luxury real estate for rent Chester, United States

Immaculate, recently renovated two bedroom, end-unit Townhouse conveniently located at Georgetown Woods on Main Street. Hardwood Floors throughout the entire 1FL. Open Kitchen and Living Room with Breakfast Bar, Large Living area and sliders to the outdoor patio that overlooks Canfield Nature Preserve and access to miles of Hiking Trails. Two Bedrooms and shared bath on the upper level, spacious closets and brand new wall to wall carpeting. Clean, quiet and ready for an annual lease. Tenant pays Credit Check, Security Deposit, All Utilities, Renter's Liability Insurance.

Wonderful updated and refreshed village antique. Walk to all Essex Village offers, restaurants, marinas, shops, yacht clubs and more. Home has 4 bedrooms, 3 full baths, managable lawn, two car detached garage and private patio.

Charming Farmhouse Rental in the Hamburg Cove section of Lyme available for lease. This spacious home has an updated kitchen with walk in pantry, newly refinished flooring on the first floor, charming stone fireplace and views of the cove from your patio. A dining room with built in china cabinet and door to the back yard, bookcases & french doors to enjoy in the living room, two front porches, one enclosed for 3 season enjoyment. There is an antique garage perfect for storage. All bedrooms are on the 2nd floor and the home features 1 1/2 baths. New siding and windows add to this well maintained home. Yearly lease, credit check, security deposit required, immediate occupancy.

Spacious and bright In-law Apartment enjoys great light and privacy with bucolic views. The floorplan is bright and open with soaring cielings, tile and hardwood floors throughout. Full Bath with large walk-in shower and seperate laundry with full-sized washer/dryer. Monthly rent covers all utilities including electric, heat, air conditioning and water. Also included are WIFI, automatic generator back-up, lawn and yard maintenace, trash and snow removal, exclusive use of deck, gas grill, rear and side yards adjacent to the apartment. Rental is on an annual basis, furnished or unfurnished. Security Deposit, Renter's Insurance, Credit and Background Check required. Pets may be considered on a case by case basis, Pet Security will be required.

This 4 bed, 3 bath contemporary home is located in the heart of Old Lyme, privately set back from the idyllic Sill Lane down a long shared driveway. Upon arrival you will notice ample space for parking in addition to the 2 car attached garage. As you enter the home under the front covered porch you will find the main level is open and bright with soaring ceilings. The main level features a full, remodeled bathroom with walk in shower, a main floor bedroom, living room, den, updated kitchen and a separate dinning room that would also make a great office / flex space if desired. The upper level has a cozy and bright office, a full bath with oversized tub and remodeled walk in shower. Two bedrooms with vaulted ceilings, the primary has a large walk in closet and private balcony overlooking the back yard. The lower level is a finished walkout with a bedroom, full bath and living room.This home will allow you to spread out and enjoy living on 2.8 acres in a tranquil setting while still being close to the conveniences of town. Easy access to I-95, Old Lyme is located 2 hours in between Boston & NYC.

ACADEMIC RENTAL SEPTEMBER-JUNE . . . Charming Four Bedroom New England Contemporary Colonial with Beach Rights. Discover the perfect balance of relaxation and accessibility in this vibrant academic rental. Nestled in a picturesque New England setting, this home is designed for those who love to get out and explore. Start your morning with a stroll to Julie's Cup of Joe for coffee or enjoy your weekends utilizing your private beach rights. The home features 4 spacious bedrooms, 2.5 bathrooms and a layout that is perfect for entertaining indoors or outdoors. Whether you are hosting friends or settling in for a quiet evening, this property offers the ultimate convenience. Don't miss your chance to live in one of the town's most desirable locations!

