Westbrook holiday lettings

We found 404 holiday rentals — enter your dates for availability

Select from 43 homes, 24 cottages and other holiday rentals in Westbrook to find one that's perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday homes have the amenities that you expect for your stay, including parking and a TV. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Westbrook

Showing deals for:6 Mar - 13 Mar

Image gallery for Bohemian Old Life Saving Station with Beach & Pool

Front of house
10 out of 10, Exceptional, (32 reviews)
Exceptional
(32 reviews)

Bohemian Old Life Saving Station with Beach & Pool

East Marion, NY

8% off
Price is £7,561
for 7 nights, 1 home
£1,080 per night
includes taxes & fees
Bohemian Old Life Saving Station with Beach & Pool

Find spaces that suit your style

Why visit Westbrook

  • Stunning Beaches: Relax at West Beach and Westbrook Town Beach, perfect for sunbathing and swimming.
  • Picturesque Coastal Strolls: Enjoy leisurely walks along the scenic coastline and marina, immersing yourself in nature.
  • Charming Village Centre: Explore the delightful Westbrook Centre, filled with local shops and eateries.
  • Outdoor Adventures: Discover nearby state parks, ideal for hiking and exploring the beautiful landscapes.
  • Welcoming Community: Experience the friendly atmosphere of Westbrook, where locals are eager to share their town.

Popular types of accommodation in Westbrook

Planning a getaway to Westbrook? The excitement of selecting your ideal accommodation awaits! Discover the most sought-after options, including houses, charming cottages, and modern apartments. Whether you're searching for Westbrook holiday rentals or house rentals, we offer a diverse range of vacation rentals to suit your needs. Enjoy transparency, savings, and reassurance as you find the perfect place to unwind in this delightful destination.

  • Houses: The top choice for holidaymakers in Westbrook, offering spacious and comfortable settings ideal for families or groups.
  • Cottages: A delightful option for a quaint and charming escape, perfect for those seeking a relaxing stay in a picturesque setting.
  • Apartments: A convenient choice for couples or solo travellers, providing modern amenities and easy access to local attractions.
  • Condos: These stylish accommodations offer a blend of comfort and luxury, ideal for those looking for a bit more space.
  • Villas: Perfect for an upscale getaway, villas provide lavish living with stunning views and private amenities.**

Top attractions in and around Westbrook

Westbrook, Connecticut, offers a delightful escape for those seeking outdoor and romantic experiences amid stunning scenery. With attractions such as West Beach, Westbrook Town Beach, and the charming Westbrook Centre, visitors can indulge in cultural and beach activities. The area is ideal for leisurely strolls along the coast, enjoying the marina, and immersing oneself in the natural beauty of the nearby state parks. Don't miss the chance to relax by the beach and explore this picturesque destination.

  • Hammonasset Beach State Park: A stunning national park located 3.7km from Westbrook, featuring miles of sandy beach, scenic trails, and opportunities for outdoor adventures like hiking and birdwatching, perfect for nature enthusiasts.
  • Westbrook Town Beach: Nestled within Westbrook, this charming beach offers a relaxing atmosphere, ideal for sunbathing, swimming, and enjoying picturesque sunsets by the shore.
  • Essex Steam Train: Situated 3.1km away, this railway museum offers a nostalgic journey through history with scenic train rides, showcasing the rich culture and heritage of the region.

Things to do recommended for couples

For a delightful romantic getaway in Westbrook, visit Chamard Vineyards for a charming wine experience. Enjoy a meal at Anna Mia's, perfect for couples, and take a fun outing to Shelter Island Whale's Tail for some playful mini-golf. Each spot offers unique vibes for a memorable holiday.

Things to do recommended for families

Families visiting Westbrook can have a thrilling time at Stay and Play LLC, an arcadeAdventureZone just 1.9km away. For some outdoor fun, Ocean Beach Park offers a lovely pool, while Devil’s Hopyard State Park is perfect for relaxation and wellness, located 5.0km from town.

Things to do recommended for groups

Explore the Clinton Crossing Premium Outlets for a delightful shopping experience, or enjoy a captivating show at the Ivoryton Playhouse, perfect for culture lovers. Don't miss a visit to the Saybrook Country Barn for unique finds, all within a short drive from Westbrook.

