Luxury Waterfront Home-Still some availability for Summer 2026

Clinton, Connecticut
$1 avg/night Minimum Stay 1 Nights
Bed 4

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

Night 1 nights

Min Stay

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.

Read More Expand
  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Beach Sun Loungers On The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided Day Bed
  • GENERAL

    Unit Size: 2450 Sq Ft (228 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Electric Kettle Lobster/crab Pot Microwave Oven Refrigerator Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Recommended Onsite Parking
  • INTERNET

    WiFi Available
  • OUTDOORS

    Barbecue Grill Outdoor Furniture Patio
  • BATHROOMS

    2.5 Bathrooms Bathtub Or Shower Hair Dryer
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Casino Nearby Golf Nearby Jet Skiing Nearby Kayaking Nearby Power Boating Nearby Swimming Nearby Water Tubing Nearby Wildlife And Game Walks Nearby Winery Tours Nearby
  • ENTERTAINMENT

    Books DVD Player Games TV
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Dinnerware Children's Games Children's Toys Highchair
  • LOCATION HIGHLIGHTS

    Near A Health Or Beauty Spa Near Outlet Shopping Near The Bay On The Waterfront
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Note From Host: No Smoking. $500 Cleaning Fee Will Be Assessed. Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Rates & Availability

Review Review

  • Michael S.

    Submitted Feb 18, 2026

    Stayed Feb 13, 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.

  • Richard F.

    Submitted Dec 24, 2025

    Stayed Dec 8, 2025

    Great property, wonderful views!

  • carol m.

    Submitted Sep 29, 2025

    Stayed Sep 25, 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.

  • Brittany F.

    Submitted Sep 23, 2025

    Stayed Sep 10, 2025

    We had a wonderful stay at the Obstreperous Octopus! We rented the home for my brother in laws wedding at Waters Edge Resort. A quick drive to all the wedding festivities and the perfect place to come back to and unwind. The home is family friendly and fit our family and my sister in laws family perfectly. Our kids loved playing on the private beach and sleeping in the bunk bed room. Morning coffee was a real treat on the deck overlooking the water! It’s a great house for entertaining, everything was very clean and the home well maintained for a vacation home. Tara was great to work with, helpful with recommendations and made our stay a breeze. We hope to come back again!

  • CHristine L.

    Submitted Aug 2, 2025

    Stayed Jul 26, 2025

    Stunning home on a beautiful scenic beach! All the amenities you could ever ask for and then some! We enjoyed our family stay immensely! There was something for everyone!

  • carol m.

    Submitted May 12, 2025

    Stayed May 8, 2025

    I can’t say enough about this property. It’s our 3rd visit and it has everything. The property is clean and has all the amenities you need plus more. The view is absolutely incredible. Location is great. Plenty of great restaurants and shopping.

  • Wynter C.

    Submitted Mar 24, 2025

    Stayed Mar 22, 2025

    It was 4 old friends reuniting for a girls weekend...the home was beautiful and welcoming...we had a special time ...thanks for opening your home to us

  • Deborah E.

    Submitted Mar 9, 2025

    Stayed Feb 20, 2025

    The Obstreperous Octopus was the perfect place for our family of 10 to stay and celebrate a special birthday long weekend. The home is impeccably clean, furnished with everything you can possibly imagine and need, and has a beautiful water view. Although it was February, we were all warm and comfortable visiting this beautiful home. There are enough TV's for everyone to watch whatever they want, as well as fast and easy to access internet. Summer guests can take advantage of swimming, boating and just relaxing on the multi level deck. I can't really comment on things to do in the area, because we never left the house, other than to drive about 10 minutes away to the grocery store! Tara was very easy to contact and responded quickly to our questions. We highly recommend this home!

  • Kate R.

    Submitted Jan 16, 2025

    Stayed Jan 3, 2025

    This is our second year staying at Tara’s home. And yet again, the house and Tara’s hospitality exceeded our expectations. And the view is beautiful. We hope to stay again next year for our annual girls weekend!

  • Cristina P.

    Submitted Sep 23, 2024

    Stayed Sep 20, 2024

    The property is absolutely beautiful! The views are amazing!

  • Deborah S.

    Submitted Sep 15, 2024

    Stayed Sep 12, 2024

    We booked this property conveniently located to have family stay to enjoy the beautiful CT Shoreline. Super quiet and amazing walking and biking area. Perfect Chill if that is what you are looking for. We hosted a small family event prior to our daughter’s wedding and it worked perfectly. Spacious open entertaining areas both inside and out. There was a serious corn hole competition right on the beach and our hosts had these readily available. Grounds are well maintained and parking is conveniently located to great outlet shopping as well as grocery and incidentals. Hard to leave this peaceful plafe..

  • Jessica S.

    Submitted Sep 9, 2024

    Stayed Aug 24, 2024

    The house was stunning and the beach was beautiful. Fit our family of 8 with ease. Every bed was comfortable. The house was clean and spacious. Perfect for large groups. Only one downside- we needed to bring all our own towels. Beach towels I understand, but it would have been great if there were bath towels as well. Hosts are lovely and easy to communicate with. We appreciate all they did for us. Even left flowers and wine since it was a milestone birthday!

Your dates are Available!

Total

Includes taxes and fees
$1,049+
View details