Title: Princess Anne Vacation Rentals from CA $258: Short-Term Rentals for 2025 | Expedia.ca [Hotels in Princess Anne](https://expedia.ca/Princess-Anne-Hotels.d148385.Travel-Guide-Hotels)[Princess Anne Car Rentals](https://expedia.ca/Car-Rentals-In-Princess-Anne.d148385.Car-Rental-Guide)[Princess Anne Vacation Packages](https://expedia.ca/Princess-Anne.d148385.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Princess Anne Vacation Rentals ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [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) In one month [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=148385&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=148385&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=148385&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in Princess Anne ## Our top choices for Princess Anne vacation rentals ![Exterior](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/804dccfc.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) ![Fishing](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/1cd80aeb.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 Chincoteague 9.8/10 Exceptional (457) "Great place to stay!" CA $279 CA $313 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 | Water view](https://images.trvl-media.com/lodging/102000000/101120000/101115100/101115056/1dc4195c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/102000000/101120000/101115100/101115056/3da6e827.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) ### Blufin Bungalows & Marina Chincoteague 9.6/10 Exceptional (183) "This was a great vacation experience! Houseboat are so awesome! Chincoteague is beautiful, so much to do! We will be back, will stay a full week, this was one of the best vacation! " CA $298 CA $334 total includes taxes & fees Oct 3 - Oct 4 [](https://www.expedia.ca/Chincoteague-Hotels-Blufin-Bungalows-Marina.h101115056.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) ![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](https://images.trvl-media.com/lodging/115000000/114700000/114691200/114691165/w366h366x156y134-15fec17d.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) ![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 Chincoteague Island 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 $145 CA $555 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Chincoteague-Hotels-Great-Water-Views-In-Quiet-Pet-Friendly-Location-Facing-Lighthouse-Large-Yard.h27116281.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) ![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) ![Marina](https://images.trvl-media.com/lodging/84000000/83020000/83015100/83015013/38f6fea2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1BR Waterfront cottage with a view of the wild Chincoteague ponies! Chincoteague 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) ![Marina](https://images.trvl-media.com/lodging/34000000/33660000/33659600/33659543/7e3e6269.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33660000/33659600/33659543/452ebfba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR Waterfront Cottage with the Most Spectacular View of lighthouse! Chincoteague Island 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! Chincoteague 10/10 Exceptional (58) "Thank you so much for letting us stay at your house. The location was perfect for walking to restaurants and shops. Did a day at the wildlife refuge and spent some time on the beach. Plan to come back and enjoy another stay. " CA $149 CA $385 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Chincoteague-Hotels-Chincoteague-Island-House-Sir-Whelk-A-Lot-BikesKayaks-Included-DT-Location.h77029235.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) ![Exterior](https://images.trvl-media.com/lodging/76000000/75700000/75693000/75692925/0975380d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Cottage near the Bay Crisfield 8.8/10 Excellent (46) "great, peaceful " CA $112 CA $258 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Crisfield-Hotels-Cottage-Near-The-Bay.h75692925.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) ![Apartment D: Riverfront Grand | Living area](https://images.trvl-media.com/lodging/92000000/91920000/91910200/91910193/6f88563c.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 $94 CA $347 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Salisbury-Hotels-Salisbury-Riverfront-Lofts.h91910193.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) ![Interior](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196952/765f4265.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) ### Waterfront on Marsh Island! Chincoteague Island 8.4/10 Very good (36) "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) ![Beach nearby](https://images.trvl-media.com/lodging/55000000/54220000/54219000/54218950/f5935b3d.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) ![Exterior detail](https://images.trvl-media.com/lodging/55000000/54220000/54219000/54218950/9497a404.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) ### The Hideaway Cottage Chincoteague 9.8/10 Exceptional (95) "Just right for what we needed." [](https://www.expedia.ca/Chincoteague-Hotels-Couples-Cottage-For-Those-Little-Getaways.h54218950.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) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/84000000/83750000/83745500/83745431/a43240d7.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) ![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) ### NEW PET FRIENDLY LISTING ALERT!! Chincoteague Island 9.2/10 Wonderful (18) "Very clean, spacious and perfect for a stay with my girlfriend and two dogs! Definitely recommend!" [](https://www.expedia.ca/Pocomoke-City-Hotels-NEW-PET-FRIENDLY-LISTING-ALERT.h83745431.Hotel-Information) ![Flat-screen TV](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196930/a1a706e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196930/77661695.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196930/37bf3f8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196930/32090d97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5 minutes to Assateague National Seashore! Chincoteague Island 9.0/10 Wonderful (20) "The condo was perfect for my girlfriend and I, very private location and nice boardwalk by the creek" CA $139 CA $264 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Chincoteague-Hotels-5-Minutes-To-Assateague-National-Seashore.h92196930.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) ![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) ![Marina](https://images.trvl-media.com/lodging/64000000/63910000/63905400/63905322/d1e93d03.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 (52) "Great property! Very clean" [](https://www.expedia.ca/Chincoteague-Hotels-At-The-Waters-Edge-Is-There-Anywhere-Youd-Rather-Be.h63905322.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/64000000/63950000/63942900/63942827/05e059a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/64000000/63950000/63942900/63942827/f202aa27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/64000000/63950000/63942900/63942827/d82ec8ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/64000000/63950000/63942900/63942827/f6e4e827.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic home on Smith Island w/ dock! Smith Island 9.6/10 Exceptional (45) "This property was perfect for a family of 4. It was very clean, the kitchen was well stocked and the neighbors were amazing and helpful. Visit the arcade by the marina right before sunset!" [](https://www.expedia.ca/Smith-Island-Hotels-Historic-Home-On-Smith-Island-W-Dock.h63942827.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! Chincoteague Island 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) ![Exterior](https://images.trvl-media.com/lodging/68000000/67550000/67544700/67544638/e65bbb88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/68000000/67550000/67544700/67544638/9deec19c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/68000000/67550000/67544700/67544638/66267006.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi](https://images.trvl-media.com/lodging/68000000/67550000/67544700/67544638/d39321f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quaint Cottages Near Everything on Beach Road Chincoteague 9.4/10 Exceptional (39) "Location, location, location" [](https://www.expedia.ca/Chincoteague-Hotels-Quaint-Cottages-Near-Everything-On-Beach-Road.h67544638.Hotel-Information) ![Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/32000000/31870000/31861900/31861806/bf0a15b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, DVD player](https://images.trvl-media.com/lodging/32000000/31870000/31861900/31861806/0874b7b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/32000000/31870000/31861900/31861806/a64c7814.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/32000000/31870000/31861900/31861806/71f4922e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Make fabulous Vacation Memories at Family Tides Vacation Rental on Chincoteague Chincoteague Island 9.8/10 Exceptional (52) "Great location and property for a peaceful and tranquil getaway." [](https://www.expedia.ca/Chincoteague-Hotels-Make-Fabulous-Vacation-Memories-At-Family-Tides-Vacation-Rental-On-Chincoteague.h31861806.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/40000000/39180000/39172600/39172561/de944b0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/40000000/39180000/39172600/39172561/976dcb56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/40000000/39180000/39172600/39172561/7dff477e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/40000000/39180000/39172600/39172561/694c0b70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Small cottage for those little getaways Chincoteague 10/10 Exceptional (117) "Great place, cozy and easy to park and get around. " [](https://www.expedia.ca/Chincoteague-Hotels-Small-Cottage-For-Those-Little-Getaways.h39172561.