Title: Hoopers Island Vacation Rentals from $268: Search Short-Term Rentals | Expedia.com

[Hoopers Island Travel Guide](https://expedia.com/Hoopers-Island.dx553248635976006636)[Hotels in Hoopers Island](https://expedia.com/Hoopers-Island-Hotels.d553248635976006636.Travel-Guide-Hotels)[Flights to Hoopers Island](https://expedia.com/Cheap-Flights-To-Hoopers-Island.d553248635976006636.Travel-Guide-Flights)[Car Rentals in Hoopers Island](https://expedia.com/Car-Rentals-In-Hoopers-Island.d553248635976006636.Car-Rental-Guide)[Hoopers Island Vacation Packages](https://expedia.com/Hoopers-Island.d553248635976006636.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=553248635976006636&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=553248635976006636&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=553248635976006636&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 31 - Aug 2](https://www.expedia.com/Hotel-Search?regionId=553248635976006636&startDate=2026-07-31&endDate=2026-08-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Hoopers Island vacation rentals

![Exterior](https://images.trvl-media.com/lodging/74000000/73420000/73411600/73411578/w1920h1073x0y0-ebcbf92d.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)

![Exterior](https://images.trvl-media.com/lodging/74000000/73420000/73411600/73411578/3889df5e.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)

### Riverside Lodge Bed & Breakfast on the Honga River UNIT C

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

Fishing Creek

10/10

Exceptional

(11 reviews)

"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.

$309 nightly

$328 total

Apr 8 - Apr 9

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/74000000/73420000/73412900/73412848/w1920h1073x0y0-8555b913.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/74000000/73420000/73412900/73412848/2342ce95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/74000000/73420000/73412900/73412848/cdbd377c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73420000/73412900/73412848/47d81152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Riverside Lodge Bed & Breakfast on the Honga River UNIT E

[](https://www.expedia.com/Fishing-Creek-Hotels-Riverside-Lodge-Bed-Breakfast-On-The-Honga-River-UNIT-Es.h73412848.Hotel-Information)

Fishing Creek

10/10

Exceptional

(1 review)

"We stayed Sunday - Wednesday at Riverside Lodge. The Lodge was beautiful. Breakfast was absolutely fantastic and Hooper Island was breath taking. We were able to take a boat ride to tour around the island and grad a little history and enjoy the stories. If you looking for a place to relax and renew... this is the place. "

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

Robin E.

$309 nightly

$328 total

Apr 8 - Apr 9

Total with taxes and fees

[](https://www.expedia.com/Fishing-Creek-Hotels-Riverside-Lodge-Bed-Breakfast-On-The-Honga-River-UNIT-Es.h73412848.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/94000000/93250000/93249900/93249890/w1014h683x5y0-3c9c9ed6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/94000000/93250000/93249900/93249890/w509h683x258y0-5a07a91d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/94000000/93250000/93249900/93249890/7204ef41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/94000000/93250000/93249900/93249890/65528bfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Soul Oasis - home on the Chesapeake Bay

[](https://www.expedia.com/Lusby-Hotels-Soul-Oasis-Home-On-The-Chesapeake-Bay.h93249890.Hotel-Information)

Lusby

10/10

Exceptional

(43 reviews)

"House was very nice and tidy and exactly as described. The host had a small binder full of helpful info including local restaurants and attractions. There was so much to do and everything was close bye. "

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

Mindy V.

$252 nightly

$268 total

Apr 14 - Apr 15

Total with taxes and fees

[](https://www.expedia.com/Lusby-Hotels-Soul-Oasis-Home-On-The-Chesapeake-Bay.h93249890.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)

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

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

### Deal Island Bay Cottage

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

Deal Island

9.6/10

Exceptional

(58 reviews)

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

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

Margaret H.

$243 nightly

$257 total

Apr 9 - Apr 10

Total with taxes and fees

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

![Terrace/patio](https://images.trvl-media.com/lodging/64000000/63950000/63942900/63942827/f202aa27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/64000000/63950000/63942900/63942827/07d10997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/64000000/63950000/63942900/63942827/f1e4c7de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/64000000/63950000/63942900/63942827/05e059a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic home on Smith Island w/ dock!

[](https://www.expedia.com/Smith-Island-Hotels-Historic-Home-On-Smith-Island-W-Dock.h63942827.Hotel-Information)

Smith Island

9.6/10

Exceptional

(46 reviews)

"Very nice property! Spacious rooms, great host"

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

Sara L.

