Your vacation rental in Winthrop, Massachusetts, is positioned strategically near to the big city, whilst offering you the small town serenity of coastal living. Take a boat out on the water, or explore the Belle Isle Marsh Reservation.

Choose the perfect vacation rental
Best Vacation Home Deals in Winthrop
Save up to 76%
Compare and find the perfect property for as little as $38 per night by searching among the 294 properties available in Winthrop. HomeToGo, a vacation rental search engine, directly sorts all of these vacation rentals so you can save up to 68%!
Top-Rated Rentals and Accommodations in Winthrop
Book Vacation Rental Offers with the Highest User Rating
Recommended Vacation Rentals in Winthrop
Find your perfect vacation rental in Winthrop: from $38 per night
Budget-friendly Vacation Rentals in Winthrop
Find Fantastic yet Inexpensive Offers
Vacation rentals with Wi-Fi
Stay connected while traveling and book a Winthrop accommodation with high-speed internet.
Vacation rentals and apartments with air conditioning
Keep cool during your trip to Winthrop and book a vacation rental with air conditioning.
Vacation Rentals With Fireplaces
Get warm and cozy on cold winter nights in Winthrop by booking a vacation home with a fireplace.
Popular Rental Amenities in Winthrop
Listed above are the most popular filters in Winthrop and the number of rentals that include them. In Winthrop, 51 accommodations provide "Pets allowed". So, if you travel with your pet, select the Pets allowed filter to compare these rentals. Not as many properties in Winthrop are available if you would like a smoking room or if you love to grill out as "Grill" and "Smoking" are not often available in this destination.
The Weather in Winthrop
You can see our climate diagram above. In the next 6 months, July will have higher average temperatures. Conversely, February is the coolest month in Winthrop, with temperatures going under 23° The rainiest month is December while the driest month is August.
7-Day Weather Forecast in Winthrop
Accommodations for your vacation in Winthrop
Information about vacation rentals in Winthrop
🏡 Vacation rentals available | 294 homes |
---|---|
💳 Possible discounts | up to 68% |
🌙 Nightly prices starting at | $38 |
⭐ Popular amenities | Pets allowed, Internet and Kitchen |
🐾 Pet friendly homes | 47 homes |
🏊 Vacation rentals with pools | 168 homes |
Frequently Asked Questions
What is the average price per night for a vacation home in Winthrop?
The average accommodation in Winthrop is priced at $38 per night. If you are looking for a apartment rental, the nightly price is $332 on average. A house rental Winthrop will cost on average $366 per night.
How many vacation homes are available to book in Winthrop?
There are 294 vacation homes in Winthrop to choose from and rent for your trip.
What amenities are most popular for vacation homes in Winthrop?
Most travelers look for Internet, Pets allowed, and Kitchen when booking a vacation rental in Winthrop.
How many vacation rentals with a pool are in Winthrop?
There are 168 rentals across 6 providers in Winthrop.
Are dogs allowed in vacation rentals in Winthrop?
Finding a vacation rental in Winthrop that allows pets is possible, with 47 pet-friendly available.
What's the best time of year to travel to Winthrop?
Winthrop has its warmest time of year in July and August, with average nightly prices around $38.
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