This Westport, CT apartment rental is located at 360 Main Street, offering easy access to the Earthplace Museum and Stepping Stones Museum for Children, as well as shopping at the Westport Farmers Market and The SoNo Collection. The spacious 4-bedroom, 3-bathroom unit comfortably sleeps 8 guests and includes air conditioning and internet access; nearby attractions include the Total Mortgage Arena and Hartford HealthCare Amphitheater.
9.2 5 reviews
Weston, CT
10/09 – 10/17
$276/nighttotal: $2208 (8 )
Studio Flat Above Historic Cider Mill
1 1
studio , Westport
This Westport studio apartment, near Sasco and Southport Beaches (1.4 miles away), offers easy access to coastal attractions and is conveniently located for exploring Westport's offerings. This 870-square-foot unit features a fully equipped kitchen, private entrance, garden access, free parking, and accommodates up to 5 guests, making it ideal for a Westport getaway.
9.8 68 reviews
Weston, CT
08/13 – 08/25
$339/nighttotal: $4068 (12 )
Magical Weston Retreat
1 4
apartment , Weston
This Weston, Connecticut country house is located near Lachat Town Farm and Devil's Den Preserve, a 10-minute drive from Cannondale Station for easy access to New York City. This three-bedroom, two-bathroom home sleeps five and features a modern kitchen with dishwasher, central air conditioning, a spacious sunroom, a large lawn, and two plus acres of park-like grounds with a lily pond and waterfall.
This 5-bedroom, 7-bathroom Westport apartment offers a 15-minute walk to Southport Beach and a 4-minute drive to Burying Hill Beach, with the Fairfield Theater Company just 5 minutes away by car. This property accommodates up to 10 guests and features air conditioning, Wi-Fi, and is conveniently located near Trout Brook Valley State Park Reserve and the Country Club of Fairfield.
10 1 review
Weston, CT
06/30 – 08/30
$433/nighttotal: $26413 (61 )
Fairfield Beach House
4 4
apartment , Fairfield
This Fairfield apartment is just a 5-minute drive from Jennings and Penfield Beach, offering easy access to the coastline and a convenient location near shops and restaurants. The apartment consistently receives excellent ratings for user experience, location, and cleanliness. This spacious rental has 4 bedrooms and 2 bathrooms, comfortably accommodating up to 10 guests. It features a fully equipped kitchen, air conditioning, parking, and internet access, making it a great choice for families or groups looking for a comfortable and convenient stay in Fairfield.
10 3 reviews
Weston, CT
10/12 – 10/16
$547/nighttotal: $2188 (4 )
Charming Historic Connecticut Home W/spacious Yard
4 2
apartment , Weston
This Weston dwelling is situated near Devil's Den Preserve and Beardsley Zoo, offering a tranquil base for outdoor activities and family outings. This spacious 4-bedroom, 2-bathroom house accommodates up to 7 guests, featuring a full kitchen with a double oven and dishwasher, air conditioning, a garden, parking, and two furnished covered patios.
10 17 reviews
Weston, CT
10/09 – 10/17
$1797/nighttotal: $14376 (8 )
New Family Friendly House In Westport
5 1
apartment , Westport
This Westport apartment is conveniently located near the town's attractions, making it an ideal base for exploring the area. The five-bedroom, three-bathroom apartment comfortably accommodates up to 10 guests and features a private pool, a fully equipped kitchen, and a spacious living area, perfect for families or groups.
9.8 31 reviews
Weston, CT
10/09 – 10/17
$718/nighttotal: $5744 (8 )
Westport Gem - Walk To Shops, Dining, Town Center
2 1
apartment , Westport
This Westport, Connecticut mid-century modern house is a short walk from Westport's shops, restaurants, and beaches, and about 50 miles from New York City. This pet-friendly home features two bedrooms with queen-sized beds, two bathrooms, a fully equipped kitchen with a dishwasher and microwave, a private backyard with a gas grill, and a private office; it comfortably sleeps four guests, with an optional fifth.
