Title: Princess Anne Vacation Rentals from $134: Search Short-Term Rentals | 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)[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)

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## Check prices for these dates

In two weeks

[Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=148385&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=148385&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=148385&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=148385&startDate=2026-06-19&endDate=2026-06-21&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 vacation rentals

![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)

![Oyster Cottage | 1 bedroom, premium bedding, individually decorated](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/78e32203.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)

### Key West Cottages

[](https://www.expedia.com/Chincoteague-Hotels-Key-West-Cottages-On-The-Chincoteague-Bay.h21381363.Hotel-Information)

Downtown Chincoteague

9.8/10

Exceptional

(511 reviews)

"This was a Wonderful place to stay!! So much charm a the staff was wonderful! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

CHRISTIE

$119 nightly

$134 total

Mar 4 - Mar 5

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/d5af8c7c.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)

### 6 Mi to Salisbury: Forest-view Sanctuary!

[](https://www.expedia.com/6-Mi-To-Salisbury-Forest-View-Sanctuary.h113083132.Hotel-Information)

Parsonsburg

$230 nightly

$257 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/6-Mi-To-Salisbury-Forest-View-Sanctuary.h113083132.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/76000000/75700000/75693000/75692925/ab7d0ec2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/76000000/75700000/75693000/75692925/c06dc96c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75700000/75693000/75692925/fef6318a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/76000000/75700000/75693000/75692925/0975380d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage near the Bay

[](https://www.expedia.com/Crisfield-Hotels-Cottage-Near-The-Bay.h75692925.Hotel-Information)

Crisfield

8.8/10

Excellent

(52 reviews)

"Great little place "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Eric R.

$176 nightly

$187 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Crisfield-Hotels-Cottage-Near-The-Bay.h75692925.Hotel-Information)

![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/78000000/77030000/77029300/77029235/9094d930.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, offices](https://images.trvl-media.com/lodging/78000000/77030000/77029300/77029235/6000a44e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/78000000/77030000/77029300/77029235/c193bfc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/78000000/77030000/77029300/77029235/7a3388f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

[](https://www.expedia.com/Chincoteague-Hotels-Chincoteague-Island-House-Sir-Whelk-A-Lot-BikesKayaks-Included-DT-Location.h77029235.Hotel-Information)

Downtown Chincoteague

10/10

Exceptional

(66 reviews)

"Everything was just perfect! Enjoyed our three day stay! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary C.

$239 nightly

$268 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Chincoteague-Hotels-Chincoteague-Island-House-Sir-Whelk-A-Lot-BikesKayaks-Included-DT-Location.h77029235.Hotel-Information)

![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)

![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)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33650000/33646500/33646480/w1199h799x1y1-06b1b4fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Deal Island Bay Cottage

[](https://www.expedia.com/Deal-Island-Hotels-Deal-Island-Bay-Cottage.h33646480.Hotel-Information)

Deal Island

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.

$237 nightly

$251 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Deal-Island-Hotels-Deal-Island-Bay-Cottage.h33646480.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/58000000/57540000/57536100/57536075/f433b4d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/58000000/57540000/57536100/57536075/7584c94a.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)

![Dining](https://images.trvl-media.com/lodging/58000000/57540000/57536100/57536075/18455432.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy cottage w/ creekside fire pit & pet-friendly

[](https://www.expedia.com/Chincoteague-Hotels-Cottage-W-Private-Creek.h57536075.Hotel-Information)

Up the Neck

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.

$269 nightly

$292 total

Feb 26 - Feb 27

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/72000000/71440000/71438800/71438740/56e249c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player](https://images.trvl-media.com/lodging/72000000/71440000/71438800/71438740/c001af70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71440000/71438800/71438740/e4291777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71440000/71438800/71438740/797e0b29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The purple door at the bay.

[](https://www.expedia.com/Captains-Cove-Hotels-The-Purple-Door-At-The-Bay.h71438740.Hotel-Information)

Captain's Cove

9.2/10

Wonderful

(54 reviews)

"Price and location was the primary reason the purple door works for us!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Patrick O.

