Woodside Holiday Rentals

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Holiday Rentals in Woodside

GORGEOUS, RECENTLY RENOVATED, WATERFRONT COTTAGE

10.0 out of 10, Exceptional, (104)
"We visited over Thanksgiving and the owners bent over backwards to see that we had everything we needed to prepare our Thanksgiving dinner. The house was spotless with very comfortable beds. We will be back!"
GORGEOUS, RECENTLY RENOVATED, WATERFRONT COTTAGE

Exquisite Beachfront Cottage With Panoramic Ocean Views

9.4 out of 10, Exceptional, (26)
"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! "
Exquisite Beachfront Cottage With Panoramic Ocean Views

Captain's Quarters

9.8 out of 10, Exceptional, (83)
"Great place to stay! The communication with the property manager was very good. The house was big enough for my husband and I, four of our adult children and some grandchildren. The bedrooms are spacious and we had enough beds and pillows for all. Our stay was in November, and we still enjoyed walking the beach, which was about a block away from the house, and watching the sunrise. The kitchen was very well equipped and everything was in working order. The only odd thing, that we got use to in...
Captain's Quarters

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

10.0 out of 10, Exceptional, (5)
"Perfect rental for our family of 6 adults! Great location on the water with a fun restaurant just steps away. Highly recommend!!"
Oceanview Riverfront retreat w/ hot tub and private dock! - 10 min from DE Turf

The Mermaid Cottage WaterFront Cottage

9.6 out of 10, Exceptional, (171)
"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!"
The Mermaid Cottage WaterFront Cottage

Oceanfront Milford Home w/ View & Boat Access

8.2 out of 10, Very good, (13)
"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. "
Oceanfront Milford Home w/ View & Boat Access

Guest suite in the woods with private entry

10.0 out of 10, Exceptional, (38)
"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. "
Guest suite in the woods with private entry

Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

10.0 out of 10, Exceptional, (9)
"Everything was absolutely perfect. Quick and easy communication with the host gave me tremendous peace of mind. He worked with me on whatever concerns or needs I had. Highly recommend "
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

Nirvana on the beach

9.4 out of 10, Exceptional, (18)
"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."
Nirvana on the beach

Bowers Beach Vacation Rental: 2 Blocks Away!

9.6 out of 10, Exceptional, (5)
"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. "
Bowers Beach Vacation Rental: 2 Blocks Away!

Wind Song Getaway on the Beach

9.8 out of 10, Exceptional, (25)
"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."
Wind Song Getaway on the Beach

Grandma's Cottage

10.0 out of 10, Exceptional, (98)
"Enjoyed my short stay of peace and quiet that I needed for a few days away to focus on a project. The place worked out just fine. The home was very comfortable and clean.Its added convenience to local commerce was a pleasant plus. Finally, the host was responsive and very accommodating Thanks again Helen, Happy Holidays!"
Grandma's Cottage

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

10.0 out of 10, Exceptional, (15)
"We had an awesome wknd at this property. Everything was great. There were a few minor things but they did not impact our stay at all. Would stay again when in the area visiting family. "
NEW! Bowers Retreat - Sleeps 10 - Steps to beach! 10 Minutes to DE Turf!

Relax big in a small beach town!

9.6 out of 10, Exceptional, (85)
"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!"
Relax big in a small beach town!

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

10.0 out of 10, Exceptional, (30)
"Another great stay at this property. We have stayed here three times and excellent every time. "
Cozy tiny cabin with sunrise view! Short drive to beaches and turf.

Cozy Little Blue Cottage by the Bay

9.8 out of 10, Exceptional, (24)
"Cottage had all the essential amenities and was a pleasant stay overall. Easy walk to public beach access. "
Cozy Little Blue Cottage by the Bay

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

10.0 out of 10, Exceptional, (26)
"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...
Gorgeous pano views, Beach Front Access and hot tub! Your peaceful escape!

Tiny House in the Woods, sleeps 3, full bath, linens provided, keurig & k cups

10.0 out of 10, Exceptional, (7)
" Wonderful quiet property with a fully equipped stay. AC, Lighting, bug prevention, kitchen amenities, and linens were huge positives. The water temp/controls were a tad confusing and variable, difficult to tell the cause. Another comfort note would be the ladder rungs to the upper bed - they were extremely difficult and uncomfortable to use. There isn't much room for a ladder, so the selected style is understandable, but for anyone looking for a quick and easy sleeping sleeping arrangement...
Tiny House in the Woods, sleeps 3, full bath, linens provided, keurig & k cups

Right in the center of everywhere in Dover

8.0 out of 10, Very good, (3)
"Everything was nice enough space for everyone to sleep comfortably."
Right in the center of everywhere in Dover

Secluded Beach home with amazing views.

10.0 out of 10, Exceptional, (23)
"Beautiful property with everything you can need. Right on a secluded beach. Owner was very responsive. Fast internet allowed two people to work remotely at the same time. Nothing bad to say about this place, it's a gem!"
Secluded Beach home with amazing views.
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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Other types of properties in Woodside you may be interested in

Bally's Dover Casino Resort

4.0 star property
8.8 out of 10, Excellent, (2058)
"The service"
The price is HK$482
HK$652 total
includes taxes & fees
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Bally's Dover Casino Resort

Microtel Inn & Suites by Wyndham Dover

2.0 star property
8.0 out of 10, Very good, (1002)
"Clean and easy to access"
The price is HK$555
HK$611 total
includes taxes & fees
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Microtel Inn & Suites by Wyndham Dover

Microtel Inn & Suites by Wyndham Milford

2.5 star property
9.0 out of 10, Wonderful, (486)
"My sister and i loved our stay at Microtel in Milford. Its such an easy place to get to and convenient. The staff is so nice. Always asking how our stay is and can they help. The breakfast was delicious too. Definitely recommend staying here."
The price is HK$588
HK$652 total
includes taxes & fees
2 Jan - 3 Jan 2025
Microtel Inn & Suites by Wyndham Milford
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.

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?

Exquisite Beachfront Cottage With Panoramic Ocean Views : This holiday home rental outside Woodside is located on the beach, and has a fireplace, a balcony and a BBQ 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 that 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 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.