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Westbrook Holiday Homes

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    Don't let other travellers get your favourite Westbrook area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 21 Rentals in Westbrook
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    Westbrook
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Westbrook
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    The following rentals are within 15 kilometres of Westbrook.
    9 ROOM WATERFRONT SUMMER COTTAGE (WITH 6 BEDROOMS) FOR RENT ON PRIVATE BEACH1 / 33
    (1)Average
    Clinton
    6 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Cornfield Point Beachfront Small Cottage1 / 8
    (2)Excellent
    Old Saybrook
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Ocean Views
    • Waterfront
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A 2 Room, Small Cottage overlooking the Cornfield Point Private Beach on the Long Island Sound. INCLUDES: A fully stocked kitchen with microwave, coffeemaker, and toaster. A dinette table for four, A full-size custom futon sleeper sofa, a one half bath, with attached outdoor private hot and cold...
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    Old Saybrook, Connecticut 06475
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Old Saybrook
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • DVD Player
    • Washer
    • Ocean Views
    Suitability
    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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    Indian Summer and Leaf Peeper Cottage for rent on Connecticut Shoreline1 / 17
    (10)Excellent
    Madison
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Secure Parking
    • Private Garden
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Just returned from a wonderful long weekend spent in the beautiful Madison community which offers beautiful beaches, great restaurants, unique specialty shops and outlets. This...
    Reviewed 3 September 2017
    Had the pleasure of staying at this great Cottage in August. It's a beautiful location near to the beach, shopping and restaurants , but secluded from the bustle. The longer I...
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    About this property
    Seasonal shoreline cottage in the lovely town of Madison Ct. This adorable completely renovated cottage is located 1 mile from Hammonasset State Park. The park has lovely beaches, a nature center, fishing, biking, hiking and birdwatching. The cottage is also a short drive or bike ride to the...
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    Madison, Connecticut 06443
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Old Lyme
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Parking
    • 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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    Location Information
    Old Lyme, Connecticut 06371
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Clinton
    4 Bedrooms, 3 Bathrooms, Sleeps 10 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
    Check us out ON LINE at OBSTREPEROUSOCTOPUS. Perched along a luxurious peninsula jutting into the Long Island Sound, the Obstreperous Octopus sinks its tentacles into the sand and represents the finest in CT WATERFRONT real estate. Undergoing a complete renovation, the Octopus boasts 4 bedrooms,...
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    Clinton, Connecticut 06413
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Weekly Summer Beach Rental1 / 17
    (1)Excellent
    Old Lyme
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Internet Access
    • Washer
    • DVD Player
    • Air Conditioning
    • Patio
    • Waterfront
    • Ocean Views
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 July 2017
    Beautiful house and yard just a few houses from the beach. Cleanest place I have ever rented. No end to the hot water. Every thing you could possible need for a week at the...
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    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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    Location Information
    Old Lyme, Connecticut 06371
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Lyme
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Grill
    • Air Conditioning
    • Private Garden
    • DVD Player
    • Wi-Fi
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Flat Rock Farm offers visitors a sophisticated home in the pastoral town of Lyme, CT, an easy two hour drive from NYC or Boston. Whether your objective is a family vacation, gathering of friends, or romantic escape, Flat Rock Farm offers visitors the perfect getaway. Set on an historic property,...
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    Location Information
    Lyme, Connecticut 06371
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    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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    Old Saybrook
    5 Bedrooms, 2 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    **Charming** Genuine New England Large Ppty-Weddings-Reunions w/large garden This is a five bedroom with a working fireplace, The home sleeps 14 people. Since 2007, this historic and one-of-a-kind property, has been offered successfully for family reunions, retreats, weddings, film shootings,...
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    Location Information
    Old Saybrook, Connecticut 06475
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 14
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    Old Saybrook
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • Central Heating
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Historic Old Saybrook has been a desired destination for family and friends for over 130 years, and our spacious villas are the perfect place to treat yourself to some quality time with the ones you love. Our villas are equipped with all of the necessities you will need during your stay; two...
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    Old Saybrook, Connecticut 06475
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Old Saybrook
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Secure Parking
    • Grill
    • Patio
    • Satellite TV
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Cottage was voted one of the top 10 unique places to stay in Ct, by Only in Ct. for 2016 The house features a private yard, perennial gardens, front sitting porch, hard wood floors, skylights, working fireplace and fire pit. The house is filled with colorful art, back splash in the kitchen is...
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    Location Information
    Old Saybrook, Connecticut 06475
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Chester
    6 Bedrooms, 7 Bathrooms, Sleeps 12 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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    Location Information
    Chester, Connecticut 06412
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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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 25 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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    Location Information
    Chester, Connecticut 06412
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Old Lyme
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • 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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    Madison
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Air Conditioning
    • Patio
    • Private Garden
    • Internet Access
    • Secure Parking
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 500 sq ft room has a 10 ft window seat on one side and sliders to a very private patio on the other. An enormous sectional couch facing a big, flat-screen with Netflix and DVDs makes it a great room to relax in. Short walk to private beaches and to a downtown full of coffee shops. Great...
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    Location Information
    Madison, Connecticut 06443
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    The Beach Retreat Cottage1 / 5
    (1)Terrible
    Old Saybrook
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Patio
    • Grill
    Suitability
    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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    Location Information
    Old Saybrook, Connecticut 06475
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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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
    Kid friendly
    Smoking allowed
    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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