Best Vacation Homes in Wilmington
Apartment
10.0(35 Reviews)
1 Bedroom
1 Bath
6 Guests
800 ft²
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
US $226/Night
7 Nights - US $1,585
Apartment
10.0(2 Reviews)
1 Bedroom
1 Bath
2 Guests
301.39 ft²
Hot Tub- Fireplace/Heating
- Balcony/Terrace
View
US $1,447/Night
7 Nights - US $10,127
US $935/Night
7 Nights - US $6,543
Apartment
10.0(13 Reviews)
1 Bedroom
1 Bath
4 Guests
450 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $201/Night
7 Nights - US $1,409
Apartment
10.0(2 Reviews)
1 Bedroom
1 Bath
2 Guests
Pet Friendly- Parking
Air Conditioner
Internet
US $489/Night
7 Nights - US $3,423
House
10.0(10 Reviews)
1 Bedroom
1 Bath
4 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $148/Night
7 Nights - US $1,038
House
10.0(9 Reviews)
1 Bedroom
1 Bath
2 Guests
- Kitchen
- Air Conditioner
- Internet
Child Friendly
US $211/Night
7 Nights - US $1,478
Apartment
10.0(7 Reviews)
2 Bedrooms
1 Bath
4 Guests
1400 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $421/Night
7 Nights - US $2,949
Wilmington Luxury Rentals
House
9 Bedrooms
5 Baths
18 Guests
5700 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $1,639/Night
7 Nights - US $11,470
House
3 Bedrooms
2 Baths
8 Guests
1399.31 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- View
US $834/Night
7 Nights - US $5,836
House
9.0(2 Reviews)
3 Bedrooms
2 Baths
8 Guests
1399 ft²
Oceanfront- Fireplace/Heating
Ocean View- Balcony/Terrace
US $785/Night
7 Nights - US $5,496
House
4 Bedrooms
3 Baths
10 Guests
495.14 ft²
- Fireplace/Heating
- View
- Air Conditioner
- Internet
US $762/Night
7 Nights - US $5,337
US $750/Night
7 Nights - US $5,253
Villa
8.8(6 Reviews)
5 Bedrooms
4 Baths
10 Guests
3003.13 ft²
Skiing- Fireplace/Heating
- Parking
- Air Conditioner
US $750/Night
7 Nights - US $5,248
House
4 Bedrooms
2 Baths
10 Guests
139.93 ft²
- Fireplace/Heating
- View
- Air Conditioner
- Internet
US $744/Night
7 Nights - US $5,209
House
9.8(22 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $739/Night
7 Nights - US $5,172
Wilmington Pet Friendly Vacation Rentals
Apartment
10.0(5 Reviews)
2 Bedrooms
1 Bath
4 Guests
1500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $277/Night
7 Nights - US $1,941
Apartment
8.6(5 Reviews)
1 Bedroom
1 Bath
2 Guests
- Pet Friendly
- Air Conditioner
- Child Friendly
Security/Safety
US $339/Night
7 Nights - US $2,373
Hotel
8.6(1333 Reviews)
1 Bath
- Fireplace/Heating
Pool- Balcony/Terrace
Breakfast
US $176/Night
7 Nights - US $1,231
House
10.0(1 Review)
2 Bedrooms
2 Baths
5 Guests
1700 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $213/Night
7 Nights - US $1,491
Apartment
8.5(16 Reviews)
1 Bedroom
1 Bath
2 Guests
- Pet Friendly
- Air Conditioner
- Child Friendly
- Security/Safety
US $321/Night
7 Nights - US $2,245
Condo
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $402/Night
7 Nights - US $2,814
Condo
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $258/Night
7 Nights - US $1,806
House
10.0(7 Reviews)
4 Bedrooms
2 Baths
6 Guests
2700 ft²
Private Pool- Fireplace/Heating
- Pool
- Balcony/Terrace
US $297/Night
7 Nights - US $2,079
Wilmington Large Vacation Homes
House
10.0(6 Reviews)
4 Bedrooms
2 Baths
10 Guests
2100 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $504/Night
7 Nights - US $3,529
House
8.4(5 Reviews)
4 Bedrooms
2 Baths
10 Guests
1496.18 ft²
- Fireplace/Heating
- View
- Parking
- Air Conditioner
US $580/Night
7 Nights - US $4,058
House
9.8(72 Reviews)
4 Bedrooms
2 Baths
11 Guests
2750 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $689/Night
7 Nights - US $4,822
House
9.6(29 Reviews)
4 Bedrooms
2 Baths
10 Guests
1496 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $641/Night
7 Nights - US $4,487
Condo
5 Bedrooms
3 Baths
12 Guests
2700 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $676/Night
7 Nights - US $4,731
Condo
4 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $666/Night
7 Nights - US $4,660
House
5 Bedrooms
3 Baths
10 Guests
2300 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $663/Night
7 Nights - US $4,642
House
3 Bedrooms
3 Baths
10 Guests
- Balcony/Terrace
- Pet Friendly
- Internet
- Child Friendly
US $563/Night
7 Nights - US $3,940
Why Choose Rent By Owner for your Wilmington Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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
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
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
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
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
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.
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.
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
Silver Lake Town Beach
North Wilmington
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.
Wilmington Vacation Rental Frequently Asked Questions
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
- Tewksbury MA 5 night minimum stay 4 beds, 2.5 baths, quiet neighborhood,
- Bee-Themed Stay Near Boston – A Sweet and Unique Getaway
- Lakeside Condo, 5min walk to charming small town and 20min train to Boston
- Charming 1 BR private entrance apt commuters dream
- SOFIMA-Cozy and Charming 2-bedroom apartment!
- Home in Woburn - Family + Pet Friendly!
- Cozy 4-bedroom house in superb Woburn with WiFi, AC - 16 mins to Boston
- Well-Maintained Property; Quiet, Tree-Lined Neighborhood. Ideal Location. Pool.
- Near Phillips Academy Andover.
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 2026 is over 192 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.
Wilmington Top Rated Vacation Rentals
House
10.0(6 Reviews)
3 Bedrooms
1 Bath
8 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
US $377/Night
7 Nights - US $2,639
Hotel
10.0(1 Review)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $258/Night
7 Nights - US $1,806
Hotel
10.0(1 Review)
1 Bath
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $258/Night
7 Nights - US $1,806
Hotel
9.8(1007 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $245/Night
7 Nights - US $1,712
Hotel
9.4(492 Reviews)
6 Baths
418.25 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $376/Night
7 Nights - US $2,634
Hotel
9.2(1004 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $211/Night
7 Nights - US $1,478
Hotel
9.2(1003 Reviews)
1 Bath
- Pool
- Breakfast
- Kitchen
- Parking
US $141/Night
7 Nights - US $984
Hotel
9.2(1000 Reviews)
1 Bath
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $199/Night
7 Nights - US $1,392
