Vacation rentals in Fairfield, CT

About: This oceanfront apartment is a haven for travelers seeking a relaxing getaway in Fairfield. Situated steps away from Fairfield Beach, it offers breathtaking views and easy access to popular attractions like Penfield Beach and Jennings Beach. With a user rating of excellent, this apartment guarantees a memorable stay.

Boasting 1800 square feet of living space, this apartment can accommodate up to 4 guests. It features a fully equipped kitchen, multiple bathrooms, a private balcony, and laundry facilities. Guests can enjoy conveniences like air conditioning, internet, and parking, making their stay comfortable and hassle-free.

About: This secluded, private Fairfield home is situated on 2+ acres of land, offering a tranquil retreat with easy access to the town's attractions. With excellent user, location, and cleanliness ratings, this apartment guarantees a comfortable and memorable stay.

The apartment features a spacious 5010 square feet layout with a guest capacity of 16. It boasts a vaulted great room, fireplaces, chestnut floors, and a Peloton bike and treadmill in the basement. Guests can enjoy the heated pool, pool house, outdoor grilling area, fitness center, and high-speed internet access.

About: This Easton apartment is located in a quiet area, within walking distance of the city center. It has excellent user, location, and cleanliness ratings.

The apartment has four bedrooms and four bathrooms and can accommodate up to ten guests. It features a fully equipped kitchen, air conditioning, a swimming pool, a garden, and parking.

About: This charming cottage, situated on the grounds of a historic Victorian home in Bridgeport's Black Rock neighborhood, offers a unique blend of rustic charm and modern amenities. With excellent user, location, and cleanliness ratings, this one-bedroom, one-bathroom cottage is perfect for couples or solo travelers seeking a cozy and private retreat.

Inside, the cottage features a spacious loft with high ceilings and exposed beams, a fully equipped kitchen, and a modern bathroom with a walk-in shower. Guests can enjoy a private outdoor patio and access to a large in-ground swimming pool during warmer months. The cottage also includes a music section with a turntable, CD player, and a collection of vinyl albums and CDs, making it an ideal haven for music enthusiasts.

About: This bungalow is the ideal choice for travelers looking for a comfortable and convenient stay in Westport. With its excellent location and ratings, this bungalow offers a perfect balance of comfort and convenience.

The bungalow features a fully equipped kitchen, two bathrooms, and a private garden, providing ample space for up to six guests. It also includes amenities such as air conditioning, internet access, and parking, ensuring a comfortable and hassle-free stay.

About: This apartment is located in the charming St. Mary's by The Sea district of Black Rock, within walking distance of award-winning restaurants and easy access to NYC/New Haven Metro North transit. It has excellent user, location and cleanliness ratings.

The apartment has one bedroom, one bathroom, and can accommodate up to four guests. It features a fully equipped kitchen, a spacious living area with a 78" TV, and modern amenities such as Wi-Fi and air conditioning. Guests can also enjoy the garden and parking.

About: Mill Pond Retreat is a charming cottage in Westport, Connecticut. This family-friendly cottage is just a 3-minute drive from Compo Beach and within walking distance of Mill Pond Beach. It has received excellent ratings for its location, cleanliness, and amenities.

The cottage has 4 bedrooms and can accommodate up to 6 guests. It features an open floor plan, a master bedroom with a private balcony, and a spacious upper deck with stunning pond views. The kitchen is fully equipped with a fridge, freezer, microwave, and dishwasher. The cottage also has air conditioning, a terrace, a garden, and parking. Pets are welcome upon prior approval.

About: This exceptional country house is nestled in the serene Southport district of Fairfield, just minutes from I-95, Merritt Pkwy, and Metro North train stations. It has excellent user, location, and cleanliness ratings.

The apartment has a spacious and sunlit open floor plan with large rooms and breathtaking views of the property. It has a floor area of 6300 square feet, 4 bedrooms, 5 bathrooms, and a guest capacity of 8. It also features a gourmet kitchen, elegant living areas, a private backyard, a spa, and parking. Nearby water-based activities include motor boating, sailing, and fishing.

About: This historical 3-bedroom apartment in Aspetuck Corners, Weston, offers a unique blend of charm and modern amenities. Just steps from Main Street and a short drive from major highways, it provides easy access to the area's attractions. With an excellent user rating and very good location rating, guests can expect a comfortable and convenient stay.

Spanning 1800 square feet, the apartment boasts wide-plank chestnut floors, high ceilings, and updated kitchen and bathrooms. It offers a cozy fireplace, garden access, fitness center, parking, and even a bike for guest use. Whether you're seeking relaxation or adventure, this apartment has something for everyone.

About: This Fairfield apartment is a second-story unit attached to a single-family home, offering privacy and a separate entrance. It's surrounded by a 0.5-acre property adjacent to Fairfield Town Open Space and a picturesque creek, less than 10 minutes from downtown and the Fairfield Metro Train Station. The apartment has excellent user, location, and cleanliness ratings.

The 1,000-square-foot apartment has vaulted ceilings, two sets of large glass sliders that lead to a deck overlooking the serene property, one bedroom, one bathroom, and a fully equipped kitchen. It can accommodate up to three guests and is pet-friendly. Amenities include a 60-inch smart plasma TV, board games, books, movies, a pack-and-play for infants, a new leather sofa bed, and wireless internet.

About: This 1940s cottage is located in the sought-after University area of Fairfield, a beach town just 5 minutes from the beach and an 80-minute train ride from New York City. With excellent user, location, and cleanliness ratings, this 2-bedroom, 1-bathroom cottage can accommodate up to 4 guests.

The cottage features a light and airy coastal boho decor, an updated kitchen, a newly renovated bath, a patio, and a washer and dryer in the basement. Guests can enjoy games, cards, or a smart TV for entertainment, and a large shared yard for outdoor activities.

About: This modern apartment is conveniently located in Fairfield, within walking distance (15 minutes or 6-12 blocks) of the beach, shopping, and historic sites. It has excellent user, location, and cleanliness ratings.

The apartment has 2 bedrooms, 1 bathroom, and can accommodate up to 4 guests. It features a kitchen with a fridge and dishwasher, air conditioning, a swimming pool, a garden, and parking. The apartment also has a unique Jacuzzi bathtub, a backyard, and is newly renovated.

About: This custom-built apartment is ideally located in Fairfield, just a 2-minute walk from the town center and a short distance from the beach. It boasts excellent user, location, and cleanliness ratings.

The spacious layout and convenient location make this apartment ideal for family gatherings during the summer. It features 4 bedrooms, 4 bathrooms, and a guest capacity of 8. Amenities include a gourmet kitchen, air conditioning, a swimming pool, a garden, a fitness center, and parking. Guests can also enjoy complimentary beach cruiser bikes and an outdoor living space.

About: This centrally located apartment in Westport is within 6 miles of popular attractions such as Westport Country Playhouse, Levitt Pavilion, Earthplace Museum, and Brett Woods Park. It has excellent user ratings for location, cleanliness, and overall experience.

The apartment has 1 bedroom, 1 bathroom, and a floor area of 1000 square feet. It can accommodate up to 4 guests. Amenities include a private pool, free WiFi, a fully equipped kitchen, a balcony, a fenced private yard, a fitness center, a spa tub, and a garden with barbecue grills.

About: This spacious 4-bedroom home in the heart of Westport is steps away from the beach and bustling downtown area. The private oasis backyard has an 18x36 salt water pool, gas fire pit, ping pong table, play set, and basketball hoop.

The outdoor TV and dining and lounging areas make it perfect for entertaining. The four bedrooms sleep 8 guests comfortably, with one king bed, one queen bed, and two twin beds.

About: Located in a quiet neighborhood in Fairfield, this spacious, renovated apartment is just a short distance from the town center, universities, and several beaches. With excellent user, location, and cleanliness ratings, this apartment is a great choice for travelers visiting Fairfield.

The apartment features 5 bedrooms, 3 bathrooms, and can accommodate up to 12 guests. It has a contemporary design with cathedral ceilings, a fully equipped kitchen with high-end appliances, multiple entertainment options, and convenient amenities. The apartment also has a private, fenced-in yard with a heated Gunite pool, a jacuzzi, and a garden.

About: This Fairfield apartment is conveniently located within walking distance of downtown, just one block from Old Post Road and a short stroll from Post Road, where guests can find various shops, restaurants, and attractions. The apartment has excellent user, location, and cleanliness ratings.

The apartment has three bedrooms and an open concept living area. The kitchen is fully equipped with a fridge, freezer, microwave oven, and dishwasher. The apartment also has air conditioning, a swimming pool, a garden, and parking.

About: This designer cottage in Westport is surrounded by a private 1.5-acre property, minutes away from the beach, Westport's town center, the historic sailing town of Southport, and the train station. With excellent user, location, and cleanliness ratings, this house is a great choice for travelers visiting Fairfield.

