Holiday Rentals in Longwood

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Holiday Rentals in Longwood

Holiday Home in Parkesburg

9.8 out of 10, Exceptional, (41)
"Nice quiet place to stay and enjoy beautiful Lancaster county!"
United States
April J.
The price is €167
includes taxes & fees
4 Dec - 5 Dec
Country Outback Cozy Home *W/Camp Fire Pit*

Holiday Home in Kennett Square

9.8 out of 10, Exceptional, (28)
"Great property. Good for dogs, full fenced in yard. "
United States
David R.
The price is €253
includes taxes & fees
15 Dec - 16 Dec
Underground Railroad Barn

Holiday Home in Elkton

9.6 out of 10, Exceptional, (5)
"The owners were very attentive to our needs, and everything was exactly as advertised. We came up for a horse show in Maryland and the convenience to the grounds was exceptional, and everything was wonderful from the privacy to the beauty of the property."
United States
Rees L.
The price is €138
includes taxes & fees
4 Dec - 5 Dec
Summer Rustic Camping with AC and King Bed

Holiday Home in Wayne

9.8 out of 10, Exceptional, (45)
"Property was easy access to and from parking . Great location "
United States
David G.
The price is €165
includes taxes & fees
7 Dec - 8 Dec
Ushmila's Nest- private entrance, bedroom & bathroom

Apartment in Kennett Square

10.0 out of 10, Exceptional, (11)
"Loved the property, had everything we needed and more.Plush towels, comfortable bed, wonderful environment filled with really cool art. "
United States
Valerie H.
The price is €148
includes taxes & fees
7 Dec - 8 Dec
Welcome to the Mushroom Capital of the World!

Mobile Home in Christiana

2.0 star property
10.0 out of 10, Exceptional, (3)
"Excellent secluded and restful spot with great attention to detail."
United States
Jason J.
New A-Frame Tiny Home Retreat -With Private Sauna!

Cottage in Kennett Square

10.0 out of 10, Exceptional, (37)
"Just what we were hoping for."
United States
Anonymous traveller
The price is €394
includes taxes & fees
4 Dec - 5 Dec
Charming Carriage House in the Heart of Kennett

Holiday Home in Wilmington

10.0 out of 10, Exceptional, (193)
"Great time and friendly people "
United States
Karl
The price is €175
includes taxes & fees
3 Jan - 4 Jan 2026
Stylish Private Suite in the heart of Brandywine Valley

Apartment in Wilmington

8.8 out of 10, Excellent, (13)
"Very quiet place with comfortable bed. Great overnight stay!"
United States
Rhonda Y.
The price is €154
includes taxes & fees
9 Dec - 10 Dec
Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.

Holiday Home in Wayne

9.8 out of 10, Exceptional, (50)
"Will do again "
United States
David G.
The price is €180
includes taxes & fees
4 Dec - 5 Dec
Ushmila's Nest - Private suite with 2 rooms & Bathroom.

Apartment in Elkton

2.0 star property
9.8 out of 10, Exceptional, (6)
"Great stay. Everything you need, quiet and clean. "
United States
Melissa J.
The price is €143
includes taxes & fees
8 Dec - 9 Dec
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill

Cottage in Lincoln University

10.0 out of 10, Exceptional, (16)
"Our stay was perfect! We had a wonderful time with family celebrating our daughter's UD graduation."
United States
Heidi Z.
The price is €415
includes taxes & fees
4 Dec - 5 Dec
Thunder Hill Retreat - Spacious/Deck/Hot tub

Mobile Home in Parkesburg

10.0 out of 10, Exceptional, (176)
"This location is beautiful and enjoyable!"
United States
Kimberly M.
The price is €226
includes taxes & fees
4 Dec - 5 Dec
Black Horse - FarmGuest House A Travelers Rest and a Vacationers Haven

Apartment in Bear

9.6 out of 10, Exceptional, (4)
"Second time staying in as many weeks. Place is spot on for what we needed for our quick trips. Close to food and shopping as well as easy access to highways if needed."
United States
Jeffrey R.
The price is €96
includes taxes & fees
4 Dec - 5 Dec
Cozy loft above ink shop

Holiday Home in Elkton

10.0 out of 10, Exceptional, (1)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
The price is €301
includes taxes & fees
4 Dec - 5 Dec
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Apartment in Trolley Square

2.0 star property
8.0 out of 10, Very good, (1)
"I'm local to Wilmington and stayed here with my husband while our bathroom was being renovated. The apartment is adorable and in a great location, Trolley Square. Walkable to restaurants and bars. Parking can be tough, but it's a safe neighborhood, so to park a block away isn't a problem. This would be a good place to stay for someone who needed to be in Wilmington for business (there's a desk in the living room, and the wifi seemed reliable) or a couple coming here for an event or to check out...
United States
Bridget E.
The Loft at Gilpin Place*King Bed*Trolley Square! by RedAwning

Apartment in Honey Brook

10.0 out of 10, Exceptional, (86)
"The rooms were spotless and comfortable. The bathrooms were clean. Our hosts were friendly and available, and very accommodating. We would happily stay here again and again. "
United States
Jacob G.
The price is €205
includes taxes & fees
5 Dec - 6 Dec
Solid Rock Homestead Guest House. On the Farm. Enjoy the Animals!

Holiday Home in Downtown Wilmington

9.4 out of 10, Exceptional, (11)
"Great little spot in a perfect location for us"
United States
j m.
The price is €239
includes taxes & fees
4 Dec - 5 Dec
Private townhouse near downtown and state park

Holiday Home in Downingtown

10.0 out of 10, Exceptional, (13)
"This property was historic but maintained so well it felt very comfortable!"
United States
David B.
The price is €254
includes taxes & fees
17 Dec - 18 Dec
Historic Farmhouse in Chester County

Apartment in Devon

9.8 out of 10, Exceptional, (11)
"Nice place! Great hosts! Great location!"
United States
Jennifer M.
Devon - Horse Show, History, Walk to Shops, Café's
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Longwood holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Longwood holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Longwood holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Longwood holiday rentals we have selected for you start as low as €111 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Longwood rentals

At Expedia, we put the best Longwood holiday 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 holiday.

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 holiday rental in Longwood?

Yes, there are holiday rentals close to the most popular sights in Longwood, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Longwood has to offer?

Charming 2-bedroom house with WiFi, AC in marvelous Wilmington: This holiday home rental outside of Longwood offers a garden, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 wider area, you’ll find Longwood Cemetery and Anson B. Nixon Park.

What are holiday rentals like in Longwood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Longwood. Holiday rentals offer amenities like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a family trip or a small group gathering.