Guilford CT Real Estate & Homes for Rent

Spacious Open Floor Plan Newer Home. Inground Pool with Built in Hot Tub and Blue Stone Pool Surround. Screened Porch Overlooking Pool Area. Nice Yard. Wood Burning Fireplace. Good Wifi. Long Island Sound Beach and Historic Lighthouse Museum and Park Several Doors Away. Summer 2024 - Memorial Day through June $30,000. Off Season Until End of April 2024 at $10,000 Per Month (Single or Multiple Months Rental Considered). Permit #0537.

Stunning new construction with 110' of Long Island Sound front and private stairs to your beach. 10ft ceilings throughout the first floor, open floor plan with panoramic views. The living room has an oversized fireplace, built in cabinets and coffered ceilings, glass doors that open directly to the patio. Viking full stainless steel appliance package, double dishwashers, gas stove with custom stainless hood, wine cooler and an oversized custom island with a built in microwave. 2 primary bedrooms one located on 1st floor with radiant heated floors in the bathroom, marble shower, free standing soaking tub, double custom vanity and a custom walk-in closet with illuminated hanging rods. Finished mud room & laundry room, powder room with gorgeous marble floors. Second floor features 3 bedrooms including another primary suite, full bath, a great room w/ a color changing LED fireplace. Full basement with BR&BA. This is a must see! Available July: $50K and Aug-Labor Day: $50K. Permit #: 1101

Magnificent Waterfront with Pool! Enjoy the luxury of coastal living in this beautifully constructed home with its own private beach. Open and airy spaces with all the amenities for comfort and relaxation. Spacious kitchen, Dining Rm, Living Rm w/fp, Four generous sized bedrooms & 3.5 baths. The upstairs loft boasts an amazing recreational area with soaring ceilings & walls of glass overlooking spectacular views of the sound & sunsets. Close to shopping, vineyards, boating, world-class dining and more!

Public Remarks:If you are looking for a true summer experience on the beautiful North Fork of Long Island, look no further. This Spacious home has the full spectrum of mother nature right on your own huge back yard on the great lake with 2 fire pits. Featuring 4 Bedrooms, 4 Bath, An Oversize Patio, Large Heated In ground pool. Your own fully equipped gym to help keep you in the best of shape! You may enjoy fishing in a lake only a few steps away, as well as close distance to Kenny's Beach on the Sound. Ample of Marinas around the corners, as well as endless Vegetable & Fruit Farms & Stands, Wineries, Restaurants & Shopping. Enjoy this rare find for a memorable summer experience! Permit no: 0080 Expire: 06/07/2025 - JULY & AUGUST ARE NO LONGER AVAILABLE .

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

#NeverMissASunset. Enjoy Breath Taking Sunsets high on the Bluff overlooking the Long Island Sound With Your Own Private Sandy Beach and Community Stairs. Spacious Bedrooms with California closet (entire room) off Primary Bedroom, 2 Sun Rooms, Incredible Water Views From Nearly All The Rooms. Updated Baths And Kitchen With Granite Counter Tops, Spectacular Landscaping, Outdoor Shower. The Perfect Summer Getaway Or Year Round Home! Great For Entertaining & an ideal setting for summer stargazing. Permit#1029

NEW TO THE RENTAL MARKET! JUST A DREAM BOAT! NEWLY RENOVATED, LIGHT AND BRIGHT, BEAUTIFULLY APPOINTED, EVERY CONVENIENCE - 2 BEDROOMS, 2 BATHS. PLUS - CONVERTIBLE QUEEN SOFABED! BEAUTIFUL OUTDOOR DINING, FIRE PIT, PORCH, ENCLOSED SHOWER! PRICED RIGHT! STEPS TO POPULAR KENNEY'S BEACH - JUST BRING YOUR LITTLE RED WAGON AND STROLL TO THE BEACH AND ENJOY!

Available 2024: May 1-23: $7,500.00; May 24-June 30: $21,500.00; July 2-31: $23,500.00; August 2-LD: $25,000.00; September 3-30: $7,500.00; October 1-31: $6,500.00; MDW-LD: $70,000.00. Available off season for $6,000 per month 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.

