Westbrook Vacation Rentals

Our Favorite Vacation Rentals in Westbrook

  • The Sharlene Cottage
     Country House
    Booking.com
    From
    $350
  • NEW! Saybrook Manor House, Walk to Cove Beach!
     3br Home/Apartment
    HolidayLettings
    From
    $433
  • The Peace Barn Sanctuary
     Country House
    Booking.com
    From
    $165
  • Marina Point Villas at Saybrook Point
     2br Country House
    HolidayLettings
    From
    $1,435
  • The Old Sindelar Farm
    Excellent1-star Farm Stay
    Booking.com
    From
    $130
  • Spacious studio near beach
     -1br Studio
    HolidayLettings
    From
    $189
  • Luxurious living on a bucolic alpaca farm
     2br Home/Apartment
    HolidayLettings
    From
    $339
  • NEW! Inviting Beachfront Apt. in Hawk's Nest Beach
     3br Home/Apartment
    HolidayLettings
    From
    $331

Check prices for these upcoming dates

Westbrook Vacation Rentals with a Pool

  • Quiet setting for this guesthouse with pool.
    ExcellentHome/Apartment
    Airbnb
    From
    $170
  • Winterwood Country Estate - 26 Scenic Acres
    Excellent3br Home/Apartment
    Airbnb
    From
    $655

Westbrook Vacation Rentals with Wi-Fi

  • CT Shoreline Beach Home (3 bedroom/2 full bath)
    Excellent3br Home/Apartment
    Airbnb
    From
    $339
  • Cozy Cottage-Family Friendly West Beach
     3br Home/Apartment
    Airbnb
    From
    $268
  • Beautiful Waterview Home Feet From Beach
     3br Home/Apartment
    Airbnb
    From
    $424
  • Astro's Place - shoreline suite with a view!
    ExcellentHome/Apartment
    Airbnb
    From
    $154

Westbrook Pet-Friendly Vacation Rentals

  • Peace Barn in the heart of the CT River Valley
     4br Home/Apartment
    HolidayLettings
    From
    $311
  • $1,500p/m Updated Studio Long/Short Term Welcome
    GoodHome/Apartment
    Airbnb
    From
    $146
  • ⚓Captain Clarke Homestead⚓✨ buy 2/1 free
    Excellent5br Home/Apartment
    Airbnb
    From
    $622
  • The Dragon Fly Garden
    Excellent3br Home/Apartment
    Airbnb
    From
    $218

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
91 º48
4
81 º32
2
70 º10
4
63 º18
2
59 º-2
2
68 º9
3
63 º19
3
75 º27
2
90 º41
1
90 º48
1
99 º55
1
95 º55
2
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
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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    Jeff Campbell
    Jeff CampbellMiddle Class Dad
  • — I love how AllTheRooms shows a map with room price tags straight away when you search, it makes it so quick and easy to choose the right hotel, at the right price in the right location. Perfect for those with busy lifestyles! The AllTheRooms website is so user friendly. WiFi. Brilliant!

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    Amanda AlstonAmanda Alston
  • — I travel to Boston regularly and I like to use AllTheRooms as it’s tricky to find good accommodation at a good price. The platform is easy to use and provides a complete set of features that saves me time and money on every trip

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