Woodshade Vacation Rentals

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Vacation Rentals in Woodshade

Stylish Private Suite in the heart of Brandywine Valley
10.0 out of 10, Exceptional, 151 reviews
"Cheryl was very attentive and provided muffins and eggs for my daughter and I have in the morning. It was clean and well decorated to make you feel at home. We enjoyed our short stay and would definitely come back again."
The price is $120
$180 total
includes taxes & fees
Jun 24 - Jun 25
Stylish Private Suite in the heart of Brandywine Valley
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
9.8 out of 10, Exceptional, 89 reviews
"Myself, mom, sister, and friend came down for the weekend to participate in the Mammoth March held at the Fair Hill Park. The house was nice and close, clean, and comfortable."
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
Cozy Spring House in Gorgeous Chadds Ford!
10.0 out of 10, Exceptional, 43 reviews
"So much to do in Brandywine Valley and this home was a perfect home base. The location was close to everything - historic sites, antique shops, wineries, great restaurants and Longwood Gardens. It’s advertised as “cozy” and we found it charming and comfortable. Loved the excellent communication, ease of entry and departure, and warm welcome from our hostess. It was a perfect weekend getaway."
The price is $179
$317 total
includes taxes & fees
Jul 15 - Jul 16
Cozy Spring House in Gorgeous Chadds Ford!
Waterfront house with amazing views. Top of the Chesapeake
10.0 out of 10, Exceptional, 89 reviews
"Our Family decided to take a last minute Spring Break trip and had a fantastic time. Matt was a great host and easy to communicate with. We were pleasantly surprised by all of the local dining options. Despite terrible weather that we experienced, we made the best of our trip and had a great time."
The price is $440
$727 total
includes taxes & fees
Jun 24 - Jun 25
Waterfront house with amazing views. Top of the Chesapeake
Beachfront Sunsets on the Water at Oakwood Beach
10.0 out of 10, Exceptional, 20 reviews
"This was the perfect house for 3 Dads and their 14-15 yr olds for a weekend lacrosse tournament. The house was clean and spacious. The owner went over and above to welcome us and make us feel at home. The boys loved the kayaks, swimming and the beach. The Dads enjoyed the outdoor area, fire pit and grilling. All the beach supplies were on hand. Easy and quick communications with the owner."
Beachfront Sunsets on the Water at Oakwood Beach
Chesapeake City Overlook: Breathtaking View!
10.0 out of 10, Exceptional, 5 reviews
"Lovely home and hostess! Very clean and responsive. Beautiful water views. Excellent vacation home"
Chesapeake City Overlook: Breathtaking View!
Homey Retreat in Historic Kennett Square!!
10.0 out of 10, Exceptional, 45 reviews
"We had a lovely stay and hope to return. The house was exactly what we want in a vacation rental. It had charm and personality, was located within walking distance of cafes and restaurants and was very comfortable for the four of us. Communication with Ivanna was seamless. Our family has a wonderful stay."
The price is $199
$338 total
includes taxes & fees
Jul 8 - Jul 9
Homey Retreat in Historic Kennett Square!!
Relaxing 5BR Family Home w/ Fire Pit & Pool Table
10.0 out of 10, Exceptional, 1 review
"We had a wonderful stay at this house. The managers were gracious enough to allow for an early check-in and everything was as mentioned. It really helped to have the house layout on the website description so that we could plan (we had multiple family units). Communication with the managers was fantastic from before booking until after checkout. I'd highly recommend staying at this property."
Relaxing 5BR Family Home w/ Fire Pit & Pool Table
A cottage on the shore of the Delaware River
9.8 out of 10, Exceptional, 55 reviews
"Such a nice little property on a great beach- was very private, great sunsets, Beth is awesome- def would recommend!"
A cottage on the shore of the Delaware River
Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay
10.0 out of 10, Exceptional, 68 reviews
"As soon as we arrived I wanted to message Sue and thank her for sharing such a special place with us. The views are breathtaking! We stayed for a weekend to attend a wedding nearby and the house had everything we needed. The “neighborhood” it’s in is great and all of the neighbors were wonderful. Everything was very clean and the kitchen was well stocked."
Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay
Top of the Chesapeake - Minutes from Historic Charlestown
9.8 out of 10, Exceptional, 128 reviews
"Three generations from PA, CO and VT all converged on the "Top of the Chesapeake" and had a lovely time. This is a stellar place for bird watching since it's between a creek and the upper Bay ("river".) Kayaks were a hit with 12 year olds and their parents. The owner's very reasonable rules and guidelines were so easy and he was available for help. Highly recommend this place!"
The price is $359
$653 total
includes taxes & fees
Jul 8 - Jul 9
Top of the Chesapeake - Minutes from Historic Charlestown
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
9.8 out of 10, Exceptional, 28 reviews
"Pretty house with plenty of room. Easy check in and out."
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
Clean and Cozy 2 BR home blocks away from downtown
10.0 out of 10, Exceptional, 14 reviews
"We had a wonderful stay. The house is very clean. Phylis was a great host. Thank you for the wonderful gift and sharing your home with us. If I could give 6 stars I would."
Clean and Cozy 2 BR home blocks away from downtown
Riverfront Retreat: Panoramic water views with Hot Tub. Sleeps 16.
9.6 out of 10, Exceptional, 155 reviews
"This River property is a little bit of Paradise away from home! It is everything and more as advertised! My husband and I leased the property for 5 nights for a family reunion, ages 1 to 89 years old! My family of 5, my Mom, Dad and Grandmother, my brothers family of 4 and my nieces family of 3. The house was big enough for all of us to be together or everyone could have their own space. We enjoyed the pool, the hot tub, the playground and the sunsets across the river were amazing. My...
Riverfront Retreat: Panoramic water views with Hot Tub. Sleeps 16.
Private Carriage House Retreat on a 33 Acre Historic Working Estate
10.0 out of 10, Exceptional, 8 reviews
"It was me, my son and my sister staying. The grounds were beautiful, and we fed the goats too! It was late season, so no pool or any relaxing outdoors. Brrr. Traffic is light in the area so it was easy to get in a 2+ mile walk and see the local neighborhoods. As it was mentioned in the listing (but not obvious in the photos), you have to walk through the bunk room to get to the master bedroom, and the door to the upstairs bath doesn't offer total privacy. No place is perfect, and we would...
Private Carriage House Retreat on a 33 Acre Historic Working Estate
Entire place with private parking
7.8 out of 10, Good, 6 reviews
"Overall great location, space and with secure parking."
The price is $98
$158 total
includes taxes & fees
Jun 24 - Jun 25
Entire place with private parking
Hidden Gem! - Downtown
2.0 out of 10, 1 review
"Small AC that would not cool the upstairs, where bedrooms are. Receptacles were hazardous. Check the street view on Google Maps."
Hidden Gem! - Downtown
Thunder Hill Retreat - Peaceful - sleeps 12
10.0 out of 10, Exceptional, 6 reviews
"We stayed at this property for the week of University of Delaware’s graduation. It was perfect, about a 15 minute drive from Newark, in a very nice neighborhood. The house was in a lovely wooded area near a creek, where we were able to take walks in the neighborhood. The house was clean and comfortable and the host, Raymond, made it easy. I would highly recommend."
The price is $212
$504 total
includes taxes & fees
Jun 24 - Jun 25
Thunder Hill Retreat - Peaceful - sleeps 12
Veazey Cove | 8,000 sq ft Waterfront Home w/ Pool + Hot Tub!
9.4 out of 10, Exceptional, 30 reviews
"The property is well appointed, near several nice features (Chesapeake City, hiking, wineries etc.) and has beautiful views of the bay. Overall, we really enjoyed!"
Veazey Cove | 8,000 sq ft Waterfront Home w/ Pool + Hot Tub!
Private townhouse near downtown and state park
10.0 out of 10, Exceptional, 5 reviews
"The home was very clean and smelled nice. Neighbors are very friendly as well!"
The price is $179
$346 total
includes taxes & fees
Jun 26 - Jun 27
Private townhouse near downtown and state park
Don't see what you're looking for?
See all available properties in Woodshade
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.

