Book Holiday Homes in Westbrook

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Featured Holiday Homes in Westbrook

Family Waterfront Vacation Estate in New London, CT.

Family Waterfront Vacation Estate in New London, CT.

New London CT
Stay at this beach holiday home in New London. Enjoy free Wi-Fi, a beach locale and a garden. Popular attractions Ocean Beach Park and Monte Cristo Cottage are ...
Opens in a new windowFamily Waterfront Vacation Estate in New London, CT.
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
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
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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 CT
Stay at this family-friendly holiday home in East Lyme. Enjoy free Wi-Fi, private pools and breakfast (surcharge). Our guests praise the helpful staff in their ...
Opens in a new windowHistoric Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food
Perfect Shoreline Stay – Walk to Beach, Dine, Shop & Play!

Perfect Shoreline Stay – Walk to Beach, Dine, Shop & Play!

Westbrook CT
Stay at this holiday home in Westbrook. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Westbrook Town Beach and Tanger Outlets are located ...
Opens in a new windowPerfect Shoreline Stay – Walk to Beach, Dine, Shop & Play!
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 Hammonasset Beach State Park and Adam Stanton House ...
Opens in a new windowLarge Charming Historic House close to Beaches
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

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 windowBlue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Charming beach home, complete with pool & cozy guest house!

Charming beach home, complete with pool & cozy guest house!

Clinton CT
Stay at this family-friendly holiday home in Clinton. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Hammonasset Beach State Park and Indian ...
Opens in a new windowCharming beach home, complete with pool & cozy guest house!
Cozy Cottage - Beach - Lighthouse Views - Dedicated Office

Cozy Cottage - Beach - Lighthouse Views - Dedicated Office

New London CT
Stay at this family-friendly holiday home in New London. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Ocean Beach Park and New London ...
Opens in a new windowCozy Cottage - Beach - Lighthouse Views - Dedicated Office
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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
528 Holiday Homes
Lowest Price
NZ$175
Highest Price
NZ$614
Popular accommodation
Family Waterfront Vacation Estate in New London, CT., The SandPiper , Charming Waterfront Getaway — South Cove, Old Saybrook, Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food, Perfect Shoreline Stay – Walk to Beach, Dine, Shop & Play!, Large Charming Historic House close to Beaches, Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office, Charming beach home, complete with pool & cozy guest house!, Cozy Cottage - Beach - Lighthouse Views - Dedicated Office

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$471 per night from 20 May to 21 May
NZ$471
20 May - 21 May
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 Hammonasset Beach State Park and Westbrook ...
Opens in a new window4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill
Westbrook Inn B&B

Westbrook Inn B&B

3 out of 5
976 Boston Post Rd Westbrook CT
The price is NZ$614 per night from 18 May to 19 May
NZ$614
18 May - 19 May
includes taxes & fees
Stay at this B&B in Westbrook. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Hammonasset Beach State Park and Westbrook Town Beach are ...
Opens in a new windowWestbrook Inn B&B
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Red Roof Inn Meriden

Red Roof Inn Meriden

2 out of 5
10 Bee St Meriden CT
Fully refundableReserve now, pay when you stay
The price is NZ$175 per night from 31 May to 1 June
NZ$175
31 May - 1 June
includes taxes & fees
Stay at this business-friendly hotel in Meriden. Enjoy free Wi-Fi, free parking and a health club. Our guests praise the helpful staff and the clean rooms in ...
Opens in a new windowRed Roof Inn Meriden
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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.