Winthrop vacation rentals

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your current months are May, 2024 and June, 2024.
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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.

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Ocean beauty and rich history in Winthrop

Settled in 1630 by Puritan colonists, Winthrop is a scenic coastal town with pristine, white sandy beaches, abundant sea life, and fascinating forts. Summer days at the beach are marked by soaring seagulls, crashing waves, and cool, refreshing sea breezes, while inland visitors can linger in parks to watch the sunset, listen to live music, or spread a blanket and lay back to watch a movie. Winthrop vacation rentals provide a cozy haven to return to after a day spent cycling paths through town, hitting the courts for rousing games of tennis, or exploring the region's historic sites.

Watching dolphins and birds in Winthrop

It's great to sit on the beach and scan the waves for seals and dolphins, but taking a charter cruise out on the water is an excellent chance to see whales and walruses up close. A trip to Deer Island is delightful when staying in Winthrop. With 60 acres of parkland, there's ample room for rollerblading and cycling, fishing, and picnicking. Belle Isle Reservation is Boston's last remaining salt marsh, and is an excellent spot for birdwatching and nature walks. Winthrop vacation rentals are also good places from which to explore historic buildings such as Deane Winthrop House, built in the 1630s.

Park fun and scenic cruises in Winthrop

Winthrop is a fine place for families in summer, with parks offering face painting and pony rides which will get the kids giggling. You could hire a charter boat for an expertly guided tour of the waters, and explore the coastline with a stop for a traditional clam bake. Afterwards, you can freshen up in your Winthrop vacation rental before walking to a park for an inspiring night concert, or taking a romantic twilight cruise on the local ferry and watching the sun set with spectacular colors over the Atlantic Ocean. After a couple days of walking, riding, and swimming, a day at the spa is sheer bliss.

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 73°F.

Sea animals and beaches around Winthrop

Surrounded by water and looking out to the vast expanse of the ocean, Winthrop is a dreamy seaside town only around 20 minutes from downtown Boston. One of the oldest communities in the United States, Winthrop is ringed by sumptuous beaches, hillsides covered with windswept grasses, and a rustic sprawl studded with trees. Animal life abounds in Winthrop, with seagulls soaring overhead looking for scraps to scavenge, and the ocean waters teeming with humpback whales, lobsters, dolphins, gray seals, and walruses. On land, you may spot swooping sparrows and noisy woodpeckers, and squirrels scampering along tree branches and fence tops.

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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