[](https://www.expedia.com/Smith-Island-Hotels-Historic-Home-On-Smith-Island-W-Dock.h63942827.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/82000000/81260000/81259300/81259255/b3fc30c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/82000000/81260000/81259300/81259255/c9589eb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/82000000/81260000/81259300/81259255/6d418f2b.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/82000000/81260000/81259300/81259255/0251fd8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sailwinds Loft at Cambridge Creek

[](https://www.expedia.com/Cambridge-Hotels-Sailwinds-Loft-At-Cambridge-Creek.h81259255.Hotel-Information)

Cambridge

10/10

Exceptional

(24 reviews)

"Lovely place, huge rooms, definitely recommend it. "

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

Lee P.

$239 nightly

$253 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/Cambridge-Hotels-Sailwinds-Loft-At-Cambridge-Creek.h81259255.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/104000000/103590000/103584900/103584811/756cfb64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/104000000/103590000/103584900/103584811/e14723bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/104000000/103590000/103584900/103584811/aece230b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/104000000/103590000/103584900/103584811/57f74d8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland

[](https://www.expedia.com/Cambridge-Hotels-Upscale-Condo-In-Historic-Downtown-Cambridge.h103584811.Hotel-Information)

Downtown Cambridge

8.4/10

Very Good

(6 reviews)

"Perfectly located in town and well appointed, comfortable quarters. We would stay again."

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

Richard D.

$313 nightly

$332 total

Apr 15 - Apr 16

Total with taxes and fees

[](https://www.expedia.com/Cambridge-Hotels-Upscale-Condo-In-Historic-Downtown-Cambridge.h103584811.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/100000000/99690000/99684200/99684191/69bef312.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99690000/99684200/99684191/7f132b5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99690000/99684200/99684191/7cf0d433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99690000/99684200/99684191/3651a7b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

[](https://www.expedia.com/Cambridge-Hotels-Cozy-2-Bedroom.h99684191.Hotel-Information)

Cambridge

9.6/10

Exceptional

(20 reviews)

"Very nice place in a great location. We would definitely stay there again "

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

Traci C.

$392 nightly

$416 total

Apr 14 - Apr 15

Total with taxes and fees

[](https://www.expedia.com/Cambridge-Hotels-Cozy-2-Bedroom.h99684191.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/107000000/106750000/106747700/106747609/5d73c26c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/107000000/106750000/106747700/106747609/86a08fa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106750000/106747700/106747609/bb311693.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106750000/106747700/106747609/e16941d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

[](https://www.expedia.com/Cambridge-Hotels-The-Drinking-Gourd-Stunning-Penthouse-In-Historic-Downtown-Cambridge.h106747609.Hotel-Information)

Downtown Cambridge

9.8/10

Exceptional

(12 reviews)

"Host was personally accessible during stay, responded quickly, and went the extra mile with wonderful touches left around the place."

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

John S.

$376 nightly

$398 total

Apr 14 - Apr 15

Total with taxes and fees

[](https://www.expedia.com/Cambridge-Hotels-The-Drinking-Gourd-Stunning-Penthouse-In-Historic-Downtown-Cambridge.h106747609.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/93000000/92750000/92745600/92745551/a6bebc5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/93000000/92750000/92745600/92745551/7fd7ada2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92750000/92745600/92745551/f0ee1781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92750000/92745600/92745551/ec0491b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Come escape to Smith Island for the Spring and enjoy nature, peace and quiet 

[](https://www.expedia.com/Smith-Island-Hotels-Get-Away-To-Relax-On-Smith-Island-In-The-Chesapeake-Bay.h92745551.Hotel-Information)

Smith Island

9.8/10

Exceptional

(15 reviews)

"Excellent property, excellent host. This is a very well-appointed property located very close to the ferry dock. Golf cart, bikes, and kayaks were in great shape. Chris could not have been a more responsive or helpful host."

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

Timothy S.

$271 nightly

$299 total

Apr 8 - Apr 9

Total with taxes and fees

[](https://www.expedia.com/Smith-Island-Hotels-Get-Away-To-Relax-On-Smith-Island-In-The-Chesapeake-Bay.h92745551.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/106000000/105950000/105946100/105946058/65fc84d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/106000000/105950000/105946100/105946058/ee3b6008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105950000/105946100/105946058/3840464a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/106000000/105950000/105946100/105946058/167fd0dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland

[](https://www.expedia.com/Cambridge-Hotels-Conductors-Rest-Beautiful-2-Bedroom-Loft-In-Historic-Cambridge.h105946058.Hotel-Information)

Downtown Cambridge

10/10

Exceptional

(11 reviews)

"Just a beautiful place. I would stay here again. Everything was walking distance. "

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

Sylvie G.

