Discover Your Perfect Downingtown Vacation Homes

Best Vacation Homes in Downingtown

Cottage
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like-icon10.0
Exceptional
(34 Reviews)
1 Bedroom 1 Bath 4 Guests 598 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $288/Night 7 Nights - AU $2,012
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House
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like-icon10.0
Exceptional
(12 Reviews)
3 Bedrooms 2 Baths 10 Guests 3326.05 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
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AU $455/Night 7 Nights - AU $3,182
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Bed & Breakfast
Map-icon
like-icon8.4
Excellent
(261 Reviews)
1 Bedroom 1 Bath
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
AU $194/Night 7 Nights - AU $1,359
House
Map-icon
like-icon10.0
Exceptional
(27 Reviews)
1 Bedroom 1 Bath 2 Guests 950 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
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AU $423/Night 7 Nights - AU $2,964
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House
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like-icon10.0
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 4 Guests 602.78 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
AU $479/Night 7 Nights - AU $3,353
Cottage
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like-icon10.0
Exceptional
(12 Reviews)
1 Bedroom 1 Bath 2 Guests 600 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $255/Night 7 Nights - AU $1,783
House
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
AU $295/Night 7 Nights - AU $2,062
Apartment
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like-icon10.0
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 2 Guests 850 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
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AU $357/Night 7 Nights - AU $2,496

Downingtown Luxury Rentals

House
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like-icon10.0
Exceptional
(19 Reviews)
4 Bedrooms 2 Baths 8 Guests 2000 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
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AU $1,419/Night 7 Nights - AU $9,935
House
Map-icon
7 Bedrooms 3 Baths 15 Guests 2916 ft²
  • Hot Tub
    Hot Tub
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $1,181/Night 7 Nights - AU $8,269
House
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4 Bedrooms 2 Baths 6 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
AU $1,033/Night 7 Nights - AU $7,230
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 10 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $970/Night 7 Nights - AU $6,789
House
Map-icon
like-icon8.0
Excellent
(8 Reviews)
5 Bedrooms 2 Baths 14 Guests
  • Kitchen
    Kitchen
  • Air Conditioner
    Air Conditioner
More amenities
AU $929/Night 7 Nights - AU $6,502
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House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 3 Baths 8 Guests 2002.09 ft²
  • EV Charge Station
    EV Charge Station
  • Parking
    Parking
More amenities
AU $823/Night 7 Nights - AU $5,760
House
Map-icon
like-icon10.0
Exceptional
(38 Reviews)
3 Bedrooms 2 Baths 8 Guests 3327 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
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AU $716/Night 7 Nights - AU $5,013
Apartment
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1 Bedroom 2 Baths 14 Guests
  • Parking
    Parking
  • Pool
    Pool
More amenities
AU $709/Night 7 Nights - AU $4,961

Downingtown Pet Friendly Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(42 Reviews)
5 Bedrooms 2 Baths 10 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $547/Night 7 Nights - AU $3,832
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House
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3 Bedrooms 1 Bath 5 Guests 947.22 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
AU $676/Night 7 Nights - AU $4,730
Cottage
Map-icon
like-icon9.6
Exceptional
(14 Reviews)
3 Bedrooms 1 Bath 5 Guests 950 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $611/Night 7 Nights - AU $4,273
New
House
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1 Bedroom 2 Baths 10 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
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AU $460/Night 7 Nights - AU $3,217
House
Map-icon
like-icon9.4
Exceptional
(26 Reviews)
3 Bedrooms 2 Baths 7 Guests 2500 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $603/Night 7 Nights - AU $4,224
House
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3 Bedrooms 2 Baths 8 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
AU $409/Night 7 Nights - AU $2,862
House
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1 Bedroom 1 Bath 3 Guests 2000 ft²
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
AU $277/Night 7 Nights - AU $1,941
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
5 Bedrooms 3 Baths 10 Guests 6000 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
AU $1,136/Night 7 Nights - AU $7,953

