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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 70 Cottages in Princess Anne with updated reviews, rates, and availability.

Key West Cottages
Exterior

Key West Cottages

3.0 star property
9.8 out of 10, Exceptional, (325)
"Very nice cottages "
The price is AED 443
AED 498 total
includes taxes & fees
25 Feb - 26 Feb
Key West Cottages
SeaLaVie!!!
Exterior

SeaLaVie!!!

9.8 out of 10, Exceptional, (38)
"Loved it. It was clean and just a lovely quaint cabin. Just enough for us to enjoy each others company. Would recommend this place to my other friends and family. Thank you to the wonderful host for a beautiful Christmas with our kids! "
SeaLaVie!!!
Deal Island Bay Cottage
Sunsets at the nearby beach

Deal Island Bay Cottage

9.8 out of 10, Exceptional, (56)
"We got every year and stay here, it’s great! "
The price is AED 569
AED 1,012 total
includes taxes & fees
25 Feb - 26 Feb
Deal Island Bay Cottage
Chincoteague House w/ Enclosed Porch + Deck
Living area

Chincoteague House w/ Enclosed Porch + Deck

3.0 star property
Chincoteague House w/ Enclosed Porch + Deck
Channel View Charmer - Water Views and Pet Friendly!
Welcome to Channel View Charmer on Chincoteague Island!

Channel View Charmer - Water Views and Pet Friendly!

10.0 out of 10, Exceptional, (2)
"A nice house with a great location, easy to get to everything on the island. Having a playground across the street was extremely helpful with two small kids. Only critique was that the twin mattress were slippery enough that my kids fell out of bed. They are both on twin beds at home and we were suprised that was an issue. Other than that great!"
Channel View Charmer - Water Views and Pet Friendly!
‘Christy's Cottage’ w/ Hot Tub - 2 Mi to Beach!
Snow Hill Vacation Rental | 3BR | 3BA | 4 Steps Required | 2,450 Sq Ft

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

10.0 out of 10, Exceptional, (8)
"The home was beautiful, sparkling clean, and had lots of little bonuses like snacks, toiletries, games for the kids. We loved the hot tub. Communication with the owners was wonderful."
‘Christy's Cottage’ w/ Hot Tub - 2 Mi to Beach!
2BR SNUG HARBOR Waterfront Cottage with the Most Spectacular View of lighthouse
Pool

2BR SNUG HARBOR Waterfront Cottage with the Most Spectacular View of lighthouse

9.6 out of 10, Exceptional, (43)
"This quaint treasure was amazingly friendly, very clean, perfect for a relaxing vaca. We had an awesome time and an incredible experience "
2BR SNUG HARBOR Waterfront Cottage with the Most Spectacular View of lighthouse
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi

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

9.6 out of 10, Exceptional, (128)
"This house is great for small family with dogs . I had my 2 daughters , wife and 2 dogs and the house was perfect. Great condition, location, and the house Manager was great ! Always there if I had any questions and really made sure I and my family felt like home and had everything we needed . I would recommend this place to anyone and will definitely be happy to book this property in the future"
The price is AED 767
AED 937 total
includes taxes & fees
25 Feb - 26 Feb
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
Cozy Little Cottage on chincoteague island va.
Exterior detail

Cozy Little Cottage on chincoteague island va.

9.4 out of 10, Exceptional, (36)
"The cottage is as described. There is no stove but it truly didn’t matter. Bed is very compfy. Shower is clean and hot. Quit neighborhood. The screened in porch is the best! Coffee and reading in the rockers. The cottage is close to everything !Thank you Don. We loved our stay."
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, (105)
"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
CATCHTHEWAVE!! And a discounted rate to get us started!!
Exterior

CATCHTHEWAVE!! And a discounted rate to get us started!!

10.0 out of 10, Exceptional, (7)
"Stayed here with a group of friends. 6 of us in total, plenty of room. Great house, great location, reasonably priced!"
CATCHTHEWAVE!! And a discounted rate to get us started!!
Near Chincoteague & Assateague Island Charming 2-bedroom cottage
Vacation Rental Property 500 ft From Town Beach.

