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Woodside Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Woodside vacation rentals

Room

1. Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!
Frederica
9.6 out of 10, Exceptional, (25 reviews)
"We enjoy this place!!!"
United States
nahum f.
The price is ￥12,488
￥31,314 total
includes taxes & fees
Oct 1 - Oct 2
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!
Interior

2. Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.

Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.
Dover
9.8 out of 10, Exceptional, (10 reviews)
"Nice clean place. Highly recommended."
United States
Richard B.
The price is ￥17,171
￥27,310 total
includes taxes & fees
Sep 16 - Sep 17
Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.
Interior

3. Cozy Room in Dover

Cozy Room in Dover
Dover
The price is ￥9,132
￥15,006 total
includes taxes & fees
Sep 10 - Sep 11
Cozy Room in Dover
Pool

4. Mini Aruba RV/Glamping Tent

Mini Aruba RV/Glamping Tent
Dover
10.0 out of 10, Exceptional, (6 reviews)
"We had an absolutely wonderful stay at this adorable glamping camper oasis while in town for the NASCAR All-Star Race weekend. The camper and property were spotless, beautifully maintained, and it has so many thoughtful amenities that made our stay comfortable and relaxing.The heated pool was amazing after a long day, and the entire atmosphere was peaceful, welcoming, and fun. The hosts were incredibly friendly, gracious, and accommodating throughout our stay. You can truly tell they take...
United States
Roberta J.
The price is ￥25,002
￥39,878 total
includes taxes & fees
Sep 14 - Sep 15
Mini Aruba RV/Glamping Tent
Exterior

5. Studio Apartment 5 Miles from Dover in quiet town of Hartly w/Dollar Store

Studio Apartment 5 Miles from Dover in quiet town of Hartly w/Dollar Store
Hartly
The price is ￥16,078
￥23,827 total
includes taxes & fees
Sep 6 - Sep 7
Studio Apartment 5 Miles from Dover in quiet town of Hartly w/Dollar Store
Interior

6. Luxury 2 bedroom Apt. Near DE Turf & Beaches!

Luxury 2 bedroom Apt. Near DE Turf & Beaches!
Milford
10.0 out of 10, Exceptional, (1 review)
"This property was perfect for our family while at a lacrosse tournament. It was close to the field and very comfortable. Having two full bathrooms to get ready for the day was a treat! The property was clean and spacious. Also, the host was also extremely responsive. We will definitely return."
United States
Jill M.
The price is ￥12,707
￥53,310 total
includes taxes & fees
Sep 9 - Sep 10
Luxury 2 bedroom Apt. Near DE Turf & Beaches!
Room

7. Cozy Unit in Milford, Delaware -Close to DE Turf

Cozy Unit in Milford, Delaware -Close to DE Turf
Milford
10.0 out of 10, Exceptional, (3 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.
The price is ￥18,545
￥34,990 total
includes taxes & fees
Sep 15 - Sep 16
Cozy Unit in Milford, Delaware -Close to DE Turf
Interior

8. Tiny Bay House on Delaware Bay / 2 min walk to the beach / Sleeps 5

Tiny Bay House on Delaware Bay / 2 min walk to the beach / Sleeps 5
Kitts Hummock
10.0 out of 10, Exceptional, (1 review)
"Our time here was an attraction in itself. There were so many small details. I won't mention all of them as I don't want to spoil the surprise but one of our favorites was a telescope pointed towards an ocean piling where birds frequently perch. The house felt interactive and playful. There were snacks and beverage options (including tea, coffee, water, and even other surprises) available. Very clean. One consideration is the stairscase. I would advise caution for those with mobility issues (bad...
United States
Alex L.
The price is ￥34,701
￥59,053 total
includes taxes & fees
Sep 7 - Sep 8
Tiny Bay House on Delaware Bay / 2 min walk to the beach / Sleeps 5
Private kitchen

9. Stunning Home: DE Turf Complex 2 min away and Gateway to the Beaches!

Stunning Home: DE Turf Complex 2 min away and Gateway to the Beaches!
Milford
9.0 out of 10, Wonderful, (7 reviews)
The price is ￥27,981
￥46,724 total
includes taxes & fees
Sep 7 - Sep 8
Stunning Home: DE Turf Complex 2 min away and Gateway to the Beaches!
Outdoor dining

