Book Holiday Homes in Dagsboro

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Featured Holiday Homes in Dagsboro

Historic home, great yard & Walk to Dogfish Head Brewery!

Historic home, great yard & Walk to Dogfish Head Brewery!

Milton, DE
The price is AU$320 per night from 10 Nov to 11 Nov
AU$320
10 Nov - 11 Nov
includes taxes & fees
With a stay at this vacation home in Milton, you'll be within a 10-minute walk of Dogfish Head Craft Brewery and Milton Theater.
Opens in a new windowHistoric home, great yard & Walk to Dogfish Head Brewery!
"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE

"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE

Ocean City
With a stay at this vacation home in Ocean City (North Ocean City), you'll be a 4-minute walk from Ocean City Beach and within a 5-minute drive of Roland E. ...
Opens in a new window"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE
Oct/Nov Sale!  Stay with us for the Holidays!  Sleeps 10.  Near Beach!

Oct/Nov Sale! Stay with us for the Holidays! Sleeps 10. Near Beach!

Rehoboth Beach
Located in Rehoboth Beach (Country Club Estates), this vacation home is within a 15-minute walk of Rehoboth Beach Boardwalk and Rehoboth Beach.
Opens in a new windowOct/Nov Sale! Stay with us for the Holidays! Sleeps 10. Near Beach!
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Beach Retreat Located in the Heart of Dewey!

Beach Retreat Located in the Heart of Dewey!

Dewey Beach
With a stay at this vacation home in Dewey Beach, you'll be a 5-minute drive from Cape Henlopen State Park and 5 minutes from Rehoboth Beach Boardwalk.
Opens in a new windowBeach Retreat Located in the Heart of Dewey!
Beach Block Living in Charming South Rehoboth

Beach Block Living in Charming South Rehoboth

Rehoboth Beach
With a stay at this vacation home, you'll be centrally located in Rehoboth Beach, steps from Rehoboth Beach and 10 minutes by foot from Rehoboth Beach ...
Opens in a new windowBeach Block Living in Charming South Rehoboth
PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck

PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck

Ocean City
A stay at this vacation home places you in the heart of Ocean City, steps from Ocean City Boardwalk and Ocean City Beach.
Opens in a new windowPENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck
Wave Watcher's Condo - Steps to the beach!

Wave Watcher's Condo - Steps to the beach!

Ocean City
With a stay at this vacation home in Ocean City (North Ocean City), you'll be steps from Ocean City Beach and Maryland Beach.
Opens in a new windowWave Watcher's Condo - Steps to the beach!
Charming 2-bedroom townhome with sweeping bay views in Dewey Beach

Charming 2-bedroom townhome with sweeping bay views in Dewey Beach

Dewey Beach
With a stay at this vacation home in Dewey Beach (Ann Acres), you'll be within a 5-minute drive of Rehoboth Beach Boardwalk and Cape Henlopen State Park.
Opens in a new windowCharming 2-bedroom townhome with sweeping bay views in Dewey Beach
Ideal location on Silver Lake, 3 blocks from beach, shopping, park+

Ideal location on Silver Lake, 3 blocks from beach, shopping, park+

Rehoboth Beach
With a stay at this vacation home, you'll be centrally located in Rehoboth Beach, within a 5-minute drive of Rehoboth Beach Boardwalk and Rehoboth Beach.
Opens in a new windowIdeal location on Silver Lake, 3 blocks from beach, shopping, park+
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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.

Dagsboro Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Dagsboro vacation homes are the perfect way for you to wing it.

Holiday houses in Dagsboro let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Dagsboro in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Dagsboro adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Dagsboro with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Dagsboro vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Dagsboro Holiday Homes essential information

Accommodation
4729 Holiday Homes
Lowest Price
AU$143
Highest Price
AU$320
Popular accommodation
Historic home, great yard & Walk to Dogfish Head Brewery!, "BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE, Oct/Nov Sale! Stay with us for the Holidays! Sleeps 10. Near Beach!, Beach Retreat Located in the Heart of Dewey!, Beach Block Living in Charming South Rehoboth, PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck, Wave Watcher's Condo - Steps to the beach!, Charming 2-bedroom townhome with sweeping bay views in Dewey Beach, Ideal location on Silver Lake, 3 blocks from beach, shopping, park+

Top trending hotels in Dagsboro

Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront

3 out of 5
1 16th Street, Ocean City, MD
Fully refundableReserve now, pay when you stay
The price is AU$143 per night from 13 Nov to 14 Nov
AU$143
13 Nov - 14 Nov
includes taxes & fees
A stay at Hyatt Place Ocean City / Oceanfront places you in the heart of Ocean City, steps from Ocean City Boardwalk and a 3-minute drive from Trimper's ...
Opens in a new windowHyatt Place Ocean City / Oceanfront
Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway, Ocean City, MD
Fully refundableReserve now, pay when you stay
With a stay at Fenwick Inn in Ocean City (North Ocean City), you'll be a 5-minute walk from Ocean City Beach and 5 minutes by foot from Maryland Beach.
Opens in a new windowFenwick Inn
Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites

4 out of 5
3200 N Baltimore Ave, Ocean City, MD
Fully refundableReserve now, pay when you stay
The price is AU$188 per night from 13 Nov to 14 Nov
AU$188
13 Nov - 14 Nov
includes taxes & fees
With a stay at Hilton Ocean City Oceanfront Suites, you'll be centrally located in Ocean City, steps from Ocean City Beach and 11 minutes by foot from Ocean ...
Opens in a new windowHilton Ocean City Oceanfront Suites
Save an average of 15% on thousands of hotels when you're signed in
Carousel Resort Hotel & Condominiums

Carousel Resort Hotel & Condominiums

3 out of 5
11700 Coastal Hwy, Ocean City, MD
Fully refundableReserve now, pay when you stay
With a stay at Carousel Resort Hotel & Condominiums, you'll be centrally located in Ocean City, steps from Ocean City Beach and 9 minutes by foot from Maryland ...
Opens in a new windowCarousel Resort Hotel & Condominiums
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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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^Subject to availability and chosen travel dates.