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Westbrook Vacation Rentals

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Our Favorite Vacation Rentals in Westbrook

  • Peace Barn in the heart of the CT River Valley
    Peace Barn in the heart of the CT River Valley
     4br Home/Apartment
    HolidayLettingsFrom $356
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  • Marina Point Villas at Saybrook Point
    Marina Point Villas at Saybrook Point
     2br Country House
    HolidayLettingsFrom $1435
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  • Spacious studio near beach
    Spacious studio near beach
     -1br Studio
    HolidayLettingsFrom $189
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  • Luxurious living on a bucolic alpaca farm
    Luxurious living on a bucolic alpaca farm
     2br Home/Apartment
    HolidayLettingsFrom $339
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  • Cozy New England, shoreline cottage
    Cozy New England, shoreline cottage
    Excellent3br Home/Apartment
    AirbnbFrom $308
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  • The Cozy Nook
    The Cozy Nook
    Excellent1br Other
    AirbnbFrom $122
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  • Shalom Cottage with beach rights.
    Shalom Cottage with beach rights.
    Excellent1br Home/Apartment
    AirbnbFrom $136
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  • $1,500p/m Updated Studio Long/Short Term Welcome
    $1,500p/m Updated Studio Long/Short Term Welcome
     1br Home/Apartment
    AirbnbFrom $144
    View Deal
See all 58 deals in Westbrook

Westbrook Vacation Rentals with a Pool

  • Winterwood Country Estate - 26 Scenic Acres
    Winterwood Country Estate - 26 Scenic Acres
    Excellent3br Home/Apartment
    AirbnbFrom $626
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See all deals in Westbrook with a pool

Westbrook Vacation Rentals with Wi-Fi

  • Marina Guest House with Kayaking Included
    Marina Guest House with Kayaking Included
    Excellent1br Home/Apartment
    AirbnbFrom $185
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  • Private Lake Hideaway Nestled in the Woods
    Private Lake Hideaway Nestled in the Woods
     4br Home/Apartment
    AirbnbFrom $567
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  • Blue Haven - Fenwood Beach Community
    Blue Haven - Fenwood Beach Community
    Excellent3br Home/Apartment
    AirbnbFrom $344
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  • Luxurious Old Lyme King Bedroom Suite
    Luxurious Old Lyme King Bedroom Suite
    ExcellentBedroom
    AirbnbFrom $158
    View Deal
See all deals in Westbrook with WiFis

Westbrook Pet-Friendly Vacation Rentals

  • Unique apartment, former contemporary art gallery.
    Unique apartment, former contemporary art gallery.
    Excellent2br Home/Apartment
    AirbnbFrom $162
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  • Peace Barn in the heart of the CT River Valley
    Peace Barn in the heart of the CT River Valley
    Good5br Home/Apartment
    AirbnbFrom $269
    View Deal
  • Joe’s Airbnb Garage @robertpratthouse
    Joe’s Airbnb Garage @robertpratthouse
     1br Home/Apartment
    AirbnbFrom $241
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  • Relax at Greenfield Cottage*Charming Shabby Chic
    Relax at Greenfield Cottage*Charming Shabby Chic
    Excellent2br Cottage
    AirbnbFrom $252
    View Deal
See all deals in Westbrook that allow pets

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

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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 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 Weather in Westbrook

99º 55º
1.44
95º 55º
1.63
91º 48º
4.07
81º 32º
2.3
70º 10º
4.06
63º 18º
2.36
59º -2º
2.18
68º 9º
3.29
63º 19º
3.11
75º 27º
1.87
90º 41º
1.26
90º 48º
0.74
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Rainy days
This climate histogram shows you the weather patterns in Westbrook. The warmest months in Westbrook are June and May, when temperatures reach 99 ˚F. The coolest month is January, when temperatures drop to -2 ˚F. The wettest month in Westbrook is September with 4.07 inches of rain, while the driest month is June with 0.74 inches of rain.

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