Westbrook Vacation Rentals

Our Favorite Vacation Rentals in Westbrook

  • Brand New Madison Listing!
     Country House
    Booking.com
    From
    $290
  • Steps to beach 4bd 2 bth Sleeps 14
    Excellent3br Home/Apartment
    HolidayLettings
    From
    $746
  • Stunning Artisan Waterfall Escape [Walk to Downtown]
     Country House
    Booking.com
    From
    $330
  • Peace Barn in the heart of the CT River Valley
     4br Home/Apartment
    HolidayLettings
    From
    $328
  • The Old Sindelar Farm
     1-star Farm Stay
    Booking.com
    From
    $130
  • Marina Point Villas at Saybrook Point
     2br Country House
    HolidayLettings
    From
    $1,629
  • Spacious studio near beach
     -1br Studio
    HolidayLettings
    From
    $195
  • Brand New Listing Just 1 mile to Downtown and 1.5 miles to the Beach!
     3br Home/Apartment
    HolidayLettings
    From
    $291

Check prices for these upcoming dates

Westbrook Vacation Rentals with a Pool

  • Large Waterfront House with Pool
    Excellent5br Home/Apartment
    Airbnb
    From
    $1,582
  • Winterwood Country Estate - 26 Scenic Acres
    Excellent3br Home/Apartment
    Airbnb
    From
    $632
  • Waters Edge Resort and Spa - Oceanfront Villa by the Sea - 1275 sq ft
     2br Home/Apartment
    Airbnb
    From
    $1,217

Westbrook Vacation Rentals with Wi-Fi

  • CT Shoreline Beach Home (3 bedroom/2 full bath)
    Excellent3br Home/Apartment
    Airbnb
    From
    $379
  • Waters Edge Resort & Spa- Std King Room- 350 sq ft
     Home/Apartment
    Airbnb
    From
    $355
  • NEW! Immaculate, renovated beach cottage, Clinton
    Excellent3br Home/Apartment
    Airbnb
    From
    $538
  • $1,500p/m Updated Studio Long/Short Term Welcome
    ExcellentHome/Apartment
    Airbnb
    From
    $146

Westbrook Pet-Friendly Vacation Rentals

  • Cozy Waterfront Retreat
    Excellent2br Home/Apartment
    Airbnb
    From
    $424
  • The Dragon Fly Garden
    Excellent3br Home/Apartment
    Airbnb
    From
    $212
  • Unique apartment, former contemporary art gallery.
    Excellent2br Home/Apartment
    Airbnb
    From
    $158
  • White House on Oldsaybrook Ct.
    Good3br Home/Apartment
    Airbnb
    From
    $137

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
70° 10°
4
63° 18°
2
59° -2°
2
68°
3
63° 19°
3
75° 27°
2
90° 41°
1
90° 48°
1
99° 55°
1
95° 55°
2
91° 48°
4
81° 32°
2
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Rainy days

This climate histogram shows you the weather patterns in Westbrook. The hottest month in Westbrook is June, when temperatures peak at 99 ˚F. The coolest month is December, when temperatures drop to -2 ˚F. The wettest month in Westbrook is April with 4.07 inches of rain, while the driest month is July with 0.74 inches of rain.

What Expert Travelers Think

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    Clwyd Probert
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  • — I love AllTheRooms because it is not only local homes for renting, and not only hotels, but everything combined. When I am about to book a place to stay, I usually spend a couple of hours looking through both hotel sites and local home sites, comparing the prices and places.

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