Westbrook vacation rentals

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your current months are May, 2024 and June, 2024.
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Select from 44 homes, 25 cottages, and other vacation rentals in Westbrook to find one that's perfect for your trip. Whether you’re traveling with friends, family, or just with your pet, vacation homes have the amenities you expect for your stay, which might include a pool and a washer and dryer. You'll be sure to find a rental for everyone's needs, including options that are accessible or non-smoking.

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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.

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 weather in Westbrook

If warm-weather activities are high on your list, July, August, June and September are the hottest months to visit, when temperatures average 72°F.

Exploring the natural features in Westbrook

Whether you're looking for adventure or just want to spend some time taking in the scenery, Westbrook is a great spot to appreciate mother nature. These are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city center:

  • Westbrook Town Beach (0.9 mi / 1.4 km)
  • Harvey's Beach (2.9 mi / 4.7 km)
  • Hammonasset Beach (5.6 mi / 9.1 km)
  • Hammonasset Beach State Park (5.8 mi / 9.3 km)
  • Gillette Castle State Park (9.8 mi / 15.8 km)
  • Rocky Neck State Park (10.9 mi / 17.5 km)

How to get to and around Westbrook

Fly into New Haven, CT (HVN-Tweed - New Haven Regional), the closest airport, located 23 mi (37 km) from the city center. If you can't find a flight that works for your travel itinerary, you might consider flying into New London, CT (GON-Groton - New London), which is 21.1 mi (34 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Westbrook?

The most sought-after types of vacation rentals in Westbrook are houses. Hoping for something different? Vrbo has a variety of options to match the needs of our guests, so you'll see vacation homes in all shapes and sizes, and for all budgets. The ideal fit is waiting for you — find yours today.

How much does it cost to rent a vacation rental in Westbrook?

Length of stay, property type and season are some of the things that can determine the price of a vacation home. Simply enter your dates of travel to find the ultimate escape. From quaint country cottages to expansive luxury villas, all Vrbo vacation rentals offer terrific value.

How much does it cost to rent a beach house in Westbrook?

The average price for a vacation rental by the beach in Westbrook will depend on when you're going and the type and size of property you're looking for. You can easily find prices on Vrbo by entering your destination and travel dates. Then use our handy filter tool to choose the number of bedrooms and amenities essential to you, like WiFi, air conditioning and a hot tub.

Are there pet-friendly vacation rentals in Westbrook?

Good news. There are. Pick from 61 vacation homes that welcome pets in Westbrook on Vrbo. Our cuddly best friends also deserve a getaway, so simply use our search function for pet-friendly vacation rentals to book a pad where Spot can lap up the good times.

Can I rent a house with a pool in Westbrook?

Add a whole new level of fun to your getaway by booking your family into one of the 12 houses with a private pool in Westbrook. Use our search filter to find properties with pools on Vrbo, then spend lazy days splashing around in a swimming pool that's for your exclusive use.

What are popular rental amenities in Westbrook?

A nearby river, a garden and a nearby waterfront rank as the most popular rental amenities in Westbrook. Whether you're planning to travel as a party of one, with your better half or a group of best friends, Vrbo can help you find a vacation home that matches your tastes with all the conveniences you're looking for.

Are there large group vacation rentals in Westbrook?

With six vacation rentals that can host 10 guests or more in Westbrook, you won't have to leave anyone off your invite list. From fun family get-togethers to events like birthday and Christmas parties, Vrbo will help you find a large group rental that fits the occasion.

Are there vacation rentals in Westbrook that welcome kids?

Bring the entire family together for fun-filled adventures in Westbrook at one of our 61 family-friendly vacation homes. Lots of these stays offer conveniences that are just perfect for getaways with the kids, including laundry facilities, multiple bedrooms and swimming pools. Simply check the "Properties good for families" filter and choose your favorite option.

What are the top attractions for families in Westbrook?

You'll find loads of awesome things to do and see with the family in Westbrook, such as:

  • Essex Steam Train
  • Harveys Beach
  • Westbrook Town Beach

Are there one-bedroom vacation rentals in Westbrook?

Westbrook has seven one-bedroom rentals on offer. Often positioned in sought-after areas because of their smaller size, a one-bedroom rental is ideal if you're traveling with a friend or your partner. And with home comforts such as wireless internet and more privacy than a standard hotel, you'll be able to kick back while enjoying this incredible destination.

Can I find two-bedroom vacation rentals in Westbrook?

Pick from 15 two-bedroom vacation rentals in Westbrook. Settle the kids into the second room or fill it with a couple of your favorite people. There's enough space for whoever's fortunate enough to be joining your journey.

Are there vacation rentals with WiFi in Westbrook?

Westbrook has 23 vacation rentals with WiFi, so you'll be able to stay connected while you're on vacation. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming Hollywood blockbusters to checking emails, these Vrbo homes make it a breeze to get online.

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