Discover Your Perfect Longwood Vacation Homes

Longwood Luxury Rentals

Why Choose Rent By Owner for your Longwood 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 Longwood

When should you plan your Vacation Rentals stay?

Finding the ideal time to visit this charming region enhances your experience, as seasonal patterns and local events can significantly influence the best moments to book your vacation rentals here.

Peak Season Highlights

spring
Spring (March to May)

During spring, the area flourishes with blooming gardens and milder weather, making it an ideal time to explore local attractions and enjoy outdoor activities in this region.

Average Temperature Daytime: 60°F to 75°F - Nighttime: 40°F to 55°F
autumn
Fall (September to November)

Autumn offers vibrant foliage and comfortable temperatures, perfect for experiencing the scenic beauty and tranquil atmosphere of the destination during this season.

Average Temperature Daytime: 65°F to 70°F - Nighttime: 45°F to 50°F

Off-Season Highlights

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Winter (December to February)

Winter brings cooler temperatures and quieter surroundings, providing a peaceful retreat for those seeking solitude and seasonal charm.

Average Temperature Daytime: 30°F to 45°F - Nighttime: 20°F to 30°F
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Summer (June to August)

Although summer can be warm, the region experiences lighter crowds, offering a relaxed environment to enjoy longer daylight hours and outdoor leisure.

Average Temperature Daytime: 80°F to 85°F - Nighttime: 60°F to 65°F

Weekly Weather Forecast for Longwood

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.

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 a private outdoor patio or deck for relaxing and dining al fresco.
  • Take advantage of well-maintained gardens or lawns perfect for outdoor activities.
  • Make use of an outdoor swimming pool to cool off during warmer months.
  • Express your love for nature with access to hiking trails or scenic overlooks nearby.
  • Keep active with outdoor sports facilities such as tennis courts or basketball areas.
  • Gather around a fire pit in the evenings for cozy conversations under the stars.
  • Benefit from ample parking and outdoor storage spaces for bikes or gear.
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Family Activities

  • Longwood Gardens: You can explore the stunning displays of horticulture and enjoy seasonal outdoor concerts in this world-renowned botanical garden.
  • Kennett Square Mushroom Capital Tour: Discover the fascinating process of mushroom farming on guided tours that showcase the region’s reputation as the Mushroom Capital of the World.
  • Fun on the Farm at Straley’s Farm Market: Experience a family-friendly farm visit with pick-your-own produce, farm animals, and seasonal activities that highlight the area's agricultural heritage.
  • Kott Memorial Park: Enjoy outdoor family time with hiking trails, playgrounds, and picnic areas nestled within the peaceful surroundings of this local park.
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Adult Activities

  • Longwood Gardens: Explore the stunning botanical displays and meticulously landscaped gardens that make this destination a must-visit for garden enthusiasts and those seeking tranquility.
  • Krispin's Antique Market: Browse through an extensive selection of vintage and antique items in a vibrant marketplace that caters to collectors and casual shoppers alike.
  • Mantua Park: Enjoy a leisurely day outdoors with walking trails, picnicking areas, and sports facilities, perfect for relaxing and reconnecting with nature.
  • Savor local flavors at area farm-to-table restaurants: Indulge in fresh, locally sourced cuisine that highlights the region’s agricultural heritage and culinary craftsmanship.

Longwood Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local attractions early: Take advantage of the area's unique charm by visiting popular sites during off-peak hours to enjoy a more relaxed experience.
  • Utilize nearby dining options: Savor authentic regional flavors at local eateries that showcase the region’s culinary heritage, ensuring your stay is memorable.
  • Plan outdoor activities wisely: The region offers beautiful parks and scenic spots; planning outdoor adventures in the morning can help you avoid crowds and make the most of your time outside.
  • Connect with local guides or hosts: Engage with knowledgeable hosts or local guides to discover hidden gems and gain insider tips tailored to your interests in this destination.

Transportation Options

  • Philadelphia International Airport: Located approximately 30 miles from here, this major airport offers numerous domestic flights and convenient ground transportation options for travelers visiting the area.
  • Amtrak Train Station in Wilmington: Just a short drive away, this train station provides reliable rail service connecting you to major cities along the East Coast.
  • Local Bus Services: The regional bus network offers affordable and accessible transportation within the area, making it easy to explore nearby attractions and towns.
  • Taxi and Rideshare Services: Widely available in the region, these on-demand options provide flexible transportation directly to your vacation rental or local destinations.

Local Customs Options

  • Traditional Irish Heritage: Celebrating its roots, locals often participate in Irish-inspired festivals and events that reflect the area's historic Irish influence.
  • Farmers' Market Etiquette: Visiting the local farmers' markets involves engaging with vendors respectfully and supporting regional agriculture, which is a cherished custom here.
  • Community Celebrations: Participating in seasonal parades and local festivals fosters a sense of community and showcases the region's vibrant cultural traditions.
  • Respect for Nature: Outdoor activities are integral to the area's lifestyle, with an emphasis on preserving natural beauty through responsible recreation and conservation efforts.

Frequently Asked Questions About Longwood?

2. Which vacation homes in Longwood are best for families?

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

3. How many Rentbyowner vacation rentals are available in Longwood?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 39 in the Longwood 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 Longwood. 

4. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the specific property owner's terms. It is recommended to review the cancellation details listed on the property page or contact the host directly to understand the refund and cancellation procedures.

5. How do I confirm my booking at a vacation rental in this destination?

Booking confirmation typically requires you to complete the reservation process through the listing platform, where you'll receive an email confirmation. For additional verification or special requests, reaching out to the property owner can ensure your reservation is secure.

6. Are there any specific house rules I should be aware of before booking?

Each vacation rental may have its own set of house rules outlined in the listing. To avoid misunderstandings, carefully review these rules on the property page and contact the host if you have any questions about restrictions or expectations during your stay.

7. What amenities are usually included in a vacation rental here?

Amenities vary by property, but common features include Wi-Fi, parking, kitchen facilities, and outdoor spaces. The details are listed on each property page, so reviewing the amenities section will give you a clear idea of what to expect during your stay.

8. Is it possible to get assistance if I encounter issues during my stay?

Yes, most hosts provide contact information for support during your visit. For urgent concerns, reaching out directly to the property owner or the local management team will ensure a prompt response and help resolve any issues efficiently.