Middlesex County, CT Homes for Rent

• 

  

  

  /10

  $1,695 per month

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Apartment for Rent

  52 Essex St, Deep River, CT 06417

  2 bedroom apartment, modern updates. Walk to town.

  Mark Reyher Reyher Real Estate

  52 Essex St, Deep River, CT 06417
• 

  

  

  /31

  $3,000 per month

  • 2 Beds
  • 2 Baths
  • 1,436 Sq Ft
  • House for Rent

  43 Pennywise Ln, Old Saybrook, CT 06475

  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

  Phoebe Schreiner William Pitt Sotheby's Int'l

  43 Pennywise Ln, Old Saybrook, CT 06475
• 

  

  

  /32

  $4,500 per month

  • 4 Beds
  • 1.5 Baths
  • 1,316 Sq Ft
  • House for Rent

  33 Beach Rd W, Old Saybrook, CT 06475

  Adorable 4-bedroom, 1-1/2 bath beachfront retreat available as an academic rental from early September through the end of May in the highly sought-after Chalker Beach neighborhood of Old Saybrook. Offered fully furnished with all utilities included, this charming coastal home that was completely rebuilt in 1986 is the perfect place to enjoy off-season shoreline living. Warm coastal wood paneling

  Katie Smith Berkshire Hathaway NE Prop.

  33 Beach Rd W, Old Saybrook, CT 06475
• 

  

  

  /4

  $1,895 per month

  • 1 Bath
  • 586 Sq Ft
  • House for Rent

  75 Marlborough St Unit 107, Portland, CT 06480

  Large Studio apartment at Brainerd Place in Portland available. Open floor plan with kitchen and walk in closet. Slider to deck. Plenty of space. Parking garage (reserved spaces) or outdoor parking unreserved.

  Joann DeRaffaele Bright Ravens Realty

  75 Marlborough St Unit 107, Portland, CT 06480
• 

  

  

  /40

  $2,495 per month

  • 1 Bed
  • 1.5 Baths
  • 800 Sq Ft
  • Townhouse for Rent

  7 Clearwater Ln Unit 7, East Hampton, CT 06424

  Fully Furnished!!! Short term lease available! 2-4 months or Month to month (2 month minimum). Updated unit with hardwood floors on main level upscale carpet on upper level. Brand new stainless steel appliances with Quality furnishings throughout. Includes plates, cups, glasses, silverware, pots, pans, towels, bed linens. Basically a long term hotel. Well appreciated Queen size bed in bedroom.

  Peter Guastamachio Executive Real Estate Inc.

  7 Clearwater Ln Unit 7, East Hampton, CT 06424
• 

  

  /4

  $1,300 per month

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

  1500 Boston Post Rd Unit 8, 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.

  Brian Botti Botti Realty

  1500 Boston Post Rd Unit 8, Old Saybrook, CT 06475
• 

  

  /27

  $3,500 per month

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

  114 Lakeside Dr, East Haddam, CT 06423

  BASHAN LAKE ! This beautiful home offers a stunning lakeview and is situated on a dead-end street, providing peace and tranquility. Over an acre of land the property enjoys frontage on two roads within the private beach association of Sunset Acres, ensuring a serene and exclusive living experience. This recently renovated home is equipped with central air, abd a propane fireplace perfect for

  Alexis Devlin Coldwell Banker Realty

  114 Lakeside Dr, East Haddam, CT 06423
• 

  

  /14

  $2,100 per month

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft
  • Apartment for Rent

  424 Main St Unit J, Middletown, CT 06457

  Welcome to Middletown's newest luxury apartments!! The NEW 424 Main Street apartments are located in the heart of town within walking distance of vibrant restaurants, cafes, shopping and Wesleyan University. 424 Main Street apartments offers luxuriously finished and unique 1 bedroom, and 2 bedroom units that provide an upscale design while capturing the buildings rich history. Each unit at 424

  Marianna Terenzio William Raveis Real Estate

  424 Main St Unit J, Middletown, CT 06457
• 

  

  /24

  $2,100 per month

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

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

  Central downtown district. Welcome to the Historic Pythian Building with an interesting ownership history as hotel and former meeting place of the Pythian Knights. Large 3-bedroom unit on top floor, offers an open floor plan with kitchen, living room and full bath. Great tenant value with all utilities included. 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
• 

  

  /37

  $10,000 per month

  • 3 Beds
  • 2 Baths
  • 5,228 Sq Ft
  • House for Rent

  558 N Roast Meat Hill Rd, Killingworth, CT 06419

  Welcome to Living on the Farm, a one-of-a-kind Summer Rental May 23, 2026 to Sept 8, 2026 for only $40,000. Fully staffed, working equestrian estate (Yellow Stone Experience). The Main quarters are fully furnished, beautifully maintained, offer everything you would expect from a high-quality retreat-comfortable, clean, and thoughtfully designed. Set on 23 scenic acres, guests can enjoy a true