Near Chincoteague & Assateague Island Charming 2-bedroom cottage

Near Chincoteague & Assateague Island Charming 2-bedroom cottage
The Hideaway Cottage
Outdoor dining

The Hideaway Cottage

9.8 out of 10, Exceptional, (79)
"Has what you need. It is cozy. Close to town and the beach. Third time staying here. Love it. "
The Hideaway Cottage
Salty Sailor - 2BR , close to Memorial Park Pet friendly LINENS AND TOWELS

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

7.0 out of 10, Good, (10)
"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
Dog-Friendly Westover Cottage w/ River Access!
Westover Vacation Rental | 2BR | 1BA | 5 Steps to Enter | 1,152 Sq Ft

Dog-Friendly Westover Cottage w/ River Access!

10.0 out of 10, Exceptional, (6)
"As a mom of two , one with Tourette’s and comorbidies that go with it, relaxing getaways are few and far between. This was just what the doctor ordered. Kayaking, fishing, nature walks!! "
Dog-Friendly Westover Cottage w/ River Access!
"The 3 Sisters" Ivy's Cottage-Adorable In Town Cottage Near Historic Main Street
Outdoor dining

"The 3 Sisters" Ivy's Cottage-Adorable In Town Cottage Near Historic Main Street

10.0 out of 10, Exceptional, (2)
"The cottage is so beautiful, clean and in the best location in town. Loved that the grocery store was directly behind the cottage! The cottage has everything that you need and just beautiful. Everyone was so accommodating and so nice. We will be back next year for sure. Tha k yoj"
The price is AED 353
AED 862 total
includes taxes & fees
25 Feb - 26 Feb
"The 3 Sisters" Ivy's Cottage-Adorable In Town Cottage Near Historic Main Street
The 3 Sisters - Fern's Cottage
Exterior

The 3 Sisters - Fern's Cottage

9.0 out of 10, Wonderful, (2)
"Cottage & hosts excellent in all aspects.VRBO UTTERLY HORRY, the."
The price is AED 353
AED 862 total
includes taxes & fees
25 Feb - 26 Feb
The 3 Sisters - Fern's Cottage
Serenity Cottage: Central to state parks, historic towns, MD & VA beaches
Exterior

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

10.0 out of 10, Exceptional, (5)
"Great location close to main road but quiet and removed from the busy tourist area of the island. Clean property with all the necessities. Quick and easy communication with property manager.."
Serenity Cottage: Central to state parks, historic towns, MD & VA beaches
1BR Snug Harbor Waterfront cottage with a view of the wild Chincoteague ponies!
Miscellaneous

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

9.2 out of 10, Wonderful, (7)
"Glad we were able to upgrade. More room and on the water. Smooth process all around. "
1BR Snug Harbor Waterfront cottage with a view of the wild Chincoteague ponies!
Pet-Friendly Smith Island Cottage w/ Golf Cart!
Ewell Vacation Rental | 2BR | 1BR | 5 Steps Required | 1,476 Sq Ft

Pet-Friendly Smith Island Cottage w/ Golf Cart!

9.8 out of 10, Exceptional, (9)
"great but high tide problems to limit activity"
Pet-Friendly Smith Island Cottage w/ Golf Cart!
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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Other property types in Princess Anne

Key West Cottages
Exterior

Key West Cottages

3.0 star property
9.8 out of 10, Exceptional, (325)
"Very nice cottages "
The price is AED 443
AED 498 total
includes taxes & fees
25 Feb - 26 Feb
Key West Cottages
Blufin Bungalows & Marina
Reception

Blufin Bungalows & Marina

3.0 star property
9.4 out of 10, Exceptional, (85)
"Great stay! Our family had a great time!"
Blufin Bungalows & Marina
SeaLaVie!!!
Exterior

SeaLaVie!!!

9.8 out of 10, Exceptional, (38)
"Loved it. It was clean and just a lovely quaint cabin. Just enough for us to enjoy each others company. Would recommend this place to my other friends and family. Thank you to the wonderful host for a beautiful Christmas with our kids! "
SeaLaVie!!!
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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