Westbrook Vacation Rentals - HomeToGo base64Hash Westbrook Vacation Rentals - HomeToGo

Westbrook Vacation Rentals

Find 149 available home rentals from 8 partners
Anytime
Guests
Anytime
Guests

  • Price per night

    • Up to $100
    • $100 - $199
    • From $200

  • Accommodation types

    • House
    • Apartment
    • Bed and breakfast

  • Distance to center

    • 2 km
    • 5 km
    • Any

  • Rating

    • 4.5+
    • 4+

  • Booking Options

    • Instant Booking

  • Services

    • Pool
    • WiFi
    • Air conditioning
    • Kitchen
    • TV
    • Washing machine
    • Parking
    • Balcony/patio
    • Dishwasher
    • Microwave
    • Fireplace
    • Yard
    • Jacuzzi
    • Crib
    • Sauna
    Show more

  • Accommodation type

    • Pet-friendly
    • No smoking
    • No pets
    • Wheelchair access

  • Activities

    • Grill
    • Fishing

Top 15 Recommended vacation rentals in Westbrook

Find your perfect vacation rental in Westbrook from just $209 per night!

Cabin Westbrook
Cabin ∙ 2 guests ∙ 1 bedroom

39 m² Cabin

Westbrook, Middlesex County, Connecticut, United States
This Westbrook Center cottage features a kitchen, parking, and pet-friendly policies, making it perfect for a cozy getaway for two.
from $214
per night
Outstanding(105 ratings)
from $214
per night
View deal
House Westbrook
House ∙ 6 guests ∙ 3 bedrooms

136 m² House

Westbrook, Middlesex County, Connecticut, United States
This waterfront house in Westbrook Center features a kitchen, balcony, beach access, and parking for up to six guests.
from $549
per night
Outstanding(157 ratings)
from $549
per night
View deal
House Westbrook
House ∙ 6 guests ∙ 2 bedrooms

149 m² House

Westbrook, Middlesex County, Connecticut, United States
This house rental in Westbrook Center features a kitchen, parking, and space for 6, perfect for your family getaway.
from $434
per night
Outstanding(7 ratings)
from $434
per night
View deal
House Westbrook
House ∙ 8 guests ∙ 3 bedrooms

177 m² House

Westbrook, Middlesex County, Connecticut, United States
This house rental in Westbrook Center features a kitchen, yard, and parking, perfect for families and groups of up to 8.
from $567
per night
Outstanding(99 ratings)
from $567
per night
View deal
Cabin Westbrook
Cabin ∙ 8 guests ∙ 4 bedrooms

Cabin

Westbrook, Middlesex County, Connecticut, United States
This cottage in Westbrook Center features a pool, fireplace, kitchen, and jacuzzi, perfect for a family getaway of up to 8.
from $381
per night
Outstanding(133 ratings)
from $381
per night
View deal
House Westbrook
House ∙ 6 guests ∙ 2 bedrooms

House

Westbrook, Middlesex County, Connecticut, United States
This house rental in Westbrook Center features a pool, fireplace, kitchen, and family-friendly spaces for up to 6 guests.
from $389
per night
from $389
per night
View deal
House Westbrook
House ∙ 8 guests ∙ 4 bedrooms

121 m² House

Westbrook, Middlesex County, Connecticut, United States
This house rental in Westbrook Center offers beach access, a kitchen, fireplace, jacuzzi, and space for 8, perfect for your getaway.
from $1,594
per night
Outstanding(29 ratings)
from $1,594
per night
View deal
House Westbrook
House ∙ 8 guests ∙ 3 bedrooms

House

Westbrook, Middlesex County, Connecticut, United States
This waterfront house rental in Westbrook Center features a kitchen, fireplace, and yard, perfect for up to 8 guests and pets.
from $634
per night
Excellent(24 ratings)
from $634
per night
View deal
House Westbrook
House ∙ 10 guests ∙ 5 bedrooms

