Longwood Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Longwood holiday rentals

8.8 out of 10, Excellent, (20 reviews)
"Host was very responsive when emailed through the app. We had a very nice stay. Would stay here again. "
United States
Vinny C.
The price is NZ$294
includes taxes & fees
8 Mar - 9 Mar
Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.

Holiday Home in Kennett Square

Underground Railroad Barn
10.0 out of 10, Exceptional, (33 reviews)
"Great stay! The barn was adorable and perfect for our pups during our get away. "
United States
Katherine M.
The price is NZ$485
includes taxes & fees
8 Mar - 9 Mar
Underground Railroad Barn
9.8 out of 10, Exceptional, (42 reviews)
"What a great property for our 1 night stay to attend Sight and Sound Theater. It was just right!"
United States
Terry W.
The price is NZ$333
includes taxes & fees
10 Mar - 11 Mar
Country Outback Cozy Home *W/Camp Fire Pit*
10.0 out of 10, Exceptional, (40 reviews)
"Booked and stayed it was a great little place to have while visiting family"
United States
Khadir V.
The price is NZ$741
includes taxes & fees
8 Mar - 9 Mar
Charming Carriage House in the Heart of Kennett
9.6 out of 10, Exceptional, (5 reviews)
"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 NZ$257
includes taxes & fees
8 Mar - 9 Mar
Summer Rustic Camping with AC and King Bed
10.0 out of 10, Exceptional, (196 reviews)
"Great time and friendly people "
United States
Karl
The price is NZ$336
includes taxes & fees
8 Mar - 9 Mar
Stylish Private Suite in the heart of Brandywine Valley
10.0 out of 10, Exceptional, (89 reviews)
"We came into town for a soccer tournament and this was perfect for my daughter and I. Everything we needed was available. Would definitely stay here again. "
United States
Justin M.
The price is NZ$394
includes taxes & fees
8 Mar - 9 Mar
Solid Rock Homestead Guest House. On the Farm. Enjoy the Animals!
9.8 out of 10, Exceptional, (8 reviews)
"Clean and comfortable. Very nice stay in the country!"
United States
Daniel B.
The price is NZ$273
includes taxes & fees
10 Mar - 11 Mar
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
10.0 out of 10, Exceptional, (179 reviews)
"Had a very relaxing stay! Beautiful scenery and nice quiet place!"
United States
wava s.
The price is NZ$433
includes taxes & fees
8 Mar - 9 Mar
Black Horse - FarmGuest House A Travelers Rest and a Vacationers Haven

Holiday Home in Kennett Square

Underground Railroad 4 Bedroom Farmhouse
9.8 out of 10, Exceptional, (26 reviews)
"Great location and charming farm house!"
United States
Oliver G.
The price is NZ$595
includes taxes & fees
15 Mar - 16 Mar
Underground Railroad 4 Bedroom Farmhouse
9.6 out of 10, Exceptional, (21 reviews)
"Very nice property, just right size for our needs. Great neighborhood. Kitchen very nice, check in easy."
United States
Lori W.
The price is NZ$547
includes taxes & fees
11 Mar - 12 Mar
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

Holiday Home in Downingtown

Historic Farmhouse in Chester County
10.0 out of 10, Exceptional, (14 reviews)
"Beds were comfy & location was great!"
United States
Marianne W.
The price is NZ$554
includes taxes & fees
7 Apr - 8 Apr
Historic Farmhouse in Chester County
10.0 out of 10, Exceptional, (39 reviews)
"This was one the most tastefully-decorated and thoughtfully-appointed VRBOs we’ve ever stayed. We loved all the extra touches and the location is perfect. We’re looking forward to staying there again! "
United States
Susan
The price is NZ$590
includes taxes & fees
10 Mar - 11 Mar
Newly renovated in the heart of Kennett Square. 3 miles from Longwood Gardens
10.0 out of 10, Exceptional, (3 reviews)
"Excellent secluded and restful spot with great attention to detail."
United States
Jason J.
The price is NZ$481
includes taxes & fees
13 Mar - 14 Mar
New A-Frame Tiny Home Retreat -With Private Sauna!

Apartment in Bear

Cozy loft above ink shop
9.8 out of 10, Exceptional, (7 reviews)
"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 NZ$209
includes taxes & fees
8 Mar - 9 Mar
Cozy loft above ink shop
9.8 out of 10, Exceptional, (12 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.
The price is NZ$488
includes taxes & fees
8 Mar - 9 Mar
Devon - Horse Show, History, Walk to Shops, Café's
10.0 out of 10, Exceptional, (19 reviews)
"Had a nice stay."
United States
Todd H.
The price is NZ$800
includes taxes & fees
16 Mar - 17 Mar
Thunder Hill Retreat - Spacious/Deck/Hot tub
The price is NZ$524
includes taxes & fees
13 Mar - 14 Mar
Near Philly-Pet Friendly- 10 Min From Airport-Super Centralized- Stadium- Eagles
The price is NZ$488
includes taxes & fees
9 Mar - 10 Mar
The Serenity Manor – A Restful Heritage Retreat
3.0 star property
The price is NZ$458
includes taxes & fees
8 Mar - 9 Mar
Walkable Neighborhood: Updated Morton Home!
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.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

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, 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 NZ$215 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?

Stylish Private Suite in the heart of Brandywine Valley: This holiday home rental outside of Longwood offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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 Chaddsford Winery.

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.