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

If you're travelling with a group, family, or pets, or if you’re seeking extended stays, it's important to filter your options according to your top priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Westbrook with a group: Think about how many bedrooms you will require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and much more on Vrbo.
  • Traveling to Westbrook with young kids: Travelling with young children can present its own set of challenges. It’s important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Westbrook: For many, a family holiday wouldn't be the same without their four-legged companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Westbrook: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities like parking, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay near Westbrook

Westbrook, Connecticut, offers a delightful blend of outdoor adventures and romantic scenery, perfect for a relaxing getaway. Explore family-friendly attractions and charming neighbourhoods where friendly locals welcome you. Nearby, discover picturesque spots that provide a budget-friendly experience without sacrificing charm. Whether you're seeking a tranquil retreat or a fun-filled family trip, Westbrook is an ideal destination for your next holiday, ensuring a memorable escape in this quaint seaside town.

  • Old Saybrook: Located a mere 2.5km from Westbrook, Old Saybrook is a delightful coastal town offering stunning outdoor experiences and picturesque scenery. Known for its romantic ambiance, visitors can enjoy a variety of activities such as golfing, attending music concerts, or simply relaxing in the local recreational areas. The town's landmarks include beautiful beaches and serene lakes, making it an ideal spot for families and couples alike to unwind and appreciate the natural beauty of Connecticut.
  • Greenport: Situated 8.1km from Westbrook, Greenport is a charming seaside city that invites travellers seeking a romantic beach getaway. This vibrant location is renowned for its array of outdoor activities and upscale resorts. Popular pastimes include golfing and enjoying live music at local venues. With its stunning beaches and family-friendly atmosphere, Greenport also features conference event spaces, making it an excellent choice for both leisure and business travellers looking to blend work with relaxation.
  • Madison: Just 4.3km from Westbrook, Madison is a picturesque town that promises outdoor adventures and breathtaking scenery. The area is perfect for those who enjoy recreational activities and live music, with numerous golf courses available for enthusiasts. Madison's highlights include beautiful beaches and the nearby national state park, providing ample opportunities for exploration and enjoyment of nature. This idyllic setting is perfect for families and adventurers alike, ensuring a memorable experience.

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 a breeze

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Furthermore, extending your stay often results in substantial savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to search by price, location, and type of accommodation.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides you with a dedicated space to plan new journeys, keep track of your arrangements, and manage your bookings effectively. The accommodations you’ve saved or reserved are conveniently categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The beachside setting of Westbrook is ready to explore

The beaches and other outdoor surroundings create an inviting atmosphere in Westbrook. Travellers especially like the spas, restaurants and shopping in this relaxing and welcoming city. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Westbrook

Are you hoping to discover things to do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Westbrook a fun place to get away to. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Kontokosta Winery (12.6 mi / 20.2 km)
  • Machimoodus State Park (14.6 mi / 23.5 km)
  • The Old Field Vineyards (14.9 mi / 24 km)
  • Dinosaur Place at Nature's Art (15.5 mi / 25 km)
  • Stay and Play LLC (3.3 mi / 5.4 km)
  • Chamard Vineyards (5.1 mi / 8.2 km)

Exploring the natural features in Westbrook

Whether you're an adventurous traveller or just want to take in the scenery, Westbrook is a great place to get out in nature. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Westbrook Town Beach (0.7 mi / 1.1 km)
  • Harvey's Beach (2.9 mi / 4.7 km)
  • Clinton Town Beach (3.9 mi / 6.2 km)
  • Hammonasset Beach (5.6 mi / 9.1 km)
  • Goose Island (6.2 mi / 10 km)
  • Guilford Town Green (12.1 mi / 19.5 km)

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 21°C.

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 centre. If you can't find a flight that's convenient for your trip, you could also fly into Fishers Island, NY (FID-Elizabeth Field), which is 21.9 mi (35.2 km) away.

Frequently asked questions

What is the best area to stay in Westbrook when booking a holiday rental?
When considering a holiday rental in Westbrook, Connecticut, the ideal area to stay in is the coastal neighbourhood near the beach. This picturesque region offers easy access to the sandy shores of Westbrook Town Beach, great for sunbathing, swimming, and enjoying seaside walks. The area is also close to the charming Westbrook Village, where you can explore local shops and grab a bite at delightful eateries.
How much does it cost to rent a holiday home in Westbrook?
Prices for holiday 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 holiday 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, Connecticut, the area along the shoreline offers a delightful selection of properties. The beach near Westbrook Town Beach is particularly popular among travellers, providing easy access to sandy shores and calm waters, ideal for swimming and sunbathing. Here, you can find beach houses that often come with amenities such as outdoor decks for enjoying the sea breeze, well-equipped kitchens for self-catering, and sometimes even private beach access, making it a great spot for family gatherings or romantic getaways.

