Last Updated February 19, 2021 2/19/2021

15 Best Beach House Rentals in Fairfield, Connecticut

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Fairfield, Connecticut is one of those charming New England areas that is impossible not to fall in love with. Adorable restaurants and shops, a handful of beaches to choose from, and an overall classic coastal presentation are some of the endearing attributes of this lovely place in the United States. In and around Fairfield are classic beach houses, worthy of a stay this summer. Keep reading for some of the best rentals.

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Coastal Home Featured on HGTV Coastal Home Featured on HGTV
Credit: airbnb.com
Coastal Home Featured on HGTV

Coastal Home Featured on HGTV

When HGTV features a home, there’s a good chance that it’s going to be awesome. Multiple deck spaces outside create an excellent atmosphere for enjoying the up-close ocean views. Inside, each room has its own special touches, while keeping a consistent subtle beach theme.

Direct Waterfront Beach Cottage Direct waterfront beach cottage
Credit: Airbnb.com
Direct waterfront beach cottage

Direct Waterfront Beach Cottage

Skip out on luxurious and go for ultra-cozy in a classic beach style cottage. Go back in time to the old beach days and sit on the porch swing, watch the waves and drink a glass of lemonade. Inside is simplistic while exuding all of the beloved cottage aesthetics, like the cutest curtains, wooden ceiling, and throwback furniture.

Charming Fairfield Cottage By The Sea Charming Fairfield Cottage By The Sea
Credit: airbnb.com
Charming Fairfield Cottage By The Sea

Charming Fairfield Cottage By The Sea

Sometimes we just want something that feels like home. With wood floors, a small but lovely kitchen, and flower boxes outlining the exterior windows, this affordable little abode might be just what you are looking for. The beach is a skip away, and there is a spacious lawn to enjoy.

Designer Waterfront Bungalow Designer Waterfront Bungalow
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Designer Waterfront Bungalow

Designer Waterfront Bungalow

Cedar shake siding gives this bungalow a timeless feel on its exterior. Upon entering, guests will immediately recognize odes to the past, but an extra glossy appeal that brings everything up to date. The farmhouse sink is melded into a more contemporary design via gorgeous countertops and blue subway tile. Lanterns hang from the finished wooden ceilings, for an ambient touch.

Amazing Beach House on Fairfield Beach Amazing Beach House on Fairfield Beach
Credit: airbnb.com
Amazing Beach House on Fairfield Beach

Amazing Beach House on Fairfield Beach

Six guests can stay comfortably at this little dwelling on the beach. Step right off the patio onto the soft sand to make your way down to the salty water. While you can’t beat the appeal of the back, the front yard is quite beautiful as well.

Beachfront Retreat Beachfront Retreat
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Beachfront Retreat

Beachfront Retreat

Striking white colors and decor contrast stunningly against paintings of blue waves, and navy rugs. If you had your heart set on something trendy, this one fits the bill. Like many of our other options, it’s conveniently right on the water. So not only are the views amazing, you’ll never have to get in the car to have a beach day.

Fairfield Home with Pool, Walk to NYC Train and Beach Fairfield Old Post Road with pool - walk to NYC train and Beach
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Fairfield Old Post Road with pool - walk to NYC train and Beach

Fairfield Home with Pool, Walk to NYC Train and Beach

Taking a whole new approach to the beach house thing, guests enjoy staying at this elegant ivy-covered beauty. Inside is loaded with antique furniture in tandem with plenty of character. And while the waves might not be knocking on your front door, there is a pretty spectacular pool on site.

Steps to Sand & Surf Steps to the Sand & Surf
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Steps to the Sand & Surf

Steps to Sand & Surf

No-fuss and clean-cut, this home has everything you could need on vacation. A washer and dryer, a small but efficient kitchen, and a gorgeous fireplace. Outside, there is plenty of space to roam around. Four bedrooms and two bathrooms make the setup ideal for families.

Stunning Direct Waterfront Beach House Stunning direct waterfront beach house!
Credit: Airbnb.com
Stunning direct waterfront beach house!

Stunning Direct Waterfront Beach House

Everything inside is pretty straightforward – bunk beds for the kids, fun nautical flair, a clawfoot bathtub, and just a relaxing neutral appeal. Outside, is a stone patio with lots of places to lounge, and take in the crashing waves. The water is literally right there.

Casa de Sirena - Mermaid House Casa de Sirena -Mermaid House
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Casa de Sirena -Mermaid House

Casa de Sirena - Mermaid House

There is a reason they call this the mermaid house – nautical rope railing, stunning tile work, and lots of artistic touches define the home’s aquatic aesthetic. Guests can also enjoy a beautiful outdoor dining space and hot tub. Plenty of outdoor recreation awaits just outside your door, such as boating and jet skiing. Oh, and of course swimming.

Stratford Beach Cottage with Breathtaking Water Views Beach Cottage with Breathtaking Water Views
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Beach Cottage with Breathtaking Water Views

Stratford Beach Cottage with Breathtaking Water Views

Talk about affordable! The inside of this charming beach cottage packs quite a punch. Everything is rustically contemporary, with sleek countertops, exposed beams, and interesting furniture. Guests will definitely feel like they are on a real vacation, staying somewhere unique. It offers a prime location, less than a 10-minute drive from Fairfield.

Westport Waterfront Home with Dock & Water Views Westport Waterfront Home with Dock & Water Views
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Westport Waterfront Home with Dock & Water Views

Westport Waterfront Home with Dock & Water Views

Less than a 15-minute drive from Fairfield in Westport, an established architect dreamt up this stunner of a home. And it makes for the most appropriate grand finale beach house on our list. While not getting too crazy, the interior is different, at just the right level. Warm touches of wood and fun furniture are sprinkled throughout. Outside is a well-manicured yard, with a stone pathway, lush green grass, and a pool.

Milford Beach House with Direct Waterfront Milford Beach House with Direct Waterfront
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Milford Beach House with Direct Waterfront

Milford Beach House with Direct Waterfront

Couldn’t you just stay all day on that deck? Lounge right on the water’s edge, with a drink in one hand, and phone in the other, capturing the ultimate Instagram pics. The kitchen is open and full of life, with plenty of space for the entire family. Bathrooms are completely luxurious, and multiple windows in the bedroom ensure guests don’t miss a sunset. It’s just a 15-minute drive from Fairfield in Milford.

Milford Beach House Milford Beach House - New Construction
Credit: Airbnb.com
Milford Beach House - New Construction

Milford Beach House

This modern Milford home features plenty of parking space underneath the house for convenience. Sitting incredibly close to the water, you can almost feel like you’re floating when peering out the bedroom windows. Enjoy a lavish tub in the bathroom, and overall a luxurious feel.

Cozy Connecticut Beach House Retreat in Milford Cozy Connecticut Beach House Retreat in Milford
Credit: airbnb.com
Cozy Connecticut Beach House Retreat in Milford

Cozy Connecticut Beach House Retreat in Milford

This charming Milford home has seen a lot of summers go by, as the original post and beam construction still sits in place. But renovations have definitely taken place, bringing every essential modern convenience to the adorable rental that’s just a short drive from Fairfield.

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