Search Vacation Homes in Woodside

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
In two months
19 Sep - 21 Sep

Vacation Homes in Woodside

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!
Bayfront Cottage with Spectacular Views
Terrace/patio

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
Cozy cottage on the Miller farm.
Exterior

Cozy cottage on the Miller farm.

10.0 out of 10, Exceptional, (228)
"Awesome place. "
Cozy cottage on the Miller farm.
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. "
The price is AED 918
AED 2,139 total
includes taxes & fees
27 Jul - 28 Jul
Charming bungalow w water views in Bowers Beach AC WiFi Dover Downs AFB DE Turf
Dog-friendly townhouse with enclosed backyard, grill, streaming, fireplace, AC
Dining

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

9.8 out of 10, Exceptional, (13)
"We loved the property and the excellent way the owners took care of it"
Dog-friendly townhouse with enclosed backyard, grill, streaming, fireplace, AC
Luxury Treehouse with Large Deck
Interior

Luxury Treehouse with Large Deck

10.0 out of 10, Exceptional, (5)
"This is a place that I we can’t wait to go back to!! Everything was so unique and done up with thought. You have to go and read the beautiful story behind the “Tree House” "
Luxury Treehouse with Large Deck
Captain's Quarters
Fridge, microwave, oven, stovetop

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

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
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, (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!
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 AED 595
AED 1,018 total
includes taxes & fees
27 Jul - 28 Jul
Poe Themed Home Close to Beaches and DE Turf
Oceanfront Milford Home w/ View & Boat Access
Game room

Oceanfront Milford Home w/ View & Boat Access

8.2 out of 10, Very Good, (15)
"It was a great location. The family enjoyed it, so beautiful"
Oceanfront Milford Home w/ View & Boat Access
Guest suite in the woods with private entry
Exterior

Guest suite in the woods with private entry

10.0 out of 10, Exceptional, (42)
"Great location and very clean! Would stay again"
Guest suite in the woods with private entry
Wind Song Getaway on the Beach
Interior

Wind Song Getaway on the Beach

9.8 out of 10, Exceptional, (27)
"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
Nirvana on the beach
Exterior

Nirvana on the beach

9.6 out of 10, Exceptional, (23)
"Nice location and amenities"
Nirvana on the beach
Tiny House in the Woods, sleeps 3, full bath, linens provided, keurig & k cups
Property grounds

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

10.0 out of 10, Exceptional, (10)
"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
Captain's Cottage- Walking distance to beach, 10 Mins to DE Turf
Terrace/patio

Captain's Cottage- Walking distance to beach, 10 Mins to DE Turf

10.0 out of 10, Exceptional, (13)
"We were there for a short amount of time but it was clean and located in a quiet neighborhood. It is located close to the beach as well. "
Captain's Cottage- Walking distance to beach, 10 Mins to DE Turf
Exquisite Beachfront Cottage With Panoramic Ocean Views
Interior

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
Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*
Terrace/patio

Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*

10.0 out of 10, Exceptional, (59)
"We had a fantastic time- the location on the water was gorgeous and loved the hot tub and pool. Extremely quiet and private!"
Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*
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, (18)
"It was a awesome great comfy house."
Backroad Getaway -Brand New 3-bedroom retreat near Sports at the Beach & DE Turf
Turnbridge Manor
Property grounds

Turnbridge Manor

9.8 out of 10, Exceptional, (11)
"We rented this wonderful home for Christmas and had the most relaxing time. The house is just as advertised and the owner a delight to work with. We especially loved the proximity to the square and how walkable it was to everything. I can’t wait to rent it again during warm weather to enjoy all the wonderful porches and the outdoor area."
The price is AED 1,322
AED 2,239 total
includes taxes & fees
28 Jul - 29 Jul
Turnbridge Manor
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Woodside Hotel Reviews

Red Roof Inn & Suites Dover Downtown

Red Roof Inn & Suites Dover Downtown

10/10 Excellent
"The Staff is very friendly and helpful "
Charlie 1-night trip
Posted 1 day ago
Red Roof Inn & Suites Dover Downtown