Search short-term rentals in Fairfield, CT from 100+ sites!
212 available short term rental offers
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating
Best Short term and Weekly rentals in Fairfield, CT
Fairfield, CT
07/01 – 09/08
$153/nighttotal: $10557 (69 )
Elite Home Stay
1 2
apartment , Bridgeport
This 1-bedroom, 1-bathroom Bridgeport apartment offers convenient access to diverse dining like Ralph 'n' Rich's and Bloodroot, essential medical facilities including Bridgeport Hospital and St. Vincent's Medical Center, and direct Metro-North Railroad access at Bridgeport Station for travel to NYC. This dwelling accommodates up to 2 guests and features air conditioning, a kitchen, and internet, making it ideal for commuters and travelers seeking proximity to culinary experiences and major transportation links.
8.0 1 review
Fairfield, CT
07/01 – 09/08
$266/nighttotal: $18354 (69 )
Serene Retreat Close To Town
1 2
apartment , Fairfield
This three-bedroom, two-bathroom Fairfield apartment, ideal for families or groups of up to six, offers modern amenities including air conditioning, parking, and high-speed internet. The spacious unit features a modern kitchen with stainless steel appliances and a generous kitchen island, perfect for preparing meals.
9.4 39 reviews
Fairfield, CT
08/17 – 08/31
$201/nighttotal: $2814 (14 )
New & Stylish 2 King Bed Apartment W/ Grand Dining
1 2
apartment , Bridgeport
This Bridgeport apartment rental is conveniently located near Beardsley Zoo, Seaside Park, and Captain's Cove Seaport, offering easy access to Bridgeport's major attractions and public transportation. The two-bedroom, one-bathroom unit comfortably sleeps five guests and features a fully equipped kitchen, smart TVs, high-speed Wi-Fi, air conditioning, parking, and a shared renovated backyard; wheelchair accessibility is provided via a ramp.
10 9 reviews
Fairfield, CT
06/27 – 07/04
$216/nighttotal: $1512 (7 )
Spacious Suite Above Garage
1 2
B&B , Fairfield
This Fairfield guest house is conveniently located near Fairfield University (2.7 miles) and Sacred Heart University (1.9 miles), offering easy access to both campuses and a peaceful lakeside neighborhood. The newly renovated suite boasts 360 square feet of space, featuring a queen-sized bed, full bathroom, private entrance, and modern amenities including a refrigerator, microwave, and Keurig coffee maker, comfortably accommodating up to three guests.
Fairfield, CT
07/09 – 08/31
$57/nighttotal: $3021 (53 )
Nice Room To Stay In
1 1
apartment , Bridgeport
This Bridgeport condo offers a peaceful retreat in a tranquil district, providing convenient access to nearby landmarks. This stylish apartment accommodates up to two guests and features a kitchen, air conditioning, and internet, serving as a comfortable base for exploring Bridgeport's attractions.
8.5 11 reviews
Fairfield, CT
07/09 – 08/31
$51/nighttotal: $2703 (53 )
Habitación Para Una Persona
1 1
apartment , Fairfield
This Trumbull guesthouse offers a convenient Fairfield County location, a 7-minute drive from I-95 and 12 minutes from Westfield Trumbull mall, with nearby shopping at Stop & Shop, TJ Maxx, CVS, and Aldi. The single-bedroom, single-bathroom unit sleeps one guest and features free parking, Wi-Fi, and easy communication with the host; note that smoking and outside guests are not permitted.
10 181 reviews
Fairfield, CT
08/03 – 08/21
$153/nighttotal: $2754 (18 )
Sunny Fairfield Studio Apartment
1 2
apartment , Fairfield
This modern studio apartment is located in a historic carriage house in Fairfield, just a short drive from downtown, the beach, and Fairfield University. It has received excellent ratings for its cleanliness, location, and overall experience. This charming apartment can comfortably accommodate up to four guests and features a queen-size bed, a twin daybed with a pull-out trundle, a well-equipped kitchenette with a marble countertop, a dedicated work desk, a Smart TV, and a private entrance. Guests can enjoy the convenience of amenities like air conditioning, a garden, parking, and a Nespresso machine, as well as the unique experience of staying in a historic carriage house.
