Nestled in Fairfield County, Fairfield is a captivating town in Connecticut that borders Bridgeport, Eston, Weston, and Westport. This town boasts of breathtaking landscape, with lots of parks and stunning natural wonders. Beach lovers can spend some time at the sandy and picturesque Jennings Beach, while adventure seekers can explore the scenic Devil’s Den Preserve. There are lots of things to do and see for families, as well. A visit to the Discovery Museum and Planetarium should be in your vacation itinerary, if you’re traveling with your family, especially the kids. For your accommodation, check out our list of the top Airbnb vacation rentals in Fairfield, Connecticut. Browse below.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 09, 2024.
1. Luxurious accommodation amidst lush greenery (from USD 230)
Experience a luxurious vacation in Fairfield by booking this upscale barn that boasts of a delightful New England charm. This sophisticated rustic abode features beautifully curated modern furnishings that balance its quintessential facade. It houses four cozy bedrooms and three and a half baths, and the house welcomes up to eight guests. Also, it is equipped with a full kitchen and a fabulous dining space. Lots of lounge areas are located in the house. You won’t have a problem finding your personal spot. There’s a deck with barbecue facilities and a scenic backyard seating area, as well. To top it all off, the views outside the house will surely take your breath away.
Top guest reviews
Amenities & Room:
it was so unique filled with natural light and cozythe house was comfortable and has all the amenities you need for a great get-awaygood wifi lots of tables and desks to work at comfortable bedslove the room with the high high ceilings and seems like a 100 windowseverything we needed was provided: grill stocked kitchen fun board games plenty of towels etcCleanliness:
clean spacious and full of charmclean charming beautifully furnished and appointedclean up was a breeze with the mielle dishwasher and the available cleaning suppliesgreat place for a family to stay comfortable clean and lots of charmit was very clean and appeared just as the pictures depictedHost:
the host was very helpful and nicedavis is a great hostthe host is awesome and accommodates you as much as he canhe was an amazing host and made our stay so amazingvery kind and responsive owner you will love itRead more reviewsLocation:
perfect location for a relaxing staycation with friendsi loved the bathtub and walk in showervery unique and cool placethe neighborhood was very quiet and peacefulthe barn was in a fantastic location and reminiscent of where i lived in fairfield
2. Fabulous cottage steps from private beach (from USD 182)
If your main goal in Fairfield is to swim all day at the beach and bask at the warmth of the sun until you get the tan that you desire, this beautiful vacation rental is perfect for you. It showcases a breathtaking Hamptons interior design, and it has bright furnishings that add relaxing vibe to the place. This fabulous abode houses three chic bedrooms and two bathrooms with bathtubs. The bright living room is parallel to the cute dining area. The kitchen will also impress you with its high-end appliances and stunning facade. The cherry on top is its close proximity to the private beach.
Top guest reviews
Amenities & Room:
we particularly enjoyed eating breakfast outside on the deck each morningthe three bedrooms have very comfortable beds and there are two attractive bathroomsCleanliness:
it was very clean and kid friendlyeverything was sparkling clean and the decor is so fun and beachyclean and a great locationthe space was clean and many things available for making the stay comfortablethe cottage is clean and well stocked with almost everything you could want for a beach vacationHost:
gerard is an excellent host he was promptly responsive to all of our questions and needsgerard was a fantastic hostgerard was kind thoughtful and quick to respond to any questions i hadour host gerard was very attentive and greeted us upon our arrivalwe are very much looking forward to our next stay amazing hostRead more reviewsLocation:
the location is greatcute beach bungalow in a great locationloved the location and easy beach accessthe location was wonderful nice residential neighborhood very quiet nearby shops and grocery storesalso so close to the beach-will definitely come back
3. Stunning accommodation on Westport Gold Coast (from USD 232)
Ideal for solo wanderers, a couple on a romantic getaway, or a small group of three best friends, this vacation rental is a sweet, cozy, and complete haven. It is situated at Southport Beach, which gives guests quick access to refreshing waters all day long. This abode is modern, minimalist, and has everything you need, and more. It features a comfortable bedroom, a sparklingly clean private bathroom, a fully equipped kitchen with upscale appliances, and a relaxing living room with expansive windows that attracts natural light and provides views of the area. Beach essentials are also available for guests to take advantage of, such as bikes, chairs, coolers, and towels.
