Woodside Vacation Rentals

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Aug 9 - Aug 10
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Vacation Rentals in Woodside

Cozy Beach Front Cottage Pet Friendly w/no pet fees
On the beach, sun loungers

Cozy Beach Front Cottage Pet Friendly w/no pet fees

10.0 out of 10, Exceptional, (25)
"This cottage was perfect for my family of 5 plus dog. The neighborhood is quiet and we enjoyed the long weekend escape! "
Cozy Beach Front Cottage Pet Friendly w/no pet fees
Captain's Quarters
Fridge, microwave, oven, stovetop

Captain's Quarters

9.8 out of 10, Exceptional, (97)
"We had a great weekend stay for a tournament. Thank you!"
Captain's Quarters
Charming bungalow w water views in Bowers Beach AC WiFi Dover Downs AFB DE Turf
Outdoor dining

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

9.4 out of 10, Exceptional, (3)
"Adorable cottage. Excellent location. We will definitely rent again. "
Charming bungalow w water views in Bowers Beach AC WiFi Dover Downs AFB DE Turf
Backroad Getaway -Brand New 3-bedroom retreat near Sports at the Beach & DE Turf
Property grounds

Backroad Getaway -Brand New 3-bedroom retreat near Sports at the Beach & DE Turf

9.8 out of 10, Exceptional, (19)
"It was a awesome great comfy house."
Backroad Getaway -Brand New 3-bedroom retreat near Sports at the Beach & DE Turf
Tranquil Beach Cottage directly across from beach access-Pets & Children Welcome
Beach nearby

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

9.6 out of 10, Exceptional, (117)
"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
Terrace/patio

Bayfront Cottage with Spectacular Views

10.0 out of 10, Exceptional, (457)
"Well stocked house with everything you need for an amazing vacation."
Bayfront Cottage with Spectacular Views
GORGEOUS, RECENTLY RENOVATED, WATERFRONT COTTAGE
Property grounds

GORGEOUS, RECENTLY RENOVATED, WATERFRONT COTTAGE

10.0 out of 10, Exceptional, (123)
"Our 3rd time staying at the cottage & it was wonderful. Can’t wait to come back :)"
GORGEOUS, RECENTLY RENOVATED, WATERFRONT COTTAGE
Welcome to COASTAL SERENITY - Your Ultimate Beachfront Escape!
Smart TV

Welcome to COASTAL SERENITY - Your Ultimate Beachfront Escape!

2.0 star property
10.0 out of 10, Exceptional, (6)
Welcome to COASTAL SERENITY - Your Ultimate Beachfront Escape!
Cozy cottage on the Miller farm.
Exterior

Cozy cottage on the Miller farm.

10.0 out of 10, Exceptional, (229)
"Awesome place. "
Cozy cottage on the Miller farm.
Secluded Beach home with amazing views.
Smart TV, fireplace

Secluded Beach home with amazing views.

10.0 out of 10, Exceptional, (37)
"Amazing location, and excellent house with all the amenities! Would definitely stay again!"
Secluded Beach home with amazing views.
NEW! Bowers Retreat - Sleeps 10 - Steps to beach! 10 Minutes to DE Turf!
Dining

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

10.0 out of 10, Exceptional, (23)
"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!
Beach House, Hidden Gem, Relax, Water Views, Bay Breezes & Decks & Hot Tub
Interior

Beach House, Hidden Gem, Relax, Water Views, Bay Breezes & Decks & Hot Tub

10.0 out of 10, Exceptional, (13)
"We had a great stay and our hosts were great. The house is large, comfortable and perfect for families. I look forward to staying again next summer"
Beach House, Hidden Gem, Relax, Water Views, Bay Breezes & Decks & Hot Tub
Mini Aruba Glamper inDover with WiFi, AC and guest access to backyard oasis
Pool

Mini Aruba Glamper inDover with WiFi, AC and guest access to backyard oasis

10.0 out of 10, Exceptional, (2)
"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!"
The price is ￥19,147
￥31,828 total
includes taxes & fees
Sep 3 - Sep 4
Mini Aruba Glamper inDover with WiFi, AC and guest access to backyard oasis
Wind Song Getaway on the Beach
Interior

Wind Song Getaway on the Beach

9.8 out of 10, Exceptional, (28)
"We enjoyed the home and the quiet town. The screened porch was a great place to relax and watch the tide come in and go out. "
Wind Song Getaway on the Beach
The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE
1 bedroom, bed sheets

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

9.8 out of 10, Exceptional, (9)
"Had a very comfortable stay here. Very clean and the towels to kill for (ha). Ms. Lynn kept in touch at all times. I would stay here again for sure."
The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE
Exquisite Beachfront Cottage With Panoramic Ocean Views
Interior

Exquisite Beachfront Cottage With Panoramic Ocean Views

9.6 out of 10, Exceptional, (36)
"Thank you for sharing your lovely home! "
Exquisite Beachfront Cottage With Panoramic Ocean Views
Poe Themed Home Close to Beaches and DE Turf
Outdoor dining

Poe Themed Home Close to Beaches and DE Turf

10.0 out of 10, Exceptional, (2)
"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 ￥23,934
￥41,115 total
includes taxes & fees
Aug 11 - Aug 12
Poe Themed Home Close to Beaches and DE Turf
Nirvana on the beach
Exterior

Nirvana on the beach

9.6 out of 10, Exceptional, (24)
"We had a wonderful stay. The house was perfect. It was clean and tidy. It had lots of amenities including the use of the garage, sensor lights, great electronics and a ping pong table. There were crabs on the beach that we found fascinating. The circling birds ( trying to eat the crabs ) were a bit loud at times, but this did not diminish the lovely beach vibe. We would recommend this house to others looking to stay in the area. Get the taffy at Dolle’s in Rehoboth. Go to the Lavender Farm...
Nirvana on the beach
Cozy Little Blue Cottage by the Bay
Beach nearby

Cozy Little Blue Cottage by the Bay

9.8 out of 10, Exceptional, (28)
"I enjoy quiet walks on the beach collecting sea glass. Beautiful sunsets in the back yard overlooking the marsh. I enjoyed visiting the wildlife refuge parks. I wish I had more time."
Cozy Little Blue Cottage by the Bay
Gorgeous pano views, Beach Front Access and hot tub! Your peaceful escape!
Outdoor spa tub

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

10.0 out of 10, Exceptional, (31)
"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!
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

Bally's Dover Casino Resort

Bally's Dover Casino Resort

10/10 Excellent
"👍"
eileen 1-night trip
Posted 13 hours ago
Bally's Dover Casino Resort

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 DE Turf Sports Complex. 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.