9.8 8 reviews
Fairfield, CT
08/17 – 08/31
$219/nighttotal: $3066 (14 )
Cozy In-law Suite– University Area- Dog Friendly
1 2
B&B , Fairfield
This one-bedroom condo in Fairfield is centrally located, offering immediate access to downtown Fairfield's shopping and dining, a short walk to the Fairfield Metro-North train station for NYC commutes, and close proximity to Long Island Sound beaches and Fairfield University. This accommodation sleeps up to three guests and is conveniently situated for exploring local parks, recreational facilities, and the historic Southport harbor.
9.0 1 review
Fairfield, CT
12/19 – 01/02
$306/nighttotal: $4284 (14 )
2 Bed Apt In Blackrock By Beach
2 4
apartment , Bridgeport
This two-bedroom Bridgeport apartment, located in the desirable Black Rock neighborhood, is conveniently situated near the beach, 10 miles from Silver Sands State Park, and 14 miles from the Connecticut Post Mall. This 10,760-square-foot rental boasts a fully equipped kitchen, free Wi-Fi, air conditioning, and accommodates up to six guests, offering comfortable coastal living with easy access to area attractions.
9.7 43 reviews
Fairfield, CT
07/17 – 07/19
$3535/nighttotal: $7070 (2 )
Luxury Family Retreat With Lake & Comfort.
6 12
apartment , Trumbull
This spacious single-family home is conveniently located in Trumbull, offering a tranquil retreat with lake access for members. It has received excellent ratings for its location, cleanliness, and user experience. The 4,398 sq. ft. home features a spacious layout with 6 bedrooms, 4 bathrooms, 2 kitchens, 2 living rooms, an office, and a dining room. It can accommodate up to 12 guests comfortably. Amenities include two fully equipped kitchens, two living areas, a spacious patio, air conditioning, a garden, parking, and internet access.
Fairfield, CT
08/17 – 08/31
$1528/nighttotal: $21392 (14 )
Walk To Beach! 4 Bedroom, 4.5 Bath
4 2
apartment , Fairfield
This Fairfield vacation rental is conveniently located near three beaches—Penfield Beach, Fairfield Beach, and Jennings Beach—all within a 12-minute walk, and a similar distance from the Fairfield Museum and History Center. This four-bedroom, five-bathroom home sleeps ten guests and offers amenities including Wi-Fi, air conditioning, a dryer, an ironing board, and essential toiletries; nearby attractions include the Country Club of Fairfield, Fairchild Wheeler Golf Course, Trout Brook Valley State Park Reserve, Silver Sands State Park, the Ballpark at Harbor Yard, and Webster Bank Arena.
8.0 1 review
Fairfield, CT
10/01 – 01/31
$273/nighttotal: $33306 (122 )
Family Home Near Roosevelt Forest & Historic Sites
4 4
apartment , Stratford
This Stratford rental is located less than 1 mile from Roosevelt Forest and Boothe Memorial Park & Stratford Veterans Museum, with easy access to the Merritt Parkway and within a short drive of universities like Yale. This 1580 square foot apartment accommodates up to 8 guests, featuring 4 bedrooms, 2 bathrooms, a full kitchen with a dishwasher, air conditioning, free WiFi, and a step-free entry.
Best family friendly Fairfield, CT Short term rentals
Among the 212 accommodations in Fairfield, CT, here are the 4 best family friendly rentals
9.6 143 reviews
Fairfield, CT
08/17 – 08/31
$449/nighttotal: $6286 (14 )
Southport Shoreline Charm: Elegant Coastal Escape
3 2
apartment , Fairfield
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.
8.8 10 reviews
Fairfield, CT
07/01 – 09/08
$911/nighttotal: $62859 (69 )
Charming Colonial For Events! Perfect For Family Reunions And Group Getaways!
