Title: Princess Anne Vacation Rentals from CA $224: Short-Term Rentals for 2025 | Expedia.ca

  

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# Princess Anne Vacation Rentals

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## Check prices for these dates

Tonight

[Oct 8 - Oct 9](https://www.expedia.ca/Hotel-Search?regionId=148385&startDate=2025-10-08&endDate=2025-10-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 9 - Oct 10](https://www.expedia.ca/Hotel-Search?regionId=148385&startDate=2025-10-09&endDate=2025-10-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=148385&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=148385&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Princess Anne

![Exterior](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/804dccfc.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)

![Oyster Cottage | Living area](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/346dc7b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Palm Cottage](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/2b19b712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Key West Cottages

Downtown Chincoteague

9.8/10

Exceptional

(463)

"Great place to stay!"

CA $281

CA $316 total

includes taxes & fees

Oct 19 - Oct 20

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

![Exterior](https://images.trvl-media.com/lodging/102000000/101120000/101115100/101115056/360b4f8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage, Bay View | Private kitchen](https://images.trvl-media.com/lodging/102000000/101120000/101115100/101115056/8a6a4a47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage, Bay View | Water view](https://images.trvl-media.com/lodging/102000000/101120000/101115100/101115056/1dc4195c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage, Bay View | View from room](https://images.trvl-media.com/lodging/102000000/101120000/101115100/101115056/c62c5c53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blufin Bungalows & Marina

Down the Marsh

9.6/10

Exceptional

(194)

"Absolutely loved it here. Very helpful and friendly staff. Will Absolutely stay again."

CA $200

CA $224 total

includes taxes & fees

Oct 16 - Oct 17

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

![Pool](https://images.trvl-media.com/lodging/84000000/83020000/83015100/83015013/3b964eb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/84000000/83020000/83015100/83015013/d0d5fc9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/84000000/83020000/83015100/83015013/a167bd81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/84000000/83020000/83015100/83015013/50816205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1BR Waterfront cottage with a view of the wild Chincoteague ponies!

Dodge City

9.6/10

Exceptional

(14)

"3 night stay for our anniversary, beautiful view had a relaxing time! "

[](https://www.expedia.ca/Chincoteague-Hotels-1BR-Snug-Harbor-Waterfront-Cottage-With-A-Lighthouse-View.h83015013.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/34000000/33660000/33659600/33659543/369906d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33660000/33659600/33659543/b3b74b99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33660000/33659600/33659543/6889572d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/34000000/33660000/33659600/33659543/7e3e6269.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2BR Waterfront Cottage with the Most Spectacular View of lighthouse!

Dodge City

9.6/10

Exceptional

(52)

"Very nice and clean and directly at the water. Well equipped and beautiful view and close to everything. Perfect place for a peaceful getaway to explore beautiful Chincoteague. "

[](https://www.expedia.ca/Chincoteague-Hotels-2BR-Snug-Harbor-Waterfront-Cottage-With-The-Most-Spectacular-View-Of-Lighthouse.h33659543.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77030000/77029300/77029235/ef925d92.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/b6802035.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/78000000/77030000/77029300/77029235/8e123579.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!

Downtown Chincoteague

10/10

Exceptional

(60)

"Property was as described. Walking distance to cute town.15 min drive to beach. Nice for families or couples."

CA $138

CA $373 total

includes taxes & fees

Oct 14 - Oct 15

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

![Exterior](https://images.trvl-media.com/lodging/115000000/114700000/114691200/114691165/299ee6dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114700000/114691200/114691165/c30f49bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, toilet paper](https://images.trvl-media.com/lodging/115000000/114700000/114691200/114691165/w542h791x0y0-91e1ae94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin 2 near Assateague and Ocean City | Lake view](https://images.trvl-media.com/lodging/115000000/114700000/114691200/114691165/fbc9baa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Strawberry Crossroads

Pittsville

9.0/10

Wonderful

(7)

"Quiet clean cabin off the beaten path!! Absolutely amazing place if you want something more private and rustic!!"

[](https://www.expedia.ca/Pittsville-Hotels-Strawberry-Crossroads.h114691165.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/55000000/54220000/54219000/54218950/f5935b3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/55000000/54220000/54219000/54218950/7db3433c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/55000000/54220000/54219000/54218950/317c0ea7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/55000000/54220000/54219000/54218950/7fa5f213.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Hideaway Cottage

Snotty Ridge

9.8/10

Exceptional

(97)

"Just right for what we needed."

[](https://www.expedia.ca/Chincoteague-Hotels-Couples-Cottage-For-Those-Little-Getaways.h54218950.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196952/81095c5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196952/63e1f648.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, internet, wheelchair access](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196952/db8d778d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196952/fc47fe69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront on Marsh Island!

