Princess Anne Vacation Rentals

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Our top choices for Princess Anne vacation homes

1. Salisbury Hideaway

Salisbury Hideaway
Salisbury
10.0 out of 10, Exceptional, (24 reviews)
"Perfect for our weekend away watching college softball!!!"
United States
Michelle S.
The price is CA $205
CA $479 total
includes taxes & fees
Dec 2 - Dec 3
Salisbury Hideaway

2. Salisbury Cottage

Salisbury Cottage
Salisbury
10.0 out of 10, Exceptional, (40 reviews)
"Super convenient to campus and everything was clean and worked perfectly. Overall, a great stay and met all of our expectations."
United States
Matthew B.
The price is CA $198
CA $470 total
includes taxes & fees
Nov 11 - Nov 12
Salisbury Cottage

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)
"Helpful host, clean house, peaceful location! "
United States
Jennifer P.
The price is CA $184
CA $367 total
includes taxes & fees
Nov 11 - Nov 12
Tangier Escape, great place get away from it all on Deal Island, MD.

4. Cottage near the Bay

Cottage near the Bay
Crisfield
8.6 out of 10, Excellent, (65 reviews)
"Nice cottage at the end of a quiet lane, priced reasonably. Host is very accommodating. We had a lovely stay and enjoyed our time in Crisfield."
United States
Karen J.
The price is CA $114
CA $252 total
includes taxes & fees
Nov 10 - Nov 11
Cottage near the Bay

5. 6 Mi to Salisbury: Forest-View Sanctuary!

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

6. Entire Private Home • Sleeps 6 • Prime Salisbury Location

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

7. Bayfront Modern Retreat • Dock, Kayaks, Views

Bayfront Modern Retreat • Dock, Kayaks, Views
Captain's Cove
9.8 out of 10, Exceptional, (73 reviews)
"We absolutely love staying here! "
United States
Maggie G.
The price is CA $151
CA $580 total
includes taxes & fees
Nov 16 - Nov 17
Bayfront Modern Retreat • Dock, Kayaks, Views

8. The purple door at the bay.

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

9. Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Birch Town
9.6 out of 10, Exceptional, (49 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is CA $168
CA $555 total
includes taxes & fees
Nov 10 - Nov 11
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

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)
"Excellent space with everything needed!"
United States
Tianna B.
The price is CA $127
CA $356 total
includes taxes & fees
Nov 16 - Nov 17
Central Location~Walk 2 Dining! Beach Pass & Gear!

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)
"Everything was perfect! We loved the location and the house. Secluded but not too far from everything. The house was clean and very comfortable."
United States
Debbie M.
The price is CA $187
CA $575 total
includes taxes & fees
Nov 18 - Nov 19
Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!

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)
"Great house and location. Comfortable for a family - the kids really enjoyed the upstairs loft."
United States
Charles G.
The price is CA $148
CA $379 total
includes taxes & fees
Nov 30 - Dec 1
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

13. Cozy 2-bedroom house in Chincoteague

Cozy 2-bedroom house in Chincoteague
Deep Hole
10.0 out of 10, Exceptional, (7 reviews)
"Ramsey is a great host and provided everything we needed!"
United States
Kendall M.
The price is CA $229
CA $409 total
includes taxes & fees
Nov 15 - Nov 16
Cozy 2-bedroom house in Chincoteague

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)
"Visiting with locals, fresh steamed crabs, simply enjoying the quiet island life"
United States
Samantha J.
The price is CA $283
CA $450 total
includes taxes & fees
Nov 12 - Nov 13
Come out and enjoy Autumn at the HH Ranch on Smith Island.

15. Coastal Retreat - EV Charger - Near Marina & Beaches

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

16. The Neigh-Neigh - Location! Location! Location!

The Neigh-Neigh - Location! Location! Location!
Downtown Chincoteague
9.8 out of 10, Exceptional, (7 reviews)
"Very nice place to stay close to town. Charming screened porch, well appointed kitchen, plenty of space for us."
United States
Veronika B.
The price is CA $198
CA $557 total
includes taxes & fees
Nov 10 - Nov 11
The Neigh-Neigh - Location! Location! Location!

17. Riverside Lodge Bed & Breakfast on the Honga River UNIT C

Riverside Lodge Bed & Breakfast on the Honga River UNIT C
Fishing Creek
10.0 out of 10, Exceptional, (11 reviews)
"Peggy and Gary are the perfect hosts: welcoming, friendly, attentive and respectful of your preferences. Wonderful views of the Bay and River via the lodge -- including the cupola -- and walking around the majestic property."
United States
Thomas S.
The price is CA $389
CA $448 total
includes taxes & fees
Nov 10 - Nov 11
Riverside Lodge Bed & Breakfast on the Honga River UNIT C

18. Riverside Lodge Bed & Breakfast on the Honga River UNIT E

Riverside Lodge Bed & Breakfast on the Honga River UNIT E
Fishing Creek
10.0 out of 10, Exceptional, (1 review)
"We stayed Sunday - Wednesday at Riverside Lodge. The Lodge was beautiful. Breakfast was absolutely fantastic and Hooper Island was breath taking. We were able to take a boat ride to tour around the island and grad a little history and enjoy the stories. If you looking for a place to relax and renew... this is the place. "
United States
Robin E.
The price is CA $350
CA $404 total
includes taxes & fees
Nov 10 - Nov 11
Riverside Lodge Bed & Breakfast on the Honga River UNIT E
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.

A sunset over a lake with a dock and a small settlement.

Top reviews in Princess Anne

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