Woodshade Vacation 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 Woodshade vacation rentals

Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.0 out of 10, Wonderful, (20 reviews)
"Yes she was welcoming "
United States
Garry B.
The price is CA $147
CA $381 total
includes taxes & fees
Feb 19 - Feb 20
Historic Chesapeake City Stay

Stylish Private Suite in the heart of Brandywine Valley

Stylish Private Suite in the heart of Brandywine Valley
Wilmington
10.0 out of 10, Exceptional, (196 reviews)
"Great time and friendly people "
United States
Karl
The price is CA $177
CA $271 total
includes taxes & fees
Feb 20 - Feb 21
Stylish Private Suite in the heart of Brandywine Valley

The Gilpin Getaway 2br Free Coffee 2 Bedroom Apts by RedAwning

The Gilpin Getaway 2br Free Coffee 2 Bedroom Apts by RedAwning
3.0 star property
Trolley Square
The price is CA $152
CA $515 total
includes taxes & fees
Feb 19 - Feb 20
The Gilpin Getaway 2br Free Coffee 2 Bedroom Apts by RedAwning

Underground Railroad 4 Bedroom Farmhouse

Underground Railroad 4 Bedroom Farmhouse
Kennett Square
9.8 out of 10, Exceptional, (26 reviews)
"Very nice and clean! "
United States
Virginie M.
The price is CA $135
CA $394 total
includes taxes & fees
Feb 22 - Feb 23
Underground Railroad 4 Bedroom Farmhouse

Country Get Away 1 Bedroom Apartment

Country Get Away 1 Bedroom Apartment
Elkton
9.8 out of 10, Exceptional, (40 reviews)
"The accommodation description is good; the actual accommodations are great, better than expected, truly a quiet country getaway with many unexpected extras. Deciding to stay here was great decision. It's done right."
United States
John L.
The price is CA $95
CA $152 total
includes taxes & fees
Mar 5 - Mar 6
Country Get Away 1 Bedroom Apartment

Charming Carriage House in the Heart of Kennett

Charming Carriage House in the Heart of Kennett
Kennett Square
10.0 out of 10, Exceptional, (39 reviews)
"Booked and stayed it was a great little place to have while visiting family"
United States
Khadir V.
The price is CA $279
CA $608 total
includes taxes & fees
Feb 22 - Feb 23
Charming Carriage House in the Heart of Kennett

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

Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.
Wilmington
8.8 out of 10, Excellent, (20 reviews)
"Very quiet place with comfortable bed. Great overnight stay!"
United States
Rhonda Y.
The price is CA $135
CA $237 total
includes taxes & fees
Mar 1 - Mar 2
Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.

Summer Rustic Camping with AC and King Bed

Summer Rustic Camping with AC and King Bed
Elkton
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 CA $80
CA $191 total
includes taxes & fees
Feb 18 - Feb 19
Summer Rustic Camping with AC and King Bed

Amish Countryside Escape at Forest Edge Farm

Amish Countryside Escape at Forest Edge Farm
Nottingham
The price is CA $131
CA $250 total
includes taxes & fees
Feb 18 - Feb 19
Amish Countryside Escape at Forest Edge Farm

Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
Newark
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 CA $264
CA $452 total
includes taxes & fees
Feb 25 - Feb 26
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!

Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!
Newark
The price is CA $169
CA $215 total
includes taxes & fees
Feb 26 - Feb 27
Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!

Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill

Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
Elkton
9.8 out of 10, Exceptional, (8 reviews)
"Great stay. Everything you need, quiet and clean. "
United States
Melissa J.
The price is CA $163
CA $219 total
includes taxes & fees
Feb 22 - Feb 23
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill

Underground Railroad Barn

Underground Railroad Barn
Kennett Square
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 CA $170
CA $438 total
includes taxes & fees
Mar 8 - Mar 9
Underground Railroad Barn

Two-story condo in luxury townhouse. Free parking.

Two-story condo in luxury townhouse. Free parking.
Downtown Wilmington
9.6 out of 10, Exceptional, (18 reviews)
"This is a great place and super conveniently located. We loved all the amenities! Special shout out for the lovely towels! We would definitely stay here again!"
United States
Shelly S.
The price is CA $294
CA $487 total
includes taxes & fees
Feb 22 - Feb 23
Two-story condo in luxury townhouse. Free parking.

Long Beach Cottage, (romantic couple’s getaway)

Long Beach Cottage, (romantic couple’s getaway)
Charlestown
10.0 out of 10, Exceptional, (5 reviews)
"Loved the property and the decor. Very well done and luxurious!"
United States
Elisheva K.
The price is CA $312
CA $532 total
includes taxes & fees
Feb 19 - Feb 20
Long Beach Cottage, (romantic couple’s getaway)

Newly renovated in the heart of Kennett Square. 3 miles from Longwood Gardens

Newly renovated in the heart of Kennett Square. 3 miles from Longwood Gardens
Kennett Square
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 CA $251
CA $486 total
includes taxes & fees
Feb 22 - Feb 23
Newly renovated in the heart of Kennett Square. 3 miles from Longwood Gardens

Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
Elkton
8.6 out of 10, Excellent, (14 reviews)
"Nice and quiet place to stay"
United States
Gary M.
The price is CA $184
CA $387 total
includes taxes & fees
Mar 5 - Mar 6
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

Trolley Teacup Charming Cozy Studio 1 Bedroom Apts by RedAwning

Trolley Teacup Charming Cozy Studio 1 Bedroom Apts by RedAwning
3.0 star property
Trolley Square
6.0 out of 10, (1 review)
"Be aware that there is on street parking that requires a permit from the city of Wilmington. Red Awni ng worked with me to resolve the issue but it took some time and a few texts to make it work.The on street parking placed me a block and half from the propery. No cost but need proof of renting the space. The GPS sent you down a one way street that does not bring by the front of the property. This was a problem finding the property after dark. No climate control of the rental unit. The bed was...
United States
Clifford
The price is CA $117
CA $400 total
includes taxes & fees
Feb 22 - Feb 23
Trolley Teacup Charming Cozy Studio 1 Bedroom Apts by RedAwning

Retro 1950s Themed 1 Bedroom 1 Full Bath Guest Suite Near Philadelphia Airport

Retro 1950s Themed 1 Bedroom 1 Full Bath Guest Suite Near Philadelphia Airport
Boothwyn
The price is CA $218
CA $327 total
includes taxes & fees
Feb 18 - Feb 19
Retro 1950s Themed 1 Bedroom 1 Full Bath Guest Suite Near Philadelphia Airport

Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens!

Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens!
Concordville
The price is CA $192
CA $241 total
includes taxes & fees
Mar 1 - Mar 2
Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens!
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 Vacation 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 Woodshade Hotel Reviews

Find out more about Woodshade

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 Woodshade. 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 vacation rentals in Woodshade?

Yes, we offer vacation rentals near top local attractions in Woodshade, or you can go with a more remote option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Woodshade?

Chesapeake Bay House with Dock & Private Beach: Visitors like this Woodshade vacation home rental. It is located on the beach and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

What can I see and do in Woodshade?

While exploring the area, visit family-friendly sights like The Patriot Ice Center, or get outside and enjoy nature at Lewis Park. In the larger area, you’ll find Christiana Skating Center and Christiana Mall.

What are vacation rentals like in Woodshade?

Vacation rentals are private accommodations you can book for a few days or a quick weekend in Woodshade. Vacation rentals offer extras like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for family trips or small group gatherings.