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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, (313)
"Gorgeous property, very clean, perfect location, quiet, relaxing"
The price is SAR 453
SAR 509 total
includes taxes & fees
9 Feb - 10 Feb
Key West Cottages
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.
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 SAR 432
SAR 859 total
includes taxes & fees
13 Jan - 14 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!
Chincoteague House w/ Enclosed Porch + Deck
Living area

Chincoteague House w/ Enclosed Porch + Deck

3.0 star property
Chincoteague House w/ Enclosed Porch + Deck
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, (4)
"Perfect peaceful days. Everything you could ask for and more. The house is charming and spotless. Communication instantaneous. Setting so calming. Thank you so very much for sharing your home! I want to come back please."
Serenity Cottage: Central to state parks, historic towns, MD & VA beaches
Island Breeze Cottage w/ screened porch. Water view! Quiet location!
Exterior

Island Breeze Cottage w/ screened porch. Water view! Quiet location!

9.8 out of 10, Exceptional, (275)
"Clean and quiet. Efficient use of space"
Island Breeze Cottage w/ screened porch. Water view! Quiet location!
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)
"Wonderful property and great location. Would love to stay in cabin 5 again. Had everything we needed. Management was friendly and always available."
2BR SNUG HARBOR Waterfront Cottage with the Most Spectacular View of lighthouse
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!!!
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
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 SAR 512
SAR 1,311 total
includes taxes & fees
12 Jan - 13 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 SAR 360
SAR 898 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 SAR 360
SAR 894 total
includes taxes & fees
11 Jan - 12 Jan
The 3 Sisters - Fern's Cottage
‘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!
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, (313)
"Gorgeous property, very clean, perfect location, quiet, relaxing"
The price is SAR 453
SAR 509 total
includes taxes & fees
9 Feb - 10 Feb
Key West Cottages
Island Breeze Cottage w/ screened porch. Water view! Quiet location!
Exterior

Island Breeze Cottage w/ screened porch. Water view! Quiet location!

9.8 out of 10, Exceptional, (275)
"Clean and quiet. Efficient use of space"
Island Breeze Cottage w/ screened porch. Water view! Quiet location!
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!
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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