Beach house holiday rentals in Fairfield

Seaside Home - Walk to Beach & Marina

This waterfront oasis home is a short walk (2 blocks) to Fairfield Penfield Beach & Marina. Kayak & fish right from your own dock (2 kayaks included w/ home). Enjoy the rooftop deck overlooking the beautiful inlet of The Sound, perfect for stargazing, fireworks watching, or just relaxing. This beautiful home comes furnished w/ 3 bedrooms and 3.5 bathrooms. The 3rd floor can be used as a playroom, extra bedroom or office. The home has been renovated top to bottom over the last couple of years.

Luxe Beach House | 3 Bd-King | Chef Kitchen | 4 TV

Now booking for Summer! Indulge in your own waterfront oasis! Breathtaking water views from each room of this exquisitely designed home. Take in stunning deck sunsets or stroll 100 yds to the beach. Nature lovers - The Coastal Center at Milford Point is blocks away. Entertain in Chef's Kitchen w/ gas range, breakfast bar, wine bar & pantry. Wake up to incredible water vistas from the master King bdrm. Separate workspace and laundry rm add to your comfort. Enjoy a waterfront paradise this summer!

The ARLO - Walk to Brewery & Restaurants

Newly remodeled and designed, The ARLO combines a seamless blend of luxury & comfort for your family. Walking distance to Dockside brewery & stand-out local restaurants, while only 1 mile from the beautiful Walnut Beach. Enjoy a thoughtful & comfortably designed living room, cook in the chef-style kitchen, indoor/outdoor living with a game room and fully-fenced yard. -Less than 2 minutes to The Tyde wedding venue. -15 min to Fairfield U & Sacred Heart -15 min to YALE -0.2 miles off I-95

Close to Beach and Town!

Newly renovated and beautifully decorated beach home centrally located to Penfield Beach and the center of town. Upon entering you will find an open floor concept with a spacious dining and living room and a half bath. On the second floor there is three bedrooms, two full baths, a washer and dryer. A quick walk to the beach or town center, you truly are in the best location. Veteran's Park is also a short walk away which has a playground, tennis courts bocce courts and outdoor space.

Serene Waterfront Retreat - 400 ft Private Beach!

Welcome to a slice of waterfront heaven! Located on Milford's Cedar Beach, this newly renovated 3 bedroom / 1.5 bath home features over 400 feet of private beach. Enjoy breakfast prepared in the Chef's kitchen while watching one of the most radiant sunrises you will ever see. Stunning views from every room in the house. Wade into Long Island Sound with your own private beach. Located 3 doors down from the CT Audubon Society, known for its views & wildlife. We can't wait to host you!

Steps2Beach, Fish Pond w/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!

Coastal Lifestyle

Escape to this charming private beachside home, perfect for up to 8 guests! 🏖️ With 4 cozy bedrooms, 2 bathrooms, and a bright eat-in kitchen, it’s designed for comfort. Step onto the private deck to enjoy stunning salt marsh views and breathtaking sunsets. 🌅 Modern amenities like Wi-Fi, a flat-screen TV, and in-house laundry ensure a seamless stay. Relax, explore, and make unforgettable memories in this serene coastal retreat. Book now for the ultimate getaway! 🏡✨

Gem by the water+ firepit and all fenced backyard

Take it easy at this unique and tranquil getaway. One block away from the water and three blocks away from Dolphin Cove. Enjoy walkings and site-seeings. Perfect for going kayaking, paddle boarding or just stay relaxing in the backyard. It is located at 5 minutes walking distance from the train station and 7 minutes away from downtown. Bus stop in front of the house. The house has a lower level that mostly is occupied by the host and sometimes with guests.

Top Rated Gem | Fire Pit | Near Beach, FFU & SHU

Welcome to Fairfield Cottage, a cozy retreat that beautifully combines comfort and stylish design for you and your guests. With thoughtful decor and essential amenities, you'll feel right at home. Conveniently located just 90 minutes to NYC, you can easily visit attractions like the Norwalk Aquarium, Beardsley Zoo, and local farms. Unwind at nearby Jennings and Penfield beaches located just 3 miles away, or explore the charming village of Southport.