Title: Princess Anne, MD Cottage Rentals from $134 | Expedia.com [Princess Anne Travel Guide](https://expedia.com/Princess-Anne.dx148385)[Hotels in Princess Anne](https://expedia.com/Princess-Anne-Hotels.d148385.Travel-Guide-Hotels)[Vacation Rentals in Princess Anne](https://expedia.com/Princess-Anne-Vacation-Rentals.d148385.Travel-Guide-VacationRentals)[Flights to Princess Anne](https://expedia.com/Cheap-Flights-To-Princess-Anne.d148385.Travel-Guide-Flights)[Car Rentals in Princess Anne](https://expedia.com/Car-Rentals-In-Princess-Anne.d148385.Car-Rental-Guide)[Princess Anne Vacation Packages](https://expedia.com/Princess-Anne.d148385.Destination-Travel-Guides) ![Aerial view of Princess Anne, Maryland with marshlands and waterways at sunset](https://images.trvl-media.com/place/148385/205c3bf2-4444-43c8-94c9-aefa6641ff7e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/148385/205c3bf2-4444-43c8-94c9-aefa6641ff7e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=148385&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=148385&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=148385&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 10 - Jul 12](https://www.expedia.com/Hotel-Search?regionId=148385&startDate=2026-07-10&endDate=2026-07-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Princess Anne cottages ![Palm Cottage | 1 bedroom, premium bedding, individually decorated](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/2b19b712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/9a7af02b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oyster Cottage | View from room](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/50c3bcc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, kayaking, fishing](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/e71b74fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Downtown Chincoteague [](https://www.expedia.com/Chincoteague-Hotels-Key-West-Cottages-On-The-Chincoteague-Bay.h21381363.Hotel-Information) 9.8/10 Exceptional (523 reviews) "Great place to stay very clean great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Philip $119 nightly $134 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Chincoteague-Hotels-Key-West-Cottages-On-The-Chincoteague-Bay.h21381363.Hotel-Information) ![House (3 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/114000000/113090000/113083200/113083132/a4be5dc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113090000/113083200/113083132/de4d7bcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113090000/113083200/113083132/d6214b7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113090000/113083200/113083132/35adb5da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Parsonsburg [](https://www.expedia.com/6-Mi-To-Salisbury-Forest-View-Sanctuary.h113083132.Hotel-Information) $230 nightly $257 total Mar 20 - Mar 21 Total with taxes and fees [](https://www.expedia.com/6-Mi-To-Salisbury-Forest-View-Sanctuary.h113083132.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/58000000/57540000/57536100/57536075/7584c94a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57540000/57536100/57536075/f433b4d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/58000000/57540000/57536100/57536075/a9c2b6f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/58000000/57540000/57536100/57536075/05c1436f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Up the Neck [](https://www.expedia.com/Chincoteague-Hotels-Cottage-W-Private-Creek.h57536075.Hotel-Information) 9.4/10 Exceptional (137 reviews) "House was exactly as advertised. Everything worked as expected. This house is one of the few in this town that offered linens, a big selling point for us." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kato A. $296 nightly $321 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Chincoteague-Hotels-Cottage-W-Private-Creek.h57536075.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33650000/33646500/33646480/27852fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/34000000/33650000/33646500/33646480/w640h423x0y16-2051c24e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33650000/33646500/33646480/w1182h799x1y1-b08b9aa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33650000/33646500/33646480/9fb6935c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Deal Island [](https://www.expedia.com/Deal-Island-Hotels-Deal-Island-Bay-Cottage.h33646480.Hotel-Information) 9.6/10 Exceptional (58 reviews) "We got every year and stay here, it’s great! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margaret H. $246 nightly $260 total Mar 20 - Mar 21 Total with taxes and fees [](https://www.expedia.com/Deal-Island-Hotels-Deal-Island-Bay-Cottage.h33646480.Hotel-Information) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/127000000/126800000/126793900/126793833/74f17442.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/127000000/126800000/126793900/126793833/b1233279.