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Weston, CT apartments
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59 Best apartments in Weston, CT

Best family friendly Weston, CT Holiday Apartments and Self Catering Accommodations

Among the 59 accommodations in Weston, CT, here are the 4 best family friendly holiday apartments

Family Cottage With 4 King Beds And Fire Pit, Norwalk/westport Border - Weston, CT
10 15 reviews

Family Cottage With 4 King Beds And Fire Pit, Norwalk/westport Border

apartment, Norwalk
This Norwalk holiday home is situated conveniently close to Old Mill Beach, Norwalk City Hall, and the Lockwood Mathews Mansion Museum, all within a 3-5 km radius.
This four-bedroom, two-bathroom property sleeps eight guests and boasts a fully equipped kitchen, free Wi-Fi, a patio, a garden, parking, and an arcade/game room, perfect for families.
Fairfield Horse Country Serene Getaway - Weston, CT
9.4 7 reviews

Fairfield Horse Country Serene Getaway

apartment, Fairfield
This apartment is located in a tranquil countryside setting in Fairfield, offering a peaceful retreat from the hustle and bustle of city life. It is highly rated by previous guests, receiving excellent scores for location, cleanliness, and overall experience.
The apartment has three bedrooms and three bathrooms, comfortably accommodating up to seven guests. It comes equipped with modern amenities such as a fully fitted kitchen, air conditioning, a garden, a fitness centre, and parking, ensuring a comfortable and enjoyable stay.
Ct Estate Near Ny, Ma W/ Pool - Weston, CT
10 77 reviews

Ct Estate Near Ny, Ma W/ Pool

apartment, Fairfield
This spacious apartment is situated on a secluded two-acre property in the countryside of Fairfield, Connecticut, offering peace and privacy away from the town centre. It has received excellent ratings for its location, cleanliness, and overall user experience.
The apartment spans 465 square metres and comfortably accommodates up to 16 guests. It boasts a range of amenities including a private pool and pool house, a fitness centre with a Peloton bike and treadmill, and a fully equipped kitchen.
The "Grant" Estate - Weston, CT
10 1 review

The "Grant" Estate

apartment, Fairfield
This five-bedroom, four-bathroom colonial house in Fairfield, Connecticut, is situated near Westport, a 16km drive from Long Island Sound beaches and surrounded by forests offering hiking, fishing, and rock climbing opportunities.
The 2-acre property boasts a heated outdoor pool, hot tub, chef's kitchen with a 4.5-metre marble island, basement gym with Peloton and Nintendo Switch, EV charging, and accommodates up to ten guests.

Best Weston, CT holiday apartments with a kitchen

Spectacular Renovated Barn - Weston, CT
9.9 17 reviews

Spectacular Renovated Barn

apartment, Wilton
This Wilton farmhouse, ideal for family gatherings or weekend breaks, is situated in a peaceful rural area of Wilton, its precise location unspecified but likely some distance from the town centre and local attractions.
The 4-bedroom, 3-bathroom property boasts a chef's kitchen, air conditioning, Wi-Fi, pet-friendly fenced yard, and parking, comfortably accommodating up to 6 guests.
Modern Westport Studio With Pool Table & Lounge - Weston, CT
8.7 14 reviews

Modern Westport Studio With Pool Table & Lounge

studio, Westport
This Westport studio apartment is conveniently located approximately 32 to 43 kilometres from the Connecticut Post Mall and the Russian Railway Museum.
The 107-square-metre self-contained unit sleeps seven guests and features a fully equipped kitchen, air conditioning, free Wi-Fi, a private entrance, and a pool table.
Modern Getaway In The Woods - Weston, CT
10 9 reviews

Modern Getaway In The Woods

apartment, Weston
This five-bedroom, four-bathroom apartment in Weston is situated on a two-acre wooded lot offering pastoral views, a short drive from Weston's town centre and its attractions (exact distances unspecified).
The spacious property boasts an open-plan layout, sleeping up to ten guests, and includes a fully equipped kitchen, air conditioning, parking, and internet access; enjoy nature walks directly from the dwelling.
New Family Friendly House In Westport - Weston, CT
No reviews

New Family Friendly House In Westport

apartment, Westport
This five-bedroom, three-bathroom flat is situated in Westport, offering convenient access to the Westport Country Playhouse and Levitt Pavilion, as well as historical sites such as the Wilton Historical Society and Lockwood-Mathews Mansion.
This pet-friendly residence includes a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool available from May to October, and parking, with a 10% discount available for non-refundable bookings.

Frequently asked questions about apartment rentals in Weston, CT

  • What is Weston, CT best known for?

    Weston is known for its beautiful scenery and its strong sense of community. It's a very quiet and peaceful place, and it's a great place to raise a family. The town is also home to some great schools and a thriving arts scene.
  • What are the top cultural spots to visit in and around Weston, CT?

    The Westport Country Playhouse is a well-known theatre in nearby Westport, and they often have excellent productions. The Westport Arts Center is another great place to see art, and it often hosts exhibitions and events. If you're looking for something closer to home, the Weston Historical Society has a small museum with exhibits on the town's history.
  • What are the closest cities to visit near Weston, CT?