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/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) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33490000/33482400/33482332/59b65b1a.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) "Thank you for your hospitality!! Your rental property is absolutely amazing! We love cabins and yours made us feel so at home. We are looking forward to visit again!" [](https://www.expedia.ca/Temperanceville-Hotels-Cabin-At-Holdens-Creek-On-Eastern-Shore-Of-VA.h33482332.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=2025-10-09&endDate=2025-10-10®ionId=148385&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](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.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 "Awesome." [](https://expedia.ca/Chincoteague-Hotels-Key-West-Cottages-On-The-Chincoteague-Bay.h21381363.Hotel-Information) ![Blufin Bungalows & Marina](//images.trvl-media.com/lodging/102000000/101120000/101115100/101115056/360b4f8b_y.jpg) ### Blufin Bungalows & Marina 10/10 Excellent "Unique experience " [](https://expedia.ca/Chincoteague-Hotels-Blufin-Bungalows-Marina.h101115056.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 "Nice and clean, and exactly what we needed for a weekend wedding. Free coffee and breakfast were awesome too! Thank You! " [](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 "Friendly staff !" [](https://expedia.ca/Chincoteague-Hotels-Waterside-Inn.h1615555.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 "Clean room and friendly staff" [](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 "I had a wonderful stay at this hotel! The location is extremely convenient—close to everything I needed and easy to get around. The parking was excellent, with plenty of space and easy access, which made coming and going stress-free. The property was clean, comfortable, and well-maintained, and the staff were friendly and helpful throughout my visit. I’d definitely recommend this place to anyone looking for a smooth, hassle-free stay." [](https://expedia.ca/Salisbury-Hotels-Hampton-Inn-Salisbury.h281943.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Salisbury](//images.trvl-media.com/lodging/1000000/10000/1100/1072/5701d055_y.jpg) ### La Quinta Inn & Suites by Wyndham Salisbury 10/10 Excellent "The staff was very accommodating the room was clean " [](https://expedia.ca/Salisbury-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Salisbury.h1072.Hotel-Information) ![Atlantic Shores Inn and Suites](//images.trvl-media.com/lodging/2000000/1710000/1709300/1709230/25225706_y.jpg) ### Atlantic Shores Inn and Suites 10/10 Excellent "Great staff! Clean and" [](https://expedia.ca/Chincoteague-Hotels-Atlantic-Shores-Inn-And-Suites.h1709230.Hotel-Information) ![Chincoteague Inn](//images.trvl-media.com/lodging/2000000/1090000/1080600/1080519/4a32c16f_y.jpg) ### Chincoteague Inn 10/10 Excellent "Friendly and help staff, the rooms where clean and kept up. " [](https://expedia.ca/Chincoteague-Hotels-Chincoteague-Inn.h1080519.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 $258 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 ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Tofino Vacation Rentals](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals) - [Calgary Vacation Rentals](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals) - [Costa Rica Vacation Rentals](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations) - [Vancouver Island Vacation Rentals](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals) - [Puerto Vallarta Vacation Rentals](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals) - [Hawaii Vacation Rentals](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Toronto Vacation Rentals](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals) - [Banff Vacation Rentals](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals) - [Penticton Vacation Rentals](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals) - [Osoyoos Vacation Rentals](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals) - [Mont Tremblant Vacation Rentals](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals) - [Big White Ski Resort Vacation Rentals](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals) - [Ontario Vacation Rentals](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations) - [British Columbia Vacation Rentals](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations) - [Prince Edward Island Vacation