Westbrook vacation rentals

We found 429 vacation rentals — enter your dates for availability

Select from 47 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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Find out more about Westbrook

Why visit Westbrook

  • Beautiful Beaches: Enjoy family-friendly beaches along the picturesque Connecticut shoreline, perfect for relaxation and fun.
  • Outdoor Activities: Explore nearby state parks offering hiking, biking, and nature walks for adventure seekers.
  • Historic Attractions: Visit charming historic houses that reflect the rich culture and history of the area.
  • Cozy Accommodations: Choose from private vacation homes, cottages, and apartments for a comfortable stay.
  • Charming Local Culture: Experience the friendly atmosphere and vibrant local culture reminiscent of New Orleans.

Popular types of accommodation in Westbrook

If you're planning a getaway to Westbrook, you're in for a treat. Our most popular vacation rental options include charming houses, cozy cottages, and comfortable apartments. Whether you're looking for a spacious house rental or a relaxing resort experience, Westbrook has something for everyone. Explore our selection of vacation rentals and find the perfect place to unwind and create unforgettable memories.

  • Houses: The top choice for travelers in Westbrook, these spacious homes offer a perfect blend of comfort and privacy, ideal for families or groups.
  • Cottages: Charming and cozy, cottages are a favorite among visitors seeking a quaint and relaxing getaway by the beach.
  • Apartments: Convenient and versatile, apartments provide a home-like atmosphere in the heart of Westbrook.
  • Condos: These modern accommodations are popular for their amenities and proximity to local attractions.
  • Villas: Luxurious and spacious, villas offer an upscale retreat for those looking to indulge during their stay.**

Top attractions near Westbrook

Westbrook, Connecticut, is an ideal destination for outdoor enthusiasts and romantic getaways, offering stunning scenery and a variety of attractions. Explore beautiful beaches, visit historic houses, and enjoy the nearby state parks, perfect for travelers seeking culture, adventure, and relaxation. Whether you're traveling as a couple, with family, or friends, Westbrook has something for everyone to enjoy during your vacation.

  • Hammonasset Beach State Park: A stunning state park featuring sandy beaches, scenic trails, and opportunities for outdoor adventures like swimming, fishing, and hiking amidst beautiful coastal scenery.
  • Essex Steam Train: A charming railway museum where you can take a scenic train ride through picturesque Connecticut landscapes, immersing yourself in the rich history and culture of steam locomotion.
  • Harvey's Beach: A relaxing beach perfect for sunbathing and swimming, offering a family-friendly atmosphere with stunning views of Long Island Sound and easy access to picnic areas.

Things to do recommended for couples

Experience romance in Westbrook, Connecticut. Visit Chamard Vineyards for a cozy wine tasting, indulge in a delightful meal at Anna Mia's, and enjoy a fun round of mini-golf at Shelter Island Whale's Tail. Each spot offers a unique vibe perfect for couples seeking adventure and relaxation.

Things to do recommended for families

Your family will have a blast at Stay and Play LLC, an arcade adventure zone just 3 miles from Westbrook. For some outdoor fun, head to Ocean Beach Park, 18 miles away, or enjoy wellness at Devil’s Hopyard State Park, located 8 miles from your base.

Things to do recommended for groups

Explore the Clinton Crossing Premium Outlets for shopping and entertainment, catch a show at the Ivoryton Playhouse for a cultural experience, and browse unique finds at the Essex Saybrook Antique Village Shopping Center, all conveniently located within 4 miles of Westbrook.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Westbrook

When traveling with a group, family, or pets, or if you're seeking extended stays, it's important to prioritize your preferences. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Westbrook with a group: Think about how many bedrooms you'll require, as well as features like a complete kitchen or outdoor area for group gatherings. The good news is that you can easily filter for these options and many more on Vrbo.
  • Traveling to Westbrook with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private pool. Additionally, you may want to think about how close you are to attractions that are enjoyable for the whole family.
  • Taking your pets with you to Westbrook: For many people, a family vacation wouldn’t be the same without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds to ensure that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Westbrook: If you're in search of vacation rentals that offer special rates for stays of a month or more, you've come to the right spot. By using the appropriate filter, you'll be able to easily discover and save on monthly rentals. Don't forget to consider adding options like a parking space, a well-equipped kitchen, or a private pool to your search criteria.

Where to stay near Westbrook

Westbrook, Connecticut, is the perfect getaway for those seeking a blend of relaxation and outdoor adventure. Explore the scenic Connecticut shoreline, where family-friendly beaches and charming towns await. Nearby, enjoy the inviting atmosphere of Door County or immerse yourself in the vibrant culture reminiscent of New Orleans. Whether you're looking for a romantic retreat or a fun-filled family vacation, Westbrook offers a delightful escape with friendly locals and stunning views.