6 2
apartment , Bridgeport
This Bridgeport colonial home rental, located in the Downtown South Historic District near Perry House, offers easy access to Beardsley Zoo, The Discovery Museum's Adventure Park, and Fairchild Wheeler Golf Course. This 3,300-square-foot residence boasts six bedrooms, four bathrooms, off-street parking for six cars, and an expansive lawn, comfortably accommodating up to twelve guests with amenities including a microwave, air conditioning, and updated stainless steel appliances.
10 1 review
Fairfield, CT
07/09 – 08/31
$1744/nighttotal: $92432 (53 )
Large Family Home W/ Pool, Hot Tub, Sauna & Gym
4 1
apartment , Weston
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.
9.9 74 reviews
Fairfield, CT
07/29 – 08/07
$457/nighttotal: $4113 (9 )
Modern Beach Bungalow
2 2
apartment , Fairfield
This modern two-bedroom house is located in Fairfield, just a short walk from the beach and a quick drive to the town center. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The home features a spacious and modern design, accommodating up to four guests. Amenities include a fully equipped kitchen, a private garden, a large smart TV, and beach access with complimentary towels, chairs, and an umbrella.
Best Fairfield, CT lodging with a balcony
8.8 9 reviews
Fairfield, CT
07/01 – 07/31
$373/nighttotal: $11190 (30 )
The B&w Haven 5br Home With Yard Theater + Office
5 1
apartment , Bridgeport
This five-bedroom Brooklawn-St. Vincent home is conveniently located a short walk from Bridgeport's Downtown South Historic District and St. Vincent's Medical Center, and within a mile of Svihra and Lafayette Parks. This 2,000-square-foot vacation rental sleeps up to 11 guests and boasts a fully equipped kitchen, free Wi-Fi, a balcony, and parking, making it ideal for families or groups visiting Bridgeport.
9.7 162 reviews
Fairfield, CT
08/03 – 08/21
$291/nighttotal: $5238 (18 )
Cozy Condo With Yard And Patio. Long-stay Discount Available
3 2
apartment , Fairfield
This Fairfield apartment is conveniently located about 10 miles from Silver Sands State Park and 13 miles from Connecticut Post Mall Shopping Center, making it a great base for exploring the area. The apartment has received excellent ratings for location, cleanliness, and overall user experience, ensuring a comfortable and enjoyable stay. The spacious apartment can comfortably accommodate up to 6 guests in its 3 bedrooms and 2 bathrooms. Guests can enjoy a private patio and yard, a fully equipped kitchen with a dishwasher, and access to free parking and Wi-Fi.
10 36 reviews
Fairfield, CT
07/29 – 08/07
$758/nighttotal: $6822 (9 )
Cozy Cottage With Fire Pit, Near Beach, 1 Mile To Nyc Train
3 2
apartment , Fairfield
This Fairfield, Connecticut vacation home is located within 3 miles of Fairfield University, Bellarmine Museum of Art, Longfellow Park, Bridgeport's Downtown South Historic District, and Seaside Park, and an 18-minute walk from Fairfield Metro Station. This 4-bedroom, 2-bathroom house sleeps 8 guests and features a fully equipped kitchen, game room, and private garden; pets are welcome.
9.4 20 reviews
Fairfield, CT
12/19 – 01/02
$1004/nighttotal: $14056 (14 )
Grand Fairfield Getaway- 5br Fam-friendly Near I95&shops - Spacious&gracious\n\n
5 4
apartment , Fairfield
This Fairfield home is conveniently located within a 3km radius of Fairfield University, Bridgeport Downtown South Historic District, and Longfellow Park, making it easy to explore the area's attractions. The property has received excellent user ratings, indicating a comfortable and enjoyable stay for guests. This 5-bedroom house can accommodate up to 12 guests, providing ample space for families or groups. The home offers a range of amenities, including a fully equipped kitchen, a garden with barbecue grills, a terrace, and a tennis court, ensuring a relaxing and entertaining stay.
Frequently Asked Questions about short term rentals in Fairfield, CT
What attractions should you visit during a week-long stay in Fairfield, Connecticut?