Room for All in this Spacious 6 Bedroom Luxurious Home with Gourmet Kitchen with 6 Burner Wolf Stove, Formal Dining Room. Large Living Room with Fireplace, a Separate Den and Large Bedrooms. Rainy Day Game Room and More in Lower Level. All set on 2.3 Acres with In Ground Pool, Nicely Finished Outdoor Space and Yard Area and Just a Short Distance to Kenneys and McCabes Beaches. Summer 2024 - June 1 to June 28 - $30,000 or $8,500 Per Week With Two Week Minimum. August 25 to September 8 (Two Weeks) $18,500; September $30,000 or $8,500 per Week With Two Week Minimum. Off Season - October through April at $15,000 Per month for Single or Multiple Month Rentals. Permit #0233.

Enjoy stunning water views and all-season access to the Sound from this charming 3-bedroom, 1-bathroom waterfront home. This cozy home channels happy, mid-century vibes. Large living room with fireplace, dining nook, and sunroom, all with breathtaking views of the water. The patio with BBQ is the perfect spot to relax and enjoy the outdoors, and the path to the Sound makes it easy to access the water for swimming and fishing! Ren Permit # 0880

Welcome to your future summer retreat! This beautiful newly built home offers the perfect blend of comfort and luxury, featuring 4 spacious bedrooms and 4 full baths. First floor primary bedroom with luxurious ensuite bathroom. Inside, you'll find ample space and modern amenities that cater to your every need. However, what truly sets this property apart is the outdoor paradise waiting for you in the backyard. Immerse yourself in the heated saltwater pool or unwind in the relaxing hot tub - it's your private sanctuary. Don't miss the chance to rent this exceptional home and experience a lifestyle of unparalleled indulgence. Close to the beach!! Permit# - 0980

2024 RATES: May 1-23 7,500.00: June 1-21 $10,500.00; July 7-30 $15,500.00; October 1-31 $6,000.00: 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.

Escape to this 4 bedroom, 3 bath waterfront North Fork Retreat with expansive views across Hashamomuck to Peconic Bay. The back yard features a deck with private stairs leading down to the water, perfect for kayaking and paddle boarding. End the day entertaining around the fire or with a sunset stroll on your deeded Long Island Sound beach just a block away. Make this home your jumping point to enjoy the beaches, parks, restaurants, vineyards, farm stands, golf courses, and the many other activities the East End has to offer. The list is endless and is awaiting your arrival! Rental Permit #0477

Tranquil farm setting in the heart of North Fork, close to all. Centrally located to all the North Fork has to offer, but tucked away on quiet block surrounded by farms. Enjoy our newly furnished home with 5 beds, 2 baths, and an in-ground saltwater pool. Wake up and sip coffee on your front porch & enjoy the serene views with farm animals roaming in the background. 2 mins drive to Southold town. 4 mins drive to Horton Point lighthouse or Mcbain beach. 10 mins to Greenport Village.

Pleasantly Updated Open Floor Plan Ranch with Vaulted Ceiling and Separate Den with Fireplace and TV. 3 Bedrooms, 2 Baths. Central Airconditioning. A Nice Deck, Heated Inground Pool, Outdoor Kitchen (with fridge and grill) and a Memorable Community Long Island Sound Beach Nearby to Enjoy. Summer 2024 - $4,900 Weekly with Two Week Minimum; June $18,000; Off Season (January to Mid-May) $3,500 Per Month. Permit # 0796.

Immaculate shingle-style home perched above the Long Island Sound. Enjoy endless water views and breathtaking sunsets from the heated pool and private beach. Open floor plan with EIK and fireplace, bedrooms across three floors, including first and second-floor primary suites with private waterside balconies. The large finished basement features a media/game room. The private office is ideal for remote work and has a third private waterside balcony-prime indoor/outdoor summer living just a mile from Greenport Village's shops and restaurants. Personal property manager to address any tenant needs. Hamptons luxury with North Fork vibes. Two-week minimum.

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!

