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Longwood Vacation Rentals

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Our top choices for Longwood vacation rentals

Free Breakfast. Pool. 10 Min Drive to the University of Delaware!

Free Breakfast. Pool. 10 Min Drive to the University of Delaware!
Newark
$270 nightly
The price is $296
Jul 6 - Jul 7
Total with taxes and fees
Free Breakfast. Pool. 10 Min Drive to the University of Delaware!

Walkable Neighborhood: Updated Morton Home!

Walkable Neighborhood: Updated Morton Home!
3.0 star property
Morton
10.0 out of 10, Exceptional, (1 review)
"Homey, quiet and perfectly located property. Easy to communicate with John. Will definitely be back!"
United States
KEREN
$248 nightly
The price is $275
Jun 21 - Jun 22
Total with taxes and fees
Walkable Neighborhood: Updated Morton Home!

Spend your Summer with us, Visit Woodland Retreat Today!

Spend your Summer with us, Visit Woodland Retreat Today!
Elkton
10.0 out of 10, Exceptional, (10 reviews)
"The host was amazing and the house was perfect for hosting our family of 11 for Christmas. The house has tons of amenities for kids and adults, and plenty of space to get outside and play. "
United States
Randall F.
Spend your Summer with us, Visit Woodland Retreat Today!

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, (50 reviews)
"What a lovely old house, full of fun spaces and bedrooms for the full family. A great big kitchen, large dining room, game room and more- gave us space to be together, and apart!"
United States
Elizabeth J.
$1,552 nightly
The price is $1,713
Jun 22 - Jun 23
Total with taxes and fees
Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens

Stay At Our Tasteful, Private, & Elegant Abode

Stay At Our Tasteful, Private, & Elegant Abode
Devon
8.8 out of 10, Excellent, (15 reviews)
"Placed worked perfect and was close to everything. "
United States
Robert E.
$299 nightly
The price is $320
Jun 21 - Jun 22
Total with taxes and fees
Stay At Our Tasteful, Private, & Elegant Abode

Stylish 4BR Home w/ EV Charger | Fam & Pet Ready

Stylish 4BR Home w/ EV Charger | Fam & Pet Ready
West Chester
10.0 out of 10, Exceptional, (19 reviews)
Stylish 4BR Home w/ EV Charger | Fam & Pet Ready

Devon - Horse Show, History, Walk to Shops, Café's

Devon - Horse Show, History, Walk to Shops, Café's
Devon
9.6 out of 10, Exceptional, (15 reviews)
"We stayed here while attending Dressage at Devon, location was excellent, cafes were great for breakfast, show was a mile away. Clean and comfortable apartment. Would stay again if in the area. "
United States
Alison S.
$388 nightly
The price is $418
Jun 20 - Jun 21
Total with taxes and fees
Devon - Horse Show, History, Walk to Shops, Café's

Heritage Haven - West Chester Borough

Heritage Haven - West Chester Borough
West Chester
9.8 out of 10, Exceptional, (8 reviews)
"Host was great, very responsive. House is updated, clean and well stocked. The location is fantastic, can walk to everything in town. Also, it was very cold when we stayed and the house was very comfortably warm in all rooms."
United States
Ric B.
$498 nightly
The price is $549
Jun 23 - Jun 24
Total with taxes and fees
Heritage Haven - West Chester Borough

Thunder Hill Retreat - Spacious/Deck/Hot tub

Thunder Hill Retreat - Spacious/Deck/Hot tub
Lincoln University
10.0 out of 10, Exceptional, (20 reviews)
"Everything was good. Had a great time."
United States
Todd H.
$481 nightly
The price is $531
Jun 22 - Jun 23
Total with taxes and fees
Thunder Hill Retreat - Spacious/Deck/Hot tub

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
$420 nightly
The price is $456
Jun 30 - Jul 1
Total with taxes and fees
Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens! Your Next Trip!

Quiet Cottage In The Woods with Hot Tub

Quiet Cottage In The Woods with Hot Tub
Glenmoore
9.8 out of 10, Exceptional, (12 reviews)
"Dave was the perfect host and this home was absolutely perfect for our stay for an event in the area! Clear communication, very clean and was just like the pictures"
United States
Brie M.
$390 nightly
The price is $417
Jun 24 - Jun 25
Total with taxes and fees
Quiet Cottage In The Woods with Hot Tub

Homey Retreat in Historic Kennett Square!!