  • Old Saybrook: Nestled just 4 miles from Westbrook, Old Saybrook is a charming coastal city that beckons travelers with its stunning outdoor scenery and romantic ambiance. The city is known for its picturesque beaches and serene lakes, making it a perfect spot for relaxation and family outings. Enjoy recreational activities like golfing and catch a live music concert at local venues. With its inviting parks and waterfront access, Old Saybrook provides a delightful blend of leisure and adventure for every visitor.
  • Greenport: Located 13 miles from Westbrook, Greenport is a delightful seaside city renowned for its beautiful beaches and romantic atmosphere. This vibrant destination is ideal for those looking to unwind while enjoying outdoor activities. Explore local golf courses and catch an exciting concert, or simply relax at one of the area's charming resorts. With family-friendly beaches and event venues, Greenport offers a perfect blend of fun and relaxation, making it an ideal getaway for travelers seeking a coastal experience.
  • Old Lyme: Situated 7 miles away from Westbrook, Old Lyme is a picturesque city that captivates visitors with its outdoor adventures and scenic beauty. Known for its recreational areas and stunning beaches, Old Lyme is a haven for nature lovers and thrill-seekers alike. Enjoy music concerts and stay at delightful resorts, all while being close to national and state parks. Whether hiking along scenic trails or simply soaking up the coastal charm, Old Lyme offers an unforgettable experience for every adventurer.

Best time to go to Westbrook

If you're planning a trip to Westbrook, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January31.3°F (-0.4°C)Light RainMostly SunnyAverageModerately Low
February32.4°F (0.2°C)Light RainMostly SunnyAverageModerately Low
March38.5°F (3.6°C)Light RainMostly SunnyAverageModerately Low
April48.2°F (9.0°C)Light RainMostly SunnyAverageAverage
May57.9°F (14.4°C)Light RainMostly SunnyAverageAverage
June66.4°F (19.1°C)Light RainMostly SunnyModerately HighModerately High
July73.8°F (23.2°C)Light RainMostly SunnyModerately HighModerately High
August72.7°F (22.6°C)Light RainMostly SunnyModerately HighModerately High
September66.2°F (19.0°C)Light RainMostly SunnyAverageAverage
October56.5°F (13.6°C)Light RainMostly SunnyModerately LowAverage
November45.5°F (7.5°C)Light RainMostly SunnyModerately LowAverage
December37.8°F (3.2°C)Light RainMostly SunnyModerately LowAverage

Booking with Vrbo is simple

Looking to save money on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate significantly. Plus, extending your stay often results in even more savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental. We're here to help you find the best options for your trip.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board is designed to help you plan your travels with ease. You can create new trips, update your existing plans, or manage your bookings all in one place. Your saved and booked properties are conveniently organized into categories: Potential Trips, Upcoming Trips, and Current Trips. To start exploring your Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

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 best area to stay in Westbrook, Connecticut, United States of America when booking a vacation rental?
When considering a vacation rental in Westbrook, Connecticut, the area near the shoreline is an excellent choice. This picturesque neighborhood offers easy access to beautiful beaches and stunning waterfront views, making it ideal for those who enjoy outdoor activities. You can spend your days relaxing on the sandy shores or exploring the local marinas.

Another appealing aspect of this area is its proximity to attractions like the Westbrook Outlets, where you can find great shopping options, and the charming local restaurants that showcase fresh seafood and New England cuisine. The number of vacation rentals in this coastal region varies, providing a range of options from cozy cottages to larger homes suitable for families or groups.

Staying near the shoreline not only allows you to immerse yourself in the natural beauty of Westbrook but also makes it easy to explore nearby towns and their unique offerings.
How much does it cost to rent a vacation home in Westbrook?
Prices for vacation rentals in Westbrook vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Westbrook to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Westbrook vacation house rentals?
You can find great discounts on house rentals in Westbrook on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Westbrook?
For renting a beach house in Westbrook, consider the picturesque shoreline near Westbrook Town Beach, which offers a range of vacation rentals just a short walk from the sandy shores. Many properties in this area provide amenities such as spacious decks for outdoor dining, fire pits for evening gatherings, and fully equipped kitchens ideal for meal preparation after a day at the beach. This beach is popular for its calm waters, making it suitable for families with children.

Additionally, the area around the Westbrook Marina is another great option, where you can find waterfront rentals that often feature private docks or easy access to boating and fishing. These properties typically come with comfortable living spaces, outdoor grills, and sometimes even kayaks or paddleboards available for guests. The proximity to local seafood restaurants and shops adds convenience for travelers looking to explore the culinary scene.

For those interested in exploring further, the nearby Hammonasset Beach State Park in Madison offers hiking trails and nature experiences, with the opportunity to find vacation rentals that provide peaceful retreats while still being close to the beach. Find your rental near the beach in Westbrook.
What is the most popular type of vacation rental accomodation in Westbrook?
In Westbrook, vacation houses are the most popular option, with around 31 available throughout the area. These homes often feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups. Many vacation houses also include outdoor spaces like decks or gardens, great for enjoying the coastal atmosphere. Additionally, there are about 19 charming cottages that provide a cozy, quaint experience, often located near the beach or scenic spots. For those seeking more compact accommodations, several condos and apartments are available, typically offering convenient amenities such as pools or fitness centers.
Are there any family house rentals in Westbrook?
In Westbrook, Connecticut, there are a variety of family-friendly house rentals available, with approximately 33 options throughout the area. Many of these homes are situated close to the shoreline and provide easy access to beautiful beaches, making them great for family outings. Visitors can find properties featuring spacious living areas, fully equipped kitchens for preparing meals, and outdoor patios or decks ideal for relaxation and barbecues.

