Westbrook Vacation Rentals

Our Favorite Vacation Rentals in Westbrook

  • The Peace Barn Sanctuary
     Country House
    Booking.com
    From
    $194
  • Steps to beach 4bd 2 bth Sleeps 14
    Excellent3br Home/Apartment
    HolidayLettings
    From
    $746
  • Brand New Madison Listing!
     Country House
    Booking.com
    From
    $225
  • Marina Point Villas at Saybrook Point
     2br Country House
    HolidayLettings
    From
    $1,532
  • The Old Sindelar Farm
     1-star Farm Stay
    Booking.com
    From
    $130
  • Spacious studio near beach
     -1br Studio
    HolidayLettings
    From
    $192
  • Luxurious living on a bucolic alpaca farm
     2br Home/Apartment
    HolidayLettings
    From
    $402
  • Jennings Perch! Waterfront Cottage close to all!
     2br Home/Apartment
    HolidayLettings
    From
    $371

Check prices for these upcoming dates

Westbrook Vacation Rentals with a Pool

  • Large Waterfront House with Pool and Hot Tub
    Excellent5br Home/Apartment
    Airbnb
    From
    $1,582
  • Winterwood Country Estate - 26 Scenic Acres
    Excellent3br Home/Apartment
    Airbnb
    From
    $575

Westbrook Vacation Rentals with Wi-Fi

  • Wake up with views of the ocean
    Excellent2br Home/Apartment
    Airbnb
    From
    $212
  • Charming 1950's Beach Cottage, Water view !
    Excellent2br Home/Apartment
    Airbnb
    From
    $239
  • Shalom Cottage with beach rights.
    ExcellentHome/Apartment
    Airbnb
    From
    $104
  • $1,500p/m Updated Studio Long/Short Term Welcome
    ExcellentHome/Apartment
    Airbnb
    From
    $142

Westbrook Pet-Friendly Vacation Rentals

  • Peace Barn in the heart of the CT River Valley
     4br Home/Apartment
    HolidayLettings
    From
    $307
  • ⚓Capt Clarke Historic Homestead/Venue⚓buy 2/1 free
    Good5br Home/Apartment
    Airbnb
    From
    $523
  • The Dragon Fly Garden
    Excellent3br Home/Apartment
    Airbnb
    From
    $206
  • Year Round Beach House in Old Saybrook, CT- Pets
    Excellent4br Home/Apartment
    Airbnb
    From
    $273

Westbrook Travel Guide

The town of Westbrook lies on the shoreline of Connecticut and is a picturesque community with a welcoming vibe and some beautiful sea views.

Things to Do in Westbrook

Westbrook Town Beach is a lovely place to begin a walk around town. There are several other stretches of beach along this coast with charming residential homes and quaint waterfront cottages to book a stay. Outdoorsy types will love Stewart B McKinney National Wildlife Refuge, a real gem in this populated area. It boasts lush forest with well looked after trails for hiking and cycling. A visit to Salt Island is a must and is easily done from Westbrook by ferry, at only 500 feet from shore. Here you will find dozens of species of sea birds and interesting rock formations. In the nearby town of Old Saybrook, you can catch a show at the Katherine Hepburn Cultural Arts Center, an intimate place to watch some great theater.

Best Time to Visit Westbrook

Visit Westbrook in Summer or early Fall for the best weather.

Price and Availability in Westbrook

Most expensive
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The cheapest day to stay at a vacation rental in Westbrook tends to be Tuesday, while the most expensive day tends to be Monday. Vacation homes in Westbrook tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in Westbrook is in March, while the cheapest month is in November. The most popular time to book a vacation rental in Westbrook is in the high season in July. Westbrook has its low season in January, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Westbrook

Rainy days
59°
3
61°
2
66°
2
72° 27°
3
86° 39°
2
91° 46°
2
97° 61°
2
91° 52°
1
84° 43°
0
88° 36°
3
70° 18°
2
59° 12°
4
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Sep
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Dec
Rainy days

This climate histogram shows you the weather patterns in Westbrook. The hottest month in Westbrook is June, when temperatures peak at 97 ˚F. The coolest month is December, when temperatures drop to 0 ˚F. The wettest month in Westbrook is January with 4.39 inches of rain, while the driest month is April with 0.35 inches of rain.

What Expert Travelers Think

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    Jeff Campbell
    Jeff CampbellMiddle Class Dad
  • — As a mom of 5 kids who enjoy traveling, I love AllTheRooms! It is quick and easy to find the best deal on lodging that fits our family, in the area we'd like. AllTheRooms really does save you time, money, and hassle.

    Becky
    BeckyKid World Citizen
  • — The great thing about AllTheRooms is their ability to cover all bases. If you are travelling solo, with a partner, friends or even a larger family. There is something there for everyone and that is a hugely powerful tool that I believe it boasts moreso than competitors.

    Max Hobbs
    Max HobbsLTL Mandarin School

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