303 Wakeman Rd
	303 Wakeman Rd Fairfield, CT $6,795 Vacation Rentals, Unknown This fully furnished 3 bedroom, 2.5 bathroom home perfectly blends charm and elegance. Remodeled in 2020, it combines modern conveniences with its original craftsman bungalow feel. The main living......

139 Brett Rd
	139 Brett Rd Fairfield, CT $11 Vacation Rentals, Unknown Charming 3 bedroom cottage set on designated Scenic Road in Greenfield Hill. Wonderfully private and set back from the road. First floor Primary bedroom and two additional bedrooms upstairs. There......

77 Cambridge St
	77 Cambridge St Fairfield, CT $9,900 Vacation Rentals, Unknown Beautifully remodeled 3-4 Bedroom Colonial located in a wonderful beach neighborhood. Four levels of living space! Main level has an open floor plan with living room, dining room, kitchen, sliders......

82 Timothy St
	82 Timothy St Fairfield, CT $4,100 Vacation Rentals, Unknown Great location, close to town and I95. Cul de Sac. Fenced yard. Osborne Hill school district....

222 Orchard Hill Ln
	222 Orchard Hill Ln Fairfield, CT $5,200 Vacation Rentals, Unknown Available 12/1 through 6/30! 4 bedroom, 2 full bath home in PRIME university area location! Main level with open floor plan, hardwood floors and great natural light. Living room with gas fireplace,......

82 Smedley Rd
	82 Smedley Rd Fairfield, CT $4,200 Vacation Rentals, Unknown A University charmer for rent! Such a sweet home on a well-known street in Univeristy. Home offers 3 bedrooms, 1.5 bath, great space, 1 car garage and beautiful level back yard with patio. Eat in......

52 S Pine Creek Rd
	52 S Pine Creek Rd Fairfield, CT $3,850 Vacation Rentals, Unknown This sweet ranch style home is move-in ready. Leave your car at home while you walk to the train and town center to enjoy all that vibrant downtown Fairfield has to offer. Restaurants, shopping,......

660 Penfield Rd
	660 Penfield Rd Fairfield, CT $135 Vacation Rentals, Unknown Steps to miles of sandy beaches, breath taking water views, newly remodeled to perfection, and set on an oversized and level .41 acre lot - 660 Penfield Road is a coastal haven! This spacious 8......

100 Catherine St
	100 Catherine St Fairfield, CT $4,500 Vacation Rentals, Unknown Prepare to fall in love with this in town charming Colonial. Living here is the best of both worlds! Walk into town for dinner, to the downtown train station or ride your bike to the amazing......

2070 Fairfield Beach Rd
	2070 Fairfield Beach Rd Fairfield, CT $2,950 Vacation Rentals, Unknown Charming waterfront 1 BR 1 Bath (plus outdoor shower and washer/dryer), free-standing fireplace for cool evenings, spiral staircase to second level, ideal for remote office or guest room, or both.......

330 Reef Rd
	330 Reef Rd Fairfield, CT $5,000 Vacation Rentals, Unknown Welcome to your dream rental in the heart of Fairfield! This charming colonial boasts three spacious bedrooms and two well-appointed bathrooms, offering a perfect blend of comfort and style. As you......

61 Apponyi St
	61 Apponyi St Fairfield, CT $2,900 Vacation Rentals, Unknown Beautiful Completely updated 3 Bedroom 1 Bath in Convenient Fairfield University Neighborhood on a quite street. Newer Kitchen with Quartz Counter-top and updated stainless steel appliance. Newer......

1047 Reef Rd
	1047 Reef Rd Fairfield, CT $7,500 Vacation Rentals, Unknown Introducing 1047 Reef Road, a desirable and sought after beach area rental that depicts coastal living. This meticulously fully furnished residence hosts three bedrooms and a fully renovated bath......

Middlebrook Dr
	Middlebrook Dr Fairfield, CT $800 Vacation Rentals, Unknown Close to train, town, Fairfield U and beach! Walking trails and park nearby....