$409 nightly

$451 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Captains-Cove-Hotels-The-Purple-Door-At-The-Bay.h71438740.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/91000000/90860000/90856000/90855993/eceb0d4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/91000000/90860000/90856000/90855993/w1024h676x0y3-23fa7574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90860000/90856000/90855993/w1024h676x0y3-ba52558d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/91000000/90860000/90856000/90855993/4e5a34ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Salisbury Cottage

[](https://www.expedia.com/Salisbury-Hotels-Salisbury-Cottage.h90855993.Hotel-Information)

Salisbury

10/10

Exceptional

(35 reviews)

"My family and I had a great stay was a comfy and safe space to relax and enjoy our Halloween weekend would definitely recommend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mackenzie N.

$299 nightly

$333 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Salisbury-Hotels-Salisbury-Cottage.h90855993.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/72000000/71470000/71467900/71467811/024eac30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71470000/71467900/71467811/5e6478ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/72000000/71470000/71467900/71467811/be2788e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71470000/71467900/71467811/5f019d0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK

[](https://www.expedia.com/Smith-Island-Hotels-IDLE-HOUR.h71467811.Hotel-Information)

Smith Island

10/10

Exceptional

(18 reviews)

"Micky and Kim were great hosts and the house was awesome. They were very accommodating. Will definitely be back! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jonah P.

[](https://www.expedia.com/Smith-Island-Hotels-IDLE-HOUR.h71467811.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/28000000/27120000/27116300/27116281/095aeb40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/28000000/27120000/27116300/27116281/15c2cb75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, books](https://images.trvl-media.com/lodging/28000000/27120000/27116300/27116281/a1b62a88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27120000/27116300/27116281/e09c58d4_edited_422e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

[](https://www.expedia.com/Chincoteague-Hotels-Great-Water-Views-In-Quiet-Pet-Friendly-Location-Facing-Lighthouse-Large-Yard.h27116281.Hotel-Information)

Birch Town

9.6/10

Exceptional

(42 reviews)

"It was family & friends that needed a get away and we really Enjoy the area"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lori D.

$358 nightly

$402 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Chincoteague-Hotels-Great-Water-Views-In-Quiet-Pet-Friendly-Location-Facing-Lighthouse-Large-Yard.h27116281.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91280000/91279900/91279858/w917h683x47y0-f6e9924f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91280000/91279900/91279858/w518h683x248y0-de37c58d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/92000000/91280000/91279900/91279858/w509h683x258y0-a3af5f23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/92000000/91280000/91279900/91279858/w506h683x259y0-39c1ff0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Barn Loft: Country Views & Central to Beaches

[](https://www.expedia.com/Pocomoke-City-Hotels-Cozy-Barn-Loft-Country-Views-Central-To-Beaches.h91279858.Hotel-Information)

Pocomoke City

10/10

Exceptional

(19 reviews)

"Was wonderfully comfortable and clean. Would definitely recommend. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joy D.

$239 nightly

$268 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Pocomoke-City-Hotels-Cozy-Barn-Loft-Country-Views-Central-To-Beaches.h91279858.Hotel-Information)

![TV, DVD player](https://images.trvl-media.com/lodging/93000000/92200000/92196900/92196891/27b5aa13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92200000/92196900/92196891/3dcf8717.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/93000000/92200000/92196900/92196891/c64e4d1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/93000000/92200000/92196900/92196891/b93f4f72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Assateague Inn 104 by Seaside Vacations & Sales

[](https://www.expedia.com/Chincoteague-Hotels-Only-5-Min-To-Assateague-National-Seashore.h92196891.Hotel-Information)

Chincoteague Island

9.6/10

Exceptional

(22 reviews)

"Convenient location with everything we needed"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

John S.

$184 nightly

$192 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Chincoteague-Hotels-Only-5-Min-To-Assateague-National-Seashore.h92196891.Hotel-Information)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/91000000/90050000/90049400/90049327/580d50ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/91000000/90050000/90049400/90049327/539443c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90050000/90049400/90049327/b7b524fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90050000/90049400/90049327/29c5192a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Deluxe corner apartment with riverfront views close to dining and downtown

[](https://www.expedia.com/Salisbury-Hotels-Deluxe-Corner-Apartment-With-Riverfront-Views-Close-To-Dining-And-Downtown.h90049327.Hotel-Information)

Salisbury

8.4/10

Very Good

(5 reviews)

"Apartment was cozy and clean. Didn’t have a pet but the location across from a dog park would make it very easy to bring one. Kitchen had all the essentials. Parking lot behind lofts provided enough parking for everyone. Just a short walk to restaurants, shops, and bars. Had no isses being next to Perdue factory, such as noise and smell. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jamie M.

