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Holiday Rentals near Jennings Beach

880 S Benson Rd, Fairfield, Connecticut 06824-6950
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    Fairfield is popular with travellers just like you. Don’t let them get your perfect place first—book today!
    All 17 Rentals in Fairfield
    Charming Cottage By The Sea on Fairfield Beach1 / 34
    (9)Excellent
    Fairfield
    1.0 miles from Jennings Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Elegant Beachfront, beautiful views. Come  enjoy!1 / 28
    (6)Very good
    Fairfield
    1.0 miles from Jennings Beach
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Cozy getaway in Fairfield - EXPERTLY SANITIZED1 / 35
    (4)Excellent
    Fairfield
    1.9 miles from Jennings Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Fairfield
    4.3 miles from Jennings Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Internet Access
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Fairfield, Connecticut
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Stunning direct waterfront beach house!1 / 28
    (3)Excellent
    Fairfield
    1.2 miles from Jennings Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Balcony
    • Internet Access
    • Air Conditioning
    • Patio
    • Washer
    • Parking
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Fairfield, Connecticut
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    Luxe CT Country Home w/ Hi-end WiFi for WFH & School1 / 50
    (13)Excellent
    Fairfield
    4.9 miles from Jennings Beach
    6 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
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    • Internet Access
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Fairfield, Connecticut
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 16
    Westport 'Gold Coast' across from Southport beach1 / 40
    (72)Excellent
    Fairfield
    3.1 miles from Jennings Beach
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Pet friendly
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    Location Information
    Fairfield, Connecticut
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    Fairfield Old Post Road with pool - walk to  NYC train and Beach1 / 24
    (5)Excellent
    Fairfield
    0.7 miles from Jennings Beach
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Internet Access
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Fairfield, Connecticut
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    Fairfield
    0.9 miles from Jennings Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    Location Information
    Fairfield, Connecticut
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 4
    Fairfield
    2.0 miles from Jennings Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Parking
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    • Patio
    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Fairfield, Connecticut
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Gem by the Sound Summ1 / 30
    (18)Excellent
    Fairfield
    1.0 miles from Jennings Beach
    Studio, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Parking
    • Terrace
    • Balcony
    • Washer
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Fairfield, Connecticut
    Holiday Rental House - 2 Bathrooms, Sleeps 4
    Fairfield
    3.2 miles from Jennings Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Washer
    • Patio
    • Parking
    • DVD Player
    • Central Heating
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Fairfield, Connecticut
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Fairfield
    2.9 miles from Jennings Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Washer
    • Parking
    • Internet Access
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Fairfield, Connecticut
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    The following rentals are within 10 kilometres of Fairfield.
    Southport
    3.0 miles from Jennings Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • Air Conditioning
    • Balcony
    • Parking
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Southport/Westport Border, this spectacular home is ideal for nature lovers who also want to be near every convenience. Very private, charming and serene. Minutes from shopping, restaurants, theater, beaches, galleries, museums, Fairfield marina or Southport Harbor. One mile to Metro-North train...
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    Southport, Connecticut
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Southport
    3.2 miles from Jennings Beach
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Patio
    • Washer
    • Grill
    • Ocean Views
    • Air Conditioning
    • Balcony
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brand new private one bedroom apartment on estate with full kitchen, marble bathroom and open living room with beautiful views and outdoor shower. Located on the 'Gold Coast' between Westport and Fairfield. A great getaway stocked with beach equipment, bikes and outdoor grill, quality sheets and...
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    Location Information
    Southport, Connecticut
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    Bridgeport
    2.3 miles from Jennings Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Secure Parking
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    Pet friendly
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    Smoking allowed
    About this property
    If you are one for the industrial style, you'll love this newly, modern updated unit with exposed brick. Floor to ceiling views over looking the city in each room. Electric stove and built in microwave aside granite counter tops. Desk provided for work and travel with map to guide for your...
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    Location Information
    Bridgeport, Connecticut
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Bridgeport
    2.3 miles from Jennings Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the elegance of this high ceiling lofts style apartment, ceiling to floor windows with an amazing view, easy to access location, free parking and stainless steel appliances. Beautifully decorated, with white, grey and a touch of pink. Although shops and restaurants are only a five-minute...
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    Location Information
    Bridgeport, Connecticut
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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