
Vacation rentals with a kayak in New Haven County
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House rentals with a kayak

Once a Pond - time and stress slow down.
We had a fantastic stay! Johanna and her husband were extremely friendly, helpful, and graciously hospitable. We felt very welcomed. They were very responsive to a few requests we had and even made up a futon as an extra bed when asked about sleeping arrangements for my family of five. We had a great time roasting s’mores over a campfire by the pond and my son caught his first fish. Great memories! On our next visit to Fairfield, this will be the first rental I will be looking for.

Beachfront house on Long Island Sound
We loved our stay! The private beach was perfect for our kiddos - far enough away from the water that they could play independently in the sand while we sat on the beautiful deck. The kitchen had all the items we needed (we even took a virtual cooking class while there). Dmitry was super responsive and helpful. The master bedroom was a beautiful place to watch the sunrise/sunset.

Beach Home & Garden Paradise
We loved our stay at this beach house. The house was gorgeous, and we especially loved gathering around the huge island in the kitchen. My 5 year old son loved the beach which was just a stones throw away. Would definitely stay again!

Charming River Home
This was a great location for our family of 7. There were enough beds, good amenities, and it was a great location to get down to the Connecticut River. It was centrally located and we were able to explore many cities in CT due to the location. The hosts were extremely responsive and the home was well-maintained.

Blue Bungalow W/ Marina Views
We really enjoyed our stay at Jonathan’s place, especially because he allowed us to bring our dogs! Comfortable furniture, cool location across from the marina, and a peaceful backyard. Thank you!!

Beachfront paradise- come, stay, relax!
we rented La Spiaggia in December, and while it's mostly going to be more beautiful and better in the summer (since it's a beach house) it was still perfectly fine in the winter; well insulated and with good strong heaters. speaking of the beach I can't stress enough of how close this place is to the water; I'm talking literally ten steps to the sand. I would certainly recommend the place as a great summer getaway!

Lux cozy 2br/1ba Milford bungalow-walk to beach!
Beautiful home Amazing amenities and extremely clean. Will be renting again as my daughter is at college close by! So nice to know we can come and stay somewhere that feels like home …

The Osprey Nest w/views of Long Island Sound
This is a great place! I just finished my fourth visit (approaching 50 nights in this home) and I didn’t want to leave. Book this place if you want to wake up and drink coffee while watching sunrise in a second floor sun room or if you want a 1 mile walk to town (all sidewalks) and 200 meter walk to beach or if you want a place that’s stocked with kitchen utensils! I could go on and on. If it matters, it’s also not a corporate type Airbnb. Recommended!
Cottage rentals with a kayak

Waterfront Joshua Cove Cottage with private beach.
We spent Thanksgiving in the beautiful Joshua cottage. This was one of the best Airb&b stays we have ever had. The hosts were wonderful- making sure we had everything we needed. The spot directly on the water is magical.

Cozy Cottage privately nestled in HistoricDistrict
What a great, cozy stay! Booked this place last minute and I’m so glad we did. Tucked away, but close to a movie theatre and restaurants! Host was responsive when we had questions and overall a 10/10 stay.

Salty Kisses Cottage Relax
Our stay was perfect! The home was so clean and Denise even left us a baby gate for our 1 year old. Denise was very responsive and provided great recommendations of places to eat and things to do. There is a private beach across the street but we walked about .25 miles down the street to the Silver Sands State Park beach so that our 1 year old could play in more shallow water before high tide. We would highly recommend and will be back!

Caroline Beach Escape
Wonderful beach cottage. Exactly what we had expected with great charm and beautiful view. The beach cabana was definitely the best part. Suzanne was a wonderful host- very responsive and helpful!

Your own Thimble Islands private cottage!
We had an amazing stay with Sean and Jenny. The property is perfect for a peaceful getaway from the stresses of daily life- unique location, impeccable views, spotless and well furnished house, we were able to unplug and enjoy some nice quality time. Sean is a gracious host, offered lots of local recommendations as well as details of the house that were very helpful. Was responsive for questions and easy to communicate with. Hope to be back one day!

SanctuaryCottageByTheSea-Kids, Pets, Waterfront
What an incredible experience! Was a bit hesitant after reading pets were allowed as one of our friends is allergic to dogs and cats - the cottage was super clean and no sign that a “furbaby” had ever been there. Had a personalized welcome letter for our party of 6, and favorite beverages thanks to advance questions and special touches from Mickey. Loved listening to the waves, reading by the fire and getting in a game of ping pong at the outdoor table. Every detail has been considered from the 3 charging stations to the guidebook and more. There are positive quotes and signs in the cottage and we were so relaxed and recharged. Will definitely book again. 5 stars all around! Thank you.

Shore home in private community, away from it all
Gwyn was an exceptional host and the cottage was absolutely perfect as a peaceful getaway. We would love to visit again when looking to get away from the hustle and bustle of the day to day!

Ret's Coastal Cottage w/Private Association beach
Thank you !! We enjoyed our stay. The home is lovely and the area was so convenient to all ! The airport is 7 minutes away. Def would stay here again. Thanks again
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- Beach
- Fairfield Beach
- Southampton Beach
- Hammonasset Beach
- Ocean Beach
- Yale University
- Pleasure Beach
- Soundview Beach
- Watch Hill Beach Association Beach
- Rocky Neck State Park Bathing Beach
- Stony Creek Beach
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- Foxwoods Resort Casino
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- West Meadow Beach
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- Ocean Beach Park
- Cooper's Beach, Southampton
- Quotonset Beach
- Walnut Public Beach