
Jennings Beach, Fairfield
09/09 – 09/17
$250/nighttotal: $2000 (8 )
Lrg 2 Bedroom Apart In Blackrock
2 2apartment , Bridgeport
This Bridgeport beachfront apartment is conveniently located near Fairfield, within one mile of Longfellow and Seaside Parks, and three miles from Fairfield University and the Fairfield Museum and History Center, with Fairfield Metro Station a short 17-minute walk away.
This two-bedroom, one-bathroom rental sleeps five guests and features a fully equipped kitchen with a refrigerator, oven, stovetop, microwave, and in-unit laundry, plus a TV and coffee/tea maker.
This two-bedroom, one-bathroom rental sleeps five guests and features a fully equipped kitchen with a refrigerator, oven, stovetop, microwave, and in-unit laundry, plus a TV and coffee/tea maker.

Jennings Beach, Fairfield
10/18 – 10/23
$551/nighttotal: $2755 (5 )
5 Minute Walk To Beach & Downtown Fairfield
1 2apartment , Fairfield
This 3-bedroom house is located in the Fairfield Beach Area, a short 5-minute walk from the beach and within walking distance of the train station, downtown Fairfield, and the Marina. Guests have consistently rated this property excellent for its location, cleanliness, and overall experience.
The home features a fully equipped kitchen, a comfortable living area, and a charming backyard. Enjoy a peaceful morning in the breakfast nook overlooking the fenced-in backyard, or unwind on the deck with a cocktail after a day exploring Fairfield.
The home features a fully equipped kitchen, a comfortable living area, and a charming backyard. Enjoy a peaceful morning in the breakfast nook overlooking the fenced-in backyard, or unwind on the deck with a cocktail after a day exploring Fairfield.

Jennings Beach, Fairfield
07/03 – 07/04
$408/nightfor 1 night
The B&w Haven 3br Private Office By Li Ferry
3 2apartment , Bridgeport
This Bridgeport apartment rental is conveniently located near Silver Sands State Park (8 miles) and the Connecticut Post Mall (11 miles), offering easy access to both outdoor recreation and shopping.
The 2,000-square-foot, three-bedroom unit comfortably accommodates up to 11 guests and features a fully equipped kitchen, free Wi-Fi, on-site parking, a fireplace, and a shared backyard.
The 2,000-square-foot, three-bedroom unit comfortably accommodates up to 11 guests and features a fully equipped kitchen, free Wi-Fi, on-site parking, a fireplace, and a shared backyard.

Jennings Beach, Fairfield
10/18 – 10/23
$588/nighttotal: $2940 (5 )
Spacious&gracious- 5br Fam-friendly Near I95&shops
5 2house , Fairfield
This Fairfield vacation home, near I-95, is conveniently located 11 miles from Silver Sands State Park and 14 miles from the Connecticut Post Mall.
This 2,000-square-foot house boasts a spacious five-bedroom layout, accommodating up to 22 guests, and features a bonus game room with a pool table, darts, and arcade games, plus a home theater with massage seating.
This 2,000-square-foot house boasts a spacious five-bedroom layout, accommodating up to 22 guests, and features a bonus game room with a pool table, darts, and arcade games, plus a home theater with massage seating.

Jennings Beach, Fairfield
09/09 – 09/17
$482/nighttotal: $3856 (8 )
Cozy Home Away From Home!
2 2house , Fairfield
This charming cottage is situated in a quiet family neighborhood in Fairfield, just a short drive from the beach, I-95, the Merritt Parkway, and the train station. The cottage has consistently received excellent ratings from guests for its cleanliness, location, and overall experience.
The cottage features two bedrooms, two bathrooms, and can accommodate up to four guests. Amenities include a fully equipped kitchen, a living room with a gas fireplace, private parking, and high-speed internet.
The cottage features two bedrooms, two bathrooms, and can accommodate up to four guests. Amenities include a fully equipped kitchen, a living room with a gas fireplace, private parking, and high-speed internet.

Jennings Beach, Fairfield
09/09 – 09/17
$240/nighttotal: $1920 (8 )
Bright Zen Studio
1 2apartment , Fairfield
This Fairfield apartment is located on a quiet street, just a block from the lively town center, where you'll find shops, restaurants, and the train station. It has received excellent ratings for location, cleanliness, and user experience. This vacation rental offers three bedrooms and is perfect for families or groups of friends. Enjoy the private and spacious layout, the beach-inspired decor, and the outdoor oasis with a swimming pool, garden, and patio.