$223 nightly

$234 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Salisbury-Hotels-Deluxe-Corner-Apartment-With-Riverfront-Views-Close-To-Dining-And-Downtown.h90049327.Hotel-Information)

![Apartment D: Riverfront Grand | 2 bedrooms, individually decorated, individually furnished](https://images.trvl-media.com/lodging/92000000/91920000/91910200/91910193/22ed2b4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment D: Riverfront Grand | In-room dining](https://images.trvl-media.com/lodging/92000000/91920000/91910200/91910193/ba1e0521.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apt C: Stylish, light and bright | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91920000/91910200/91910193/270-d9c82c19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment D: Riverfront Grand | Living area | 42-inch Smart TV with digital channels, TV, Netflix](https://images.trvl-media.com/lodging/92000000/91920000/91910200/91910193/6f88563c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Salisbury Riverfront Lofts

[](https://www.expedia.com/Salisbury-Hotels-Salisbury-Riverfront-Lofts.h91910193.Hotel-Information)

Salisbury

9.4/10

Exceptional

(23 reviews)

"It was a great stay nice comfortable place "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Adam

$242 nightly

$261 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Salisbury-Hotels-Salisbury-Riverfront-Lofts.h91910193.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196928/d36b6157.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196928/ce17a112.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196928/20795d8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, stovetop, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196928/acc14951.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A Bargain on Chincoteague Island!

[](https://www.expedia.com/Chincoteague-Hotels-A-Bargain-On-Chincoteague-Island.h92196928.Hotel-Information)

Chincoteague Island

8.8/10

Excellent

(3 reviews)

"Overall the place was nice enough for the cost. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stacey S.

$184 nightly

$192 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Chincoteague-Hotels-A-Bargain-On-Chincoteague-Island.h92196928.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196935/cf355bfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196935/7dddb0f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196935/ee711f4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196935/8bcaa997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bella's Beach Retreat by Seaside Vacations & Sales

[](https://www.expedia.com/Chincoteague-Hotels-Beach-Bargain-Near-Assateague-National-Seashore.h92196935.Hotel-Information)

Chincoteague Island

8.0/10

Very Good

(8 reviews)

"What a lovely little space! Everything was clean and just as described. We loved the dock out over the marsh grasses and used it every day - especially since the beach was closed we could still feel close to the water. The staff were super friendly and helpful. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary Kalbach E.

$184 nightly

$192 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Chincoteague-Hotels-Beach-Bargain-Near-Assateague-National-Seashore.h92196935.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196927/3e5ad798.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196927/8a85532b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196927/67fe15a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196927/d9e1a5e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Only 5 min from Assateague National Seashore!

[](https://www.expedia.com/Chincoteague-Hotels-Only-5-Min-From-Assateague-National-Seashore.h92196927.Hotel-Information)

Chincoteague Island

7.4/10

Good

(3 reviews)

"Low-quality furniture. needs to be updated"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Susan E.

$184 nightly

$192 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Chincoteague-Hotels-Only-5-Min-From-Assateague-National-Seashore.h92196927.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196947/49e73d0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196947/5d030417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, internet, bed sheets](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196947/3a445cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196947/063bd1e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Only 5 min. from the Beach!

[](https://www.expedia.com/Chincoteague-Hotels-Only-5-Min-From-The-Beach.h92196947.Hotel-Information)

Chincoteague Island

9.2/10

Wonderful

(31 reviews)

"I liked the location of the Inn on the island. The room(s) were very clean, well furnished and bed was super comfortable. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Marie E.

$181 nightly

$189 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Chincoteague-Hotels-Only-5-Min-From-The-Beach.h92196947.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/93000000/92460000/92452500/92452453/b8765984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92460000/92452500/92452453/w1024h617x0y33-3549d214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92460000/92452500/92452453/w904h683x60y0-5b7bf54a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92460000/92452500/92452453/w905h683x60y0-587aa3ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Neigh-Neigh - Location! Location! Location!

[](https://www.expedia.com/Chincoteague-Hotels-The-Neigh-Neigh-Location-Location-Location.h92452453.Hotel-Information)

Downtown Chincoteague

10/10

Exceptional

(4 reviews)

"Loved staying at this house…plenty of room for everyone."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

ashley b.

$360 nightly

$404 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Chincoteague-Hotels-The-Neigh-Neigh-Location-Location-Location.h92452453.Hotel-Information)

![TV, DVD player](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196914/add5fa57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196914/4df23fbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196914/41392ca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196914/17164d94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Only 5 min. from the Beach!

