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Longwood Vacation Rentals

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Longwood vacation rentals

A modern kitchen with a central island, bar stools, wooden cabinets, and a large window.

1. Underground Railroad 4 Bedroom Farmhouse

Underground Railroad 4 Bedroom Farmhouse
Kennett Square
10.0 out of 10, Exceptional, (34 reviews)
"Comfortable, clean, thoughtfully stocked property. We would definitely stay again!"
United States
Amy Y.
$246 nightly
The price is $280
Oct 7 - Oct 8
Total with taxes and fees
Underground Railroad 4 Bedroom Farmhouse
A rustic barn interior with wooden beams, a large window, and string lights.

2. Underground Railroad Barn

Underground Railroad Barn
Kennett Square
10.0 out of 10, Exceptional, (42 reviews)
$270 nightly
The price is $307
Sep 27 - Sep 28
Total with taxes and fees
Underground Railroad Barn
A dining area with a white table, wicker chairs, a ceiling fan, and wall-mounted light fixtures.

3. SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome

SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome
Kennett Square
10.0 out of 10, Exceptional, (7 reviews)
"The home was very clean and perfectly situated for easy access to downtown and local sites."
United States
Patricia Nora R.
$404 nightly
The price is $446
Oct 1 - Oct 2
Total with taxes and fees
SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.

4. Kennett Square, Near Longwood Gardens & Downtown

Kennett Square, Near Longwood Gardens & Downtown
Kennett Square
8.6 out of 10, Excellent, (22 reviews)
"Great location with character! Host was friendly and communicated well."
United States
Ross G.
$404 nightly
The price is $447
Sep 29 - Sep 30
Total with taxes and fees
Kennett Square, Near Longwood Gardens & Downtown
A river with a stone embankment and trees, a stone building with windows and a chimney, and a bridge in the background.

5. Private Suite w/sitting room in the heart of Brandywine Valley

Private Suite w/sitting room in the heart of Brandywine Valley
Wilmington
10.0 out of 10, Exceptional, (213 reviews)
"Just perfect !"
United States
Cloudi
$201 nightly
The price is $208
Oct 1 - Oct 2
Total with taxes and fees
Private Suite w/sitting room in the heart of Brandywine Valley
A modern kitchen with a black and white herringbone backsplash, stainless steel appliances, and a window with a view.

6. Homey Retreat in Historic Kennett Square!!

Homey Retreat in Historic Kennett Square!!
Kennett Square
10.0 out of 10, Exceptional, (108 reviews)
"The property was wonderful...outdoor seating was a plus...the house was clean and the host was attentive. Close to restaurants, a true gem in Kennett square."
United States
Melissa K.
$330 nightly
The price is $364
Sep 27 - Sep 28
Total with taxes and fees
Homey Retreat in Historic Kennett Square!!
A single-story house with a front porch, a small garden, and a clear sky.

7. Cottage 3BR Near Longwood Gardens

Cottage 3BR Near Longwood Gardens
Avondale
$338 nightly
The price is $374
Sep 29 - Sep 30
Total with taxes and fees
Cottage 3BR Near Longwood Gardens
An indoor dining area with tables and chairs, string lights, and plants.

8. Cozy Spring House in Gorgeous Chadds Ford!

Cozy Spring House in Gorgeous Chadds Ford!
Chadds Ford
9.8 out of 10, Exceptional, (89 reviews)
"We enjoyed Cozy Cottage and would come back again!"
United States
ken s.
$316 nightly
The price is $349
Sep 27 - Sep 28
Total with taxes and fees
Cozy Spring House in Gorgeous Chadds Ford!
A garden with a fountain, surrounded by lush greenery and flowering plants.

9. New Construction townhome close to everything downtown w/transparent pricing

New Construction townhome close to everything downtown w/transparent pricing
Hilltop
9.6 out of 10, Exceptional, (29 reviews)
"We love this townhouse, close to everything!"
United States
Judy P.
$194 nightly
The price is $200
Sep 27 - Sep 28
Total with taxes and fees
New Construction townhome close to everything downtown w/transparent pricing
A wooden deck with a railing, surrounded by lush greenery and trees.

10. Spacious 1-bedroom suite surrounded by nature in charming Downingtown.

Spacious 1-bedroom suite surrounded by nature in charming Downingtown.
Downingtown
"We loved our stay! Such a warm, welcoming retreat in a beautiful setting with lots of special touches included. They thought of everything! Hope we are able return some day."
United States
Joanne O.
$150 nightly
The price is $166
Sep 28 - Sep 29
Total with taxes and fees
Spacious 1-bedroom suite surrounded by nature in charming Downingtown.
A patio area with Adirondack chairs, a stone fire pit with flames, and potted flowers.

11. Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens!

Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens!
Concordville
10.0 out of 10, Exceptional, (1 review)
$188 nightly
The price is $207
Oct 4 - Oct 5
Total with taxes and fees
Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens!
A compact kitchen with dark cabinets, a stainless steel refrigerator, a microwave, and a stove.