297 m² House

Westbrook, Middlesex County, Connecticut, United States
This waterfront house rental in Westbrook features a yard, jacuzzi, fireplace, and space for 10, perfect for family getaways.
from $1,050
per night
Outstanding(28 ratings)
from $1,050
per night
View deal
House Westbrook
House ∙ 6 guests ∙ 3 bedrooms

124 m² House

Westbrook, Middlesex County, Connecticut, United States
This house rental in Westbrook Center features a fireplace, kitchen, yard, and parking, perfect for a family getaway of six.
from $458
per night
Outstanding(62 ratings)
from $458
per night
View deal
Cabin Westbrook
Cabin ∙ 6 guests ∙ 3 bedrooms

74 m² Cabin

Westbrook, Middlesex County, Connecticut, United States
This cottage in Westbrook Center features a fireplace, kitchen, and parking, perfect for a family getaway of up to 6 guests.
from $536
per night
Outstanding(79 ratings)
from $536
per night
View deal
Cabin Westbrook
Cabin ∙ 4 guests ∙ 2 bedrooms

84 m² Cabin

Westbrook, Middlesex County, Connecticut, United States
This family-friendly cottage in Westbrook Center offers a perfect retreat for four, surrounded by nature and local attractions.
from $322
per night
Outstanding(4 ratings)
from $322
per night
View deal
House Westbrook
House ∙ 4 guests ∙ 2 bedrooms

House

Westbrook, Middlesex County, Connecticut, United States
This pet-friendly house rental in Westbrook Center features a kitchen and comfortably accommodates four guests for a memorable stay.
from $387
per night
Excellent(27 ratings)
from $387
per night
View deal
House Westbrook
House ∙ 9 guests ∙ 4 bedrooms

125 m² House

Westbrook, Middlesex County, Connecticut, United States
This house rental in Westbrook offers beach access, a waterfront view, and space for up to 9 guests, perfect for a getaway.
from $575
per night
Outstanding(35 ratings)
from $575
per night
View deal
House Westbrook
House ∙ 6 guests ∙ 4 bedrooms

186 m² House

Westbrook, Middlesex County, Connecticut, United States
This waterfront house rental in Westbrook Center features a fireplace, balcony, kitchen, beach access, and parking for six.
from $1,108
per night
Outstanding(38 ratings)
from $1,108
per night
View deal

Vacation Houses with pools

House Westbrook
from $1,535 per night
House ∙ 6 guests ∙ 2 bedrooms

79 m² House

5.0
Outstanding(2 ratings)
Westbrook, Middlesex County, Connecticut, United States
Pool
View deal
Resort Westbrook
from $416 per night
Resort ∙ 4 guests ∙ 1 bedroom

46 m² Resort

4.3
Very good(939 ratings)
Westbrook, Middlesex County, Connecticut, United States
Pool
View deal
House Westbrook
from $933 per night
House ∙ 6 guests ∙ 4 bedrooms

242 m² House

4.9
Outstanding(11 ratings)
Westbrook, Middlesex County, Connecticut, United States
Pool
View deal
See all offers

Dog-Friendly vacation rentals

Cabin Westbrook
from $541 per night
Cabin ∙ 5 guests ∙ 2 bedrooms

65 m² Cabin

4.4
Very good(12 ratings)
Westbrook, Middlesex County, Connecticut, United States
Pet-friendly
View deal
Cabin Westbrook
from $1,089 per night
Cabin ∙ 8 guests ∙ 4 bedrooms

Cabin

4.8
Outstanding(5 ratings)
Westbrook, Middlesex County, Connecticut, United States
Pet-friendly
View deal
House Westbrook
from $593 per night
House ∙ 6 guests ∙ 3 bedrooms

164 m² House

Westbrook, Middlesex County, Connecticut, United States
Pet-friendly
View deal
See all offers

Best vacation rentals with a balcony

Apartment Westbrook
from $399 per night
Apartment ∙ 3 guests ∙ 1 bedroom

Apartment

4.9
Outstanding(12 ratings)
Westbrook, Middlesex County, Connecticut, United States
Balcony
View deal
House Westbrook
from $594 per night
House ∙ 4 guests ∙ 2 bedrooms

