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Westbrook Vacation Rentals

Find 159 available offers from 5 partners
Westbrook
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Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Bed & Breakfast
Apartment
Distance to center
Max. 1 km
Max. 2 km
Max. 5 km
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+

Explore the New England seafront with a vacation homes in Westbrook

Along the banks of the Long Island Sound, Westbrook is a serene coastal town. Here you can relax in a waterfront cottage, unwind in a cozy bed and breakfast or an upscale resort and spa with views of the Sound.

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Save up to 33%

Best Vacation Home Deals in Westbrook

House Westbrook
Jun 10 - Jun 17
-21%
$357
$283 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Westbrook Center with Grill
4.9
"Excellent" (73 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
Sep 23 - Sep 30
-33%
$902
$601 per night
House ∙ 6 guests ∙ 4 bedrooms
House in Westbrook Center with Grill + Panoramic Views
5.0
"Excellent" (12 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
Dec 30 - Jan 6
-23%
$651
$500 per night
House ∙ 6 guests ∙ 4 bedrooms
House in Westbrook with Yard, Pool & Grill
Westbrook, Middlesex County, Connecticut, United States
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Book a welcoming vacation rental for as little as $124 per night by searching and comparing the 159 options listed in Westbrook. By directly analyzing these vacation rentals, HomeToGo features the most economical offers and the most popular vacation homes in Westbrook.

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Top-Rated Rentals and Accommodations in Westbrook

House Westbrook
Jan 13 - Jan 20
-27%
$372
$270 per night
House ∙ 10 guests ∙ 4 bedrooms
Beautiful House in Westbrook Center with Grill & Yard
5.0
"Excellent" (50 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
Jan 6 - Jan 13
-28%
$599
$431 per night
House ∙ 10 guests ∙ 4 bedrooms
Pleasant House in Westbrook with Grill & Yard + Water Views
4.9
"Excellent" (37 ratings)
Westbrook, Middlesex County, Connecticut, United States
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Cottage Westbrook
Jun 10 - Jun 17
$429 per night
Cottage ∙ 8 guests ∙ 4 bedrooms
Cottage in Westbrook Center with Grill & Yard + Ocean Views
4.5
"Outstanding" (33 ratings)
Westbrook, Middlesex County, Connecticut, United States
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Recommended Vacation Rentals in Westbrook

Find your perfect vacation rental in Westbrook: from $124 per night

Cottage Westbrook
May 5 - May 12
-28%
$350
$251 per night
Cottage ∙ 8 guests ∙ 4 bedrooms
Cottage in Westbrook Center with Sauna, Grill & Yard + Park View
5.0
"Excellent" (123 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
Dec 2 - Dec 9
-32%
$183
$124 per night
House ∙ 8 guests ∙ 3 bedrooms
Family Friendly Vacation Home in Westbrook Center with Grill
4.9
"Excellent" (75 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
Jan 19 - Jan 26
-37%
$409
$408 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Westbrook with Yard
5.0
"Excellent" (4 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
Dec 30 - Jan 6
-44%
$625
$350 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Westbrook Center with Private Balcony + Spectacular Views
5.0
"Excellent" (132 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
Dec 9 - Dec 16
-41%
$381
$226 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Westbrook Center with Grill & Yard
5.0
"Excellent" (9 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
Dec 2 - Dec 9
-31%
$319
$221 per night
House ∙ 7 guests ∙ 2 bedrooms
Vacation Home in Westbrook Center with Yard & Grill + Serene View
4.9
"Excellent" (104 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
Mar 16 - Mar 23
-53%
$632
$353 per night
House ∙ 8 guests ∙ 3 bedrooms
Family Friendly Entire House in Westbrook Center with Yard & Grill
5.0
"Excellent" (57 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
May 13 - May 20
-37%
$897
$600 per night
House ∙ 9 guests ∙ 4 bedrooms
Vacation Home in Westbrook with Outside Patio + Perfect View
5.0
"Excellent" (4 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
Apr 1 - Apr 8
-41%
$850
$509 per night
House ∙ 8 guests ∙ 4 bedrooms
House in Westbrook Center with Grill
5.0
"Excellent" (71 ratings)
Westbrook, Middlesex County, Connecticut, United States
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Find Fantastic yet Inexpensive Offers

Budget-friendly Vacation Rentals in Westbrook

Cottage Westbrook
Jun 24 - Jul 1
$265 per night
Cottage ∙ 5 guests ∙ 3 bedrooms
Cottage in Westbrook Center with Yard & Grill + Beautiful Views
4.7
"Outstanding" (25 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
Mar 23 - Mar 30
-73%
$733
$195 per night
House ∙ 6 guests ∙ 2 bedrooms
Vacation Home in Westbrook Center with Grill
4.9
"Excellent" (32 ratings)
Westbrook, Middlesex County, Connecticut, United States
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Apartment Westbrook
Jul 22 - Jul 29
$142 per night
Apartment ∙ 3 guests ∙ 1 bedroom
Rental Apartment in Westbrook Center with Private Balcony
4.9
"Excellent" (12 ratings)
Westbrook, Middlesex County, Connecticut, United States
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Vacation Houses With Pools

Make a splash on your next vacation! Over 45% of in Westbrook vacation rentals have a swimming pool.