The nearby Hammonasset Beach State Park also presents additional options for beach rentals, where you can enjoy a more expansive stretch of coastline. Properties in this area frequently feature amenities like fire pits for evening gatherings, spacious living areas, and outdoor showers to rinse off after a day at the beach. The park itself offers walking trails and picnic areas, adding to the overall appeal.
What is the most popular type of holiday rental accomodation in Westbrook?
In Westbrook, holiday houses are the most popular type of rental, with around 34 available throughout the area. These houses are often situated in scenic locations, providing ample space for families or groups. Most feature fully equipped kitchens, spacious living areas, and outdoor decks or patios, ideal for enjoying the beautiful New England surroundings. Additionally, there are about 21 cottages that offer a quaint, rustic charm, often located closer to the coastline, great for those looking to relax by the beach. Although there are only several apartments and condos, these typically provide convenient amenities such as kitchen facilities and close proximity to local shops and dining options.
Are there any family house rentals in Westbrook?
In Westbrook, Connecticut, there are a variety of family-friendly house rentals available—around 36 in total. This charming coastal town offers a great setting for families, with properties located near beautiful beaches and local attractions. Many of these homes provide spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces where children can enjoy themselves.
Can I rent a holiday home with a pool or hot tub in Westbrook?
In Westbrook, Connecticut, there are several holiday homes available for rent that feature pools and hot tubs, making it an attractive destination for travellers seeking relaxation. The area offers a mix of charming coastal properties and more secluded homes, often located in picturesque surroundings. Many of these rentals come equipped with amenities such as private pools, hot tubs, outdoor seating areas, and fully equipped kitchens, ideal for both leisurely family gatherings and entertaining guests.
Can I find long-stay holiday rentals in Westbrook?
A long-stay holiday rental in Westbrook is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Westbrook?
In Westbrook, there are several pet-friendly house rentals available, with a total of 21 options for travellers to consider. Many of these properties are located near the picturesque shoreline, providing easy access to the beach and stunning views of Long Island Sound. Travellers can expect amenities such as spacious living areas, well-equipped kitchens, and outdoor spaces like decks or patios, ideal for relaxing with pets after a day of exploring.

The town's proximity to various parks and natural areas makes it a great destination for pet owners. For instance, the nearby Hammonasset Beach State Park is a popular spot, featuring expansive sandy beaches and walking trails that welcome pets on leashes. Additionally, the scenic Westbrook Town Beach is another local highlight, offering a welcoming environment for families and their furry companions.
Are there any remote work holiday rentals in Westbrook?
In Westbrook, Connecticut, there are numerous remote work-friendly holiday rentals available, with around 54 options to choose from. This charming coastal town offers a variety of accommodations that cater to those looking to balance work and leisure. Many properties feature dedicated office spaces, complete with desks, chairs, and high-speed Wi-Fi, ensuring a productive environment for remote workers. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Westbrook holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Westbrook with parking available—perfect for families or travellers 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, popular holiday rental amenities include well-equipped kitchens, which typically feature essential appliances such as microwaves and stovetops, along with cookware, dishware, and utensils for preparing meals. This makes it convenient for guests to enjoy home-cooked meals during their stay. The availability of these amenities caters to travellers looking for a comfortable and self-sufficient living space while they explore the charming coastal town and its nearby attractions.
When is the best time to visit Westbrook for a holiday rental?
The best time to visit Westbrook for a holiday rental is during the peak season from June to August. This vibrant period attracts many beachgoers and families eager to enjoy the sun, sea, and sand along the Connecticut coastline. July is particularly popular, offering warm temperatures averaging in the low 30s Celsius, great for swimming, sunbathing, and a variety of outdoor activities.

During these summer months, the town comes alive with events and attractions, making it an ideal time for those who appreciate a lively atmosphere. You can indulge in fantastic local seafood, explore the charming shops, or take part in outdoor adventures, such as kayaking in the nearby waterways.

If you're seeking a more budget-friendly option, consider planning your visit in December. During this time, Westbrook transforms into a winter wonderland, offering a unique charm with holiday festivities and a chance to enjoy the tranquil beauty of the coastal landscape.
How early should I book a Westbrook holiday rental?
Book your Westbrook holiday 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 holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Westbrook home rental booking on Vrbo?
To find Westbrook holiday 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 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 travellers 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 cosy cabin or a beach house, 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 holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, 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 organising 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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