Kittery Vacation Rentals

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Make Kittery your next getaway

Traveling over the border from New Hampshire into Maine, you’ll come across a quaint, coastal town with hundreds of years of history. Our Kittery vacation rentals are perfect for a relaxing sojourn to an idyllic port town. 

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Kittery vacation rentals for every getaway

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Kittery Frequently Asked Questions

Yes. 64 of our Kittery vacation rentals have internet access, so you can stay connected throughout your trip.

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Some of the most popular amenities in our Kittery vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Kittery team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Kittery, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

You’ll find everything you want in a quintessential New England getaway here. Shingle-style cottages and seafood markets line the streets, while a shipyard and harbors harken back to the town’s rich history as a fishing community—in fact, it’s the oldest European-settled town in Maine, and was incorporated in 1647. Just offshore, you’ll find Badger Island and the Isle of Shoals, and the Whaleback Lighthouse stands on a rocky outcrop amid the waves, in the mouth of the Piscataqua River. Just south of our Kittery home rentals, you’ll also find the Harbor Lighthouse in neighboring Portsmouth, New Hampshire.

If the lighthouses aren’t enough for the history buffs in your travel party, Fort McClary in Kittery is worth a visit. This 19th-century fort still stands today as a state historic site and museum, where you can learn about Maine’s maritime history and enjoy the beautiful park overlooking the ocean. Or, you can explore Fort Foster Park, where beaches, biking trails, and views of both lighthouses await.

Kittery offers a laid-back feel and is perfect for those seeking a little peace and quiet. There’s still plenty to do and see, like shopping in over 120 outlet stores or tasting the delicious, fresh-caught seafood at one of the many dining establishments. If you're looking for a place to stop in for a pint of craft beer, the town has a number of breweries where you can sip the local offerings. And nearby Portsmouth is worth the trip, to see its charming harbor streets peppered with dining and entertainment.

Slow things down for a weekend—or longer—in one of our Kittery vacation rentals, and experience the beauty of coastal Maine.