House in Westbrook, CT
10 guests · 4 bedrooms · 2 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this house rental
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.
Enjoy a video tour of my property:
https://my.matterport.com/show?play=1&lang=en-US&m=MmdwmBsagkx
Completely renovated, the Octopus boasts 4 bedrooms, 2.5 bathrooms and an open concept chef's kitchen with an expansive wall of glass leading out to a composite deck and endless views. Once outside you can choose to relax on one of three deck spaces or the sandy beach below.
The kitchen is appointed with Bosch appliances, new custom cabinets, a six-burner commercial Wolf range top and quartz counter tops. You can prepare a crustacean feast all while taking in breathtaking views of the Long Island Sound or sit and relax in one of the five bars tools located around a large two-tier island. This kitchen will not disappoint.
For those looking to unwind, the large family room area includes a pair of over-sized Restoration Hardware chairs and a cozy sectional situated around a 65 inch smart TV with sweeping views of the water and coastline. The double width sliders open to provide access to the attached composite deck with cable railings.
Enjoy a casual morning in the master bedroom as the sun rises over the water. It has a king bed and a picture window overlooking the water. The attached spa inspired bathroom has a double vanity with marble counters and a huge tiled shower with glass door.
The lower level includes three guest bedrooms, a full-sized bathroom, laundry and hangout area with a 65 inch wall-mounted smart TV. The wall of windows keeps this space light and bright and a Restoration Hardware full-sized daybed provides additional sleeping space for guests.
We are conveniently located close to shopping, dining and entertainment: Clinton Crossing premium outlets 5 minutes away, Mystic Seaport 40 minute ride, New Haven 30 minutes and the casinos are about 45 minutes or a $45 Uber fare.
We look forward to helping make your vacation getaway relaxing and memorable. Please contact us with any questions.
Please NOTE: This home is not listed for rent on Craig's List. Any pictures and/or listing details on Craig's List are fraudulent, and I implore you to flag the listing and DO NOT CONTACT.
NO WEDDINGS and NO EVENTS allowed.
Enjoy a video tour of my property:
https://my.matterport.com/show?play=1&lang=en-US&m=MmdwmBsagkx
Completely renovated, the Octopus boasts 4 bedrooms, 2.5 bathrooms and an open concept chef's kitchen with an expansive wall of glass leading out to a composite deck and endless views. Once outside you can choose to relax on one of three deck spaces or the sandy beach below.
The kitchen is appointed with Bosch appliances, new custom cabinets, a six-burner commercial Wolf range top and quartz counter tops. You can prepare a crustacean feast all while taking in breathtaking views of the Long Island Sound or sit and relax in one of the five bars tools located around a large two-tier island. This kitchen will not disappoint.
For those looking to unwind, the large family room area includes a pair of over-sized Restoration Hardware chairs and a cozy sectional situated around a 65 inch smart TV with sweeping views of the water and coastline. The double width sliders open to provide access to the attached composite deck with cable railings.
Enjoy a casual morning in the master bedroom as the sun rises over the water. It has a king bed and a picture window overlooking the water. The attached spa inspired bathroom has a double vanity with marble counters and a huge tiled shower with glass door.
The lower level includes three guest bedrooms, a full-sized bathroom, laundry and hangout area with a 65 inch wall-mounted smart TV. The wall of windows keeps this space light and bright and a Restoration Hardware full-sized daybed provides additional sleeping space for guests.
We are conveniently located close to shopping, dining and entertainment: Clinton Crossing premium outlets 5 minutes away, Mystic Seaport 40 minute ride, New Haven 30 minutes and the casinos are about 45 minutes or a $45 Uber fare.
We look forward to helping make your vacation getaway relaxing and memorable. Please contact us with any questions.
Please NOTE: This home is not listed for rent on Craig's List. Any pictures and/or listing details on Craig's List are fraudulent, and I implore you to flag the listing and DO NOT CONTACT.
NO WEDDINGS and NO EVENTS allowed.
Amenities at Luxury Waterfront Home-Still some availability for Summer 2026
Non-smoking
No pets allowed
Family friendly
Map of Westbrook, CT
Ratings and reviews
10 / 10Outstanding·Feb 2026
House was beautiful and well decorated. Very spacious with a fantastic view. Beds were comfortable and the heating and cooling system worked very well.Lots of board games downstairs as a family of 4 with two young kids we had a great time. Cant wait to come back.
10 / 10Outstanding·Dec 2025
Great property, wonderful views!
10 / 10Outstanding·Sep 2025
This is probably the 4th time we stayed at this property and will probably not go anywhere else it is so perfect. Great shopping and restaurants nearby. Great hostess. Everything you need plus the beauty of having beach front.
5 / 10·Oct 2022
This property was awesome. House was in pristine condition and the view is incredible. Lots of outdoor seating. Decor and amenities were amazing. Everything was perfect!
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Top rated by guests
Most favorited
10Outstanding
(103 Ratings)
"House was beautiful and well decorated. Very spacious with a fantastic view. Beds were comfortable and the heating and cooling system worked very well.Lots of board games downstairs as a family of 4 w..."
Michael S.Don't miss out! Price and availability may change
