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Woodside Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Woodside holiday rentals

A room with a wooden bench, a vase with flowers, and a door leading to an outdoor area with trees.

1. 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
10.0 out of 10, Exceptional, (12 reviews)
"Nice clean place. Highly recommended."
United States
Richard B.
The price is HK$940
HK$1,461 total
includes taxes & fees
2 Nov - 3 Nov
Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.
A bedroom with a bunk bed, a single bed, a desk, and a chair.

2. 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 HK$627
HK$1,580 total
includes taxes & fees
24 Oct - 25 Oct
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!
A modern kitchen with a large island, bar stools, and pendant lighting.

3. Spacious 5 Bedroom w/Pool, Patio and Theater

Spacious 5 Bedroom w/Pool, Patio and Theater
Magnolia
9.2 out of 10, Wonderful, (12 reviews)
"The host was very accommodating and the house was excellent and served our needs perfectly."
United States
John K.
The price is HK$2,034
HK$5,276 total
includes taxes & fees
26 Oct - 27 Oct
Spacious 5 Bedroom w/Pool, Patio and Theater
A modern kitchen with white cabinets, stainless steel appliances, and a marble island with bar stools.

4. 5 Minutes from Bally’s Casino, Charming 3-bed 2-bath Ranch in Dover

5 Minutes from Bally’s Casino, Charming 3-bed 2-bath Ranch in Dover
Dover
10.0 out of 10, Exceptional, (4 reviews)
"Host was great"
United States
mark o.
The price is HK$1,873
HK$4,849 total
includes taxes & fees
2 Nov - 3 Nov
5 Minutes from Bally’s Casino, Charming 3-bed 2-bath Ranch in Dover
A bedroom with a bed, a dresser, a mirror, and a door leading to another room.

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

Cozy Unit in Milford, Delaware -Close to DE Turf
Milford
9.6 out of 10, Exceptional, (4 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 HK$931
HK$1,757 total
includes taxes & fees
24 Oct - 25 Oct
Cozy Unit in Milford, Delaware -Close to DE Turf
A modern living space with a dining area, sofa, and kitchen.

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 HK$500
HK$2,520 total
includes taxes & fees
3 Nov - 4 Nov
Luxury 2 bedroom Apt. Near DE Turf & Beaches!
A patio area with outdoor seating, string lights, and potted plants.

7. 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, (17 reviews)
"The owner thought of many amenities that I haven't seen before like breakfast bars and oatmeal packets. Very much appreciated."
United States
Sharon
The price is HK$1,270
HK$2,157 total
includes taxes & fees
24 Oct - 25 Oct
Poe Themed Home Close to Beaches and DE Turf
A modern kitchen with a central island, stainless steel appliances, and a dining area with a chandelier.

8. 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
9.4 out of 10, Exceptional, (13 reviews)
"We have traveled to Frederica/Milford for 4 straight summers for the American Select Lacrosse tournament, and this was by far, our favorite place to stay! It’s a perfect location to DE Turf with a delightful and huge back yard. The interior is clean and newly renovated. We had everything we needed and then some. The owners were very communicative. We could not have asked for a better stay and highly recommend!"
United States
SJ G.
The price is HK$1,405
HK$2,346 total
includes taxes & fees
26 Oct - 27 Oct
Stunning Home: DE Turf Complex 2 min away and Gateway to the Beaches!
A round window with a view of a garden, a tree, and a building in the background.

9. 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 HK$1,707
HK$3,014 total
includes taxes & fees
25 Oct - 26 Oct
Tiny Bay House on Delaware Bay / 2 min walk to the beach / Sleeps 5
A bedroom with a bed, a round white pillow, a potted plant, and a wall with a geometric pattern and a painting.

10. Walk to Bowers Beach! Peaceful Coastal Retreat

Walk to Bowers Beach! Peaceful Coastal Retreat
3.0 star property
Frederica
The price is HK$3,291
HK$5,736 total
includes taxes & fees
25 Oct - 26 Oct
Walk to Bowers Beach! Peaceful Coastal Retreat
A dining area with a round table, chairs, a chandelier, and patterned wallpaper.

11. Walk to Bowers Beach! Peaceful Coastal Retreat

Walk to Bowers Beach! Peaceful Coastal Retreat
Frederica
The price is HK$2,751
HK$5,705 total
includes taxes & fees
25 Oct - 26 Oct
Walk to Bowers Beach! Peaceful Coastal Retreat
A kitchen with wooden cabinets, a microwave, a stove, a refrigerator, and a sink.

12. 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, (6 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 HK$2,547
HK$4,010 total
includes taxes & fees
26 Oct - 27 Oct
Come stay at our beautiful 3 bedroom home located in rural Milford De.
Pool

13. 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 HK$647
HK$1,507 total
includes taxes & fees
25 Oct - 26 Oct
Tiny house w/ Pool on water near Beaches / turf
Pool

14. 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 HK$892
HK$2,279 total
includes taxes & fees
25 Oct - 26 Oct
New 3‑BR Ranch by DE Turf & Beaches
Pool

15. 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 HK$647
HK$1,507 total
includes taxes & fees
3 Nov - 4 Nov
Waterfront studio w/ pool - shopping and beaches
Pool

16. The Little house W/ Pool & Spa

The Little house W/ Pool & Spa
Lincoln
9.8 out of 10, Exceptional, (6 reviews)
"Host was very helpful and has great communication. Beautiful place to stay!"
United States
veronica d.
The price is HK$853
HK$2,408 total
includes taxes & fees
28 Oct - 29 Oct
The Little house W/ Pool & Spa
A wooden cabin with a porch, a rocking chair, and a table.

17. 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, (2 reviews)
"Thank you, we had a very pleasant stay"
United States
andy O.
The price is HK$1,489
HK$2,426 total
includes taxes & fees
25 Oct - 26 Oct
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

Microtel Inn & Suites by Wyndham Milford

Microtel Inn & Suites by Wyndham Milford

10/10 Excellent
"♥️♥️♥️freee EV CHARGING"
Aaron 2-night trip
Posted 7 hours ago
Microtel Inn & Suites by Wyndham Milford

Find out more about Woodside

Search for holiday rentals in Woodside on Expedia! You can easily find your home rentals, villas, holiday apartments in Woodside using one of the methods below:

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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 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?

Captain's Quarters: This holiday home rental outside of Woodside is located near the beach, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 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 Silver Lake Park. In the wider area, you’ll find Killens Pond State Park 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.