Search Cottages in Woodside

Start date: Check-in selected.
To Date
End date: Check-out
    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
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov

Cottages in Woodside

GORGEOUS, RECENTLY RENOVATED, WATERFRONT COTTAGE
Exterior

GORGEOUS, RECENTLY RENOVATED, WATERFRONT COTTAGE

10.0 out of 10, Exceptional, (128)
"Our 3rd time staying at the cottage & it was wonderful. Can’t wait to come back :)"
GORGEOUS, RECENTLY RENOVATED, WATERFRONT COTTAGE
Grandma's Cottage Milford Delaware
Exterior

Grandma's Cottage Milford Delaware

10.0 out of 10, Exceptional, (108)
"Born and raised in this area. Just back to visit friends and family. Staying at grandmas cottage felt like just that. Thanks. "
Grandma's Cottage Milford Delaware
Secluded Beach home with amazing views close to all.
Outdoor dining

Secluded Beach home with amazing views close to all.

2.0 star property
10.0 out of 10, Exceptional, (3)
"Perfect secluded beach house! Amazing view out the windows! Very clean and had everything we needed for a weekend!! 15 minute drive to DE Turf!"
Secluded Beach home with amazing views close to all.
Cozy Beach Front Cottage Pet Friendly
Exterior

Cozy Beach Front Cottage Pet Friendly

10.0 out of 10, Exceptional, (27)
"We had an amazing experience at this cottage! It was very home like an private. I hope to visit again one day!"
Cozy Beach Front Cottage Pet Friendly
Tranquil Beach Cottage directly across from beach access-Pets & Children Welcome
Exterior

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

9.6 out of 10, Exceptional, (123)
"We really enjoyed our stay! The cottage was very clean, had a fully stocked kitchen, great backyard. This is a perfect spot if you want to have a quiet relaxing time at the beach. It was close to other attractions also. "
Tranquil Beach Cottage directly across from beach access-Pets & Children Welcome
Cozy Little Blue Cottage by the Bay
Property grounds

Cozy Little Blue Cottage by the Bay

9.8 out of 10, Exceptional, (31)
"We had a lovely stay! Very close to the beach and great attractions. Would definitely go again. "
Cozy Little Blue Cottage by the Bay
Oceanfront Milford Home w/ View & Boat Access
House (4 Bedrooms) | Interior

Oceanfront Milford Home w/ View & Boat Access

3.0 star property
Oceanfront Milford Home w/ View & Boat Access
Private Yard: Pet-friendly Home in Dover
House (3 Bedrooms) | Interior

Private Yard: Pet-friendly Home in Dover

3.0 star property
10.0 out of 10, Exceptional, (1)
"Bedsize was very good. A lot of space. We couldn't figure out how to ise the Jacuzzi "
Private Yard: Pet-friendly Home in Dover
3 Mi to Dover Motor Speedway: Pet-friendly Retreat
House (3 Bedrooms) | Interior

3 Mi to Dover Motor Speedway: Pet-friendly Retreat

3.0 star property
3 Mi to Dover Motor Speedway: Pet-friendly Retreat
Dover Home - 2 Mi to Delaware State University!
House (3 Bedrooms) | Interior

Dover Home - 2 Mi to Delaware State University!

3.0 star property
Dover Home - 2 Mi to Delaware State University!
Vibrant Milford Home w/ Boat Dock & Patio!
House (2 Bedrooms) | Front of property

Vibrant Milford Home w/ Boat Dock & Patio!

3.0 star property
Vibrant Milford Home w/ Boat Dock & Patio!
Charming 2-bedroom 1 bathroom cottage in lovely Kitts hummock with WiFi, AC
Property grounds

Charming 2-bedroom 1 bathroom cottage in lovely Kitts hummock with WiFi, AC

Charming 2-bedroom 1 bathroom cottage in lovely Kitts hummock with WiFi, AC
Family Delaware Vacation Rental - 4 Mi to Dover
Exterior

Family Delaware Vacation Rental - 4 Mi to Dover

3.0 star property
Family Delaware Vacation Rental - 4 Mi to Dover
Delaware Beaches and DE Turf Vacation Retreat
Exterior

Delaware Beaches and DE Turf Vacation Retreat

10.0 out of 10, Exceptional, (1)
"Our stay was just perfect and we could not of asked for more. Comfortable beds and furniture, nice and clean! Very close to the sports fields my daughter played at would highly recommend. If we are ever back in the area this is the first place I will look at for availability. Thanks for a great stay!"
Delaware Beaches and DE Turf Vacation Retreat
Bowers Beach Vacation Rental: 2 Blocks Away!
House (3 Bedrooms) | Interior

Bowers Beach Vacation Rental: 2 Blocks Away!

3.0 star property
Bowers Beach Vacation Rental: 2 Blocks Away!
Charming 2-bedroom cottage with AC, WiFi, DE fields, restaurants, boats, beach
Outdoor dining

Charming 2-bedroom cottage with AC, WiFi, DE fields, restaurants, boats, beach

Charming 2-bedroom cottage with AC, WiFi, DE fields, restaurants, boats, 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.
View all properties
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

Hampton Inn Milford

Hampton Inn Milford

10/10 Excellent
"Very nice breakfast in morning, friendly and helpful staff"
Kahley 2-night trip
Posted 14 hours ago
Hampton Inn Milford

Frequently asked questions

Why book your cottage in Woodside with Expedia?
We think that traveling should be a breeze, so if you're in search of cottages in Woodside at a great price, Expedia can help. Save those pennies and check in to a low-cost option far away from the hustle and bustle, or splurge on a luxury cottage to treat your loved ones.
How can I find cheap cottages in Woodside?
Expedia is here to help you easily track down cheap cottages in Woodside. To find your special stay in a few quick clicks, simply use our handy filter tool to refine your search results by star rating, budget and amenities.

Explore a world of travel with Expedia

Explore a world of travel with Expedia