Best apartment offers in Weston, CT

39 available apartment offers

7 nights
2
1
  • airbnb
  • booking
  • makemytrip
  • oyo
  • yatra
  • goibibo
  • travelguru
  • cleartrip
  • vrbo
  • expedia
  • hotelscom
  • tripcom
  • agoda
Weston, CT apartments
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

39 Best apartments in Weston, CT

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

Among the 39 accommodations in Weston, CT, here are the 4 best family friendly holiday apartments

Historic Designer City Getaway - Weston, CT
10 41 reviews
Weston, CT
12/10 – 16/10
₹123936/nighttotal: ₹495744 (4 )

Historic Designer City Getaway

1 2
apartment , Easton
This 1744 estate is situated on over 1.2 hectares overlooking the Connecticut Golf Club in Easton, Connecticut, a 24km drive from Westport and 1.6 hours from White Plains airport. The five-bedroom, four-and-a-half-bathroom property offers over 557 square metres of living space, perfect for families or groups of up to 10 guests, with a fully equipped kitchen, a garden and parking.
Compo Beach Access Gated Private House In Westport - Weston, CT
Weston, CT
12/10 – 16/10
₹79651/nighttotal: ₹318604 (4 )

Compo Beach Access Gated Private House In Westport

3 2
apartment , Westport
This private, gated 1-acre Gold Coast residence in Westport is situated 22.5 kilometres from Compo Beach and 16 kilometres from the town centre.
This spacious 3-bedroom, 3-bathroom flat accommodates up to 10 guests and offers amenities including a stocked kitchen, a playroom, a ping-pong table, a fire pit, and an exclusive Compo Beach parking emblem for the summer season.
Villa Après Sea - Weston, CT
10 4 reviews
Weston, CT
12/10 – 16/10
₹81033/nighttotal: ₹324132 (4 )

Villa Après Sea

4 2
apartment , Westport
This stylish apartment is located on a private 1-acre gated estate, offering seclusion while remaining a short distance from Westport's amenities.
This 4-bedroom, 3-bathroom property sleeps six guests and features a dedicated playroom, ping-pong table, fire pit, outdoor furniture, and an 85-inch television, making it ideal for family stays.
Summer Estate Close To Ny, Nj, Ma W Heated Pool Sleeps 16+ - Weston, CT
10 73 reviews
Weston, CT
13/08 – 25/08
₹385593/nighttotal: ₹4627116 (12 )

Summer Estate Close To Ny, Nj, Ma W Heated Pool Sleeps 16+

1 4
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.

Best Weston, CT holiday apartments with a kitchen

The Cozy Little Cottage - Weston, CT
9.9 148 reviews
Weston, CT
12/10 – 16/10
₹21300/nighttotal: ₹85200 (4 )

The Cozy Little Cottage

1 2
apartment , Wilton
This secluded Wilton guest cottage, situated in a 1920s residential neighbourhood 1.1 km from Wilton centre and 1.3 km from Westport centre, offers a tranquil retreat near local amenities.
The self-contained property features a well-equipped kitchen, one bedroom with a queen-size bed, a living room with a futon (sleeps up to 3, including 1 child), a private garden, parking, and internet access.
The River Loft - Weston, CT
9.9 214 reviews
Weston, CT
12/10 – 16/10
₹54022/nighttotal: ₹216088 (4 )

The River Loft

1 2
apartment , Weston
The River Loft is a secluded riverside retreat in Weston, Connecticut, boasting over 2 acres of private land with direct river access.
This self-catering property sleeps four, featuring a queen-sized bed, Murphy bed, full bathroom, well-equipped kitchen with dishwasher, and a sauna; outdoor amenities include a fire pit, Adirondack chairs, and a private outdoor rain shower.
House In Beautiful Westport, Ct - Weston, CT
10 12 reviews
Weston, CT
13/08 – 25/08
₹118307/nighttotal: ₹1419684 (12 )

House In Beautiful Westport, Ct

1 4
apartment , Westport
This Westport house, perfect for families, offers four bedrooms and two bathrooms, sleeping up to six guests, and boasts a fully equipped kitchen including a dishwasher.
The property includes a garden, parking, and Wi-Fi, and its precise location within Westport requires further clarification to specify proximity to local attractions.
Waterfall View-5 Bedrooms - Weston, CT
10 4 reviews
Weston, CT
13/08 – 25/08
₹84822/nighttotal: ₹1017864 (12 )

Waterfall View-5 Bedrooms

1 4
apartment , Westport
This five-bedroom Westport house, conveniently located within walking distance of the town centre's restaurants and shops, offers easy access to Westport's attractions.
Sleeping up to ten guests, this self-catering property boasts three bathrooms, a fully equipped kitchen, air conditioning, parking, and excellent guest reviews; parties are prohibited.

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.