The house has 4 bedrooms, 4 bathrooms, and can accommodate up to 6 guests. It features multiple living spaces, a renovated basement with a game room, and modern amenities such as high-speed internet, central heat, and air conditioning. Guests can also enjoy outdoor amenities such as an electric outdoor awning, barbecue, fire pit, heated pool, hot tub, gazebo, and bocci court.

About: This exceptional accommodation in Weston offers an unparalleled experience for families seeking comfort and luxury. With excellent user, location, and cleanliness ratings, guests can expect an unforgettable stay.

The property features four spacious bedrooms and five bathrooms, accommodating up to four guests. Its fully equipped kitchen, air conditioning, and private garden create a homely ambiance, while the swimming pool, jacuzzi, sauna, and fitness center provide ample opportunities for relaxation and recreation.

About: This 4-bedroom colonial apartment is located in the heart of Fairfield's beach neighborhood, just steps from Penfield Beach and a short stroll to the vibrant town center. It has an excellent user rating and offers 3500 square feet of living space.

The apartment features a chef's kitchen with a large island, a private backyard with a pool house doubling as a gym, a dining room with seating for 8, and a 3rd-floor bonus space. It also includes amenities such as air conditioning, a swimming pool, a garden, a fitness center, and parking.

About: This apartment is located in the coastal New England town of Westport, a short distance from several beaches. It is atop a renovated historic cider mill from the 1850s, offering panoramic views of the marsh and surrounding flora and fauna.

The apartment has excellent user, location, and cleanliness ratings. It has one bathroom and can accommodate up to six guests. The apartment is well-equipped with modern amenities such as smart TVs, Amazon Fire Stick, and Alexa/Sonos system. Guests also have access to a private parking lot and a multi-level co-working space with riverfront views.

About: This Fairfield apartment is a 4-bedroom, 10-guest vacation home located within walking distance of Fairfield Beach and downtown. It has excellent user, location, and cleanliness ratings.

The apartment features an open floor plan with a chef's kitchen, family room, and living room leading to an outdoor patio. It also has a fenced-in yard with a gas grill, patio set, and sectional. The master suite has two walk-in closets, a fireplace, and a private balcony. The kitchen is fully equipped with appliances and amenities for home-cooked meals. The apartment also has a laundry room, and beach essentials like towels, toys, and chairs are provided.

About: This family-friendly apartment in Westport, nestled in a serene neighborhood on a private 1-acre lot, offers a peaceful retreat with ample outdoor space. With excellent user, location, and cleanliness ratings, this 5-bedroom, 3-bathroom apartment comfortably accommodates 10 guests.

The open and bright first floor features a gourmet kitchen, dining room, family room with fireplace, and gaming room. The basement entertainment area offers games, trampoline mats, and aerial silks. Outdoor amenities include a deck with furniture, grill, bonfire pit, zipline, and ropes course. Winter and summer gear is also provided, making this apartment perfect for any season.

About: This 5-bedroom apartment in Fairfield is perfect for large families or groups of up to 12 people. It has received excellent ratings for its location, cleanliness, and user experience.

The apartment is fully equipped with a kitchen, air conditioning, and a garden. It also has parking and internet access. Guests can enjoy the nearby attractions, such as the Fairfield Museum and History Center, which is just a short walk away.

About: This Fairfield accommodation is a charming above-garage apartment nestled in a peaceful residential neighborhood, offering easy access to Fairfield University and Sacred Heart. It has excellent user, location, and cleanliness ratings, and offers a convenient location just 2 minutes from I-95 and 3 minutes from Fairfield Metro train station.

The well-equipped apartment is ideal for students, with a full-size kitchen, comfortable living room, updated bathroom, and bedroom with a pillow-top Queen bed and workspace. It accommodates up to 2 guests, has ample natural light, and features amenities like free Wi-Fi, air conditioning, and private parking for up to 2 cars.

About: Sand Castle is a modern, open-floor plan home located steps from the beach in Fairfield, Connecticut. It's a 3-minute drive or a 25-minute walk to Fairfield shops and cafes, and walking distance to Pine Creek beach. It has excellent user, location, and cleanliness ratings.

This 2-bedroom, 1-bathroom home can accommodate up to 4 guests. It features a full kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as air conditioning, a garden, and parking. Guests can enjoy the deck with comfortable furniture, and the beach towels, chairs, cart, and umbrella that are provided.