Top guest reviews
Amenities & Room:
the bed is super comfortable as is the couchwe particularly loved having a full kitchen and the amount of light the apartment getslinens and bedding super conformablegreat safe apartment very spacious one bedroom with great amenities awesome location in southportthe bed is a very comfortable queen with a large bathroomCleanliness:
lovely space clean and quietclean stylish private and comfortableplace was clean and convenient to everythingjeff's place was great so clean and exceptionally well stockedthis beautiful property was spacious clean and stylishHost:
jeff was a great hostjeff is was a great hostjeff was a great hostjeff was an excellent hostjeff was responsive but wasn’t able to resolve itRead more reviewsLocation:
great location in southport near the beachsuper cool location walking distance to the beachlocation was perfect easy walk to waterthis is the perfect location for a beach holidayexcellent stay in a great location
4. Lovely studio-type apartment with a patio (from USD 112)
Simple, homey, and convenient are a few words that best describe this excellent accommodation, which is just 2 mi (3.2 km) away from the beach. It is perfect for a small group of adventurers who are looking for an affordable yet comfortable place to stay. This Airbnb vacation rental features a studio-type apartment. It is fully furnished and has a relaxing atmosphere that will make you feel right at home. Its expansive windows let guests see the lovely views from inside. This accommodation showcases a bedroom with a queen-size bed and another single bed. Guests have their own private bathroom, a quaint lounge area with a brick fireplace, and a TV with Netflix. It also has a small but complete kitchen and a patio with a grill.
Top guest reviews
Amenities & Room:
great private studio apartment with excellent amenitiescomfortable beds even the the sofa conversionthis is a very comfortable charming place very well outfitted with quality furnishings and amenitiesthe fridge was filled with a few things for breakfast & coffee which was a very thoughtful touchmy favorite part of the home was the patio table and chairs in the backyardCleanliness:
amazing place very clean and cozyclean apartment functioning kitchenthe space was clean and comfortablethe space was clean and well appointedclean quaint and everything one needsHost:
bill is a wonderful hostexceptional hosts and such a lovely homewe enjoyed our stay with bill and lois who were very accommodating and communicative hostsbill was very friendly and accommodatingbill is a fantastic host who goes above and beyond to be helpfulRead more reviewsLocation:
this is a great location in the fairfield beach area near shops and restaurantsvery comfortable apt in a convenient locationthe neighborhood is safe and close to the beachesamazing location if visiting farfield collegethe location as well as the apartment are fantastic
5. Modern accommodation with a stunning kitchen (from USD 350)
This cozy and elegant guesthouse is nestled in a delightfully serene and quiet family neighborhood. It is conveniently located near the beach, local shops, excellent dining spots, and other must-visit attractions and businesses in town. Once you get inside this fabulous abode, you’ll notice its open-floor plan setting. The stylish and comfy living room with a fireplace nests adjacent to the fully equipped kitchen with stunning quartz countertops. The dining space is conveniently parallel to the kitchen for easy access. This vacation rental has two bedrooms and two baths, and up to four guests are welcome to stay here.
