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Longwood Vacation Rentals

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Our top choices for Longwood vacation rentals

1. Underground Railroad 4 Bedroom Farmhouse

Underground Railroad 4 Bedroom Farmhouse
Kennett Square
10.0 out of 10, Exceptional, (35 reviews)
"Comfortable, clean, thoughtfully stocked property. We would definitely stay again!"
United States
Amy Y.
The price is CA $189
CA $450 total
includes taxes & fees
Nov 11 - Nov 12
Underground Railroad 4 Bedroom Farmhouse

2. Luxury Apartment in Kennett Square

Luxury Apartment in Kennett Square
Kennett Square
10.0 out of 10, Exceptional, (51 reviews)
"Great location, comfortable stay."
United States
Anonymous traveller
The price is CA $272
CA $433 total
includes taxes & fees
Nov 17 - Nov 18
Luxury Apartment in Kennett Square

3. 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.
The price is CA $349
CA $544 total
includes taxes & fees
Nov 11 - Nov 12
Homey Retreat in Historic Kennett Square!!

4. The Suite in a carriage house in Kennett Square

The Suite in a carriage house in Kennett Square
Kennett Square
10.0 out of 10, Exceptional, (37 reviews)
"Great base station for seeing the area, including Longview Gardens. Delightful, walkable town."
United States
Robert M.
The price is CA $272
CA $408 total
includes taxes & fees
Nov 17 - Nov 18
The Suite in a carriage house in Kennett Square

5. 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, (8 reviews)
"The home was very clean and perfectly situated for easy access to downtown and local sites."
United States
Patricia Nora R.
The price is CA $211
CA $589 total
includes taxes & fees
Nov 12 - Nov 13
SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome

6. Blue Lotus Cottage, Walk to Downtown Kennett Square, Near Longwood Gardens

Blue Lotus Cottage, Walk to Downtown Kennett Square, Near Longwood Gardens
Kennett Square
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful, peaceful spot perfect for 1-2 guests. The hosts were great at communicating and the price was very reasonable!"
United States
Sarah S.
The price is CA $237
CA $445 total
includes taxes & fees
Nov 11 - Nov 12
Blue Lotus Cottage, Walk to Downtown Kennett Square, Near Longwood Gardens

7. Underground Railroad Barn

Underground Railroad Barn
Kennett Square
9.8 out of 10, Exceptional, (45 reviews)
"A truly lovely place, really so comfortable, and only a few minutes from the heart of Kennett Square. This is a great stay near many wonderful spots to enjoy in the area. Host was very responsive and helpful!"
United States
Susan & Elton F.
The price is CA $175
CA $432 total
includes taxes & fees
Nov 15 - Nov 16
Underground Railroad Barn

8. Kennett Square, Near Longwood Gardens & Downtown

Kennett Square, Near Longwood Gardens & Downtown
Kennett Square
8.6 out of 10, Excellent, (26 reviews)
"Linda's home is perfect for family traveling! Everything you need for cooking, washing, and just enjoying. The back yard and Patio were awesome for Thunderstorm watching. We'll be back !"
United States
Patricia T.
The price is CA $161
CA $615 total
includes taxes & fees
Nov 9 - Nov 10
Kennett Square, Near Longwood Gardens & Downtown

9. Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens

Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens
Chadds Ford
9.8 out of 10, Exceptional, (56 reviews)
"Great property with great outdoor space. Host allowed us to set up a traveling volleyball net in the backyard which was great for the kids and the fire pit was great for our family reunion. Communication with the host was smooth. We had 14 people and there were enough beds, baths and parking spots to accommodate us all. The main floor bedroom and bath was key for our elderly parents as there are a lot of stairs and step up/down to go between rooms."
United States
Grace P.
The price is CA $1,815
CA $2,271 total
includes taxes & fees
Nov 9 - Nov 10
Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens

10. Spacious 3BR Historic Home | Walk Downtown+Parking

Spacious 3BR Historic Home | Walk Downtown+Parking
Kennett Square
10.0 out of 10, Exceptional, (46 reviews)
"We greatly enjoyed our stay at this beautiful house, in a perfect location. It was close to all the shops and restaurants and had a beautiful peaceful garden. Would happily stay again in the future!"
United States
Marta R.
The price is CA $466
CA $1,302 total
includes taxes & fees
Nov 29 - Nov 30
Spacious 3BR Historic Home | Walk Downtown+Parking

