Winthrop, MA Cabins & Vacation Rentals

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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 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 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 Weather in Winthrop

Rainy days
64° 20°
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52°
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50° 11°
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74° 13°
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78° 29°
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92° 44°
5
100° 54°
3
95° 57°
10
96° 62°
7
86° 52°
7
78° 41°
5
70° 26°
1
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Rainy days

This climate histogram shows you the weather patterns in Winthrop. The hottest month in Winthrop is July, when temperatures peak at 100 ˚F. The coolest month is December, when temperatures drop to 7 ˚F. The wettest month in Winthrop is June with 10.07 inches of rain, while the driest month is February with 1.34 inches of rain.

What Expert Travelers Think

  • — My favorite thing about AllTheRooms is that it combines both rentals and hotels available so you can see an entire view of what is available in a certain area. I was able to see listings on AllTheRooms that I never even saw on other travel sites!

    Daniella Flores
    Daniella FloresILIKETODABBLE
  • — I love AllTheRooms because it is not only local homes for renting, and not only hotels, but everything combined. When I am about to book a place to stay, I usually spend a couple of hours looking through both hotel sites and local home sites, comparing the prices and places.

    Alli Sims
    Alli SimsAlli Sims
  • — As a mom of 5 kids who enjoy traveling, I love AllTheRooms! It is quick and easy to find the best deal on lodging that fits our family, in the area we'd like. AllTheRooms really does save you time, money, and hassle.

    Becky
    BeckyKid World Citizen

Vacation Rentals in Winthrop

At AllTheRooms.com we have rentals from all of your favorite providers - Airbnb, Priceline, Agoda and others. We have 130 vacation rentals, hotels and other places to stay in Winthrop ranging from budget options to extravagant places to stay. A trip to Winthrop can be budget-friendly - the lowest price accommodation is available at $10 a night. The average price of an accommodation is generally $150 per night.

Those needing to get some work finished during their trip to Winthrop can pick from 70 places to stay that provide WiFi. 13 places to stay include a breakfast. Fitness fanatics can get a workout in during their stay by choosing from 3 accommodations that have gyms. If you are driving to Winthrop, you'll want to pick from 58 places to stay that provide parking. We track 4 vacation rentals that have a pool or jacuzzi.

If you're traveling with your best friend, then be sure to select one of the 9 pet-friendly accommodations available.

83 of our accommodations in Winthrop have been reviewed and rated. 80% are rated great. 38 places to stay in are instantly bookable.

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