Photo by The Maine Way of Life

Westbrook holiday lettings

We found 507 holiday rentals — enter your dates for availability

Discover a selection of 11 homes and other holiday rentals in Westbrook that are perfect for your trip. Whether you're staying in a holiday rental with a group or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include Wi-Fi and a washer and dryer. You're sure to find 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:17 Oct - 24 Oct
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Why visit Westbrook

  • Scenic Outdoor Adventures: Westbrook is perfect for nature enthusiasts, offering various outdoor activities amidst stunning landscapes.
  • Charming Coastal Experience: Enjoy the picturesque Westbrook Bay and quaint seaside towns like Westgate, ideal for relaxation.
  • Cultural Richness: Explore historic houses and local universities that add depth to your visit.
  • Family-Friendly Atmosphere: Westbrook's welcoming communities make it a great destination for families seeking adventure.
  • Diverse Accommodation Options: Choose from cosy cottages to modern condos, ensuring a comfortable stay tailored to your needs.

Popular types of accommodation in Westbrook

Planning a getaway to Westbrook? The next step is selecting the perfect place to stay. From charming houses and cosy cottages to modern condos, Westbrook offers a variety of holiday rentals to suit your needs. Whether you're searching for a spacious house rental or a quaint bed and breakfast, you'll find plenty of options for a memorable stay in this delightful destination.

  • Houses: The top choice for visitors to Westbrook, these homes offer spacious and comfortable settings perfect for families or groups.
  • Cottages: A charming second option, these quaint dwellings provide a cosy atmosphere ideal for a romantic getaway or a peaceful retreat.
  • Condos: Third on the list, condos offer modern amenities and conveniences, perfect for short or extended stays.
  • Apartments: These versatile living spaces come in various sizes, making them suitable for solo travellers or couples.
  • Cabins: A rustic fifth option, cabins are perfect for those looking to immerse themselves in nature.**

Top attractions near Westbrook

Westbrook, Maine, is an ideal destination for those seeking outdoor adventures, romantic getaways, and scenic beauty. Visitors can explore a variety of attractions, including entertainment arenas, historic houses, and universities, all of which offer a rich cultural experience. Whether you're travelling with family or looking for an outdoor retreat, Westbrook has something to offer everyone, making it a delightful spot for a memorable holiday.

  • University of New England: A modern institution featuring vibrant city vibes, the University of New England offers a contemporary campus atmosphere with engaging student life and a focus on innovation in education.
  • University of Southern Maine: This historic university exudes cultural charm, showcasing beautiful architecture and a rich academic tradition, making it an inspiring place for learners and visitors alike.
  • Portland Museum of Art: An art lover's paradise, the Portland Museum of Art features an impressive collection of American and European artworks, offering a deep dive into culture and creativity.

Things to do recommended for couples

Seeking a romantic getaway in Westbrook? Start with an evening at Thompson's Point for a lively music concert, then indulge in luxury at the nearby Gorham Country Club. These local experiences promise a delightful escape for couples looking to create lasting memories.

Things to do recommended for families

Your family will have a delightful time at Hadlock Field, just 3.1km from Westbrook, enjoying the lively sports atmosphere. For a dash of adventure, Bayside Bowl, also 3.1km away, offers fun-filled arcade experiences. Don’t miss the serene Fore River Sanctuary, merely 1.9km away, perfect for relaxation.

Things to do recommended for groups

Groups visiting Westbrook can indulge in retail therapy at the nearby Maine Mall, enjoy a cultural evening at the State Theatre, or unwind with a round of golf at Sable Oaks Golf Course, all within a short distance for a delightful local experience.

Booking with Vrbo is simple

Are you aiming to cut costs on your upcoming holiday? It may be beneficial to remain flexible with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to organise your search by price, location, and type of holiday rental.