Downingtown Large Vacation Homes

House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
5 Bedrooms 3 Baths 12 Guests
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
AU $905/Night 7 Nights - AU $6,334
House
Map-icon
like-icon9.2
Exceptional
(29 Reviews)
7 Bedrooms 3 Baths 15 Guests 2916 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
AU $1,091/Night 7 Nights - AU $7,637
House
Map-icon
like-icon8.8
Fabulous
(3 Reviews)
6 Bedrooms 4 Baths 14 Guests
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
AU $1,373/Night 7 Nights - AU $9,610
House
Map-icon
like-icon5.0
Average
(2 Reviews)
7 Bedrooms 3 Baths 18 Guests
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
AU $790/Night 7 Nights - AU $5,528

Why Choose Rent By Owner for your Downingtown 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 Downingtown

When should you plan your Vacation Rentals stay?

Choosing the right time to visit this charming area can enhance your experience, allowing you to enjoy its seasonal beauty and local events while ensuring your stay aligns with favorable weather conditions and quieter periods for a more relaxing getaway.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, you can enjoy pleasant weather and longer daylight hours, making it an ideal time to explore the area's outdoor activities and natural beauty.

Average Temperature Daytime: 75°F - Nighttime: 55°F
autumn
Early Fall (September to October)

This season offers mild temperatures and colorful foliage, perfect for experiencing outdoor attractions and seasonal events in the region.

Average Temperature Daytime: 70°F - Nighttime: 50°F

Off-Season Highlights

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Winter (December to February)

Visit during the colder months for fewer crowds and a peaceful atmosphere, especially if you prefer cozying up indoors or exploring local winter festivities.

Average Temperature Daytime: 40°F - Nighttime: 25°F
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Early Spring (March to April)

As the area transitions out of winter, you’ll find fewer visitors and the chance to enjoy early blooming landscapes and quieter surroundings.

Average Temperature Daytime: 55°F - Nighttime: 35°F

Weekly Weather Forecast for Downingtown

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 outdoor spaces with access to a private or shared garden area where you can relax or dine al fresco.
  • Many properties feature a spacious patio or deck, perfect for entertaining or enjoying the scenic surroundings of this region.
  • Look for accommodations that include outdoor grills or BBQ facilities to make the most of pleasant evenings.
  • Expect outdoor seating arrangements such as loungers or hammocks, ideal for unwinding after exploring nearby attractions.
  • Some rentals offer use of a pool or hot tub, providing a refreshing retreat amid the area's natural beauty.
  • If you appreciate outdoor activities, many properties provide access to walking trails or biking paths nearby.
  • Lighting fixtures and fire pits are common features that enhance outdoor evenings in these welcoming vacation homes.
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Family Activities

  • Struble Trail: Explore this scenic trail perfect for family walks, bike rides, and enjoying the natural beauty of the region.
  • Downingtown Farmers Market: Experience local flavors and fresh produce in a family-friendly setting at this popular market in town.
  • Historic Downtown Downingtown: Discover charming shops, kid-friendly eateries, and historical sites that make this area ideal for a casual day out with your loved ones.
  • The Struble Center: Engage in educational and interactive activities designed to entertain children while learning about the area's rich history and environment.
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Adult Activities

  • Chester County History Center: Explore the rich history of the region through engaging exhibits and collections located nearby.
  • Downingtown Main Street Shopping and Dining: Enjoy a leisurely day strolling through charming shops and savoring local cuisine in the heart of this destination.
  • Struble Trail: Embark on scenic walks or bike rides along this popular trail that showcases the area's natural beauty.
  • The Struble Area Recreation Center: Participate in fitness classes, sports, or recreational activities designed for adults seeking active leisure here.

Other Places to Stay in Downingtown, PA

Downingtown Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Sightseeing Early: Utilize local guides and online resources to prioritize must-see attractions in this region, ensuring a memorable experience during your stay.
  • Explore Local Dining Options: Take advantage of authentic eateries nearby to indulge in regional flavors that complement your visit to the area.
  • Check Seasonal Events: Align your travel dates with seasonal festivals or markets to fully immerse yourself in the local culture and community atmosphere.
  • Choose Strategic Accommodation: Select well-located vacation rentals that offer easy access to transportation hubs and key points of interest in this destination for convenience and comfort.

