Vacation rentals near Wingaersheek Beach

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Discover a selection of private vacation rentals near Wingaersheek Beach that can be your home away from home. Whether you're going on vacation with family or friends, vacation rentals have the best amenities for hanging out with the people that matter most, which might include WiFi and a washer and dryer, No matter what you're looking for, you'll be sure to find a rental for everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Wingaersheek Beach

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Find out more about Wingaersheek Beach

Why visit Wingaersheek Beach

  1. Beautiful sandy shores: Wingaersheek Beach features stunning beaches perfect for sunbathing and beach activities.
  2. Family-friendly atmosphere: The beach offers a welcoming environment for families with children.
  3. Historic charm: Explore the rich history of Gloucester, including its coastal heritage and local culture.
  4. Convenient amenities: Enjoy easy access to parking, dog-friendly spots, and vacation rentals to enhance your stay.
  5. Proximity to Cape Cod: Wingaersheek serves as a gateway to the beautiful beaches and relaxed vibe of Cape Cod.

Popular types of accommodation around Wingaersheek Beach

If you're exploring vacation rentals in Wingaersheek Beach, you're in for a treat! Our most popular accommodations include cozy apartments, spacious houses, and inviting condos. Whether you’re looking for charming beach houses, a Rockport guest suite, a suite in a Gloucester home, or a downtown Gloucester guest spot, we have options to suit every traveler’s needs. Enjoy the perfect blend of comfort and convenience during your stay!

  • Apartments: The top choice for vacation rentals near Wingaersheek Beach, offering a blend of comfort and convenience, ideal for singles or couples.
  • Houses: A favored option for families or groups, these homes provide spacious accommodations and a home-like atmosphere.
  • Condos: A popular selection for those seeking modern amenities and ocean views, perfect for a relaxing getaway.
  • Cottages: Charming and cozy, cottages offer a quaint escape close to the beach, ideal for a peaceful retreat.
  • House Boats: For a unique experience, house boats provide a memorable stay on the water, combining adventure with comfort.**

Top attractions around Wingaersheek Beach

Wingaersheek Beach in Gloucester, Massachusetts, offers a blend of cultural and outdoor experiences for visitors. Enjoy the scenic beach, explore historic sites, and visit nearby colleges. Don't miss the chance to check out Gloucester's favorite beaches, discover dog-friendly spots, and find convenient parking options. Whether you're looking for relaxation or adventure, there's something for everyone to enjoy around Wingaersheek Beach.

  1. Good Harbor Beach: A picturesque stretch of sand known for its stunning views and vibrant beach atmosphere. Enjoy swimming, sunbathing, and beachcombing while soaking up the sun.
  2. Cape Ann: A scenic cape renowned for its breathtaking coastal views and charming beaches. Explore the natural beauty, perfect for photography and relaxation.
  3. Hammond Castle: A romantic and culturally rich castle featuring beautiful architecture and gardens. Experience history and artistry while enjoying stunning ocean views.

Things to do recommended for couples

For a romantic getaway at Wingaersheek Beach, catch a performance at the Shalin Liu Performance Center, enjoy an adventurous whale watch with Capt Bill & Sons, or savor exquisite wines at Mill River Winery. These experiences offer the perfect blend of entertainment, adventure, and romance.

Things to do recommended for families

Families visiting Wingaersheek Beach can enjoy the serene Halibut Point Reservation just 3 miles away, filled with wellness vibes. For adventure, the Water Park of New England offers excitement 15 miles away, while Salem Willows Park provides arcade fun only 12 miles from the beach.

Things to do recommended for groups

Explore the scenic trails of Dogtown, just 2 miles from Wingaersheek Beach, for an adventurous hike. Enjoy a cultural evening at the Gorton Theatre, 4 miles away, or unwind with drinks at Ipswich Bar, located 6 miles from the beach, perfect for a romantic night out.

