Westbrook vacation rentals

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Recommended by KAYAK

Best Westbrook vacation rentals

These are the best prices for Apr 23 - 24.
Stunning - modern 2 bedroom Victorian mansion pad - Portland - Bedroom
Stunning - modern 2 bedroom Victorian mansion pad
Portland, ME
10Wonderful(2)
House
$186+
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Elegant condo - walk to Portland's best restaurants & Old Port - Portland - Kitchen
Elegant condo - walk to Portland's best restaurants & Old Port
Portland, ME
9.1Wonderful(41)
Condo
$499+
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Bright & Spacious Apartment with Amazing Shower - Portland - Dining room
Bright & Spacious Apartment with Amazing Shower
Portland, ME
9.0Wonderful(13)
Apartment
$364+
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Fall In Love With Portland! - Portland - Living room
Fall In Love With Portland!
Portland, ME
9.5Wonderful(60)
Apartment
$390+
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The Globe House on Munjoy Hill - Walk to Breweries - Portland - Bedroom
The Globe House on Munjoy Hill - Walk to Breweries
Portland, ME
9.9Wonderful(76)
House
$518+
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Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included! - Portland - Living room
Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!
Portland, ME
10Wonderful(2)
Condo
$410+
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Beautiful Combo Home Located in Downtown Portland - Close to the Beach - Portland - Living room
Beautiful Combo Home Located in Downtown Portland - Close to the Beach
Portland, ME
9.2Wonderful(15)
House
$690+
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Chic One Bedroom Apartment In Portland's Arts District - Portland - Building
Chic One Bedroom Apartment In Portland's Arts District
Portland, ME
9.9Wonderful(84)
Apartment
$330+
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Historic Home in the West End. Private Parking. - Portland - Bedroom
Historic Home in the West End. Private Parking.
Portland, ME
9.7Wonderful(36)
Apartment
$408+
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Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants - Portland - Living room
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
Portland, ME
9.6Wonderful(66)
Apartment
$466+
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Spectacular 3rd Floor Apt Near Downtown Portland - Portland - Bedroom
Spectacular 3rd Floor Apt Near Downtown Portland
Portland, ME
9.8Wonderful(20)
Apartment
$541+
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Modern & Sunny House Steps from the Promenade. Private Parking! - Portland - Bedroom
Modern & Sunny House Steps from the Promenade. Private Parking!
Portland, ME
10Wonderful(29)
House
$383+
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Haven on the Hill - Portland
Haven on the Hill
Portland, ME
8.5Very good(14)
Apartment
$365+
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Monument Garden Sweet - Portland
Monument Garden Sweet
Portland, ME
10Wonderful(5)
Apartment
$954+
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Near Portland Trails Walkable Apartment with Deck - Portland
Near Portland Trails Walkable Apartment with Deck
Portland, ME
House
$351+
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The Brew House - 2nd Floor Private Apartment - Portland
The Brew House - 2nd Floor Private Apartment
Portland, ME
9.5Wonderful(42)
Apartment
$341+
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

December
September
$402
$440
Cheapest month to stay with an average 62% drop in price.
Most expensive month to stay with an average 114% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Westbrook vacation rental deals

  • Vacation rentals in Westbrook are around 84% more expensive than hotels on average. Search here to compare prices for all accommodation types in Westbrook.
  • The best vacation rental properties in Westbrook are Modern & Sunny House Steps from the Promenade. Private Parking! (10.0, 29 reviews), The Globe House on Munjoy Hill - Walk to Breweries (9.9, 76), and Chic One Bedroom Apartment In Portland's Arts District (9.9, 84), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Westbrook, you should consider visiting during the low season. The cheapest vacation homes in Westbrook can be found in December and March.
  • The cheapest night for renting a vacation home in Westbrook is Monday. In contrast, the most expensive is Tuesday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Westbrook for 97 days.

FAQs when booking a vacation home in Westbrook

  • How much is a vacation rental for a week in Westbrook?

    The average price for a weekly Westbrook vacation rental found by KAYAK users in the last 2 weeks is $2,338.

  • How much is a vacation rental for a month in Westbrook?

    The average price for a monthly Westbrook vacation rental found by KAYAK users in the last 2 weeks is $10,019.

  • What types of vacation rentals are available in Westbrook?

    There are loads of different property types that you can make your vacation home in Westbrook. You’ll find apartments, houses and homestays.

  • Are there any pet-friendly vacation rentals in Westbrook?

    There are a number of dog and pet-friendly Westbrook vacation rentals, with around 7% allowing you to bring your pet along with you.

  • How can I find vacation rentals near me in Westbrook?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Westbrook?

Our map will help you find the perfect place to stay in Westbrook by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Westbrook