10. Poe Themed Home Close to Beaches and DE Turf

Poe Themed Home Close to Beaches and DE Turf
Milford
8.6 out of 10, Excellent, (16 reviews)
"Theme decor was awesome. Location was a quick stroll downtown. Very busy street so use a white noise app on your phone if street noise is an issue."
United States
Dee Z. B.
The price is ￥25,288
￥42,973 total
includes taxes & fees
Sep 7 - Sep 8
Poe Themed Home Close to Beaches and DE Turf
House (2 Bedrooms) | Interior

11. Walk to Bowers Beach! Peaceful Coastal Retreat

Walk to Bowers Beach! Peaceful Coastal Retreat
3.0 star property
Frederica
The price is ￥65,562
￥114,256 total
includes taxes & fees
Sep 8 - Sep 9
Walk to Bowers Beach! Peaceful Coastal Retreat
Pool

12. New 3‑BR Ranch by DE Turf & Beaches

New 3‑BR Ranch by DE Turf & Beaches
Lincoln
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful accommodations that are very comfortable. We would stay there again."
United States
Beth S.
The price is ￥17,772
￥45,389 total
includes taxes & fees
Sep 9 - Sep 10
New 3‑BR Ranch by DE Turf & Beaches
Pool

13. Waterfront studio w/ pool - shopping and beaches

Waterfront studio w/ pool - shopping and beaches
Lincoln
10.0 out of 10, Exceptional, (1 review)
"Location was great for our needs. Left feeling refreshed and happy. The decor is uplifting. Beds very comfortable. Thanks for the offering!"
United States
Paula R.
The price is ￥14,954
￥32,425 total
includes taxes & fees
Sep 9 - Sep 10
Waterfront studio w/ pool - shopping and beaches
Pool

14. Tiny house w/ Pool on water near Beaches / turf

Tiny house w/ Pool on water near Beaches / turf
Lincoln
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.
The price is ￥12,878
￥30,021 total
includes taxes & fees
Sep 14 - Sep 15
Tiny house w/ Pool on water near Beaches / turf
Room

15. Walk to Bowers Beach! Peaceful Coastal Retreat

Walk to Bowers Beach! Peaceful Coastal Retreat
Frederica
Walk to Bowers Beach! Peaceful Coastal Retreat
Pool

16. The Little house W/ Pool & Spa

The Little house W/ Pool & Spa
Lincoln
9.8 out of 10, Exceptional, (6 reviews)
"The host was very welcoming. The house was very nice."
United States
Lisa H.
The price is ￥17,017
￥48,803 total
includes taxes & fees
Sep 15 - Sep 16
The Little house W/ Pool & Spa
Private kitchen

17. Come stay at our beautiful 3 bedroom home located in rural Milford De.

Come stay at our beautiful 3 bedroom home located in rural Milford De.
Milford
10.0 out of 10, Exceptional, (5 reviews)
"The guys went to the race and they were very happy with the location the price and the people were very nice to deal with"
United States
debra h.
The price is ￥50,733
￥78,149 total
includes taxes & fees
Sep 14 - Sep 15
Come stay at our beautiful 3 bedroom home located in rural Milford De.
Terrace/patio

18. Cozy Cabin Getaway at Gum Branch Acres – Perfect for a Quiet Escape

Cozy Cabin Getaway at Gum Branch Acres – Perfect for a Quiet Escape
Lincoln
10.0 out of 10, Exceptional, (1 review)
"Thank you, we had a very pleasant stay"
United States
andy O.
The price is ￥29,659
￥48,009 total
includes taxes & fees
Sep 7 - Sep 8
Cozy Cabin Getaway at Gum Branch Acres – Perfect for a Quiet Escape
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

Hampton Inn Milford

Hampton Inn Milford

10/10 Excellent
"This was a solid stay for a quick business trip."
Becca 1-night trip
Posted 4 hours ago
Hampton Inn Milford

Find out more about Woodside

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Look no further and take a look at our great range of rental properties in Woodside!

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?

Gorgeous pano views, Beach Front Access and hot tub! Your peaceful escape! : This vacation home rental outside of Woodside 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 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub.

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 Silver Lake Park. In the larger area, you’ll find Killens Pond State Park and Delaware State Capitol.

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.