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Winthrop, MA Cabins & Vacation Rentals

Our Favorite Vacation Rentals in Winthrop

Winthrop Vacation Rentals with a Pool

Winthrop Vacation Rentals with Wi-Fi

Winthrop Pet-Friendly Vacation Rentals

Winthrop Travel Guide

Winthrop, Massachusetts, is a small city best known for its proximity to nice parks and beaches in the surrounding area in Boston.

Things to Do in Winthrop

Top things to do in Winthrop include exploring the nearby Boston Harbor Islands National Recreation Area, where you can find out more about the history of the area, and take a dip in the sea at the nearby Constitution Beach.

Best Time to Visit Winthrop

The best time to visit Winthrop is in the summer months of July and August when the weather is hot and sunny.

Cabins in Winthrop

The small town of Winthrop Massachusetts is located in the perfect position near to the bustling town of Boston, but far enough away to feel as though you have escaped busy city life. Winthrop is also located near the Boston Harbour Islands National Recreation Area which is a beautiful place for a day trip. If you are more of a beach lover, head to Constitution Beach for a little TLC in the sun and dip in the crystal clear waters of the sea. On the coastline you may just be able to see Nix’s Mate, a daybeacon pyramid, which is all that is left of an island said to have sunk due to a pirate's curse.

Many people who are looking to explore Boston will get a Winthrop cabin rental, which come in a range of sizes to suit different party sizes and budgets.

Price and Availability in Winthrop

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The most expensive month to stay in a vacation rental in Winthrop is in August, while the cheapest month is in January. The most popular time to book a vacation rental in Winthrop is in the high season in October. Winthrop has its low season in January, when less people are visiting and the vacation home occupancy rate drops.
The cheapest day to stay at a vacation rental in Winthrop tends to be Wednesday, while the most expensive day tends to be Friday. Vacation homes in Winthrop tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.

The Weather in Winthrop

98º 61º
4.55
98º 62º
4.65
97º 53º
5.12
86º 34º
3.78
70º 14º
9.26
65º 20º
2.72
61º -2º
4.92
72º 10º
3.77
64º 16º
5.07
70º 29º
4.62
90º 44º
1.9
92º 49º
2.96
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Rainy days
This climate histogram shows you the weather patterns in Winthrop. The hottest month in Winthrop is June, when temperatures peak at 98 ˚F. The coolest month is January, when temperatures drop to -2 ˚F. The wettest month in Winthrop is November with 9.26 inches of rain, while the driest month is May with 1.9 inches of rain.

What Expert Travelers Think

Vacation Rentals in Winthrop

Browse vacation rentals from all the best providers including Airbnb, Priceline, Agoda and many more at AllTheRooms.com. AllTheRooms has 111 vacation rentals, hotels and other great places to stay during your time in Winthrop, with everything from budget hostels and homestays to extravagant Airbnbs and hotels. When traveling on a budget, the cheapest place to stay in Winthrop is available at $35 per night. In general, an accommodation in Winthrop will cost you $172 per night.

Those looking to get some work finished during their trip to Winthrop can choose from 54 places to stay that have WiFi. 7 of our accommodations come with breakfast in the price. If you are driving to Winthrop, you'll want to pick from 42 places to stay that provide parking. 3 accommodations have a a pool or jacuzzi

Those traveling with a cat, dog or some other animal can stay in one of 5 accommodations that are designated as pet-friendly.

69 of our accommodations in Winthrop have been reviewed by previous guests. They rated 84% as great. 38 places to stay in are instantly bookable.

Destinations near Winthrop