80

Homes for Rent near St John School

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  • /22

    $6,000 per month

    • 3 Beds
    • 2.5 Baths
    • 2,100 Sq Ft
    • House for Rent

    18 Belaire Manor, Old Saybrook, CT 06475

    Fantastic opportunity to spend the "off season" at the beach. Come and see this completelyRenovated to the hilt beachhouse. High ceilings, the finest of everything! This is a Academic Rental available from 9/1/25-5/31/26. It is not available for yearly rental. NOT Annual Rental. But for 9 Months come and enjoy the vistas of the Long Island sound. Put your toes in the sand every morning. This home

    Agent Photo

    Matt Diamond

    Houlihan Lawrence WD

    (860) 864-4132

    18 Belaire Manor, Old Saybrook, CT 06475
  • /35

    $2,950 - $4,270 per month

    Hanford Commons

    1 - 2 Beds

    99 Lynde St, Old Saybrook, CT 06475

    Welcome to Hanford Commons – The Definition of LuxuryDiscover modern living at its finest with our brand-new apartments in the picturesque town of Old Saybrook. Hanford Commons perfectly blends style, convenience, and comfort, offering you a home that exceeds expectations. Each thoughtfully designed unit features stainless steel appliances, an in-unit washer and dryer, central heating and

    99 Lynde St, Old Saybrook, CT 06475
  • /8

    $1,200 per month

    • 1 Bath
    • 500 Sq Ft
    • House for Rent

    1500 Boston Post Rd Unit 11, Old Saybrook, CT 06475

    Studio unit includes heat, hot water, electricity, cable, and internet. Recently remodeled. Clean and freshly painted. Private bath. Parking available. Conveniently located. Walking distance to beach. Credit must be good.

    Brian Botti Botti Realty

    1500 Boston Post Rd Unit 11, Old Saybrook, CT 06475
  • /28

    $2,468 - $3,326 per month

    Saybrook Station Apartments

    1 - 2 Beds

    7 N Main St, Old Saybrook, CT 06475

    Located in Old Saybrook, with easy access to Main Street and Boston Post Road, Saybrook Station Apartments are just a quick jaunt to the train station, a four-minute drive to the historic Town Green, and minutes away from 1000 acres of coastal forest at The Preserve. Not to mention, all of the shopping, dining, and entertainment that nearby New Haven has to offer. Picture coming home every day to

    7 N Main St, Old Saybrook, CT 06475
  • /9

    $4,600 per month

    • 3 Beds
    • 2.5 Baths
    • 1,732 Sq Ft
    • House for Rent

    5 Knollwood Dr, Old Saybrook, CT 06475

    Waterviews. Recently renovated year-round Cottage in Knollwood Beach Association 2 doors down from the waterfront. Incredible views of Long Island Sound. You will love the large covered porch and the designer white kitchen. Beautiful open flow on first floor with large dining area and gas fireplace in living-room. Home has 3 Bedrooms and 2.1 bathrooms. Nice back yard with outdoor shower. Tenant

    Joel Lucas Coldwell Banker Realty

    5 Knollwood Dr, Old Saybrook, CT 06475
  • /20

    $2,000 per month

    Apartment for Rent

    2 Beds

    70 Pond Meadow Rd, Ivoryton, CT 06442

    Freshly Painted second floor unit, 2 bedrooms/1 bathroom

    70 Pond Meadow Rd, Ivoryton, CT 06442
  • /7

    $1,200 per month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • House for Rent

    62 N Main St, Essex, CT 06426

    62-1 Main Street Centerbrook. Sweet second story one bedroom apartment. Easy access to conveniences and Route 9 and I-95. Tenant pays electricity in addition to the rent. No pets or smoking allowed. Apartment is above a dental practice

