Holiday rentals with a kayak in New Haven

Cozy Winter Escape • Firepit • Near Train & I-95

*Inquiries welcome | longer stays 🍁 *Beautiful 3BR, 2BA home on the Housatonic River *Balcony w/ stunning water views * SHARED AMENITIES : driveway, yard, shed *Historic neighborhood near I-95 & Metro-North Railroad *20 min to Yale, UB, Fairfield U, & SHU *Near hospitals: Yale, BPT, ST. V’s *Perfect for groups & families * 1 hr to NYC *5 min drive to the beach *10 min drive to Hartford Healthcare Amphitheater & Webster Bank Arena *Lots of local breweries and restaurants to explore.

3 Bedroom Beach House with Hot Tub!

Enjoy breathtaking sunset views in our spacious beach house while dining or relaxing in the hot tub. Snuggle up in front of the fireplace while watching a movie on the frame TV. Wake up in the master suite to spectacular marsh views while listening to birds from the Audubon Society. Steps to a white sand beach, heated bathroom floors, luxury bathrobes, linens, and organic mattresses. 6-bikes for exploring. A true resort-like experience with a chef's kitchen making a home away from home.

waterfront on Lake Zoar[ SUITE]

Enjoy your private patio overlooking the lake, Or just walk 12 steps to water Edge and visit the cozy lower level and enjoy the swings . Use our kayaks, and don’t forget to bring your fishing pole, go swimming ,or just sit in the sun with a book and listen to the waterfall and you are welcome to sit by the firepit Optional boat dock space, parking Hosts live upstairs Two miles to quaint Sandy Hook center with grocery and restaurants All quests must be register Ninety minutes to Boston/nyc

5 Star Branford Cozy Cottage

Quintessential beach cottage in Branford , Ct. Relax with the whole family at this 2025 newly renovated home with 4 bedrooms and 2000 square feet of living space. The home is located in the Indian Neck district of Branford within walking distance to Lenny's, The Stand & Little Riggs. 41 Soundview is 4 houses removed from the Long Island Sound and has beach rights. We promise to provide all the essentials you need for a comfortable. Pets welcome for $150 NYC - 75 miles New Haven - 10 mile

Anchors' Away-

Anchors Away! Is the perfect setting for a quick get away! Or a prolonged vacation! Where reading, chilling, fishing, boating are not just words--Its a state of mind!! If you were any closer to the lake, you would feel as if you were on a houseboat... Every amenity is here for you to enjoy. Convenient to Interstate 91, Merrit Parkway, RT. 9.Recently gut renovated you will find the luxury of a hotel, yet quiet enjoyment. The property has two full bedrooms-one full bath-large great room!

Riverfront Antique Cabin in the Heart of Madison

Antique, rustic cabin on Neck River just minutes from downtown Madison. Come kayak, birdwatch, and relax. First floor has a full, eat-in kitchen and tranquil living room with TV, pingpong, and games. Walk (1.5 miles) or kayak (during high tide) to Grass Island for a tranquil beach experience, or drive (2 miles) to downtown, with beaches, bookstores, a quaint town cinema and a wide array of restaurants. Relax (or fish) on the stone porch as egrets, osprey, and kingfishers fly above you.

Waterfront Joshua Cove Cottage with private beach.

Beautiful architecturally designed 1 Bedroom + loft Cottage on Joshua Cove in Guilford. The sunsets are spectacular from your own private beach. Enjoy Fall Foliage, swimming, fishing, and some of the best Kayaking from this perfect setting. Minutes from the Guilford train station, restaurants, shopping, and historic town green. The property is just 15 minutes from New Haven, and the Yale campus. The Thimble Island cruise, and the Ct. river steam train/cruise are nearby as well.

Steps2Beach, Fish Pond, Tropical Backyard Oasis!

🌴Steps from Walnut Beach, Silver Sands, dining, shops & more, this guest-favorite escape offers a tropical backyard oasis with a cascading fish pond, multiple lounges, & a seasonal palm tree. Explore the scenic coastline, build sandcastles, or enjoy a day of kite flying. Inside, relax in luxury with a gourmet kitchen, elegant furnishings, & modern amenities. Just 90 minutes from NYC & 15 from New Haven, it’s the perfect retreat for beach days, nature adventures, & coastal charm!

Relaxing Waterview Getaway

Welcome to Anchor Haven! Make unforgettable memories at our charming newly remodeled beach cottage located within a stone's throw to the shore. Relax while enjoying the ocean views and beautiful sunrises from the two story porch. Located in a desirable, quiet neighborhood of West Haven CT and within walking distance to the beach, pizza, liquor and deli. Anchor Haven sleeps 8 guests comfortably. One bedroom and a full bathroom are located on the first level, with no stairs access.

Charming Fairfield Beach 3BR Cottage By The Sea

Charming Beach Cottage – Steps from Private Beach! Welcome to our newly renovated seaside retreat—a perfect getaway for families, couples, or anyone looking to relax by the shore. Nestled just steps from a private beach (right across the street!), our charming cottage offers the ideal balance of coastal tranquility and convenient access to town. Whether you enjoy walking, biking, swimming, fishing, kayaking, or simply napping in a shady hammock, this is the place for you.

The Cottage at Indian Cove

A charming original turn of the century cottage that was recently renovated. One main room plus a full bathroom and Ikea kitchen. It includes a back porch that gets a perfect amount of late afternoon sun. The cottage has electric baseboard heat for cool nights. We are located in Indian Cove beach Association with a two block walk to the beach. You are welcome to enjoy our kayaks, bikes to tour the area and a fire pit.

Newly Built Beach House Getaway

Brand new home on the beach near Silver Sand State park full of upgrades and incredible views from everywhere. Additional features including built in speakers throughout the house, chef style kitchen, fireplace, balconies on all levels, roof top deck. Parking underneath house. 1.4 miles from downtown shops, restaurants and bars as well as train into NYC.