142 Eastlawn St
	142 Eastlawn St Fairfield, CT $4,200 Vacation Rentals, Unknown Sought after Fairfield Beach Area neighborhood with close to town and train convenience. 7 Room Cape styled home with open stair case viewed from living and dining rooms with hardwood floors.......

136 Orchard Hill Ln
	136 Orchard Hill Ln Fairfield, CT $6,500 Vacation Rentals, Unknown Welcome home to this spacious and bright University gem! Located on a lovely lot in a very convenient and popular Osborn Hill school neighborhood, you will love all that this property has to offer.......

49 Southfield Rd
	49 Southfield Rd Fairfield, CT $4,800 Vacation Rentals, Unknown WELCOME HOME TO 49 Southfield Road! Such a great location. WALK to TOWN, TRAIN, PLAYGROUND, THEATRES, places of worship, SO many restaurants & all that FAIRFIELD'S DOWNTOWN has to offer. STROLL or......

112 Lalley Blvd
	112 Lalley Blvd Fairfield, CT $20 Vacation Rentals, Unknown New construction raised, modern 3 floor beach house with top end appliances, custom finishes, multiple decks and huge two car garage with 3rd garage door in back and ample additional parking in......

469 S Benson Rd
	469 S Benson Rd Fairfield, CT $7,350 Vacation Rentals, Unknown BEACH HOUSE! A rare find just a ? block walk to Jennings Beach and Marina. Almost NEW 4 bedroom, 2.5 bath Colonial with lots of attention to detail. Perfect open floor plan with 9 ceilings,......

18 Fairfield Woods Rd
	18 Fairfield Woods Rd Fairfield, CT $2,500 Vacation Rentals, Unknown Come to enjoy this charming fully renovated cottage in the heart of Stratfield Village. As you walk through the front door take in the beautiful sun room just waiting for you green thumb to bring......

240 Ruane St
	240 Ruane St Fairfield, CT $2,400 Vacation Rentals, Unknown Fully furnished luxurious short term rental available 2/1/24 thru 4/30/24. Freshly painted unit with updated open concept kitchen/living area including coffee/beverage bar. 10ft+ ceilings on main......

97 Robin Ln
	97 Robin Ln Fairfield, CT $4,000 Vacation Rentals, Unknown Meticulously maintained University area raised ranch, featuring 3 bedrooms and 1.5 bathrooms walking distance to town, schools and the train! With a spacious layout, a sun-kissed living room, and a......

20 Greenlawn Dr
	20 Greenlawn Dr Fairfield, CT $3,500 Vacation Rentals, Unknown Fully updated 3 bedroom, 1.5bath, +mudroom/den/office apartment located in this brick Multifamily home close to Melville Park. Freshly painted, updated kitchen and bathrooms, NEW appliances,......

1026 Reef Rd
	1026 Reef Rd Fairfield, CT $18 Vacation Rentals, Unknown Newly remodeled beach house available for rent for the 2023 summer season. This home comes fully furnished with beautiful finishes. You will find hardwood floors throughout along with 4 bedrooms, 1......

1004 Reef Rd
	1004 Reef Rd Fairfield, CT $27 Vacation Rentals, Unknown Newly remodeled beach house available for summer season. On the first floor you will find hardwood floors throughout the home, large kitchen area that leads into a dining room, spacious living......

645 Fairfield Beach Rd
	645 Fairfield Beach Rd Fairfield, CT $24 Vacation Rentals, Unknown Beautiful beach bungalow awaiting your arrival with DIRECT access to private beach. Upon entering the first floor, you have a spacious open floor concept with an eat in kitchen, cozy living room,......

785 Rowland Rd
	785 Rowland Rd Fairfield, CT $35 Vacation Rentals, Unknown 75 steps to Penfield Beach, this fully furnished, newly refreshed home is awaiting your arrival. This home features 4 bedrooms, 2.5 bathrooms, open floor concept on the main floor and a spacious......

