Holiday Rentals in Westbrook
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Holiday Rentals in Westbrook

Waterfront House with picture-perfect views from all 3 levels.

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

Cozy Westbrook Vacation Rental - Walk to Beach!

Updated spacious home, huge kitchen, 5 min walk to beach, 1 min to Water's Edge

Cliffside Resort Condominiums

Postcard Cabins Machimoodus

Regency Inn & Suites

Large Charming Historic House close to Beaches

⚓Capt Nathaniel Clarke Historic Homestead🤵Weddings👰Reunions❤Magnificent Yard🐕

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

Oceanfront Beach House lay in bed and hear the waves, boats , birds

Cozy Coastal Cottage.

New Madison beach house - Ocean front- Great views- booking Summer 2025

Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access

Private Guest House w/ Deck + Spectacular Views!

Gorgeous Victorian direct ocean front single family six bedroom, ten rooms
Other types of properties in Westbrook you may be interested in

Water's Edge Resort & Spa
Holiday Accommodation Westbrook
You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Westbrook are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Westbrook itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Westbrook holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.
If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Westbrook, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.
Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Westbrook with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.
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