Here are Old Greenwich listings for rentals and roommates -- find yourself a whole new living arrangement by choosing from apartments, homes for rent, and other rooms for rent.

Also, if you're only passing through Old Greenwich for a brief period of time, find short term rentals or vacation rentals.

Charming Old Greenwich 3 Bedroom Cottage On The Water
	Charming Old Greenwich 3 Bedroom Cottage On The Water Old Greenwich, CT $3,400 Rental, Homes for Rent The Cottage is directly on the Long Island Sound, Stamford Harbor and has spectacular views with beautiful sunrises and view of the Stamford Lighthouse. It is a 1950's updated and remodeled open......

Charming Old Greenwich 3 Bedroom Cottage On The Water
	Charming Old Greenwich 3 Bedroom Cottage On The Water Old Greenwich, CT $3,400 Rental, Homes for Rent The Cottage is directly on the Long Island Sound, Stamford Harbor and has spectacular views with beautiful sunrises and view of the Stamford Lighthouse. It is a 1950's updated and remodeled open......

2 Roosevelt Ave
	2 Roosevelt Ave Old Greenwich, CT $24 Vacation Rentals, Unknown Completely Renovated to the Studs and to the highest standards in 2024 - 5 Bed, 4.1 Bath, 4458 sq ft - Nestled south of the village in Old Greenwich, this stunning home has been meticulously......

2 Indian Dr
	2 Indian Dr Old Greenwich, CT $15 Vacation Rentals, Unknown Enjoy views of Long Island Sound from this renovated Old Greenwich four bedroom spacious stone and shingle home. Located on a quiet cul-de-sac, in Ledge Road Association with area private beach,......

4 Highview Ave #R
	4 Highview Ave #R Old Greenwich, CT $4,750 Vacation Rentals, Unknown Experience the quintessential Old Greenwich lifestyle in this immaculate cottage, a stone's throw from the train, schools, and shops, and minutes to Tod's Point. This surprisingly spacious, freshly......

68 Park Ave
	68 Park Ave Old Greenwich, CT $25 Vacation Rentals, Unknown Wonderful location on a quiet street, South of Old Greenwich Village, convenient to train, restaurants, school and shopping. This spacious home offers high ceilings, 5 large bedrooms, 4 full baths......

8 Rockland Pl
	8 Rockland Pl Old Greenwich, CT $7,500 Vacation Rentals, Unknown Idyllic tree lined neighborhood in Old Greenwich. Around the corner from Binney Park and the library! Private home with pre-war charm and grace. 1.5 Block Walk to Train and the picturesque village.......

32 Highview Ave
	32 Highview Ave Old Greenwich, CT $18 Vacation Rentals, Unknown Welcome to this stunning Victorian home located in the heart of Old Greenwich! Offers 6 bedrooms and 4.5 bathrooms, this charming residence is situated just south of the village, offering......

13 Lockwood Ave
	13 Lockwood Ave Old Greenwich, CT $20 Vacation Rentals, Unknown Located south of the village in Old Greenwich, a charming furnished 6 bedroom, 3 full bath Colonial with private, oversized backyard and large flagstone patio for outdoor living. Bright, open floor......

5 Grimes Rd
	5 Grimes Rd Old Greenwich, CT $165 Vacation Rentals, Unknown Relax and enjoy a seaside lifestyle in Shorelands, a private waterfront association with beach, dock and boat slips. An oversized level property with direct water frontage and western vistas show......

13 Old Kings Hwy
	13 Old Kings Hwy Old Greenwich, CT $7,800 Vacation Rentals, Unknown Spacious expanded home with 5 bedrooms, 5 full bathrooms, a family room and a finished basement. Hardwood floors throughout. Newer designer kitchen with a center island and granite countertops.......

2 Clark St
	2 Clark St Old Greenwich, CT $15 Vacation Rentals, Unknown Located on prime Old Greenwich street close to village shops, school, beaches at Greenwich (Tod's) Point, Binney Park & train station. Updated, sunny Kitchen (featuring skylights & top line......

6 Fairgreen Ln
	6 Fairgreen Ln Old Greenwich, CT $18 Vacation Rentals, Unknown Wonderful private association in the Shorelands neighborhood with beach and dock. Swim or boat to the Shorelands dock, safe neighborhood for biking and walking. Expanded and updated with a level......

60 Sound Beach Ave
	60 Sound Beach Ave Old Greenwich, CT $11 Vacation Rentals, Unknown Updated and in wonderful move in condition. Perfect executive rental located in the heart of Old Greenwich near the Perrot library, Binney Park, walking distance to MetroNorth, town and access to......

54 Richmond Dr
	54 Richmond Dr Old Greenwich, CT $7,900 Vacation Rentals, Unknown Newly renovated in the past few years! Updated baths, kitchen, floors, paint, etc. Charming expanded home ready to be moved in. Walk to schools, train Binney park, library, village with restaurants......

6 Meadowbank Rd
	6 Meadowbank Rd Old Greenwich, CT $16 Vacation Rentals, Unknown Welcome to this idyllic four-bedroom, four-bath home located on a peaceful cul-de-sac in Old Greenwich. With its open plan design, spacious great room with south west windows, and large den and......

34 Hassake Rd
	34 Hassake Rd Old Greenwich, CT $18 Vacation Rentals, Unknown Totally gut renovated short term summer rental in wonderful Old Greenwich neighborhood. This 4 Br/ 3 1/2 bath house is meticulously maintained and decorated with beautiful furnishings. Short......