65 Roseville St
	65 Roseville St Fairfield, CT $3,400 Vacation Rentals, Unknown Completely remodeled from top to bottom ranch in the Tunxis Hill area. Brand new roof, windows, plumbing, electrical and lighting. Pristine open kitchen with beautiful granite countertops,......

442 Surrey Ln
	442 Surrey Ln Fairfield, CT $4,500 Vacation Rentals, Unknown Great living in Greenfield Hill area at affordable price. Primary Bedroom with attached full bath and 2 bedrooms with common bath on main floor, spacious Living Room, Formal dining room and kitchen......

76 Shoreham Ter
	76 Shoreham Ter Fairfield, CT $3,900 Vacation Rentals, Unknown Walk to the water, enjoy life in a beautiful area with exceptional schools... ! Cape home is larger than it looks in photos! For Lease: 3 or 4 bedroom, 2 full bath home with fresh paint and some......

161 Mona Ter
	161 Mona Ter Fairfield, CT $5,000 Vacation Rentals, Unknown Get ready to fall in love with this newly renovated 4-bedroom, 1-bathroom home, short-term rental available early November. Step inside to discover the luxury of refinished hardwood floors and......

100 Vermont Ave
	100 Vermont Ave Fairfield, CT $2,500 Vacation Rentals, Unknown Available 12/1/23 - 1st floor apartment in a 2 family home. two large bed rooms hard wood floors throughout. Large living room and large kitchen with stove refrigerator and dishwasher. full bath......

1240 Fairfield Beach Rd
	1240 Fairfield Beach Rd Fairfield, CT $6,000 Vacation Rentals, Unknown Completely renovated 3 bedroom, 2 bath, beach house located on the Creekside of Fairfield Beach Road. Recently completed two story addition that includes a large 3 season porch on the lower lever......

145 Longdean Rd
	145 Longdean Rd Fairfield, CT $4,800 Vacation Rentals, Unknown This 3 bedroom, 1.5 bath Colonial located on a cul de sac in Fairfield features hardwood flooring throughout, beautiful cabinets, stainless steel appliances, central air conditioning, and a one car......

211 Sigwin Dr
	211 Sigwin Dr Fairfield, CT $4,900 Vacation Rentals, Unknown This incredible residence is situated in the heart of the University Area, offering unparalleled convenience to all the amenities in town. It boasts an ideal location, being almost equidistant from......

1112 Unquowa Rd
	1112 Unquowa Rd Fairfield, CT $3,650 Vacation Rentals, Unknown Newly renovated with new appliances. Large property. Large bedroom with adequate closet space and second bedroom/office. Washer and dryer. Two car garage. Large basement and attic for extra......

607 Jennings Rd
	607 Jennings Rd Fairfield, CT $2,700 Vacation Rentals, Unknown Full Single Family home to rent. This home was recently renovated & offers 2-3 bedrooms plus an office, 1 updated bath. All hardwood floors, main & upper levels. Remodeled kitchen with granite......

56 Henry St
	56 Henry St Fairfield, CT $4,200 Vacation Rentals, Unknown Great location. 1 mile to town and restaurants, train, or 2 mile bike or walk to beach. Sunny, light-filled bungalow with hardwood floors throughout, large double sink vanity in bath with skylight,......

1895R Fairfield Beach Rd
	1895R Fairfield Beach Rd Fairfield, CT $6,500 Vacation Rentals, Unknown Live your dream at the water's edge. The 'Tackle Box' is the perfect seaside retreat. The thoughtful design and open floor plan takes advantage of the serene waterfront setting. The sliding glass......

37 Sasco Hill Rd
	37 Sasco Hill Rd Fairfield, CT $5,000 Vacation Rentals, Unknown Available for rent on 6/1/2024 in a side-by-side duplex! This rental is furnished, includes 4 bedrooms (can accommodate up to 5 people), 2 full bathrooms, stainless steel appliances, laundry in......