Transportation Options

  • Downingtown Transit Center: This regional hub offers convenient train and bus services connecting you to major cities like Philadelphia and beyond, making it easy to explore the surrounding area.
  • Amtrak Stations: Located nearby, these stations provide reliable rail travel options for those looking to venture further across the region with ease and comfort.
  • Local Bus Services: The area is well-served by local buses that provide affordable transportation within Downingtown and neighboring communities, helping you reach your destination effortlessly.
  • Car Rentals: Several car rental agencies are available in the vicinity, offering flexible transportation options so you can explore here at your own pace and convenience.

Local Customs Options

  • Horse Carriage Rides: You might enjoy taking part in traditional horse-drawn carriage rides that highlight the area's historic charm and provide a nostalgic way to explore here.
  • Local Farming Traditions: Engaging with community farmers markets and seasonal harvest festivals offers a glimpse into the region’s agricultural roots and local customs.
  • Festive Parades: Participating in or watching festive parades during holidays like Memorial Day or Independence Day celebrates the area's community spirit and patriotic pride.
  • Heritage Crafts: Exploring local craft fairs and workshops provides insight into the historic artisan traditions that continue to thrive in this destination.

Frequently Asked Questions About Downingtown?

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

There are 3 vacation rentals with private pools near Downingtown. Top-rated RBO homes that have access to a swimming pool include:

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 68 in the Downingtown 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 Downingtown. 

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

Cancellation policies vary depending on the property owner. You should review the specific listing details or contact the host directly to understand the terms and any applicable fees.

6. How do I confirm my booking at a vacation rental here?

Bookings are typically confirmed once you complete the reservation process and receive a confirmation email from the host. Be sure to read the listing instructions and communicate with the host if needed.

7. Are there any additional fees I should be aware of when booking a vacation rental in this region?

Additional fees such as cleaning, service charges, or taxes may apply. These details are usually listed during the booking process or can be clarified by contacting the property owner before finalizing your reservation.

8. What amenities are generally included in vacation rentals in this destination?

Amenities vary by property but often include essentials such as Wi-Fi, parking, and kitchen facilities. Check each listing carefully to see what is offered and ensure it meets your needs.

9. Is there a minimum stay requirement for booking vacation rentals here?

Minimum stay requirements depend on the individual property. You can find this information in the listing description or by reaching out directly to the host to confirm availability.

Downingtown Top Rated Vacation Rentals

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Hotel
Map-icon
like-icon9.2
Exceptional
(791 Reviews)
1 Bath
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
AU $184/Night 7 Nights - AU $1,291
Hotel
Map-icon
like-icon9.2
Exceptional
(346 Reviews)
1 Bath
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
AU $217/Night 7 Nights - AU $1,516
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Hotel
Map-icon
like-icon9.0
Exceptional
(869 Reviews)
1 Bath
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
AU $206/Night 7 Nights - AU $1,442
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Hotel
Map-icon
like-icon8.9
Fabulous
(76 Reviews)
7 Baths 373.66 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $241/Night 7 Nights - AU $1,689
Hotel
Map-icon
like-icon8.8
Fabulous
(1001 Reviews)
1 Bath
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
AU $128/Night 7 Nights - AU $898
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Hotel
Map-icon
like-icon8.8
Fabulous
(640 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Breakfast
    Breakfast
More amenities
AU $251/Night 7 Nights - AU $1,757
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Hotel
Map-icon
like-icon8.6
Fabulous
(297 Reviews)
1 Bath 195.9 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
AU $314/Night 7 Nights - AU $2,200
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Hotel
Map-icon
like-icon8.6
Fabulous
(187 Reviews)
1 Bath 466.43 ft²
  • Private Pool
    Private Pool
  • Breakfast
    Breakfast
More amenities
AU $199/Night 7 Nights - AU $1,390