Book Holiday Homes in Westbrook

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Featured Holiday Homes in Westbrook

Waterford Dollhouse

Waterford Dollhouse

Waterford
Located in Waterford, this vacation home is by the sea, within a 10-minute drive of Amtrak Beach and Hempstead Houses.
Waterford Dollhouse
Historical New England coastal holiday home-2 min. from Ocean Beach

Historical New England coastal holiday home-2 min. from Ocean Beach

New London
With a stay at this vacation home in New London, you'll be near the beach, just a 2-minute walk from Pequot Chapel and 7 minutes by foot from New London Harbor ...
Historical New England coastal holiday home-2 min. from Ocean Beach
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

East Lyme
Located in East Lyme, this vacation home is by the sea, within a 5-minute drive of Flanders Plaza Shopping Center and Cedar Ridge Golf Course.
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food
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Charming cottage by the sea

Charming cottage by the sea

Guilford
Located in Guilford, this vacation home is by the ocean, within a 10-minute drive of Chaffinch Island State Park and Guilford Art Center.
Charming cottage by the sea
#29 - Modern 5 Bedroom/2 Bath

#29 - Modern 5 Bedroom/2 Bath

Middletown
The price is AU$912 per night from 20 Dec to 21 Dec
AU$912
includes taxes & fees
20 Dec - 21 Dec
When you stay at this vacation home in Middletown, you'll be within a 10-minute drive of General Mansfield House and Wesleyan University.
#29 - Modern 5 Bedroom/2 Bath
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included

Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included

Clinton
When you stay at this vacation home in Clinton, you'll be near the beach and 11 minutes by foot from Clinton Town Beach.
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included
Waterfront Beach House

Waterfront Beach House

Clinton
Located in Clinton, this vacation home is by the ocean, within a 5-minute drive of Clinton Plaza Shopping Center and Adam Stanton House and General Store ...
Waterfront Beach House
Ocean Beach Park Lawrence  M.Hosp MitchellCollege Coast Guard Academy CT College

Ocean Beach Park Lawrence M.Hosp MitchellCollege Coast Guard Academy CT College

New London
Located in New London, this vacation home is by the sea, within a 5-minute walk of Ocean Beach Park and Waterford Beach Park.
Ocean Beach Park Lawrence M.Hosp MitchellCollege Coast Guard Academy CT College
Sea Salt Air Changes Everything - ⭐️Stroll to Private Association Beach⭐️

Sea Salt Air Changes Everything - ⭐️Stroll to Private Association 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.
Sea Salt Air Changes Everything - ⭐️Stroll to Private Association 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.

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
476 Holiday Homes
Lowest Price
AU$343
Highest Price
AU$912
Popular accommodation
Waterford Dollhouse, Historical New England coastal holiday home-2 min. from Ocean Beach, Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food, Charming cottage by the sea, #29 - Modern 5 Bedroom/2 Bath, Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included, Waterfront Beach House, Ocean Beach Park Lawrence M.Hosp MitchellCollege Coast Guard Academy CT College, Sea Salt Air Changes Everything - ⭐️Stroll to Private Association 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$343 per night from 10 Dec to 11 Dec
AU$343
includes taxes & fees
10 Dec - 11 Dec
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$401 per night from 5 Dec to 6 Dec
AU$401
includes taxes & fees
5 Dec - 6 Dec
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
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
Don't see what you're looking for?
See all available properties in Westbrook
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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.