A sunset over a lake with a dock and a small settlement.

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Princess Anne cottages

A single-story house with a front porch, a staircase leading to the entrance, and a small deck.

1. Deal Island Bay Cottage

Deal Island Bay Cottage
Deal Island
9.6 out of 10, Exceptional, (61 reviews)
"We loved this place! We were in town for baseball. It is very nice and has all the comforts of home. Kitchen big and well equipped, house was clean and very well furnished. Nice bathrooms and a lovely screened in back porch. It is very near a beautiful beach on the bay that has some of the most beautiful sunsets you will ever see. We really enjoyed this perk!! Prompt communication and everything was as described. I highly recommend this rental!!"
United States
Harold B.
The price is £200
includes taxes & fees
1 Oct - 2 Oct
Deal Island Bay Cottage
A waterfront house with a balcony, dock, and a view of the water.

2. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (648 reviews)
"Excellent place to stay. Clean, convenient, comfortable."
United States
Debra
The price is £171
includes taxes & fees
28 Oct - 29 Oct
Key West Cottages
A two-story house with a red door, a front porch, and a tree in the foreground.

3. 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 £257
includes taxes & fees
30 Sept - 1 Oct
2 Mi to Downtown: Tranquil Abode in Chincoteague!
Welcome to Creekside Retreat!

4. Pet-friendly creekside cottage w/ backyard

Pet-friendly creekside cottage w/ backyard
Up the Neck
9.4 out of 10, Exceptional, (140 reviews)
"The house was very clean and tidy when we arrived. We appreciated having our linens supplied, the very clear house manual with all instructions and clear communication on how to access the house. We also liked how the host checked in to see how we were doing and if we had any needs. This house was also pet friendly."
United States
Christine
The price is £257
includes taxes & fees
1 Oct - 2 Oct
Pet-friendly creekside cottage w/ backyard
Exterior

5. Creekside Cottage with Sunroom and Fire Pit - with Plenty of Outdoor Space Near Assateague Island in Chincoteague, VA

Creekside Cottage with Sunroom and Fire Pit - with Plenty of Outdoor Space Near Assateague Island in Chincoteague, VA
Up the Neck
The price is £239
includes taxes & fees
1 Oct - 2 Oct
Creekside Cottage with Sunroom and Fire Pit - with Plenty of Outdoor Space Near Assateague Island in Chincoteague, 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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Top Princess Anne Hotel Reviews

Chincoteague Inn

Chincoteague Inn

10/10 Excellent
"Perfect place to stay for a girls weekend!"
Sarah 2-night trip
Posted 23 hours ago
Chincoteague Inn

Find out more about Princess Anne

Princess Anne Cottages information

Number of reviews
849
Accommodation
94 Cottages
Lowest Price
£171
Highest Price
£257

Frequently asked questions

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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.