$404 nightly

$428 total

Apr 14 - Apr 15

Total with taxes and fees

[](https://www.expedia.com/Cambridge-Hotels-Conductors-Rest-Beautiful-2-Bedroom-Loft-In-Historic-Cambridge.h105946058.Hotel-Information)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/127000000/126960000/126959900/126959889/bfd2d8bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/127000000/126960000/126959900/126959889/8dd9e6d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/127000000/126960000/126959900/126959889/2fa8c51f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/127000000/126960000/126959900/126959889/19325de4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pint-Sized on Poplar - Contemporary Cambridge Apartment Across from RAR Brewing

[](https://www.expedia.com/Cambridge-Hotels-Pint-Sized-On-Poplar-Contemporary-Cambridge-Apartment-Across-From-RAR-Brewing.h126959889.Hotel-Information)

Downtown Cambridge

$208 nightly

$220 total

Apr 8 - Apr 9

Total with taxes and fees

[](https://www.expedia.com/Cambridge-Hotels-Pint-Sized-On-Poplar-Contemporary-Cambridge-Apartment-Across-From-RAR-Brewing.h126959889.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)

![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/d92d99c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/118000000/117880000/117875200/117875165/2ab38c80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  Tangier Escape, great place get away from it all on Deal Island, MD.

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

Deal Island Historic District

10/10

Exceptional

(1 review)

"Helpful host, clean house, peaceful location! "

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

Jennifer P.

$227 nightly

$241 total

Apr 24 - Apr 25

Total with taxes and fees

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

![View from property](https://images.trvl-media.com/lodging/23000000/22130000/22121200/22121103/61116c9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/23000000/22130000/22121200/22121103/182d2430.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/23000000/22130000/22121200/22121103/cc3a9f91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/23000000/22130000/22121200/22121103/977607bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hideaway in Hays Beach: 1 Minute Walk to Western Sandy Shore of Chesapeake Bay

[](https://www.expedia.com/Scotland-Hotels-Enjoy-The-Hideaway-In-Hays-Beach-On-Chesapeake-Bay-With-Internet-301-250-8384.h22121103.Hotel-Information)

Point Lookout

10/10

Exceptional

(126 reviews)

"Hideaway at Hayes Beach was amazing It was a wonderful place to spend Christmas with our family. We were lucky enough to get snow! My husband and I enjoy walking so it was a prefect place to for it. Would definitely recommend this place"

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

April T.

$485 nightly

$535 total

May 3 - May 4

Total with taxes and fees

[](https://www.expedia.com/Scotland-Hotels-Enjoy-The-Hideaway-In-Hays-Beach-On-Chesapeake-Bay-With-Internet-301-250-8384.h22121103.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/104000000/103760000/103759100/103759056/9ec17f2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/104000000/103760000/103759100/103759056/62242b9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/104000000/103760000/103759100/103759056/7a6a8ebd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103760000/103759100/103759056/a01170f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

[](https://www.expedia.com/Cambridge-Hotels-WATERFRONT-HOT-TUB-4-BED4-BATH-CHARMING-HOME-IN-THE-HEART-OF-CAMBRIDGE.h103759056.Hotel-Information)

Cambridge

8.8/10

Excellent

(10 reviews)

"Clean, cozy, and lovely - a winter cabin stay to remember. Kids already wanted to go back 5 days later. 10 out of 10 stars! "

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

Mr.

$583 nightly

$618 total

Apr 8 - Apr 9

Total with taxes and fees

[](https://www.expedia.com/Cambridge-Hotels-WATERFRONT-HOT-TUB-4-BED4-BATH-CHARMING-HOME-IN-THE-HEART-OF-CAMBRIDGE.h103759056.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522263/0806f7bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522263/a1c3089f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522263/9a42128d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522263/4a570741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

[](https://www.expedia.com/Prince-Frederick-Hotels-Kick-Back-And-Enjoy-The-Chesapeake-This-3-Bedroom.h113522263.Hotel-Information)

Prince Frederick

9.8/10

Exceptional

(6 reviews)

"Our family had a great stay. Thank you!"

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

Colleen G.