Destinations nearby

Best Weston, CT holiday apartments with air conditioning

Charming Westport Retreat - Weston, CT
9.6 5 reviews
Weston, CT
13/08 – 25/08
₹93274/nighttotal: ₹1119288 (12 )

Charming Westport Retreat

1 4
apartment , Westport
This Westport house, situated near a river and within easy reach of Westport town centre, offers a peaceful retreat with convenient access to shops and restaurants.
Sleeping up to nine guests, this spacious property boasts a four/five-bedroom layout, three bathrooms, a cook’s kitchen with cathedral ceilings, and a private lawn with direct river frontage; amenities include air conditioning, Wi-Fi, parking, and a dishwasher.
Modern Post And Beam House In Connecticut - Weston, CT
9.8 8 reviews
Weston, CT
13/08 – 25/08
₹163749/nighttotal: ₹1964988 (12 )

Modern Post And Beam House In Connecticut

1 4
apartment , Weston
This four-bedroom house is situated on two private acres overlooking the Saugatuck River in Weston, offering a tranquil escape from the hustle and bustle of city life. It has received excellent ratings for its cleanliness, location, and overall experience.
The house is spread across two floors, comfortably accommodating up to 10 guests. A gourmet kitchen, a games room with a foosball table, a sauna, a fitness centre, and a spacious garden with river views are all included, ensuring a relaxing and enjoyable stay.
Magical Weston Retreat - Weston, CT
9.8 68 reviews
Weston, CT
13/08 – 25/08
₹32363/nighttotal: ₹388356 (12 )

Magical Weston Retreat

1 4
apartment , Weston
This Weston, Connecticut country house is located near Lachat Town Farm and Devil's Den Preserve, approximately 16km from Cannondale Station for easy access to New York City.
This three-bedroom property, sleeping five, offers a modern kitchen with dishwasher, central air conditioning, a sunroom, two bathrooms, a large garden, parking and use of the entire house, including two plus acres with a lily pond and waterfall.
Spacious Family Home - Weston, CT
10 1 review
Weston, CT
13/08 – 25/08
₹83939/nighttotal: ₹1007268 (12 )

Spacious Family Home

4 4
apartment , Westport
This Westport, Connecticut apartment is situated on Main Street, offering easy access to attractions such as the Earthplace Museum and Stepping Stones Museum for Children, and shopping destinations including Westport Farmers' Market and The SoNo Collection.
The four-bedroom, three-bathroom dwelling sleeps eight guests and features air conditioning and internet access; nearby entertainment options include the Total Mortgage Arena and Hartford HealthCare Amphitheater (distances to all locations unspecified).

Best pet-friendly Weston, CT holiday apartments

Among the 39 accommodations in Weston, CT, here are the 4 best pet friendly holiday apartments

3‑acre Weston Retreat W/ Pool & Basketball Court - Weston, CT
10 21 reviews
Weston, CT
12/10 – 16/10
₹138393/nighttotal: ₹553572 (4 )

3‑acre Weston Retreat W/ Pool & Basketball Court

1 2
apartment , Weston
This five-bedroom, three-bathroom Weston property, a short drive from Devil's Den Preserve and Westport's beaches, offers a three-acre private retreat near Lily's Weston Market (two minutes away).
The self-catering house boasts a heated pool, basketball court, fire pit, Sonos sound system, smart TV, and sleeps up to ten guests, with added convenience of pre-arrival grocery service and local host assistance available.
6-bedroom House With Fitness Room And Pool In Westport - Weston, CT
Weston, CT
12/10 – 16/10
₹258183/nighttotal: ₹1032732 (4 )

6-bedroom House With Fitness Room And Pool In Westport

7 2
apartment , Westport
This spacious 604 square metre residence in Westport offers 7 bedrooms and 8 bathrooms, accommodating up to 14 guests with a private swimming pool, outdoor pavilion with a fireplace, and an on-site fitness room.
Conveniently located near the Country Club of Fairfield and Gateway Shopping Centre, this property provides easy access to golf courses, shopping, and entertainment at the Pitt Centre and Total Mortgage Arena, with pets and families welcome.
Westport Summer Rental Of Love - Weston, CT
Weston, CT
13/08 – 25/08
₹218359/nighttotal: ₹2620308 (12 )

Westport Summer Rental Of Love

1 4
apartment , Westport
This Westport apartment, less than 0.8km from Westport's town centre and under 4km from Compo Beach, offers easy access to shops, restaurants, and the coastline.
Sleeping up to 12 guests, this six-bedroom, six-bathroom property boasts a saltwater pool, hot tub, kids' play area with basketball court and soccer goal, outdoor cinema, and use of a family SUV, making it ideal for families or large groups.
Studio Flat Above Historic Cider Mill - Weston, CT
9.2 5 reviews
Weston, CT
12/10 – 16/10
₹26032/nighttotal: ₹104128 (4 )

Studio Flat Above Historic Cider Mill

1 2
studio , Westport
This Westport studio apartment, near Sasco and Southport beaches (2.3km), offers convenient access to coastal attractions and is a short drive from Silver Sands State Park (24km) and the Connecticut Post Mall (29km).
The 81-square-metre self-contained apartment sleeps five, features a fully equipped kitchen with fridge and microwave, free Wi-Fi, private parking, and a garden, plus luggage storage.
©2026 cozycozy.com