A week in Fairfield offers plenty to explore! You could spend a day at Lake Mohegan, enjoying its walking trails and scenic views. Another day might be dedicated to exploring the historic Fairfield Museum and History Center, learning about the town's rich past. Downtown Fairfield has some great shopping and dining options, and you could easily spend an afternoon there. Consider a visit to the Pequotsepos Nature Center for a nature walk and wildlife viewing. For a relaxing day, head to Jennings Beach for some sun and sand. A final day trip could be to nearby Southport, with its charming shops and waterfront views.
What are the best short term rentals in Fairfield, CT?
What attractions should you visit when you spend a month in Fairfield, Connecticut?
With a month, you can really delve into Fairfield's offerings. In addition to the suggestions for a week-long stay, you could explore more of the town's parks and green spaces, such as Mill River Park. You could take day trips to nearby towns like Westport or Bridgeport, exploring their unique attractions. Consider visiting the Connecticut Audubon Coastal Center at Milford Point for birdwatching. A longer stay allows for more leisurely exploration of the shops and restaurants in Fairfield Center and Southport. You could also plan some longer hikes on the trails around Lake Mohegan or explore the coastline further. Check out local event listings for concerts, farmers' markets, and other activities that might be happening during your stay.
What are the best short term rentals with a pool in Fairfield, CT?
Can visitors to Fairfield, Connecticut witness any unique natural cycles, like cherry blossom season or autumn colors?
Yes, Fairfield experiences beautiful autumn foliage typically peaking in October and November, offering stunning colors. While not as renowned for cherry blossoms as some other areas, you might catch some flowering trees in the spring, particularly around Lake Mohegan and in local parks.
What are the best short term rentals with a jacuzzi in Fairfield, CT?
What are the most meaningful ways to engage with locals and discover the culture in Fairfield, Connecticut?
To connect with locals, visit the farmers' markets held throughout the warmer months. These markets offer opportunities to chat with vendors and sample local produce. Many local restaurants feature seasonal menus highlighting Connecticut ingredients. Attending community events, like concerts in Mill River Park or festivals, offers another chance to interact with residents. Exploring the historic downtown area and engaging with shop owners can also provide a glimpse into the local culture.
What are the best short term rentals for families and kids in Fairfield, CT?
Are there any distinctive cultural activities or hands-on workshops in Fairfield, Connecticut?
Fairfield offers various cultural activities. The Fairfield Museum and History Center often hosts workshops and exhibits. Check local community centers and art galleries for classes in pottery, painting, or other crafts. The Pequotsepos Nature Center might offer nature-based workshops. Look for seasonal events and festivals that might include hands-on activities.
What are some secret spots or hidden treasures to visit in Fairfield, Connecticut?
While Fairfield is not known for hidden gems in the same way as some larger cities, a lesser-known spot is the charming neighborhood of Southport. It offers a quieter, more residential feel than downtown Fairfield, with beautiful homes and waterfront views. Exploring the various side streets and residential areas can reveal some lovely hidden gardens and architecture.
What should not be left out of your suitcase if you are going to Fairfield, Connecticut?
Pack comfortable walking shoes, as you'll likely be doing a lot of walking, especially if you plan to explore the downtown area and waterfront. Depending on the season, pack layers as the weather can be unpredictable. Don't forget sunscreen and insect repellent, especially during warmer months. A light rain jacket is also advisable.
Nearby regions
Best Fairfield, CT lodging with a kitchen
8.0 1 review
Fairfield, CT
10/01 – 01/31
$179/nighttotal: $21838 (122 )
Pet-friendly Cottage, 2 Mi To Saugatuck Falls
1 4
cottage , Redding
This secluded 7-acre cottage in Redding offers a private setting with proximity to Saugatuck Falls Natural Area (10,560 feet) and Putnam Memorial State Park and Collis P. Huntington State Park (within 3 miles), with New Haven 29 miles away. This pet-friendly cabin, accommodating up to 4 guests across 700 square feet with 2 bedrooms, features a wood-burning fire pit, BBQ grills, a covered patio, and a loft bedroom, providing a comfortable base for outdoor recreation and day trips.