  Linda O'Hara William Raveis Real Estate

  558 N Roast Meat Hill Rd, Killingworth, CT 06419
• 

  

  /15

  $2,000 per month

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • House for Rent

  411 Main St Unit 1, Cromwell, CT 06416

  Well-located 3-bedroom, 1-bath home in a desirable Cromwell setting. Set on clear, level land in a quiet area just west of the Connecticut River, with easy access to shops, highways, and transportation. The layout is efficient and functional with spacious bedrooms and recent updates throughout. In-unit washer and dryer included. Plenty of off-street parking available. Tenant responsible for all

  Jeff P Puciato Realty Group

  411 Main St Unit 1, Cromwell, CT 06416
• 

  

  /11

  $2,550 per month

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

  23 Main St, East Haddam, CT 06423

  A spectacular luxury apartment. Originally a Masonic hall, it has the historic barrel ceiling and all old moldings throughout. The wood floors date back to 1863. There is a huge island with marble top and bar seats. All high end appliances - built in micro, Smart refrigerator, dishwasher. Also has a sleeping loft and access to a private gym and laundry. Did we mention a bathroom of utmost luxury.

  Allen Jacobs Sunset Creek Realty, LLC

  23 Main St, East Haddam, CT 06423
• 

  

  /18

  $2,400 per month

  • 1 Bed
  • 1 Bath
  • 1,600 Sq Ft
  • Apartment for Rent

  3 Banner Rd Unit 119, East Haddam, CT 06469

  This one floor apartment is under construction. Gorgeous brand new rentals! Other apartments available are 2 levels with the bedroom upstairs in the loft. Gorgeous hardwood flooring, granite are just some of the interior finishes. 6 of the 20 will be income qualified with a reduced rent. You are going to love these beautiful rentals.

  Nancy Newman LPT Realty

  3 Banner Rd Unit 119, East Haddam, CT 06469
• 

  

  /18

  $2,800 per month

  • 1 Bed
  • 1 Bath
  • 2,000 Sq Ft
  • Apartment for Rent

  3 Banner Rd Unit 120, East Haddam, CT 06469

  Welcome to the The Lofts at Black birch located in Moodus, Connecticut! This brand new 20 unit apartment building spectacular walking distance to a really great restaurant,inground pool & tennis. This spacious four room apartment is currently under construction and won't be ready for a few months. We do have other units available that are loft style. You are going to absolutely love living here.

  Nancy Newman LPT Realty

  3 Banner Rd Unit 120, East Haddam, CT 06469
• 

  

  /17

  $2,400 per month

  • 1 Bed
  • 1 Bath
  • 1,600 Sq Ft
  • Apartment for Rent

  3 Banner Rd Unit 118, East Haddam, CT 06469

  20 Brand new luxury rentals. This apartment is under construction & will be ready at a later date. Other units are 1 bedroom & available 7/1. Gorgeous flooring, granite are just some of the interior finishes. 6 of the 20 will be income qualified with a reduced rent. You are going to love these beautiful rentals.

  Nancy Newman LPT Realty

  3 Banner Rd Unit 118, East Haddam, CT 06469
• 

  

  /7

  $1,850 per month

  • 1 Bed
  • 1 Bath
  • 621 Sq Ft
  • Apartment for Rent

  141 Bridge St Unit D, Middletown, CT 06457

  Welcome to 141 Bridge Street, a beautifully reimagined four-unit residence where modern design, everyday comfort, and effortless convenience come together seamlessly. The property includes two spacious one-bedroom units, one two-bedroom unit, and one three-bedroom unit, each thoughtfully designed with high-end finishes and private entrances for added privacy. Inside every unit, you'll find sleek

  Marianna Terenzio William Raveis Real Estate

  141 Bridge St Unit D, Middletown, CT 06457
• 

  

  /21

  $3,200 per month

  • 2 Beds
  • 2 Baths
  • 2,015 Sq Ft
  • House for Rent

  740 Little City Rd, Higganum, CT 06441

  Beautifully restored 1780s farmhouse set on 14 peaceful acres, offering authentic New England charm with thoughtful modern updates. Stunning exposed wood beams and wide-plank floors highlight the home's character, while a gas-log fireplace creates a warm and inviting focal point. Renovated with sustainability and historical accuracy in mind, the home features reclaimed original trim and salvaged

  Jay Lafleur William Pitt Sotheby's Int'l

  740 Little City Rd, Higganum, CT 06441
• 

  