Chincoteague Island

8.4/10

Very good

(38)

"The location is close to everything, but secluded and quiet for when you just want to relax. We loved the closed in porch where we sat for hours on end talking and watching the water. We really felt comfortable and at home. "

[](https://www.expedia.ca/Chincoteague-Hotels-Waterfront-On-Marsh-Island.h92196952.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/28000000/27120000/27116300/27116281/277cfc69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/28000000/27120000/27116300/27116281/d72407f6.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27120000/27116300/27116281/8c7a2650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Birch Town

9.6/10

Exceptional

(42)

"Such a great location. You can see the ponies with binoculars from the lovely screened porch.This was close enough to the park and restaurants but far enough for a nice quiet getaway. "

CA $146

CA $559 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/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/36000000/35100000/35095100/35095095/cb5a318b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/36000000/35100000/35095100/35095095/d26b8240.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/36000000/35100000/35095100/35095095/b0130365.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/36000000/35100000/35095100/35095095/ae94b829.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Brass Crab - Check in/out any day!

Snotty Ridge

10/10

Exceptional

(154)

"The Brass Crab is the perfect family place to stay. Thank you for all the extras."

[](https://www.expedia.ca/Chincoteague-Hotels-Reports-Are-In-Were-Adorable.h35095095.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/76000000/75700000/75693000/75692925/4c9a65a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/76000000/75700000/75693000/75692925/132e12cf.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)

![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

Crisfield

8.8/10

Excellent

(49)

"great, peaceful "

CA $113

CA $263 total

includes taxes & fees

Oct 18 - Oct 19

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

![Interior](https://images.trvl-media.com/lodging/64000000/63910000/63905400/63905322/4d2b09d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/64000000/63910000/63905400/63905322/b62221c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63910000/63905400/63905322/ad0f03c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/64000000/63910000/63905400/63905322/dc3f5599.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### At the Water's Edge - is there anywhere you'd rather be?!

Chincoteague Island

10/10

Exceptional

(53)

"My son, daughter in law and other family members "

[](https://www.expedia.ca/Chincoteague-Hotels-At-The-Waters-Edge-Is-There-Anywhere-Youd-Rather-Be.h63905322.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/34000000/33490000/33482400/33482332/bc5d4ed4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33490000/33482400/33482332/e6a6cee3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33490000/33482400/33482332/f4144e49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33490000/33482400/33482332/01c4aebb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin at Holdens Creek on Eastern Shore of VA

Temperanceville

9.6/10

Exceptional

(180)

"Beautiful, clean, quaint cabin.....only 25 minutes from Chincoteague island. Highly recommend. Thanks so much for the amazing place to stay!!!!"

[](https://www.expedia.ca/Temperanceville-Hotels-Cabin-At-Holdens-Creek-On-Eastern-Shore-Of-VA.h33482332.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101310000/101306300/101306201/bed3454c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101310000/101306300/101306201/67637bd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/102000000/101310000/101306300/101306201/990b165a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101310000/101306300/101306201/dd8a9e79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### Coastal Daze Cottage on Famous Chincoteague Island! Come see the wild ponies!

Downtown Chincoteague

10/10

Exceptional

(16)

"Great location and property. Owner was kind and communicative. The playground next to the house was a bonus for my kids!"

[](https://www.expedia.ca/Chincoteague-Hotels-Coastal-Daze-Cottage-On-Famous-Chincoteague-Island-Come-See-The-Wild-Ponies.h101306201.Hotel-Information)

![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)

![Apartment D: Riverfront Grand | Private kitchen](https://images.trvl-media.com/lodging/92000000/91920000/91910200/91910193/8be5e554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apt C: Stylish, light and bright | Private kitchen](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](https://images.trvl-media.com/lodging/92000000/91920000/91910200/91910193/eda5fcbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Salisbury Riverfront Lofts

Salisbury

9.2/10

Wonderful

(22)

"Very nice place clean & roomy."

CA $97

CA $352 total

includes taxes & fees

Oct 12 - Oct 13

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

![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110820000/110813600/110813548/3344a487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/111000000/110820000/110813600/110813548/1ebdfb9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/111000000/110820000/110813600/110813548/ff4c27f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110820000/110813600/110813548/50234db3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Near Chincoteague & Assateague Island Charming 2-bedroom cottage

Saxis

9.0/10

Wonderful

(2)

"very clean and neat, quiet. just what i needed"

[](https://www.expedia.ca/Saxis-Hotels-Near-Chincoteague-Assateague-IslandCharming-2-Bedroom-Cottage.h110813548.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71440000/71438800/71438740/ae16b23f.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)

![3 bedrooms, bed sheets](https://images.trvl-media.com/lodging/72000000/71440000/71438800/71438740/7598ecd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The purple door at the bay.

Captain's Cove

9.2/10

Wonderful

(52)

"Great place on the water. We caught enough crabs off the dock to have dinner. Relaxing place to take the family and enjoy the seaside. I wish we had more time to enjoy."

CA $220

CA $619 total

includes taxes & fees

Oct 13 - Oct 14

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

![Property grounds](https://images.trvl-media.com/lodging/90000000/89950000/89946100/89946089/ebc9dbd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/90000000/89950000/89946100/89946089/282bec7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/90000000/89950000/89946100/89946089/da1f4b4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/90000000/89950000/89946100/89946089/975db315.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Little Cottage on chincoteague island va.

