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Old Saybrook Holiday Homes

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    Travellers to Old Saybrook are booking May dates now. Secure your holiday rental today, and have the perfect trip.
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    1 / 59
    5 of 5 bubbles (1) Excellent
    Old Saybrook
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 34
    5 of 5 bubbles (1) Excellent
    Old Saybrook
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    1 / 8
    Old Saybrook
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 21
    Old Saybrook
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
    • DVD Player
    • Washer
    • Ocean Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A 3 bedroom, 1 1/2 bath home overlooking the Cornfield Point Private Beach on the Long Island Sound. FIRST FLOOR: A fully stocked kitchen with microwave and coffee maker. A dining area and formal dining room. A one half bath. A bedroom with two twin beds. Laundry Room also available. There is a... View all property information
    Location Information
    Old Saybrook, Connecticut 06475
    1 / 5
    Old Saybrook
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • DVD Player
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Direct Ocean Front-walk down the stairs and you are on the beach!! Three (3) Bedrooms (1 Queen, 1 Full, 1 Twin) plus loft with twin bed and pull out sofa. Enclose porch facing ocean for eat-in dining. Spacious living room, full kitchen. Outdoor shower with heated water. Kayaks provided. Gas grill.... View all property information
    Location Information
    Old Saybrook, Connecticut 06475
    1 / 5
    Old Saybrook
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Grill
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our home is located in a quiet, friendly beach neighborhood. In summer you have access to 2 private beaches on the LI Sound. Both are within blocks of the house and can be walked in about 5 minutes or driven in about 2 minutes. There is a marina, children's playground, gazebo and more. In the... View all property information
    Location Information
    Old Saybrook, Connecticut 06475
    1 / 10
    Old Saybrook
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A lovely 3 bedroom, 2 bath home on a private cul de sac is just steps away from a private beach. It sleeps 6 comfortably. The home is fully equipped with linens, towels and all kitchen necessities. There is air conditioning and wifi. A wonderful spot to relax at the CT Shore. It is a short drive to... View all property information
    Location Information
    Old Saybrook, Connecticut 06475
    1 / 27
    Old Saybrook
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Shared Garden
    • DVD Player
    • Washer
    • Parking
    • Satellite TV
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Escape to Old Saybrook when you stay at this charming 2-bedroom, 1-bathroom vacation rental cottage. Featuring accommodations for 6 guests, this home is perfect for families or close friends seeking a memorable getaway. This beach cottage is nestled in a quiet neighborhood where you can play yard... View all property information
    Location Information
    Old Saybrook, Connecticut 06475
    1 / 19
    5 of 5 bubbles (1) Excellent
    Old Saybrook
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Ocean Views
    • Satellite TV
    • Internet Access
    • Grill
    • Air Conditioning
    • Parking
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    A newly renovated home at the end of a cul de sac which offers privacy in a quiet neighborhood. It is a lovely open concept house that has a large deck and patio with water views. There is a very large side yard perfect for family volleyball and baseball games. The kitchen is fully equipped. There... View all property information
    Location Information
    Old Saybrook, Connecticut 06475
    1 / 27
    Old Saybrook
    5 Bedrooms, 2 Bathrooms, Sleeps 14 | Quick View
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    • Air Conditioning
    • Parking
    • DVD Player
    • Balcony
    • Grill
    • Washer
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Your New England getaway awaits you at this one-of-a-kind vacation rental home in Old Saybrook. The 'Nathanial Clarke House' has 5 bedrooms, 2 bathrooms, and provides accommodations for 14 guests. This beautifully decorated home boasts a wrap around porch, gorgeous garden all around, and was... View all property information
    Location Information
    Old Saybrook, Connecticut 06475
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    The following rentals are within 10 kilometres of Old Saybrook, Connecticut.

    1 / 12
    Old Lyme
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Air Conditioning
    • Grill
    • Wi-Fi
    • Parking
    • Ocean Views
    • Satellite TV
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    I challenge you to find a cottage that provides more than our Pail and Shovel Inn at Old Colony Beach in Old Lyme, Connecticut! Known as - pail and shovel inn - all in one word online, we offer the following: Beds in 3 bedfrooms - King-size Bed (1) - Trundle (two twins) (2) - Twin/Single Bed... View all property information
    Location Information
    Old Lyme, Connecticut 06371
    1 / 10
    Westbrook
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Parking
    • Wi-Fi
    • Patio
    • Housekeeping...
    • DVD Player
    • Shared Garden
    • Private Garden
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    Rates Are Based on A 7 Night Minimum Stay for 2 Guests<BR> Located in the Quaint, Historic, Shoreline Town of Westbrook, CT Lies this Unique 2 Bedroom Cottage! Escape from It All ~ Walk to the Beach or Stroll Down to the Dock on the Property's Riverfront. The Cottage is 1/2 mile from Town Center... View all property information
    Location Information
    Westbrook, Connecticut 06498
    1 / 17
    Old Lyme
    4 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
    other traveller has booked this property
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    Amenities & Details
    • DVD Player
    • Grill
    • Ocean Views
    • Washer
    • Patio
    • Waterfront
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Amazing remodel of this beachside, 4BR, 2Bath colonial. Two private beaches to choose from in this gated community. Dogs are welcome and a fenced area is provided! Plenty of room for 4 to 5 cars off street. The association includes access to basketball court, tennis courts, baseball diamond,... View all property information
    Location Information
    Old Lyme, Connecticut 06371
    1 / 12
    Westbrook
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    Amenities & Details
    • Ocean Views
    • Waterfront
    • Patio
    • Washer
    • DVD Player
    • Grill
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Enjoy our year round home, private beach, ample sleeping and luxurious finishings. Views ABOUND from ALL floors. Enjoy a loaded granite luxury, stainless steel kitchen with sweeping Sound views and breezes. Large living and dining area that easily seats 10 people. Beautifully furnished with... View all property information
    Location Information
    Westbrook, Connecticut 06498
    1 / 9
    Westbrook
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Amenities & Details
    • Parking
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Perfect Getaway! Walk to the Beach or Relax on the Patio overlooking the Properties Dock by the River! Close to Area Attractions such as Goodspeed Opera House, Gillette's Castle, Towns of Mystic, Essex and New Haven Near Vineyards, Mohegan Sun & Foxwoods Casinos, Antiquing, Parks, Museums, Art... View all property information
    Location Information
    Westbrook, Connecticut 06498
    1 / 18
    5 of 5 bubbles (1) Excellent
    Old Lyme
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Amenities & Details
    • Porch
    • Central Heating
    • Grill
    • DVD Player
    • Parking
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    OLD LYME SHORES, BEACH ASSOCIATION. Adorable, fully furnished 3 bedroom, 1 ba. plus Hot/Cold outdoor shower house. Cottage sleeps 6-8. Minutes to private, sandy beach. Home offers large, enclosed front porch, complete with it's summer time wicker funiture. Cable TV,DVD and CD player. Bedrooms... View all property information
    Location Information
    Old Lyme, Connecticut 06371