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

Search Cottages in Princess Anne

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sep - 6 Sep
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Princess Anne cottages

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 8.388.743 ₫
15.381.641 ₫ total
includes taxes & fees
17 Jul - 18 Jul
2 Mi to Downtown: Tranquil Abode in Chincoteague!
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, (593 reviews)
"Great place to stay on the island"
United States
Wilmer
The price is 8.072.916 ₫
9.065.884 ₫ total
includes taxes & fees
4 Aug - 5 Aug
Key West Cottages
House (3 Bedrooms) | Interior

6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
Parsonsburg
The price is 3.471.204 ₫
7.130.695 ₫ total
includes taxes & fees
7 Jul - 8 Jul
6 Mi to Salisbury: Forest-view Sanctuary!
Cottage (2 Bedrooms) | Interior

Pet-friendly Smith Island Cottage w/ Golf Cart!

Pet-friendly Smith Island Cottage w/ Golf Cart!
3.0 star property
Smith Island
10.0 out of 10, Exceptional, (1 review)
"We had a lovely 2 night stay. The owners and host were wonderful. We were so happy to have use of the golf cart and bicycles. The cottage is adorable with beautiful touches all around."
United States
Karl
The price is 2.340.433 ₫
6.168.750 ₫ total
includes taxes & fees
9 Jul - 10 Jul
Pet-friendly Smith Island Cottage w/ Golf Cart!
House (6 Bedrooms) | Interior

'the Bayside Escape' Remote Chesapeake Bay Estate

'the Bayside Escape' Remote Chesapeake Bay Estate
3.0 star property
Fishing Creek
The price is 11.991.432 ₫
24.022.835 ₫ total
includes taxes & fees
29 Jul - 30 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Princess Anne Hotel Reviews

Waterside Inn

Waterside Inn

8/10 Good
"only one complaint that the carpet was quite sticky. Other than that, wonderful location, great fishing and crabbing pier, very friendly staffs, nice swimming pool, veryclose to all locations. We really loved it.!"
rex 2-night trip
Posted 8 hours ago
Waterside Inn

Find out more about Princess Anne

Princess Anne Cottages information

Number of reviews
594
Accommodation
40 Cottages
Lowest Price
6.168.750 ₫
Highest Price
24.022.835 ₫

Frequently asked questions

Why book your cottage in Princess Anne with Expedia?
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.
How can I find cheap cottages in Princess Anne?
Expedia can help you track down cheap cottages in Princess Anne. To lock in the perfect stay in just a few keystrokes, simply use our convenient filter tool to refine your search results by star rating, budget and amenities.
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.