Discover a selection of 237 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 null 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.
Top rated rentals — Westport
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.

How many holiday rentals are available around Westport?

Our 2022 accommodation listings offer a large selection of 237 holiday lettings around Westport. From 183 houses to 14 cottages, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break.

What are the most popular points of interest and landmarks to stay near when travelling to Westport?

Vrbo UK offers a large selection of holiday accommodations near great places in Westport. From Vrbo UK travellers, the most popular points of interest to stay near are:

  • Earthplace Museum: 392 holiday lettings
  • Westport Country Playhouse: 400 holiday lettings
  • Westport Historical Society: 394 holiday lettings
  • Westport Farmers Market: 396 holiday lettings
  • Levitt Pavilion: 400 holiday lettings

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 holiday rentals available near the point of interest of your choice.

Can I rent Houses in Westport?

Yes, of course. Vrbo UK offers 183 Houses in Westport. Our other popular types of Westport holiday rentals include:

  • Cottages: 14 self catering accommodations
  • Flats: 42 self catering accommodations
  • Cabins: 14 self catering accommodations

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

Can I find a holiday accommodation with pool in Westport?

Yes, you can select your preferred holiday accommodation with pool among our 51 holiday homes with pool available in Westport. Please use our search bar to access the selection of holiday rentals available.