Jennings Beach, Fairfield
07/03 – 07/04
$913/nightfor 1 night
The Bridge House
1 2apartment , Westport
This Westport, CT ranch-style cottage is conveniently located near local amenities, offering easy access to Westport's attractions.
The 2-bedroom, 1-bathroom home sleeps four, features a full kitchen with dishwasher, air conditioning, a private garden with a brook and pedestrian bridge, and provides free internet access.
The 2-bedroom, 1-bathroom home sleeps four, features a full kitchen with dishwasher, air conditioning, a private garden with a brook and pedestrian bridge, and provides free internet access.

Jennings Beach, Fairfield
09/08 – 09/20
$575/nighttotal: $6900 (12 )
Modern + Spacious 5br/2ba Home, Renovated Backyard
5 4apartment , Bridgeport
This West End, West Side home is located less than 2 miles from Bridgeport's Downtown South Historic District and Lafayette Park, and within 3 miles of the Housatonic Museum of Art and Downtown Cabaret Theatre.
This 2,500-square-foot vacation rental boasts five bedrooms, two bathrooms, sleeps twelve guests, and includes amenities such as free Wi-Fi, a fully equipped kitchen, and a fireplace.
This 2,500-square-foot vacation rental boasts five bedrooms, two bathrooms, sleeps twelve guests, and includes amenities such as free Wi-Fi, a fully equipped kitchen, and a fireplace.

Jennings Beach, Fairfield
07/03 – 07/04
$270/nightfor 1 night
Renovated Arts Studio| Piano, Fireplace & Woods
1 2apartment , Fairfield
This Fairfield, Connecticut studio apartment is located on a private 2-acre property, offering a peaceful retreat while being conveniently situated near Fairfield's town center (exact distance unspecified).
The unit features a queen bed, sofa bed, 75-inch TV, piano, fully equipped kitchen with fridge, freezer, and microwave, a new bathroom with shower and tub, and accommodates up to 3 guests, all within a spacious layout.
The unit features a queen bed, sofa bed, 75-inch TV, piano, fully equipped kitchen with fridge, freezer, and microwave, a new bathroom with shower and tub, and accommodates up to 3 guests, all within a spacious layout.

Jennings Beach, Fairfield
09/09 – 09/17
$241/nighttotal: $1928 (8 )
Modern 2 Bedroom In Black Rock
2 2apartment , Bridgeport
This Bridgeport apartment rental in Black Rock offers easy access to nearby beaches, the Connecticut Audubon Birdcraft Museum, and the Discovery Museum.
The two-bedroom, one-bathroom unit sleeps four guests and includes in-suite laundry, a fully equipped kitchen with a fridge and microwave, air conditioning, parking, and internet access.
The two-bedroom, one-bathroom unit sleeps four guests and includes in-suite laundry, a fully equipped kitchen with a fridge and microwave, air conditioning, parking, and internet access.

Jennings Beach, Fairfield
10/18 – 10/23
$246/nighttotal: $1230 (5 )
Spacious Cottage Loft
1 2apartment , Bridgeport
The Spacious Cottage Loft is located in Black Rock, a historic seaside neighborhood in Bridgeport, just a short distance from the city's downtown area and attractions. This charming cottage has received excellent ratings for its location, cleanliness, and overall experience.
The cottage has a spacious kitchen and living area, a separate sleeping area with a queen-size bed, and a private patio, perfect for relaxing and enjoying the outdoors. The cottage also offers amenities such as a swimming pool, off-street parking, a music space, and a comfortable outdoor area, making it an ideal choice for travelers looking for a peaceful and enjoyable stay.
The cottage has a spacious kitchen and living area, a separate sleeping area with a queen-size bed, and a private patio, perfect for relaxing and enjoying the outdoors. The cottage also offers amenities such as a swimming pool, off-street parking, a music space, and a comfortable outdoor area, making it an ideal choice for travelers looking for a peaceful and enjoyable stay.

Jennings Beach, Fairfield
07/03 – 07/04
$205/nightfor 1 night
Lavish Retreat Near Downtown
1 2apartment , Bridgeport
This Bridgeport rental is conveniently located five minutes from downtown, offering easy access to public transportation including trains and buses.
The one-bedroom, one-bathroom apartment sleeps three guests and features a full kitchen, multiple TVs with streaming services, a private backyard parking spot, and a luxurious waterfall shower.
The one-bedroom, one-bathroom apartment sleeps three guests and features a full kitchen, multiple TVs with streaming services, a private backyard parking spot, and a luxurious waterfall shower.