[](https://www.expedia.com/Chincoteague-Hotels-Only-5-Min-From-The-Beach.h92196914.Hotel-Information)

Chincoteague Island

9.4/10

Exceptional

(8 reviews)

"Close to everything, quiet, clean"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Eileen D.

$206 nightly

$217 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Chincoteague-Hotels-Only-5-Min-From-The-Beach.h92196914.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=2026-03-09&endDate=2026-03-10&regionId=148385&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_148385)

## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Princess+Anne%2C+Maryland%2C+United+States+of+America&regionId=148385&latLong=38.2029%2C-75.692429&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=VACATION_HOME)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Princess+Anne%2C+Maryland%2C+United+States+of+America&regionId=148385&latLong=38.2029%2C-75.692429&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=CABIN)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Princess+Anne%2C+Maryland%2C+United+States+of+America&regionId=148385&latLong=38.2029%2C-75.692429&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=COTTAGE)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Princess+Anne%2C+Maryland%2C+United+States+of+America&regionId=148385&latLong=38.2029%2C-75.692429&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=CONDO)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Princess+Anne%2C+Maryland%2C+United+States+of+America&regionId=148385&latLong=38.2029%2C-75.692429&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=APARTMENT)

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## Top Princess Anne Hotel Reviews

![Comfort Suites Chincoteague Island Bayfront Resort](https://images.trvl-media.com/lodging/1000000/300000/295900/295865/e422830e_y.jpg)

### Comfort Suites Chincoteague Island Bayfront Resort

10/10 Excellent

"The room and view were beautiful, had a great time. looking forward to going back again this summer. "

[](https://expedia.com/Chincoteague-Hotels-Comfort-Suites-Chincoteague-Island-Bayfront-Resort.h295865.Hotel-Information)

![Hampton Inn & Suites Salisbury/Fruitland](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211931/578c88da_y.jpg)

### Hampton Inn & Suites Salisbury/Fruitland

10/10 Excellent

"Friendly staff "

[](https://expedia.com/Salisbury-Hotels-Hampton-Inn-Suites-Fruitland.h2211931.Hotel-Information)

![Key West Cottages](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/804dccfc_y.jpg)

### Key West Cottages

10/10 Excellent

"This was a Wonderful place to stay!! So much charm a the staff was wonderful! "

[](https://expedia.com/Chincoteague-Hotels-Key-West-Cottages-On-The-Chincoteague-Bay.h21381363.Hotel-Information)

![Waterside Inn](https://images.trvl-media.com/lodging/2000000/1620000/1615600/1615555/43b08add_y.jpg)

### Waterside Inn

10/10 Excellent

"Everything was wonderful!... Room was clean, staff was friendly, and view from the room was soothing. Day of checkout we had homemade biscuits and red velvet waffles with strawberries, topped with whipped cream! Perfect ending to our weekend! "

[](https://expedia.com/Chincoteague-Hotels-Waterside-Inn.h1615555.Hotel-Information)

![Hampton Inn Salisbury](https://images.trvl-media.com/lodging/1000000/290000/282000/281943/633fd984_y.jpg)

### Hampton Inn Salisbury

10/10 Excellent

"The room was very spotless, staff friendly and amazing. The amenities were good. And the continental breakfast was good. "

[](https://expedia.com/Salisbury-Hotels-Hampton-Inn-Salisbury.h281943.Hotel-Information)

![Wingate by Wyndham Salisbury](https://images.trvl-media.com/lodging/1000000/220000/213700/213687/51d14f46_y.jpg)

### Wingate by Wyndham Salisbury

10/10 Excellent

"Clean room. Suite is huge."

[](https://expedia.com/Salisbury-Hotels-Sleep-Inn-Salisbury.h213687.Hotel-Information)

![Courtyard by Marriott Salisbury](https://images.trvl-media.com/lodging/2000000/1440000/1438800/1438753/2ce71ae5_y.jpg)

### Courtyard by Marriott Salisbury

10/10 Excellent

"Everything was great."

