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Westbrook Vacation Rentals

Find 131 available offers from 6 partners
Westbrook
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Condo
House
Apartment
Distance to center
1 km
2 km
5 km
Rating
4.5+
4+
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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Best Vacation Home Deals in Westbrook

Save up to 38%

Cottage Westbrook
Mar 2 - Mar 9
-38%
$440
$275 per night
Cottage ∙ 6 guests ∙ 2 bedrooms
Entire Cottage in Westbrook Center with Grill + Water Views
4.9
Outstanding (26 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
Sep 14 - Sep 21
-33%
$900
$600 per night
House ∙ 6 guests ∙ 4 bedrooms
House in Westbrook Center with Grill + Panoramic Views
5.0
Outstanding (19 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
Jan 13 - Jan 20
-37%
$205
$129 per night
House ∙ 8 guests ∙ 3 bedrooms
Family Friendly Vacation Home in Westbrook Center with Grill
4.9
Outstanding (69 ratings)
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 131 options listed in Westbrook. By directly analyzing these vacation rentals, HomeToGo features the most economical offers and the most popular vacation homes in Westbrook.

Top-Rated Rentals and Accommodations in Westbrook

Book Vacation Rental Offers with the Highest User Rating

Cottage Westbrook
Oct 14 - Oct 21
$429 per night
Cottage ∙ 8 guests ∙ 4 bedrooms
Cottage in Westbrook Center with Grill & Yard + Ocean Views
4.5
Excellent (33 ratings)
Westbrook, Middlesex County, Connecticut, United States
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Cottage Westbrook
Aug 11 - Aug 18
$265 per night
Cottage ∙ 5 guests ∙ 3 bedrooms
Cottage in Westbrook Center with Yard & Grill + Beautiful Views
4.7
Excellent (28 ratings)
Westbrook, Middlesex County, Connecticut, United States
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Cottage Westbrook
Dec 30 - Jan 6
$225 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Beautiful Cottage in Westbrook Center
5.0
Outstanding (1 rating)
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

House Westbrook
Mar 2 - Mar 9
$221 per night
House ∙ 7 guests ∙ 2 bedrooms
Vacation Home in Westbrook Center with Yard & Grill + Serene View
5.0
Outstanding (111 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
Dec 30 - Jan 6
$350 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Westbrook Center with Private Balcony + Spectacular Views
5.0
Outstanding (134 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
Feb 3 - Feb 10
-19%
$370
$299 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Westbrook Center with Grill & Yard
5.0
Outstanding (24 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
Jun 15 - Jun 22
-19%
$985
$800 per night
House ∙ 10 guests ∙ 3 bedrooms
House in Westbrook Center with Ample Parking + Island View
5.0
Outstanding (2 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
Mar 23 - Mar 30
-23%
$350
$270 per night
House ∙ 10 guests ∙ 4 bedrooms
Beautiful House in Westbrook Center with Grill & Yard
5.0
Outstanding (44 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
Feb 3 - Feb 10
-44%
$336
$187 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Westbrook Center with Grill
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
Dec 30 - Jan 6
-31%
$808
$558 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Westbrook Center with Grill
5.0
Outstanding (74 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
Jun 22 - Jun 29
$399 per night
House ∙ 6 guests ∙ 2 bedrooms
House in Westbrook Center with Grill + Water Views
4.6
Excellent (45 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
Dec 9 - Dec 16
-46%
$418
$226 per night
House ∙ 6 guests ∙ 2 bedrooms
House in Westbrook Center + Ocean Views
5.0
Outstanding (19 ratings)
Westbrook, Middlesex County, Connecticut, United States
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Budget-friendly Vacation Rentals in Westbrook

Find Fantastic yet Inexpensive Offers

House Westbrook
Nov 11 - Nov 18
-23%
$650
$500 per night
House ∙ 6 guests ∙ 4 bedrooms
House in Westbrook with Yard, Pool & Grill
5.0
Outstanding (2 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
Nov 3 - Nov 10
-73%
$1,690
$450 per night
House ∙ 9 guests ∙ 4 bedrooms
Vacation Home in Westbrook with Outside Patio + Perfect View
5.0
Outstanding (10 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
Aug 24 - Aug 31
$495 per night
House ∙ 8 guests ∙ 4 bedrooms
Lovely House in Westbrook with Grill + Water Views
5.0
Outstanding (47 ratings)
Westbrook, Middlesex County, Connecticut, United States
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Vacation Houses With Pools

Make a splash on your next vacation! Over 39% of in Westbrook vacation rentals have a swimming pool.

House  Westbrook
Dec 30 - Jan 6
$543 per night
House ∙ 11 guests ∙ 5 bedrooms
Rental Vacation Home in Westbrook with In-Ground Pool
4.4
Very good (3 ratings)
Westbrook, Middlesex County, Connecticut, United States
Pool
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Resort  Westbrook
Dec 2 - Dec 9
-17%
$389
$325 per night
Resort ∙ 4 guests ∙ 1 bedroom
Resort in Westbrook Center with Jacuzzi, Patio & Sauna
4.3
Very good (951 ratings)
Westbrook, Middlesex County, Connecticut, United States
Pool
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Resort  Westbrook
Dec 2 - Dec 9
-17%
$379
$315 per night
Resort ∙ 4 guests ∙ 1 bedroom
Resort in Westbrook Center with Hot Tub, Pool & Sauna
4.3
Very good (951 ratings)
Westbrook, Middlesex County, Connecticut, United States
Pool
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Apartments With Balconies or Patios

