A sandy beach with a breakwater, calm sea, and a clear sky.

Westbrook Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Westbrook vacation rentals

A cabin with a dining table set for two, a bicycle, and a small porch area.

1. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.5 star property
East Haddam
9.4 out of 10, Exceptional, (220 reviews)
"Amazing stay, quiet, relaxing, will definitely do it again"
United States
Kelvin
The price is P8,007
P12,108 total
includes taxes & fees
Dec 7 - Dec 8
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
A balcony with a view of the ocean, a lawn, and a house in the background.

2. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (299 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is P10,842
P19,382 total
includes taxes & fees
Nov 30 - Dec 1
Cliffside Resort Condominiums
A modern house with a deck, outdoor seating, and a fire pit.

3. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (73 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is P20,257
P23,144 total
includes taxes & fees
Nov 11 - Nov 12
North Fork Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Westbrook Hotel Reviews

Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

10/10 Excellent
"I never thought a motel 6 could feel like home, but they’ve done it. The staff is so caring and is always going above and beyond to ensure my disabled mother and I are comfortable. I’d choose this place again in a heartbeat!"
Kemi 2-night trip
Posted 2 hours ago
Motel 6 New Haven - Branford, CT

Find out more about Westbrook

Search for holiday rentals in Westbrook on Expedia! You can easily find your home rentals, villas, holiday apartments in Westbrook using one of the methods below:

  • View our selection of featured holiday rentals in Westbrook
  • Use the map to find apartments and other holiday homes in the Westbrook neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Westbrook while they last

Look no further and take a look at our great range of rental properties in Westbrook!

Frequently asked questions

Can I find vacation rentals in Westbrook?

Yes, we have vacation rentals close to top sights in Westbrook, or you can go with a secluded option if you're looking for relaxation. Visitors to Westbrook speak positively about the beaches and restaurants in this destination. Make sure you have time to check out the spas and shopping during your trip.

How many vacation rentals will I find in Westbrook?

Expedia has 47 vacation rentals for your stay in Westbrook.

What can I see and do in Westbrook?

Explore the area and family-friendly sights such as Essex Steam Train, or get out into nature at a spot like Westbrook Town Beach. In the larger area, you’ll find Tanger Outlets and Chalker Beach.

What are vacation rentals like in Westbrook?

Vacation rentals are private accommodations you can stay in for several days or more in Westbrook. Vacation rentals provide amenities such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.