Book Holiday Homes in Westbrook

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Featured Holiday Homes in Westbrook

The SandPiper

The SandPiper

Greenport, NY
Stay at this holiday home in Greenport. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Railroad Museum of Long Island and East End Seaport ...
Opens in a new windowThe SandPiper
Large Charming Historic House close to Beaches

Large Charming Historic House close to Beaches

Clinton CT
Stay at this holiday home in Clinton. Enjoy a garden, laundry facilities and patios. Popular attractions Adam Stanton House and General Store Museum and Indian ...
Opens in a new windowLarge Charming Historic House close to Beaches
2BED GUESTHOUSE WITH PRIVATE BEACH ACCESS

2BED GUESTHOUSE WITH PRIVATE BEACH ACCESS

East Lyme CT
Stay at this family-friendly holiday home in Niantic. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Amtrak Beach and Tumbleweeds are ...
Opens in a new window2BED GUESTHOUSE WITH PRIVATE BEACH ACCESS
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Aqua Vista

Aqua Vista

Greenport, NY
Stay at this holiday home in Greenport. Enjoy free Wi-Fi, laundry facilities and balconies. Popular attractions Railroad Museum of Long Island and East End Seaport ...
Opens in a new windowAqua Vista
Charming Waterfront Getaway — South Cove, Old Saybrook

Charming Waterfront Getaway — South Cove, Old Saybrook

Old Saybrook CT
Stay at this holiday home in Old Saybrook. Enjoy laundry facilities and air conditioning. Popular attractions General William Hart House and Katharine Hepburn ...
Opens in a new windowCharming Waterfront Getaway — South Cove, Old Saybrook
Luxurious midcentury modern glass house in the woods, chefs kitchen & great art

Luxurious midcentury modern glass house in the woods, chefs kitchen & great art

Old Lyme CT
Stay at this holiday home in Old Lyme. Enjoy a garden, laundry facilities and patios. Popular attractions Goose Island and Florence Griswold Museum are located ...
Opens in a new windowLuxurious midcentury modern glass house in the woods, chefs kitchen & great art
1820 Whaling Captain's Home - A walk to a coffee or cocktail!

1820 Whaling Captain's Home - A walk to a coffee or cocktail!

Greenport NY
Stay at this holiday home in Greenport. Enjoy a garden, laundry facilities and patios. Popular attractions Greenport Harbor Brewing Company and Greenport Farmers' ...
Opens in a new window1820 Whaling Captain's Home - A walk to a coffee or cocktail!
Beach House

Beach House

East Lyme CT
Stay at this business-friendly holiday home in Niantic. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Attawan Beach and Giants Neck ...
Opens in a new windowBeach House
Historic colonial, a short walk to downtown and the beaches!

Historic colonial, a short walk to downtown and the beaches!

East Lyme CT
Stay at this holiday home in Niantic. Enjoy free Wi-Fi, a fitness centre and a garden. Popular attractions Tumbleweeds and Childrens Museum of Southeastern Connecticut ...
Opens in a new windowHistoric colonial, a short walk to downtown and the beaches!
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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
549 Holiday Homes
Lowest Price
NZ$396
Highest Price
NZ$454
Popular accommodation
The SandPiper , Large Charming Historic House close to Beaches, 2BED GUESTHOUSE WITH PRIVATE BEACH ACCESS, Aqua Vista , Charming Waterfront Getaway — South Cove, Old Saybrook, Luxurious midcentury modern glass house in the woods, chefs kitchen & great art , 1820 Whaling Captain's Home - A walk to a coffee or cocktail!, Beach House, Historic colonial, a short walk to downtown and the beaches!

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 NZ$454 per night from 3 Apr to 4 Apr
NZ$454
3 Apr - 4 Apr
includes taxes & fees
Stay at this beach resort in Westbrook. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowWater's Edge Resort & Spa
4BR Beach Cottage sits on private beach.  Sleeps 12 with comfort, Outdoor grill

4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill

Westbrook CT
Stay at this beach cottage in Westbrook. Enjoy free Wi-Fi, a beach locale and laundry facilities. Popular attractions Westbrook Town Beach and Clinton Plaza ...
Opens in a new window4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill
The Captain Stannard

The Captain Stannard

3 out of 5
138 South Main Street Westbrook CT
The price is NZ$413 per night from 5 Apr to 6 Apr
NZ$413
5 Apr - 6 Apr
includes taxes & fees
Stay at this B&B in Westbrook. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. Popular ...
Opens in a new windowThe Captain Stannard
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Westbrook Inn B&B

Westbrook Inn B&B

3 out of 5
976 Boston Post Rd Westbrook CT
The price is NZ$396 per night from 30 Mar to 31 Mar
NZ$396
30 Mar - 31 Mar
includes taxes & fees
Stay at this B&B in Westbrook. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Westbrook Town Beach and Tanger Outlets are located ...
Opens in a new windowWestbrook Inn B&B
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.