Fairfield, CT
07/29 – 08/07
$253/nighttotal: $2277 (9 )
A Breezy Beachside Retreat
2 2
apartment , Fairfield
This apartment in Fairfield offers proximity to Penfield Beach, playgrounds, and restaurants, and is a 10-mile drive to Westport and Beardsley Zoo, with Greenwich Avenue 25 miles away. This 2-bedroom, 1-bathroom rental accommodates up to 4 guests and features air conditioning, a kitchen with a freezer and dishwasher, and a garden, providing a convenient base for exploring local attractions and enjoying nearby beaches.
10 3 reviews
Fairfield, CT
08/03 – 08/21
$399/nighttotal: $7182 (18 )
Fairfield! Spacious 3bd/1ba On A Quiet Cul De Sac
1 2
apartment , Fairfield
This Fairfield apartment rental boasts three bedrooms, one bathroom, and sleeps five guests, offering a private upper-floor location with self check-in via smart lock. The spacious unit features a fully equipped kitchen with granite countertops and stainless steel appliances, a large private deck with a Weber grill, a 65” Samsung Smart TV, Sonos sound system, jacuzzi tub, and in-unit washer/dryer; high-speed Wi-Fi (500+ Mbps) is also included.
9.5 29 reviews
Fairfield, CT
12/19 – 01/02
$580/nighttotal: $8120 (14 )
Bright Zen Studio
1 4
apartment , Fairfield
This Fairfield apartment is located on a quiet street, just a block from the lively town center, where you'll find shops, restaurants, and the train station. It has received excellent ratings for location, cleanliness, and user experience. This vacation rental offers three bedrooms and is perfect for families or groups of friends. Enjoy the private and spacious layout, the beach-inspired decor, and the outdoor oasis with a swimming pool, garden, and patio.
Neighborhoods and points of interest in Fairfield, CT
Best Fairfield, CT lodging with laundry available
9.0 1 review
Fairfield, CT
12/19 – 01/02
$368/nighttotal: $5152 (14 )
3 Bedrm Apt At Black Rock Suites
3 4
apartment , Bridgeport
This three-bedroom Bridgeport apartment is situated in the Black Rock neighborhood, ten miles from Silver Sands State Park and within 25 miles of Yale University and Tweed-New Haven Airport. This 1,076-square-foot rental boasts a fully equipped kitchen, in-unit laundry, free Wi-Fi, and accommodates up to thirteen guests, perfect for families or groups visiting Bridgeport.
9.5 11 reviews
Fairfield, CT
06/27 – 07/04
$188/nighttotal: $1316 (7 )
Modern And Spacious Studio In Fairfield, Ct
1 2
apartment , Fairfield
This Fairfield studio apartment is conveniently located near Fairfield University, shopping centers, train stations, and a short drive from Fairfield's beaches. The unit features a private bathroom and kitchenette, sleeps two guests, and includes amenities such as air conditioning, parking, internet access, a microwave, and a refrigerator; access to a shared full-size kitchen and dining area is also provided.
10 1 review
Fairfield, CT
06/27 – 07/04
$1279/nighttotal: $8953 (7 )
The "Grant" Estate
1 2
apartment , Fairfield
This colonial estate is located near the Long Island Sound in Fairfield, offering convenient access to beaches and forest trails within a 10-minute drive, and is adjacent to Westport. This 5-bedroom, 4-bathroom vacation home accommodates up to 10 guests and features a heated outdoor swimming pool, a Hot Spring Jacuzzi, a chef's kitchen with a 15-foot marble island, a basement with a Peloton and Nintendo, and EV car charging ports.
Fairfield, CT
07/01 – 07/31
$2529/nighttotal: $75870 (30 )
6-bedroom House With Fitness Room And Pool In Westport
7 1
apartment , Westport
This 7-bedroom, 7-bathroom residence in Westport offers 6500 square feet of living space and accommodates up to 14 guests, featuring amenities such as a private swimming pool, fitness room, and a pavilion with an outdoor fireplace. Located near the Country Club of Fairfield and Westport Farmers Market, this expansive property provides convenient access to recreational activities and shopping destinations.