9.8 13 reviews
Weston, CT
08/13 – 08/25
$820/nighttotal: $9840 (12 )
Spectacular Renovated Barn
1 4
apartment , Wilton
This Wilton, CT farm offers a 4-bedroom, 3-bathroom house perfect for family getaways or weekend escapes, boasting a chef's kitchen and pet-friendly fenced yard. The property features 11-foot ceilings, walls of glass, and accommodates up to 6 guests, providing modern conveniences within a historically styled barn home.
10 3 reviews
Weston, CT
08/13 – 08/25
$5150/nighttotal: $61800 (12 )
Large, Remodeled Home With Pool (Kid Friendly!)
1 4
apartment , Westport
This Westport, Ireland family home sleeps 14 in 6 bedrooms and 5 bathrooms, boasting a pool, sauna, fitness center, and ample parking. The house includes a fully equipped kitchen, air conditioning, and excellent guest reviews, offering a luxurious and convenient stay for large families or groups near Westport's attractions.
10 53 reviews
Weston, CT
10/09 – 10/17
$711/nighttotal: $5688 (8 )
Farmhouse 1899: Minutes To Downtown Westport, Ct
1 1
apartment , Westport
This Westport farmhouse, located a short walk from Downtown Westport and a 10-minute drive from two major highways, offers a blend of history and modern comfort perfect for families or groups. The 3-bedroom, 2-bathroom farmhouse features a spacious sunroom, a combined living and dining room with a fireplace, and a basement with a yoga nook, games, and a large smart TV, accommodating up to 6 guests.
9.9 20 reviews
Weston, CT
10/12 – 10/16
$232/nighttotal: $928 (4 )
Renovated Arts Studio| Piano, Fireplace & Woods
1 2
apartment , Fairfield
This Fairfield, Connecticut studio apartment is located on a private 2-acre property, offering a peaceful retreat while being conveniently situated near Fairfield's town center (exact distance unspecified). The unit features a queen bed, sofa bed, 75-inch TV, piano, fully equipped kitchen with fridge, freezer, and microwave, a new bathroom with shower and tub, and accommodates up to 3 guests, all within a spacious layout.
Search Family-Friendly Vacation Apartments in Weston, CT
Traveling to Weston, CT with kids? A quality family vacation apartment keeps city attractions within easy reach for the whole group.
Weston, CT
10/12 – 10/16
$834/nighttotal: $3336 (4 )
Compo Beach Access Gated Private House In Westport
3 2
apartment , Westport
This exclusive, gated 1-acre Gold Coast estate in Westport offers a luxurious experience, situated 14 minutes from Compo Beach and 10 minutes from Downtown Westport. This 3,280 sq ft residence features 3 bedrooms and 3 bathrooms, accommodating up to 10 guests with amenities including a well-equipped kitchen, a playroom, a ping-pong table, and an 85" TV.
10 3 reviews
Weston, CT
10/09 – 10/17
$562/nighttotal: $4496 (8 )
Charming Historic Connecticut Home W/spacious Yard
4 1
apartment , Weston
This four-bedroom, three-bathroom house in Weston offers 3100 square feet of living space and accommodates up to seven guests, featuring a full kitchen with a double oven and a SodaStream, multiple workspaces, and two covered patios with a large yard. The pet-friendly rental is located near Devil's Den Preserve and historical societies, providing convenient access to outdoor activities and family attractions.
10 1 review
Weston, CT
06/30 – 08/30
$694/nighttotal: $42334 (61 )
Beautiful Cape House In Westport
1 4
apartment , Westport
This Westport Cape-style home is located in a walkable neighborhood, a short distance from Main Street and its shops and restaurants. The three-bedroom, two-bathroom house sleeps four guests and features a detached garage/studio with fitness equipment, a back patio with a grill, and free internet access.
