Woodside Holiday Rentals

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Holiday Rentals in Woodside

GORGEOUS, RECENTLY RENOVATED, WATERFRONT COTTAGE
Property grounds
GORGEOUS, RECENTLY RENOVATED, WATERFRONT COTTAGE
10.0 out of 10, Exceptional, (103)
"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. "
GORGEOUS, RECENTLY RENOVATED, WATERFRONT COTTAGE
Wind Song Getaway on the Beach
Interior
Wind Song Getaway on the Beach
10.0 out of 10, Exceptional, (24)
"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
Miscellaneous
Grandma's Cottage
10.0 out of 10, Exceptional, (95)
"This is my 3rd stay at Grandma’s Cottage and it didn’t disappoint. It’s quaint, convenient to all things Milford, Dover and the beaches. I consider it my home away from home when I am in the area. I’ll be back. "
Grandma's Cottage
Oceanview Riverfront retreat w/ hot tub and private dock! - 10 min from DE Turf
Aerial view
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
NEW! Bowers Retreat - Sleeps 10 - Steps to beach! 10 Minutes to DE Turf!
Aerial view
NEW! Bowers Retreat - Sleeps 10 - Steps to beach! 10 Minutes to DE Turf!
10.0 out of 10, Exceptional, (12)
"Great location our stay was too short !"
NEW! Bowers Retreat - Sleeps 10 - Steps to beach! 10 Minutes to DE Turf!
Oceanfront Milford Home w/ View & Boat Access
Games room
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
Exquisite Beachfront Cottage With Panoramic Ocean Views
Interior
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
Fridge, microwave, oven, stovetop
Captain's Quarters
9.8 out of 10, Exceptional, (80)
"This was a great house to stay with family and friends. Location was great and the kids enjoyed the beach and the bikes. I would definitely stay again if I have to stay somewhere in that area. Thank you Sean. "
Captain's Quarters
Gorgeous pano views, Beach Front Access and hot tub! Your peaceful escape!
Outdoor spa tub
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!
The Mermaid Cottage WaterFront Cottage
On the beach
The Mermaid Cottage WaterFront Cottage
9.6 out of 10, Exceptional, (170)
"We had a great time. Definitely will be back in the summer to enjoy the bay which is steps away from a wonderful fenced in backyard for our little dog."
The Mermaid Cottage WaterFront Cottage
Guest suite in the woods with private entry
Exterior
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
Quiet beach escape. Close to DE TURF fields.<br>TAX FREE SHOPPING!
Fridge, microwave, oven, stovetop
Quiet beach escape. Close to DE TURF fields.<br>TAX FREE SHOPPING!
9.6 out of 10, Exceptional, (25)
"Clean place, modern updates, nice furniture. Great proximity to fishing and DE Turf. Thanks!"
Quiet beach escape. Close to DE TURF fields.<br>TAX FREE SHOPPING!
Relax big in a small beach town!
Property grounds
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!
Captain's Cottage- Walking distance to beach, 10 Mins to DE Turf
Miscellaneous
Captain's Cottage- Walking distance to beach, 10 Mins to DE Turf
10.0 out of 10, Exceptional, (6)
"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,...
Captain's Cottage- Walking distance to beach, 10 Mins to DE Turf
Bowers Beach Vacation Rental: 2 Blocks Away!
Beach nearby
Bowers Beach Vacation Rental: 2 Blocks Away!
9.6 out of 10, Exceptional, (4)
"We stayed with 3 couples and our boys for a Lacrosse tourney. The place was great and exactly what was stated online. Would definitely stay here again and loved how close it was for the adults to walk to JPs and the bar across the street!"
Bowers Beach Vacation Rental: 2 Blocks Away!
Cozy tiny cabin with sunrise view! Short drive to beaches and turf.
Outdoor dining
Cozy tiny cabin with sunrise view! Short drive to beaches and turf.
10.0 out of 10, Exceptional, (27)
"Loved the tiny cozy cabin. The sunrise in the mornings and watching the cows play. The place felt very inviting! "
Cozy tiny cabin with sunrise view! Short drive to beaches and turf.
Right in the center of everywhere in Dover
Fridge, microwave, oven, dishwasher
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
Swartzentruber Homestead. Cozy cabin on our 5th generation family farm!
Interior
Swartzentruber Homestead. Cozy cabin on our 5th generation family farm!
10.0 out of 10, Exceptional, (16)
"Amazing property to stay at. It was beyond beautiful and well kept. "
Swartzentruber Homestead. Cozy cabin on our 5th generation family farm!
Cozy Little Blue Cottage by the Bay
Beach nearby
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
Tiny House in the Woods, sleeps 3, full bath, linens provided, keurig & k cups
Property grounds
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
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
Front of property
Bally's Dover Casino Resort
4.0 star property
8.8 out of 10, Excellent, (1879)
"I like everything. I really enjoyed myself."
The price is HK$483
HK$652 total
includes taxes & fees
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Bally's Dover Casino Resort
Microtel Inn & Suites by Wyndham Dover
Exterior
Microtel Inn & Suites by Wyndham Dover
2.0 star property
8.0 out of 10, Very good, (1000)
"Very clean and quiet. Staff was great."
The price is HK$654
HK$718 total
includes taxes & fees
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Microtel Inn & Suites by Wyndham Dover
Comfort Inn & Suites
Lobby
Comfort Inn & Suites
2.5 star property
8.8 out of 10, Excellent, (1002)
"My staff was good "
The price is HK$607
HK$674 total
includes taxes & fees
1 Dec - 2 Dec
Comfort Inn & Suites
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?

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 Rodney Village Shopping Center and Delaware State Capitol.

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.