House Pool Westbrook
Dec 30 - Jan 6
$543 per night
House ∙ 11 guests ∙ 5 bedrooms
Rental Vacation Home in Westbrook with In-Ground Pool
Westbrook, Middlesex County, Connecticut, United States
Pool
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Resort Pool Westbrook
May 12 - May 19
$193 per night
Resort ∙ 6 guests ∙ 2 bedrooms
Resort in Westbrook Center with Pool, Sauna & Patio + Ocean View
4.3
"Very good" (4 ratings)
Westbrook, Middlesex County, Connecticut, United States
Pool
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Resort Pool Westbrook
May 12 - May 19
-18%
$374
$305 per night
Resort ∙ 4 guests ∙ 1 bedroom
Resort in Westbrook Center with Patio, Sauna & Yard
4.3
"Very good" (72 ratings)
Westbrook, Middlesex County, Connecticut, United States
Pool
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Dog-Friendly Vacation Rentals

Bring Fido on your next trip and book a stay in one of these pet-friendly rentals in Westbrook!

House Pet-friendly Westbrook
Jan 19 - Jan 26
-37%
$409
$257 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Westbrook with Yard
5.0
"Excellent" (4 ratings)
Westbrook, Middlesex County, Connecticut, United States
Pet-friendly
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House Pet-friendly Westbrook
May 12 - May 19
-33%
$897
$600 per night
House ∙ 9 guests ∙ 4 bedrooms
Vacation Home in Westbrook with Outside Patio + Perfect View
5.0
"Excellent" (4 ratings)
Westbrook, Middlesex County, Connecticut, United States
Pet-friendly
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House Pet-friendly Westbrook
Apr 8 - Apr 15
-16%
$322
$270 per night
House ∙ 10 guests ∙ 4 bedrooms
Beautiful House in Westbrook Center with Grill & Yard
5.0
"Excellent" (50 ratings)
Westbrook, Middlesex County, Connecticut, United States
Pet-friendly
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Best vacation rentals with a balcony

Looking for a home with a balcony? Check out these vacation homes in Westbrook with their own private patios and balconies.

House Balcony Westbrook
Dec 30 - Jan 6
-44%
$625
$350 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Westbrook Center with Private Balcony + Spectacular Views
5.0
"Excellent" (131 ratings)
Westbrook, Middlesex County, Connecticut, United States
Balcony
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House Balcony Westbrook
Apr 1 - Apr 8
-41%
$860
$510 per night
House ∙ 8 guests ∙ 4 bedrooms
House in Westbrook Center with Grill
5.0
"Excellent" (71 ratings)
Westbrook, Middlesex County, Connecticut, United States
Balcony
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House Balcony Westbrook
May 13 - May 20
-25%
$800
$600 per night
House ∙ 10 guests ∙ 3 bedrooms
Beautiful House in Westbrook Center with Ample Parking + Island View
5.0
"Excellent" (1 rating)
Westbrook, Middlesex County, Connecticut, United States
Balcony
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Popular Rental Amenities in Westbrook

  • Internet (147)
  • TV (139)
  • Air conditioning (136)
  • No smoking (112)
  • Grill (106)
  • Yard (105)
  • Kitchen (100)
  • Microwave (97)
  • No pets (94)
  • Fireplace (83)
  • Washer (67)
  • Balcony/Patio (66)

The Weather in Westbrook

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Min.
39°
25°
14 days 14
max.
Min.
39°
25°
15 days 15
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Min.
46°
32°
14 days 14
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Min.
57°
39°
12 days 12
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70°
52°
13 days 13
max.
Min.
75°
59°
12 days 12
max.
Min.
82°
66°
12 days 12
max.
Min.
81°
64°
11 days 11
max.
Min.
73°
57°
11 days 11
max.
Min.
63°
46°
13 days 13
max.
Min.
52°
37°
9 days 9
max.
Min.
45°
32°
15 days 15
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Check out our climate diagram to find the perfect month for your vacation. In the next 6 months, July will have higher average temperatures. No heat wave is expected in January, where minimum average temperatures usally hit a 25° low. The rainiest month is February while the driest month is November.