    Susan Malan William Pitt Sotheby's Int'l

    62 N Main St, Essex, CT 06426
  • /2

    Call for Price

    Worthington Manor

    1 Bed

    34 Worthington Dr, Westbrook, CT 06498

    34 Worthington Dr, Westbrook, CT 06498
  • /18

    $2,000 per month

    • 1 Bed
    • 1 Bath
    • 451 Sq Ft
    • House for Rent

    7 Pratt St Unit 8, Essex, CT 06426

    This is a FULLY-FURNISHED ACADEMIC RENTAL beginning on September 15, 2025 and ending on June 15, 2026 located in the heart of Essex Village. This one bedroom unit is beautifully and completely furnished. Just turn the key and walk into your home. The marinas, shops, library, River Museum, river, restaurants, tennis courts, parks are just steps away. No pets and no smoking as well as on street

    Kathleen Harrison William Raveis Real Estate

    7 Pratt St Unit 8, Essex, CT 06426
  • /9

    $1,500 per month

    Apartment for Rent

    1 Bed

    26 Sunset Terrace Unit 26C, Essex, CT 06426

    26 Sunset Terrace Unit 26C, Essex, CT 06426
  • /32

    $2,100 per month

    • 3 Beds
    • 1.5 Baths
    • 1,200 Sq Ft
    • House for Rent

    14 Leeway Dr, Westbrook, CT 06498

    Immaculate 3 bedroom ranch at Pilot's Point, Totally painted from ceilings to floor, hardwood in main areas, rugs in 2 main bedrooms, Water, views of Long Island Sound, Minutes to walk to private beach and to Marina, deck off dining area, fenced in back yard with outside shower!! Come see for yourself!!

    Salome Kirkutis SKS Realty

    14 Leeway Dr, Westbrook, CT 06498
  • /5

    $950 per month

    • 1 Bed
    • 0.5 Baths
    • 490 Sq Ft
    • Condo for Rent

    11 N Main St Unit A, Essex, CT 06426

    Property Id: 1395635It is a furnished office rent. The property is located in the heart of the Essex Village which is in the middle of tourist area and residential areas. This attractive office has many updates including windows, a conventional air/heat mini split, etc. Large windows allow tons of natural lights and show your business to potential clients. Everything is near in walking

    11 N Main St Unit A, Essex, CT 06426
  • /15

    $2,200 per month

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft
    • House for Rent

    109 Salt Island Rd, Westbrook, CT 06498

    Academic Rental | 109 Salt Island Rd, Westbrook, CT Available Sept 6 - May 15 | $1,800/month + utilities Minimum credit score: 700 | Dog or Cat considered | No Smoking Experience cozy coastal living in this adorable 2-bedroom, 1-bath retreat just a short stroll from the beach. Nestled in the heart of Westbrook, this charming and recently updated home is perfect for professionals, couples, or

    Ali White White-Ginnett Coldwell Banker Realty

    109 Salt Island Rd, Westbrook, CT 06498
  • /15

    $2,400 per month

    • 2 Beds
    • 1 Bath
    • 1,320 Sq Ft
    • House for Rent

    116 Chalker Beach Rd, Old Saybrook, CT 06475

    Gorgeous Academic Rental Home at Chalker Beach, 2 bedrooms with Queen Beds, 3rd bedroom is currently used as an office andworkout space. Offering vinyl plank flooring, with an open living concept; living room with LP gas fireplace, kitchen and sun porch!Gorgeous updated kitchen, stainless steel appliances, beautiful butcher block counters all with an updated bathroom along with

    116 Chalker Beach Rd, Old Saybrook, CT 06475
  • /36

    $2,600 per month

    • 3 Beds
    • 1.5 Baths
    • 864 Sq Ft
    • House for Rent

    4 Elinor Rd, Old Saybrook, CT 06475

    CHALKER BEACH ACADEMIC RENTAL AVAILABLE 10/1/24 - 5/31/25. Adorable fully furnished 3 bedroom, 1.1 bathroom Cape featuring kitchen open to dining room, living room, 1 bedroom on the main level, 2 bedrooms on the 2nd floor, 3 season screened in porch, outdoor shower, off street parking for 4 cars. Tenants will be responsible for water, electric (lights, hot water, AC & Heat) and snow removal. The