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

House  Westbrook
Feb 5 - Feb 12
-48%
$312
$161 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Westbrook Center with Grill
Westbrook, Middlesex County, Connecticut, United States
Free cancellation
Balcony/Patio
Details
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House  Westbrook
Dec 30 - Jan 6
$356 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Westbrook Center with Grill
4.9
Outstanding (58 ratings)
Westbrook, Middlesex County, Connecticut, United States
Balcony/Patio
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House  Westbrook
Nov 25 - Dec 2
-20%
$605
$485 per night
House ∙ 10 guests ∙ 4 bedrooms
Pleasant House in Westbrook with Grill & Yard + Water Views
4.9
Outstanding (41 ratings)
Westbrook, Middlesex County, Connecticut, United States
Balcony/Patio
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Vacation homes and rentals with a yard

Looking for vacation homes with a little extra outdoor space? Check out these accommodations in Westbrook with private yards.

House  Westbrook
Dec 30 - Jan 6
-51%
$715
$350 per night
House ∙ 12 guests ∙ 5 bedrooms
House in Westbrook Center with Electric Fireplace + Water View
5.0
Outstanding (6 ratings)
Westbrook, Middlesex County, Connecticut, United States
Yard
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Cottage  Westbrook
Dec 9 - Dec 16
-58%
$710
$296 per night
Cottage ∙ 8 guests ∙ 3 bedrooms
Cottage in Westbrook Center with Yard & Grill
5.0
Outstanding (1 rating)
Westbrook, Middlesex County, Connecticut, United States
Yard
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Bed and breakfast  Westbrook
Dec 2 - Dec 9
-22%
$225
$175 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom
Pleasant Bed & Breakfast in Westbrook Center with Patio & Yard
4.8
Outstanding (143 ratings)
Westbrook, Middlesex County, Connecticut, United States
Yard
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Popular Rental Amenities in Westbrook

  • Pet-friendly (15)
  • Air conditioning (125)
  • WiFi (135)
  • Pool (56)
  • TV (128)
  • Kitchen (77)
  • No smoking (99)
  • Grill (95)
  • Balcony/patio (75)
  • Washing machine (71)
  • Fireplace (68)
  • Parking (3)

Accommodations can be filtered based on the amenities they offer. Above, you can see the number of properties that offer a specific amenity in Westbrook. HomeToGo's data shows that "Pets allowed" and "Air conditioning" turn out to be the most commonly provided amenities in Westbrook. Plan your vacation in advance if you'd like to have a fenced-in yard or you love sweating the stress away in saunas. There are just 1 listed properties including "Fenced" and 25 properties including "Sauna."

The Weather in Westbrook

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Min.
39°
25°
14 days 14
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Min.
39°
25°
15 days 15
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46°
32°
14 days 14
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Min.
57°
39°
12 days 12
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Min.
70°
52°
13 days 13
max.
Min.
75°
59°
12 days 12
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Min.
82°
66°
12 days 12
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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

Sun, 24 Sep
68°
55°

15%

1 h

11 mi/h

Mon, 25 Sep
68°
59°

10%

4 h

12 mi/h

Tue, 26 Sep
66°
55°

0%

9 h

14 mi/h

Wed, 27 Sep
62°
51°

5%

0 h

13 mi/h

Thu, 28 Sep
57°
55°

15%

0 h

18 mi/h

Fri, 29 Sep
64°
51°

15%

2 h

7 mi/h

Sat, 30 Sep
68°
57°

15%

3 h

5 mi/h

Accommodations for your vacation in Westbrook

In Westbrook, one-third of the vacation properties are house rental, which represent 39.08% of its available properties. Additionally, the standard size of house rental in Westbrook is 159 m² with a median price of $652 a night. Furthermore, these accommodations are excellent for large groups, as most can welcome 8 people. If you would prefer to compare another accommodation type, you could have a look at bed and breakfast rental, which are the other most typical accommodation type in Westbrook. Bed and breakfast rental in Westbrook are 19 m² on average, with average prices of $315 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 available 131 homes
💳 Possible discounts up to 38%
🌙 Nightly prices starting at $124
⭐ Popular amenities Pets allowed, Air conditioning and Internet
🐾 Pet friendly homes 16 homes
🏊 Vacation rentals with pools 51 homes

Frequently Asked Questions

What is the nightly price for a vacation rental in Westbrook?

The average accommodation in Westbrook is priced at $124 per night. If you would like to stay in a house rental, the average price is $652 per night. A bed and breakfast rental Westbrook will cost $315 per night on average.

How many vacation homes are available to book in Westbrook?

There are 131 vacation rentals from 6 providers in Westbrook.

What amenities are most popular for vacation homes in Westbrook?

Usually travelers search for Air conditioning, Pets allowed, and Internet when booking a vacation rental in Westbrook.

How many vacation rentals with a pool are there in Westbrook?

Browse 51 vacation rentals available in Westbrook.

Are pets allowed in vacation homes in Westbrook?

Finding a rental in Westbrook that allows pets is easy, with 16 pet-friendly available.

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

July and August are usually the warmest months in Westbrook with temperatures around 82 °F. The coldest months in Westbrook are January and February, with 25 °F on average.

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