Other types of properties in Woodshade you may be interested in

Sheraton Suites Wilmington Downtown
3.5 star property
8.2 out of 10, Very Good, 1,000 reviews
"Location."
The price is $127
$139 total
includes taxes & fees
Jun 30 - Jul 1
Sheraton Suites Wilmington Downtown
Brandywine Plaza Hotel
3.5 star property
7.4 out of 10, Good, 1,006 reviews
"Upset that the poo wasn’t ready for guess to swim!"
The price is $90
$100 total
includes taxes & fees
Jul 1 - Jul 2
Brandywine Plaza Hotel
Red Roof Inn & Suites Newark - University
2.0 star property
5.8 out of 10, 1,011 reviews
"Check-in started off rocky as I had just driven 7 hours and was given a different type of room than I had booked. However, the balcony (and luckily great weather) made up for that. Yes, it is a beaten-up old motor hotel, but it was terrific overall. Dogs welcome, quiet (except for intermittent morons with loud cars on S College), felt safe, cute coffee maker, and the BED WAS FANTASTIC!"
The price is $79
$88 total
includes taxes & fees
Jun 24 - Jun 25
Red Roof Inn & Suites Newark - University
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.

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 $98 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?

Waterfront house with amazing views. Top of the Chesapeake: You might want to consider this vacation home rental near Woodshade, which is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and 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 Glasgow Park. In the larger area, you’ll find Christiana Mall and Brookside Shopping Center.

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.

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