Woodside Holiday Rentals : Search Short-Term Rentals

Q: What are some of the best holiday rentals that Woodside has to offer?

Wind Song Getaway on the Beach : This holiday home rental outside of Woodside is located on the beach, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

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Holiday Rentals in Woodside

"We stayed here while our son’s tournament was at DE Turf. It was very convenient and plenty of space. The fields are about 13 min away. The restaurant in the parking lot was convenient after being at the fields all day. "

"Adorable house! So many windows, great view from all of them but you never feel like the neighbors are watching. The master bed placement is perfect. Wake up in the middle of the night and you can see the ships on the ocean. Quiet neighborhood. Comfy couches, giant TV, kitchen well stocked. Our dogs loved it too. We will 100% return. Owners were very responsive and helpful as we made a last minute reservation and they had to go above and beyond to assist us. "

"This property was just what we needed to cap our summer. It was nicely decorated and comfortable. Being close to the water and listening to the waves was so relaxing and refreshing. We would definitely consider this property again when we travel this way. Thank you! "

"This is a beautiful beach house, right on the water. Lots of amenities and upgrades. We loved the screened porch and upstairs deck. We were fine with the spiral stairs but they may be potentially challenging for some guests. The area is a little isolated and the beach was quiet in mid-October, which was perfect for us! I highly recommend this property."

"Perfect rental for our family of 6 adults! Great location on the water with a fun restaurant just steps away. Highly recommend!!"

"The house was just as described and right on the water which was perfect for us. The street was extremely quiet and off the beaten path. The only issue we had was the cleanliness and some electrical issues. "

"Bowers beach is awesome and this was a great property! "

"Super cute! We came in for a lax tournament. Perfect place to unwind."

"The easy of check-in was the best I have had in all my VRBO rentals. The home was clean and well appointed. They provided all linens/towels and extra were available in a linen closet. The kitchen was well stocked. Great place. Can't wait to stay again. "

"We were in the area to visit family and always enjoy the Slaughter Beach for its quiet natural beauty. The Mermaid Cottage was clean, comfortable, and equipped with everything we needed. We will definitely be back!"

"Was perfect for our needs. "

"Rather than staying at a noisy hotel, we opted to go with the VRBO while at a lax tourney at the DE turf. The house is located in a quiet area. We ventured into surrounding towns for local restaurants and shopping. (It does take 12-15 min to get anywhere). The accommodations were comfortable and my daughter and I had our own sleeping areas. "

"We had a great time here. The house was absolutely lovely! The only issue we had was that I did not check the tides before going and we were surprised by the lack of use of the ocean during low tide. However it was still nice to walk and look for shells during low tide."

"The cottage was quaint and met the needs we had just fine. Great working heat and plenty to cook with if desired, coffee was fantastic! The only unexpected thing was the house located directly next to the cottage (I’d estimate less than 12 feet to the left). In the original photos I saw that convinced me to book, it appeared the cottage was more private than it actually is, but we still had an overwhelming positive stay!"

"This is the second time we rented this property and it's truly a gem! It had everything we needed, and the ease of accessing the beach is the biggest bonus! Thank you for providing us with another memorable vacation!"

"The Captain's Cottage was the perfect place for our visit to Delaware. We were a quick drive to events at the Woodlands at Dover Speedway, and less than an hour away from Rehoboth Beach, which is highly recommended. Bowers beach in town was also great, clean, and never busy. The property was very clean, fully equipped, and in a very safe and quiet neighborhood. Check in was simple, communicating w/ host was easy and host was quick to respond. Host left details and helpful info about the home,...

"If your looking for a place near DE turf field this is about 14 mins away if the traffic is bad 10 mins normally. Located near a walmart dollar tree and movie theater. There are many fast food options 5 mins away. The home is great has there is an airfryer which is good. The seller communication was great. I had no issues getting in or checking out. My son who is 6'2 slept comfortably in the other room. Beds are as comfortable as a hotel. Over all nithing to complain about. Better than a hotel...

