Book Holiday Homes in Westbrook

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Westbrook Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Westbrook vacation homes are the perfect way for you to wing it.

Holiday houses in Westbrook let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Westbrook in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Westbrook adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Westbrook with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Westbrook vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Westbrook Holiday Homes essential information

Accommodation
Holiday Homes
Lowest Price
AU$356
Highest Price
AU$816
Popular accommodation
Water's Edge Resort & Spa, The Captain Stannard B&B Country Inn, Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round, Patchogue River Retreat, 8 minute walk to West Beach

Top trending hotels in Westbrook

Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road, Westbrook, CT
Fully refundableReserve now, pay when you stay
The price is AU$358 per night from 27 Jan to 28 Jan
AU$358
includes taxes & fees
27 Jan - 28 Jan
With a stay at Water's Edge Resort & Spa in Westbrook (Westbrook Center), you'll be a 4-minute drive from Tanger Outlets and 8 minutes from Clinton Crossing ...
Water's Edge Resort & Spa
The Captain Stannard B&B Country Inn

The Captain Stannard B&B Country Inn

3 out of 5
138 South Main Street, Westbrook, CT
Fully refundableReserve now, pay when you stay
The price is AU$356 per night from 16 Jan to 17 Jan
AU$356
includes taxes & fees
16 Jan - 17 Jan
Located in Westbrook (Westbrook Center), The Captain Stannard B&B Country Inn is within a 5-minute drive of Westbrook Town Beach and Tanger Outlets.
The Captain Stannard B&B Country Inn
Adorable New England Cottage,  2 min walk to Beach 🏖️, Available year round

Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round

Westbrook
The price is AU$816 per night from 8 Jan to 9 Jan
AU$816
includes taxes & fees
8 Jan - 9 Jan
With a stay at this cottage in Westbrook (Westbrook Center), you'll be within a 5-minute drive of Chalker Beach and Westbrook Town Beach.
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
Save an average of 15% on thousands of hotels when you're signed in
Patchogue River Retreat, 8 minute walk to West Beach

Patchogue River Retreat, 8 minute walk to West Beach

Westbrook
With a stay at this vacation home in Westbrook (Westbrook Center), you'll be within a 5-minute drive of Westbrook Town Beach and Tanger Outlets.
Patchogue River Retreat, 8 minute walk to West Beach
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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.

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^Subject to availability and chosen travel dates.