Winthrop Villas from CA $357

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Our top choices for Winthrop villas

A modern kitchen with a central island, bar stools, pendant lighting, and a view to the dining area.

1. Broom & Board: Salem Charm in Prime Historic Location Near the Waterfront

Salem

"Good walking location at about 6-8 blocks to downtown Salem. Be aware that it’s 13 stairs from the front of the building to the duplex front door, then another 13 stairs to the second floor area with the only couch to watch TV. You’ll need two codes: one for the building and another for the apartment. We were unfortunately left waiting in the rain for about 20 min waiting for the building code. Pics accurately depicted apartment. Had plumbing issues with slow infilling toilets in both baths but...

Tonja K.

CA $937 total

includes taxes & fees

Nov 16 - Nov 17

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Learn more about Winthrop

This coastal gem offers spectacular Boston skyline views from Deer Island and Belle Isle Marsh Reservation. Enjoy fresh seafood at waterfront restaurants or relax on Winthrop Beach when summer temperatures rise.

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A coastal town with a prominent lighthouse on a hill, surrounded by houses and greenery.

Top reviews in Winthrop

A balcony with a view of a house and a clear sky.

The Winthrop Arms Hotel And Restaurant

Winthrop

10/10 Excellent

This little gem is only 20 minutes on the train from Boston. When you get there after a long day of touring, you can go and sit on the beach and really appreciate the serenity of the moment. This place has an Old Time Charm. The staff is fantastic. They really make you feel at home. You better be hungry if you eat in the restaurant because the portions are quite substantial. The rooms are a nice size and very clean. We liked it so much, we plan on making the Winthrop Arms our home base next...

Dan

A hotel room with a bed, a desk with a lamp, a TV, and a map on the wall.

Château sur Mer Bed & Breakfast

Winthrop

10/10 Excellent

Excellent location costing $30 for cab ride from downtown Intercontinental hotel to B&B. Public transit near by to their subway system. King Bed was comfortable with lots of blankets in a very clean house. They have 4 rooms. Breakfast included yogurt, juices, cereal, fresh fruit, boiled eggs, cheese, ham, sausage, toast and coffee. Joan was very friendly and helpful. Would definitely stay here again.