Title: Princess Anne Vacation Rentals from CA $258: Short-Term Rentals for 2026 | Expedia.ca

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# Princess Anne Vacation Rentals

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## Check prices for these dates

In two weeks

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=148385&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=148385&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=148385&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=148385&startDate=2026-04-17&endDate=2026-04-19&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

![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 | Living area](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/346dc7b5.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)

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

### Cottage in Downtown Chincoteague

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

9.8/10

Exceptional

(491)

"What an absolute wonderful place. Staff were so friendly and the cottages were amazing very clean. We would definitely stay here again."

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

julie

[](https://www.expedia.ca/Chincoteague-Hotels-Key-West-Cottages-On-The-Chincoteague-Bay.h21381363.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](https://images.trvl-media.com/lodging/92000000/91920000/91910200/91910193/eda5fcbe.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 in Salisbury

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

9.4/10

Exceptional

(23)

"It was a great stay nice comfortable place "

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

Adam

CA $100

CA $350 total

includes taxes & fees

Dec 28 - Dec 29

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

![House (3 Bedrooms) | Outdoor dining](https://images.trvl-media.com/lodging/114000000/113090000/113083200/113083132/a4be5dc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/114000000/113090000/113083200/113083132/ebd76f19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/114000000/113090000/113083200/113083132/2cc23088.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/114000000/113090000/113083200/113083132/0efae4c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Parsonsburg

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

CA $126

CA $352 total

includes taxes & fees

Jan 8 - Jan 9, 2026

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106860000/106851000/106850933/w1799h1199x1y1-fe0affd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106860000/106851000/106850933/w1338h959x2y0-02e717b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106860000/106851000/106850933/w1799h1199x1y1-d1359152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106860000/106851000/106850933/w1798h1199x1y1-1909c3b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Deep Hole

[](https://www.expedia.ca/Chincoteague-Hotels-Central-Location-Parking-Walk-To-Restaurants-Attractions.h106850933.Hotel-Information)

10/10

Exceptional

(7)

"Great stay. Great host. Very clean place. Couldn’t of asked for a better host and house ! "

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

James E.

CA $143

CA $354 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Chincoteague-Hotels-Central-Location-Parking-Walk-To-Restaurants-Attractions.h106850933.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)

![Smart TV](https://images.trvl-media.com/lodging/76000000/75700000/75693000/75692925/c06dc96c.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)

### Vacation Home in Crisfield

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

8.8/10

Excellent

(52)

"Could use some fixing here and there which was addressed to owner and handicap accessibility would be great, like a ramp from outside into sunroom entrance. Was very quiet and relaxing, overall had a wonderful stay"

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

Amy C.

CA $111

CA $258 total

includes taxes & fees

Jan 9 - Jan 10, 2026

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

![TV](https://images.trvl-media.com/lodging/121000000/120610000/120600700/120600680/499883e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120610000/120600700/120600680/2ab22a04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120610000/120600700/120600680/bfadfd45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120610000/120600700/120600680/3fd956f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Snow Hill

[](https://www.expedia.ca/Quaint-House-In-Small-Town-Of-Snow-Hill.h120600680.Hotel-Information)

10/10

Exceptional

(2)

"The hosts were wonderful, the house is beautiful, access & location was perfect. Next time I'm in the area & this place is avaliable, this is where I want to stay again. I recommend this house if you're in the area!!!Thanks to The Smiths"

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

Sadat J.

CA $178

CA $286 total

includes taxes & fees

Jan 9 - Jan 10, 2026

[](https://www.expedia.ca/Quaint-House-In-Small-Town-Of-Snow-Hill.h120600680.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196947/3f10a67a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, stovetop, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196947/f87e2ec2.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)

![2 bedrooms, internet, bed sheets](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196947/cb7f61be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Chincoteague Island

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

9.2/10

Wonderful

(31)

"Great location that was very clean, kid friendly, and good amenities! Liked how close it was to everything, very walkable."

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

Jeananne K.

CA $138

CA $259 total

includes taxes & fees

Jan 5 - Jan 6, 2026

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

![Exterior](https://images.trvl-media.com/lodging/74000000/73420000/73411600/73411578/c4394564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/74000000/73420000/73411600/73411578/w1920h1073x0y0-ebcbf92d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/74000000/73420000/73411600/73411578/f231bc88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/74000000/73420000/73411600/73411578/dfa4248f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Fishing Creek

[](https://www.expedia.ca/Fishing-Creek-Hotels-Riverside-Lodge-Bed-Breakfast-On-The-Honga-River-UNIT-C.h73411578.Hotel-Information)

10/10

Exceptional

(11)

"Peggy and Gary are the perfect hosts: welcoming, friendly, attentive and respectful of your preferences. Wonderful views of the Bay and River via the lodge -- including the cupola -- and walking around the majestic property."