Step into this delightful and charming fisherman's cottage in the heart of downtown Old Saybrook. Built in 1800, 43 Pennywise Lane blends warm and cozy character with surprising spaciousness. The owner has preserved this home's historical integrity while adding in modern comforts. The first floor features an oversized primary suite with full bath, office space and reading nook. The eat-in kitchen is highlighted by gleaming wood counters and a beautiful decorative fireplace. Rounding out the first floor, you'll find the sun filled napping corner, a tucked away charming TV area and a second full bath. You'll also appreciate the mini-mudroom drop zone perfect for your bags, boots and hats! Upstairs you'll find an additional bedroom and a second media or lounge area. This space is ideal for guests or a quiet place to unwind. Enjoy the convenience of an outdoor shower, grill, fire pit and the nicely sized, partially fenced in yard. Fancy a stroll to town? It's just down the block with terrific shopping and dining. Enjoy all the amenities that make this shoreline town so popular and accessible, including access to Amtrak and the Shoreline East Train. Tenant: renters insurance, heat, electric, water and a one time end of lease cleaning. Landlord: all other utilities. No pets or smoking. A truly special place to "hang your hat". July and August 2026. Also available September 15, 2026 - May 31, 2027 for 3K per month.

June 2027 available (taken July, August, September). This beautiful property is a direct waterfront, 4 bedroom, one-level home situated on a sandy beach in a private association. Wake up every morning to ocean waves, and enjoy the panoramic sunrises/sunsets which are magical here. Upon pulling into the driveway, you'll be greeted by breathtaking water views. The expansive patio right on the beach is perfect for entertaining or relaxing, and is just a few steps to the water. Enjoy spending days lounging on the beach, taking long walks, running, seashell collecting, swimming, entertaining, and making priceless memories. Inside, this beach home offers: stunning ocean views, high ceilings with fans, a wall of windows with sliding door, central air, recessed lighting, New England style light and bright design, open concept one-level living, ample closet space, laundry, 4 bedrooms (king bed in master), and 2 full baths. The kitchen is complete with granite, stainless steel appliances, and a large island with breakfast bar. Recent home upgrades include new furniture, new mattresses, and custom window treatments. Outside, there is a full bath, driveway parking for 4 cars, and grassy front yard. Saybrook marina, Fenwick golf course, The Kate theater, restaurants, and shopping are all close by. Only 2 hours from NYC and Boston.

Fabulous apartment available October 1st. Hardwood floors, a neutral paint palette, granite counters, stainless steel appliances, full bath, washer/dryer hookup and lots of natural light. Security cameras are mounted throughout the complex with bike racks and benches for tenants use. Two months security deposit required, credit check and no pets.

A Timeless Summer Tradition: Renovated Victorian Shingled beach house in the Borough of Fenwick Experience the quintessential New England summer in the historic Borough of Fenwick. This stunning, shingle-style Victorian beach house seamlessly blends old-world coastal charm with modern, high-end luxury. Featuring 8 spacious bedrooms and 4.5 baths, this expansive residence is the perfect sanctuary for large families or those who love to entertain against the backdrop of the Long Island Sound. The heart of the home is a totally renovated gourmet eat-in kitchen, designed for the culinary enthusiast and large-scale hosting. Beyond the kitchen, life slows down on the magnificent wrap-around screened porch-the perfect vantage point to enjoy your morning coffee or an evening cocktail while overlooking the water and catching the sea breeze. Retreat to the third floor, where a dedicated playroom offers a private escape or a quiet workspace away from the main living areas. From its cedar-shingled exterior to its thoughtfully updated interior, every inch of this home invites you to relax, recharge, and rediscover the magic of a Fenwick summer.

Direct Waterfront in desirable Harbor View Association with your own private dock! Amazing unobstructed sunset views in this 3 bedroom Ranch style home with 2 car garage. Steps to the Private Association Beaches and Clinton Town Beach! Set on a double lot that goes to the water, leading to your own private dock where you can fish, crab, kayak, or boat ride out to the open water of Long Island Sound in less then 5 minutes.

Ideal academic rental offering comfortable shoreline living from September through early summer. Steps to nearby private or town beaches, then head home to study or unwind in the light-filled sunroom. The open main level features a custom kitchen overlooking a charming living room with a gas fireplace, dining space, and sitting area. Enjoy easy main-floor living with a first-floor primary suite. Minutes to local shops and dining!