Moreover, some rentals may include amenities such as game rooms or private yards, ensuring that children have space to play while adults unwind. The locale is also near attractions like the Westbrook Outlets for shopping and various local parks that offer recreational activities, enhancing the overall experience for families.
Can I rent a vacation home with a pool or hot tub in Westbrook?
In Westbrook, Connecticut, there are several vacation homes available for rent that feature pools and hot tubs. This charming coastal town offers a mix of beachfront and inland properties, allowing travelers to choose their ideal setting. Many of these vacation rentals come equipped with private pools and hot tubs, creating a superb space for relaxation and enjoyment after a day of exploring the area.

Travelers can also expect amenities such as spacious outdoor patios, fully equipped kitchens, and comfortable living areas, making these homes suitable for families and groups. The proximity to local beaches and recreational activities enhances the overall experience, providing a blend of leisure and adventure. Find your rental in Westbrook with a pool or a hot tub.
Can I find long-stay vacation rentals in Westbrook?
A long-stay vacation rental in Westbrook is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Westbrook?
In Westbrook, Connecticut, travelers can find a variety of pet-friendly house rentals that offer both comfort and convenience. With around 16 options available, visitors can choose from charming coastal cottages to spacious family homes. Many rentals are equipped with amenities such as fully stocked kitchens, outdoor spaces, and cozy living areas, making them great for a relaxing getaway.

The area is known for its beautiful beaches, like the popular Westbrook Town Beach, which welcomes pets, providing a great spot for walks and playtime. Additionally, nearby areas such as the Hammock River Wildlife Area offer scenic trails where pets can enjoy nature.
Are there any remote work vacation rentals in Westbrook?
In Westbrook, Connecticut, there are numerous vacation rentals suitable for remote work, with about 50 options available. Many of these properties come equipped with high-speed internet, allowing for seamless connectivity during your stay. Travelers can expect amenities such as dedicated workspace areas, comfortable furnishings, and often a peaceful environment conducive to productivity.

The location itself is charming, with easy access to local attractions like the beautiful beaches along the Long Island Sound, which can provide a nice break after a day of work. Additionally, nearby shopping and dining options enhance the experience, giving you a chance to explore the local culture. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Westbrook vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Westbrook with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Westbrook?
In Westbrook, vacation rentals commonly feature a range of amenities that cater to travelers' needs. Most properties come equipped with kitchens, allowing guests to prepare their own meals. Many rentals also include decks or patios, providing outdoor spaces to relax and enjoy the fresh air. Onsite parking is typically available, making it convenient for those traveling by car. Additionally, many units offer coffee and tea makers, ensuring guests can enjoy their favorite morning beverages.
When is the best time to visit Westbrook for a vacation rental?
The best time to visit Westbrook for a vacation rental is during the summer months, particularly in July when the area is in full swing. This peak season, covering June through August, attracts beachgoers and families eager to enjoy the warm weather, with temperatures ranging from the mid-60s to the high 80s Fahrenheit. Visitors can indulge in a variety of outdoor activities, including swimming, kayaking, and exploring the charming coastal scenery that Westbrook has to offer.

July is the most vibrant month, with the shoreline bustling with tourists and local events. The lively option enhances the enjoyment of the beautiful beaches, as well as the many dining options that boast fresh seafood and local cuisine. It's an ideal time for those looking to soak in the sun and partake in the community spirit.

For travelers seeking a more budget-conscious option, consider planning your trip in December. This quieter month offers a great experience, with a chance to explore the area's winter charm and enjoy a peaceful retreat. While the beaches might not be the main attraction, you can still find cozy accommodations and enjoy local holiday festivities.

Ultimately, whether you prefer the energetic summer vibe or the serene winter experience, Westbrook has something to offer every traveler.
How early should I book a Westbrook vacation rental?
Book your Westbrook vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Westbrook, Connecticut, United States of America?
In Westbrook, Connecticut, visitors can enjoy a variety of attractions that highlight the town's coastal charm and natural beauty. The Westbrook Town Beach is a popular spot for sunbathing and swimming, offering a relaxed atmosphere with scenic views of Long Island Sound. Nearby, the charming village center features local shops and eateries, providing a taste of the local culture.

For those interested in outdoor activities, the nearby Cockaponset State Forest offers hiking trails and opportunities for birdwatching, making it a great destination for nature enthusiasts. Additionally, the Westbrook Outlets provide a shopping experience with a range of brand-name stores, superb for a day of retail therapy.

The town's proximity to the Connecticut River also allows for activities such as kayaking and paddleboarding, adding to the appeal for those looking to explore the waterways.
Can I change or cancel my Westbrook home rental booking on Vrbo?
To find Westbrook vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Westbrook vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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