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

Thomas S.

CA $369

CA $448 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Fishing-Creek-Hotels-Riverside-Lodge-Bed-Breakfast-On-The-Honga-River-UNIT-C.h73411578.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/58000000/57540000/57536100/57536075/f7a26fd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57540000/57536100/57536075/5a48d7d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/58000000/57540000/57536100/57536075/cc5fd859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/58000000/57540000/57536100/57536075/815550ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Up the Neck

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

9.4/10

Exceptional

(137)

"Nice and quiet spot on island, kind of away from the busy parts of island. "

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

Derek W.

CA $305

CA $550 total

includes taxes & fees

Jan 5 - Jan 6, 2026

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

![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)

![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)

### Vacation Home in Downtown Chincoteague

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

10/10

Exceptional

(66)

"Wonderful location. Walking distance to shops and restaurants and sunsets. Hosts were responsive and helpful. Check in and checkout were seamless."

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

imelda s.

CA $178

CA $414 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/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/105000000/104450000/104443100/104443045/8092bca1.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/105000000/104450000/104443100/104443045/2884d2e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/105000000/104450000/104443100/104443045/937784d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/105000000/104450000/104443100/104443045/9d21643c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Newark

[](https://www.expedia.ca/Newark-Hotels-Secluded-Waterfront-Nature-Retreat-Near-Assateague.h104443045.Hotel-Information)

10/10

Exceptional

(3)

"Wonderful stay at beautiful homeamazingly"

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

Jonathan D.

CA $208

CA $557 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Newark-Hotels-Secluded-Waterfront-Nature-Retreat-Near-Assateague.h104443045.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)

![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)

![Dining](https://images.trvl-media.com/lodging/28000000/27120000/27116300/27116281/d72407f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Birch Town

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

9.6/10

Exceptional

(42)

"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.

CA $144

CA $550 total

includes taxes & fees

Jan 7 - Jan 8, 2026

[](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/117000000/116060000/116058800/116058762/34ff9ef3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116060000/116058800/116058762/92055193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116060000/116058800/116058762/04072944.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/117000000/116060000/116058800/116058762/cb4c7d04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Delmar

[](https://www.expedia.ca/Delmar-Hotels-3-Bedroom-Townhome-In-Tranquil-Delmar-With-WiFi.h116058762.Hotel-Information)

10/10

Exceptional

(8)

"Clean and comfortable. Great communication. "

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

Paul R.

CA $231

CA $935 total

includes taxes & fees

Jan 14 - Jan 15, 2026

[](https://www.expedia.ca/Delmar-Hotels-3-Bedroom-Townhome-In-Tranquil-Delmar-With-WiFi.h116058762.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92620000/92616700/92616675/81fe16ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92620000/92616700/92616675/147579a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/93000000/92620000/92616700/92616675/06ea95b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/93000000/92620000/92616700/92616675/94684497.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Deep Hole

[](https://www.expedia.ca/Chincoteague-Hotels-Chincoteague-Island-Home-Blue-Tide-Townhome-BikesKayaks-Included.h92616675.Hotel-Information)

9.4/10

Exceptional

(13)

"Went for a guys trip and enjoyed it "

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

John W.

CA $274

CA $633 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Chincoteague-Hotels-Chincoteague-Island-Home-Blue-Tide-Townhome-BikesKayaks-Included.h92616675.Hotel-Information)

![2 bedrooms, internet, bed sheets](https://images.trvl-media.com/lodging/93000000/92200000/92196900/92196888/7c252bbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/93000000/92200000/92196900/92196888/ba271bbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/93000000/92200000/92196900/92196888/eec731ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/93000000/92200000/92196900/92196888/ec9b6aad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Chincoteague

[](https://www.expedia.ca/Chincoteague-Hotels-Only-5-Minutes-To-Assateague-National-Seashore.h92196888.Hotel-Information)

8.8/10

Excellent

(10)

"Quiet area and close to all attractions. Very fast response with any questions before and during stay. Would recommend!"

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

Sue S.

CA $138

CA $261 total

includes taxes & fees

Jan 12 - Jan 13, 2026

[](https://www.expedia.ca/Chincoteague-Hotels-Only-5-Minutes-To-Assateague-National-Seashore.h92196888.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/93000000/92460000/92452500/92452453/w982h683x21y0-9b577e62.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)

### Vacation Home in Downtown Chincoteague

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

10/10

Exceptional

(4)

"House was clean, cozy and convenient for our weekend stay on the island. We will be there for the same event next year and will consider booking The Neigh Neigh again depending on who comes next time! Cheers"

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

Bob S.

