- USA
- Massachusetts
- Boston
- Wilmington
- Rentals by Owner
Discover Your Ideal Wilmington, Massachusetts Rental by Owner for a Comfortable Stay
Discover Your Perfect Wilmington Rentals by Owner
-
Rentals by Owner
-
Luxury Vacation Rentals
-
Pet Friendly Vacation Rentals
-
Unique Vacation Rentals
-
Cabin Rentals
-
Cottage Rentals
-
Ski Chalet Rentals
-
Timeshares
-
Villa Rentals
-
Hotels with Suites
-
Resort Rentals
-
Family Vacation Rentals
-
Vacation Rentals with Pools
-
Oceanfront Vacation Rentals
-
Beach House Rentals
-
Summer Vacation Rentals
-
Winter Vacation Rentals
-
Short Term Rentals
-
Corporate Accommodation
-
Large Group Vacation Rentals
-
Sustainable Travel
Wilmington Rentals by Owner
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- View
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- View
- Air Conditioner
- Security/Safety
- Child Friendly
- Air Conditioner
- Parking
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Accessibility
Why Choose Rent By Owner for your Wilmington vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit Wilmington
When should you plan your Rentals by Owner stay?
Choosing the ideal time to visit here can enhance your experience and ensure you find the perfect rental by owner through Rent By Owner, as seasonal variations in the region influence everything from local events to outdoor activities.
Peak Season Highlights
Summer (June to August)
During the peak summer months, you'll enjoy warm weather and longer daylight hours, making it ideal for outdoor activities in this region. This is when the area experiences its highest visitor influx, so booking your rental by owner early is recommended.
Fall (September to November)
Autumn brings vibrant foliage and pleasant temperatures, attracting travelers seeking scenic views and mild weather. This season sees increased demand for accommodations, so plan ahead to secure the best rental options here.
Off-Season Highlights
Winter (December to February)
The cold winter months present fewer crowds and often more affordable rental options here. If you enjoy a quieter atmosphere and cozy experiences, visiting during this time can be rewarding.
Spring (March to May)
Early spring offers fewer tourists and a chance to see the area's natural beauty awakening. This season provides a peaceful setting with moderate temperatures, ideal for those looking to avoid the busiest periods.
Weekly Weather Forecast for Wilmington
How to Book Your Wilmington vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Wilmington
Common Rentals by Owner Amenities
What amenities can you expect?
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 seating areas or patios to relax and take in the fresh air.
- Access to private or shared gardens where you can stroll or unwind amidst nature.
- Use of a barbecue grill for outdoor cooking and entertaining with family and friends.
- Near proximity to walking or biking trails that allow you to explore the scenic surroundings.
- Ample space for outdoor activities such as playing lawn games or picnicking.
- Availability of parking spaces within the outdoor area, making your arrival hassle-free.
- Possibility of waterfront views or nearby access to lakes or rivers for recreational pursuits.
Top Attractions Around Wilmington
What attractions are nearby?
In this charming area, you can enjoy a variety of outdoor activities and local attractions that make your stay memorable, all just moments from your rental by owner in Wilmington, Massachusetts.

Family Activities
- Wilmington Town Forest: Explore this expansive green space where your family can enjoy hiking, picnicking, and observing local wildlife in a scenic outdoor setting.
- Skateboard Park at Wilmington Middle School: Spend active afternoons at this popular skateboard park, perfect for kids and teens looking to practice their tricks and enjoy supervised outdoor fun.
- Reading Memorial Pool & Recreation Center: Cool off during the warmer months with swimming and participate in family-friendly events hosted at this community recreational facility.
- Nearby Historic Sites and Local Trails: Discover local history and nature on accessible trails that are ideal for family walks and educational outings within the area.
Adult Activities
- Visit Historic Sites: Explore the area’s rich history by touring local historic sites that offer a glimpse into the region’s past.
- Enjoy Nature Trails: Discover scenic nature trails perfect for hiking or walking, providing a peaceful retreat outdoors.
- Participate in Water Activities: Engage in water-based activities such as kayaking or paddleboarding on nearby lakes and rivers.
- Experience Local Dining: Savor diverse culinary options at restaurants that showcase regional flavors and fresh ingredients.
Other Places to Stay in Wilmington, MA
Wilmington Travel Tips
How Can You Make the Most of Your Stay?
- Explore local dining options: Take advantage of the area's diverse culinary scene to enjoy authentic regional flavors during your stay.
- Plan outdoor activities: Make the most of the region’s natural beauty by engaging in outdoor experiences such as walking or cycling around scenic spots.
- Visit nearby attractions: Discover popular destinations and hidden gems that showcase the charm and history of this destination.
- Connect with local hosts: Communicate with your rental owner to get insider tips on must-see places and the best ways to explore the area.
Transportation Options
- Wilmington Train Station: This convenient station offers rail connections to Boston and other major cities, making your travel into the area straightforward.
- Major Highway Routes: Accessible highways such as I-93 and Route 62 provide easy driving options for exploring nearby attractions around here.
- Local Bus Services: Regional bus routes connect the region with surrounding towns and Boston, offering a reliable public transportation choice.
- Taxi and Rideshare Services: Taxis and popular ride-sharing apps are readily available here, providing flexible transportation throughout the area.
Local Customs Options
- Traditional Irish Music and Dance: You can experience the local heritage by enjoying lively Irish music sessions and dance performances that celebrate the area's rich cultural roots.
- Seafood Dining Customs: Savor the region’s fresh seafood dishes prepared with traditional methods, reflecting the area's longstanding maritime traditions.
- Community Festivals and Parades: Participate in seasonal festivals and parades that highlight the area's close-knit community spirit and local pride.
- Historical Preservation Practices: Respect the efforts of the locals to maintain historical sites and architecture, which showcase the region’s storied past.
Frequently Asked Questions About Wilmington Rentals by Owner
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:
- Private, Spacious Suite, Private Entrance, near Boston
- Spacious & Sunny Pet-Friendly Home in an Historic New England Lakeside Town
- Lake Access 4 Bed 3 Full Bath
- Enchanting Hidden Door Escape
- Tewksbury MA 5 night minimum stay 4 beds, 2.5 baths, quiet neighborhood,
- The Hive: A Honeybee-Themed Retreat. Wi-fi, Video Games, EV Charger, Garden View
- Charming 1 BR private entrance apt commuters dream
- Home in Woburn - Family + Pet Friendly!
- Near Phillips Academy Andover.
- Luxury Apartment with Gym, Steps From Commuter Rail #3013
2. How many Rentbyowner vacation rentals are available in Wilmington?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 91 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.
3. What is the cancellation policy for rental properties booked through Rent By Owner in Wilmington?
4. How do I communicate with the property owner before confirming my stay in Wilmington?
5. Are there any house rules or restrictions I should be aware of when staying in a rental here?
6. What should I do if I encounter issues during my stay in a rental by owner in this area?
7. Is there a minimum or maximum stay requirement for rentals in Wilmington listed on Rent By Owner?
More Rentals You May Like Near Wilmington
- Air Conditioner
- Parking
- Pet Friendly
- Pet Friendly
- Security/Safety
- Child Friendly
- Air Conditioner
- Pet Friendly
- Security/Safety
- Pet Friendly
- Security/Safety
- Child Friendly
- Pet Friendly
- Security/Safety
- Child Friendly
- Pet Friendly
- Security/Safety
- Child Friendly
- Air Conditioner
- Parking
- TV
- Pet Friendly
- Security/Safety
- Child Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- TV
- Bedding/Linens
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV