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
When you stay at Blufin Bungalows & Marina in Chincoteague, you'll be on the beach and 13 minutes by foot from Chincoteague Channel.
Blufin Bungalows & Marina
3-bedroom townhome in tranquil Delmar with WiFi, AC. Relax and unwind

3-bedroom townhome in tranquil Delmar with WiFi, AC. Relax and unwind

Delmar
The price is AU$1,076 per night from 24 Aug to 25 Aug
AU$1,076
24 Aug - 25 Aug
includes taxes & fees
With a stay at this vacation home in Delmar, you'll be within a 15-minute drive of Salisbury University and Wicomico County Tourist Information Center.
3-bedroom townhome in tranquil Delmar with WiFi, AC. Relax and unwind
Cottage near the Bay

Cottage near the Bay

Crisfield
The price is AU$296 per night from 24 Aug to 25 Aug
AU$296
24 Aug - 25 Aug
includes taxes & fees
With a stay at this vacation home in Crisfield, you'll be within a 5-minute drive of Crisfield Public Library and Edward W. McCready Memorial Hospital.
Cottage near the Bay
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Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

Chincoteague
The price is AU$721 per night from 28 Aug to 29 Aug
AU$721
28 Aug - 29 Aug
includes taxes & fees
Located in Chincoteague, this vacation home is a 2-minute drive from Chincoteague Channel and 6 minutes from Robert N. Reed Downtown Waterfront Park.
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
Historic home on Smith Island w/ dock!

Historic home on Smith Island w/ dock!

Smith Island
When you stay at this vacation home in Smith Island, you'll be on the waterfront and 11 minutes by foot from Terrapin Sand Point.
Historic home on Smith Island w/ dock!
Seas the Moment - Bay, Channel, AND OCEAN VIEWS!

Seas the Moment - Bay, Channel, AND OCEAN VIEWS!

Chincoteague Island
Located in Chincoteague, this vacation home is on the waterfront, a 3-minute drive from Chincoteague Channel and 8 minutes from Robert N. Reed Downtown Waterfront ...
Seas the Moment - Bay, Channel, AND OCEAN VIEWS!
Deja Blue on Chincoteague Island

Deja Blue on Chincoteague Island

Chincoteague Island
With a stay at this vacation home in Chincoteague, you'll be within a 5-minute drive of Captain Timothy Hill House and Chincoteague Channel.
Deja Blue on Chincoteague Island
Get away to relax on Smith Island in the Chesapeake Bay with golf cart included

Get away to relax on Smith Island in the Chesapeake Bay with golf cart included

Smith Island
The price is AU$542 per night from 25 Aug to 26 Aug
AU$542
25 Aug - 26 Aug
includes taxes & fees
When you stay at this vacation home in Smith Island, you'll be 3 minutes by foot from Terrapin Sand Point.
Get away to relax on Smith Island in the Chesapeake Bay with golf cart included
Cattail Cottage -Allergy Friendly Home -In Town-LINENS & TOWELS PROVIDED

Cattail Cottage -Allergy Friendly Home -In Town-LINENS & TOWELS PROVIDED

Chincoteague
Located in Chincoteague, this vacation home is by the sea, within a 5-minute drive of Robert N. Reed Downtown Waterfront Park and Chincoteague Channel.
Cattail Cottage -Allergy Friendly Home -In Town-LINENS & TOWELS PROVIDED
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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
626 Holiday Homes
Lowest Price
AU$129
Highest Price
AU$1,076
Popular accommodation
Blufin Bungalows & Marina, 3-bedroom townhome in tranquil Delmar with WiFi, AC. Relax and unwind, Cottage near the Bay, Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms, Historic home on Smith Island w/ dock!, Seas the Moment - Bay, Channel, AND OCEAN VIEWS!, Deja Blue on Chincoteague Island, Get away to relax on Smith Island in the Chesapeake Bay with golf cart included , Cattail Cottage -Allergy Friendly Home -In Town-LINENS & TOWELS PROVIDED

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$132 per night from 15 Sept to 16 Sept
AU$132
15 Sept - 16 Sept
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.
Econo Lodge Princess Anne
Americas Best Value Inn Princess Anne

Americas Best Value Inn Princess Anne

2 out of 5
30359 Mt. Vernon Road, Princess Anne, MD
The price is AU$129 per night from 24 Aug to 25 Aug
AU$129
24 Aug - 25 Aug
includes taxes & fees
Located in Princess Anne, Americas Best Value Inn Princess Anne is in the historical district, a 3-minute drive from University of Maryland Eastern Shore and ...
Americas Best Value Inn Princess Anne
La Quinta Inn & Suites by Wyndham Salisbury

La Quinta Inn & Suites by Wyndham Salisbury

3 out of 5
300 S Salisbury Blvd, Salisbury, MD
Fully refundableReserve now, pay when you stay
The price is AU$225 per night from 21 Sept to 22 Sept
AU$225
21 Sept - 22 Sept
includes taxes & fees
With a stay at La Quinta Inn & Suites by Wyndham Salisbury in Salisbury, you'll be on the riverwalk, within a 5-minute drive of Salisbury University and Peninsula ...
La Quinta Inn & Suites by Wyndham Salisbury
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Atlantic Shores Inn and Suites

Atlantic Shores Inn and Suites

2 out of 5
6273 Maddox Blvd, Chincoteague, VA
Fully refundableReserve now, pay when you stay
The price is AU$133 per night from 8 Sept to 9 Sept
AU$133
8 Sept - 9 Sept
includes taxes & fees
With a stay at Atlantic Shores Inn and Suites in Chincoteague, you'll be within a 15-minute walk of Chincoteague Channel and Robert N. Reed Downtown Waterfront ...
Atlantic Shores Inn and Suites
Don't see what you're looking for?
See all available properties in Princess Anne
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.