Aerial view of Princess Anne, Maryland with marshlands and waterways at sunset

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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sept - 13 Sept
In four months
9 Oct - 11 Oct

Our top choices for Princess Anne cottages

House (3 Bedrooms) | Front of property

6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
Parsonsburg
The price is £205
includes taxes & fees
25 Jun - 26 Jun
6 Mi to Salisbury: Forest-view Sanctuary!
Exterior

Deal Island Bay Cottage

Deal Island Bay Cottage
Deal Island
9.6 out of 10, Exceptional, (59 reviews)
"We got every year and stay here, it’s great! "
United States
Margaret H.
The price is £198
includes taxes & fees
21 Jun - 22 Jun
Deal Island Bay Cottage
Palm Cottage | 1 bedroom, premium bedding, individually decorated

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (584 reviews)
"We loved it and will be back for sure!"
United States
Jennifer
The price is £254
includes taxes & fees
1 Jul - 2 Jul
Key West Cottages
Exterior

Pet-friendly creekside cottage w/ backyard

Pet-friendly creekside cottage w/ backyard
Up the Neck
9.4 out of 10, Exceptional, (138 reviews)
"Awesome two night stay! Highly recommend! "
United States
Dorothy D.
The price is £348
includes taxes & fees
21 Jun - 22 Jun
Pet-friendly creekside cottage w/ backyard
House (3 Bedrooms) | Interior

2 Mi to Downtown: Tranquil Abode in Chincoteague!

2 Mi to Downtown: Tranquil Abode in Chincoteague!
3.0 star property
Up the Neck
The price is £420
includes taxes & fees
11 Jul - 12 Jul
2 Mi to Downtown: Tranquil Abode in Chincoteague!
House (6 Bedrooms) | Front of property

'the Bayside Escape' Remote Chesapeake Bay Estate

'the Bayside Escape' Remote Chesapeake Bay Estate
3.0 star property
Fishing Creek
The price is £691
includes taxes & fees
5 Jul - 6 Jul
'the Bayside Escape' Remote Chesapeake Bay Estate
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

Key West Cottages

Key West Cottages

10/10 Excellent
"Key West Cottages was a very nice place! Very clean and the staff were so friendly! 10/10 Stay!⭐️"
Jennica 2-night trip
Posted 8 hours ago
Key West Cottages

Find out more about Princess Anne

Princess Anne Cottages information

Number of reviews
781
Accommodation
76 Cottages
Lowest Price
£198
Highest Price
£691

Frequently asked questions

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We think a getaway should be a piece of cake, so if you're chasing cottages in Princess Anne at a competitive price, Expedia has you covered. Save money and choose a cheap option far from the rush of the city, or splurge on a luxury cottage to pamper your favourite people.
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What is there to do in Princess Anne near my cottage?
The ideal travel accessory is a well-thought-out travel plan. Hytche athletic Centre is a wonderful place to kick off your exploration of Princess Anne.