Luxury Waterfront Home-Still some availability for Summer 2026

Top rated by guests
Most favorited
Property grounds
Living area
Private kitchen
Private kitchen
Private kitchen
review stars
10Outstanding
(103 Ratings)
"We've stayed in a lot of very nice VRBO properties, but this was one of the best. It is as good as or even better than the pictures. A very clean, comfortable, and modern property. Very well kept a..."
Peter G.
Don't miss out! Price and availability may change
10 / 10
Outstanding(103 Ratings)

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.

Amenities

Non-smoking
No pets allowed
Family friendly

Map of Westbrook, CT


Ratings and reviews

10 / 10
Outstanding(103 Ratings)
10 / 10Outstanding·Jun 2026
We've stayed in a lot of very nice VRBO properties, but this was one of the best. It is as good as or even better than the pictures. A very clean, comfortable, and modern property. Very well kept and decorated. Great kitchen. Open floor plan from the kitchen to the dining room through to the living room and porch. You can see the water views while cooking! I nice porch area, with a deck below, and a private beach below that. In a quiet and friendly neighborhood, with a short drive to restaurants and stores. Also, a great host - had a small issue when we got there and they replied right away and made sure everything was in good shape. This is a place we would be happy to return to.
10 / 10Outstanding·May 2026
Beautiful home and setting. Home was fully equipped and all furniture, appliances, etc were clean and modern. Additionally the host was very responsive. A great stay! We will return in the future.
10 / 10Outstanding·Mar 2026
This home is such a welcoming, warm, and beautiful property. It was immaculate and superbly decorated with all kinds of sea and air animals. I was particularly fond of all the octopi spread throughout the house. Tara is such a great host, and we plan on coming back here again in the future.5 STARS for everything!!
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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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Luxury Waterfront Home-Still some availability for Summer 2026. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Luxury Waterfront Home-Still some availability for Summer 2026 pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Luxury Waterfront Home-Still some availability for Summer 2026?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.


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