9.8 37 reviews
Weston, CT
10/09 – 10/17
$858/nighttotal: $6864 (8 )
Westport: Walk To Town, Private Natural Setting, Lovely Neighborhood
1 1
apartment , Westport
This Westport home is located in a quiet cul-de-sac neighborhood, just a short walk from the bus stop for the commuter rail to Grand Central Station and a short drive from the town center. The apartment has excellent user, location, and cleanliness ratings. This spacious 2000 square foot home comfortably sleeps eight guests in its three bedrooms. You'll enjoy the fully equipped kitchen, the outdoor space with a deck and a large backyard, and the many entertainment options, including a game lounge, a sunroom with a wood pellet stove, and a tuned baby grand piano.
Best Weston, CT apartment rentals with a kitchen
9.8 8 reviews
Weston, CT
06/30 – 08/30
$1478/nighttotal: $90158 (61 )
Modern Post And Beam House In Connecticut
1 4
apartment , Weston
This modern post and beam house is situated on two private acres overlooking the Saugatuck River in Weston. It has excellent user, location, and cleanliness ratings. The apartment has four bedrooms, three bathrooms, and can accommodate up to 10 guests. It features a spacious layout, a gourmet kitchen, a sauna, a gym, and a large living room with a floor-to-ceiling double fireplace. Guests can also enjoy the games, TV, foosball table, and the stunning river views.
Weston, CT
06/30 – 08/30
$203/nighttotal: $12383 (61 )
Charming Newly Renovated 2-bedroom Apartment In Fairfield
2 4
apartment , Fairfield
This apartment is situated in Fairfield's Tunxis Hill neighborhood, offering a 4-minute drive to Lake Mohegan and a 6-minute drive to the Discovery Museum. This 1300 square foot rental accommodates up to 4 guests with 2 bedrooms and 1 bathroom, featuring a full kitchen, complimentary Wi-Fi, a private garden, and in-unit laundry.
Weston, CT
08/13 – 08/25
$1314/nighttotal: $15768 (12 )
Very Special Getaway Home
3 4
apartment , Weston
This newly renovated "barn" style home is located on a ridge overlooking the trees in Southern Connecticut, close to Weston town amenities but far enough to enjoy peace and quiet. The home offers a unique design with a spacious and airy 3-story foyer and living room, accommodating up to 6 guests. The house features multiple living spaces, a well-equipped kitchen, a private pool and hot tub, and modern amenities like Sonos speakers, a generator, and an air filtration system.
9.6 5 reviews
Weston, CT
08/13 – 08/25
$977/nighttotal: $11724 (12 )
Charming Westport Retreat
1 4
apartment , Westport
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.
Frequently Asked Questions about apartment rentals in Weston, CT
What is Weston, CT best known for?
Weston is known for its beautiful scenery, its excellent schools, and its strong sense of community. It's a great place to raise a family or to enjoy a peaceful retirement. It's also known for its charming downtown area, with its quaint shops and restaurants.
What are the advantages of choosing an apartment for your stay in Weston, CT?
Apartments can be a great option for travelers, especially if you're looking for more space or a kitchen. Many apartments in Weston are located close to public transportation, which can be helpful if you plan on exploring the surrounding areas. You'll also find that apartments in Weston are generally more affordable than hotels.
What are the best apartments with a pool in Weston, CT?
Best Weston, CT apartment rentals with air conditioning
9.2 10 reviews
Weston, CT
08/13 – 08/25
$405/nighttotal: $4860 (12 )
Modern Westport Studio With Pool Table & Lounge
1 4
studio , Westport
This Westport studio apartment is conveniently located near the Connecticut Post Mall (21 miles) and the Russian Railway Museum (22 miles), offering easy access to area attractions. This 1150-square-foot unit features a private entrance, a full kitchen with microwave and refrigerator, a pool table, and accommodates up to 7 guests.
10 2 reviews
Weston, CT
06/30 – 08/30
$1049/nighttotal: $63989 (61 )
Charming In Beautiful Westport!
