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Old Saybrook Vacation Rentals

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    Don't let other travellers get your favourite Old Saybrook area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 24 Rentals in Old Saybrook
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    Old Saybrook
    5 Bedrooms, 2 Bathrooms, Sleeps 14 Quick View
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    Old Saybrook
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Old Saybrook
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Old Saybrook
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • DVD Player
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    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Old Saybrook, Connecticut 06475
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Old Saybrook
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Patio
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    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....
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    Old Saybrook, Connecticut 06475
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Old Saybrook
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    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...
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    Old Saybrook, Connecticut 06475
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Old Saybrook
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
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    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...
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    Old Saybrook, Connecticut 06475
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Steps Away from Private Beach1 / 19
    (1)Excellent
    Old Saybrook
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Satellite TV
    • Internet Access
    • Grill
    • Air Conditioning
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Old Saybrook, Connecticut 06475
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    The following rentals are within 15 kilometres of Old Saybrook.
    Old Lyme
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
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    • Internet Access
    • Satellite TV
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make the most of your Old Lyme beach vacation when you stay at this newly remodeled 3-bedroom, 1-bathroom vacation rental cottage, just steps from the shores of the Atlantic Ocean. With sleeping accommodations for up to 6 traveling guests, this cottage is perfect for groups of families or friends...
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    Old Lyme, Connecticut 06371
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Old Lyme
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
    • Washer
    • DVD Player
    • Air Conditioning
    • Patio
    • Waterfront
    • Ocean Views
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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,...
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    Old Lyme, Connecticut 06371
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    White Sandy Beach at your Door1 / 25
    (1)Excellent
    Niantic
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Air Conditioning
    • Private Garden
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 March 2017
    The property was exactly what we wanted and was a great place to stay. We had a lot of fun and would love to rent this house again. Jean was very cooperative and was quick to...
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    About this property
    Beach House Spacious 3 story Connecticut beach house. Sleeps 11. Washer-dryer, jacuzzi in master, premium furnishings and linens. Discounted Winter rates. Summer rentals are Saturday to Saturday. If you are interested in our customized tours to Cuba, see below. Havana apartment also for rent....
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    Niantic, Mystic Country 06357
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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    Connecticut Retreat: a magical hide-away1 / 73
    (8)Excellent
    Chester
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Terrace
    • Balcony
    • Wi-Fi
    • Grill
    • Air Conditioning
    • DVD Player
    • Outdoor Dining Area
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 September 2014
    The hosts were very easy going and combined with a clean, comfortable house in a lovely scenic location it made for a most enjoyable stay.
    Reviewed 12 July 2014
    We were in a bit of a lurch on a family getaway and needed a house due to our children (ages 3, 4 & 16) and not partial to hotels for the length of time we were there (10...
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    About this property
    The Connecticut Retreat was built by a pair of New Yorkers who wanted a 'spiritual and artist retreat' convenient to NYC but far from the fast-paced lifestyle of the City. The Retreat is situated on 10 wooded acres surrounded by 1000 acres of forest. Take a short walk through the woods to the...
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    Chester, Connecticut 06412
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Deep River
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Patio
    • Housekeeping Included
    • Satellite TV
    • Washer
    • Sauna
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Peace Barn is a cozy retreat close to art and culture and parks. You’ll love my place because of the outdoor space and the comfy beds. My place is good for families, couples, and furry friends. The Peace Barn sits on 15 acres of private land which can be used for group retreats, film making,...
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    Deep River, Connecticut 06417
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    9 ROOM WATERFRONT SUMMER COTTAGE (WITH 6 BEDROOMS) FOR RENT ON PRIVATE BEACH1 / 17
    (1)Average
    Clinton
    6 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • DVD Player
    • Waterfront
    • Satellite TV
    • Wi-Fi
    • Grill
    • Ocean Views
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    **HEAVEN'S A LITTLE CLOSER IN A COTTAGE BY THE SEA** Weekly cottage for rent on PRIME SHORELINE location in CLINTON, CT. 9 ROOM, WATERFRONT Cottage, situated on a LARGE, PRIVATE BEACH only steps away from the ocean! Charm, Character, & Cleanliness! The cottage is professionally cleaned after each...
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    Clinton, Connecticut 06413
    Holiday Rental House - 6 Bedrooms, 2 Bathrooms, Sleeps 10
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    East Lyme
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Satellite TV
    • Terrace
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Cozy Nest Cottages are a small group of vintage cottages located across the street from the Niantic River in East Lyme, Connecticut. The cottages are secluded, on a dead end street, and border the Oswegatchie Hills, one of the last stretches of pristine woods on the Connecticut coastline. There...
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    East Lyme, Connecticut 06333
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Westbrook
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Parking
    • Wi-Fi
    • Patio
    • Housekeeping Included
    • DVD Player
    • Shared Garden
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    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...
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    Westbrook, Connecticut 06498
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    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
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Old Lyme, Connecticut 06371
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Niantic
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Grill
    • Parking
    • Satellite TV
    • DVD Player
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Just 2 blocks from beaches and kayaking on Long Island Sound, this charming, open lay-out renovated cottage with large fenced in yard at Black Point, Niantic (East Lyme) is available for the entire summer - or portion of. Near CT attractions; Mystic Seaport, Rhode Island Beaches. Walk to quiet...
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    Niantic, Mystic Country 06357
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Westbrook
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Ocean Views
    • Waterfront
    • Patio
    • Washer
    • DVD Player
    • Grill
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Westbrook, Connecticut 06498
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Clinton
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Parking
    • Ocean Views
    • Satellite TV
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private beach. Sleeps 10 people. Front of house has Long Island Sound Views and the back overlooks tranquil Marsh area. Large gourmet kitchen with Subzero refrigerator, two sinks, double wall oven, and microwave. Huge granite island for food prep and parties. Open concept living with kitchen...
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    Clinton, Connecticut 06413
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Chester
    6 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Grill
    • Hot Tub
    • Washer
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This striking 2.7 acre New England property blends historic design elements with modern amenities and is perched on a hillside overlooking the peaceful town of Chester, Connecticut. Its historic charm and vast amenities provide a unique backdrop unlike any other. The living room quickly becomes a...
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    Chester, Connecticut 06412
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 16
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    Westbrook
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Parking
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    • Wi-Fi
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Westbrook, Connecticut 06498
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    East Lyme
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Cozy Nest Cottages are a small group of vintage cottages located across the street from the Niantic River in East Lyme, Connecticut. The cottages are secluded, on a dead end street, and border the Oswegatchie Hills, one of the last stretches of pristine woods on the Connecticut coastline. There...
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    Location Information
    East Lyme, Connecticut 06333
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    East Lyme
    5 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Satellite TV
    • Washer
    • Internet Access
    • Hot Tub
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enter 40 acre Orchard Manor through a private gate leading to the magnificent rolling hills of East Lyme and drive up to your 19 room custom built dream estate. The home is designed for extravagant living and entertaining. The expansive views, tennis courts, private heated pool, and grand...
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    Location Information
    East Lyme, Connecticut 06333
    Holiday Rental House - 5 Bedrooms, 8 Bathrooms, Sleeps 14
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