Academic Rental in White Sand Beach. Four Bedrooms and two full baths. Large front to back living room with wood burning fireplace. The dining room table can seat eight comfortably and the kitchen is fully applianced. The first floor laundry is just off the kitchen. There is an office/den just off the dining room leading to and outdoor patio. A short walk brings you to the beach and across the road are tennis courts, basketball court and play area.

4 bedroom Cape with huge fully-fenced back yard. Less than 1/2 mile to middle school, high school, school activities, playing fields and so much more. Enormous great room with tons of natural light and seating options. Close proximity to beaches, town, commuter routes. Available September 1, 2025 or end of August.

FANTASTIC LOCATION! This 4 bedroom Cape Style home sits on Neptune Ave, just off Liberty Street, with easy access to the private Barberry Farms Assoc Beach and downtown Madison. The first floor hosts a Living Room with fireplace, Dining Room, Den, Sunroom, Primary Bedroom (ensuite) and another bedroom with full bath access. The 2nd floor offers 2 bedrooms, a full bath and oversized Attic / storage room. The home has a two car garage, full unfinished basement, outside bluestone patios, level lot (great privacy in the back) and outdoor shower for post beach afternoons.... The entire interior has been painted and is ready for occupancy. This home is unfurnished and seeking a 6month - 1 year lease. This is a wonderful rental!

TIMELESS 1910 CHARM MEETS MODERN COMFORT IN DOWNTOWN MADISON! Step into a perfect blend of historic character and contemporary convenience with this beautifully renovated 1910 home in an unbeatable downtown Madison location. From the moment you arrive, the oversized front porch welcomes you to sit back and enjoy the vibrant neighborhood atmosphere. Inside, stunning original hardwood floors and classic vintage features flow throughout a spacious, light-filled floor plan. The expansive living room offers abundant space for gathering, while the updated kitchen provides the modern functionality you need for everyday living and entertaining. Unwind in the cozy sunroom-a serene spot for reading or taking in natural light year-round. Featuring 4 generous bedrooms on the 2nd floor, this home easily adapts to your lifestyle, whether you need dedicated work-from-home spaces or extra guest rooms. Offered partially furnished and situated just moments from local shops, dining, and town amenities, this property delivers the ultimate in-town lifestyle.

Lovely Madison Colonial located on a beautiful cul-de-sac available as of September 16, 2026 for annual, academic or monthly rental. The 1st floor features a pretty kitchen, open family room with fireplace, formal dining room, living room, powder room and bedroom with a full bath. The 2nd floor features a nicely sized primary bedroom with full bath, 2 additional bedrooms and a hallway full bath. The 3rd floor features an additional room that can work as additional guest space or an office. Downstairs you'll find a partially finished area perfect as a playroom or hang out room. Enjoy the change of seasons on the front porch swing or sitting on the private back deck. Take a dip in the above ground pool (open seasonally) or bike around the neighborhood. A terrific house at a terrific price! Tenant pays for ALL utilities. Landlord covers mechanicals, septic and taxes. Excellent credit score required. Non-smoking. No pets.

Coastal Meets Retro in this adorable Cottage Style Home Near East Wharf Beach in Madison, CT !! Furnished 2 bedroom, 1.5-bathroom cottage rental in Madison, Connecticut - an academic-year lease a short distance from East Wharf Beach on the Connecticut Shoreline. This fully furnished Madison cottage blends a relaxed beach-house feel with mid-century character, including a vintage-style blue refrigerator in the kitchen. The layout offers two bedrooms, one and a half bathrooms, and a dedicated smaller room ideal for a home office or study. Recent updates include new windows (2026)- on order and will be installed in August, updated flooring throughout, making this a turnkey, move-in ready rental. Available fully furnished for the academic year, [September] through [May]. Minutes to East Wharf Beach, Madison town center, Boston Post Road shopping and dining, and Long Island Sound. One dog or small pet considered; no cats. . A rare furnished seasonal rental on the Connecticut Shoreline in Madison, CT 06443.

