Holiday Rentals in Woodside

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Holiday Rentals in Woodside

Cozy Beach Front Cottage Pet Friendly w/no pet fees

10.0 out of 10, Exceptional, (22)
"will definitely be staying here again next time we are in the area."
Cozy Beach Front Cottage Pet Friendly w/no pet fees

Captain's Quarters

9.8 out of 10, Exceptional, (93)
"This was a wonderful home walking distance to the beach. It was spacious and extremely comfortable. We recommend it to anyone interested in a beach vacation home. "
Captain's Quarters

Grandma's Cottage

10.0 out of 10, Exceptional, (98)
"5 nights in grandsma cottage and we enjoy every things..."
Grandma's Cottage

Secluded Beach home with amazing views.

10.0 out of 10, Exceptional, (33)
"Amazing location, and excellent house with all the amenities! Would definitely stay again!"
Secluded Beach home with amazing views.

Oceanview Riverfront retreat w/ hot tub and private dock! - 10 min from DE Turf

10.0 out of 10, Exceptional, (6)
"Perfect rental for our family of 6 adults! Great location on the water with a fun restaurant just steps away. Highly recommend!!"
Oceanview Riverfront retreat w/ hot tub and private dock! - 10 min from DE Turf

Guest suite in the woods with private entry

10.0 out of 10, Exceptional, (40)
"Great location and very clean! Would stay again"
Guest suite in the woods with private entry

Tranquil Beach Cottage directly across from beach access-Pets & Children Welcome

9.6 out of 10, Exceptional, (115)
"Once again a great stay in this house in it's central location. It's had a few upgrades since we last stayed which has made the kitchen even better."
Tranquil Beach Cottage directly across from beach access-Pets & Children Welcome

Bayfront Cottage with Spectacular Views

10.0 out of 10, Exceptional, (454)
"Well stocked house with everything you need for an amazing vacation."
Bayfront Cottage with Spectacular Views

Dog-friendly townhouse with enclosed backyard, grill, streaming, fireplace, AC

9.8 out of 10, Exceptional, (12)
"We loved the property and the excellent way the owners took care of it"
Dog-friendly townhouse with enclosed backyard, grill, streaming, fireplace, AC

Cozy cottage on the Miller farm.

10.0 out of 10, Exceptional, (224)
"Great place. Found some good spots to eat. Loved it here. Goats Bonnie geese flyovers. Very nice stay"
Cozy cottage on the Miller farm.

Gorgeous pano views, Beach Front Access and hot tub! Your peaceful escape!

10.0 out of 10, Exceptional, (27)
"It’s was a beautiful house that’s was perfect for our family/friends trip!"
Gorgeous pano views, Beach Front Access and hot tub! Your peaceful escape!

The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE

9.8 out of 10, Exceptional, (7)
"Located in a quite area and the host were incredible"
The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE

GORGEOUS, RECENTLY RENOVATED, WATERFRONT COTTAGE

10.0 out of 10, Exceptional, (118)
"Beautiful house in a beautiful setting. Kathleen was a great host, incredibly responsive, We had a great stay and would love to stay again. "
GORGEOUS, RECENTLY RENOVATED, WATERFRONT COTTAGE

Nirvana on the beach

9.6 out of 10, Exceptional, (23)
"Nice location and amenities"
Nirvana on the beach

Poe Themed Home Close to Beaches and DE Turf

10.0 out of 10, Exceptional, (1)
"Comfortable beds, meticulous details of EA Poe throughout, walking distance to adorable Dolce’ for coffee and pastries, and lovely Milford charm are a few of the outstanding qualities of this home away from home. "
The price is €242
includes taxes & fees
2 Jul - 3 Jul
Poe Themed Home Close to Beaches and DE Turf

The Mermaid Cottage WaterFront Cottage

9.6 out of 10, Exceptional, (171)
"Slaughter Beach is private, quiet, clean, dog friendly and so much more. The Mermaid Cottage was perfect for enjoying everything the area has to offer. We hope to return for many more vacation experiences!"
The Mermaid Cottage WaterFront Cottage

Charming bungalow w water views in Bowers Beach AC WiFi Dover Downs AFB DE Turf

9.0 out of 10, Wonderful, (2)
"Adorable cottage. Excellent location. We will definitely rent again. "
The price is €399
includes taxes & fees
2 Jul - 3 Jul
Charming bungalow w water views in Bowers Beach AC WiFi Dover Downs AFB DE Turf

NEW! Bowers Retreat - Sleeps 10 - Steps to beach! 10 Minutes to DE Turf!

10.0 out of 10, Exceptional, (20)
"The house was amazing, and close to Killens Pond State Park where we had additional family camping."
NEW! Bowers Retreat - Sleeps 10 - Steps to beach! 10 Minutes to DE Turf!

Cozy Little Blue Cottage by the Bay

9.8 out of 10, Exceptional, (26)
"Cottage had all the essential amenities and was a pleasant stay overall. Easy walk to public beach access. "
Cozy Little Blue Cottage by the Bay

Tiny House in the Woods, sleeps 3, full bath, linens provided, keurig & k cups

10.0 out of 10, Exceptional, (8)
"What a cute place to stay! It was quiet and peaceful and the bed was comfortable."
Tiny House in the Woods, sleeps 3, full bath, linens provided, keurig & k cups
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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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.