Rentals](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations) - [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. ### Expedia's Latest Trends Hotels - [Hotels in Niagara Falls](https://expedia.ca/Niagara-Falls-Hotels.d602721.Travel-Guide-Hotels) - [Hotels in Honolulu](https://expedia.ca/Honolulu-Hotels.d1488.Travel-Guide-Hotels) - [Hotels in Bangor](https://expedia.ca/Bangor-Hotels.d6050918.Travel-Guide-Hotels) - [Hotels in Grand Forks](https://expedia.ca/Grand-Forks-Hotels.d1312.Travel-Guide-Hotels) - [Hotels in Kalispell](https://expedia.ca/Kalispell-Hotels.d6056415.Travel-Guide-Hotels) - [Hotels in Fargo](https://expedia.ca/Fargo-Hotels.d6059376.Travel-Guide-Hotels) - [Hotels in Ocean City](https://expedia.ca/Ocean-City-Hotels.d9151.Travel-Guide-Hotels) - [Hotels in Frederick](https://expedia.ca/Frederick-Hotels.d6057476.Travel-Guide-Hotels) - [Hotels in Silver Spring](https://expedia.ca/Silver-Spring-Hotels.d6891.Travel-Guide-Hotels) - [Hotels in Palm Springs](https://expedia.ca/Palm-Springs-Hotels.d180676.Travel-Guide-Hotels) - [Oceanfront Hotels in Ocean City](https://expedia.ca/Ocean-City-Hotels-Oceanfront-Hotels.0-0-d9151-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Hotels in Annapolis](https://expedia.ca/Annapolis-Hotels.d6034082.Travel-Guide-Hotels) - [Hotels in Hagerstown](https://expedia.ca/Hagerstown-Hotels.d6057475.Travel-Guide-Hotels) Flights - [Cheap Flights to Silver Spring](https://expedia.ca/Cheap-Flights-To-Silver-Spring.d6891.Travel-Guide-Flights) - [Cheap Flights to Damascus](https://expedia.ca/Cheap-Flights-To-Damascus.d3000440541.Travel-Guide-Flights) - [Cheap Flights to Annapolis](https://expedia.ca/Cheap-Flights-To-Annapolis.d6034082.Travel-Guide-Flights) - [Cheap Flights to Palm Springs](https://expedia.ca/Cheap-Flights-To-Palm-Springs.d180676.Travel-Guide-Flights) - [Cheap Flights to Ocean City](https://expedia.ca/Cheap-Flights-To-Ocean-City.d9151.Travel-Guide-Flights) Cars - [Car rentals in Palm Springs](https://expedia.ca/Car-Rentals-In-Palm-Springs.d180676.Car-Rental-Guide) Activities - [Things to do in Ocean City](https://expedia.ca/Things-To-Do-In-Ocean-City.d9151.Travel-Guide-Activities) - [Things to do in Gaithersburg](https://expedia.ca/Things-To-Do-In-Gaithersburg.d7427.Travel-Guide-Activities) Packages - [Disney Vacations](https://expedia.ca/Disney.d3000453867.Destination-Travel-Guides) - [Honolulu Vacations](https://expedia.ca/Honolulu.d1488.Destination-Travel-Guides) - [Central Vacations](https://expedia.ca/Central.d10503.Destination-Travel-Guides) - [Ocean City Vacations](https://expedia.ca/Ocean-City.d9151.Destination-Travel-Guides) - [Canadian Vacations](https://expedia.ca/Canadian.d6127256.Destination-Travel-Guides) Vacation Rentals - [Ocean City Vacation Rentals](https://expedia.ca/Ocean-City-Vacation-Rentals.d9151.Travel-Guide-VacationRentals) General - [Visit Ocean City](https://expedia.ca/Ocean-City.dx9151) - [Visit Annapolis](https://expedia.ca/Annapolis.dx6034082) - [Visit Havre De Grace](https://expedia.ca/Havre-De-Grace.dx55750) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAFFUlEQVR4Xu3aMXIiMRBG4aEcEO4R5igcbTgaR+EIGzqgrKV/tdSaYeylg90A3ksMPZI+MhmXp/IfmraDfxFIKpBUIKlAUoGkAkkFkgokFUgqkFQgqUBSgaQCSQWSCiQVSCqQVCCpQFKBpAJJBZIKJBVIKpBUIKlAUg3Ibdo022ipDy/T0X5cbb6U33XBfeRL+yjyjRaIAhkDaaMeiAIZA2mj3qsiS7wrhtw739cfDLnnyDT9qks+6+jDXv+2Vb31WSAKJAJRICAFBMQfjLf3bNMRGWon+lvbGKtmkDrvgYBYICATCEhbFC93kBid6oX+kH+UAgICAtIWxUuQ+gIEJIl4X3V4X3utL777in2pj0EUCIgCAQEB+TsSdcRd78O+df+qrj6Ksk93GDaDeCAeiAUCokA8EO82HKXmulbbL/XEn0abljgZZGe0aYmTQXZGm5Y4GWRntGmJk0F2RpuWOBlkZ7RpiZNBdkabljh5QPbzC/1U313tji8V0VfsjvwUCMh+IGMgIPuBjL0uou0X2+zbp0l/ztbIkOhkiD2LVXJ9tPiJBUSBgLRVICAgICPiD3Shj2vDHUYN8Y/iq1Qf9UBAQEBAFAhIm8TLm23xq9qe1LXbO15fsb1ALH2Uo21US6wDUSAgEwhIbYl1IOqtkb83uF9+1HbJbs+t8kCeW+WBPLfKA3lulQfy3CoP5LlVHsiw6lbv5S/78mxP7id6MVL9W/exjnTtx1ds+01Aq3ogICAgegICAuINSLF/5lKn9v5m73Shn8qnXehXO/E8+bfu47BKX7E9EBAFUkBAQDyQ75Fbf3CpuyY7sd/eQnzVerTJ9y7DJF6CbAOxHyA2iZcg20DsB4hN4uXrIKXe3l+2Qrf3tVmH7s5tZbv2Lf8oyq/9dSAgBQQEBGQCibaId1/bXk76Pl3sRHP9xAfXr30vfl+wQEAKiALxQOIdCMitnqjb+2Hk7txGSq46T/pNQCNv8UcFBASkdp5AQGqLPyogIOrckFhrHYYL/Wbb40K3kRpHavG3NomXBUSB9EBaICAFRL0dou1j17ra3dJPtI9S3I3VdXRcD2ogBQQkAgEZAylvj2yyIz7sRO9YEf8ocj9tPttiW6U7/rO66w8MArIJBASkBQJSbG1c6KVcGxLbfTTe8Vf7sbQT5Ko+AgFRICAFBASkNSBxe3tzPGsnevpf6lM81ehgq/SbgFriGcgEAuIjkOhig/4OBCRGb4aUfqH7iQ93fN+uE30026ebNr8caFUPBKSAgEwg6lpX9UBAbn27X9WzTc91+7Qahesbx/zTDYGAgICAgICMDchO4Xra7kj/KFqlLoPlIwsEZCcQkBrIT4G8A3IbVqjZpnbHq89+oZvbMnfqH+XS5yAgICAgIK3ZpiDfI0u8a7f32HCiOm436tpfjywQ9XAiyBgIiHo4EWQM5HWR2O7IUvQvXyctbunaH0/saaQv4kMgBQQEBASkgEQ/I6V/xb7Y1LefJ/8Lt0a+UcmtJ7SRBQICAgICAvI84tvbHW+Itseq7q7/CyxcCwQEBARku9EDAVk/0Npi2/1C13Y1rlq7pzb6WC0BiUAUiEYgIAVk7I2RdXOdr7crfevWv3x5S9FvAqq7PRAFMjbXOUhdY4EokLG5zkHqGuslkX8XSCqQVCCpQFKBpAJJBZIKJBVIKpBUIKlAUoGkAkkFkgokFUgqkFQgqUBSgaQCSQWSCiQVSCqQVCCpQFK9DvIHbRz3Xr8p+rYAAAAASUVORK5CYII=)