"Great spot, clean and comfortable. "

"Cottage had all the essential amenities and was a pleasant stay overall. Easy walk to public beach access. "

"We chose Delaware for our family trip this year, our 5 adult children and their spouses all went! The house was perfect! There was plenty of bedrooms, several which had desks, which was great for our remote workers. The Kitchen was amazing. We are a family of cooks, so every night was another awesome meal. The kitchen is fully equipped, with everything you could possibly need, no matter what you are making. The island is the largest I have ever seen, which was great for our make your own...

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Other types of properties in Woodside you may be interested in

"It was a hotel"

includes taxes & fees

1 Dec - 2 Dec

"The room was clean and the manager at the front desk was very friendly and efficient."

includes taxes & fees

15 Dec - 16 Dec

"Check in i had to wait a while. The water pressure was not great. And the pillows were lumpy and not very comfortable "

includes taxes & fees

1 Dec - 2 Dec

Find out more about Woodside

Everything you need to know about Woodside holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Woodside holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Woodside holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Woodside holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Woodside holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Woodside rentals

At Expedia, we put the best Woodside holiday 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 holiday.

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.

Recent reviews of Woodside properties

5/5 Excellent

"."

A verified traveller stayed at Sleep Inn And Suites

Posted 3 days ago

5/5 Excellent

"Very clean, quiet, good rate, and nice breakfast. Kim's attitude comes across short,rude and sometimes nasty. The rest of the staff are very kind, friendly and knowledgeable. Overall the stay here is really good. No issues with rooms. Parking is best when you arrive early "

A verified traveller stayed at Microtel Inn & Suites by Wyndham Dover

Posted 8 days ago

Frequently asked questions

Can I find a holiday rental in Woodside?

Yes, there are holiday rentals close to the most popular sights in Woodside, 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 Woodside has to offer?

Wind Song Getaway on the Beach: This holiday home rental outside of Woodside is located on the beach, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

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 Killens Pond State Park. In the wider area, you’ll find Delaware State Capitol and Air Mobility Command Museum.

What are holiday rentals like in Woodside?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Woodside. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for a family trip or a small group gathering.

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Holiday Rentals in Woodside

Check Woodside holiday rental availability

Holiday Rentals in Woodside

NEW! Bowers Retreat - Sleeps 10 - Steps to beach! 10 Minutes to DE Turf!

GORGEOUS, RECENTLY RENOVATED, WATERFRONT COTTAGE

Exquisite Beachfront Cottage With Panoramic Ocean Views

Wind Song Getaway on the Beach

Oceanview Riverfront retreat w/ hot tub and private dock! - 10 min from DE Turf

Oceanfront Milford Home w/ View & Boat Access

Captain's Quarters

Swartzentruber Homestead. Cozy cabin on our 5th generation family farm!

Bowers Beach Vacation Rental: 2 Blocks Away!

The Mermaid Cottage WaterFront Cottage

Quiet beach escape. Close to DE TURF fields.<br>TAX FREE SHOPPING!

Guest suite in the woods with private entry

Nirvana on the beach

Grandma's Cottage

Relax big in a small beach town!

Captain's Cottage- Walking distance to beach, 10 Mins to DE Turf

Lee's Place Brand New 2BR Townhouse w/free parking

Cozy tiny cabin with sunrise view! Short drive to beaches and turf.

Cozy Little Blue Cottage by the Bay

Gorgeous pano views, Beach Front Access and hot tub! Your peaceful escape!

Other types of properties in Woodside you may be interested in

Bally's Dover Casino Resort

Comfort Inn & Suites

Microtel Inn & Suites by Wyndham Dover

Find out more about Woodside

Recent reviews of Woodside properties

Sleep Inn And Suites

Bally's Dover Casino Resort

Comfort Inn & Suites

Microtel Inn & Suites by Wyndham Dover

Comfort Suites Dover

Quality Inn and Suites

Days Inn by Wyndham Dover Downtown

Red Roof Inn & Suites Dover Downtown

Microtel Inn & Suites by Wyndham Milford

Frequently asked questions