    Westport, Norwalk, and Danbury are all within a short drive. Westport is a charming town with a vibrant arts scene and a beautiful waterfront. Norwalk is a larger city with a bustling downtown and a range of shops and restaurants. Danbury is known for its history and its beautiful scenery.
  • What are the best ways to relax in Weston, CT?

    Weston is a very peaceful town, so it's easy to relax here. You can enjoy a picnic in the park, take a walk in the woods, or simply sit on your porch and enjoy the peace and quiet. The Weston Library is a great place to relax and escape, and they often have events and activities for all ages.
  • What are the advantages of choosing an apartment for your stay in Weston, CT?

    Apartments in Weston are often more affordable than hotels and offer more space. They can be a great option for families or groups of friends who want to cook their own meals and have a more home-like experience. Many apartments in Weston also have access to amenities like laundry facilities and parking.

Popular destinations

Best Weston, CT holiday apartments with air conditioning

Historic Colonial Farmhouse - Weston, CT
No reviews

Historic Colonial Farmhouse

apartment, Westport
This charming four-bedroom apartment is located in a beautifully renovated 1800s colonial farmhouse, just a short walk from the centre of Westport and 2 kilometres from Compo Beach. The surrounding area is peaceful and offers a glimpse into the town's rich history.
The spacious apartment can comfortably accommodate up to six guests and features a cosy living room with a fireplace, a well-equipped kitchen, and private access to the entire residence. Guests can enjoy amenities like air conditioning, parking, and a central location that makes it easy to explore the town's shops, restaurants, and attractions.
Westport Summer Retreat: Available 6/21-7/6 - Weston, CT
No reviews

Westport Summer Retreat: Available 6/21-7/6

apartment, Westport
This six-bedroom, five-bathroom residence in Westport offers a prime location, situated conveniently within 1 kilometre of the town centre, the beach, and the train station.
This spacious property accommodates up to 12 guests and features a saltwater swimming pool, jacuzzi, two offices, and a recreation room with a gym and wine cellar, perfect for a relaxing holiday.
Carriage House - Weston, CT
No reviews

Carriage House

apartment, Wilton
This historic 1910 former carriage house, located in the Norwalk River Valley, offers direct access to the Norwalk River Valley Trail and is set within 15 acres of conserved woodlands.
This unique residence accommodates up to 8 guests and features a 20-metre wide picture window in the kitchen, three bathrooms, air conditioning, internet, and a fitness centre, with original interior spaces repurposed from horse stalls.
Classic New England Home For 8 | Leafy Westport - Weston, CT
No reviews

Classic New England Home For 8 | Leafy Westport

apartment, Westport
This four-bedroom, three-bathroom flat, ideal for up to eight guests, offers a classic New England home ambiance in Westport, located just a short distance from downtown and Compo Beach. Guests can enjoy central air conditioning, free parking on a private driveway, fast WiFi, and a full kitchen perfect for communal cooking, with easy access to Metro North for travel to Grand Central.

Best pet-friendly Weston, CT holiday apartments

Among the 59 accommodations in Weston, CT, here are the 4 best pet friendly holiday apartments

Cozy 1-bedroom Apartment In Lovely Norwalk With Ac And Gym - Weston, CT
No reviews

Cozy 1-bedroom Apartment In Lovely Norwalk With Ac And Gym

apartment, Norwalk
This one-bedroom flat in Norwalk's Cranbury district offers a 7-minute walk to Old Mill Beach and a 6-minute drive to The SoNo Collection, with easy access to Levitt Pavilion and the Lockwood-Mathews Mansion.
This pet-friendly apartment accommodates up to four guests and provides essential amenities including air conditioning, Wi-Fi, a washing machine, and a dryer for a comfortable stay.
Norwalk Spacious Stay  Entire House + Fenced Yard + Parking + Laundry + Updated - Weston, CT
10 10 reviews

Norwalk Spacious Stay Entire House + Fenced Yard + Parking + Laundry + Updated

apartment, Norwalk
This Norwalk holiday home offers comfortable accommodation near the Stepping Stones Museum for Children and the Country Club of Fairfield, with easy access to nature reserves such as Lucius Pond Ordway and Mianus River State Park.
The four-bedroom, two-bathroom property sleeps eight guests and includes a fenced yard, on-site parking, and in-house laundry facilities; nearby attractions include the Norwalk Maritime Aquarium and Earthplace Museum.
River Cottage In Weston, Ct - Weston, CT
10 33 reviews

River Cottage In Weston, Ct

apartment, Weston
This Weston, Connecticut riverfront cottage, 72 kilometres from New York City and a 16-kilometre drive from Westport, offers convenient access to Saugatuck River for fishing and hiking.
The 93-square-metre self-catering property features two bedrooms, one bathroom, sleeps three, and includes a fully equipped kitchen, sunroom, and access to a shared riverside lawn and fire pit; nearby attractions include Lachat Town Farm, Westport Playhouse, and Compo Beach.
Winter Wonderland - Ski & Relax - Weston, CT
No reviews

Winter Wonderland - Ski & Relax

apartment, Westport
This six-bedroom Westport house is ideally situated in the town centre, less than 70km from major ski areas. The house boasts a fully equipped kitchen, a swimming pool, a jacuzzi, a fitness centre, and a spa with eucalyptus rain showers, perfect for families or groups of up to 12 guests.
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