Holiday Rentals in Longwood

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Holiday Rentals in Longwood

Our top choices for Longwood holiday rentals

Sleeps up to 18 people, perfect for a family getaway

9.8 out of 10, Exceptional, (14)
"Nice and clean!"
Sleeps up to 18 people, perfect for a family getaway

Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.

8.6 out of 10, Excellent, (7)
"Was in Wilmington to work a trade show at the Chase Center on the Riverfront. Everything was as described and the communications with the host were great. Only about a 12 minute drive to the venue and lots of restaurants within a 10 minute drive. It’s nothing fancy but for about the same price as a budget hotel room you get a kitchen, two comfy bedrooms and a living room. "
The price is €165
includes taxes & fees
26 Aug - 27 Aug
Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.

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

10.0 out of 10, Exceptional, (162)
"Single overnight while visiting family. "
The price is €226
includes taxes & fees
24 Aug - 25 Aug
Black Horse - FarmGuest House A Travelers Rest and a Vacationers Haven

2 Bedroom x 2 Bathroom in Malvern, PA

8.8 out of 10, Excellent, (24)
"My son’s college graduation was last weekend and we had to bring our small dog. The place was perfect for our stay. "
The price is €237
includes taxes & fees
24 Aug - 25 Aug
2 Bedroom x 2 Bathroom in Malvern, PA

Stay & Play at Our Beautiful Retreat

10.0 out of 10, Exceptional, (3)
"This property has everything you need for a friends weekend. Pickelball, pool, basketball, even golf hitting net were all used by our group and we enjoyed the TV room and large outdoor space. Takes a little navigating to get there, but the directions were well done and communication with the owner was great. They were very responsive to all of our questions. Would highly recommend this place for groups."
Stay & Play at Our Beautiful Retreat

Welcome to the Mushroom Capital of the World!

9.8 out of 10, Exceptional, (7)
"The house had everything we needed in the kitchen to make and reheat meals, and the bed was comfortable and could be separated from the living area by a sliding door. We also liked the artistic decor!"
The price is €133
includes taxes & fees
21 Sept - 22 Sept
Welcome to the Mushroom Capital of the World!

Charming Carriage House in the Heart of Kennett

10.0 out of 10, Exceptional, (34)
"Booked and stayed it was a great little place to have while visiting family"
The price is €393
includes taxes & fees
24 Aug - 25 Aug
Charming Carriage House in the Heart of Kennett

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

9.8 out of 10, Exceptional, (39)
"We had a great stay at this house while in town to celebrate our aunt's 90th birthday. The property was big enough to accommodate our 16 family members and we loved the historic charm. The busy road was a bit noisy but overall we had a wonderful time - thank you Vicki for a great experience!"
The price is €1,497
includes taxes & fees
24 Aug - 25 Aug
Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens

The Lodge at Cricklewood...where time melts away....

10.0 out of 10, Exceptional, (73)
"My family and I throughly enjoyed our short stay at Eric’s property. It a beautiful home in beautiful landscapes. The home is fully stocked and made our celebration of a graduation weekend memorable and successful. "
The Lodge at Cricklewood...where time melts away....

Spacious Family-Styled 2B/1B in the Philly Burbs w/ Driveway!!

7.6 out of 10, Good, (56)
"Nice house. Everything was clean and welcoming!Great location. It made our visit more enjoyable."
The price is €181
includes taxes & fees
25 Aug - 26 Aug
Spacious Family-Styled 2B/1B in the Philly Burbs w/ Driveway!!

Homey Retreat in Historic Kennett Square!!

10.0 out of 10, Exceptional, (80)
"So convenient and easy to walk to shops and food! The house is adorable and clean. Looking forward to staying again. "
The price is €288
includes taxes & fees
2 Sept - 3 Sept
Homey Retreat in Historic Kennett Square!!

1 Bedroom x 1 Bath Suite in Malvern, PA

8.8 out of 10, Excellent, (12)
"We had a great stay close to good food location would definitely stay again "
The price is €186
includes taxes & fees
24 Aug - 25 Aug
1 Bedroom x 1 Bath Suite in Malvern, PA

Cozy Farmhouse in Greenville, DE

10.0 out of 10, Exceptional, (24)
"Super clean house that’s perfect for a group gathering "
Cozy Farmhouse in Greenville, DE

Cozy 1B/1B Cottage in Town Center Swarthmore w/ Doorstep Parking!

8.6 out of 10, Excellent, (35)
"My partner and I had a wonderful stay. The unit was spotless and it was located in a great area. It was the perfect place for us to get away for a few days and relax."
Cozy 1B/1B Cottage in Town Center Swarthmore w/ Doorstep Parking!

Historic Farmhouse in Chester County

10.0 out of 10, Exceptional, (6)
"This property was historic but maintained so well it felt very comfortable!"
The price is €238
includes taxes & fees
25 Aug - 26 Aug
Historic Farmhouse in Chester County

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

10.0 out of 10, Exceptional, (82)
"Clean and cozy place. Easy to communicate with the host. Special welcoming from the dog and cat:)"
The price is €213
includes taxes & fees
25 Aug - 26 Aug
Solid Rock Homestead Guest House. On the Farm. Enjoy the Animals!

Boat House on the Brandywine | Waterfront Cottage

10.0 out of 10, Exceptional, (26)
"Nice little place on the creek to get away too. Clean & close to everything you would want to do from eating , shopping or outdoor adventure. "
Boat House on the Brandywine | Waterfront Cottage

Historic Village Retreat Convienient To Everything

9.8 out of 10, Exceptional, (61)
"The house is beautiful and so is the town. The architecture and landscapes were really charming. Seemed to be a bit of french influence in the town. "
Historic Village Retreat Convienient To Everything

King Bed, Cozy Patio Fire-Pit Area

2.0 star property
10.0 out of 10, Exceptional, (12)
"Small but cozy place. Location allowed easy access to local areas."
King Bed, Cozy Patio Fire-Pit Area

Charming 3 Bedroom/2 Bathroom Carriage House, Kids & Pet Friendly

10.0 out of 10, Exceptional, (32)
"Lovely setting, wonderful hostCottage was comfortable and so well equipped. We had a great time ! "
Charming 3 Bedroom/2 Bathroom Carriage House, Kids & Pet Friendly
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

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?

The Lodge at Cricklewood...where time melts away....: This holiday home rental outside of Longwood is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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 Anson B. Nixon Park 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.