House

Westbrook, Middlesex County, Connecticut, United States
Balcony
View deal
Resort Westbrook
from $426 per night
Resort ∙ 4 guests ∙ 1 bedroom

Resort

4.3
Very good(939 ratings)
Westbrook, Middlesex County, Connecticut, United States
Balcony
View deal
See all offers

Budget-friendly Rentals in Westbrook

Find Fantastic yet Inexpensive Rentals

House Westbrook
from $355 per night
House ∙ 6 guests ∙ 3 bedrooms

125 m² House

4.9
Outstanding(47 ratings)
Westbrook, Middlesex County, Connecticut, United States
View deal
House Westbrook
from $811 per night
House ∙ 6 guests ∙ 3 bedrooms

House

4.8
Outstanding(15 ratings)
Westbrook, Middlesex County, Connecticut, United States
View deal
Cabin Westbrook
from $369 per night
Cabin ∙ 7 guests ∙ 4 bedrooms

93 m² Cabin

4.7
Excellent(17 ratings)
Westbrook, Middlesex County, Connecticut, United States
View deal

Top-Rated Offers and Accommodations in Westbrook

Book Vacation Rentals with the Highest User Rating

House Westbrook
from $335 per night
House ∙ 7 guests ∙ 2 bedrooms

House

4.9
Outstanding(137 ratings)
Westbrook, Middlesex County, Connecticut, United States
View deal
Cabin Westbrook
from $489 per night
Cabin ∙ 6 guests ∙ 2 bedrooms

Cabin

4.9
Outstanding(52 ratings)
Westbrook, Middlesex County, Connecticut, United States
View deal
House Westbrook
from $740 per night
House ∙ 8 guests ∙ 4 bedrooms

House

5.0
Outstanding(13 ratings)
Westbrook, Middlesex County, Connecticut, United States
View deal

Discover real guest reviews to help you choose the perfect stay in Westbrook

How are reviews collected?
Ilene T.
Guest verified by HomeToGo

The home was wonderful. The view was phenom! Every convenience we could have asked for was provided. The owner was absolutely gracious and prompt in response to queries. The neighborhood was quiet and we could walk without any concerns. There was a clean, private beach available for the neighborhood. Nothing was a far drive and there was so much to do. Just fantastic!

Reviewed on 10/6/2025 | Couple
House Westbrook
from $419 per night
House ∙ 6 guests ∙ 3 bedrooms
4.5
Excellent(2 ratings)
Westbrook, Middlesex County, Connecticut, United States
View deal

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Popular Rental Amenities in Westbrook

  • Pet-friendly (26)
  • Pool (57)
  • WiFi (147)
  • Air conditioning (142)
  • Kitchen (86)
  • TV (138)
  • Washing machine (71)
  • Parking (2)
  • Balcony/patio (116)
  • Grill (100)
  • No smoking (144)
  • Dishwasher (42)

You will have a large selection of vacation homes to compare and choose from if you are looking for a property including a pool in Westbrook. Additionally, more House rental have pools than any other accommodation type. They are a great choice if you go in a group of 6, as that is the number of people they can usually accommodate. nearly all of Westbrook's vacation homes offering a pool are within two kilometres of water, divide your time between the pool and the waterfront

Information about vacation rentals in Westbrook

🏡 Vacation rentals available 148 rentals
🌙 Nightly prices starting at $209
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 25 homes
🏊 Vacation rentals with pools 57 homes
2 reviews
Westbrook vacation rentals have an average rating of 4.5/5 on 2 reviews left by travelers.

Frequently Asked Questions

What is the typical availability of vacation rentals in Westbrook?

At the moment, there are 148 vacation homes from 8 different providers in Westbrook.

What are the most popular vacation home amenities in Westbrook?

When looking to book a vacation home in Westbrook, the most requested amenities include Pets allowed, Pool, and Internet.

Are there pet-friendly vacation rentals in Westbrook?

Finding a vacation rental in Westbrook that allows dogs is definitely possible, with 25 pet-friendly homes on offfer.

What's the best month to book a vacation rental in Westbrook?

The warmest time of year in Westbrook is July and August, with the nightly price of a vacation home starting at $209.

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