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Check prices for these dates

Next weekend
31 Jan - 2 Feb
In two weeks
7 Feb - 9 Feb
In one month
21 Feb - 23 Feb
In two months
21 Mar - 23 Mar

Compare 69 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, (318)
"I stayed in the Key Lime Cottage with 2 friends. The cottage is beautiful, clean, and very well stocked. There are two gas grills and a firepit overlooking the water that guests could use. The pool is huge and looked very nice. Loved this place!! Would definitely return!! "
The price is AED 443
AED 498 total
includes taxes & fees
5 Feb - 6 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

9.6 out of 10, Exceptional, (55)
"We got every year and stay here, it’s great! "
The price is AED 422
AED 841 total
includes taxes & fees
27 Jan - 28 Jan
Deal Island Bay Cottage
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!
Chincoteague House w/ Enclosed Porch + Deck
Living area

Chincoteague House w/ Enclosed Porch + Deck

3.0 star property
Chincoteague House w/ Enclosed Porch + Deck
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.
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
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
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!!
Cottage On Famous Chincoteague Island-Famous Wild Ponies
Exterior

Cottage On Famous Chincoteague Island-Famous Wild Ponies

9.8 out of 10, Exceptional, (60)
"We enjoyed our stay at this cottage. It was clean and had everything there that we needed. It was close to everything and a lot of places were walkable."
Cottage On Famous Chincoteague Island-Famous Wild Ponies
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
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!
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 497
AED 1,285 total
includes taxes & fees
23 Jan - 24 Jan
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
"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 879 total
includes taxes & fees
31 Jan - 1 Feb
"The 3 Sisters" Ivy's Cottage-Adorable In Town Cottage Near Historic Main Street
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
BEAUTIFUL REMODELED "COTTAGE BY THE BAY" in CRISFIELD! WE STRIVE TO BE THE BEST!
"Cottage by the Bay" in Crisfield, Maryland

BEAUTIFUL REMODELED "COTTAGE BY THE BAY" in CRISFIELD! WE STRIVE TO BE THE BEST!

10.0 out of 10, Exceptional, (5)
"The cottage is absolutely perfect! The decor is perfect, the amenities were thoughtful, and the house was immaculate! It was convenient to everything in town. The hosts were wonderful, friendly, knowledgeable and responded quickly to messages. We loved our stay and would definitely visit again!"
BEAUTIFUL REMODELED "COTTAGE BY THE BAY" in CRISFIELD! WE STRIVE TO BE THE BEST!
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 874 total
includes taxes & fees
26 Jan - 27 Jan
The 3 Sisters - Fern's Cottage
Chincoteague Island Cottage ~ 2 Mi to Beaches
Chincoteague Vacation Rental | 2BR | 1BA | 1,200 Sq Ft | Stairs Required

Chincoteague Island Cottage ~ 2 Mi to Beaches

9.8 out of 10, Exceptional, (16)
"The cottage was well cute, well kept, and in the perfect location. The host was very responsive and nice to work with. I would definitely stay here again."
Chincoteague Island Cottage ~ 2 Mi to Beaches
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, (318)
"I stayed in the Key Lime Cottage with 2 friends. The cottage is beautiful, clean, and very well stocked. There are two gas grills and a firepit overlooking the water that guests could use. The pool is huge and looked very nice. Loved this place!! Would definitely return!! "
The price is AED 443
AED 498 total
includes taxes & fees
5 Feb - 6 Feb
Key West Cottages
Waterfront on Marsh Island!
Lover`s Lane on Chincoteague Island is the perfect Romantic Getaway.

Waterfront on Marsh Island!

8.8 out of 10, Excellent, (21)
"Small Cozy condo for couples. Very quiet and relaxing with great sunrises and sunsets! Great location with being on the water!"
Waterfront on Marsh Island!
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.
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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