ACADEMIC RENTAL! The iconic, water-front 118 Middle Beach Road is available for rent for the academic year beginning October 1, 2026. This sensational property offers comfortable occupancy for up to fourteen people with 7 bedrooms, 5 full baths, and 2 half baths. The main level is an entertainer's dream featuring an oversized, eat-in kitchen, formal dining area, living room with water views from every angle, and generously-sized screened-in porch! In addition to six of the seven bedrooms, the second floor features a family room perfect for cozy afternoons soaking in the expansive views and stunning sunsets! The third floor is a private retreat with the seventh bedroom and spectacular recreation space. Outside, your very own, private beach awaits you! Schedule your viewing today and make "Red Top" your home for the academic year! Short-term rental also available; please inquire.

Enjoy the ease of turnkey living in this newly constructed, fully furnished one-bedroom apartment, thoughtfully designed to combine modern style, comfort, and everyday convenience. A private entrance leads upstairs to a bright, open-concept living and dining space featuring vaulted ceilings, a large-screen TV, and a spacious, fully equipped kitchen-perfect for relaxing at home. The generously sized bedroom offers a walk-in closet, while the full bathroom and in-unit washer and dryer add to the convenience. Tastefully furnished with quality furnishings, this apartment is truly move-in ready-just bring your belongings and settle in.

Relocating to the area? House hunting and yet to find the perfect home? Perhaps looking to spend the academic year along the gorgeous CT shoreline? Look no further as you've found the perfect spot to hang your hat for the academic year here at 32 Tuxis Road. This home is a beautifully restored, quintessential Madison beach house available for rent from September 8, 2026 - June 30, 2027. Originally built in 1915, and maintaining much of the original architecture, this renovated home offers a blend of old world charm and modern luxuries. Desirable open floor plan, chef's kitchen, 5 well sized bedrooms, 4.5 bathrooms and walkable to 3 beaches this house offers all you could desire from a rental. Immaculate condition and desirable location! Dogs considered. Landlord to cover cable, wifi, landscaping, snow plowing and trash removal. Tenant to cover electricity, water, propane and all other utilities. No garage bays and large primary walk-in closet available. Two month's security required.

Quiet, wooded living at Quonnipaug Hills in North Guilford, available now. This 2-bedroom, 1.5-bath townhouse rental is set among the trees, with privacy that feels miles away while keeping you in Guilford. The main level has an easy flow: a living room centered on a painted brick fireplace, a dining area with a woven pendant light and sliding doors to a private deck overlooking the woods, and a kitchen with subway tile, stainless appliances, and in-unit laundry just around the corner. A half bath completes the level. Upstairs, both bedrooms have vaulted ceilings. The primary bedroom has a skylight and its own sliding door to a private balcony, and the second bedroom has corner windows looking into the treetops. A full bath serves the floor. A detached one-car garage is included. Step outside to Quonnipaug Lake and the Bluff Head hiking trails, grab coffee and essentials at The Little Store, or stop by Lakeside Feed. Route 77 is a straight shot down to the Guilford town center, the Green, and the shoreline. Heading north, it's an easy commute to Middletown and Hartford. It's located in the Guilford Public Schools district, with all of Guilford's amenities close by. Ready for immediate move-in.

WONDERFUL 4 BEDROOM VINTAGE SUMMER HOME, AVAILABLE FOR THE MONTH OF AUGUST 2025. Renovated but with old world charm - plenty of gathering areas for family and friends in Living Room, Dining Room, Sun Room and outdoor patio. Kitchen was renovated, along with 1st floor bath, house has new exterior shingles, new outdoor shower (for the post beach days), new septic. Located in the coveted (and private) Overshores Beach Assoc. Easy access to downtown Madison and I-95. Your idyllic summer awaits!