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/127000000/126800000/126793900/126793833/5111bcb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/127000000/126800000/126793900/126793833/fa0cbd6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Captain's Cove [](https://www.expedia.com/Greenbackville-Hotels-1-Mi-To-Resort-Marina-Greenbackville-Retreat.h126793833.Hotel-Information) $438 nightly $483 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Greenbackville-Hotels-1-Mi-To-Resort-Marina-Greenbackville-Retreat.h126793833.Hotel-Information) 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](https://expedia.com/Hotel-Search?startDate=2026-04-02&endDate=2026-04-03®ionId=148385&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Princess+Anne%2C+Maryland%2C+United+States+of+America®ionId=148385&latLong=38.2029%2C-75.692429&adults=2&startDate=2026-06-17&d1=2026-06-17&endDate=2026-06-20&d2=2026-06-20&lodging=CABIN) Cottages [](https://www.expedia.com/Hotel-Search?destination=Princess+Anne%2C+Maryland%2C+United+States+of+America®ionId=148385&latLong=38.2029%2C-75.692429&adults=2&startDate=2026-06-17&d1=2026-06-17&endDate=2026-06-20&d2=2026-06-20&lodging=COTTAGE) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Princess+Anne%2C+Maryland%2C+United+States+of+America®ionId=148385&latLong=38.2029%2C-75.692429&adults=2&startDate=2026-06-17&d1=2026-06-17&endDate=2026-06-20&d2=2026-06-20&lodging=VACATION_HOME) Condos [](https://www.expedia.com/Hotel-Search?destination=Princess+Anne%2C+Maryland%2C+United+States+of+America®ionId=148385&latLong=38.2029%2C-75.692429&adults=2&startDate=2026-06-17&d1=2026-06-17&endDate=2026-06-20&d2=2026-06-20&lodging=CONDO) Apartments [](https://www.expedia.com/Hotel-Search?destination=Princess+Anne%2C+Maryland%2C+United+States+of+America®ionId=148385&latLong=38.2029%2C-75.692429&adults=2&startDate=2026-06-17&d1=2026-06-17&endDate=2026-06-20&d2=2026-06-20&lodging=APARTMENT) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FPrincess-Anne-Cottages.d148385-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPrincess-Anne-Cottages.d148385-aaCottages.Travel-Guide-Accommodation) ## Top Princess Anne Hotel Reviews ![The Reserve Inn ](https://images.trvl-media.com/lodging/1000000/860000/855500/855472/w4000h2730x0y0-cb0bbdf7_y.jpg) ### The Reserve Inn 8/10 Good "The staff is so friendly. You get a bag of bottled water and a cookie on arrival. The rooms are clean and just what we needed for the night. The property has smoking rooms so the entire interior smells like old cigarettes though. Overall, I would stay here again. " [](https://expedia.com/Salisbury-Hotels-Motel-6-Salisbury.h855472.Hotel-Information) ![Best Western Plus Pocomoke City](https://images.trvl-media.com/lodging/1000000/480000/477500/477474/f8626115_y.jpg) ### Best Western Plus Pocomoke City 10/10 Excellent "Awesome experience would stay again " [](https://expedia.com/Pocomoke-City-Hotels-Best-Western-Plus-Pocomoke-City.h477474.Hotel-Information) ![Hampton Inn & Suites Salisbury/Fruitland](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211931/92723811_y.jpg) ### Hampton Inn & Suites Salisbury/Fruitland 6/10 Okay "Very little choices for breakfast - low rate " [](https://expedia.com/Salisbury-Hotels-Hampton-Inn-Suites-Fruitland.h2211931.Hotel-Information) ![Wingate by Wyndham Salisbury](https://images.trvl-media.com/lodging/1000000/220000/213700/213687/c4e09781_y.jpg) ### Wingate by Wyndham Salisbury 8/10 Good "The room was quite clean and the bed very comfortable. Shower was hot with good water pressure. The staff was pleasant and helpful. It was a good value for the money." [](https://expedia.com/Salisbury-Hotels-Sleep-Inn-Salisbury.h213687.Hotel-Information) ![Best Western Salisbury Plaza](https://images.trvl-media.com/lodging/1000000/30000/24400/24345/w3836h2556x4y4-1df22480_y.jpg) ### Best Western Salisbury Plaza 8/10 Good "I have stayed here now three years in a row. They have made a concerted effort to improve and they have! Emily(?) at front desk went out of her way to make sure we had everything we needed and were happy! Good choices at breakfast buffet. No problem staying here again!!" [](https://expedia.com/Salisbury-Hotels-Best-Western-Salisbury-Plaza.h24345.Hotel-Information) ![Key West Cottages](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/2b19b712_y.jpg) ### Key West Cottages 10/10 Excellent "Great spot" [](https://expedia.com/Chincoteague-Hotels-Key-West-Cottages-On-The-Chincoteague-Bay.h21381363.Hotel-Information) ![Country Inn & Suites by Radisson, Salisbury, MD](https://images.trvl-media.com/lodging/2000000/1260000/1250200/1250138/6d882304_y.jpg) ### Country Inn & Suites by Radisson, Salisbury, MD 6/10 Okay "The staff was friendly. " [](https://expedia.com/Salisbury-Hotels-Country-Inn-Suites-By-Radisson.h1250138.Hotel-Information) ![Days Inn by Wyndham Salisbury](https://images.trvl-media.com/lodging/1000000/20000/16300/16257/05326d34_y.jpg) ### Days Inn by Wyndham Salisbury 4/10 Poor "The staff doesn’t speak English and the room was dirty" [](https://expedia.com/Salisbury-Hotels-Days-Inn-By-Wyndham-Salisbury.h16257.Hotel-Information) ![Comfort Suites Chincoteague Island Bayfront Resort](https://images.trvl-media.com/lodging/1000000/300000/295900/295865/b355d149_y.jpg) ### Comfort Suites Chincoteague Island Bayfront Resort 10/10 Excellent "Awesome presidential suite stay! Beautiful views. Awesome.friendly staff. This was our third visit and we definitely will return!" [](https://expedia.com/Chincoteague-Hotels-Comfort-Suites-Chincoteague-Island-Bayfront-Resort.h295865.Hotel-Information) ## Find out more about Princess Anne ## Princess Anne Cottages information | Number of reviews | 660 | | ----------------- | ----------- | | Accommodation | 79 Cottages | | Lowest Price | $134 | | Highest Price | $483 | ## Frequently asked questions ### Why book your cottage in Princess Anne with Expedia? ### How can I find cheap cottages in Princess Anne? ### What is there to do in Princess Anne near my cottage? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near University of Maryland Eastern Shore ](https://www.expedia.com/University-Of-Maryland-Eastern-Shore-Hotels.0-l6225385-0.Travel-Guide-Filter-Hotels) - [Vacation Homes in Westover ](https://www.expedia.com/Westover-Private-Vacation-Homes.d6355110-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Cabin Rentals in Westover ](https://www.expedia.com/Westover-Cabins.d6355110-aaCabins.Travel-Guide-Accommodation) - 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