Winthrop holiday rentals

We found 2,113 holiday rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Discover a selection of 5 apartments and other holiday rentals in Winthrop that are perfect for your trip. Whether you're travelling with your children or with friends, holiday rentals have the amenities that you expect for your stay, which might include parking and a washer and dryer. What you'll find is a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

The beachside setting of Winthrop is ready to explore

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

Activities and attractions in Winthrop

Do you want to discover top things to see and do while you're in the area? Venture out of your cosy holiday rental and experience everything that Winthrop has to offer. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • 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 an adventurous traveller or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Winthrop. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Boston Common (4.6 mi / 7.4 km)
  • Copley Square (5.2 mi / 8.4 km)
  • Winthrop Beach (0.7 mi / 1.1 km)
  • Revere Beach (1.9 mi / 3 km)
  • Castle Island (3.2 mi / 5.2 km)
  • Seaport Common (3.7 mi / 6 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 21°C.

Transport to and around Winthrop

The nearest airport is in Logan International Airport (BOS), located 2.1 mi (3.3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to 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 holiday home accommodation in Winthrop?

The most popular types of holiday homes in Winthrop are apartments. Hoping for something different? Stayz offers a variety of options to match our guests' unique needs, so you'll see holiday 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 holiday home in Winthrop?

A range of factors can influence how much you pay for a holiday home in Winthrop, including the season, type of property and length of stay. However, all of our holiday 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 holiday home. Click on your Winthrop travel dates to see all your options on Stayz. 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 holiday homes in Winthrop?

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

What are popular home amenities in Winthrop?

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

Are there holiday homes in Winthrop that welcome kids?

With six family-friendly holiday 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 holiday homes in Winthrop?

You can pick from three one-bedroom homes in Winthrop. Whether you're on the lookout for a secluded cottage or a cabin, our one-bedroom homes 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 holiday with strangers.

Can I find two-bedroom holiday homes in Winthrop?

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

Are there holiday homes with WiFi in Winthrop?

Winthrop has four holiday homes 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 Stayz homes make it a cinch to go online.

How can I find holiday homes with air conditioning in Winthrop?

Winthrop has five holiday homes where you can relax and recharge in air-conditioned comfort. To locate a stay on Stayz 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 holiday home in Winthrop?

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

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