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Our top choices for Princess Anne vacation homes

1. Salisbury Hideaway
Salisbury HideawaySalisbury
10.0 out of 10, Exceptional, (24 reviews)
The price is CA $205
CA $479 total
includes taxes & fees
Dec 2 - Dec 3

2. Salisbury Cottage
Salisbury CottageSalisbury
10.0 out of 10, Exceptional, (40 reviews)
The price is CA $198
CA $470 total
includes taxes & fees
Nov 11 - Nov 12

3. Tangier Escape, great place get away from it all on Deal Island, MD.
Tangier Escape, great place get away from it all on Deal Island, MD.Deal Island Historic District
10.0 out of 10, Exceptional, (2 reviews)
The price is CA $184
CA $367 total
includes taxes & fees
Nov 11 - Nov 12

4. Cottage near the Bay
Cottage near the BayCrisfield
8.6 out of 10, Excellent, (65 reviews)
The price is CA $114
CA $252 total
includes taxes & fees
Nov 10 - Nov 11

5. 6 Mi to Salisbury: Forest-View Sanctuary!
6 Mi to Salisbury: Forest-View Sanctuary!Parsonsburg
9.8 out of 10, Exceptional, (6 reviews)
The price is CA $131
CA $372 total
includes taxes & fees
Nov 18 - Nov 19

6. Entire Private Home • Sleeps 6 • Prime Salisbury Location
Entire Private Home • Sleeps 6 • Prime Salisbury LocationSalisbury
10.0 out of 10, Exceptional, (1 review)
The price is CA $389
CA $505 total
includes taxes & fees
Nov 23 - Nov 24

7. Bayfront Modern Retreat • Dock, Kayaks, Views
Bayfront Modern Retreat • Dock, Kayaks, ViewsCaptain's Cove
9.8 out of 10, Exceptional, (73 reviews)
The price is CA $151
CA $580 total
includes taxes & fees
Nov 16 - Nov 17

8. The purple door at the bay.
The purple door at the bay.Captain's Cove
9.4 out of 10, Exceptional, (69 reviews)
The price is CA $223
CA $605 total
includes taxes & fees
Nov 18 - Nov 19

9. Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Great Water Views in quiet pet-friendly location facing lighthouse. Large YardBirch Town
9.6 out of 10, Exceptional, (49 reviews)
The price is CA $168
CA $555 total
includes taxes & fees
Nov 10 - Nov 11

10. Central Location~Walk 2 Dining! Beach Pass & Gear!
Central Location~Walk 2 Dining! Beach Pass & Gear!Deep Hole
10.0 out of 10, Exceptional, (11 reviews)
The price is CA $127
CA $356 total
includes taxes & fees
Nov 16 - Nov 17

11. Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!
Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!Newark
10.0 out of 10, Exceptional, (20 reviews)
The price is CA $187
CA $575 total
includes taxes & fees
Nov 18 - Nov 19

12. Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!Downtown Chincoteague
10.0 out of 10, Exceptional, (85 reviews)
The price is CA $148
CA $379 total
includes taxes & fees
Nov 30 - Dec 1

13. Cozy 2-bedroom house in Chincoteague
Cozy 2-bedroom house in ChincoteagueDeep Hole
10.0 out of 10, Exceptional, (7 reviews)
The price is CA $229
CA $409 total
includes taxes & fees
Nov 15 - Nov 16

14. Come out and enjoy Autumn at the HH Ranch on Smith Island.
Come out and enjoy Autumn at the HH Ranch on Smith Island.Smith Island
9.8 out of 10, Exceptional, (17 reviews)
The price is CA $283
CA $450 total
includes taxes & fees
Nov 12 - Nov 13

15. Coastal Retreat - EV Charger - Near Marina & Beaches
Coastal Retreat - EV Charger - Near Marina & BeachesCaptain's Cove
The price is CA $452
CA $542 total
includes taxes & fees
Nov 28 - Nov 29

16. The Neigh-Neigh - Location! Location! Location!
The Neigh-Neigh - Location! Location! Location!Downtown Chincoteague
9.8 out of 10, Exceptional, (7 reviews)
The price is CA $198
CA $557 total
includes taxes & fees
Nov 10 - Nov 11

17. Riverside Lodge Bed & Breakfast on the Honga River UNIT C
Riverside Lodge Bed & Breakfast on the Honga River UNIT CFishing Creek
10.0 out of 10, Exceptional, (11 reviews)
The price is CA $389
CA $448 total
includes taxes & fees
Nov 10 - Nov 11

18. Riverside Lodge Bed & Breakfast on the Honga River UNIT E
Riverside Lodge Bed & Breakfast on the Honga River UNIT EFishing Creek
10.0 out of 10, Exceptional, (1 review)
The price is CA $350
CA $404 total
includes taxes & fees
Nov 10 - Nov 11
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.
Learn more about Princess Anne
Explore the historic Teackle Mansion with its Federal-style architecture and period furnishings that showcase Eastern Shore heritage. Visit the University of Maryland Eastern Shore campus for cultural events or take a short trip to nearby Salisbury for the Ward Museum of Wildfowl Art.

Top reviews in Princess Anne

Hampton Inn & Suites Salisbury/Fruitland
Hampton Inn & Suites Salisbury/FruitlandFruitland





































































