  /13

  $1,800 per month

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft
  • Apartment for Rent

  88 E Main St, Clinton, CT 06413

  Conveniently located in the heart of Clinton, just minutes from I-95, local shops, and restaurants and within walking distance to the beach. This charming one bedroom, second floor apartment features an updated kitchen and new flooring throughout. Includes in unit Washer and Dryer. Enjoy additional attic storage, plus extra storage off the hallway. An outdoor seating area offers a relaxing space

  Craig Milton Re/Max Valley Shore

  88 E Main St, Clinton, CT 06413
• 

  

  /18

  $2,450 per month

  • 1 Bed
  • 1 Bath
  • 831 Sq Ft
  • Apartment for Rent

  9 John St, Clinton, CT 06413

  We are proud to announce the first of its kind living in Clinton, CT. These luxury residences offer both 1 and 2 bedrooms options with open floor plan living, custom kitchens with top-of-the-line appliances and granite countertops. High ceilings and oversized windows draw in incredible lighting while offering private outdoor sitting areas to enjoy the view from your residence. With the 95

  Katelin Rosello Social & Co Realty

  9 John St, Clinton, CT 06413
• 

  

  /16

  $2,200 per month

  • 2 Beds
  • 1.5 Baths
  • 1,365 Sq Ft
  • Townhouse for Rent

  41 Mountain Laurel Ct, Cromwell, CT 06416

  Enjoy this beautifully decorated, FULLY-FURNISHED, SHORT-TERM rental. Property is available until 5/31/2026, ideal for professors, traveling healthcare workers or people looking to sell their home. Step into the first floor which offers gorgeous floors, pristine details into a HUGE living room/dining room area. The comfy couch and huge TV are so welcoming. There is a private patio off the living

  Colleen Mattatall Century 21 Clemens Group

  41 Mountain Laurel Ct, Cromwell, CT 06416
• 

  

  /31

  $2,500 per month

  • 3 Beds
  • 1 Bath
  • 2,081 Sq Ft
  • House for Rent

  32 Wall St Unit 2, Middletown, CT 06457

  HEAT INCLUDED IN RENT! Spacious and fully renovated, this 3-bedroom, 1-bathroom apartment offers comfortable living with thoughtful upgrades throughout. The kitchen and bathroom have been completely remodeled with brand-new appliances and fixtures, and the entire unit has been freshly painted. You'll find hardwood floors throughout, new LED lighting, and updated door hardware throughout the

  Kris Robinson Eagle Eye Realty PLLC

  32 Wall St Unit 2, Middletown, CT 06457
• 

  

  /35

  $2,400 per month

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

  110 Great Hill Pond Rd, Portland, CT 06480

  Enjoy serene waterfront living in this charming 892 sq. ft. ranch home directly on Great Hill Pond. Featuring two bedrooms, this residence offers incredible views along with fishing, and kayaking opportunities right outside your door. The inviting three-season porch overlooks the pond, creating the perfect spot to relax or entertain. Inside, you'll find hardwood floors throughout, a washer and

  Theresa Bitondo Berkshire Hathaway NE Prop.

  110 Great Hill Pond Rd, Portland, CT 06480
• 

  

  /37

  $9,950 per month

  • 5 Beds
  • 3 Baths
  • 4,088 Sq Ft
  • House for Rent

  8 Jacob Ln, Killingworth, CT 06419

  Prepare to be WOWed by this far-from-typical Colonial! This gorgeous home has been completely reimagined and remodeled with the highest-end finishes throughout, blending timeless design with modern sophistication. The heart of this 4,000+ sqft home is the chef's kitchen, featuring a Sub-Zero refrigerator, Wolf range, and a stunning Carrara marble island-perfect for culinary enthusiasts and

  Melanie Scull William Pitt Sotheby's Int'l

  8 Jacob Ln, Killingworth, CT 06419
• 

  

  /32

  $4,000 per month

  • 4 Beds
  • 1.5 Baths
  • 2,180 Sq Ft
  • House for Rent

  422 Maple Ave, Old Saybrook, CT 06475

  Classic New England year round beach house across the street from the ocean in the private Knollwood beach area. This home has 4 bedrooms, 2 full baths and an outside shower ! Master bedroom has a king bed, 2nd bedroom has a full size bed, 3rd bedroom has a queen size bed and 4th bedroom has a full and twin bed. Stunning views on every side and amazing sunsets ! This is a great location the

  Dawn Caso Williams Realty Services

  422 Maple Ave, Old Saybrook, CT 06475
• 

  

  /40

  $6,500 per month

  • 4 Beds
  • 3 Baths
  • 3,762 Sq Ft
  • House for Rent

  17 Agawam Ave, Old Saybrook, CT 06475

  Fantastic Opportunity to Rent in Fabulous Fenwick! This charming water-view traditional Fenwick Cottage is available from September, 2026, through June 20, 2027! Boasting 4 bedrooms and 4 baths plus a huge third-floor rec room/bunk room space, the home offers over 3,700 sq. ft. of comfortable beach living. Open floor plan living room with walls of windows and French door access to a spacious back