What do I need to keep in mind when booking a vacation around Wingaersheek Beach

When planning your trip—whether you’re traveling with a group, with family, bringing pets, or seeking extended stays—be sure to apply the appropriate filters that align with your priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Wingaersheek Beach with a group: Think about the number of bedrooms required, along with features like a full kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Wingaersheek Beach with young kids: Traveling with young kids can be demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Wingaersheek Beach: For many, a family vacation wouldn’t be the same without their furry companions. If you can relate, explore Vrbo listings that welcome pets. Most of these pet-friendly properties offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Wingaersheek Beach: If you're in search of vacation rentals offering discounts for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay around Wingaersheek Beach

Wingaersheek Beach offers a delightful family-friendly atmosphere perfect for an ocean getaway. Explore the charming coastal city of Gloucester, rich in history and known for its friendly locals. Enjoy a seaside vacation with stunning views, sandy shores, and vibrant neighborhoods. Nearby, the allure of Cape Cod awaits, promising beautiful beaches and a relaxed vibe. Whether you're seeking adventure or tranquility, this region provides an ideal backdrop for your beach vacation.

  • Boston: Boston, located 28 miles from Wingaersheek Beach, is a vibrant metropolis steeped in history and culture. Known for its rich heritage, visitors can explore iconic landmarks like the Freedom Trail, Faneuil Hall Marketplace, and the Boston Common. The city offers a plethora of activities, including world-class museums, shopping centers, and live music venues. With a lively atmosphere, Boston is perfect for families and culture enthusiasts alike, providing a unique blend of education, sports, and entertainment that promises an unforgettable travel experience.
  • Annisquam: Annisquam is a charming neighborhood just 0.5 miles from Wingaersheek Beach, ideal for those seeking a laid-back beach experience. This picturesque area is known for its stunning coastal views, making it perfect for outdoor activities like swimming, kayaking, and hiking. Families will enjoy the inviting beaches and nearby lakes, while arts lovers can explore local theaters and arts centers. Annisquam’s tranquil atmosphere and natural beauty make it a wonderful retreat for relaxation and family fun.
  • Salem: Salem, located 14 miles from Wingaersheek Beach, is famously known for its witch trials and rich maritime history. This cultural hub offers visitors a unique blend of education and outdoor activities, with attractions like the Salem Witch Museum and historic waterfront. Families can explore engaging museums, enjoy local casinos, and attend lively music concerts. Salem's vibrant arts scene and charming streets invite exploration, making it a captivating destination for a memorable vacation experience.

Best time to go to Wingaersheek Beach

If you're planning a trip to Wingaersheek Beach, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January31.1°F (-0.5°C)Light RainMostly SunnyAverageSlightly Low
February31.8°F (-0.1°C)Light RainMostly SunnyAverageSlightly Low
March36.7°F (2.6°C)Light RainMostly SunnyAverageAverage
April45.1°F (7.3°C)Light RainMostly SunnyAverageAverage
May54.3°F (12.4°C)Light RainMostly SunnyAverageAverage
June62.4°F (16.9°C)Light RainMostly SunnyHighAverage
July69.6°F (20.9°C)Light RainMostly SunnyHighSlightly High
August69.4°F (20.8°C)Light RainMostly SunnyHighSlightly High
September64.0°F (17.8°C)Light RainMostly SunnyAverageAverage
October55.2°F (12.9°C)Light RainMostly SunnyLowSlightly High
November45.1°F (7.3°C)Light RainMostly SunnyLowAverage
December37.4°F (3.0°C)Light RainMostly SunnyLowSlightly Low

Booking with Vrbo is simple

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, use our helpful filters to refine your search by price, location, and type of vacation rental.

Save more with One Key

When you reserve an eligible Vrbo for your group getaway, you’ll earn OneKeyCash™ on the full booking amount. It truly benefits you to be the planner! Enroll in our One Key rewards program to unlock exclusive savings for members and accumulate OneKeyCash™ on qualifying stays. Sign up today and begin reaping the rewards!

Vrbo Trips: Effortless planning

Vrbo's Trip Board is designed to help you plan your travels with ease. You can create new trips, keep your plans on track, or manage your existing bookings all in one place. Your saved or booked properties are conveniently categorized into Potential, Upcoming, or Current Trips. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

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