$401 nightly

$425 total

Apr 14 - Apr 15

Total with taxes and fees

[](https://www.expedia.com/Prince-Frederick-Hotels-Kick-Back-And-Enjoy-The-Chesapeake-This-3-Bedroom.h113522263.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/64000000/63650000/63641700/63641659/a9c3170d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/64000000/63650000/63641700/63641659/d63040da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/64000000/63650000/63641700/63641659/2b76d904.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63650000/63641700/63641659/f39074a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunset Breezes - quiet waterfront retreat

[](https://www.expedia.com/Cambridge-Hotels-Sunset-Breezes-Quiet-Waterfront-Retreat.h63641659.Hotel-Information)

Dorchester County

10/10

Exceptional

(43 reviews)

"Clean, quiet, comfy"

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

Deborah V.

$335 nightly

$370 total

Apr 12 - Apr 13

Total with taxes and fees

[](https://www.expedia.com/Cambridge-Hotels-Sunset-Breezes-Quiet-Waterfront-Retreat.h63641659.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/113000000/112360000/112353400/112353391/02fc5278.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/113000000/112360000/112353400/112353391/d111c47a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112360000/112353400/112353391/5ebbe8b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112360000/112353400/112353391/1233b0f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

[](https://www.expedia.com/Scotland-Hotels-Cozy-Sunrise-Waterfront-2-Bedroom-Cottage-Dock-Serene-Point-LookoutScotland.h112353391.Hotel-Information)

Point Lookout

9.4/10

Exceptional

(12 reviews)

"Pet friendly, easy check out, no cleaning involved."

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

Naomi B.

$406 nightly

$448 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/Scotland-Hotels-Cozy-Sunrise-Waterfront-2-Bedroom-Cottage-Dock-Serene-Point-LookoutScotland.h112353391.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/5aeb926e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/f8f86577.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/7d735d64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/b10c421b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

[](https://www.expedia.com/Prince-Frederick-Hotels-2-Blocks-From-Dares-Beach-On-The-Chesapeake-Bay-Beach-And-Boat-Access.h103638094.Hotel-Information)

Prince Frederick

10/10

Exceptional

(10 reviews)

"Such a cool neighborhood! Easy walk to an amazing private beach. Would love to stay again. "

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

Olivia M.

$470 nightly

$498 total

Apr 13 - Apr 14

Total with taxes and fees

[](https://www.expedia.com/Prince-Frederick-Hotels-2-Blocks-From-Dares-Beach-On-The-Chesapeake-Bay-Beach-And-Boat-Access.h103638094.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/81000000/80030000/80024200/80024112/w507h683x258y0-d94bdb39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/81000000/80030000/80024200/80024112/w904h683x60y0-e98964a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/81000000/80030000/80024200/80024112/w506h683x259y0-9b301d23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/81000000/80030000/80024200/80024112/w509h683x258y0-2cb187b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront Getaway with Dock

[](https://www.expedia.com/Woolford-Hotels-Waterfront-Getaway-With-Dock.h80024112.Hotel-Information)

Woolford

10/10

Exceptional

(54 reviews)

"Great place, will stay again"

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

Matt S.

$250 nightly

$265 total

Apr 29 - Apr 30

Total with taxes and fees

[](https://www.expedia.com/Woolford-Hotels-Waterfront-Getaway-With-Dock.h80024112.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-04-21&endDate=2026-04-22&regionId=553248635976006636&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Hoopers+Island%2C+Maryland%2C+United+States+of+America&regionId=553248635976006636&latLong=38.341557%2C-76.224403&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=CABIN)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Hoopers+Island%2C+Maryland%2C+United+States+of+America&regionId=553248635976006636&latLong=38.341557%2C-76.224403&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Hoopers+Island%2C+Maryland%2C+United+States+of+America&regionId=553248635976006636&latLong=38.341557%2C-76.224403&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=VACATION_HOME)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Hoopers+Island%2C+Maryland%2C+United+States+of+America&regionId=553248635976006636&latLong=38.341557%2C-76.224403&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=CONDO)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Hoopers+Island%2C+Maryland%2C+United+States+of+America&regionId=553248635976006636&latLong=38.341557%2C-76.224403&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=APARTMENT)

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## Top Hoopers Island Hotel Reviews

![Hyatt Regency Chesapeake Bay](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/6000a351_y.jpg)

### Hyatt Regency Chesapeake Bay

10/10 Excellent

"Had a great time will be back soon"