This spectacular bluff-top home overlooking the Long Island Sound was designed for seamless indoor/outdoor living. As you enter the residence, you are instantly awestruck by the stunning floor-to-ceiling coastline views. From the spacious living room, step out to a large deck to better enjoy the expansive yard, which boasts a large pool, BBQ area for alfresco dining and a fire pit for unforgettable sunsets across the Sound. The home features three large bedrooms: one primary suite with a king bed, a second primary suite with a queen bed and a bunk room with 4 twin beds. Each bedroom is "ensuite" with its own bathroom and the two primary suites are both ocean facing with a private deck to enjoy a more intimate view. In addition, you will enjoy a gourmet kitchen, family room, separate office, formal dining room, playroom, two laundry rooms and finished bonus space in the basement. This gorgeous home is nestled in a quiet cul-de-sac in one of the North Fork's most coveted locations - convenient to the shops of Love Lane, dining, and beaches. Relax and enjoy the embodiment of North Fork coastal living at its finest! SRP#0757

Permit #493 Newly Renovated Farmhouse Centrally Located In Southold With Easy Access By Bus, Train or Car. Enjoy Your Morning Coffee As The Sun Rises Over The Farmfield. Spend An Afternoon Exploring The Beauty of the North Fork, Soak in the Sun at one of the Beautiful Peconic Bay or Long Island Sound Beaches, Enjoy Live Music at Numerous Wineries and/or Breweries, Browse unique local finds at One of Many Antique and/or Quaint Shops, and Don't Forget to Stop by Our Bountiful Farm Stands. Cool Off With a Dip in the Heated Saltwater Pool, Enjoy Dinner Under the Stars and Reminisce Around the Fire Pit. Utilities Included. 10% Security & Exit Clean. Enjoy Summer On The North Fork!

2024 Rates: June $20K, July $35K Luxurious living in Greenport's private Rock Cove Estates. A stone's throw away to the deed private beach on the Long Island Sound. Highly desirable area where you can enjoy summer walks, lazy days at the beach or gorgeous sunsets. Create memories to last a lifetime in this beautifully decorated home. Close to Greenport Village, restaurants, shopping, wineries, and recreational activities.

2024 Rates: June $5,000/week or $20K/month; July $6,750/week or $27,000/month; A1-LD $7,125/week or $28,500/month. Experience North Fork summer living in this newly constructed gem! Nestled in the sought-after Stirling Eastern Shores community, this impeccably designed modern farmhouse offers exclusive access to a private Long Island Sound beach, just a five minute walk from the property. 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.

Rental #0843

2024 Rates: June $17,500, July $23,500, A1-LD $25,000 Welcome to 155 Caiola Ct, located in the desirable seaside community of Rock Cove Estates. This beautifully appointed home offers ideal amenities, beach access and location that one would desire from a Summer retreat. The interior features an inviting foyer leading into an formal dining room, open living room and eat-in-chef's kitchen. Additionally the main level offers a laundry off of the mud-room, sprawling first floor primary en-suite bedroom and home office. The second level features two guest bedrooms that share a full bathroom and a junior en-suite with private bathroom. The grounds are lush, full of mature plantings and showcases a large wood deck overlooking an impressive free-form in-ground swimming pool that basks all day in the summer sun. Additionally, you will enjoy private beach access just a short walk from the house, easy access into Greenport Village and a centralized launching point to enjoy world class vineyard, farm stands, fishing, hiking and so much more that the North Fork has to offer. Book your summer retreat now before this gem slips away!

This beautiful 4 bed, 2.5 bath home is where you will want to be! Bright and airy, this home features an open plan kitchen with marble countertops and island, a living room with gas fireplace and a dining room. A powder room and the primary en suite complete the first floor. Upstairs are three bedrooms and a hall bath. Enjoy the new Gunite pool and fenced yard. The Saltaire association has a tennis court and, at the end of the street, a community park with steps down to the Long Island Sound. Come and enjoy the sunsets! Additionally, there is a local beach about a 3 minute drive from the house. Take advantage of Love Lane, wineries, restaurants, farm stands and all the North Fork has to offer. This is definitely a special home not to be missed! Rental Permit #0850

Introducing this charming 2 bedroom, 2 bathroom condo nestled in the picturesque town of Southold. This turn-key condo offers an ideal combination of convenience and comfort. The spacious and bright living area, high ceilings and fireplace create a warm and inviting atmosphere. The kitchen has been recently updated, and the updated bathrooms feature glass enclosed showers. There are beautiful hardwood doors and floors throughout. Additionally, residents have full access to the clubhouse and inground pool. This condo is the perfect blend of modern comfort, convenient amenities with close proximity to beautiful North Fork beaches. Permit #1106