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Middlesex County, CT Homes for Rent

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    $4,500 total monthly price

    • 3 Beds
    • 3 Baths
    • 1,805 Sq Ft
    • House for Rent

    85 Waterside Ln Unit 85, Clinton, CT 06413

    Charming 1793 Antique Colonial Direct Waterfront with Private Dock. Welcome to your escape on 85 Waterside Lane! Enjoy direct waterfront access on the Hammock River or stroll across the historic Waterside Lane Bridge to the Clinton Town Beach. Available for the academic year. This fully equipped antique waterfront with private dock, offers all the modern amenities. Decorated in a charming,

    Claire Kilmer Coldwell Banker Realty

    85 Waterside Ln Unit 85, Clinton, CT 06413
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    $2,700 total monthly price

    • 3 Beds
    • 1.5 Baths
    • 1,318 Sq Ft
    • House for Rent

    92 Grove Beach Rd S, Westbrook, CT 06498

    ACADEMIC RENTAL - Recently renovated this 3 bedroom, 1.5 bathroom, located in a shoreline community, with amazing ocean views. Just a short walk to a private. Home has additional space in basement with a half bath. The yard has 2 patios, an electric awning, outdoor kitchen (runs on propane), private changing/wash area & storage shed off patio.

    Jay Cusack Executive Real Estate Inc.

    92 Grove Beach Rd S, Westbrook, CT 06498
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    $2,400 total monthly price

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

    9 Red Bird Trail, Old Saybrook, CT 06475

    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. Short Term rental until mid May 2026.

    Sandy Orsie Berkshire Hathaway NE Prop.

    9 Red Bird Trail, Old Saybrook, CT 06475
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    $6,000 total monthly price

    • 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
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    $2,800 total monthly price

    • 3 Beds
    • 1 Bath
    • 1,360 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
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    $3,995 total monthly price

    • 4 Beds
    • 2.5 Baths
    • 2,152 Sq Ft
    • House for Rent

    101 Cow Hill Rd, Clinton, CT 06413

    ACADEMIC/Short Term Furnished Rental. Single family residence located in the coastal community of Clinton. Completely updated throughout with primary living all on one level. At over 2200 sq ft, this 4 bedroom, 2 & 1/2 bath home offers luxury, function and design. Beautiful professional landscaped grounds with patio for al fresco enjoyment on 1.55 acres of solitude. There is even room for two

    Alex Brigandi William Pitt Sotheby's Int'l

    101 Cow Hill Rd, Clinton, CT 06413
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    $12,500 total monthly price

    • 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
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    $3,500 total monthly price

    • 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 and community. Now is the time to reserve this home for academic rental from October 1 - May15. Cozy living-room with stunning Ocean views and entertainment

    David Rodriguez William Pitt Sotheby's Int'l

    24 W Shore Dr, Old Saybrook, CT 06475
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    $6,000 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,784 Sq Ft
    • House for Rent

    7 Saye St, Old Saybrook, CT 06475

    Welcome to Old Saybrook! This beautifully furnished 6-room home offers 3 spacious bedrooms, 2 full baths, and 1,784 sq ft of living space. Nestled just a short walk from the beach, you'll enjoy full access to Chalker Beach, a serene stretch along the Long Island Sound known for its soft sands and peaceful atmosphere-ideal for sunbathing, swimming, and coastal relaxation. Step out onto your

    John Lynch William Raveis Real Estate

    7 Saye St, Old Saybrook, CT 06475
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    $1,600 total monthly price

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

    359 S Main St Unit 2, Middletown, CT 06457

    This 2nd floor 2 bedroom unit was updated less than a year ago. With over 825 sq ft of living space just waiting for you to move in. Off Street parking is a plus. Heat is included in your monthly rental amount. We are first months rent and two months security deposit. Please no smoking/vaping or pets. A 1 garage bay is also available for an additional $100 per month. This unit is ready to move in.

    Scott Nardozzi Cavanaugh & Company LLC

    359 S Main St Unit 2, Middletown, CT 06457
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    $5,900 total monthly price

    • 3 Beds
    • 2.5 Baths
    • 2,336 Sq Ft
    • House for Rent

    25 W Shore Dr, Old Saybrook, CT 06475

    BEACHFRONT Beautifully renovated Furnished luxury waterfront monthly rental for annually $10,000 or winter for $5900 a month 9/30/25 to 5/15/26 (some flexibility with dates). Waterviews from all rooms, private beach, plus cornfield point assocation amenties. Enjoy 3 bedrooms all with water-views, 2 full bathrooms, 1 half bathroom, fireplace, CA, new gourmet kitchen, generator, in beautiful

    Joel Lucas Coldwell Banker Realty

    25 W Shore Dr, Old Saybrook, CT 06475
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    $2,400 total monthly price

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

    38 Seabreeze Rd, Old Saybrook, CT 06475

    Living in this Old Saybrook home is comfortable, near the beach and close to town with shopping and dining. Only a few steps to Cornfield Point, walk the quiet neighborhood and enjoy the gorgeous sunsets. This home is a perfect place of peaceful, tranquil days and evenings, with three bedrooms, an updated bathroom, eat-in kitchen, living room with fireplace, a wonderful sun porch and an outside