12. Cozy 1-bedroom apartment in Lincoln University

Cozy 1-bedroom apartment in Lincoln University
Lincoln University
10.0 out of 10, Exceptional, (1 review)
$169 nightly
The price is $187
Sep 27 - Sep 28
Total with taxes and fees
Cozy 1-bedroom apartment in Lincoln University
A living room with a dark grey sectional sofa, a round wooden coffee table, and a small side table.

13. Cozy Comfy Pet Friendly House in a Quiet Neighborhood

Cozy Comfy Pet Friendly House in a Quiet Neighborhood
Wilmington
10.0 out of 10, Exceptional, (1 review)
"Spotless and so cozy. It was like coming home. Our host was communicative and kind. We’d love to come back."
United States
Chris D.
$183 nightly
The price is $190
Oct 1 - Oct 2
Total with taxes and fees
Cozy Comfy Pet Friendly House in a Quiet Neighborhood
A room with a large framed coastal landscape painting, a woven basket with a plant, and a framed certificate on a black console table.

14. The Travelers Havens

The Travelers Havens
Parkesburg
8.8 out of 10, Excellent, (10 reviews)
"We had a great stay with our two dogs. The house was clean and comfortable. We would definitely stay here again!"
United States
Jen D.
$214 nightly
The price is $226
Sep 27 - Sep 28
Total with taxes and fees
The Travelers Havens
A wooden cabin with a triangular glass extension, a deck with two chairs, and a grill.

15. New A-Frame Tiny Home Retreat -With Private Sauna!

New A-Frame Tiny Home Retreat -With Private Sauna!
Christiana
10.0 out of 10, Exceptional, (8 reviews)
"Excellent secluded and restful spot with great attention to detail."
United States
Jason J.
$202 nightly
The price is $214
Sep 30 - Oct 1
Total with taxes and fees
New A-Frame Tiny Home Retreat -With Private Sauna!
A modern kitchen with white cabinets, a black countertop, and three teal bar stools.

16. Comfort, Fun, & charming! - 5BR oasis w/ Pool

Comfort, Fun, & charming! - 5BR oasis w/ Pool
Coatesville
8.0 out of 10, Very good, (8 reviews)
"This is a fantastic property in a gorgeous area. Room for a big crowd yet it feels quite cozy. The host David attended to our every need and request. He was really responsive and treated us like royalty. The pool is absolutely divine. We will definitely stay here again."
United States
Jennifer W.
$578 nightly
The price is $638
Sep 27 - Sep 28
Total with taxes and fees
Comfort, Fun, & charming! - 5BR oasis w/ Pool
A patio area with Adirondack chairs, a stone fire pit with flames, and potted flowers.

17. Free Breakfast. Seasonal Outdoor Pool. Gym. Great for Business Travelers!

Free Breakfast. Seasonal Outdoor Pool. Gym. Great for Business Travelers!
Concordville
8.0 out of 10, Very good, (1 review)
"Breakfast was very good. The only draw back not many seats available. Room is clean. "
United States
Irina G.
$191 nightly
The price is $211
Sep 27 - Sep 28
Total with taxes and fees
Free Breakfast. Seasonal Outdoor Pool. Gym. Great for Business Travelers!
A covered deck with outdoor furniture, a white fence, and a view of a green landscape.

18. Black Horse - FarmGuest House A Travelers Rest and a Vacationers Haven

Black Horse - FarmGuest House A Travelers Rest and a Vacationers Haven
Parkesburg
10.0 out of 10, Exceptional, (197 reviews)
"Great place to stay in a great location! It was clean and very comfortable."
United States
Mark C.
$217 nightly
The price is $240
Sep 28 - Sep 29
Total with taxes and fees
Black Horse - FarmGuest House A Travelers Rest and a Vacationers Haven
A residential house with a brick exterior, a dark roof, and a front porch with a bench.

19. Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill

Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
Elkton
10.0 out of 10, Exceptional, (13 reviews)
"Great stay. Everything you need, quiet and clean. "
United States
Melissa J.
$143 nightly
The price is $152
Sep 27 - Sep 28
Total with taxes and fees
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Longwood Hotel Reviews

Comfort Inn Philadelphia International Airport West

Comfort Inn Philadelphia International Airport West

10/10 Excellent
"Very helpful staff!"
Matthew 1-night trip
Posted 12 hours ago
Comfort Inn Philadelphia International Airport West

Find out more about Longwood

Everything you need to know about Longwood vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Longwood vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Longwood vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Longwood vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Longwood. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Longwood in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $208 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Longwood rentals

At Expedia, we put the best Longwood vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Longwood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Longwood vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Longwood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Longwood?

Yes, we give you a choice of vacation rentals near top attractions in Longwood, or you can choose a more secluded option if you want a relaxing place to stay.

What are some of the best vacation rentals in Longwood?

Kennett Square, Near Longwood Gardens & Downtown: This vacation home rental outside of Longwood is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

What can I see and do in Longwood?

Explore the area and family-friendly sights such as Baldwin's Book Barn, or get out into nature at a spot like Longwood Gardens. In the larger area, you’ll find Longwood Cemetery and Anson B. Nixon Park.

What are vacation rentals like in Longwood?

Vacation rentals are private accommodations you can stay in for a couple days or more in Longwood. Vacation rentals feature extras such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from shared hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for families.