Where to stay near Westbrook

Westbrook, Maine, offers a delightful blend of outdoor adventures and romantic scenery, making it an ideal destination for various types of travellers. Explore the charming Westbrook Bay and consider staying in cosy holiday homes nearby. The quaint seaside town of Westgate and the desirable West End beckon with their family-friendly atmospheres and friendly locals. Whether you seek urban excursions or a peaceful retreat, Westbrook promises an unforgettable experience.

  • Portland: Located a mere 3.7km from Westbrook, Portland is a vibrant city that offers a delightful mix of outdoor adventures and urban charm. Known for its stunning scenery, visitors flock to Portland for its beautiful beaches and serene lakes. The city boasts a lively theatre scene and an array of arena entertainment facilities, making it perfect for family outings. Don’t miss the bustling shopping mall centre, where you can find a variety of shops and eateries. Whether you’re strolling along the waterfront or enjoying a day at the beach, Portland promises a memorable experience.
  • Scarborough: Also just 3.7km from Westbrook, Scarborough is renowned for its breathtaking beaches and outdoor activities. This picturesque city is an ideal destination for those looking to immerse themselves in nature while enjoying scenic views. Visitors can explore local educational attractions or indulge in retail therapy at the shopping centre. Scarborough’s family-friendly beaches are perfect for a day of sun and sand, and its tranquil lakes provide a serene backdrop for relaxation. With its delightful mix of recreation and relaxation, Scarborough is a must-visit.
  • South Portland: Situated 4.3km from Westbrook, South Portland is a dynamic city that caters to families and business travellers alike. This vibrant locale features a variety of shopping centres and educational facilities, making it a convenient stop for those on the go. The local landmarks include beautiful beaches and scenic lakes, providing ample opportunities for outdoor fun and relaxation. Whether you’re exploring the city’s commercial offerings or enjoying a family day out, South Portland offers a diverse and enriching experience for all visitors.

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 in January and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January26.1°F (-3.3°C)Light RainMostly SunnySlightly HighSlightly Low
February27.0°F (-2.8°C)Light RainMostly SunnyAverageSlightly Low
March33.4°F (0.8°C)Light RainMostly SunnyAverageSlightly Low
April43.9°F (6.6°C)Light RainMostly SunnyAverageAverage
May54.0°F (12.2°C)Light RainMostly SunnyAverageAverage
June61.9°F (16.6°C)Light RainMostly SunnySlightly HighSlightly High
July68.9°F (20.5°C)Light RainMostly SunnySlightly HighSlightly High
August68.5°F (20.3°C)Light RainMostly SunnyAverageSlightly High
September62.2°F (16.8°C)Light RainMostly SunnyAverageAverage
October52.2°F (11.2°C)Light RainMostly SunnySlightly LowAverage
November41.2°F (5.1°C)Light RainMostly SunnySlightly LowAverage
December32.9°F (0.5°C)Light RainMostly SunnySlightly LowAverage

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 longer stays, it’s important to use the appropriate filters to match your priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Westbrook with a group: Take into account how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Westbrook with young kids: Travelling with young children can present its difficulties. 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 attractions that are friendly for families.
  • Taking your pets with you to Westbrook: For many, a family getaway feels incomplete without their furry companion. If that resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Westbrook: If you're seeking holiday rentals with special offers for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. You might also want to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers a user-friendly area to plan new holidays, resume your previous arrangements, or review and organise your itineraries. You can easily find the properties you've saved or booked, sorted into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Explore the riverfront setting in Westbrook

The riverfront and surrounding scenery provide a peaceful ambience to your holiday home in Westbrook. Travellers to this welcoming city praise the shopping, restaurants and spas. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Westbrook

Are you searching for top things to see and do while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Westbrook has to offer. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Aquaboggan Water Park (8.8 mi / 14.2 km)
  • Dunegrass Golf Club (10.6 mi / 17 km)
  • Funtown Splashtown USA (10.7 mi / 17.3 km)
  • Pirate's Cove (11.4 mi / 18.3 km)
  • Old Orchard Beach Parasail (14.8 mi / 23.8 km)
  • Point Sebago Golf Resort (19 mi / 30.5 km)

