Woodshade Vacation Rentals

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Vacation Rentals in Woodshade

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. "
$183 nightly
The price is $188
Sep 1 - Sep 2
Total with taxes and fees
Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.

Chesapeake Bay House with Dock & Private Beach

10.0 out of 10, Exceptional, (170)
"Easy check in process. House very clean. Going location. "
Chesapeake Bay House with Dock & Private Beach

Historic Chesapeake City Stay

9.0 out of 10, Wonderful, (13)
"Always a nice get away…."
$263 nightly
The price is $279
Aug 30 - Aug 31
Total with taxes and fees
Historic Chesapeake City Stay

Outdoor Oasis + Hot Tub: Maryland Home w/ Bar!

Outdoor Oasis + Hot Tub: Maryland Home w/ Bar!

5-bedroom vacation home 5 minutes from historic Charlestown

9.8 out of 10, Exceptional, (142)
"Nice property with amazing views. Celebrated college graduation with family. Young ones had fun looking at ducks. Plenty of room for a large group."
$575 nightly
The price is $610
Sep 1 - Sep 2
Total with taxes and fees
5-bedroom vacation home 5 minutes from historic Charlestown

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!"
$1,552 nightly
The price is $1,713
Aug 31 - Sep 1
Total with taxes and fees
Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens

Charming 2-bedroom cabin close to Fair Hill on horse farm

9.2 out of 10, Wonderful, (5)
$297 nightly
The price is $315
Sep 1 - Sep 2
Total with taxes and fees
Charming 2-bedroom cabin close to Fair Hill on horse farm

Luxurious 5-bedroom 5.5 bath house with AC, WiFi in charming Chadds Ford

10.0 out of 10, Exceptional, (2)
"First, communication with the Property Manager was timely, professional, thorough and appreciated!Second, the home was beautiful inside and outside with great space to spend time together,Third, the location was incredible with privacy, beauty and easy proximity to area attractions like Longwood Gardens as well as outstanding restaurants and stores for necessities.Thank you for a home that was perfect for our visit and we hope to visit again soon!"
Luxurious 5-bedroom 5.5 bath house with AC, WiFi in charming Chadds Ford

Charming Carriage House in the Heart of Kennett

10.0 out of 10, Exceptional, (35)
"Booked and stayed it was a great little place to have while visiting family"
$394 nightly
The price is $436
Sep 1 - Sep 2
Total with taxes and fees
Charming Carriage House in the Heart of Kennett

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

Tip Of The Town Fresh and New 3 Bedroom Nest

10.0 out of 10, Exceptional, (25)
"Was a great clean place located in a nice little town! Would definitely recommend it!"
Tip Of The Town Fresh and New 3 Bedroom Nest

Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC

10.0 out of 10, Exceptional, (7)
"Can’t say enough about how nice this place is. We had quick friendly responses from owners. Very clean and the water front view was excellent. Highly recommended "
Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC

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!"
$140 nightly
The price is $151
Sep 1 - Sep 2
Total with taxes and fees
Welcome to the Mushroom Capital of the World!

Summer Rustic Camping with AC and King Bed

9.6 out of 10, Exceptional, (4)
"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."
$173 nightly
The price is $174
Sep 1 - Sep 2
Total with taxes and fees
Summer Rustic Camping with AC and King Bed

Tiny Home Tranquil Oasis

$233 nightly
The price is $242
Aug 29 - Aug 30
Total with taxes and fees
Tiny Home Tranquil Oasis

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. "
$327 nightly
The price is $361
Sep 2 - Sep 3
Total with taxes and fees
Homey Retreat in Historic Kennett Square!!

Captivating Chesapeake experience

10.0 out of 10, Exceptional, (272)
"Beautiful home and setting!"
Captivating Chesapeake experience

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

Hook Wine & Sinker~sleeps 14 to 16 🚤 includes slip at Inn 🚤water views!!!

9.8 out of 10, Exceptional, (6)
"Exactly as advertised and Brad was very helpful/responsive!"
Hook Wine & Sinker~sleeps 14 to 16 🚤 includes slip at Inn 🚤water views!!!

*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay

9.2 out of 10, Wonderful, (179)
"We throughly enjoyed our stay here! The house was absolutely spotless, check in was easy, and kitchen is well appointed. The views are beautiful too. Brian was super responsive and answered all of my questions. Can’t wait to go back! "
*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay
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 Woodshade Hotel Reviews

Find out more about Woodshade

Find out more about Woodshade

Everything you need to know about Woodshade 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 Woodshade 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 Woodshade vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Woodshade vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Woodshade. 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 Woodshade 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 $151 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 Woodshade rentals

At Expedia, we put the best Woodshade 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 Woodshade 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 Woodshade 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 Woodshade. 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 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 Lewden Green 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.