Book Holiday Homes in Princess Anne

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Featured Holiday Homes in Princess Anne

Blufin Bungalows & Marina

Blufin Bungalows & Marina

3 out of 5
2477 Main St Chincoteague VA
With a stay at Blufin Bungalows & Marina in Chincoteague (Down the Marsh), you'll be a 2-minute drive from Chincoteague Channel and 6 minutes from Robert N. ...
Opens in a new windowBlufin Bungalows & Marina
Tranquil Shores - Relaxation With a Water View!

Tranquil Shores - Relaxation With a Water View!

Chincoteague VA
Located in Chincoteague, this vacation home is by the sea, within a 5-minute drive of Maui Jack's Waterpark and Chincoteague Channel.
Opens in a new windowTranquil Shores - Relaxation With a Water View!
Welcome to  Mabel Rose - Delightful 3 bedroom home on the Eastern Shore

Welcome to Mabel Rose - Delightful 3 bedroom home on the Eastern Shore

Salisbury MD
Located in Salisbury, this vacation home is in a rural location, within a 15-minute walk of Coco's Funhouse and Wicomico Youth and Civic Center.
Opens in a new windowWelcome to Mabel Rose - Delightful 3 bedroom home on the Eastern Shore
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Sweet cottage with outdoor shower

Sweet cottage with outdoor shower

Chincoteague VA
With a stay at this vacation home in Chincoteague, you'll be within a 5-minute drive of Robert N. Reed Downtown Waterfront Park and Maui Jack's Waterpark.
Opens in a new windowSweet cottage with outdoor shower
Saltwater Pony on Chincoteague Island!

Saltwater Pony on Chincoteague Island!

Chincoteague Island VA
Located in Chincoteague (Snotty Ridge), this vacation home is within a 5-minute drive of Chincoteague Channel and Robert N. Reed Downtown Waterfront Park.
Opens in a new windowSaltwater Pony on Chincoteague Island!
Blue Heron's Hideaway - A Trusted Guest Favorite for Spacious Comfort!

Blue Heron's Hideaway - A Trusted Guest Favorite for Spacious Comfort!

Chincoteague Island VA
Located in Chincoteague, this vacation home is in a rural location, within a 5-minute drive of Captain Timothy Hill House and Chincoteague Channel.
Opens in a new windowBlue Heron's Hideaway - A Trusted Guest Favorite for Spacious Comfort!
Anchor's Away - Waterfront, Pet Friendly, Pools!

Anchor's Away - Waterfront, Pet Friendly, Pools!

Greenbackville VA
With a stay at this vacation home in Greenbackville (Captain's Cove), you'll be within a 15-minute drive of Captain's Cove Golf and Yacht Club and Stockton ...
Opens in a new windowAnchor's Away - Waterfront, Pet Friendly, Pools!
Gorgeous Channel Views!

Gorgeous Channel Views!

Chincoteague Island VA
When you a stay at this vacation home in Chincoteague, you'll be on the waterfront, within a 5-minute walk of Robert N. Reed Downtown Waterfront Park and Chincoteague ...
Opens in a new windowGorgeous Channel Views!
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

Chincoteague VA
A stay at this vacation home places you in the heart of Chincoteague, within a 10-minute walk of Robert N. Reed Downtown Waterfront Park and Chincoteague ...
Opens in a new windowChincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
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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.

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

Holiday houses in Princess Anne 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 Princess Anne 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 Princess Anne adventures, obvs.

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

Princess Anne Holiday Homes essential information

Accommodation
605 Holiday Homes
Lowest Price
AU$126
Highest Price
AU$178
Popular accommodation
Blufin Bungalows & Marina, Tranquil Shores - Relaxation With a Water View!, Welcome to Mabel Rose - Delightful 3 bedroom home on the Eastern Shore, Sweet cottage with outdoor shower, Saltwater Pony on Chincoteague Island!, Blue Heron's Hideaway - A Trusted Guest Favorite for Spacious Comfort!, Anchor's Away - Waterfront, Pet Friendly, Pools!, Gorgeous Channel Views!, Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

Top trending hotels in Princess Anne

Econo Lodge Princess Anne

Econo Lodge Princess Anne

2 out of 5
10936 Market Lane US 13 Princess Anne MD
Fully refundableReserve now, pay when you stay
The price is AU$126 per night from 2 Feb to 3 Feb
AU$126
2 Feb - 3 Feb
includes taxes & fees
With a stay at Econo Lodge Princess Anne in Princess Anne, you'll be within a 5-minute drive of Manokin Park and Teackle Mansion.
Opens in a new windowEcono Lodge Princess Anne
Hampton Inn & Suites Salisbury/Fruitland

Hampton Inn & Suites Salisbury/Fruitland

2.5 out of 5
304 Prosperity Lane Fruitland MD
Fully refundableReserve now, pay when you stay
The price is AU$163 per night from 25 Jan to 26 Jan
AU$163
25 Jan - 26 Jan
includes taxes & fees
A stay at Hampton Inn & Suites Salisbury/Fruitland places you in the heart of Fruitland, within a 5-minute drive of SU Indoor Tennis Center and Salisbury ...
Opens in a new windowHampton Inn & Suites Salisbury/Fruitland
Courtyard by Marriott Salisbury

Courtyard by Marriott Salisbury

3 out of 5
128 Troopers Way Salisbury MD
Fully refundableReserve now, pay when you stay
The price is AU$178 per night from 23 Jan to 24 Jan
AU$178
23 Jan - 24 Jan
includes taxes & fees
Located in Salisbury, Courtyard by Marriott Salisbury is in a shopping district, a 4-minute drive from Centre at Salisbury and 7 minutes from Poplar Hill ...
Opens in a new windowCourtyard by Marriott Salisbury
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Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street Chincoteague VA
With a stay at Key West Cottages in Chincoteague (Downtown Chincoteague), you'll be within a 10-minute walk of Chincoteague Channel and Robert N. Reed Downtown ...
Opens in a new windowKey West Cottages
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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.