22 Northway
	22 Northway Old Greenwich, CT $40 Vacation Rentals, Unknown Summer in Old Greenwich with spectacular 200 feet of waterfront with views of Manhattan. Amazing vistas from every room of this 5 bedroom designer house. Sliding doors open to expansive deck, both......

11 Roosevelt Ave
	11 Roosevelt Ave Old Greenwich, CT $20 Vacation Rentals, Unknown Enjoy a long summer holiday in the prefect rental south of the village in Old Greenwich. It is available for 3 months, July and August then flexible for June/September. Spend time with coffee (or......

37 Center Dr
	37 Center Dr Old Greenwich, CT $7,900 Vacation Rentals, Unknown Freshly Painted 3 Bedroom House in Cozy Old Greenwich. Close to Train, I-95, Parks, Downtown and the Beach. Schedule a viewing now. Great School District. Agents (Bring Your Renters We are Paying a......

19 Brown House Rd
	19 Brown House Rd Old Greenwich, CT $145 Vacation Rentals, Unknown This Old Greenwich gem is located only blocks from Binney Park, OG town and the train. The home features newly refinished floors, a freshly painted interior, high ceilings throughout, and a......

19 Brownhouse Rd
	19 Brownhouse Rd Old Greenwich, CT $145 Vacation Rentals, Unknown This Old Greenwich gem is located only blocks from Binney Park, OG town and the train. The home features newly refinished floors, a freshly painted interior, high ceilings throughout, and a......

17 Havemeyer Ln
	17 Havemeyer Ln Old Greenwich, CT $6,800 Vacation Rentals, Unknown Wonderful four bedroom plus lower level suite with kitchenette in Old Greenwich. Includes primary with brand new en suite bathroom and two additional bedrooms with hall bath, Main floor has updated......

51 Forest Ave
	51 Forest Ave Old Greenwich, CT $7,500 Vacation Rentals, Unknown Ideal Old Greenwich Gables ground floor, one level unit comprised of 2,167 sq. ft. The very spacious 2-bedroom condo with 2 full bathrooms and a powder room is conveniently located on the quiet......

36 Center Dr
	36 Center Dr Old Greenwich, CT $11 Vacation Rentals, Unknown Welcome to a charming and spacious residential rental nestled in the heart of Old Greenwich, Connecticut. This beautifully maintained home offers a perfect blend of classic New England architecture......

41 Center Dr
	41 Center Dr Old Greenwich, CT $6,000 Vacation Rentals, Unknown Welcome home Sun pours into this immaculate 3 bdm, 2.5 bath home,which is conveniently located within a close distance to Old Greenwich train, town & fabulous Tod's Point beach. Just in time for......

21 Richmond Dr
	21 Richmond Dr Old Greenwich, CT $5,800 Vacation Rentals, Unknown Charming Colonial is convenient & well maintained with great curb appeal. All beautiful hardwood floors, Kitchen w/SS appliances (Newer Refrigerator and Cook's delight Gas Stove.)The Family Room is......

7 Shady Brook Ln
	7 Shady Brook Ln Old Greenwich, CT $12 Vacation Rentals, Unknown Move right into this spacious updated home in a sought-after neighborhood in Old Greenwich. Close to train, library, park & village. Fabulous floor plan offering 5 bedrooms with 3 full baths.......

11 Old Kings Hwy
	11 Old Kings Hwy Old Greenwich, CT $7,500 Vacation Rentals, Unknown Lovely home with a modern feel within walking distance to Dundee elementary. Indulge in CT winter with a quiet 2-zone natural gas heating or prepare to enjoy coastal summer with central AC. This......

Center Dr
	Center Dr Old Greenwich, CT $139 Vacation Rentals, Unknown Welcome to a charming and spacious residential rental nestled in the heart of Old Greenwich, Connecticut. This beautifully maintained home offers a perfect blend of classic New England architecture......

10 Ricki Beth Ln
	10 Ricki Beth Ln Old Greenwich, CT $20 Vacation Rentals, Unknown Chic, fully furnished or unfurnished 5 bedroom Contemporary available for rent this August! Stylish, beautifully renovated home sits on one manicured acre on a cul-de-sac in Hillcrest Park with......

8 Wahneta Rd
	8 Wahneta Rd Old Greenwich, CT $6,500 Vacation Rentals, Unknown Charming cottage with oversized yard south of the village in Old Greenwich. Recently updated with new kitchen counters, new appliances and fresh paint. Close proximity to Todd's Point, Old......

314 Sound Beach Ave
	314 Sound Beach Ave Old Greenwich, CT $16 Vacation Rentals, Unknown Close proximity to OG Village. Walk to school, train and Binney Park, and bike to beach at Tod's Point . Well maintained with hardwood floors throughout. Mature landscaping, fenced, private back......

7 Fairfield Ave
	7 Fairfield Ave Old Greenwich, CT $6,000 Vacation Rentals, Unknown Desirable 4-Bedroom Colonial in Tranquil Old Greenwich: Nestled on a serene cul-de-sac in the highly sought-after community of Old Greenwich, this charming 4-bedroom, 2-bathroom colonial residence......

43 Center Dr
	43 Center Dr Old Greenwich, CT $5,800 Vacation Rentals, Unknown Old Greenwich recently updated 3+ bedroom house, 1.5 Bath, Dining room, Living room with fire place, Finished attic/playroom, Large basement, refinished hardwood floors, New Patio, large yard with......