Woodside Vacation Rentals

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Our top choices for Woodside vacation rentals

Mobile Home in Lincoln

The Little house W/ Pool & Spa
10.0 out of 10, Exceptional, (1 review)
"Marissa was very attentive in answering my questions quickly! The house was perfect for myself and my small dog! It was in close proximity to all the beaches. The bed was super comfortable. The house was spotless. All of the decor in the house was absolutely adorable! Perfect weekend getaway! Thank you for sharing your tiny home! "
United States
Katherine P.
$206 nightly
The price is $220
Jan 25 - Jan 26
Total with taxes and fees
The Little house W/ Pool & Spa
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful accommodations that are very comfortable. We would stay there again."
United States
Beth S.
$253 nightly
The price is $270
Jan 26 - Jan 27
Total with taxes and fees
New 3‑BR Ranch by DE Turf & Beaches
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful tiny home with lavish pool in a quiet neighborhood. Loved the area, the home, and amenities provided. Although, we did not receive the code to unlock the door at check in time and host did not answer our text for about 40 minutes. Thankfully the housecleaner was there to let us in! Still a great stay. "
United States
Jessica W.
$183 nightly
The price is $195
Feb 9 - Feb 10
Total with taxes and fees
Tiny house w/ Pool on water near Beaches / turf
2.0 star property
$190 nightly
The price is $203
Feb 9 - Feb 10
Total with taxes and fees
Waterfront studio w/ pool - shopping and beaches
10.0 out of 10, Exceptional, (2 reviews)
"Perfect place for my son and I that had a lacrosse tourney that was only 8 minutes away at the Delaware turf fields Cat was awesome and replied very fast and was super accommodating!! "
United States
Shaine L.
$219 nightly
The price is $224
Jan 21 - Jan 22
Total with taxes and fees
Cozy Unit in Milford, Delaware -Close to DE Turf
9.8 out of 10, Exceptional, (6 reviews)
"Wonderful place other than no operational WiFi."
United States
William F.
$271 nightly
The price is $278
Jan 21 - Jan 22
Total with taxes and fees
Poe Themed Home Close to Beaches and DE Turf
9.2 out of 10, Wonderful, (9 reviews)
"The house is a beautiful place to stay. The location was ideal for going to attractions and stores. "
United States
Laurie S.
$349 nightly
The price is $357
Jan 24 - Jan 25
Total with taxes and fees
Amazing Modern house with a full kitchen and parking
2.0 star property
$486 nightly
The price is $501
Jan 27 - Jan 28
Total with taxes and fees
Welcoming 3-bedroom house with AC in charming Milford.

Vacation Home in Smyrna

JVA LUXURY HOUSING
10.0 out of 10, Exceptional, (1 review)
"The house was clean and wonderful. I highly recommend!"
United States
Daryl C.
$571 nightly
The price is $589
Jan 27 - Jan 28
Total with taxes and fees
JVA LUXURY HOUSING
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 Woodside Hotel Reviews

Find out more about Woodside

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

Woodside vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Woodside. 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 Woodside 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 $220 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 Woodside rentals

At Expedia, we put the best Woodside 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 Woodside 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 Woodside 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 Woodside. 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 vacation rental in Woodside?

Yes, we have vacation rentals near top attractions in Woodside, or you can go with a secluded option if you're looking for a relaxing stay.

What are some of the best vacation rentals that Woodside has to offer?

Bayfront Cottage with Spectacular Views: This vacation home rental outside of Woodside 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 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

What can I see and do in Woodside?

While exploring the area, visit family-friendly sights like Delaware State Fairgrounds, or get outside and enjoy nature at DE Turf Sports Complex. In the larger area, you’ll find Killens Pond State Park and Blue Hen Mall.

What are vacation rentals like in Woodside?

Vacation rentals are privately owned properties you can book for a couple days or more in Woodside. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for families.