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Featured Holiday Homes in East New Market

Waterfront Home, Large Property with Pool, Discount for Monthly/Seasonal Rentals

Waterfront Home, Large Property with Pool, Discount for Monthly/Seasonal Rentals

Cambridge
With a stay at this vacation home in Cambridge, you'll be on the waterfront, and 6.3 mi (10.2 km) from Ragged Island and 7.7 mi (12.4 km) from Spocott ...
Waterfront Home, Large Property with Pool, Discount for Monthly/Seasonal Rentals
Walk to Everything House

Walk to Everything House

Saint Michaels
With a stay at this vacation home in St. Michaels, you'll be within a 5-minute walk of Muskrat Park and Higgins Yacht Yard and Marina.
Walk to Everything House
Charming 4-bedroom house in Cambridge. the hart Of Eastern Shore, with WiFi, AC

Charming 4-bedroom house in Cambridge. the hart Of Eastern Shore, with WiFi, AC

2 out of 5
Cambridge
Located in Cambridge, this vacation home is within a 15-minute walk of Harriet Tubman Museum and Educational Center and Richardson Maritime Museum.
Charming 4-bedroom house in Cambridge. the hart Of Eastern Shore, with WiFi, AC
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Stylish Home on the Choptank River (with Tidal Beach)

Stylish Home on the Choptank River (with Tidal Beach)

Preston
Located in Preston, this vacation home is by the sea, within a 15-minute drive of Gilpin's Point Landing and Williston Lake.
Stylish Home on the Choptank River (with Tidal Beach)
Newly built riverfront home with dock, kayaks, basketball court, & game room

Newly built riverfront home with dock, kayaks, basketball court, & game room

Seaford
With a stay at this vacation home in Seaford, you'll be on the waterfront, and 31.4 mi (50.6 km) from Rehoboth Beach Boardwalk and 29.3 mi (47.2 km) from Cape ...
Newly built riverfront home with dock, kayaks, basketball court, & game room
Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!

Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!

Cambridge
When you stay at this vacation home in Cambridge, you'll be on the waterfront and 12 minutes by car from Spocott Windmill.
Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife

Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife

St. Michaels
With a stay at this vacation home in St. Michaels, you'll be within a 5-minute walk of Higgins Yacht Yard and Marina and Muskrat Park.
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

Woolford
Located in Woolford, this vacation home is in a rural location, within a 10-minute drive of Blackwater National Wildlife Refuge and Harriet Tubman State Park ...
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Minutes from Downtown St. Michaels | Guest House | Pool | Private Dock

Minutes from Downtown St. Michaels | Guest House | Pool | Private Dock

St. Michaels
Located in St. Michaels, this vacation home is on the waterfront, within a 10-minute drive of Saint Michaels Village and St. Michaels Winery.
Minutes from Downtown St. Michaels | Guest House | Pool | Private Dock
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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.

East New Market 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 East New Market vacation homes are the perfect way for you to wing it.

Holiday houses in East New Market 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 East New Market 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 East New Market adventures, obvs.

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

East New Market Holiday Homes essential information

Accommodation
140 Holiday Homes
Lowest Price
AU$144
Highest Price
AU$585
Popular accommodation
Waterfront Home, Large Property with Pool, Discount for Monthly/Seasonal Rentals, Walk to Everything House, Charming 4-bedroom house in Cambridge. the hart Of Eastern Shore, with WiFi, AC, Stylish Home on the Choptank River (with Tidal Beach), Newly built riverfront home with dock, kayaks, basketball court, & game room, Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!, Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife, The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks, Minutes from Downtown St. Michaels | Guest House | Pool | Private Dock

Top trending hotels in East New Market

Warwick Farms Waterfront Retreat! Solitude and relaxation on the Warwick River

Warwick Farms Waterfront Retreat! Solitude and relaxation on the Warwick River

East New Market
With a stay at this vacation home in East New Market, you'll be 10.1 mi (16.2 km) from Bay Country Shop and 10.9 mi (17.5 km) from Eastern Shore Hospital ...
Warwick Farms Waterfront Retreat! Solitude and relaxation on the Warwick River
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd, Cambridge, MD
Fully refundableReserve now, pay when you stay
The price is AU$440 per night from 10 Mar to 11 Mar
AU$440
includes taxes & fees
10 Mar - 11 Mar
Located in Cambridge, Hyatt Regency Chesapeake Bay is on the waterfront, a 4-minute drive from Bay Country Shop and 6 minutes from Dorchester County Visitors ...
Hyatt Regency Chesapeake Bay
Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln, St. Michaels, MD
The price is AU$585 per night from 18 Mar to 19 Mar
AU$585
includes taxes & fees
18 Mar - 19 Mar
A stay at Inn at Perry Cabin places you in the heart of St. Michaels, steps from Perry Cabin Park and 8 minutes by foot from Higgins Yacht Yard and Marina.
Inn at Perry Cabin
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St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street, St. Michaels, MD
Fully refundableReserve now, pay when you stay
The price is AU$144 per night from 20 Mar to 21 Mar
AU$144
includes taxes & fees
20 Mar - 21 Mar
When you stay at St Michaels Inn in St. Michaels, you'll be in the historical district, within a 5-minute drive of St. Michaels Winery and Chesapeake Bay Maritime ...
St Michaels Inn
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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.