Discover Your Perfect Westbrook Vacation Homes

Best Vacation Homes in Westbrook

New
2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
GB £143/Night For 7 Nights GB £998
8.0
Excellent
(1 Review)
11 Guests 2 Bedrooms 2 Bathrooms
House
  • Balcony/Terrace
  • Pet Friendly
  • Parking
GB £333/Night For 7 Nights GB £2,331
8.8
Fabulous
(629 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Hotel
  • Pool
  • Balcony/Terrace
  • Breakfast
GB £80/Night For 7 Nights GB £562
10.0
Exceptional
(182 Reviews)
800 ft² 3 Guests 1 Bedroom 1 Bathroom
Ocean View Apartment
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
GB £127/Night For 7 Nights GB £888
8.4
Excellent
(824 Reviews)
301.39 ft² 20 Guests 82 Bedrooms 1 Bathroom
Ocean View Hotel
  • Private Pool
  • Oceanfront
  • Fireplace/Heating
GB £146/Night For 7 Nights GB £1,020
10.0
Exceptional
(44 Reviews)
525 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
GB £201/Night For 7 Nights GB £1,406
10.0
Exceptional
(5 Reviews)
1558 ft² 3 Guests 1 Bedroom 1 Bathroom
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • View
GB £105/Night For 7 Nights GB £736
10.0
Exceptional
(1 Review)
4 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Kitchen
  • Air Conditioner
GB £170/Night For 7 Nights GB £1,190

Westbrook Luxury Rentals

New
1700 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
GB £1,296/Night For 7 Nights GB £9,073
9.6
Exceptional
(18 Reviews)
2 ft² 18 Guests 7 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
GB £830/Night For 7 Nights GB £5,813
9.8
Exceptional
(9 Reviews)
1645 ft² 20 Guests 6 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
GB £780/Night For 7 Nights GB £5,458
New
16 Guests 7 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
GB £757/Night For 7 Nights GB £5,302
9.2
Exceptional
(7 Reviews)
2900 ft² 10 Guests 5 Bedrooms 3 Bathrooms
Ocean View House
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
GB £718/Night For 7 Nights GB £5,029
9.8
Exceptional
(17 Reviews)
6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
GB £421/Night For 7 Nights GB £2,949
9.6
Exceptional
(43 Reviews)
4 Guests 1 Bedroom 1 Bathroom
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
GB £415/Night For 7 Nights GB £2,904
New
1300 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
GB £359/Night For 7 Nights GB £2,514

Westbrook Pet Friendly Vacation Rentals

9.8
Exceptional
(25 Reviews)
800 ft² 5 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Breakfast
GB £208/Night For 7 Nights GB £1,459
7.5
Very Good
(1985 Reviews)
290.62 ft² 30 Guests 122 Bedrooms 7 Bathrooms
Free Cancellation Hotel
  • Private Pool
  • Oceanfront
  • Hot Tub
GB £141/Night For 7 Nights GB £983
New
6 Guests 3 Bedrooms 3 Bathrooms
Family Friendly House
  • Balcony/Terrace
  • Pet Friendly
  • Kitchen
GB £314/Night For 7 Nights GB £2,195
10.0
Exceptional
(12 Reviews)
1000 ft² 8 Guests 3 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
GB £348/Night For 7 Nights GB £2,438
7.5
Very Good
(472 Reviews)
281.82 ft² 31 Guests 150 Bedrooms 12 Bathrooms
Free Cancellation Hotel
  • Private Pool
  • Oceanfront
  • Hot Tub
GB £126/Night For 7 Nights GB £883
10.0
Exceptional
(8 Reviews)
1500 ft² 6 Guests 3 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
GB £318/Night For 7 Nights GB £2,224
9.8
Exceptional
(10 Reviews)
8 Guests 3 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
GB £235/Night For 7 Nights GB £1,645
9.6
Exceptional
(4 Reviews)
6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Balcony/Terrace
  • Pet Friendly
  • Kitchen
GB £235/Night For 7 Nights GB £1,643

