Westbrook Vacation Rentals

Compare 396 available properties from 16 providers
Westbrook
Save up to 41%

Best Vacation Home Deals in Westbrook

-37%
House ∙ 5 guests ∙ 2 bedrooms
Westbrook, Middlesex County, Connecticut, United States
from $158 $249
VRBO
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-16%
House ∙ 5 guests ∙ 2 bedrooms
Westbrook, Middlesex County, Connecticut, United States
from $159 $189
VRBO
4.9
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-41%
House ∙ 6 guests ∙ 2 bedrooms
Clinton, Middlesex County, Connecticut, United States
from $192 $326
VRBO
4.6
View deal

Book a welcoming vacation rental for as little as $45 per night by searching and comparing the 397 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 $45 per night

House ∙ 2 guests ∙ 1 bedroom
Westbrook, Middlesex County, Connecticut, United States
from $133
VRBO
5.0
View deal
House ∙ 5 guests ∙ 2 bedrooms
Westbrook, Middlesex County, Connecticut, United States
from $159
VRBO
4.9
View deal
House ∙ 6 guests ∙ 3 bedrooms
Westbrook, Middlesex County, Connecticut, United States
from $314
VRBO
5.0
View deal
House ∙ 5 guests ∙ 2 bedrooms
Westbrook, Middlesex County, Connecticut, United States
from $224
VRBO
5.0
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Apartment ∙ 4 guests ∙ 1 bedroom
Westbrook, Middlesex County, Connecticut, United States
from $251
VRBO
4.0
View deal
House ∙ 8 guests ∙ 4 bedrooms
Westbrook, Middlesex County, Connecticut, United States
from $358
VRBO
4.9
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House ∙ 7 guests ∙ 4 bedrooms
Westbrook, Middlesex County, Connecticut, United States
from $200
VRBO
5.0
View deal
House ∙ 6 guests ∙ 2 bedrooms
Westbrook, Middlesex County, Connecticut, United States
from $338
VRBO
4.9
View deal
House ∙ 7 guests ∙ 2 bedrooms
Westbrook, Middlesex County, Connecticut, United States
from $200
VRBO
4.9
View deal
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Vacation Rentals With Fireplaces

Fireplace
House ∙ 4 guests ∙ 2 bedrooms
Westbrook, Middlesex County, Connecticut, United States
from $264
VRBO
4.9
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Fireplace
House ∙ 5 guests ∙ 2 bedrooms
Westbrook, Middlesex County, Connecticut, United States
from $201
Airbnb
5.0
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Fireplace
Private room ∙ 4 guests ∙ 2 bedrooms
Westbrook, Middlesex County, Connecticut, United States
from $102
Airbnb
5.0
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Vacation Homes With Fishing Spots Nearby

Fishing
House ∙ 5 guests ∙ 3 bedrooms
Westbrook, Middlesex County, Connecticut, United States
from $213
VRBO
4.9
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Fishing
House ∙ 5 guests ∙ 2 bedrooms
Westbrook, Middlesex County, Connecticut, United States
from $121
Booking.com
4.4
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Fishing
Bed & Breakfast ∙ 2 guests
Westbrook, Middlesex County, Connecticut, United States
from $191
Booking.com
4.7
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Dog-Friendly Vacation Rentals

Pet-friendly
House ∙ 6 guests ∙ 3 bedrooms
Westbrook, Middlesex County, Connecticut, United States
from $276
VRBO
4.7
View deal
Pet-friendly
House ∙ 6 guests ∙ 2 bedrooms
Westbrook, Middlesex County, Connecticut, United States
from $214
VRBO
4.9
View deal
Pet-friendly
Cottage ∙ 6 guests ∙ 3 bedrooms
Westbrook, Middlesex County, Connecticut, United States
from $208
Airbnb
5.0
View deal
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Popular Rental Amenities in Westbrook

  • Internet (346)
  • Kitchen (325)
  • TV (318)
  • AC (294)
  • Washer (205)
  • Microwave (204)
  • No smoking (162)
  • Parking (160)
  • Yard (158)
  • Grill (157)
  • Fireplace (154)
  • Dishwasher (134)
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 "internet" and "TVs" turn out to be the most commonly provided amenities in Westbrook. Plan your vacation in advance if you want to sweat it out in a sauna or you want a rental with a jacuzzi. There are just 8 listed properties including "saunas" and 10 properties including "Jacuzzis."

Price and Availability Index in Westbrook

Vacation Rental Price Information in Westbrook

We analyzed price data and rendered them in this graph, which shows vacation rental prices for the next twelve months in Westbrook. The most expensive dates to travel to Westbrook are in July (7/6 - 7/13). On the other hand, in February you will find the cheapest prices (2/16 - 2/23). Prices this week are on average $225 a night.

Rental Availability Information in Westbrook

Check out the graph above to find out how many accommodations are available in Westbrook(in %). In February (2/2 - 2/9), only 46 are available. Conversely, 82% of the rentals are still available during a week in September (9/21 - 9/28).

The Weather in Westbrook

39°
25°
39°
25°
46°
32°
57°
39°
70°
52°
75°
59°
82°
66°
81°
64°
73°
57°
63°
46°
52°
37°
45°
32°
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 24° low. The rainiest month is July while the driest month is November.

Accommodations in Westbrook

In Westbrook, more than half of the vacation properties are house rentals, which represent 59.91% of its available properties. Additionally, the standard size of house rentals in Westbrook is 1,690 ft² with a median price of $343 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 hotel rooms, which are the other most typical accommodation type in Westbrook. Hotel rooms in Westbrook are 800 ft² on average, with average prices of $217 per night.

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 397 properties
Food & Drinks

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.

Nightlife

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.

Local Attractions

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.

We compare more than 300 providers, including:

Booking.com Vacation Rentals in Westbrook VRBO Vacation Rentals in Westbrook HomeAway Vacation Rentals in Westbrook TripAdvisor Vacation Rentals in Westbrook VacationRentals.com Vacation Rentals in Westbrook HouseTrip Vacation Rentals in Westbrook FlipKey Vacation Rentals in Westbrook 9flats.com Vacation Rentals in Westbrook VaycayHero Vacation Rentals in Westbrook PerfectPlaces.com Vacation Rentals in Westbrook Homestay.com Vacation Rentals in Westbrook Only-apartments Vacation Rentals in Westbrook Interhome Vacation Rentals in Westbrook Bedycasa Vacation Rentals in Westbrook Novasol Vacation Rentals in Westbrook HomeEscape Vacation Rentals in Westbrook

Vacation Destinations Near Westbrook