    Chloe White KW Legacy Partners

    4 Elinor Rd, Old Saybrook, CT 06475
  • /14

    $2,200 per month

    • 3 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • House for Rent

    29 Center Beach Ave, Old Lyme, CT 06371

    Come enjoy life by the beach! This 3 BEDROOM 1 BATH ACADEMIC RENTAL (SEPT 4 - June 1) has everything you need to relax. Deeded rights to a PRIVATE BEACH only a short walk away. Outdoor shower. Remodeled bathroom and kitchen. WiFi included. Glorious sunroom. Driveway parking for 3 vehicles. FULLY FURNISHED. Central A/C. Full basement for light storage. Minimum credit score of 650 required.

    29 Center Beach Ave, Old Lyme, CT 06371
  • /18

    $2,400 per month

    • 3 Beds
    • 1.5 Baths
    • 1,440 Sq Ft
    • House for Rent

    9 Red Bird Trail, Old Saybrook, CT 06475

    ACADEMIC RENT (mid Sept to mid May) 3 BR Colonial with Sun Room is located in the beautiful Indian Town Association with views of LIS and harbor. Bright and spacious rooms. This location is perfect for walking, biking or strolling along the beach. Conveniently located to I95, Train Station, Shopping and The Kate. Sorry NO pets or smokers allowed

    Sandy Orsie Berkshire Hathaway NE Prop.

    9 Red Bird Trail, Old Saybrook, CT 06475
  • /11

    $1,550 per month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Condo for Rent

    1856 Boston Post Rd Unit 1, Westbrook, CT 06498

    1856 Boston Post Rd Unit 1, Westbrook, CT 06498
  • /12

    $2,200 per month

    • 4 Beds
    • 2 Baths
    • 1,477 Sq Ft
    • House for Rent

    5 Meriden Rd, Old Lyme, CT 06371

    Academic furnished rental in White Sands Beach. Large living room with fireplace, dining room with table for eight, fully applianced kitchen, sunroom/office, laundry and full bath all on the first floor.The four bedrooms and newly updated hall bath are upstairs. Cable and wi-fi installed. Across the road are a tot lot, basketball court and large open space for other games. A short walk to the

    Joseph Kelly William Pitt Sotheby's Int'l

    5 Meriden Rd, Old Lyme, CT 06371
  • /22

    $3,200 per month

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • House for Rent

    4 Old Colony Rd, Old Saybrook, CT 06475

    Cornfield Point Beach area, October 1- May 15 2026. Furnished. Academic Rental.Conveniently located near town, restaurants and train station. You will fall in love with this Old Saybrook 3 bedroom, 2 full bathroom home. Newly renovated. Fully furnished, move in ready. Washer and dryer in basement. Open concept kitchen with stainless steel appliances, dishwasher, microwave, hardwood

    4 Old Colony Rd, Old Saybrook, CT 06475
  • /26

    $2,700 per month

    • 3 Beds
    • 2 Baths
    • 1,139 Sq Ft
    • House for Rent

    54 Hartford Ave, Old Saybrook, CT 06475

    Immaculate home at the beach available for rent October 1, 2025 - May 15, 2026 (negotiable). Spacious ranch with an open living, dining, and kitchen. The primary bedroom has access to the backyard and is next to the full bathroom which has a walk in shower and washer/dryer. On the other side of the home you will find 2 generous sized bedrooms and a full bathroom with bath/tub combo. Central air.

    Kate Lombardi Coccomo Real Estate LLC

    54 Hartford Ave, Old Saybrook, CT 06475
  • /11

    $2,400 per month

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • House for Rent

    18 Prospect St, Old Lyme, CT 06371

    Year Round Academic Beach House rental. Beach community. 5 Minute walk to beach. Totally renovated, 3 bedrooms, 2 bathrooms on main level, Washer and dryer available. ”NO PETS” “NO SMOKING” Available, September 2nd - June 2nd (Negotiable)

    18 Prospect St, Old Lyme, CT 06371
  • /34

    $2,950 per month

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • House for Rent

    16 Springfield Rd, Old Lyme, CT 06371

    **Fully Furnished, Newly Renovated 3-Bedroom Academic Rental - Steps from White Sands Beach***Available 8/24/25 to 6/20/26** Enjoy coastal living just steps from one of Connecticut's best beaches in this fully furnished, newly renovated 3-bedroom, 2-bath academic rental in the sought-after White Sands Beach community. Available from August 24, 2025, through June 20, 2026, this home offers modern

    Angela Ruel Berkshire Hathaway NE Prop.

