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Westbrook Vacation Rentals

Find 124 available offers from 6 partners
Westbrook
Anytime
Guests
Westbrook
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Condo
House
Bed and breakfast
Distance to center
1 km
2 km
5 km
Rating
4.5+
4+

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.

Show all 124 properties

Vacation rentals and apartments with air conditioning

Keep cool during your trip to Westbrook and book a vacation rental with air conditioning.

House  Westbrook
Mar 1 - Mar 8
-68%
$925
$300 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Westbrook Center with Patio & Grill + Picture-Perfect Views

4.9
Outstanding (80 ratings)
Westbrook, Middlesex County, Connecticut, United States
Air conditioning
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Cottage  Westbrook
Oct 5 - Oct 12
-28%
$488
$350 per night
Cottage ∙ 6 guests ∙ 2 bedrooms

Entire Cottage in Westbrook Center with Patio & Grill + Water Views

5.0
Outstanding (33 ratings)
Westbrook, Middlesex County, Connecticut, United States
Air conditioning
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Cottage  Westbrook
Feb 24 - Mar 2
-32%
$350
$237 per night
Cottage ∙ 8 guests ∙ 4 bedrooms

Cottage in Westbrook Center with Sauna, Grill & Yard

5.0
Outstanding (122 ratings)
Westbrook, Middlesex County, Connecticut, United States
Air conditioning
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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  Westbrook
Mar 2 - Mar 9
-23%
$653
$500 per night
House ∙ 9 guests ∙ 4 bedrooms

Lovely House in Westbrook Center with Grill & Yard + Water Views

5.0
Outstanding (32 ratings)
Westbrook, Middlesex County, Connecticut, United States
Balcony
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House  Westbrook
Jun 1 - Jun 8
$320 per night
House ∙ 11 guests ∙ 4 bedrooms

Family Friendly House in Westbrook Center with Grill & Patio

4.0
Very good (12 ratings)
Westbrook, Middlesex County, Connecticut, United States
Balcony
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House  Westbrook
Mar 2 - Mar 9
-25%
$743
$558 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Westbrook Center with Grill & Patio

5.0
Outstanding (67 ratings)
Westbrook, Middlesex County, Connecticut, United States
Balcony
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Vacation Rentals With Fireplaces

Get warm and cozy on cold winter nights in Westbrook by booking a vacation home with a fireplace.

House  Westbrook
Nov 16 - Nov 23
-39%
$985
$600 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
Fireplace
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Cottage  Westbrook
Mar 2 - Mar 9
-64%
$738
$264 per night
Cottage ∙ 8 guests ∙ 3 bedrooms

Cottage in Westbrook Center with Yard & Grill

5.0
Outstanding (4 ratings)
Westbrook, Middlesex County, Connecticut, United States
Fireplace
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Resort  Westbrook
Feb 24 - Mar 2
$311 per night
Resort ∙ 4 guests ∙ 1 bedroom

Resort in Westbrook Center with Hot Tub, Pool & Sauna

4.3
Very good (917 ratings)
Westbrook, Middlesex County, Connecticut, United States
Fireplace
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Best Vacation Home Deals in Westbrook

Save up to 51%

Cottage Westbrook
May 11 - May 18
-19%
$149
$122 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage in Westbrook Center

5.0
Outstanding (67 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
May 18 - May 25
-33%
$893
$600 per night
House ∙ 6 guests ∙ 4 bedrooms

House in Westbrook Center with Grill & Patio + Panoramic Views

5.0
Outstanding (23 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
Feb 25 - Mar 3
-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
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Book a welcoming vacation rental for as little as $121 per night by searching and comparing the 124 options listed in Westbrook. By directly analyzing these vacation rentals, HomeToGo features the most economical offers and the most popular vacation homes in Westbrook.

Recommended Vacation Rentals in Westbrook

Find your perfect vacation rental in Westbrook: from $121 per night

Cottage Westbrook
Nov 16 - Nov 23
$429 per night
Cottage ∙ 8 guests ∙ 4 bedrooms

Cottage in Westbrook Center with Patio, Grill & Yard + Ocean Views

4.5
Excellent (34 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
Feb 24 - Mar 2
-34%
$1,143
$758 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Westbrook Center with Open Balcony

5.0
Outstanding (38 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
Dec 7 - Dec 14
-40%
$205
$124 per night
House ∙ 8 guests ∙ 3 bedrooms

Family Friendly Vacation Home in Westbrook Center with Grill & Patio

4.9
Outstanding (72 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
Mar 2 - Mar 9
-69%
$1,434
$450 per night
House ∙ 9 guests ∙ 4 bedrooms

Vacation Home in Westbrook with Outside Patio + Perfect View

5.0
Outstanding (15 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
Mar 2 - Mar 9
$543 per night
House ∙ 11 guests ∙ 5 bedrooms