Homey Retreat in Historic Kennett Square!!
Kennett Square
10.0 out of 10, Exceptional, (102 reviews)
"Truly is a "homey retreat," with a great location. Host is excellent."
United States
Seth H.
$417 nightly
The price is $461
Jun 21 - Jun 22
Total with taxes and fees
Homey Retreat in Historic Kennett Square!!

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, (183 reviews)
"Had a very relaxing stay! Beautiful scenery and nice quiet place!"
United States
wava s.
$215 nightly
The price is $238
Jun 21 - Jun 22
Total with taxes and fees
Black Horse - FarmGuest House A Travelers Rest and a Vacationers Haven

Perfect for Groups! | Pool + Gym + Free Breakfast

Perfect for Groups! | Pool + Gym + Free Breakfast
Newark
$301 nightly
The price is $330
Jul 6 - Jul 7
Total with taxes and fees
Perfect for Groups! | Pool + Gym + Free Breakfast

Underground Railroad 4 Bedroom Farmhouse

Underground Railroad 4 Bedroom Farmhouse
Kennett Square
9.8 out of 10, Exceptional, (30 reviews)
"Great location and charming farm house!"
United States
Oliver G.
$363 nightly
The price is $412
Jul 6 - Jul 7
Total with taxes and fees
Underground Railroad 4 Bedroom Farmhouse

Solid Rock Homestead Guest House. On the Farm. Enjoy the Animals!

Solid Rock Homestead Guest House. On the Farm. Enjoy the Animals!
Honey Brook
10.0 out of 10, Exceptional, (94 reviews)
"Very clean and cozy"
United States
David M.
$260 nightly
The price is $287
Jun 22 - Jun 23
Total with taxes and fees
Solid Rock Homestead Guest House. On the Farm. Enjoy the Animals!

Two-story condo in luxury townhouse. Free parking.

Two-story condo in luxury townhouse. Free parking.
Downtown Wilmington
9.6 out of 10, Exceptional, (19 reviews)
"Comfortable place, wonderful amenities, and a gracious host. "
United States
Donald H.
$349 nightly
The price is $359
Jun 23 - Jun 24
Total with taxes and fees
Two-story condo in luxury townhouse. Free parking.

Entire two-unit four-story townhouse, for multi-family vacations; free parking

Entire two-unit four-story townhouse, for multi-family vacations; free parking
Downtown Wilmington
9.6 out of 10, Exceptional, (11 reviews)
"Good place to stay, well kept, spacious and updated. "
United States
Kevin L.
$814 nightly
The price is $854
Jun 23 - Jun 24
Total with taxes and fees
Entire two-unit four-story townhouse, for multi-family vacations; free parking

Cottage by the Pines

Cottage by the Pines
Parkesburg
8.0 out of 10, Very Good, (2 reviews)
"My main concern at our stay was the lack of cleanliness of the house overall, the entrance had outside dirt, dry leaves and cobwebs .The kitchen table and chairs still had dirt on them from the previous guests, the microwave and oven were not cleaned either with small crumbs of old food, and lots of finger prints on the doors. The refrigerator had food in it from the previous guests. The bathroom didn’t seem to be well cleaned either which I have notified the owner. The house was cozy."
United States
Diva C.
$227 nightly
The price is $243
Jun 21 - Jun 22
Total with taxes and fees
Cottage by the Pines

The Travelers Havens

The Travelers Havens
Parkesburg
8.0 out of 10, Very Good, (4 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.
$212 nightly
The price is $224
Jun 21 - Jun 22
Total with taxes and fees
The Travelers Havens
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

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 $94 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?

Homey Retreat in Historic Kennett Square!!: This vacation home rental outside of Longwood offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Longwood?

Explore the area and family-friendly sights such as Brandywine Picnic Park, or get out into nature at a spot like Longwood Gardens. In the larger area, you’ll find Longwood Cemetery and Auburn Valley State 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.