1 4
apartment , Westport
This Westport vacation rental is located in a stylish district, just a short walk from the downtown area and a scenic drive from Westport beaches. The 4-bedroom, 2-bathroom home comfortably sleeps 6 guests and features a modern interior, a well-equipped kitchen, and air conditioning.
Weston, CT
06/30 – 08/30
$1261/nighttotal: $76921 (61 )
Newly Renovated Home In Westport Ct, Private Pool, Walk To Town, Close To Beach
3 4
apartment , Westport
This Westport vacation home is located within a mile of the Westport Historical Society, Levitt Pavilion, and Westport Country Playhouse, and within three miles of the Westport Farmers Market and Old Mill Beach. The 3-bedroom, 3-bathroom house offers a private pool, a fully equipped kitchen, free Wi-Fi, and can accommodate up to 10 guests, making it perfect for families or groups looking for a comfortable and convenient stay in Westport.
9.5 8 reviews
Weston, CT
08/13 – 08/25
$760/nighttotal: $9120 (12 )
Charming New England Retreat | 4br Home On 2 Acres
1 4
apartment , Fairfield
This spacious Fairfield apartment rental is privately located at the end of a quiet cul-de-sac, offering peace and convenient access to local amenities. The 4-bedroom, 3-bathroom unit sleeps 10 guests and boasts high-end amenities including 86-inch TVs, a Yamaha grand piano, a pool table, a large yard with a fire pit, and recently updated kitchen and bathrooms (2024).
Neighborhoods and points of interest in Weston, CT
Popular Pet-Friendly Apartments in Weston, CT
These dog-friendly vacation apartments in Weston, CT ensure your pet feels right at home while you explore the city.
10 43 reviews
Weston, CT
10/12 – 10/16
$739/nighttotal: $2956 (4 )
Quiet And Cozy Cottage Near Nyc With A Pond
1 2
apartment , Redding
This charming cottage is located in Black Pond, Redding, a short drive or train ride from New York City. It boasts excellent user, location, and cleanliness ratings, making it a desirable choice for travelers. This 3-bedroom, 3-bathroom home comfortably accommodates 6 guests. It features a spacious living area with a fireplace, a chef's kitchen, a private outdoor patio overlooking the pond, and a reading room with a record player.
9.8 17 reviews
Weston, CT
10/12 – 10/16
$263/nighttotal: $1052 (4 )
Norwalk Loft With Private Patio
1 2
apartment , Norwalk
This Norwalk apartment rental is conveniently located off Route 7, within walking distance of the East Norwalk and Sono train stations, providing easy access to public transportation and proximity to both East Norwalk and South Norwalk's attractions. The one-bedroom, one-bathroom unit features a modern kitchen with stainless steel appliances, a private patio, in-unit laundry, and free parking, comfortably accommodating two guests and offering easy access to restaurants, a brewery, and Calf Pasture Beach.
Weston, CT
08/13 – 08/25
$2191/nighttotal: $26292 (12 )
Winter Wonderland - Ski & Relax
1 4
apartment , Westport
This Westport vacation rental is located less than 45 minutes from major ski areas, making it a great option for a winter getaway. The surrounding area offers a variety of restaurants, shops, and other attractions. This six-bedroom, five-bathroom home can comfortably accommodate up to 12 guests. Amenities include a swimming pool, jacuzzi, fitness center, spa baths, eucalyptus rain showers, fireplaces, a coffee/tea bar, and a dining room.
10 30 reviews
Weston, CT
10/09 – 10/17
$454/nighttotal: $3632 (8 )
River Cottage In Weston, Ct
1 1
apartment , Weston
This Weston, CT riverfront cottage, a 10-minute drive from Westport and 45 miles from NYC, offers easy access to Saugatuck River fishing, Trout Brook Valley hiking trails, and nearby attractions like Lachat Town Farm and Compo Beach. The 1,000-square-foot house features two bedrooms, one bathroom, sleeps three guests, and includes a fully equipped kitchen, Wi-Fi, a washer/dryer, private parking, and a fire pit area.