Exploring the natural features in Westbrook

Whether you're an active traveller or just want to spend some time taking in the scenery, Westbrook is a great place to get outside. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Thompson's Point (4.4 mi / 7.1 km)
  • Eastern Promenade (6.5 mi / 10.4 km)
  • East End Beach (6.6 mi / 10.6 km)
  • Willard Beach (7.5 mi / 12.1 km)
  • Sand Beach (8 mi / 12.9 km)
  • Higgins Beach (9.3 mi / 15 km)

Transport options to and around Westbrook

Fly into Portland, ME (PWM-Portland Intl. Jetport), the closest airport, located 3.6 mi (5.9 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Sanford, ME (SFM-Sanford Seacoast Regional), which is 25.5 mi (41.1 km) away.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Westbrook?
The most in-demand types of holiday rentals in Westbrook are houses. Hoping for something different? Vrbo has plenty of options to match our guests' diverse needs, so you'll see holiday homes in all sizes, and for all budgets. The perfect fit is waiting for you --- lock in yours today.
How much does it cost to rent a holiday rental in Westbrook?
The average price for a holiday rental in Westbrook is determined by several factors, like season, property type and length of stay. Whether you're looking for a sprawling villa with space for extended family or a comfy cabin that's perfect for two, just enter your travel dates to see stays that offer great value.
How much does it cost to rent a beach house in Westbrook?
The average price for a holiday rental close to the beach in Westbrook depends on when you're travelling and the style and size of property you're looking for. Find prices easily on Vrbo by entering your destination and travel dates. Then use the handy filter tool to select the number of bedrooms and amenities that you require, like WiFi, air conditioning and a hot tub.
Are there pet-friendly holiday rentals in Westbrook?
Good news! Yes. You'll have your pick of eight holiday rentals that cater to pets in Westbrook. Lots of our pet-friendly holiday rentals even come with an area outdoors for your furry pal to play around in, special dog beds, complimentary treats and proximity to parks. Apply the "Pets allowed" filter to find a pad that'll set tails wagging on Vrbo.
What are popular rental amenities in Westbrook?
A barbecue grill, a chef and a firepit are the most popular rental amenities in Westbrook. Whether you're planning to travel by yourself, with a partner or a bunch of friends, Vrbo can help you find a holiday home that suits your tastes with all the extras you're looking for.
Are there large group holiday rentals in Westbrook?
Westbrook has three holiday properties that can fit 10 or more people. These properties come with all the space you need to share good times with family and friends.
Are there holiday rentals in Westbrook that welcome kids?
With eight family-friendly holiday rentals to pick from in Westbrook, now is the perfect time to introduce your children to the excitement of travel. Just check our "Properties good for families" filter box to view stays packed with conveniences perfect for travelling families, such as extra bedrooms, swimming pools, hot tubs and entertainment areas.
What are the top attractions for families in Westbrook?
Keep the kids happy at these top family-friendly attractions in Westbrook:

  • East End Beach
  • Sand Beach
  • Willard Beach

Are there holiday rentals with WiFi in Westbrook?
Westbrook has four holiday rentals with WiFi, so you can stay connected while you're travelling. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movie blockbusters to catching up on social media, these Vrbo homes make it a breeze to get online.
How can I find holiday rentals with air conditioning in Westbrook?
Decide on your travel dates and then use our filter tool to search for holiday rentals with air conditioning in Westbrook on Vrbo. With six air-conditioned properties on offer here, you can look forward to a comfortable and cool stay.
How old do you have to be to rent a holiday rental in Westbrook?
It's a good idea to check with the Westbrook holiday property you'd like on Vrbo as the minimum age differs. However, it's normally 16, 18 or 21.
How long can I rent a holiday rental in Westbrook for?
The amount of time you can book a Westbrook holiday home for differs depending on the property. Simply put in your travel dates to find options offering extended stays. They come with the things you need to make your extended trip more comfortable and convenient, such as laundries and air conditioning. Some Vrbo holiday rentals may also offer discounted weekly or monthly prices, so you can hang around longer for less.

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