Westbrook holiday lettings

We found 476 holiday rentals — enter your dates for availability

Discover a selection of 9 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:6 Mar - 13 Mar

Image gallery for Entire House - three suites - conferences, reunions, retreats

Great Room
9.6 out of 10, Exceptional, (18 reviews)
Exceptional
(18 reviews)

Entire House - three suites - conferences, reunions, retreats

Westbrook, ME

8% off
Price is £6,666
for 7 nights, 1 home
£952 per night
includes taxes & fees
Entire House - three suites - conferences, reunions, retreats

Find spaces that suit your style

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.

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.

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

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.

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:

  • 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)
  • Point Sebago Golf Resort (19 mi / 30.5 km)
  • Aquaboggan Water Park (8.8 mi / 14.2 km)
  • Seacoast Adventure (12.8 mi / 20.6 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)
  • 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)
  • Scarborough Beach State Park (9.6 mi / 15.5 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 best area to stay in Westbrook when booking a holiday rental?
When considering a holiday rental in Westbrook, Maine, a fantastic area to stay is the downtown district. This vibrant neighbourhood offers a charming mix of shops, restaurants, and cultural attractions, making it an ideal base for your visit. One of the highlights of staying downtown is its proximity to the scenic Riverwalk, where you can enjoy leisurely strolls along the Presumpscot River, soaking in the natural beauty and tranquillity of the surroundings.

Additionally, the downtown area is home to the Westbrook Performing Arts Centre, which frequently hosts various events and performances, providing a taste of the local arts scene. You'll find a diverse selection of holiday rentals in this part of Westbrook, from cosy apartments to family-friendly homes, ensuring there's something to suit every preference.

Another great option is the area near the Maine Mall, just a short drive from Westbrook. While technically located in South Portland, it offers easy access to a number of shopping, dining, and entertainment options. This vicinity also allows for quick access to the gorgeous beaches along the coastline, superb for a day trip.
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, Maine, travellers should consider the nearby coastal town of Scarborough, which offers beautiful beaches such as Pine Point Beach and Scarborough Beach State Park. These areas are popular for their sandy shores and family-friendly atmosphere. Many rental properties in this vicinity come with amenities like outdoor decks for enjoying the sea breeze, barbecues for alfresco dining, and spacious living areas, making them ideal for families or groups seeking a beach getaway.

Another excellent option is the area around Old Orchard Beach, just a short drive from Westbrook. This lively seaside town features a long stretch of beach and a vibrant pier filled with shops and restaurants. Rentals here often include features such as private patios, access to shared pools, and proximity to the beach, allowing guests to easily enjoy the sun and surf.

Further along the coast, the quaint town of Biddeford Pool offers a more tranquil atmosphere with stunning ocean views and a selection of charming cottages and beach homes. Many of these properties are equipped with modern kitchens, comfortable furnishings, and outdoor spaces for relaxing after a day at the beach.
Where are the best Westbrook ski resort rentals?
For ski resort rentals near Westbrook, Maine, travellers should consider the nearby area of Sunday River, located approximately 45 minutes away. This popular ski destination offers a variety of accommodation options, including slopeside lodges and charming cabins. Many properties in this region boast amenities such as hot tubs, ski-in/ski-out access, and spacious living areas, great for relaxing after a day on the slopes.

In the vicinity of Sunday River, the town of Bethel provides additional rental opportunities, featuring cosy chalets and modern condos. These rentals often come equipped with full kitchens, fireplaces, and access to communal amenities like fitness centres and indoor pools. The Bethel area also offers a quaint downtown with local shops and restaurants, enhancing the overall experience for visitors.
What is the most popular type of holiday rental accomodation in Westbrook?
In Westbrook, both holiday houses and apartments are popular rental options, with several of each type available throughout the area. These accommodations are often situated in family-friendly neighbourhoods, providing easy access to local amenities and attractions. Holiday houses typically feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups. Many also offer outdoor spaces, such as gardens or patios, where guests can relax and enjoy the fresh air. Apartments, on the other hand, tend to provide a more compact and convenient stay, often including modern amenities like laundry facilities and communal spaces.
Are there any family house rentals in Westbrook?
In Westbrook, Maine, there are several family-friendly house rentals available, making it a great spot for family getaways. The town features a mix of properties, many of which are located near the scenic Presumpscot River and the vibrant downtown area. Visitors can expect spacious living areas superb for family gatherings, fully equipped kitchens for preparing meals, and outdoor spaces for children to enjoy.
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, Maine, there are several pet-friendly house rentals available, offering a comfortable stay for both travellers and their furry companions. These properties typically feature welcoming amenities such as spacious backyards, fully equipped kitchens, and cosy living areas, great for relaxing after a day of exploration.
Are there any remote work holiday rentals in Westbrook?
In Westbrook, Maine, there are several remote work holiday rentals available, with around 10 options to choose from. The town offers a blend of suburban charm and proximity to Portland, making it an appealing location for those looking to balance work and leisure. Many of these rentals come equipped with essential amenities for remote work, including reliable Wi-Fi, dedicated office spaces, desks, and comfortable chairs. 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 essential kitchen facilities, with most properties featuring a fully-equipped kitchen that comes with cookware, dishware, and utensils, making it easy for guests to prepare their own meals. Additionally, many rentals offer a dining table, allowing for a comfortable dining experience. For added convenience, guests can expect amenities such as coffee makers in their rooms, along with microwaves for quick meal preparations.
When is the best time to visit Westbrook for a holiday rental?
January marks the beginning of the peak season in Westbrook, Maine, drawing visitors eager to embrace the winter wonderland that this charming town offers. The months from January to March are particularly vibrant, as snow-covered landscapes invite outdoor enthusiasts to partake in activities like cross-country skiing and snowshoeing, all within a short distance of the picturesque downtown area.

During January, temperatures typically hover around -5 to 0 degrees Celsius, creating a crisp atmosphere superb for brisk walks along the scenic Presumpscot River or cosy evenings by the fire in your holiday rental. The town transforms into a winter playground, and you'll find a welcoming community hosting various winter festivals that highlight local culture and cuisine.

If you're looking for a more budget-friendly experience, consider visiting in November. This month offers a quieter charm, with the opportunity to explore the area's beautiful parks and nature trails without the hustle and bustle of peak season. Enjoy the serene autumn scenery and perhaps even catch some early holiday festivities in a relaxed atmosphere.
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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