[](https://expedia.com/Salisbury-Hotels-Courtyard-Marriott-Salisbury.h1438753.Hotel-Information)

![Blufin Bungalows & Marina](https://images.trvl-media.com/lodging/102000000/101120000/101115100/101115056/360b4f8b_y.jpg)

### Blufin Bungalows & Marina

10/10 Excellent

"Garrett went out of his way to make sure the heat and water worked during the cold season "

[](https://expedia.com/Chincoteague-Hotels-Blufin-Bungalows-Marina.h101115056.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Salisbury](https://images.trvl-media.com/lodging/1000000/10000/1100/1072/5701d055_y.jpg)

### La Quinta Inn & Suites by Wyndham Salisbury

10/10 Excellent

"the hot cookies and friendly service"

[](https://expedia.com/Salisbury-Hotels-DoubleTree-By-Hilton-Salisbury.h1072.Hotel-Information)

## Find out more about Princess Anne

**Everything you need to know about Princess Anne vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Princess Anne vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Princess Anne vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Princess Anne vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Princess Anne. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Princess Anne in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $134 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Princess Anne rentals**

At Expedia, we put the best Princess Anne vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Princess Anne rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Princess Anne vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Princess Anne. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

- Trending destinations on Expedia.com
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- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in Princess Anne ](https://expedia.com/Princess-Anne-Private-Vacation-Homes.d148385-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Princess Anne ](https://expedia.com/Princess-Anne-Cottages.d148385-aaCottages.Travel-Guide-Accommodation)
- [Condo Rentals in Princess Anne ](https://expedia.com/Princess-Anne-Condos.d148385-aaCondos.Travel-Guide-Accommodation)
- [B&B in Princess Anne ](https://expedia.com/Princess-Anne-Bed-And-Breakfast.d148385-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Apartments in Princess Anne ](https://expedia.com/Princess-Anne-Apartments.d148385-aaApartments.Travel-Guide-Accommodation)
- [Motels in Princess Anne ](https://expedia.com/Princess-Anne-Motels.d148385-aaMotels.Travel-Guide-Accommodation)
- [Cabin Rentals in Princess Anne ](https://expedia.com/Princess-Anne-Cabins.d148385-aaCabins.Travel-Guide-Accommodation)
- [RV Parks in Princess Anne ](https://expedia.com/Princess-Anne-RV-Parks.d148385-aaRVParks.Travel-Guide-Accommodation)
- [Farmstay in Princess Anne ](https://expedia.com/Princess-Anne-Agritourism.d148385-aaAgritourism.Travel-Guide-Accommodation)
- [Villas in Princess Anne ](https://expedia.com/Princess-Anne-Villas.d148385-aaVillas.Travel-Guide-Accommodation)
- [Aparthotels in Princess Anne ](https://expedia.com/Princess-Anne-Apart-Hotels.d148385-aaApartHotels.Travel-Guide-Accommodation)
- [Inns in Princess Anne ](https://expedia.com/Princess-Anne-Inns.d148385-aaInns.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find a vacation rental in Princess Anne?

### What are some of the best vacation home rentals in Princess Anne?

### What can I see and do in Princess Anne?

### What are vacation rentals like in Princess Anne?

### Expedia's Latest Trends

Hotels

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- [Best Hotels in Gaithersburg](https://expedia.com/Gaithersburg-Hotels.d7427.Travel-Guide-Hotels)

Flights

- [Flights to SBY](https://expedia.com/Cheap-Flights-To-Ocean-City.d9151.Travel-Guide-Flights)

Cars

- [Car rentals in Rockville](https://expedia.com/Car-Rentals-In-Rockville.d6353.Car-Rental-Guide)
- [Car rentals in Silver Spring](https://expedia.com/Car-Rentals-In-Silver-Spring.d6891.Car-Rental-Guide)
- [Car rentals in Frederick](https://expedia.com/Car-Rentals-In-Frederick.d6057476.Car-Rental-Guide)

Activities

- [Things to do in Annapolis](https://expedia.com/Things-To-Do-In-Annapolis.d6034082.Travel-Guide-Activities)
- [Things to do in Ocean City](https://expedia.com/Things-To-Do-In-Ocean-City.d9151.Travel-Guide-Activities)

Packages

- [Ocean City Vacation Packages](https://expedia.com/Ocean-City.d9151.Destination-Travel-Guides)

Vacation Rentals

- [Vacation Rentals Ocean City](https://expedia.com/Ocean-City-Vacation-Rentals.d9151.Travel-Guide-VacationRentals)

General

- [Visit Ocean City](https://expedia.com/Ocean-City.dx9151)
- [Visit Chesapeake City](https://expedia.com/Chesapeake-City.dx177517)

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