Winthrop vacation rentals

We found 2,125 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 5 apartments and other vacation rentals in Winthrop that are perfect for your trip. Whether you're traveling with family, friends, or just your furry companion, vacation rentals have the best amenities for hanging out with the people that matter most, which might include a pool and a washer and dryer. You'll be sure to find a rental for everyone's needs, including places that are non-smoking or accessible.

Find spaces that suit your style

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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
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The beachside setting of Winthrop is ready to explore

The beaches and other outdoor surroundings create an inviting atmosphere in Winthrop. Travelers appreciate the restaurants in this welcoming city. TD Garden and Fenway Park are just a couple of the must-sees in the area. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Activities and attractions in Winthrop

Do you want to discover attractions to see in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Winthrop a fun spot to vacation. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • New England Aquarium (3.7 mi / 6 km)
  • Encore Boston Harbor (4.5 mi / 7.3 km)
  • Harpoon Brewery (3.5 mi / 5.6 km)
  • Boston Marathon Finish Line (5.3 mi / 8.6 km)
  • Franklin Park Zoo (7.5 mi / 12 km)
  • Samuel Adams Brewery (7.6 mi / 12.2 km)

Exploring the natural features in Winthrop

Whether you're looking for fun outdoor activities or just want to take in the scenery, Winthrop is a great place to spend some time outside. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Boston Common (4.6 mi / 7.4 km)
  • Copley Square (5.2 mi / 8.4 km)
  • Revere Beach (1.9 mi / 3 km)
  • Castle Island (3.2 mi / 5.2 km)
  • Seaport Common (3.7 mi / 6 km)
  • Boston Public Garden (4.8 mi / 7.8 km)

Seasonal weather averages in Winthrop

If warm-weather activities are high on your list, July, August, June and September are the hottest months to visit, when temperatures average 70°F.

Transportation to and around Winthrop

The nearest airport is in Logan International Airport (BOS), located 2.1 mi (3.3 km) from the city center. If you can't find a flight that's convenient for your trip, you can also fly into Boston, MA (BNH-Boston Harbor Seaplane Base), which is 2.7 mi (4.3 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Winthrop?

The most popular types of vacation rentals in Winthrop are apartments. Hoping for something different? Vrbo offers a variety of options to match our guests' unique needs, so you'll see vacation homes in all sizes and shapes. The perfect fit is waiting for you — lock in yours today.

How much does it cost to rent a vacation rental in Winthrop?

A range of factors can influence how much you pay for a vacation rental in Winthrop, including the season, type of property and length of stay. However, all of our vacation homes have something in common — excellent value. Simply enter your travel dates to find your ideal match.

How much does it cost to rent a beach house in Winthrop?

When you travel and the style and size of the property will influence the cost of your beachside vacation rental. Click on your Winthrop travel dates to see all your options on Vrbo. Can't live without a private pool? Use the filters to choose the features and amenities you want in your beach house.

Are there pet-friendly vacation rentals in Winthrop?

With six vacation rentals that welcome four-legged guests, your furry companion can join in on your Winthrop break. Use the filter tool to search our pet-friendly vacation rentals and find a pad that'll set tails wagging on Vrbo.

What are popular rental amenities in Winthrop?

Tennis, nearby museums and a swimming pool are the most popular rental amenities in Winthrop. Whether you're taking to the road by yourself, with your significant other or a group of best friends, Vrbo will help you find a vacation rental that suits your tastes with all the extras you're looking for.

Are there vacation rentals in Winthrop that welcome kids?

With six family-friendly vacation properties to choose from in Winthrop, now is the perfect time to introduce the kiddos to the excitement of travel. Simply check our "Properties good for families" filter box to browse stays loaded with amenities ideal for families on the move, such as living rooms, yards, entertainment units and bunk beds.

What are the top attractions for families in Winthrop?

Keep the kids entertained at these fantastic family-friendly attractions in Winthrop:

  • New England Aquarium
  • Museum of Science
  • Revere Beach

Are there one-bedroom vacation rentals in Winthrop?

You can pick from three one-bedroom rentals in Winthrop. Whether you're on the lookout for a secluded cottage or a cabin, our one-bedroom rentals are just right if you don't require loads of space. One of the best parts about having your own digs? You won't have to share your vacation with strangers.

Can I find two-bedroom vacation rentals in Winthrop?

Take off with your besties and enjoy a relaxing escape in one of the three two-bedroom vacation properties Winthrop has to offer.

Are there vacation rentals with WiFi in Winthrop?

Winthrop has four vacation rentals with WiFi, so you can stay connected while you're away. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movies with the family to scrolling social media, these Vrbo homes make it a cinch to go online.

How can I find vacation rentals with air conditioning in Winthrop?

Winthrop has five vacation rentals where you can relax and recharge in air-conditioned comfort. To locate a stay on Vrbo that provides this perk, enter your desired travel dates and use the filter tool to select the "air conditioning" box.

How old do you have to be to rent a vacation rental in Winthrop?

The minimum required age is usually 16, 18 or 21. It can change from property to property on Vrbo, so check the rules of your chosen Winthrop stay before you book.

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