Princess Anne Vacation Rentals
Princess Anne Vacation Rentals
Where to?
Check in
— / — / —
Check out
— / — / —
Guests
0 rooms, 2+ guests
Bedrooms
Bathrooms
Amenities
Suitability
Property type
Distinctive Features
Distance from
1 mi
49 rentals in Princess Anne.
Sort by:
Tripadvisor Sort
Revenue impacts this sort order. Learn more.
British owned vacation Bed & Breakfast!
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Eastern Shore Waterfront Cottage on Historical Estate
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Bed & Breakfast
Rental Home
1 bedroom
1 bathroom
Sleeps 1
More info
Check in
Check out
Chesapeake Bay family retreat - crab, fish, swim, and boat. 70' Private beach
Rental Home
8 bedrooms
4 bathrooms
Sleeps 20
Match: Sleeps
More info
Check in
Check out
Vacation On The Eastern Shore
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Beautiful furnished home in Salisbury, MD.
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Kingsbay Mansion Bayhouse
Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
Secluded Snow Hill Riverfront home accommodates 7 near major attractions
Rental Home
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check in
Check out
Welcome to Mabel Rose - Delightful 3 bedroom home on the Eastern Shore
Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check in
Check out
Kingsbay Waterside Retreat House
Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
Beautiful Eastern Shore River Cottage near Salisbury
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Chesapeake Bay Waterfront Home
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
The Relax-Inn Deal Island with Kayaks and Canoe
Rental Home
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Waterfront. Gorgeous. Sunsets. Special.
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
The Cottage at Kingsbay Mansion Executive B&B
Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check in
Check out
Nearby historic Berlin, Ocean City boardwalk, Chincoteague Island, state parks
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
NEW LISTING�NEWLY RENOVATED MODERN & COZY FARMHOUSE
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Paradise Awaits........
Rental Home
5 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
More info
Check in
Check out
Welcome to Loch Raven Retreat. Spacious home w/pool and game room . Sleeps 12.
Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
Check in
Check out
Chanceford Hall Bed & Breakfast - The Conway
Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check in
Check out
Kingsbay Dockside Waterfront House
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Waterfront Chesapeake Bay Retreat.
Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Deal Island Bay Cottage
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Kingsbay 'Bayhouse' Vacation Rental
Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
Payment Protection
Reduced off season rates! Peaceful water view retreat - Private paradise!
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Cute, cozy cottage getaway
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check in
Check out
Kingsbay Mansion
Rental Home
5 bedrooms
13 bathrooms
Sleeps 21
Match: Sleeps
More info
Check in
Check out
Payment Protection
Kingsbay Waterside Retreat Compound
Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
Payment Protection
Kingsbay Cottage/Chalet
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection
Renovated home w/garden on water w/great Chesapeake Bay views, quiet street.
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Charming Coastal Cottage
Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Kingsbay Dockside
Rental Home
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Payment Protection
Chanceford Hall Bed & Breakfast - The Chadwick
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Cottage near the Bay
Rental Home
3 bedrooms
1 bathroom
Sleeps 9
Match: Sleeps
More info
Check in
Check out
WATERFRONT COTTAGE
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Relaxing 4 bed 3 bath Waterfront Retreat in Princess Anne, MD.
Rental Home
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
Check in
Check out
Home away from Home
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Quaint Island Getaway
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Charming 3 bedroom ranch home in historical Snowhill Md.
Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
Family Home 30 Mins from Ocean City beaches
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Chanceford Hall Bed & Breakfast - The Cliveden
Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check in
Check out
Chanceford Hall Bed & Breakfast - The Chanceford
Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Cozy Cottage rental with kayaks
Rental Home
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Family Getaway- Beautiful & spacious 4 Bdrm Historic Home with a modern touch!
Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
1915 Victorian Wildflower Garden
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check in
Check out
Belle Family Holiday Retreat
Rental Home
4 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
More info
Check in
Check out
The Cozy Yellow Cottage.
Rental Home
3 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check in
Check out
Promise Point, Bay Front home with dock 3BR 2BA surrounded by water
Rental Home
3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
Check in
Check out
Gorgeous SomerSets in this serene river bend cabin!
Rental Home
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
Spacious 5 bedroom w game room, theatre, and sauna
Rental Home
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
Check in
Check out
Showing results 1-49 of 49
Frequently Asked Questions about Princess Anne
- Yes, here are some popular vacation rentals in Princess Anne that have a pool:
- Bed & Breakfast
- Eastern Shore Waterfront Cottage on Historical Estate
- British owned vacation Bed & Breakfast!
- Yes, here are some popular vacation rentals in Princess Anne that have internet access:
- Bed & Breakfast
- Eastern Shore Waterfront Cottage on Historical Estate
- British owned vacation Bed & Breakfast!
- The best pet friendly rentals in Princess Anne are:
- Bed & Breakfast
- Eastern Shore Waterfront Cottage on Historical Estate
- British owned vacation Bed & Breakfast!
- Some of the most popular kid friendly rentals in Princess Anne are:
- Bed & Breakfast
- Eastern Shore Waterfront Cottage on Historical Estate
- British owned vacation Bed & Breakfast!