    16 Springfield Rd, Old Lyme, CT 06371
  • /19

    $2,850 per month

    • 1 Bed
    • 2 Baths
    • 950 Sq Ft
    • House for Rent

    14 Pratt St, Essex, CT 06426

    Live the Good Life in Historic Essex Village! This beautifully renovated 3 level apartment in an 1880 duplex home blends timeless charm with modern design in the heart of the Connecticut River Valley. Thoughtfully reimagined with an architecturally designed open floor plan, the light-filled first floor features soaring 9+ foot ceilings and generous spaces for living, dining, and entertaining. The

    Kathy Schellens William Pitt Sotheby's Int'l

    14 Pratt St, Essex, CT 06426
  • /12

    $9,500 per month

    • 4 Beds
    • 2 Baths
    • 2,510 Sq Ft
    • House for Rent

    29 W Shore Dr, Old Saybrook, CT 06475

    Welcome to 29 W.Shore Dr. Old Saybrook,CT. A direct waterfront single family home retreat in the Cornfield Point Association, is now available for academic term to begin Oct 1 - April 30 offering fully furnished 4 bedrooms, 3 baths, Fireplace, laundry on main level, 1 car garage, oversize waterfront lot and much more. Great opportunity for the short term rental, who enjoys water views with

    David Rodriguez William Pitt Sotheby's Int'l

    29 W Shore Dr, Old Saybrook, CT 06475
  • /40

    $3,000 per month

    • 4 Beds
    • 1 Bath
    • 1,404 Sq Ft
    • House for Rent

    36 White Sand Beach Rd, Old Lyme, CT 06371

    Introducing this charming, winterized beach home now available for rent at 36 White Sands Beach Rd! This cozy 3-bedroom, 1.5-bathroom furnished residence offers an "FURNISHED ACADEMIC RENTAL" from 9/1/25 to 5/31/26 at $3000/month. Short-term rental options are also open to discussion. Beautifully updated and fully winterized, this home is perfect for comfortable living by the CT Shore. Enjoy easy

    Lori Simons Coldwell Banker Realty

    36 White Sand Beach Rd, Old Lyme, CT 06371
  • /11

    $1,800 per month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • House for Rent

    15 Prospect St, Essex, CT 06426

    Great location in the heart of Essex Village, 1 bedroom, 1 bath apartment, lots of natural light in a quiet building, new oven, new lighting fixtures, built in shelves. Heat & hot water included! Available immediately.

    Maureen Evans William Raveis Real Estate

    15 Prospect St, Essex, CT 06426
  • /26

    $2,200 per month

    • 2 Beds
    • 1 Bath
    • 1,356 Sq Ft
    • House for Rent

    94 Nehantic Trail, Old Saybrook, CT 06475

    Welcome to the popular Indian Town Beach Association in Old Saybrook. This is a fully furnished academic rental available from September 15, 2025, to May 15, 2026. Bright and neat, this home has been well taken care of both inside and out. The home features central air, propane heat, 2 bedrooms, a living room, a generously sized eat-in kitchen, a full set of laundry on the main floor, and a full

    Sang Jee William Raveis Real Estate

    94 Nehantic Trail, Old Saybrook, CT 06475
  • /40

    $4,000 per month

    • 3 Beds
    • 2 Baths
    • 1,306 Sq Ft
    • House for Rent

    62 Brookside Ave E, Westbrook, CT 06498

    Welcome to this charming three-bedroom, two-full-bathroom Cape located in Westbrook, CT! As you enter, you'll be greeted by the inviting living room, filled with natural light. The main level features an open kitchen connected to the dining room. Additionally, there's a bedroom and a full bathroom with a washer/dryer conveniently located on this level. Heading upstairs, you'll find two bedrooms,

