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

Search Princess Anne Cottages

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Princess Anne cottages

Exterior

Deal Island Bay Cottage

Deal Island Bay Cottage
Deal Island
9.6 out of 10, Exceptional, (60 reviews)
"We got every year and stay here, it’s great! "
United States
Margaret H.
$246 nightly
The price is $261
Jul 16 - Jul 17
Total with taxes and fees
Deal Island Bay Cottage
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
$242 nightly
The price is $271
Aug 9 - Aug 10
Total with taxes and fees
6 Mi to Salisbury: Forest-view Sanctuary!
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, (596 reviews)
"Beautiful family friendly place. Great pool. Great location."
United States
KRYSTLE
$341 nightly
The price is $383
Aug 4 - Aug 5
Total with taxes and fees
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.
$558 nightly
The price is $613
Jul 23 - Jul 24
Total with taxes and fees
Pet-friendly creekside cottage w/ backyard
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
$823 nightly
The price is $914
Jul 29 - Jul 30
Total with taxes and fees
'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

Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort

10/10 Excellent
"Clean, quite, and safe. Good breakfast and friendly staff."
Alexis 2-night trip
Posted 8 hours ago
Comfort Suites Chincoteague Island Bayfront Resort

Find out more about Princess Anne

Princess Anne Cottages information

Number of reviews
794
Accommodation
82 Cottages
Lowest Price
$261
Highest Price
$914

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 favorite 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 Center is a wonderful place to kick off your exploration of Princess Anne.

Explore a world of travel with Expedia