Woodside Vacation Rentals

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Check prices for these dates

In two weeks
Jun 12 - Jun 14
In two months
Jul 24 - Jul 26
In three months
Aug 21 - Aug 23
In four months
Sep 18 - Sep 20

Our top choices for Woodside vacation rentals

1 bedroom, desk, iron/ironing board, WiFi

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 ￥14,939
￥34,524 total
includes taxes & fees
May 31 - Jun 1
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!
Terrace/patio

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 ￥19,707
￥36,964 total
includes taxes & fees
May 31 - Jun 1
Cozy Cabin Getaway at Gum Branch Acres – Perfect for a Quiet Escape
Interior

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, (2 reviews)
"Nice clean place. Highly recommended."
United States
Richard B.
The price is ￥14,304
￥24,483 total
includes taxes & fees
Jun 10 - Jun 11
Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.
Outdoor dining

Poe Themed Home Close to Beaches and DE Turf

Poe Themed Home Close to Beaches and DE Turf
Milford
9.6 out of 10, Exceptional, (9 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 ￥25,747
￥43,593 total
includes taxes & fees
May 31 - Jun 1
Poe Themed Home Close to Beaches and DE Turf
1 bedroom, iron/ironing board, WiFi, bed sheets

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 ￥18,881
￥35,465 total
includes taxes & fees
May 31 - Jun 1
Cozy Unit in Milford, Delaware -Close to DE Turf
Pool

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 ￥13,139
￥30,629 total
includes taxes & fees
Jun 1 - Jun 2
Tiny house w/ Pool on water near Beaches / turf
Interior

Luxury 2 bedroom Apt. Near DE Turf & Beaches!

Luxury 2 bedroom Apt. Near DE Turf & Beaches!
Milford
The price is ￥16,292
￥58,443 total
includes taxes & fees
Jun 8 - Jun 9
Luxury 2 bedroom Apt. Near DE Turf & Beaches!
Pool

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 ￥15,559
￥33,354 total
includes taxes & fees
May 31 - Jun 1
Waterfront studio w/ pool - shopping and beaches
Exterior

GORGEOUS, RECENTLY RENOVATED, WATERFRONT COTTAGE

GORGEOUS, RECENTLY RENOVATED, WATERFRONT COTTAGE
Milford
10.0 out of 10, Exceptional, (138 reviews)
"Clean, pet friendly, nice beach."
United States
Ned J.
The price is ￥50,063
￥82,195 total
includes taxes & fees
Jun 3 - Jun 4
GORGEOUS, RECENTLY RENOVATED, WATERFRONT COTTAGE
Pool

The Little house W/ Pool & Spa

The Little house W/ Pool & Spa
Lincoln
9.4 out of 10, Exceptional, (3 reviews)
"The host was very welcoming. The house was very nice."
United States
Lisa H.
The price is ￥17,343
￥49,580 total
includes taxes & fees
Jun 3 - Jun 4
The Little house W/ Pool & Spa
Pool

Mini Aruba RV/Glamping Tent

Mini Aruba RV/Glamping Tent
Dover
10.0 out of 10, Exceptional, (5 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 ￥25,429
￥40,559 total
includes taxes & fees
Jun 3 - Jun 4
Mini Aruba RV/Glamping Tent
Pool

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 ￥22,115
￥51,012 total
includes taxes & fees
May 31 - Jun 1
New 3‑BR Ranch by DE Turf & Beaches
Fridge, microwave, oven, stovetop

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
The price is ￥31,000
￥44,977 total
includes taxes & fees
May 28 - May 29
Stunning Home: DE Turf Complex 2 min away and Gateway to the Beaches!
Living area

Cozy home in Milford/Harrington for relaxing stays!

Cozy home in Milford/Harrington for relaxing stays!
Harrington
The price is ￥31,325
￥36,549 total
includes taxes & fees
May 31 - Jun 1
Cozy home in Milford/Harrington for relaxing stays!
Fridge, microwave, oven, dishwasher

Right in the center of everywhere in Dover

Right in the center of everywhere in Dover
Dover
8.6 out of 10, Excellent, (4 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 ￥29,957
￥69,208 total
includes taxes & fees
May 28 - May 29
Right in the center of everywhere in Dover
Interior

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
Dover
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 ￥38,048
￥61,851 total
includes taxes & fees
May 31 - Jun 1
Tiny Bay House on Delaware Bay / 2 min walk to the beach / Sleeps 5
3 bedrooms, WiFi, bed sheets

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, (1 review)
"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 ￥51,652
￥79,565 total
includes taxes & fees
Jun 9 - Jun 10
Welcoming 3-bedroom house with AC in charming Milford.
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

Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by IHG

Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by IHG

10/10 Excellent
"Couldn't have asked for a better stay! We came down for the NASCAR race weekend. The hotel is 30 minutes south of the track and was a very easy commute. The property was immaculate. The staff was very friendly and helpful. The room was VERY clean. The bed was very comfortable. The free breakfast was great. Plenty of parking, a premium during race weekend. Would DEFINITELY stay here again."
Ann Marie 3-night trip
Posted 2 hours ago
Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by IHG

Find out more about Woodside

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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?

Secluded Beach home with amazing views. : 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 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so 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 Saulsbury Road 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.