Holiday rentals with a patio in Westport

Stylish downstairs apt. Walk to town, beach ferry!

Nestled on a quiet dead-end street, this apartment occupies the entire first floor of a charming Greenwich home. Inside, a sleek modern kitchen, and a cozy living room featuring a large 4K TV and electric fireplace—perfect for unwinding after a day out. Step outside to enjoy your private patio. Grill in the backyard, relax on the front porch with a sunset view, or simply savor the peaceful surroundings. All of Greenwich is at your doorstep—walk to restaurants, parks, train stations, and more!

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.

The Creekside Cottage

Creekside Cottage is a charming getaway nestled in beautiful Fairfield Beach. Close to downtown Fairfield & multi cuisine restaurants. Property Highlights: Prime Location: 1 minute stroll to the sandy shores of Fairfield Beach! Outdoor Patio: where you can savor your morning coffee or sip wine watching the beautiful sunsets! Note: this is a second floor unit with stairs Local Attractions: Jennings Beach, Fairfield Museum & History Center & Lake Mohegan. Time to kick back and relax!

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!

Dove Haven | Find Your Peace

Best & most beautiful Airbnb in New Haven. No expense has been spared in our well-appointed architectural gem just minutes from downtown New Haven. Luxurious amenities and curated design elements await you. Take lunch in the light-filled sun porch, unwind in the 8-person hot tub, move your body in the equipped home gym, or entertain in the private Zenscape garden. Endless possibilities exist at Dove Haven. You will leave feeling relaxed, inspired, and rejuvenated.

Sleeps 16! Lake/Dock/Hot/Tub/SUP/Firepit

**We only book to 25 and older. The Skytopia Lakeside Oasis is BRAND NEW and sleeps 16 people! Short walk across the street for direct lake access and a private dock to enjoy endless lake fun. Dock is private and you will have full access to it. This home has high rise sunset SKY VIEWS with NEW HOT TUB! You’ll love the sunset views, floating on your flamingo raft, fishing and paddling boarding from the dock. There’s even a spot to bring your own boat + jet ski

Modern Beach Area Vacation Home With Pool

This modern, spacious home has everything you need: comfortable sleeping spaces, open concept kitchen and dining areas, a pool & back yard for enjoying the summer sun. Plus location is well located within walking distance to town, train stations, beaches, restaurants, shopping, historic points, etc.

Comfy 2BR Apt with private entry & free parking.

This walkout apartment is home away from home. Make some memories at this unique and family-friendly space. Fully equipped kitchen, backyard. Step alway to the beautiful south county Trailway where you can take a nice walk or run. Assign parking space and laundry on premises.

Family friendly

4 bedroom full house with a room dedicated to kids, a work office, kitchen, 1.5 bathrooms, amenities and back patio. All of which will make you feel at home. U.S. Army Veteran and law enforcement owned and operated.