Top guest reviews
Amenities & Room:
great amenities and comfortable place to lay back and unwindthe bedding towels kitchen quality of amenities and cottage layout is perfectcomfortable furnishings and high end sheets & towelsthis charming 2 bed 2 bath cottage was perfect nestled in a quiet fairfield neighborhoodimpeccable and beautiful space quint two bed cottageCleanliness:
the house was beautiful and clean with many thoughtful touchesthe cottage was amazing clean gorgeous roomy and very stylisheverything is new and stylish also crisp cleanthis home is beautifully decorated clean and cozyeverything was clean and mary was easy to communicate withHost:
mary was an outstanding hostshe was accommodating and very responsivemary was also very communicative and sweetwhat a wonderful place mary is the perfect hostgreat place with great facilities and lovely decor only matched by the hospitality of the hostRead more reviewsLocation:
the house has style and comfort in a great locationwould recommend to anyone quiet street perfect location and a very nice placegreat location in fairfield convenient to both highways (95 & 15)less to pack smartly decorated and close to everything our experience was great
6. Three-bedroom cozy vacation rental (from USD 210)
Make your Fairfield vacation a memorable and hassle-free experience by booking this modern and minimalist vacation rental. It is a spacious haven that can sleep up to eight guests, as it houses three bright bedrooms with rustic details and two clean bathrooms. Basic essentials are provided for guests’ convenience, from fresh linens to towels and toiletries. More so, this guesthouse is equipped with a full kitchen with upscale appliances and a dining table, a huge living space with comfortable lounge seating, and a laundry area with washer and dryer. WiFi is accessible for guests, as well.
Top guest reviews
Amenities & Room:
dariels place was great with a ton of room for our tripCleanliness:
the place was so cleanthe space was very clean and he was very responsive throughout the processthe place was amazing it was clean comfortable and stylishthis rental was so nice and cleanthe condo is super clean very very comfortable very homeyHost:
and very kind hostdariel was very accommodating to our needs and a great host very communicativethe hosts were were super attentive and responsivedariel is a great host - very accommodating and communication was responsivedarrell is a great host his communication is by far one of the bestRead more reviewsLocation:
i love how close it is to the highway and main roads2nd time here great place will repeatgreat place to stay
7. Superb fully furnished guest house (from USD 115)
This lovely fully-furnished guest house will impress you with its proximity to Fairfield’s top attractions and must-visit local businesses. Small families are welcome, and even the furry member of the family can join the fun. This beautiful home has a single bedroom with a double bed and a drawer, a bathroom with a walk-in glass shower, a kitchen that is complete with appliances and cookware, a laundry area, and a comfy living space with a cute coffee table and a flat-screen TV. On top of those, you’ll surely love chilling in the patio that comes with lots of lush plants and relaxing hammocks.
Top guest reviews
Amenities & Room:
the hosts provided coffee and some basic breakfast food which was very thoughtfulthis space was the perfect fit for our needs close to everything clean comfortable and a beautiful spacewe could not have felt more welcome or comfortable during our stayvery comfortable and private living arrangementsCleanliness:
very clean and tidysuper clean comfortable and spaciousnice guest suite- clean and comfortablethe place is spotless and comfortableclean easy access and quietHost:
catalina was a gracious hostcatalina is a wonderful hostthey were truly amazing hostscatalina and her family were amazing hostscatalina and her family are kind and conscientious hostsRead more reviewsLocation:
great location as it's close to the merritt parkway and 95we spent the weekend there to attend fairfield university graduation and it was a perfect locationfantastic location and the accommodations are top notchthe neighborhood is quiet and very peacefulquiet suburban neighborhood (a little tricky on gps) well appointed clean spacious and comfortable unit
8. Chic accommodation for a couple on a romantic getaway (from USD 523)
If you are a couple on a romantic getaway or a solo wanderer on a soul-searching adventure to Fairfield, this Airbnb vacation rental might interest you. It is a charming little haven with chic interiors that showcase light-colored rustic accents and minimalist decors, highlighted by the bright pastel walls. It can accommodate up to two guests. Conveniently, it features all the comforts of a typical home, such as a gorgeous bedroom with a queen-size bed, a fabulous bathroom with a walk-in shower, a cozy living space with a flat-screen TV, and a cute little kitchen with a dining space. The cherry on top is the terrace with scenic views of the ocean and a seating area.
