Discover a selection of 179 holiday rentals in Westport, CT, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at £ 94 per night, and houses and cottages are popular options for a stay in Westport. Either way, you'll find a rental for everyone's needs.
Destination guide

Why people love visiting lively Westport

Take a holiday to Westport and enjoy the area's opera, entertainment and theatre scene. This city is well-known for its football games and restaurants. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.


Sightseeing in and around Westport

Are you hoping to find attractions to see in the city? Venture out of your holiday home and experience everything that makes Westport a fun spot to go on holiday. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Country Club of Fairfield (3.9 mi / 6.3 km)
  • Pine Creek Par 3 Golf Course (4.3 mi / 6.9 km)
  • Norwalk Maritime Aquarium (4.6 mi / 7.5 km)
  • H. Smith Richardson Golf Course (6.7 mi / 10.7 km)
  • Fairchild Wheeler Golf Course (7.3 mi / 11.7 km)
  • Connecticut Golf Club (8.5 mi / 13.7 km)
Natural features

Exploring the natural landscape of Westport

Whether you're an adventurous traveller or just want to take in the scenery, Westport is a great place to spend some time outside. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Sherwood Island State Park (1.6 mi / 2.5 km)
  • Earthplace Museum (1.8 mi / 2.9 km)
  • Burying Hill Beach (2.3 mi / 3.7 km)
  • Compo Beach (2.6 mi / 4.1 km)
  • Brett Woods Park (5.1 mi / 8.2 km)
  • Penfield Beach (5.5 mi / 8.9 km)
How to get there

Transport to and around Westport

Fly into Bridgeport, CT (BDR-Igor I. Sikorsky Memorial), the closest airport, located 11.3 mi (18.2 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Danbury, CT (DXR-Danbury Municipal), which is 17.5 mi (28.2 km) away.

Can I find a vacation rental around Westport?

Yes, our 2021 property listings offer a large selection of 179 vacation rentals near Westport. From 147 houses to 14 cottages, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Westport for a holiday or a weekend are on Vrbo.

What are the popular points of interest near where I can stay when traveling to Westport?

Vrbo UK offers a large selection of vacation rentals near lovely places in Westport. From Vrbo UK travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Westport Farmers Market: 319 vacation rentals
  • Sherwood Island State Park: 335 vacation rentals
  • Levitt Pavilion: 320 vacation rentals
  • Westport Country Playhouse: 322 vacation rentals
  • Westport Historical Society: 314 vacation rentals

But there are many other points of interest around Westport listed on Vrbo UK where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Westport?

Yes, of course. Vrbo UK has 147 Houses in Westport. Our other popular types of vacation rentals in Westport include:

  • Cottages: 14 rentals available
  • Flats: 21 rentals available
  • Cabins: 14 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Studios and more.

Can I find a vacation rental with pool in Westport?

Yes, you can select your preferred vacation rental with pool among our 43 vacation rentals with pool available in Westport. Please use our search bar to access the selection of vacation rentals available.