11. Newly built Tiny House in Historic Kennett Square

Newly built Tiny House in Historic Kennett Square
Kennett Square
9.0 out of 10, Wonderful, (4 reviews)
"Home away from home"
United States
Debbie M.
The price is CA $279
CA $424 total
includes taxes & fees
Nov 9 - Nov 10
Newly built Tiny House in Historic Kennett Square

12. Cozy Spring House in Gorgeous Chadds Ford!

Cozy Spring House in Gorgeous Chadds Ford!
Chadds Ford
9.8 out of 10, Exceptional, (92 reviews)
"We enjoyed Cozy Cottage and would come back again!"
United States
ken s.
The price is CA $279
CA $478 total
includes taxes & fees
Nov 15 - Nov 16
Cozy Spring House in Gorgeous Chadds Ford!

13. 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, (215 reviews)
"An outstanding rental, we stayed six nights and loved the location. Had a lovely pond next door with walking/running path."
United States
Melissa
The price is CA $210
CA $297 total
includes taxes & fees
Nov 9 - Nov 10
Private Suite w/sitting room in the heart of Brandywine Valley

14. 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.
The price is CA $388
CA $877 total
includes taxes & fees
Nov 11 - Nov 12
Comfort, Fun, & charming! - 5BR oasis w/ Pool

15. 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)
The price is CA $244
CA $293 total
includes taxes & fees
Nov 23 - Nov 24
Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens!

16. Chic 1BR Conference Suite | Free Breakfast + Pool

Chic 1BR Conference Suite | Free Breakfast + Pool
Concordville
The price is CA $759
CA $887 total
includes taxes & fees
Nov 9 - Nov 10
Chic 1BR Conference Suite | Free Breakfast + Pool

17. Heritage Haven - West Chester Borough

Heritage Haven - West Chester Borough
West Chester
9.4 out of 10, Exceptional, (12 reviews)
"Very clean, and bright. Modern kitchen and bathrooms. Well equipped. Excellent location, Walkable"
United States
joseph k.
The price is CA $430
CA $802 total
includes taxes & fees
Nov 9 - Nov 10
Heritage Haven - West Chester Borough

18. Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens! Your Next Trip!

Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens! Your Next Trip!
Concordville
The price is CA $669
CA $790 total
includes taxes & fees
Nov 30 - Dec 1
Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens! Your Next Trip!

19. Cozy 1-bedroom apartment in Lincoln University

Cozy 1-bedroom apartment in Lincoln University
Lincoln University
10.0 out of 10, Exceptional, (2 reviews)
"My girlfriend and I were in town for a wedding and the VRBO was perfect. Great privacy, lovely decor, and comfortable bed. A full use kitchen was great to have. Cheech (the pig!!) was so friendly and the host even dropped off carrots for us to feed him. The host responded to every question in a timely manner and check in and check out were painless."
United States
Zachary Z.
The price is CA $196
CA $277 total
includes taxes & fees
Nov 11 - Nov 12
Cozy 1-bedroom apartment in Lincoln University

20. Entire Private Wilmington Home | Sleeps 6 | 2 Baths & Parking

Entire Private Wilmington Home | Sleeps 6 | 2 Baths & Parking
Wilmington
10.0 out of 10, Exceptional, (5 reviews)
"The property is very clean, recently updated and had more than enough room for the four of us staying. There was even an extra bedroom with 2 twin beds we didn't need. The neighborhood was super quiet and perfect to come back to after long days of adventure in the area."
United States
Grant S.
The price is CA $321
CA $485 total
includes taxes & fees
Nov 10 - Nov 11
Entire Private Wilmington Home | Sleeps 6 | 2 Baths & Parking
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

Find out more about Longwood

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Longwood. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens : This vacation home rental outside of Longwood is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in Longwood?

Explore the area and family-friendly sights such as Wilmington and Western Railroad, or get out into nature at a spot like Longwood Gardens. In the larger area, you’ll find Longwood Cemetery and Chaddsford Winery.

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.