    Samantha Celentano Coldwell Banker Realty

    62 Brookside Ave E, Westbrook, CT 06498
  • /22

    $2,000 per month

    • 3 Beds
    • 1 Bath
    • 968 Sq Ft
    • House for Rent

    96 Post Ave, Westbrook, CT 06498

    Academic Rental from 9/1/2025 thru 5/31/2026. Live near the water --- great views! 2 houses from beach! This home has been lovingly maintained by it's owners who are looking for folks to rent for the Academic year. No pets/No smoking. First floor consists of Living room, kitchen/dining, Sun room/porch, bedroom. Second floor has 2 bedrooms, 1 full bath. Credit, eviction, criminal check;

    Lisa Genovali Re/Max Valley Shore

    96 Post Ave, Westbrook, CT 06498
  • /16

    $1,800 per month

    • 1 Bath
    • 460 Sq Ft
    • House for Rent

    358 Toby Hill Rd, Westbrook, CT 06498

    Absolutely adorable fully furnished loft apartment over owner's garage on quiet, peaceful road in Westbrook! This cozy home has been rented in the past with rave reviews. Enjoy the comfort of your own space - living area, kitchen with refrigerator and stove top, full bath with shower stall and sleeping area separated by a half wall. HEAT, A/C, ELECTRIC, WATER, WI-FI, CABLE ALL INCLUDED!!!!!!!!!

    Lisa Genovali Re/Max Valley Shore

    358 Toby Hill Rd, Westbrook, CT 06498
  • /32

    $3,000 per month

    • 2 Beds
    • 1 Bath
    • 1,665 Sq Ft
    • House for Rent

    38 Mohican Rd, Old Saybrook, CT 06475

    This home is just one short block from the beach and has a nice sized yard with a patio and outdoor shower. The roomy kitchen opens to a large great room with a gas burning stove. There is also a separate living room to the front of the house. This home has plenty of room for parking and is a member of Cornfield Point with two beaches, a club house, pickleball court, tennis court and activities

    Bonnie Fillion Berkshire Hathaway NE Prop.

    38 Mohican Rd, Old Saybrook, CT 06475
  • /14

    $3,600 per month

    • 3 Beds
    • 2.5 Baths
    • 2,122 Sq Ft
    • House for Rent

    143 Neck Rd, Old Lyme, CT 06371

    Well maintained home built in 2010, set well back from road on 2 acres. First floor bedroom suite with 2 more bedrooms upstairs. Ample sized eat in kitchen with granite counters. Separate dining room. Family room with fireplace and vaulted ceiling. Large walkout basement with excellent room for storage. Short drive to stores, restaurants, beaches and I-95. House will be available for occupancy on

    Richard Greene Coldwell Banker Realty

    143 Neck Rd, Old Lyme, CT 06371
  • /35

    $5,500 per month

    • 1 Bed
    • 1 Bath
    • 1,133 Sq Ft
    • Apartment for Rent

    18 Riverside Ave, Old Saybrook, CT 06475

    Welcome to "The Boathouse", available as an annual rental! Situated on the West bank of the Connecticut River at a "boat-ique" boatyard on Ferry Point, this 2016 custom built, fully finished Nantucket style 1 bedroom luxury apartment which perfectly captures views of Long Island Sound. Enter through a custom mahogany door into a mudroom w/ heated floors, custom bench and spacious coat closet. Be

    Jessica Blancato William Pitt Sotheby's Int'l

    18 Riverside Ave, Old Saybrook, CT 06475
  • /40

    $12,500 per month

    • 4 Beds
    • 4.5 Baths
    • 4,131 Sq Ft
    • House for Rent

    1 Foxboro Rd, Essex, CT 06426

    Essex Waterfront Signature Property: A Victorian Gem on the Connecticut River ~ Experience the epitome of waterfront elegance with this Victorian masterpiece. This fully furnished, architectural treasure offers a harmonious blend of classic charm and modern luxury. As you step inside, you're greeted by an open floor plan that seamlessly connects living spaces, accentuated by light-filled views

