Book Holiday Homes in Earleville

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Featured Holiday Homes in Earleville

Tip Of The Town Fresh and New 3 Bedroom Nest

Tip Of The Town Fresh and New 3 Bedroom Nest

North East
Located in North East, this vacation home is a 3-minute drive from Upper Bay Museum and 6 minutes from Milburn Stone Theater.
Opens in a new windowTip Of The Town Fresh and New 3 Bedroom Nest
Cozy home with fenced in yard-Dog Friendly . 2 block walk to historic downtown!

Cozy home with fenced in yard-Dog Friendly . 2 block walk to historic downtown!

Havre De Grace
A stay at this vacation home places you in the heart of Havre De Grace, within a 15-minute walk of Susquehanna Museum at the Lock House and Susquehanna ...
Opens in a new windowCozy home with fenced in yard-Dog Friendly . 2 block walk to historic downtown!
Sailor's Sunrise Cottage - Chesapeake Bay

Sailor's Sunrise Cottage - Chesapeake Bay

Perryville
When you stay at this vacation home in Perryville, you'll be on the waterfront, within a 5-minute drive of Craft Haven Marina and Chestnut Point Estates and ...
Opens in a new windowSailor's Sunrise Cottage - Chesapeake Bay
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Circa 1900 Home in the Heart of Historic Downtown Chestertown

Circa 1900 Home in the Heart of Historic Downtown Chestertown

Chestertown
A stay at this vacation home places you in the heart of Chestertown, steps from Historical Society of Kent County Maryland and Chestertown Historic ...
Opens in a new windowCirca 1900 Home in the Heart of Historic Downtown Chestertown
Elegant Retreat With Pool, Screened Porch Just Steps From Shops, Dining & Fun!

Elegant Retreat With Pool, Screened Porch Just Steps From Shops, Dining & Fun!

Chesapeake City
With a stay at this vacation home in Chesapeake City, you'll be within a 5-minute walk of Chesapeake City Town Hall and Chesapeake City Bridge.
Opens in a new windowElegant Retreat With Pool, Screened Porch Just Steps From Shops, Dining & Fun!
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

Elkton
Located in Elkton, this vacation home is a 3-minute drive from Upper Bay Museum and 6 minutes from Milburn Stone Theater.
Opens in a new windowTrendy Cozy Cottage Clean Bright Three bed, Two bath Patio
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.

Lark's Nest on the Chester River. Spacious, waterfront home with private dock.

Millington
Located in Millington, this vacation home is on the waterfront, within a 10-minute drive of Crumpton Auction and Crumpton Park.
Opens in a new windowLark's Nest on the Chester River. Spacious, waterfront home with private dock.
Chesapeake Point | Waterfront w/ HOT TUB + Beach!

Chesapeake Point | Waterfront w/ HOT TUB + Beach!

Elkton
Located in Elkton, this vacation home is on the waterfront, within a 15-minute drive of Elkton Golf and Batting Center and Union Hospital.
Opens in a new windowChesapeake Point | Waterfront w/ HOT TUB + Beach!
Outdoor Oasis + Hot Tub: Maryland Home w/ Bar!

Outdoor Oasis + Hot Tub: Maryland Home w/ Bar!

North East
Located in North East, this vacation home is a 3-minute drive from Upper Bay Museum and 8 minutes from Milburn Stone Theater.
Opens in a new windowOutdoor Oasis + Hot Tub: Maryland Home w/ Bar!
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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.

Earleville 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 Earleville vacation homes are the perfect way for you to wing it.

Holiday houses in Earleville 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 Earleville 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 Earleville adventures, obvs.

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

Earleville Holiday Homes essential information

Accommodation
154 Holiday Homes
Lowest Price
AU$122
Highest Price
AU$193
Popular accommodation
Tip Of The Town Fresh and New 3 Bedroom Nest, Cozy home with fenced in yard-Dog Friendly . 2 block walk to historic downtown!, Sailor's Sunrise Cottage - Chesapeake Bay, Circa 1900 Home in the Heart of Historic Downtown Chestertown, Elegant Retreat With Pool, Screened Porch Just Steps From Shops, Dining & Fun!, Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio, Lark's Nest on the Chester River. Spacious, waterfront home with private dock., Chesapeake Point | Waterfront w/ HOT TUB + Beach!, Outdoor Oasis + Hot Tub: Maryland Home w/ Bar!

Top trending hotels in Earleville

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Earleville
Located in Earleville, this cottage is in a rural location, within a 15-minute drive of Earleville Wildlife Management Area and Earleville Wildlife Management ...
Opens in a new windowWaterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Embassy Suites by Hilton Newark Wilmington South

Embassy Suites by Hilton Newark Wilmington South

3.5 out of 5
654 S College Ave, Newark, DE
Fully refundableReserve now, pay when you stay
The price is AU$193 per night from 5 Oct to 6 Oct
AU$193
5 Oct - 6 Oct
includes taxes & fees
With a stay at Embassy Suites by Hilton Newark Wilmington South in Newark, you'll be near the airport, within a 10-minute walk of Bob Carpenter Center and Fred ...
Opens in a new windowEmbassy Suites by Hilton Newark Wilmington South
Sonesta ES Suites Wilmington - Newark

Sonesta ES Suites Wilmington - Newark

3 out of 5
240 Chapman Rd, Newark, DE
Fully refundableReserve now, pay when you stay
The price is AU$148 per night from 14 Oct to 15 Oct
AU$148
14 Oct - 15 Oct
includes taxes & fees
When you stay at Sonesta ES Suites Wilmington - Newark in Newark, you'll be in the suburbs, within a 10-minute drive of Christiana Mall and University of ...
Opens in a new windowSonesta ES Suites Wilmington - Newark
Save an average of 15% on thousands of hotels when you're signed in
Red Roof Inn Perryville

Red Roof Inn Perryville

2 out of 5
61 Heather Lane, I-95 Exit 93, Perryville, MD
Fully refundableReserve now, pay when you stay
The price is AU$122 per night from 20 Oct to 21 Oct
AU$122
20 Oct - 21 Oct
includes taxes & fees
Located in Perryville, Red Roof Inn Perryville is a 3-minute drive from Hollywood Casino and 10 minutes from Havre de Grace Promenade.
Opens in a new windowRed Roof Inn Perryville
Don't see what you're looking for?
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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.