Default HTG hotel image

Woodside Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Woodside vacation rentals

A swimming pool with a tiled edge, surrounded by potted plants and outdoor furniture.

1. Mini Aruba RV/Glamping Tent

Mini Aruba RV/Glamping Tent
Dover
10.0 out of 10, Exceptional, (6 reviews)
"My son and I had a great stay here for the weekend, camper was clean and had everything we needed and the family was happy to join us or let us have our privacy. All you could ask for and the backyard pool area is as good as it looks in the pictures. Would go back anytime we are in the area."
United States
Robert N.
The price is AED 588
AED 937 total
includes taxes & fees
12 Oct - 13 Oct
Mini Aruba RV/Glamping Tent
A modern kitchen with a large island, bar stools, and pendant lighting.

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

Spacious 5 Bedroom w/Pool, Patio and Theater
Magnolia
9.4 out of 10, Exceptional, (11 reviews)
"The host was very accommodating and the house was excellent and served our needs perfectly."
United States
John K.
Spacious 5 Bedroom w/Pool, Patio and Theater
A patio with a table and chairs, an umbrella, and a covered grill.

3. Walk to Bowers Beach! Peaceful Coastal Retreat

Walk to Bowers Beach! Peaceful Coastal Retreat
3.0 star property
Frederica
The price is AED 1,543
AED 2,688 total
includes taxes & fees
1 Oct - 2 Oct
Walk to Bowers Beach! Peaceful Coastal Retreat
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 AED 878
AED 2,008 total
includes taxes & fees
6 Oct - 7 Oct
5 Minutes from Bally’s Casino, Charming 3-bed 2-bath Ranch in Dover
A room with a wooden bench, a vase with flowers, and a door leading to an outdoor area with trees.

5. 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, (11 reviews)
"Nice clean place. Highly recommended."
United States
Richard B.
The price is AED 441
AED 688 total
includes taxes & fees
7 Oct - 8 Oct
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.

6. 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 AED 202
AED 634 total
includes taxes & fees
1 Oct - 2 Oct
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!
A balcony with a view of a grassy field, a white fence, and a building with a grey roof.

7. Walk to Bowers Beach! Peaceful Coastal Retreat

Walk to Bowers Beach! Peaceful Coastal Retreat
Frederica
The price is AED 1,609
AED 3,015 total
includes taxes & fees
31 Oct - 1 Nov
Walk to Bowers Beach! Peaceful Coastal Retreat
A kitchen with wooden cabinets, a microwave, a stove, a refrigerator, and a sink.

8. 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 AED 1,194
AED 1,839 total
includes taxes & fees
1 Oct - 2 Oct
Come stay at our beautiful 3 bedroom home located in rural Milford De.
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 AED 836
AED 1,414 total
includes taxes & fees
6 Oct - 7 Oct
Tiny Bay House on Delaware Bay / 2 min walk to the beach / Sleeps 5
A patio area with outdoor seating, string lights, and potted plants.

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 AED 595
AED 1,011 total
includes taxes & fees
1 Oct - 2 Oct
Poe Themed Home Close to Beaches and DE Turf
A bedroom with a bed, a dresser, a mirror, and a door leading to another room.

11. 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 AED 436
AED 823 total
includes taxes & fees
5 Oct - 6 Oct
Cozy Unit in Milford, Delaware -Close to DE Turf
A wooden cabin with a porch, a rocking chair, and a table.

12. 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 AED 698
AED 1,137 total
includes taxes & fees
4 Oct - 5 Oct
Cozy Cabin Getaway at Gum Branch Acres – Perfect for a Quiet Escape
A modern living space with a dining area, sofa, and kitchen.

13. 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 AED 267
AED 1,220 total
includes taxes & fees
1 Oct - 2 Oct
Luxury 2 bedroom Apt. Near DE Turf & Beaches!
Pool

14. 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 AED 400
AED 1,158 total
includes taxes & fees
1 Oct - 2 Oct
The Little house W/ Pool & Spa
Pool

15. 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 AED 422
AED 1,073 total
includes taxes & fees
6 Oct - 7 Oct
New 3‑BR Ranch by DE Turf & Beaches
Pool

16. 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 AED 303
AED 706 total
includes taxes & fees
1 Oct - 2 Oct
Tiny house w/ Pool on water near Beaches / turf
Pool

17. 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 AED 335
AED 745 total
includes taxes & fees
6 Oct - 7 Oct
Waterfront studio w/ pool - shopping and beaches
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Woodside Hotel Reviews

Red Roof Inn & Suites Dover Downtown

Red Roof Inn & Suites Dover Downtown

10/10 Excellent
"Awesome clean room"
Alishia 1-night trip
Posted 11 hours ago
Red Roof Inn & Suites Dover Downtown

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?

Captain's Quarters: This vacation home rental outside of Woodside is located near the beach and has a balcony, a garden, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like 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 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.