Choose from 62 vacation rentals located in Westport, Connecticut. Top filters in Westport include Internet / Wifi, Laundry, and Air conditioner. Prices range from $74 to $5,000 per night. Our most popular vacation rental types near Westport are Condo and Hotel.

Top vacation rentals in Westport

Exterior
5.0
Outstanding(73 Reviews)
Cottage
 in Fairfield
Westport "Gold Coast" across from Southport beach
3 guests · 1 bedroom · 1 bath
Garden · Pets allowed · Kitchen / Kitchenette

Experience vacation in Westport with our Cottage, Westport "Gold Coast" across from Southport beach. Enjoy amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Motel
 in Norwalk
Red Carpet Inn Norwalk
Pets allowed · Kitchen / Kitchenette · Air conditioner

Looking to create some memories in Westport? Look no further than our Motel, Red Carpet Inn Norwalk. Enjoy top-rated amenities including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$
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Living area
5.0
Outstanding(52 Reviews)
Condo
 in Westport
Sunny Studio APT above historic Westport Mill
4 guests · 1 bedroom · 1 bath
Pets allowed · Kitchen / Kitchenette · Air conditioner

Experience the best of Westport with this Condo available for $117. This property is equipped with amenities including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$
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Property view
4.1
Excellent(221 Reviews)
Inn
 in Westport
The Inn at Longshore
Garden · Pool · Pets allowed

Indulge in a peaceful retreat at The Inn at Longshore, our elegant Inn in Westport. Enjoy amenities including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$
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Search by amenity

Vacation rentals with internet & wifi in Westport

Exterior
5.0
Outstanding(13 Reviews)
House
 in Westport
Ideal location-Compo Beach June, July, August~ 18k/month
8 guests · 4 bedrooms · 3 baths
Garden · Pets allowed · Kitchen / Kitchenette

Looking for a House in Westport, this House for $798 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

$$$$
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Property view
4.4
Excellent(10 Reviews)
House
 in Westport
3 Bedroom Luxury Cape - Walk To Train & Beach
6 guests · 3 bedrooms · 3 baths
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Experience vacation in Westport with our House, 3 Bedroom Luxury Cape - Walk To Train & Beach. Enjoy amenities such as Air conditioner, Dishwasher and Fireplace, and more.

$$$$
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Property view
4.6
Outstanding(18 Reviews)
House
 in Westport
Westport, CT - Walk To The Beach - NYC Getaway
8 guests · 4 bedrooms · 2 baths
Garden · Pets allowed · Kitchen / Kitchenette

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Westport, at $1,000 per night for your next great vacation.

$$$$
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Vacation Home in Westport near Beaches, Walk to Town Tennis Court and Baseball
4.8
Outstanding(14 Reviews)
House
 in Westport
Westport: Walk to Town (Really) Private Yard, One Floor
8 guests · 4 bedrooms · 2 baths
Garden · Pets allowed · Kitchen / Kitchenette

This House in Westport, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

$$$$
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Westport

Westport travel guide

Let us help you plan your perfect Westport vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Westport, and more.

Frequently asked questions

What do I need to know before visiting Westport, CT?

Before visiting Westport, CT, it is important to know the following:

  • Westport is a village in Fairfield County, Connecticut, United States.
  • It is bordered by Norwalk, Wilton, Weston, and Westport.
  • The town is served by two train stations on the Metro-North Railroad.

Westport is a popular tourist destination due to its proximity to New York City and its variety of attractions, including the Longshore Club Park, the Levitt Pavilion, and the Earthplace Nature Center.

What are the must-visit tourist attractions in Westport, CT?

Westport, CT is a great destination for tourists looking to explore the beauty of New England. Here are some must-visit attractions in the area:

  • Compo Beach
  • Sherwood Island State Park
  • Levitt Pavilion for the Performing Arts
  • Earthplace Nature Center
Compo Beach is a great spot to relax and take in the views of Long Island Sound. Sherwood Island State Park offers a variety of outdoor activities such as hiking, biking, and fishing. The Levitt Pavilion for the Performing Arts is a great place to catch a show or concert. Finally, Earthplace Nature Center is a great spot to explore the natural beauty of the area.