    Terry McDonald McDonald Real Estate, LLC

    38 Seabreeze Rd, Old Saybrook, CT 06475
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    $2,000 total monthly price

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

    41 Town Beach Rd, Old Saybrook, CT 06475

    Academic lease only. Fully furnished rental available 9/2/25. Sparkling clean, hurry, this one won't last! Remodeled kitchen, fenced in back yard, new furniture, fireplace. Owner is a licensed Broker in the State of Connecticut. a great little place to live amazing sunsets trash pick up included

    George Agnelli Agnelli Real Estate

    41 Town Beach Rd, Old Saybrook, CT 06475
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    $2,100 total monthly price

    • 3 Beds
    • 1 Bath
    • 14,820 Sq Ft
    • House for Rent

    360 Main St Unit 3-B, Middletown, CT 06457

    Central downtown district. Home to Typhoon and Ford News deli at street level. Historic Pythian Building with an interesting ownership history as hotel and meeting place of the Pythian Knights. Large 3-bedroom unit on top floor. Open floor plan with kitchen, living room and full bath. It includes all utilities. There isn't any onsite parking for tenants. There are municipal parking lots nearby.

    Patricia Flynn Sterling REALTORS

    360 Main St Unit 3-B, Middletown, CT 06457
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    $2,400 total monthly price

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

    69 Waterside Ln Unit 1, Clinton, CT 06413

    1 Bedroom RENTAL can be rented furnished or unfurnished. Completely renovated and located 2 doors from the marina & Clinton Town Beach on one of Connecticut's most scenic streets, perfect for fall leaf viewing or water activities like kayaking & sailing. Walk to the train or dine at restaurants from Madison to Old Saybrook. Yale is 30 minutes away, and Water's Edge & Saybrook Point spas are

    Trish Vatis Compass Connecticut, LLC

    69 Waterside Ln Unit 1, Clinton, CT 06413
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    $2,400 total monthly price

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

    69 Waterside Ln Unit 2, Clinton, CT 06413

    ACADEMIC YEAR 1 Bedroom FURNISHED RENTAL. Available 9/1/2025 - 5/31/2026. Agent/Owner

    Trish Vatis Compass Connecticut, LLC

    69 Waterside Ln Unit 2, Clinton, CT 06413
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    $2,400 total monthly price

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

    69 Waterside Ln Unit 3, Clinton, CT 06413

    ACADEMIC YEAR FURNISHED 1 Bedroom RENTAL. Available 9/1/2025-5/31/2026. Completely renovated and located 2 doors from the marina & Clinton Town Beach on one of Connecticut's most scenic streets, perfect for fall leaf viewing or water activities like kayaking & sailing. Walk to the train or dine at restaurants from Madison to Old Saybrook. Yale is 30 minutes away, and Water's Edge & Saybrook Point

    Trish Vatis Compass Connecticut, LLC

    69 Waterside Ln Unit 3, Clinton, CT 06413
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    $4,500 total monthly price

    • 2 Beds
    • 2 Baths
    • 1,358 Sq Ft
    • House for Rent

    28 Beach Rd W, Old Saybrook, CT 06475

    Amazing views of Long Island Sound at 28 Beach Rd West, Old Saybrook! Beautiful Academic Rental "beach" home, with 3 bedrooms and 2 baths, available for your enjoyment, across the street from Chalker Beach with spectacular and unobstructed views of Long Island Sound. The open kitchen, dining and living room with a gas fireplace are the focal point of the home. The kitchen has gorgeous granite

    Terry McDonald McDonald Real Estate, LLC

    28 Beach Rd W, Old Saybrook, CT 06475
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    $1,550 total monthly price

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

    23 Main St Unit 2 - The Burton Suite, East Haddam, CT 06423

    Brand new unit to be completed soon- The Burton Suite available at the completely remodeled Society Hall, a stone's throw from The Gelston House, Goodspeed Opera House, and the rest of downtown East Haddam! Listing agent is the owner of this property, colist agent related to seller/owner.

    Stephanie Jacobs Sunset Creek Realty, LLC

    23 Main St Unit 2 - The Burton Suite, East Haddam, CT 06423
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    $4,575 total monthly price

    • 4 Beds
    • 3 Baths
    • 2,544 Sq Ft
    • House for Rent

    173 Captains Dr, Westbrook, CT 06498

    AVAILABLE 2 weeks in August, then September - May. OCEAN VIEWS from many Luxurious rooms, spacious 4 bedroom, 4 floor, rental in the beautiful PILOTS POINT section of Westbrook, a most desired location on the Ct. Shore. Year round contemporary home with stunning front OCEAN VIEWS of Long Island sound. PRIVATE BEACH access just steps away. Back of house has beautiful views of the MARINA. Gourmet

    Abby Goodman Keller Williams Realty-Longmdw

    173 Captains Dr, Westbrook, CT 06498

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