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Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Cottages in Princess Anne

Key West Cottages
Exterior

Key West Cottages

3.0 star property
9.8 out of 10, Exceptional, (385)
"Clean, relaxing we throughly enjoyed our stay!"
Key West Cottages
2BR Waterfront Cottage with the Most Spectacular View of lighthouse!
Beach

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

9.6 out of 10, Exceptional, (43)
"Lovely , peaceful mini vacation"
2BR Waterfront Cottage with the Most Spectacular View of lighthouse!
NEW PET FRIENDLY LISTING ALERT!!
Smart TV, fireplace

NEW PET FRIENDLY LISTING ALERT!!

9.4 out of 10, Exceptional, (6)
"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
Outdoor dining

Near Chincoteague & Assateague Island Charming 2-bedroom cottage

Near Chincoteague & Assateague Island Charming 2-bedroom cottage
Coastal Daze Cottage on Famous Chincoteague Island! Come see the wild ponies!
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (10)
"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!
Cozy Little Cottage on chincoteague island va.
Property grounds

Cozy Little Cottage on chincoteague island va.

9.6 out of 10, Exceptional, (38)
"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.
Small cottage for those little getaways
Exterior

Small cottage for those little getaways

10.0 out of 10, Exceptional, (107)
"Very cozy cottage tucked off the road great check-in experience place was clean easy parking will definitely go back again"
Small cottage for those little getaways
1BR Waterfront cottage with a view of the wild Chincoteague ponies!
Pool

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

9.4 out of 10, Exceptional, (8)
"Great location, very clean and amazing staff. I highly recommend staying here."
1BR Waterfront cottage with a view of the wild Chincoteague ponies!
Safe Harbor on Chincoteague Island!
Fridge, microwave, oven, stovetop

Safe Harbor on Chincoteague Island!

9.0 out of 10, Wonderful, (4)
"Great outdoor space a d central location. Super clean. Stairs are narrow and bathroom is downstairs with bedrooms upstairs, would need to know that if stairs are an issue for guests"
Safe Harbor on Chincoteague Island!
Salty Sailor - 2BR , close to Memorial Park Pet friendly LINENS AND TOWELS
Exterior

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

6.8 out of 10, (12)
"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
Pet-Friendly Smith Island Cottage w/ Golf Cart!
Interior

Pet-Friendly Smith Island Cottage w/ Golf Cart!

10.0 out of 10, Exceptional, (14)
"great but high tide problems to limit activity"
Pet-Friendly Smith Island Cottage w/ Golf Cart!
The Hideaway Cottage
Beach nearby

The Hideaway Cottage

9.8 out of 10, Exceptional, (83)
"Convenient location! Exactly as advertised!"
The Hideaway Cottage
Shore Bird - 1 BR Studio Cottage with open floor plan. NO LINENS PROVIDED
Exterior

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

9.8 out of 10, Exceptional, (23)
"Vacation very enjoyable and peaceful"
Shore Bird - 1 BR Studio Cottage with open floor plan. NO LINENS PROVIDED
IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK
Exterior

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

10.0 out of 10, Exceptional, (15)
"Micky and Kim were great hosts and the house was awesome. They were very accommodating. Will definitely be back! "
IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK
Chincoteague Island Cottage ~ 2 Mi to Beaches
Dining

Chincoteague Island Cottage ~ 2 Mi to Beaches

9.8 out of 10, Exceptional, (17)
"Awesome house that looks just like its pictures. We really enjoyed our stay and would highly recommend!"
Chincoteague Island Cottage ~ 2 Mi to Beaches
Beautiful, Waterfront, Luxury
Terrace/patio

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

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

10.0 out of 10, Exceptional, (9)
"A small, cozy and quiet cottage that is a perfect getaway. Coastal decor is perfect and several outside living areas offer multiple options to enjoy the beautiful yard. Easy access to downtown, shops and the gorgeous beach or pony viewing. The hosts are super responsive to any questions and we can't wait to return."
COTTAGE BLUEFISH on Chincoteague Island! A cozy island getaway -NEW REMODEL
6 Mi to Salisbury: Forest-view Sanctuary!
House (3 Bedrooms) | Front of property

6 Mi to Salisbury: Forest-view Sanctuary!

3.0 star property
The price is SAR 379
SAR 893 total
includes taxes & fees
23 Jun - 24 Jun
6 Mi to Salisbury: Forest-view Sanctuary!
‘Christy's Cottage’ w/ Hot Tub - 2 Mi to Beach!
Fridge, microwave, stovetop, dishwasher

‘Christy's Cottage’ w/ Hot Tub - 2 Mi to Beach!

10.0 out of 10, Exceptional, (12)
"Beautiful house inside and out. So many special little touches made it feel like home."
‘Christy's Cottage’ w/ Hot Tub - 2 Mi to Beach!
Waterfront Maryland Retreat w/ Dock & Bay View!
Marina

Waterfront Maryland Retreat w/ Dock & Bay View!

9.8 out of 10, Exceptional, (6)
"Beautiful sunset views and well accommodating house. "
Waterfront Maryland Retreat w/ Dock & Bay View!
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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