[](https://expedia.com/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent](https://images.trvl-media.com/lodging/3000000/2160000/2158700/2158611/e92cb1b2_y.jpg)

### La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

10/10 Excellent

"I spent 5 nights and had only one change of towels, the last night "

[](https://expedia.com/California-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Lexington-Park-Patuxent.h2158611.Hotel-Information)

![avid hotel California - Lexington Park by IHG](https://images.trvl-media.com/lodging/119000000/118640000/118639700/118639639/6f04f2b3_y.jpg)

### avid hotel California - Lexington Park by IHG

10/10 Excellent

"Clean & comfortable. Loved the breakfast. Only thing that would have made it better would be a mini fridge. "

[](https://expedia.com/California-Hotels-Avid-Hotels-California-Lexington-Park-By-Ihg.h118639639.Hotel-Information)

![Days Inn & Suites by Wyndham Cambridge](https://images.trvl-media.com/lodging/1000000/920000/912600/912574/4c4274c5_y.jpg)

### Days Inn & Suites by Wyndham Cambridge

6/10 Okay

"The inn was in a great location. The price for the off season seemed ok. The man checking us in did a great job. There is a pool, but we were there in the spring. I saw a laundry area for the guests to use. Our room was a bit run down and we saw dirt in the corners of the bathroom and the ceiling looked like it leaked at one time. "

[](https://expedia.com/Cambridge-Hotels-Days-Inn-Suites-By-Wyndham-Cambridge.h912574.Hotel-Information)

![Quality Inn Solomons - Beacon Marina](https://images.trvl-media.com/lodging/1000000/30000/22800/22769/823f1304_y.jpg)

### Quality Inn Solomons - Beacon Marina

2/10 Terrible

"We actually didn’t stay as the building was OK but the vehicles in the parking lot were very sketchy and some of the people in the parking made us very uncomfortable. "

[](https://expedia.com/Solomons-Hotels-Quality-Inn-Solomons-Beacon-Marina.h22769.Hotel-Information)

![Holiday Inn Express & Suites Lexington Park-California by IHG](https://images.trvl-media.com/lodging/10000000/9750000/9742000/9741955/ff412f6a_y.jpg)

### Holiday Inn Express & Suites Lexington Park-California by IHG

10/10 Excellent

"Convenient to restaurants, shopping and local parks and museums. Nice breakfast, free parking. Our favorite place to stay in southern Maryland. Friendly staff. "

[](https://expedia.com/California-Hotels-Holiday-Inn-Express-Suites-Lexington-Park-California.h9741955.Hotel-Information)

![Comfort Inn & Suites Lexington Park near Pax River](https://images.trvl-media.com/lodging/6000000/5100000/5098400/5098394/11804ad4_y.jpg)

### Comfort Inn & Suites Lexington Park near Pax River

6/10 Okay

"AC was very noisy. Room was rather drab. For the price I definitely expected better. "

[](https://expedia.com/Lexington-Park-Hotels-Comfort-Inn-Suites.h5098394.Hotel-Information)

![Hilton Garden Inn Solomons](https://images.trvl-media.com/lodging/2000000/1650000/1644700/1644617/0b056987_y.jpg)

### Hilton Garden Inn Solomons

10/10 Excellent

"The buffet breakfast was not up because they were short staff on March 28th ,2026 so that was disappointing but the breakfast was ok it was microwaved "

[](https://expedia.com/Solomons-Hotels-Hilton-Garden-Inn-Solomons.h1644617.Hotel-Information)

![Comfort Inn & Suites Cambridge](https://images.trvl-media.com/lodging/3000000/2010000/2007700/2007686/f8c27bba_y.jpg)

### Comfort Inn & Suites Cambridge

10/10 Excellent

"Hotel was way nicer than I expected ! Gym had enough equipment, pool looked nice but was closed , staff was sooooo nice! We were there for a Salisbury Univ acceptance day and she was kind enough to congratulate my kids and Good luck , just above and beyond can make all the difference, especially when you so t expect it"

[](https://expedia.com/Cambridge-Hotels-Comfort-Inn-Suites-Cambridge.h2007686.Hotel-Information)

## Find out more about Hoopers Island

**Everything you need to know about Hoopers Island 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 Hoopers Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

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

**Hoopers Island vacation rentals: An excellent choice for every season**

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $268 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Hoopers Island rentals**

