Holiday rentals with a patio in Southbury

Carter Dr Neighborhood Apartment

Relax and recover at our apartment! The neighborhood is quiet, peaceful, and just 2-minute walk to your own Private Beach at the end of the street or a 5-minute walk to the Public Cummins Beach with Volleyball, Tennis, and Pickleball courts. Our apartment comes prepared with: 2 Sets of Golf Clubs Tennis Gear Pickleball Gear Beach Chairs & Umbrella Cooler Corn Hole Peloton Bike and weights (Pack and Play for Beach) Grill The apartment has its own private entrance in the back of the house.

Modern Farmhouse Oasis in GP Village

Newly renovated modern farmhouse with the perfect blend of style & comfort. Bask in the serenity of our fully equipped 600 sq ft deck and outdoor oasis. Charming Greenport Village is a 10 min walk with its vibrant mix of restaurants, bars, & shops. Walk to Claudio’s, Jitney, train, & ferry to Shelter Island. 5 min drive: beaches, winery, golf. Embrace the coastal, farm, and winery allure by unwinding in our thoughtfully designed home, where every detail is tailored for a memorable stay.

Charming Cottage by the Lake

Come stay at our CHARMING COTTAGE💗 in Coventry Lake 🚣🏝️ PRIVATE BEACH for members and guests only! ⛱️ Relax on this quiet dead-end road in a quaint community.🌳 Our property has a huge yard with a DOG RUN 🐶, Large FIRE PIT 🔥, GAS GRILL 🥩, SWING SET and TREEHOUSE for kids, and off-street parking! - 2 COMPLIMENTARY kayaks available to use while you are our guests. ⛵ -Queen bed 🛏️ -Full bed 🛏️ -2 Twin Beds 🛏️ Walk to Popular Coventry Farmers Market! 🍏 10 Mins to UCONN

Steps2Beach, Fish Pond w/Tropical Backyard Oasis!

🌴Steps from Walnut Beach & Silver Sands State Park, 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!

Heavenly SH Village Escape W Heated Pool

Nestled in the core of Southampton Village, this fully revamped 3 bed/2.5 bath residence is a stone's throw from Main St and renowned ocean beaches. The home boasts contemporary upgrades, including central heat/AC and a newly installed 20 x 40-foot heated gunite pool set on spacious grounds. Beaches and Town are easily accessible by bike, and car. Experience luxury with top-tier furnishings, elegant décor, and marble-finished bathrooms.

Private vacation home, close to beach

Welcome the our new Airbnb where serenity & style come together. Enjoy this charming, cozy home. Upon entering, you'll feel immediately relaxed & on vacation. This home is filled with natural sunlight light, large kitchen, stocked with with gourmet cookware & utensils. Outside you'll hear the babbling brook river, private large yard that offers outside patio deck for dining, entertaining or cuddling up by the fire pit.

Walk to Breakwater Beach in Heart of Wine Country

Private and peaceful cottage walking distance to Breakwater Beach and Old Mill Inn Restaurant on the water opening Spring 2025. There are two large decks to relax by the firepit and drink your wine from the local wineries. Bikes, kayak, and paddle board are stored in the barn for guests use. Easy access to the marina, fishing, fine dining, vineyards, and farm stands.

The Blue Heron at Amston Lake

3 BEDROOM, quiet cottage near Amston Lake. 3 minute walk to private main beach. 1.5 bath with oversized shower stall. Sliding door leads to large, covered patio. Full, semi private large backyard. Hammock, bicycles, canoe, kayak, fire pit and grill provided. Ping pong table/dart board in basement. Close to Airline Trails, vineyards, breweries, casinos., state parks.

Hampton Studio

Keep it simple at this peaceful and centrally-located place.Fully equipped walking distance to town parks and restaurants.short drive to beaches. Totally separate from main house. Very private and quiet retreat.Queen size bed