Discover Your Perfect Wilmington Vacation Homes

Wilmington Large Vacation Homes

See More Family Vacation Rentals in Wilmington on FVR

Why Choose Rent By Owner for your Wilmington Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Wilmington

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here can enhance your experience of this charming destination, allowing you to enjoy its seasonal appeal and avoid peak crowds when booking your vacation rentals in Wilmington, Massachusetts, USA.

Peak Season Highlights

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Summer (June to August)

During the summer months, you can enjoy warm weather and longer daylight hours, making it ideal for outdoor activities and exploring the area's scenic beauty. This is when vacation rentals tend to be in high demand due to the favorable climate.

Average Temperature Daytime: around 75-85°F - Nighttime: approximately 60-65°F
autumn
Fall (September to November)

Autumn brings cooler temperatures and vibrant foliage, attracting visitors seeking a picturesque escape. This season offers a peaceful atmosphere and is perfect for experiencing local seasonal events while staying in well-equipped vacation rentals.

Average Temperature Daytime: roughly 65-75°F - Nighttime: about 50-55°F

Off-Season Highlights

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Winter (December to February)

The winter months are quieter, with fewer tourists and colder weather that encourages cozy stays inside or enjoying seasonal festivities. It's an excellent time for budget-conscious travelers looking for affordable vacation rentals.

Average Temperature Daytime: around 30-40°F - Nighttime: close to 20-30°F
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Spring (March to May)

Early spring offers milder weather and blooming landscapes, creating a tranquil setting for those seeking a less crowded experience. Vacation rentals here provide a comfortable base as the region begins to wake up from winter.

Average Temperature Daytime: approximately 50-60°F - Nighttime: around 35-45°F

Weekly Weather Forecast for Wilmington

How to Book Your Wilmington Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Wilmington

More Top-Rated Vacation Rentals in Wilmington Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor dining with a private patio or deck, perfect for meals after exploring the region.
  • Relax by a scenic fire pit during cool evenings, ideal for gathering with family or friends.
  • Take advantage of a spacious yard or garden area for outdoor activities and leisure.
  • Make use of a community or on-site swimming pool to unwind during warm summer days.
  • Utilize external grills or barbecue stations to prepare delicious meals outdoors.
  • Benefit from access to nearby walking trails or parks for outdoor adventures around this area.
  • Stroll through landscaped gardens or private lawns that enhance your outdoor experience here.

Top Attractions Around Wilmington

What attractions are nearby?

While staying here, you'll have the opportunity to explore nearby parks, lakes, and cultural attractions that showcase the charm and natural beauty of Wilmington, Massachusetts, providing a variety of activities to enrich your visit.

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Family Activities

  • Visit Wilmington Town Forest: Explore the scenic nature trails perfect for family hikes and outdoor adventures within this tranquil area.
  • Discover the Wilmington Public Library: Engage your family with storytimes, educational programs, and a welcoming environment in the heart of the town.
  • Play at Silver Lake Park: Enjoy a relaxing day by the water with picnicking, fishing, or simply unwinding in a beautiful outdoor setting nearby.
  • Experience local events at the Wilmington Town Common: Attend seasonal festivals, markets, or community gatherings that bring families together in this charming region.
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Adult Activities

  • Visit the Wilmington Town Common: Engage in leisurely outdoor activities and enjoy the scenic beauty of this central gathering spot in the heart of the area.
  • Explore the Shoppes at Wilmington:** Discover a variety of retail stores and dining options perfect for an afternoon outing within this popular shopping destination.
  • Attend local events and festivals: Experience community spirit by participating in seasonal celebrations and cultural events held in the region throughout the year.
  • Enjoy outdoor recreation at nearby parks: Take advantage of walking trails, picnic areas, and recreational facilities to unwind and connect with nature here.

Other Places to Stay in Wilmington, MA

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Silver Lake Town Beach Vacation Rentals
North Wilmington
North Wilmington Vacation Rentals
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Wilmington Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local outdoor attractions: Take advantage of the area's natural beauty by visiting nearby parks and trails to enjoy scenic walks and outdoor activities during your stay.
  • Plan your visit around seasonal events: Check the calendar for local festivals or events that showcase the region's culture, adding memorable experiences to your trip.
  • Discover culinary delights: Savor regional flavors at nearby eateries or markets to truly indulge in the authentic taste of this destination's food scene.
  • Choose a well-located vacation rental: Select accommodations close to key attractions and transportation options to maximize your time and convenience here.

Transportation Options

  • Wilmington Station: This commuter rail station offers convenient train services connecting you to Boston and other regional destinations, ideal for easy day trips or travel during your stay.
  • Boston Logan International Airport: Located within a manageable drive from the area, the airport provides a wide range of domestic and international flights, facilitating smooth arrivals and departures for visitors here.
  • Local Bus Services: The region is served by several local bus routes that provide economical and reliable transportation to nearby attractions and town centers.
  • Car Rental Services: Several car rental agencies are available in Wilmington, offering flexible transportation options to explore the region at your own pace.

Local Customs Options

  • Traditional Clam Bakes: Participating in local clam bakes offers a taste of New England’s seafood traditions, which are an integral part of the area's culinary customs.
  • New England Hospitality: Visitors often experience warm and welcoming interactions that reflect the region's friendly and community-oriented spirit.
  • Sports Enthusiasm: Cheering for local teams, especially during baseball season, is a cherished custom that unites residents and visitors alike around here.
  • Seasonal Festivals: Engaging in seasonal celebrations and parades highlights the area's rich cultural heritage and community pride.

Frequently Asked Questions About Wilmington?

1. What are the top vacation rentals in Wilmington?

There are a lot of options in Wilmington. If you plan on staying in the Wilmington area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Wilmington:

2. How many vacation rentals have private pools in Wilmington?

There are 14 vacation rentals with private pools near Wilmington. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Wilmington are best for families?

If you are looking for a family-friendly vacation home in Wilmington, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Wilmington:

4. How many Rentbyowner vacation rentals are available in Wilmington?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 174 in the Wilmington area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Wilmington. 

5. What is the cancellation policy for vacation rentals in Wilmington, Massachusetts?

Cancellation policies vary by property, so it’s important to review the specific listing details or contact the host directly to understand the terms and any applicable fees.

6. Are there any additional fees I should be aware of when booking a rental in this area?

Additional fees such as cleaning fees, service charges, or security deposits are typically listed in the property details. Be sure to read the entire listing or reach out to the owner for clarification.

7. How do I ensure my reservation is secure when booking here?

Secure booking is facilitated through trusted platforms that verify hosts and guests. Confirm your reservation through the official website or app and communicate directly with the property owner if needed.

8. What amenities are commonly available at vacation rentals in this region?

Most properties offer essential amenities like Wi-Fi, parking, and kitchen facilities. Specific features can vary, so check each listing for detailed descriptions and available comforts.

9. What is the check-in and check-out process for rentals in Wilmington, Massachusetts?

Check-in and check-out procedures are outlined in each listing. Contact the host ahead of your stay for precise instructions or to accommodate special requests.