How can I get around in Westport, CT?

You can get around Westport, CT in the following ways:

  • By car
  • By bus
  • By bike

The Westport Transit District offers bus services throughout town, and bike paths are available for those who want to explore on two wheels. You can also drive your own car for easy access to all the attractions.

Where can I find affordable accommodation in Westport, CT?

Westport, CT has a wide range of affordable accommodation options. Here are some of the best:

  • Westport Inn: A cozy hotel with modern amenities and a convenient location.
  • The Inn at Longshore: An upscale inn with a variety of room types and amenities.
  • The Westport Inn & Suites: A budget-friendly hotel with a great location and modern amenities.
  • The Westport Inn & Suites: An affordable hotel with a convenient location and plenty of amenities.

What is the culture like in Westport, CT?

Westport, CT is a vibrant and diverse town that offers a unique culture to its residents. It is a place that values creativity, education, and civic engagement. Here are five of the ways that culture is expressed in Westport:

  • The town is full of art galleries, theaters, and museums.
  • Westport is home to a wide variety of restaurants, from casual to upscale.
  • The town is very active in community events, such as the annual Fourth of July parade.
  • Westport is known for its excellent schools, with high graduation rates.
  • The town is very eco-friendly, with numerous initiatives to reduce waste and promote sustainability.

Is Westport, CT safe to travel to?

Westport, CT is generally a safe place to travel to. Here are a few tips to keep in mind while visiting:

  • Be aware of your surroundings
  • Keep your valuables secure
  • Familiarize yourself with the area

What are the popular shopping destinations in Westport, CT?

The popular shopping destinations in Westport, CT include:

  • Westport’s Main Street
  • Westport’s Saugatuck Center
  • Westport’s Post Road

What are the best neighborhoods to visit in Westport, CT?

The best neighborhoods to visit in Westport, CT are:

  • Saugatuck
  • Greens Farms
  • Compo Beach

Saugatuck is home to many charming restaurants and shops, while Greens Farms is a quiet residential area. Compo Beach is perfect for a day of swimming, sunbathing, and enjoying the views of Long Island Sound.

Where is Westport, CT?

Westport, CT is a town located in Fairfield County, Connecticut, along Long Island Sound. It is situated between the Saugatuck and Aspetuck Rivers and is located approximately 50 miles northeast of New York City. Westport is known for its beautiful beaches, vibrant arts and culture scene, and its diverse population.

What are the most popular vacation rental amenities in Westport, CT?

The most popular vacation rental amenities in Westport, CT include:

  • High-speed internet access
  • Fully-equipped kitchen
  • On-site laundry facilities
  • Concierge services
  • Spacious outdoor areas

High-speed internet access is essential for travelers looking to stay connected while on vacation. Fully-equipped kitchens are popular amenities for those who prefer to cook their own meals. On-site laundry facilities are convenient for guests who need to do laundry during their stay. Concierge services provide guests with personalized assistance, such as making reservations or arranging transportation. Spacious outdoor areas provide a great spot to relax and enjoy the fresh air.

What are the top things to do in Westport, CT?

Westport, CT is a beautiful town located in Fairfield County, Connecticut. There are so many great things to do in Westport, CT. Here are some of the top activities:

  • Visit the Levitt Pavilion for outdoor concerts and performances
  • Explore the Sherwood Island State Park
  • Stroll along the Saugatuck River
  • Shop and dine in downtown Westport

No matter what you choose to do, Westport, CT is sure to provide you with a wonderful experience!

What is the price range for rentals in Westport?

Vacation rentals in Westport have a price range between $74-$5,000. The average price for rentals in Westport is $736 per night.

What are the most popular vacation rental amenities in Westport?

  • Internet / Wifi
  • Laundry
  • Air conditioner

Explore near Westport

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