    Colette Harron William Pitt Sotheby's Int'l

    1 Foxboro Rd, Essex, CT 06426
  • /14

    $3,180 per month

    • 2 Beds
    • 2 Baths
    • 1,045 Sq Ft
    • Apartment for Rent

    109 Lynde St Unit 1, Old Saybrook, CT 06475

    WELCOME TO THE LUXURY HANFORD COMMONS, LOCATED IN THE TOWN OF OLD SAYBROOK WHICH IS KNOWN FOR ITS BEACHES, MARINAS, SHOPPING, FINE DINING, GALLERIES AND THE FAMOUS KATHERINE HEPBURN THEATER, MOST OF WHICH IS WALKING DISTANCE FROM THE APARTMENT COMPLEX. THIS FIRST FLOOR UNIT IS A TWO BEDROOM, TWO BATH, RANCH STYLE APARTMENT WITH LOTS OF NATURAL LIGHT FROM THE OVERSIZED WINDOWS. UNIT ALSO HAS

    Tracy Bonito William Raveis Real Estate

    109 Lynde St Unit 1, Old Saybrook, CT 06475
  • /29

    $20,000 per month

    • 3 Beds
    • 1 Bath
    • 884 Sq Ft
    • House for Rent

    24 W Shore Dr, Old Saybrook, CT 06475

    Welcome to this beautiful neighborhood charm located in the great Cornfield Point Association, Old Saybrook,CT. Coastal inspired furnished 3 bed 1 bath, home features stunning water views and just steps away from the Cornfield Point Beach.Weekly or monthly rental available. Cozy living-room with stunning Ocean views and entertainment areas. This home boast an upper deck where you can enjoy water

    David Rodriguez William Pitt Sotheby's Int'l

    24 W Shore Dr, Old Saybrook, CT 06475
  • /34

    $3,600 per month

    • 4 Beds
    • 2 Baths
    • 1,464 Sq Ft
    • House for Rent

    13 Billow Rd, Old Saybrook, CT 06475

    Cornfield Point rental. Available 10/1/25-5/31/26 ($3600 per month, utilities included). Relax and enjoy seaside living at its finest. Walk or bike the neighborhood while you enjoy water views from inside the house and upper deck. The interior of the home is updated, comfortable and nicely appointed. The home has central air and just two blocks to the private Cornfield Point beach. Across the

    Marc Delise Coldwell Banker Realty

    13 Billow Rd, Old Saybrook, CT 06475
  • /22

    $3,500 per month

    • 2 Beds
    • 1 Bath
    • 750 Sq Ft
    • House for Rent

    102 Chalker Beach Rd, Old Saybrook, CT 06475

    {Beach cottage -- available July 1, 2025 -- $3,500/month}. Spend a month or more in this charming Chalker Beach cottage! (anytime between July 1 - Oct 15). Located in a private association, this home is a short walk to the large sandy beach for pristine relaxation by the water. Walk for miles along adjoining beaches and neighborhoods during the day, and enjoy the magical pastel sunsets over the

    Erika Raffles William Pitt Sotheby's Int'l

    102 Chalker Beach Rd, Old Saybrook, CT 06475
  • /15

    $3,100 per month

    • 3 Beds
    • 2 Baths
    • 2,272 Sq Ft
    • House for Rent

    114 Mile Creek Rd, Old Lyme, CT 06371

    Available for Rent! Discover this charming and spacious 3-bedroom, 2-bathroom home in the peaceful town of Old Lyme, offering 2,272 square feet of comfortable living space. This charming property features an updated kitchen, a cozy fireplace, and abundant natural light throughout. Unwind on a beautiful private deck overlooking a scenic backyard, and enjoy the everyday convenience of a private

    Sean Wilding LPT Realty - IConn Team

    114 Mile Creek Rd, Old Lyme, CT 06371

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