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 NZ$360 per night from 10 Nov to 11 Nov
NZ$360
10 Nov - 11 Nov
includes taxes & fees
Stay at this vacation home in Milton. Enjoy a garden, laundry facilities, and patios. Popular attractions Milton Theater and Dogfish Head Craft Brewery are located ...
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
The price is NZ$545 per night from 30 Nov to 1 Dec
NZ$545
30 Nov - 1 Dec
includes taxes & fees
Book a stay at this family-friendly vacation home in Ocean City. Enjoy free WiFi, a water park, and laundry facilities. Popular attractions Ocean City Boardwalk ...
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
Stay at this vacation home in Rehoboth Beach. Enjoy free WiFi, a water park, and a garden. Popular attractions Rehoboth Beach Boardwalk and Rehoboth Beach are ...
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
Stay at this vacation home in Dewey Beach. Enjoy laundry facilities, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Rehoboth Beach ...
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
Book a stay at this family-friendly vacation home in Rehoboth Beach. Enjoy free WiFi, a water park, and a garden. Popular attractions Rehoboth Beach Boardwalk ...
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
Book a stay at this beach vacation home in Ocean City. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Ocean City Beach and Ocean City ...
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
Stay at this vacation home in Ocean City. Enjoy laundry facilities, balconies, and an in-room coffeemaker. Popular attractions Maryland Beach and Jolly Roger ...
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
Stay at this vacation home in Dewey Beach. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Rehoboth Beach Boardwalk and Rehoboth Beach are ...
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
Book a stay at this family-friendly vacation home in Rehoboth Beach. Enjoy free WiFi, a garden, and laundry facilities. Our guests praise the helpful staff in ...
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
NZ$163
Highest Price
NZ$545
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 NZ$163 per night from 11 Nov to 12 Nov
NZ$163
11 Nov - 12 Nov
includes taxes & fees
Stay at this 3-star beach hotel in Ocean City. Enjoy free WiFi, an outdoor pool, and a beach locale. Our guests praise the breakfast and the pool in our reviews. ...
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
Stay at this 3-star business-friendly hotel in Ocean City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in ...
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 NZ$217 per night from 12 Nov to 13 Nov
NZ$217
12 Nov - 13 Nov
includes taxes & fees
Book a stay at this beach resort in Ocean City. Enjoy free WiFi, an outdoor pool, and 3 restaurants. Our guests praise the pool and the helpful staff in our ...
Opens in a new windowHilton Ocean City Oceanfront Suites
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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
Stay at this 3-star beach hotel in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the bar in our reviews. Popular ...
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.