Discover a selection of 253 vacation rentals in Westbrook, CT that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and air conditioning. Prices start at $110 per night, and houses and cottages are popular options for a stay in Westbrook. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Westbrook
Destination guide

Wind down in Westbrook

Discover one of Connecticut's most picturesque towns and an ample helping of family fun in Westbrook, a laidback community serving up a great base for a getaway to New England. Nestled against the shoreline of Long Island Sound, the area's annual fall foliage display attracts travelers from across the country, although an array of exciting activities and one-of-a-kind attractions ensure a memorable stay can be enjoyed all year round. Once you choose your Westbrook vacation rental, you'll find everything from relaxed beach days and scenic railroad excursions to quaint downtown shopping and numerous foodie hotspots are on the agenda.

Things to do

Iconic experiences near Westbrook

A gateway to stunning New England, Westbrook vacation rentals place travelers within a quick drive of an abundance of quintessential experiences. Within a 10-minute jaunt of many rentals, vacationers can soak up the stunning scenery of Connecticut's unspoiled river valley aboard the historic Essex Steam Train. From the same location, those who are longing to be out on the water can head off on an evening riverboat cruise. Travelers exploring without kids in tow will want to include a visit to nearby Bishop's Orchard Farm Market & Winery on their Westbrook travel list.


Indoor and outdoor delights in Westbrook

Souvenir hunters and fashionistas find that an array of unique stores and a well-stocked mall means a helping of retail therapy is always an option, and if you're in need of a little downtime after choosing your new must-haves, everything from casual bites to full-on gourmet fare can be savored in the town's dining spots. Those who prefer to spend their time outdoors can expect to be equally impressed. Beautiful beaches strewn with shells and tidal treasures, and mile after mile of pristine coastal reserve, mean it's never been easier to squeeze in some outdoor time with family and friends.


Seasonal highlights in Westbrook

There's little that is more picturesque and old-world romantic than the sight of New England in the fall. As the area's famous fiery glow starts to make its way across the landscape, so too do the vacationers keen to admire the show. The popularity of the season means that Westbrook vacation rentals are quickly snapped up, so it pays to confirm your preferred spot early on. Of course, it's not just during fall that Westbrook is a good option. With miles of picturesque coastline to explore, spending the sun-drenched summer months of July through September here always proves delightful.

Natural features

Outdoor adventures in Westbrook

This area is home to a wide variety of critters and the Stewart B. McKinney National Wildlife Refuge provides a home to many of them. Along with a selection of diverse habitats, the refuge offers a range of visitor activities, among them hiking, birding and photography. Those who prefer to be in the water will find tremendous kayaking takes place along the Menunketesuck River, while travelers keen for more of the same can head to the nearby Indian River Marina, where canoeing and stand-up paddle boarding through a scenic tidal wetland are also on the menu.

How to get there

How to get to and around Westbrook

Fly into New London, CT (GON-Groton - New London), the closest airport, located 21.1 mi (34 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to Fishers Island, NY (FID-Elizabeth Field), which is 21.9 mi (35.2 km) away.

How many vacation rentals are available around Westbrook, CT?

Our 2021 property listings offer a large selection of 253 vacation rentals around Westbrook. From 226 house rentals to 70 cottage rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Houses in Westbrook?

Yes, of course. Vrbo has 226 Houses in Westbrook. Our other popular types of vacation rentals in Westbrook include:

  • Cottages: 70 rentals available
  • Condos/Apartments: 14 rentals available
  • Cabins: 70 rentals available

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

Can I find a vacation rental with pool in Westbrook?

Yes, you can select your preferred vacation rental with pool among our 22 vacation rentals with pool available in Westbrook. Please use our search bar to access the selection of vacation rentals available.