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Vacation Homes in Woodside

Bayfront Cottage with Spectacular Views

10.0 out of 10, Exceptional, (460)
"Amazing stay! The home was beautiful, cozy, and extremely well stocked. Beautiful and peaceful location. We felt very much at home. We would love to come back for another visit!"
Bayfront Cottage with Spectacular Views

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

9.8 out of 10, Exceptional, (24)
"Great place to stay with a family. Very nicely decorated and clean. "
Backroad Getaway -Brand New 3-bedroom retreat near Sports at the Beach & DE Turf

Captain's Quarters

9.8 out of 10, Exceptional, (99)
"This our second time staying here and we absolutely love it! Looking forward to staying here again in May 2026. "
Captain's Quarters

Welcome to COASTAL SERENITY - Your Ultimate Beachfront Escape!

2.0 star property
10.0 out of 10, Exceptional, (15)
"Ann is the most gracious host! And her place feels like a refuge- from everything. Wish we could have stayed longer! "
Welcome to COASTAL SERENITY - Your Ultimate Beachfront Escape!

Lee's Place Brand New 2BR Townhouse w/free parking

9.4 out of 10, Exceptional, (28)
"It was a great option for our Lacrosse weekend!"
Lee's Place Brand New 2BR Townhouse w/free parking

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

Nirvana on the beach

9.6 out of 10, Exceptional, (27)
"A great place to stay to see the horseshoe crabs at Full moon! Nicely equipped house on the perfect quiet beach. Close enough to restaurants and stores to be easy…"
Nirvana on the beach

Delaware Turf Bungalow’s Sister!

10.0 out of 10, Exceptional, (1)
"This bungalow was the perfect getaway for the weekend. It was clean, cozy and had enough space for my children and I to relax without being on top of each other. We were close enough to several beaches and the boardwalk but far enough away to get away from the hustle and bustle of the big beach town. The host was amazing. She was so nice to communicate with and very accommodating. She made us feel very welcomed and even suggested some sights to check out around the area. The whole experience was...
Delaware Turf Bungalow’s Sister!

Exquisite Beachfront Cottage With Panoramic Views

9.6 out of 10, Exceptional, (41)
"This beautiful cozy cottage was just what we were looking for! Exquisitely decorated. "
Exquisite Beachfront Cottage With Panoramic Views

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

10.0 out of 10, Exceptional, (16)
"The house was terrific, well appointed, clean and comfortable. The host was very communicative and helpful. It is super convenient to the DE Turf Sports Complex. We will definitely come back. "
Hidden Gem, Relax, Water Views, Bay Breezes Elevator & Decks & Hot Tub

Wind Song Getaway on the Beach

9.8 out of 10, Exceptional, (33)
"Location was nice, beautiful sunrises. Plenty of room, beds were super comfy and communication with owner was wondering!"
Wind Song Getaway on the Beach

Guest suite in the woods with private entry

10.0 out of 10, Exceptional, (44)
"Short weekend stay for lax tourney for my son. Second time staying at property and always clean and relaxing. "
Guest suite in the woods with private entry

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

10.0 out of 10, Exceptional, (61)
"Wonderful setting, cabin feel with modern amenities. Really enjoyed the quiet, the pool, hot tub, and trails. "
Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*

Beach Lodge: 3 Bedroom - Pet Friendly - Game Room - Great for Multi Families

9.8 out of 10, Exceptional, (76)
"House was clean and well stocked for a relaxing stay. The bed was very comfortable and the view from the large deck was beautiful. We plan to return with friends and family to make use of the fun game room and great access to the quiet beach."
Beach Lodge: 3 Bedroom - Pet Friendly - Game Room - Great for Multi Families

Luxury Treehouse with Large Deck

10.0 out of 10, Exceptional, (10)
"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

Poe Themed Home Close to Beaches and DE Turf

10.0 out of 10, Exceptional, (4)
"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 1,022 total
includes taxes & fees
2 Oct - 3 Oct
Poe Themed Home Close to Beaches and DE Turf

Secluded Beach home with amazing views.

10.0 out of 10, Exceptional, (44)
"Thanks for the great stay… beautiful views!"
Secluded Beach home with amazing views.

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

10.0 out of 10, Exceptional, (26)
"Nice stay… good family home…. Lots of sleeping accommodations…. A few steps from the beach!!!!! Great host!!!!!"
NEW! Bowers Retreat - Sleeps 10 - Steps to beach! 10 Minutes to DE Turf!

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

10.0 out of 10, Exceptional, (14)
"This was a great place to stay while we were at a tournament at the DE turf sports complex. "
Captain's Cottage- Walking distance to beach, 10 Mins to DE Turf

Fishermen's Catch

9.4 out of 10, Exceptional, (10)
"Will definitely stay here again in the future! Thank you!"
Fishermen's Catch
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

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