screen porch on one side of the house and large stone patio with a fire pit overlooking the cove on the other side. The home setting provides a quiet and relaxing environment. Association beach is a short walk away. Enjoy nearby Fenwick Golf Course, a 9 hole public golf course, and the Saybrook Point Inn and Spa with a Four Diamond restaurant. The historic downtown is known for it's many great restaurants and the Katherine Hepburn live theatre. Pets considered on an individual basis!! Rental available January through April, and may be available for the 1st half of May at a higher rate. Less than 4 months may be considered. One bay of the garage will be available for tenant use.

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

Escape to the North Fork and enjoy the perfect blend of comfort & coastal living in this meticulously maintained 3-bed, 3-full bath home. As you step inside, you'll be greeted by living space adorned with nautical-inspired decor, plenty of natural light, and a wood burning fireplace. The fully equipped kitchen is a chef's delight, with stainless steel appliances and ample counter space for culinary creations. The open-concept design ensures a seamless flow between the kitchen, dining, and living areas, creating an ideal space for entertaining. Upstairs you'll find the primary king suite with views of Mattituck Inlet and a private spa-like bathroom off the expansive walk-in closet. Two additional well-appointed bedrooms with queen beds provide plenty of comfort for family members or guests. There's a pull out couch for overflow as well. Theater/media room in the basement, perfect for the rainy days or movie date nights. As you venture outdoors, a pristine landscaped backyard awaits, complete with a patio for outdoor dining, an outdoor BBQ area with a pizza oven, and a cozy fire pit. The home also has a pull out couch for additional overflow and two separate work spaces for those who need to work while on vacation. Conveniently located near sought after Love Lane, several renowned wineries, farm-to-table restaurants, several local beaches, and more. Seize the opportunity before someone else does! 2 week minimum required. 2024 availability includes: May (not inc MemDay wknd): $10,000, June: $15,000, July: $18,000, Aug - LBD wknd: $20,000, July 1st - LBD wknd: $38,000, Sept. (not inc LBD wknd): $10,000.

Adorable 3-bed, 2-bath rental with a pool in the fenced in back yard and near a bay beach! Available Memorial Day - Labor Day for $22,000 and May: $5k, June:$7k, July:$8k, Aug:$9k, Sept: $7k, Oct: $6k, Nov: $5k, & Dec: $5k