Rental Vacation Home in Westbrook with In-Ground Pool

4.0
Very good (6 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
Oct 5 - Oct 12
-44%
$625
$350 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Westbrook Center with Private Balcony + Spectacular Views

5.0
Outstanding (145 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
Nov 2 - Nov 9
-39%
$422
$257 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Westbrook Center with Patio, Grill & Yard

5.0
Outstanding (39 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
Mar 2 - Mar 9
$750 per night
House ∙ 10 guests ∙ 5 bedrooms

Vacation Home in Westbrook with Yard, Grill & Patio

4.9
Outstanding (24 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
Mar 1 - Mar 8
-68%
$480
$153 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Westbrook Center with Patio & Grill

5.0
Outstanding (1 rating)
Westbrook, Middlesex County, Connecticut, United States
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Budget-friendly Vacation Rentals in Westbrook

Find Fantastic yet Inexpensive Offers

House Westbrook
Apr 27 - May 4
-53%
$425
$200 per night
House ∙ 6 guests ∙ 2 bedrooms

House in Westbrook Center + Ocean Views

5.0
Outstanding (24 ratings)
Westbrook, Middlesex County, Connecticut, United States
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Cottage Westbrook
Feb 8 - Feb 15
$250 per night
Cottage ∙ 4 guests ∙ 3 bedrooms

Cottage in Westbrook Center with Patio, Grill & Yard + Water Views

4.7
Excellent (67 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
Mar 9 - Mar 16
$270 per night
House ∙ 10 guests ∙ 4 bedrooms

Beautiful House in Westbrook Center with Grill, Patio & Yard

5.0
Outstanding (63 ratings)
Westbrook, Middlesex County, Connecticut, United States
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Top-Rated Rentals and Accommodations in Westbrook

Book Vacation Rental Offers with the Highest User Rating

House Westbrook
Mar 1 - Mar 8
$221 per night
House ∙ 7 guests ∙ 2 bedrooms

Vacation Home in Westbrook Center with Yard & Grill + Serene View

5.0
Outstanding (120 ratings)
Westbrook, Middlesex County, Connecticut, United States
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House Westbrook
Jan 11 - Jan 18
-29%
$605
$429 per night
House ∙ 10 guests ∙ 4 bedrooms

Pleasant House in Westbrook with Grill, Patio & Yard + Water Views

4.9
Outstanding (51 ratings)
Westbrook, Middlesex County, Connecticut, United States
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Cottage Westbrook
Jan 4 - Jan 11
$265 per night
Cottage ∙ 5 guests ∙ 3 bedrooms

Cottage in Westbrook Center with Yard, Patio & Grill + Beautiful Views

4.8
Outstanding (32 ratings)
Westbrook, Middlesex County, Connecticut, United States
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Popular Rental Amenities in Westbrook

  • Pet-friendly (17)
  • Air conditioning (136)
  • WiFi (141)
  • Pool (55)
  • TV (133)
  • Kitchen (82)
  • No smoking (137)
  • Grill (100)
  • Balcony/patio (116)
  • Washing machine (72)
  • Fireplace (86)
  • 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 want a rental with a sauna or you want a rental providing a crib. There are just 35 listed properties including "Sauna" and 28 properties including "Crib."

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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57°
39°
12 days 12
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70°
52°
13 days 13
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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
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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

Thu, 22 Feb
33°
32°

5%

1 h

6 mi/h

Fri, 23 Feb
44°
41°

70%

0 h

3 mi/h

Sat, 24 Feb
33°
28°

0%

4 h

14 mi/h

Sun, 25 Feb
33°
32°

15%

5 h

11 mi/h

Mon, 26 Feb
42°
41°

15%

0 h

9 mi/h

Tue, 27 Feb
46°
44°

15%

0 h

7 mi/h

Wed, 28 Feb
46°
44°

15%

0 h

7 mi/h

Accommodations for your vacation in Westbrook

In Westbrook, one-third of the vacation properties are house rental, which represent 38.46% of its available properties. Additionally, the standard size of house rental in Westbrook is 154 m² with a median price of $610 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 cabin, which are the other most typical accommodation type in Westbrook. Cabin in Westbrook are 90 m² on average, with average prices of $511 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 124 rentals
💳 Possible discounts up to 34%
🌙 Nightly prices starting at $121
⭐ Popular amenities Pets allowed, Air conditioning and Internet
🐾 Pet friendly homes 16 homes
🏊 Vacation rentals with pools 45 homes

Frequently Asked Questions

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

The average accommodation in Westbrook is priced at $121 per night. If you would like to stay in a house rental, the average price is $610 per night. A cabin Westbrook will cost $511 per night on average.

How many vacation homes are available to book in Westbrook?

There are 124 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 45 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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