Top guest reviews
Amenities & Room:
super cozy space with an incredible view of the long island soundcharming place ton of natural light great location deck has spectacular views very clean and comfortable living areathe sunrise from the living room was breathtakingvery comfy second floor apartment with great views of long island soundwifi worked great this is place is a true gem 100% recommendCleanliness:
clean and well appointednice and clean dream house in fairfieldthe rental was clean and very comfortableclean with every essential you needthe place was unbelievably clean and very homeyHost:
the home was incredibly welcoming and the host was very friendly and responsivelots of fun great hostcathy was a wonderful host and was quick to respond with all questionscathy was a gracious host and was quick to respond when i booked on short noticegreat spot steps from the beach charming apartment with an amazing sound system host is very responsiveRead more reviewsLocation:
great location and very comfortable spaceit is close to a cute downtown area with shops and restaurants and the train stationclose walk to the beach and short drive to many good restaurants in towncan’t wait to return this summer awesome house and locationnice place to stay very close to the beach
9. Spacious private apartment
Ideal for lovebirds on a holiday, best buds on an adventure of a lifetime, or soul-searching solo travelers, this private apartment welcomes up to two guests. It is close to the beach, all the attractions in downtown Fairfield, and even Fairfield University - which is only 1 mi (1.6 km) away. Your space nests in the lower level of the house, which has a private entrance for you. More so, it has a cozy bedroom and a private bathroom. Linens and towels are provided for your convenience. There is a seating area that has an additional bed. It also has a flat-screen TV with Netflix. Kitchen essentials are available, as well. The garden is another fantastic place to chill as it has a peaceful atmosphere and pleasing views.
Fairfield, Connecticut, United States
4.13 km (2.6 mi) from Jennings BeachAccommodates: 2
Top guest reviews
Amenities & Room:
a warm greeting a lovely view and beautiful apartment complete with the most comfortable bed and perfect amenitieswhile we didn't use the day bed for sleeping it was very comfortable to sit onmy favorite part was the shower lol best water pressure and a rainbow color changing lightgreat space and lots of room to spread outthe space is large and comfortable and very well set upCleanliness:
very clean and comfortablevery clean and spacious basement apartmentthe place was nice clean and homeyquiet and clean and the neighborhood was very safecynthia’s place is always clean and quietHost:
she was a lovely and warming hostcynthia was a great host and responded immediately every time i contacted hercynthia and dan are great hostshost was extremely cooperative and graciouscynthia was a great and hospitable hostRead more reviewsLocation:
really nice place close to the fairfield stationbeautiful location not too far from the train stationgreat location in a very private settingnice location with easy access to town and highwaysgreat location- especially if you have something at nearby fairfield university
10. Beautiful abode with breathtaking nature views
This beautifully furnished and newly renovated vacation rental is one of the most perfect sanctuaries for tourists. It boasts all the elements of an unforgettable holiday, such as close proximity to the beach, breathtaking views, a relaxing atmosphere, and complete amenities. This beach house is a three-story home that has three bedrooms and one and a half baths. It has a delightful rooftop terrace where you can marvel at the stunning endless nature views from above, and it also has a hot tub for guests’ enjoyment. Other than those, it has a complete kitchen, a dining space, lounge areas, child-friendly facilities, and more.
Fairfield, Connecticut, United States
3.39 km (2.2 mi) from Jennings BeachSuperhost
Accommodates: 6
Top guest reviews
Cleanliness:
the place was sparkling clean when we arrivedHost:
nicole and vincent were excellent hoststhe hosts are quite responsive and the check in was simplenicole and vincent are great hostshosts very responsive and a pleasure to deal withRead more reviewsLocation:
wonderful place in a terrific locationterrific local restaurants to enjoy so close byamazing views throughout at this lovely getaway spot close to downtown and driving distance from nycbeautiful house and fabulous location it couldn’t have been a better spot for our wedding weekendvery nice place on the long island sound
Enjoy your Fairfield holiday
Fairfield is a breathtaking town in Connecticut, with gorgeous beaches and enchanting parks that provide lots of outdoor opportunities for tourists who want to unwind and reconnect with nature. For your accommodation needs, this list of the best vacation rentals in town might come in handy. Use this as your guide when planning your next vacation to Fairfield.
History
Get Trip101 in your inbox
Unsubscribe in one click. See our Privacy Policy for more information on how we use your data
Create an account to