Westbrook Large Vacation Homes

9.0
Exceptional
(2 Reviews)
1 ft² 28 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
GB £337/Night For 7 Nights GB £2,361
7.8
Very Good
(9 Reviews)
2500 ft² 16 Guests 9 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Skiing
  • Fireplace/Heating
GB £562/Night For 7 Nights GB £3,931
2.0
Average
(3 Reviews)
4226 ft² 16 Guests 6 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
GB £972/Night For 7 Nights GB £6,803
10.0
Exceptional
(1 Review)
1300 ft² 8 Guests 5 Bedrooms 1 Bathroom
Ocean View Apartment
  • Oceanfront
  • Skiing
  • Fireplace/Heating
GB £391/Night For 7 Nights GB £2,740
10.0
Exceptional
(1 Review)
1300 ft² 8 Guests 5 Bedrooms 1 Bathroom
Ocean View Apartment
  • Oceanfront
  • Hot Tub
  • Skiing
GB £378/Night For 7 Nights GB £2,649
4.0
Average
(5 Reviews)
1500 ft² 18 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
GB £306/Night For 7 Nights GB £2,143
New
10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Balcony/Terrace
  • Pet Friendly
  • Kitchen
GB £445/Night For 7 Nights GB £3,116
New
10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
GB £253/Night For 7 Nights GB £1,772

Why Choose Rent By Owner for your Westbrook Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Westbrook

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here can enhance your experience, as the region offers distinct advantages during different seasons for those seeking the perfect vacation rental in Westbrook, Maine, USA.

Peak Season Highlights

summer
Summer (June to August)

During the warmest months, you can enjoy longer days and pleasant weather, making it ideal for outdoor activities in this coastal region.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Fall (September to November)

Autumn offers vibrant foliage and crisp air, providing a scenic backdrop for exploring the area’s natural beauty while booking in this season ensures a peaceful, less crowded stay.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 45°F to 55°F

Off-Season Highlights

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Winter (December to February)

The colder months bring a quiet charm to the region, with opportunities for cozying up indoors or enjoying winter scenery from your rental property.

Average Temperature Daytime: 25°F to 35°F - Nighttime: 15°F to 25°F
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Spring (March to May)

As the season changes, quieter streets and blooming landscapes create an inviting atmosphere for those seeking a peaceful retreat before the busy summer months.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Westbrook

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor patio or deck to relax and dine al fresco amidst the scenic surroundings.
  • Take advantage of a spacious backyard or garden area perfect for outdoor activities or gatherings.
  • Benefit from access to community parks or green spaces nearby for leisurely walks and outdoor recreation.
  • Make use of outdoor grilling facilities to prepare meals while enjoying the fresh air.
  • Relax in a furnished porch or veranda that offers a comfortable spot to unwind during your stay.
  • Discover outdoor fire pits or fireplaces ideal for cozy evenings with family or friends.
  • Utilize designated parking areas with outdoor lighting for added convenience and security during your visit.
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Family Activities

  • Westbrook Riverwalk: Stroll along the scenic riverwalk to enjoy beautiful views and engaging outdoor activities suitable for families seeking relaxation in the area.
  • Discovery Park: Explore open green spaces and nature trails, perfect for picnics and family outings in this charming destination.
  • Maine Wildlife Center: Discover local wildlife through interactive exhibits and educational programs that fascinate children and adults alike.
  • Local Beaches: Spend a day relaxing on nearby beaches, where you can build sandcastles, swim, or simply enjoy the coastal scenery.
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Adult Activities

  • Sailing and Boating: Take advantage of the area's waterways by enjoying a relaxing sailing or boating experience, perfect for unwinding and exploring scenic coastlines.
  • Fishing Excursions: Join local fishing trips to try your luck with fresh catches, making the most of this destination's renowned angling opportunities.
  • Golfing: Play a round at nearby golf courses that offer stunning views and well-maintained greens, ideal for both beginners and seasoned players.
  • Dining and Culinary Tours: Indulge in culinary experiences by visiting popular eateries and participating in food tours that highlight regional flavors in here’s vibrant scene.

