Winthrop, MA Cabins & Vacation Rentals

Our Favorite Vacation Rentals in Winthrop

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Winthrop Vacation Rentals with Pool

Good
Beach Town Escape Close to Airport (North Shore)
2br Other
Wifi,
Parking,
Pool
Excellent
Oceanfront with Salt Water Pool. Close to Boston.
1br Other
Wifi,
Parking,
Pool
Excellent
JANUARY SALE BOSTON HARBORSIDE BRUINS 2B
3br Other
Wifi,
Pets OK,
Breakfast,
Parking,
Pool
Good
JANUARY SALE NEW LOFT BOSTON LOGAN MGH #1
1br Home/Apartment
Wifi,
Breakfast,
Parking,
Pool

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Winthrop Vacation Rentals with Wi-Fi

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Winthrop Pet Friendly 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.

Price and Availability Index in Winthrop

Most expensive

Most availability

The most expensive month to stay in a vacation rental in Winthrop is in August, while the cheapest month is in February. The most popular time to book a vacation rental in Winthrop is in the high season in September. 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 Monday, while the most expensive day tends to be Saturday. Vacation homes in Winthrop tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.

The weather in Winthrop

61º -2º

4.92

72º 10º

3.77

64º 16º

5.07

70º 29º

4.62

90º 44º

1.9

92º 49º

2.96

98º 61º

4.55

98º 62º

4.65

97º 53º

5.12

86º 34º

3.78

70º 14º

9.26

65º 20º

2.72

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Rainy days

This climate histogram shows you the weather patterns in Winthrop. The warmest months in Winthrop are May and June, when temperatures reach 98 ˚F. The coolest month is December, when temperatures drop to -2 ˚F. The wettest month in Winthrop is February with 9.26 inches of rain, while the driest month is August with 1.9 inches of rain.

Vacation Rentals in Winthrop

Choose the perfect accommodation for your trip at AllTheRooms.com. We aggregate Airbnb, VRBO, priceline and more. Winthrop has 108 hotels, vacation rentals and other unique places to stay, with prices to suit budget travelers, luxury travelers and everything in between. For those traveling on a budget, the cheapest place to stay in Winthrop is available at $30 per night. On average, a place to stay in Winthrop will cost you $151 per night.

If you want to stay connected during your trip, then you can choose from over 52 accommodations in Winthrop that have WiFi. We have 7 accommodations that come with a breakfast included. Driving to Winthrop? Then choose one of the 41 places to stay that comes with a parking spot included. 4 accommodations come with a pool or jacuzzi

If you're traveling with a furry friend, then be sure to choose one of the 5 pet-friendly accommodations available.

69 of our places to stay in Winthrop have been rated by previous guests. They rated 84% as excellent or good. 34 accommodations allow instant booking.

Destinations near Winthrop

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