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Browse Select Princess Anne Cottages

Key West Cottages

3.0 star property
9.8 out of 10, Exceptional, (417)
"Key West Cottages is absolutely wonderful!"
The price is CA $288
CA $324 total
includes taxes & fees
Sep 2 - Sep 3
Key West Cottages

The Hideaway Cottage

9.8 out of 10, Exceptional, (90)
"Convenient location! Exactly as advertised!"
The Hideaway Cottage

Cozy Little Cottage on chincoteague island va.

9.6 out of 10, Exceptional, (44)
"Very cute little cottage, perfect amount of space for 2, has just about everything you'd need! Owner is helpful as well. Lots of places to eat within 15 mins"
Cozy Little Cottage on chincoteague island va.

1BR Waterfront cottage with a view of the wild Chincoteague ponies!

9.4 out of 10, Exceptional, (10)
"Great location, very clean and amazing staff. I highly recommend staying here."
1BR Waterfront cottage with a view of the wild Chincoteague ponies!

Cottage w Private Creek, Sunroom, Fire Pit, & WiFi

9.4 out of 10, Exceptional, (132)
"Awesome two night stay! Highly recommend! "
The price is CA $503
CA $801 total
includes taxes & fees
Sep 3 - Sep 4
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi

Serenity Cottage: Central to state parks, historic towns, MD & VA beaches

10.0 out of 10, Exceptional, (11)
"This property was perfectly located in between Chincoteague Island and Janes Island State Park which were both destinations that I wanted to visit on my Spring Break. The property is rural and quiet. "
Serenity Cottage: Central to state parks, historic towns, MD & VA beaches

Small cottage for those little getaways

10.0 out of 10, Exceptional, (110)
"Quiet, romantic getaway in a pretty setting. The cottage is lovely with nice furnishings. I loved the screened in porch."
Small cottage for those little getaways

Shore Bird - 1 BR Studio Cottage with open floor plan. NO LINENS PROVIDED

9.8 out of 10, Exceptional, (26)
"Vacation very enjoyable and peaceful"
Shore Bird - 1 BR Studio Cottage with open floor plan. NO LINENS PROVIDED

Coastal Daze Cottage on Famous Chincoteague Island! Come see the wild ponies!

10.0 out of 10, Exceptional, (13)
"The house was tidy and clean, and had everything our family needed. The playground and pickleball courts next door were a plus for us! The easy walk to shops on Main Street was also nice. "
Coastal Daze Cottage on Famous Chincoteague Island! Come see the wild ponies!

Salty Sailor - 2BR , close to Memorial Park Pet friendly LINENS AND TOWELS

7.0 out of 10, Good, (13)
"The Salty Sailor was an excellent, affordable, and pet friendly rental. Nice location on ridge rd next to Mr Baldys which is a must to try if you stay here. The rooms are a bit older but maintained well. I didn’t experience any of the conditions that were listed in the other reviews here. We would certainly stay here again."
Salty Sailor - 2BR , close to Memorial Park Pet friendly LINENS AND TOWELS

IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK

10.0 out of 10, Exceptional, (17)
"Took my grandson for a weekend trip to Smith Island to celebrate his HS graduation. My daughter, also, accompanied us, since I am a 90 year old "Grammy", and need some assistance. Our cottage was clean, comfortable and had all of our needs. The host, Kim, was extremely attentive, and made our dinner the night we arrived so we could just relax. I would highly recommend Idle Hour as the place to stay on Smith Island. Pat Reynolds, Ellicott City, MD"
IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK

Waterfront Maryland Retreat w/ Dock & Bay View!

9.8 out of 10, Exceptional, (9)
"The house is absolutely beautiful and the view is spectacular ! If by chance you forget to bring something with you dont worry they have it all right down to the lotion. The neighbors are great too ! Loved our stay."
Waterfront Maryland Retreat w/ Dock & Bay View!

COTTAGE BLUEFISH on Chincoteague Island! A cozy island getaway -NEW REMODEL

10.0 out of 10, Exceptional, (10)
"Perfect space to return to at the end of an active day. Plenty of resting and relaxing."
COTTAGE BLUEFISH on Chincoteague Island! A cozy island getaway -NEW REMODEL

6 Mi to Salisbury: Forest-view Sanctuary!

3.0 star property
The price is CA $139
CA $328 total
includes taxes & fees
Aug 21 - Aug 22
6 Mi to Salisbury: Forest-view Sanctuary!

Chincoteague House w/ Enclosed Porch + Deck

3.0 star property
Chincoteague House w/ Enclosed Porch + Deck

2BR Waterfront Cottage with the Most Spectacular View of lighthouse!

9.6 out of 10, Exceptional, (46)
"Lovely , peaceful mini vacation"
2BR Waterfront Cottage with the Most Spectacular View of lighthouse!

NEW PET FRIENDLY LISTING ALERT!!

9.4 out of 10, Exceptional, (12)
"Lovely home right on the river- fishing to your hearts content Clean, lots to do very peaceful!!! Would definitely come back! Mia is great to work with"
NEW PET FRIENDLY LISTING ALERT!!

Near Chincoteague & Assateague Island Charming 2-bedroom cottage

9.0 out of 10, Wonderful, (2)
"very clean and neat, quiet. just what i needed"
Near Chincoteague & Assateague Island Charming 2-bedroom cottage

Pet-Friendly Smith Island Cottage w/ Golf Cart!

10.0 out of 10, Exceptional, (17)
"The island is a beautiful and peaceful. Everyone there is so friendly and helpful. The cottage was a very clean and comfortable place to stay. We had 3 adults and 2 huskies and the home was very spacious. It is close to the docks, restaurant, and grocery store. We enjoyed our stay. If you’re looking for a peaceful and relaxing getaway this is the place to go! "
Pet-Friendly Smith Island Cottage w/ Golf Cart!

Beautiful, Waterfront, Luxury

10.0 out of 10, Exceptional, (4)
"Great place for a weekend away - house was beautiful and hosts were always quick to answer"
Beautiful, Waterfront, Luxury
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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Top Princess Anne Hotel Reviews