CA $137

CA $553 total

includes taxes & fees

Jan 25 - Jan 26, 2026

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

![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196928/7f961ad9.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)

![Microwave, stovetop, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196928/e08c69bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Chincoteague Island

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

8.8/10

Excellent

(3)

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

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

Stacey S.

CA $138

CA $259 total

includes taxes & fees

Jan 5 - Jan 6, 2026

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

![Beach](https://images.trvl-media.com/lodging/118000000/117880000/117875200/117875165/88eb376c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117880000/117875200/117875165/adec908c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/118000000/117880000/117875200/117875165/76df0f04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117880000/117875200/117875165/54986971.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Deal Island Historic District

[](https://www.expedia.ca/Deal-Island-Hotels-Tangier-Escape.h117875165.Hotel-Information)

10/10

Exceptional

(1)

"Helpful host, clean house, peaceful location! "

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

Jennifer P.

CA $130

CA $281 total

includes taxes & fees

Jan 9 - Jan 10, 2026

[](https://www.expedia.ca/Deal-Island-Hotels-Tangier-Escape.h117875165.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)

![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)

![Interior](https://images.trvl-media.com/lodging/34000000/33650000/33646500/33646480/w1199h799x1y1-07e0b1b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33650000/33646500/33646480/9fb6935c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Deal Island

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

9.6/10

Exceptional

(58)

"We got every year and stay here, it’s great! "

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

Margaret H.

CA $217

CA $385 total

includes taxes & fees

Jan 9 - Jan 10, 2026

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

![Property grounds](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196927/dda4dfd7.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)

![Mini-fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/93000000/92200000/92197000/92196927/95c692de.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)

### Condo in Chincoteague Island

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

7.4/10

Good

(3)

"Low-quality furniture. needs to be updated"

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

Susan E.

CA $138

CA $259 total

includes taxes & fees

Jan 5 - Jan 6, 2026

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

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## Top Princess Anne Hotel Reviews

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

### Key West Cottages

10/10 Excellent

"What an absolute wonderful place. Staff were so friendly and the cottages were amazing very clean. We would definitely stay here again."

[](https://expedia.ca/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

"We have stayed here many times over the years and it is always a pleasant experience!"

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

![Microtel Inn & Suites by Wyndham Salisbury](https://images.trvl-media.com/lodging/1000000/800000/795300/795277/3268c191_y.jpg)

### Microtel Inn & Suites by Wyndham Salisbury

10/10 Excellent

"staff was excellent"

[](https://expedia.ca/Salisbury-Hotels-Microtel-Inn-Suites-By-Wyndham-Salisbury.h795277.Hotel-Information)

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

### Hampton Inn Salisbury

10/10 Excellent

"To be completely honest, every single staff member was very kind and accommodating to my family. This was something that really made the chaos of my day feel so easy. I was able to get a wonderful nights rest. The hotel is absolutely clean, there’s coffee all day long, wonderful spaces throughout for guests to enjoy intimate conversations, a great workout facility, a wonderful indoor pool. I have zero complaints about this place. I will come back here every single time without fail"

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

"Great breakfast, heated pool, hotel was decorated for Christmas, even smelled like Christmas! Had a wonderful stay here!"

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

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

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

10/10 Excellent

"Great customer service "

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

"."

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

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

### Best Western Salisbury Plaza

10/10 Excellent

"Hotel was clean. Staff very friendly. I liked the breakfast just wish there were more variety. Worth the trip!"

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

![Days Inn by Wyndham Salisbury](https://images.trvl-media.com/lodging/1000000/20000/16300/16257/3d6af3ed_y.jpg)

### Days Inn by Wyndham Salisbury

10/10 Excellent

"Peaceful "

[](https://expedia.ca/Salisbury-Hotels-Days-Inn-By-Wyndham-Salisbury.h16257.Hotel-Information)

## Find out more about Princess Anne

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Princess Anne. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [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)
- [Cabin Rentals in Princess Anne ](https://expedia.ca/Princess-Anne-Cabins.d148385-aaCabins.Travel-Guide-Accommodation)
- [RV Parks in Princess Anne ](https://expedia.ca/Princess-Anne-RV-Parks.d148385-aaRVParks.Travel-Guide-Accommodation)
- [Farmstay in Princess Anne ](https://expedia.ca/Princess-Anne-Agritourism.d148385-aaAgritourism.Travel-Guide-Accommodation)
- [Villas in Princess Anne ](https://expedia.ca/Princess-Anne-Villas.d148385-aaVillas.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)

## 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?

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Flights

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General

- [Visit Ocean City](https://expedia.ca/Ocean-City.dx9151)
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