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Woodside Vacation Rentals

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Our top choices for Woodside vacation rentals

3 Mi to Dover Motor Speedway: Pet-friendly Retreat

3 Mi to Dover Motor Speedway: Pet-friendly Retreat
3.0 star property
Dover
The price is CA $144
CA $611 total
includes taxes & fees
Jun 21 - Jun 22
3 Mi to Dover Motor Speedway: Pet-friendly Retreat

Mini Aruba RV/Glamping Tent

Mini Aruba RV/Glamping Tent
Dover
10.0 out of 10, Exceptional, (6 reviews)
"My husband and I stayed for two nights. The oasis makes you feel like you’re vacationing in the Caribbean. The camper is clean and comfortable for two people. Everything was perfect and cannot wait to return!"
United States
Marleen M.
The price is CA $224
CA $363 total
includes taxes & fees
Jun 23 - Jun 24
Mini Aruba RV/Glamping Tent

3 Mi to Dover Motor Speedway: Pet-Friendly Retreat

3 Mi to Dover Motor Speedway: Pet-Friendly Retreat
Dover
9.0 out of 10, Wonderful, (7 reviews)
"Great property in a quiet neighborhood. Owner communicated easily and effectively. "
United States
Patrick C.
The price is CA $129
CA $627 total
includes taxes & fees
Jun 21 - Jun 22
3 Mi to Dover Motor Speedway: Pet-Friendly Retreat

Welcoming 3-bedroom house with AC in charming Milford.

Welcoming 3-bedroom house with AC in charming Milford.
Milford
10.0 out of 10, Exceptional, (2 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 CA $455
CA $700 total
includes taxes & fees
Jun 23 - Jun 24
Welcoming 3-bedroom house with AC in charming Milford.

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, (3 reviews)
"Nice clean place. Highly recommended."
United States
Richard B.
The price is CA $137
CA $227 total
includes taxes & fees
Jun 23 - Jun 24
Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.

Right in the center of everywhere in Dover

Right in the center of everywhere in Dover
Dover
8.8 out of 10, Excellent, (5 reviews)
"Destination wedding location. Family, fun, and fellowship in this comfortable home with all the amenities! We played pool, enjoyed the central location, and used all the beds. Check in was easy and host was supportive. It met our needs and we felt right at home. "
United States
Linda K.
The price is CA $350
CA $708 total
includes taxes & fees
Jul 12 - Jul 13
Right in the center of everywhere in Dover

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 CA $224
CA $386 total
includes taxes & fees
Jul 1 - Jul 2
Cozy Cabin Getaway at Gum Branch Acres – Perfect for a Quiet Escape

Cozy home in Milford/Harrington for relaxing stays!

Cozy home in Milford/Harrington for relaxing stays!
Harrington
The price is CA $276
CA $324 total
includes taxes & fees
Jun 21 - Jun 22
Cozy home in Milford/Harrington for relaxing stays!

Poe Themed Home Close to Beaches and DE Turf

Poe Themed Home Close to Beaches and DE Turf
Milford
9.0 out of 10, Wonderful, (12 reviews)
"Loved the Poe themed quirky charm. Convenient parking. We were attending a soccer tournament and it was a super easy 11 minute drive to DE Turf. We love old houses and it felt like our previous home in New Orleans. Cat was very responsive after an initial problem with the Vrbo app. Would stay again!"
United States
John
The price is CA $227
CA $389 total
includes taxes & fees
Jul 1 - Jul 2
Poe Themed Home Close to Beaches and DE Turf

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 CA $375
CA $589 total
includes taxes & fees
Jun 21 - Jun 22
Tiny Bay House on Delaware Bay / 2 min walk to the beach / Sleeps 5

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.
New 3‑BR Ranch by DE Turf & Beaches

Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!
Frederica
10.0 out of 10, Exceptional, (21 reviews)
"Super cute and clean place, the host was very responsive to my questions. "
United States
Gosha R.
The price is CA $77
CA $244 total
includes taxes & fees
Jun 22 - Jun 23
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

The Little house W/ Pool & Spa

The Little house W/ Pool & Spa
Lincoln
9.6 out of 10, Exceptional, (4 reviews)
"Host was very helpful and has great communication. Beautiful place to stay!"
United States
veronica d.
The price is CA $352
CA $685 total
includes taxes & fees
Jul 12 - Jul 13
The Little house W/ Pool & Spa

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
6.0 out of 10, (2 reviews)
"Awesome property! Great price! Excellent communication!"
United States
Krista L.
The price is CA $374
CA $525 total
includes taxes & fees
Jun 22 - Jun 23
Stunning Home: DE Turf Complex 2 min away and Gateway to the Beaches!

Luxury 2 bedroom Apt. Near DE Turf & Beaches!

Luxury 2 bedroom Apt. Near DE Turf & Beaches!
Milford
The price is CA $145
CA $515 total
includes taxes & fees
Jun 18 - Jun 19
Luxury 2 bedroom Apt. Near DE Turf & Beaches!

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)
"The unit is tiny but knowing we wouldn’t be spending much time there, it was fine for our use. I liked that we could walk to locations in town. Her directions for use were very clear and precise."
United States
Rebecca N.
The price is CA $166
CA $315 total
includes taxes & fees
Jun 17 - Jun 18
Cozy Unit in Milford, Delaware -Close to DE Turf

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 CA $152
CA $312 total
includes taxes & fees
Jun 17 - Jun 18
Waterfront studio w/ pool - shopping and beaches

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 CA $132
CA $287 total
includes taxes & fees
Jun 29 - Jun 30
Tiny house w/ Pool on water near Beaches / turf
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

Find out more about Woodside

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Woodside. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Jellystone Park Delaware Beaches: This vacation home rental outside of Woodside has free WiFi and cable TV to help you feel perfectly comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

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 Saulsbury Road Park. In the larger area, you’ll find Killens Pond State Park and Blue Hen Mall.

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.