  Lynn Lehrman Re/Max Valley Shore

  17 Agawam Ave, Old Saybrook, CT 06475
• 

  

  /39

  $7,500 per month

  • 4 Beds
  • 4.5 Baths
  • 4,708 Sq Ft
  • House for Rent

  15 Liberty St, Chester, CT 06412

  Exceptional Rental Opportunity in Chester's Quintessential New England Village. Experience refined living in this estate-like setting, exquisitely furnished and thoughtfully remodeled to the highest standards. Offering over 4,000 sq. ft. of light-filled luxury, this stunning home is available October 2025 through mid-May 2026. Property Highlights: 4 Bedrooms | 5 Baths - including an exceptionally

  Lynn Lehrman Re/Max Valley Shore

  15 Liberty St, Chester, CT 06412
• 

  

  /12

  $1,800 per month

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

  70 Pond Meadow Rd, Ivoryton, CT 06442

  Freshly Painted 2 bedrooms/1 bathroom unit located in a quite complex Tenant responsible for electric/Internet Landlord is responsible for landscaping/snow/water good credit, no pets, and no smoking 1 year lease, 2 months Security deposit and first month rent due at lease signing

  Amru Abo-Alaial RE/MAX One

  70 Pond Meadow Rd, Ivoryton, CT 06442
• 

  

  /36

  $18,000 per month

  • 4 Beds
  • 3 Baths
  • 1,120 Sq Ft
  • House for Rent

  8 Belaire Manor, Old Saybrook, CT 06475

  Summer 2026 -- Available: June 15-30 for $9,000 -- Rented: July/Aug/Sept. 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

  Erika Raffles William Pitt Sotheby's Int'l

  8 Belaire Manor, Old Saybrook, CT 06475
• 

  

  /23

  $3,000 per month

  • 3 Beds
  • 2 Baths
  • 2,137 Sq Ft
  • House for Rent

  8 Clinton Ave, Old Saybrook, CT 06475

  Turn-key Academic Shoreline Rental for today's modern-living and tastefully decorated in Old Saybrook, CT. Beautifully renovated home in South Cove neighborhood great for morning walks with coffee or evening strolls with a cocktail in hand. This lovely light filled home has an open floor plan, custom built kitchen with modern stainless steel appliances, new hardwood floors throughout, first floor

  Terry McDonald McDonald Real Estate, LLC

  8 Clinton Ave, Old Saybrook, CT 06475
• 

  

  /40

  $5,000 per month

  • 4 Beds
  • 3.5 Baths
  • 2,679 Sq Ft
  • House for Rent

  21 Groveway Unit 21, Clinton, CT 06413

  The rate posted is the monthly off season academic rental rate Please ask for all other rates. Rental Comes FULLY FURNISHED. Additional information is stated in the last paragraph.This ocean front luxurious 4 bedroom 3 bath is a dream home in a high-end community located in Clinton, Connecticut. The property has just undergone a full renovation with a first floor bedroom. Spanning over 2,000 SF,

  Jorge Zea Blue Lighthouse Realty, Inc

  21 Groveway Unit 21, Clinton, CT 06413
• 

  

  /21

  $2,450 per month

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft
  • Apartment for Rent

  10 Groveway, Clinton, CT 06413

  The rate posted is the monthly off season academic rental rate Please ask for all other rates. Rental Comes FULLY FURNISHED. Additional information is stated in the last paragraph.If you are looking for a beautiful, newly renovated, home with less than a hundred foot walk to your own private beach, then look no further! This 1,000 SF single family home has recently been renovated, with all brand

  Jorge Zea Blue Lighthouse Realty, Inc

  10 Groveway, Clinton, CT 06413
• 

  

  /19

  $2,400 per month

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

  38 Seabreeze Rd, Old Saybrook, CT 06475

  This spectacular home with a fantastic location is an Academic Rental; from September 15, 2026 through May 15, 2027. 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

  Terry McDonald McDonald Real Estate, LLC

  38 Seabreeze Rd, Old Saybrook, CT 06475
• 

  

  /15

  $8,400 per month

  • 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 $8400 weekly rental or 1200 a day for June 1st thru Sept. 15th or weekly at $8400. 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 seaside setting and neighborhood.

  Joel Lucas Coldwell Banker Realty

  25 W Shore Dr, Old Saybrook, CT 06475
• 

  

  /22

  $4,500 per month

  • 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
• 

  

  /9

  $1,319 per month

  • 1 Bed
  • 1 Bath
  • Apartment for Rent

  251 Court St, Middletown, CT 06459

  Rick Rivera Rental Housing Deals

  251 Court St, Middletown, CT 06459

Showing Results 121 - 155, Page 4 of 4