Other Places to Stay in Westbrook, ME

Westbrook Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Events: Check the area's event calendar to align your stay with local festivals or markets, enhancing your experience in this vibrant destination.
  • Explore Diverse Neighborhoods: Take time to discover different parts of the region to enjoy a variety of local dining, shopping, and recreational options.
  • Utilize Nearby Nature Spots: Make the most of your trip by visiting nearby parks or scenic areas to enjoy outdoor activities and unwind amid natural beauty.
  • Book Early for Peak Seasons: Secure your preferred vacation rentals well in advance during busy times to ensure a comfortable and convenient stay here.

Transportation Options

  • Westbrook Transportation Services: Local transportation options include reliable bus and shuttle services that connect you to Portland and other key destinations in the region.
  • Private Car Rentals: Renting a car here offers flexibility and convenience for exploring the area's scenic attractions and nearby towns at your own pace.
  • Taxi and Rideshare Options: Taxis and rideshare services like Uber operate throughout this destination, making short trips around town quick and easy.
  • Regional Airports: The nearest major airport provides convenient access for travelers arriving from national and international locations, simplifying your journey here.

Local Customs Options

  • Downeast Maine Fishing Tradition: Locals here have a strong heritage of fishing, which influences community events and local cuisine.
  • Summer Lobster Festivals: Celebrating the region’s seafood bounty, these festivals highlight the area’s maritime culture through various culinary and entertainment activities.
  • Respect for Nature and Outdoor Activities: It’s customary to appreciate the natural surroundings, with outdoor pursuits like boating and hiking playing a significant role in local life.
  • Historic Maritime Heritage: The area's history is reflected in preserved shipbuilding practices and maritime museums that honor its seafaring past.

Frequently Asked Questions About Westbrook?

2. Which vacation homes in Westbrook are best for families?

If you are looking for a family-friendly vacation home in Westbrook, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Westbrook:

3. How many Rentbyowner vacation rentals are available in Westbrook?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 69 in the Westbrook area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Westbrook. 

4. What is the cancellation policy for vacation rentals in Westbrook, Maine?

Cancellation policies vary depending on the listing owner. You should review the specific rental's cancellation details on the listing page or contact the property owner directly to understand the options and any applicable fees.

5. How do I know if my booking for a vacation rental in this region will be secure?

Secure bookings are guaranteed when you book through verified listings with trusted payment methods. Always confirm that the property owner has completed their profile verification and read reviews from previous guests for added confidence.

6. Are there any specific check-in or check-out procedures I should be aware of in Westbrook, Maine?

Check-in and check-out times, as well as procedures, are detailed within each listing. To ensure a smooth arrival and departure, contact the property owner beforehand if you have any special requests or need clarification.

7. Is there a minimum stay requirement for booking vacation rentals here?

Minimum stay requirements can differ among properties. Review the booking restrictions listed on each property listing or contact the owner directly to confirm availability for your desired dates.

8. What amenities are typically included in vacation rentals in this destination?

Amenities vary by property but often include essentials such as Wi-Fi, kitchen facilities, and parking. For specific features, refer to the individual listing details or reach out to the property owner directly to ensure your needs are met.

Westbrook Top Rated Vacation Rentals

8.0
Excellent
(1001 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Hotel
  • Hot Tub
  • Spa
  • Fireplace/Heating
GB £74/Night For 7 Nights GB £515
7.8
Very Good
(1013 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Hotel
  • Hot Tub
  • Fireplace/Heating
  • Pool
GB £64/Night For 7 Nights GB £445
6.0
Good
(620 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
GB £62/Night For 7 Nights GB £435
New
5 Guests 2 Bedrooms 2 Bathrooms
Ocean View House
  • Private Pool
  • Hot Tub
  • Spa
GB £186/Night For 7 Nights GB £1,301