Snotty Ridge

9.6/10

Exceptional

(49)

"Was the best little house we love "

[](https://www.expedia.ca/Chincoteague-Hotels-Cozy-Little-Cottage-On-Chincoteague-Island-Va.h89946089.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92200000/92196900/92196891/be8f2e7a.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)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/93000000/92200000/92196900/92196891/23c23848.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)

### Only 5 min to Assateague National Seashore!

Chincoteague Island

9.4/10

Exceptional

(20)

"Stay at Assateague Inn was clean, comfy, cozy, and convenient. "

CA $140

CA $265 total

includes taxes & fees

Oct 15 - Oct 16

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

![Smart TV, fireplace](https://images.trvl-media.com/lodging/84000000/83750000/83745500/83745431/2e7bf98c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83750000/83745500/83745431/w4030h3024x0y0-8ed59d40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/84000000/83750000/83745500/83745431/6d29cc50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83750000/83745500/83745431/e86e643a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW PET FRIENDLY LISTING ALERT!!

Chincoteague Island

9.2/10

Wonderful

(18)

"It was a beautiful place to stay!!"

[](https://www.expedia.ca/Pocomoke-City-Hotels-NEW-PET-FRIENDLY-LISTING-ALERT.h83745431.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.ca/Hotel-Search?startDate=2025-10-23&endDate=2025-10-24&regionId=148385&adults=2&sort=RECOMMENDED&openPlayBack=true)

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[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FPrincess-Anne-Vacation-Rentals.d148385.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPrincess-Anne-Vacation-Rentals.d148385.Travel-Guide-VacationRentals)

## Top Princess Anne Hotel Reviews

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

### Key West Cottages

10/10 Excellent

"Felt like I was in the Keys! Such a relaxing feel. "

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

![Best Western Salisbury Plaza](//images.trvl-media.com/lodging/1000000/30000/24400/24345/w3840h2556x0y4-a75b7a87_y.jpg)

### Best Western Salisbury Plaza

10/10 Excellent

"The breakfast was delicious. Our room was superb. The staff was delightful and welcoming. We even met the owner The lobby was beautiful "

[](https://expedia.ca/Salisbury-Hotels-Best-Western-Salisbury-Plaza.h24345.Hotel-Information)

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

### Hampton Inn Salisbury

10/10 Excellent

"Clean and updated "

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

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

### Courtyard by Marriott Salisbury

10/10 Excellent

"Hotel was great! Everything felt modern except the bathroom, but fully functional. Quick stay for a baseball tournament but we’d definitely come back! "

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

![Country Inn & Suites by Radisson, Salisbury, MD](//images.trvl-media.com/lodging/2000000/1260000/1250200/1250138/ab94f972_y.jpg)

### Country Inn & Suites by Radisson, Salisbury, MD

10/10 Excellent

"I have stayed herre multiple times when riding in the Seagull Century bike ride and visitng family. Staff friendly, meets all that I need."

[](https://expedia.ca/Salisbury-Hotels-Country-Inn-Suites-By-Radisson.h1250138.Hotel-Information)

![Best Western Plus Pocomoke City](//images.trvl-media.com/lodging/1000000/480000/477500/477474/89421cb5_y.jpg)

### Best Western Plus Pocomoke City

10/10 Excellent

"Didn't use it"

[](https://expedia.ca/Pocomoke-City-Hotels-Best-Western-Plus-Pocomoke-City.h477474.Hotel-Information)

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

### Waterside Inn

10/10 Excellent

"Did not allow pets so will not use this property all the time did not use gym area but looked nice ."

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

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

### Blufin Bungalows & Marina

10/10 Excellent

"Cottage was very clean- the location was exactly what i needed- peace and serenity. The views were amazing. Having the ability to view and hear the ocean without the sand was perfect! I absolutely loved this spot and will be back annually! "

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

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

### Comfort Suites Chincoteague Island Bayfront Resort

10/10 Excellent

"Lovely property. Everything was clean and welcoming. Breakfast was a little scant but I understand keeping it small. "

[](https://expedia.ca/Chincoteague-Hotels-Comfort-Suites-Chincoteague-Island-Bayfront-Resort.h295865.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](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Princess Anne vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Princess Anne vacation rentals we have selected for you start as low as CA $224 per night. Entering your travel dates in the search wizard 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.ca
-   All accommodation types in Princess Anne

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-   [Québec Vacation Rentals](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

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

## Frequently asked questions

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

> Yes, you can find vacation rentals close to top local attractions in Princess Anne, or you can go with a more secluded option if you're looking for a relaxing stay. Our travelers say Princess Anne has a good selection of restaurants. Make sure you have time to check out the beaches and shopping during your trip.

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

> [Blufin Bungalows & Marina](https://www.expedia.ca/Chincoteague-Hotels-Blufin-Bungalows-Marina.h101115056.Hotel-Information): This vacation home rental near Princess Anne is on the beach and equipped with free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave.

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

> Manokin Park and Wellington State Wildlife Management Area are a couple of lovely local spots to get outside and enjoy nature. Somerset County Library and Princess Anne Town Hall are other places to visit while you're in town.

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

> Vacation rentals are private properties you can stay in for several days or more in Princess Anne. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for small groups.

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![QR code to download the app](data:image/png;base64,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)