About: This Fairfield accommodation is a 3-bedroom, 2-bathroom home situated just minutes from the town center and beaches. It has an excellent user rating and is family-friendly, with amenities like a ping-pong table and outdoor patio with a grill.

The home has a floor area of 100 square feet and can accommodate up to 7 guests. It features cozy living areas, a fully stocked kitchen, and two full bathrooms. Amenities include sound machines in all bedrooms, two monitors and a docking station in the first bedroom, a coffee maker, and a washer and dryer.

About: This 4-bedroom, 3-bathroom vacation home in Fairfield is just 0.8 miles from Fairfield Beach and within 3 miles of several other beaches, as well as popular attractions like Fairfield Theater Company and Fairfield Museum and History Center. It has received excellent ratings for its location, cleanliness, and user experience.

The home is perfect for families or groups, with a spacious layout and amenities like a well-equipped kitchen, laundry facilities, and a garden. It also offers convenient on-site parking, complimentary internet access, and entertainment options like a TV.

About: This private studio apartment is a short walk from Fairfield University, and a convenient train ride from New York City. It is highly-rated by previous guests for its excellent location, cleanliness, and user experience.

The studio has one bedroom, one bathroom, and can accommodate up to three guests. It comes fully furnished with a kitchen, bathroom, and laundry room. Guests can enjoy a 50" TV with streaming video, wireless internet, and a private entrance and patio.

About: This three-family home apartment is located in a quiet neighborhood near Sacred Heart and Fairfield Universities. It has excellent user, location, and cleanliness ratings.

The apartment has 2500 square feet of floor area, 3 bedrooms, 2 bathrooms, and can accommodate up to 6 guests. It includes amenities such as a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a garden, parking, and internet.

About: This charming Colonial home is situated in a quiet neighborhood, just a short walk from the bustling Post Road and a mile from Fairfield's beautiful beaches. It has excellent user, location, and cleanliness ratings.

The home has over 1500 square feet with 3 bedrooms, 2 full bathrooms, and a guest capacity of 6. It includes a kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as air conditioning, a garden, parking, and a paved basketball court.

About: This Norwalk apartment is in a prime location, within a 15-minute walk of multiple major attractions. It has excellent user, location, and cleanliness ratings.

The one-bedroom, one-bathroom apartment has a versatile sofa bed, accommodating up to three guests. It features a kitchen with modern appliances, air conditioning, a fitness center, parking, and complimentary internet. It also allows pets and has a designated workspace.

About: This beachfront vacation home in Fairfield offers direct access to Fairfield Beach and is centrally located within the city center, providing easy access to nearby attractions. It has excellent user, location, and cleanliness ratings.

The house has three spacious bedrooms, ensuring ample space for families or groups, with a floor area of 1590 square feet and a guest capacity of 6. It features a fully equipped kitchen, a private balcony with stunning ocean views, a cozy fireplace, a spa tub, a playground, and free Wi-Fi.

About: This Westport apartment is located in a peaceful and private retreat, within walking distance of the town center and the Westport House & Gardens. It has excellent user, location, and cleanliness ratings.

The apartment has 4 bedrooms, 3 bathrooms, and can accommodate up to 9 guests. It features a spacious living room, a fully equipped kitchen, a private garden with barbecue facilities, and free Wi-Fi. Guests can also enjoy stunning views of the lawn, English gardens, and river frontage from the double-height porch.

About: This centrally located apartment in historic Black Rock offers easy access to Fairfield Avenue's shops and restaurants, and is a short drive from Fairfield and Sacred Heart Universities, as well as the Hartford Healthcare Amphitheater. With excellent user, location, and cleanliness ratings, this apartment is a great choice for travelers visiting Bridgeport.

The apartment features a cozy living room, a fully equipped kitchen, a private backyard, a versatile loft space, and historic charm. It comfortably accommodates up to 6 guests with 2 bedrooms, 1 bathroom, and amenities such as free Wi-Fi, a TV, and air conditioning for added comfort.

About: This waterfront accommodation on Sherwood Mill Pond offers a unique and tranquil escape in historic Hummock Island. It boasts excellent user, location, and cleanliness ratings.

The spacious and airy home features 4 bedrooms, 3 bathrooms, and a bright open-concept living space. It accommodates up to 10 guests and offers amenities such as a kitchen with modern appliances, air conditioning, a garden, a fitness center, and water activities like kayaking.