Woodside Vacation Rentals

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Check prices for these dates

Tonight
Jul 25 - Jul 26
Tomorrow
Jul 26 - Jul 27
This weekend
Jul 25 - Jul 27
Next weekend
Aug 1 - Aug 3

Vacation Rentals in Woodside

Cozy Beach Front Cottage Pet Friendly w/no pet fees
Guests can enjoy serene beach views from the shore, where a rowboat awaits.

Cozy Beach Front Cottage Pet Friendly w/no pet fees

10.0 out of 10, Exceptional, (22)
"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
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, (5)
Welcome to COASTAL SERENITY - Your Ultimate Beachfront Escape!
Captain's Quarters
Enjoy cooking in this well-equipped kitchen with a large window offering a view of the surrounding landscape.

Captain's Quarters

9.8 out of 10, Exceptional, (94)
"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
Bayfront Cottage with Spectacular Views
Relax on the outdoor deck with a hot tub overlooking the ocean.

Bayfront Cottage with Spectacular Views

10.0 out of 10, Exceptional, (456)
"Glenn the host was excellent and his beach cottage was wonderful! We loved everything and had a fantastic time! We will definitely return when in Delaware again!"
Bayfront Cottage with Spectacular Views
GORGEOUS, RECENTLY RENOVATED, WATERFRONT COTTAGE
Winter wonderland scene with a snow-covered evergreen tree and a house with a balcony.

GORGEOUS, RECENTLY RENOVATED, WATERFRONT COTTAGE

10.0 out of 10, Exceptional, (122)
"Good location for a quiet family getaway. Weather was amazing, had lots of fun games to play, and perfect space for anyone with mobility issues. Already booked a return trip!"
GORGEOUS, RECENTLY RENOVATED, WATERFRONT COTTAGE
Charming bungalow w water views in Bowers Beach AC WiFi Dover Downs AFB DE Turf
Enjoy waterfront dining with tables and chairs on the deck overlooking the water.

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. "
The price is CA $341
CA $794 total
includes taxes & fees
Jul 27 - Jul 28
Charming bungalow w water views in Bowers Beach AC WiFi Dover Downs AFB DE Turf
Grandma's Cottage
Situated in a wooded area, this cabin-style building offers a tranquil retreat with a front porch and lush surroundings.

Grandma's Cottage

10.0 out of 10, Exceptional, (103)
"5 nights in grandsma cottage and we enjoy every things..."
Grandma's Cottage
Tranquil Beach Cottage directly across from beach access-Pets & Children Welcome
Enjoy a serene beach experience with gentle waves lapping at the shore.

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
Exquisite Beachfront Cottage With Panoramic Ocean Views
Enjoy a serene beach view from the comfort of your room, with a seating area perfect for two and a beautiful view of the surrounding area.

Exquisite Beachfront Cottage With Panoramic Ocean Views

9.6 out of 10, Exceptional, (33)
"Thank you for sharing your lovely home! "
Exquisite Beachfront Cottage With Panoramic Ocean Views
Cozy cottage on the Miller farm.
Surrounded by a lush garden with vibrant flowers, this serene house offers a tranquil atmosphere.

Cozy cottage on the Miller farm.

10.0 out of 10, Exceptional, (228)
"Awesome place. "
Cozy cottage on the Miller farm.
NEW! Bowers Retreat - Sleeps 10 - Steps to beach! 10 Minutes to DE Turf!
Enjoy meals in the kitchen with a central island, sink, and oven, adjacent to a dining area with a table and chairs.

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

10.0 out of 10, Exceptional, (22)
"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
Guests can enjoy serene beach views and access to the shore.

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
Oceanview Riverfront retreat w/ hot tub and private dock! - 10 min from DE Turf
Relax in this open-plan living space with a kitchen, sofa, and large window offering a view of the outdoor pool and playground.

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

9.8 out of 10, Exceptional, (9)
"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
Poe Themed Home Close to Beaches and DE Turf
Enjoy an outdoor space with a table and chairs, surrounded by potted plants and string lights.

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 CA $221
CA $378 total
includes taxes & fees
Jul 27 - Jul 28
Poe Themed Home Close to Beaches and DE Turf
Dog-friendly townhouse with enclosed backyard, grill, streaming, fireplace, AC
Relax in this serene living space with a glass-top dining table and comfortable armchair.

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
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 CA $200
CA $332 total
includes taxes & fees
Aug 1 - Aug 2
Mini Aruba Glamper inDover with WiFi, AC and guest access to backyard oasis
The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE
Relax in this inviting living space with a comfortable sofa, a cozy bed, and a peaceful atmosphere.

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

9.8 out of 10, Exceptional, (8)
"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
Beach House, Hidden Gem, Relax, Water Views, Bay Breezes & Decks & Hot Tub
Outdoor cooking area with a Blackstone grill and storage cabinet for utensils and supplies.

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
Secluded Beach home with amazing views.
Enjoy ocean views from the comfort of this sunroom, featuring a wooden floor, two cushioned chairs, and a coffee table.

Secluded Beach home with amazing views.

10.0 out of 10, Exceptional, (36)
"Amazing location, and excellent house with all the amenities! Would definitely stay again!"
Secluded Beach home with amazing views.
Nirvana on the beach
Stunning staircase leads to an upper level, surrounded by a brick patio and a charming exterior.

Nirvana on the beach

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

Rodeway Inn

Rodeway Inn

10/10 Excellent
"Friendly staff. We had an issue with the TV and it was addressed in 5 minutes and was replaced in less than an hour. Room was clean. Bathrooms could use a little updating but are clearn. If you plan on going to Dover Motor Speedway, this is a great place to stay, less than a half hour away. If you want to go to the beach, Slaughter Beach is only 15 minutes away. If going to Dover again I would definitely stay here agian."
KIMBERLY 4-night trip
Posted 1 day ago
Rodeway Inn

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?

Welcome to COASTAL SERENITY - Your Ultimate Beachfront Escape!: This vacation home rental outside of Woodside is located on the beach and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 4 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 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.