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Check prices for these dates

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

Browse Select Woodside Vacation Homes

Welcome to COASTAL SERENITY - Your Ultimate Beachfront Escape!
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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
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
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.
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
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
Luxury Treehouse with Large Deck
Enjoy a peaceful retreat with a forest view from this serene room, featuring a comfortable seating area and a potted plant.

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
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
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
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!
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
Oceanfront Milford Home w/ View & Boat Access
Enjoy a game night in with a pool table, sofa, and dartboard.

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
Stunning two-story home with a central entrance and symmetrical design, surrounded by lush greenery.

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
Enjoy a panoramic ocean view from the room's large window, with a wooden deck area perfect for dining or relaxing.

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
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
Tiny House in the Woods, sleeps 3, full bath, linens provided, keurig & k cups
Step into a cozy cabin with a welcoming entrance, complete with a wicker rocking chair and a personal touch.

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
Relax on the covered porch with comfortable benches and picnic tables.

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

10.0 out of 10, Exceptional, (12)
"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
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
Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*
Relax in a serene outdoor seating area with a pool, surrounded by lush trees and a well-maintained garden.

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
Relax in the serene outdoor seating area with two Adirondack chairs surrounding a fire pit on a stone patio.

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
Relax in a serene outdoor setting surrounded by lush greenery and a small waterfall.

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 CA $491
CA $832 total
includes taxes & fees
Jul 28 - Jul 29
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.
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Top Woodside Hotel Reviews

Comfort Inn & Suites

Comfort Inn & Suites

10/10 Excellent
"Stiff was very friendly "
Victoria 1-night trip
Posted 21 hours ago
Comfort Inn & Suites