7-Day Weather Forecast in Westbrook

Sat, 1 Apr
51°
46°

70%

2 h

13 mi/h

Sun, 2 Apr
42°
35°

0%

12 h

11 mi/h

Mon, 3 Apr
50°
35°

15%

3 h

13 mi/h

Tue, 4 Apr
53°
46°

15%

0 h

2 mi/h

Wed, 5 Apr
51°
46°

15%

0 h

8 mi/h

Thu, 6 Apr
60°
50°

15%

2 h

14 mi/h

Fri, 7 Apr
48°
35°

10%

6 h

6 mi/h

Accommodations for your vacation in Westbrook

In Westbrook, more than half of the vacation properties are house rental, which represent 54.35% of its available properties. Additionally, the standard size of house rental in Westbrook is 145 m² with a median price of $655 a night. Furthermore, these accommodations are excellent for large groups, as most can welcome 7 people. If you would prefer to compare another accommodation type, you could have a look at cabin, which are the other most typical accommodation type in Westbrook. Cabin in Westbrook are 85 m² on average, with average prices of $363 per night.
Where to find the best food in Westbrook?

What to eat in Westbook

Cafe Routier serves up an eclectic mixture of many different regional cuisine. Their seasonal menu offers fresh produce, and their specialty menu is comprised of local favorites.

Turtle Cafe produces freshly made food for the discerning traveler. Their scrambled eggs are truly incredible and their chicken is divinely cooked. It is simple, hearty food that warms body and soul.

What are the best nightlife spots in Westbrook?

Highliner and Dave's Bar!

Highliner 2 is a favorite bar among locals and offers stellar service. Their beers are incredibly tasty and there is a pool table to shoot the breeze with your friends. Visitors should keep in mind that it is a cash only bar.

Scottish Dave's Pub is a nice cozy bar to put your feet up and drink some beers. This authentic Scottish pub offers some equally incredible live music that you can listen to late into the evening. Feel like you have stepped into Scotland in this little piece of heaven.

Where are the unique attractions in Westbrook?

Outlets, fitness and nature walks

With a wide range of high-end stores, Tanger Outlets is the ideal destination for bargain-hunters. The picturesque grounds of the shopping center feature benches for relaxing on your shopping marathon, and even a life-size railroad locomotive.

Fitness on the Water is a fun-filled exercise spot for people of all ages. It offers an incredible waterfront view while you exercise. The fitness center provides many different types of classes and events.

The Stewert B. McKinney National Wildlife Refuge is a coastal reserve with well-maintained paths along the coast of Connecticut. These coastal wetlands are home to a variety of wildlife and birds.

Information about vacation rentals in Westbrook

🏡 Vacation rentals 159 properties
💳 Possible discounts up to 44%
🌙 Nightly prices starting at $124
⭐ Popular amenities Internet, TV and Air conditioning
🐾 Pet friendly accommodations 21 properties
🏊 Vacation rentals with pools 75 properties

Frequently Asked Questions

What is the typical price per night for a vacation home in Westbrook?

The nightly price of accommodations in Westbrook starts at $124. If you’re interested in a house rental, the average price is $655 per night. A cabin Westbrook will cost on average $363 per night.

How many vacation homes are available for booking in Westbrook?

There are currently 159 rentals from 5 providers in Westbrook.

What are the most popular amenities for vacation rentals in Westbrook?

If you're looking to book a vacation rental in Westbrook, the most common amenities are: TV, Internet and Air conditioning.

How many vacation rentals with pools are there in Westbrook?

Browse 75 vacation rentals available to book in Westbrook.

Are pets allowed in vacation rentals in Westbrook?

In case if you are traveling with a pet in Westbrook - 13% of rentals allow pets.

What's the best time of year to travel to Westbrook?

If booking a vacation rental in Westbrook, keep in mind that rainy season is usually in February or December, with November often being the driest.

We list offers from thousands of providers, including:

Booking.com Vacation Rentals in Westbrook TripAdvisor Vacation Rentals in Westbrook Vrbo Vacation Rentals in Westbrook VacationRentals.com Vacation Rentals in Westbrook HouseTrip Vacation Rentals in Westbrook FlipKey Vacation Rentals in Westbrook Homestay.com Vacation Rentals in Westbrook Only-apartments Vacation Rentals in Westbrook Interhome Vacation Rentals in Westbrook Novasol Vacation Rentals in Westbrook HomeEscape Vacation Rentals in Westbrook

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