At Expedia, we put the best Hoopers Island 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 Hoopers Island 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 Hoopers Island 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 Hoopers Island. 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

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- [Vacation Homes in Hoopers Island ](https://expedia.com/Hoopers-Island-Private-Vacation-Homes.d553248635976006636-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Hoopers Island ](https://expedia.com/Hoopers-Island-Cottages.d553248635976006636-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Hoopers Island ](https://expedia.com/Hoopers-Island-Apartments.d553248635976006636-aaApartments.Travel-Guide-Accommodation)
- [B&B in Hoopers Island ](https://expedia.com/Hoopers-Island-Bed-And-Breakfast.d553248635976006636-aaBedAndBreakfast.Travel-Guide-Accommodation)
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- [Farmstay in Hoopers Island ](https://expedia.com/Hoopers-Island-Agritourism.d553248635976006636-aaAgritourism.Travel-Guide-Accommodation)
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- [Southern Maryland Hotels with an Indoor Pool](https://expedia.com/Southern-Maryland-Hotels-Hotels-With-Indoor-Pool.0-0-d6057463-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels)
- [Hotels with Early Check-in in Eastern Shore](https://expedia.com/Eastern-Shore-Hotels-Hotel-With-Early-Check-In.0-0-d6025644-thotelwithearlycheckin.Travel-Guide-Filter-Hotels)
- [Hotel Rooms in Southern Maryland](https://expedia.com/Southern-Maryland-Hotels.d6057463.Travel-Guide-Hotels)
- [Western Shore of Maryland 5 Star Hotels](https://expedia.com/5Star-Western-Shore-Of-Maryland-Hotels.s50-0-d6057468.Travel-Guide-Filter-Hotels)
- [Central Maryland All-inclusive Resorts](https://expedia.com/Central-Maryland-Hotels-All-Inclusive-Hotel.0-0-d6057492-tAllinclusiveHotel.Travel-Guide-Filter-Hotels)
- [Marriott Hotels & Resorts Hotels in Eastern Shore](https://expedia.com/Eastern-Shore-Hotels-Marriott-Hotels-Resorts.0-0-d6025644--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels)
- [Eastern Shore Hotels with Connecting Rooms](https://expedia.com/Eastern-Shore-Hotels-Hotels-With-Adjoining-Rooms.0-0-d6025644-tHotelswithAdjoiningRooms.Travel-Guide-Filter-Hotels)
- [Hotel Rooms in Kent Island](https://expedia.com/Kent-Island-Hotels.d553248635077608788.Travel-Guide-Hotels)
- [Eastern Shore Hotels with Room Service](https://expedia.com/Eastern-Shore-Hotels-Hotels-With-Room-Service.0-0-d6025644-tHotelswithRoomService.Travel-Guide-Filter-Hotels)
- [Eastern Shore Romantic Hotels](https://expedia.com/Eastern-Shore-Hotels-Romantic-Hotel.0-0-d6025644-tRomanticHotel.Travel-Guide-Filter-Hotels)
- [Hotel Rooms in Eastern Shore](https://expedia.com/Eastern-Shore-Hotels.d6025644.Travel-Guide-Hotels)
- [Eastern Shore Hotels with Balconies](https://expedia.com/Eastern-Shore-Hotels-Hotels-With-Balconies.0-0-d6025644-tHotelswithBalconies.Travel-Guide-Filter-Hotels)
- [Southern Maryland Hotels with Balconies](https://expedia.com/Southern-Maryland-Hotels-Hotels-With-Balconies.0-0-d6057463-tHotelswithBalconies.Travel-Guide-Filter-Hotels)
- [Red Roof Inn Hotels in Kent Island](https://expedia.com/Kent-Island-Hotels-Red-Roof-Inn.0-0-d553248635077608788--bRedRoofInn.Travel-Guide-Filter-Hotels)
- [Kent Island Beach Hotels](https://expedia.com/Kent-Island-Hotels-Beach-Hotel.0-0-d553248635077608788-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Eastern Shore Oceanfront Hotels](https://expedia.com/Eastern-Shore-Hotels-Oceanfront-Hotels.0-0-d6025644-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Hotels with smoking rooms in Southern Maryland](https://expedia.com/Southern-Maryland-Hotels-Hotels-With-Smoking-Rooms.0-0-d6057463-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels)
- [Eastern Shore Hotels with Kitchenettes](https://expedia.com/Eastern-Shore-Hotels-Hotels-With-Kitchens.0-0-d6025644-tHotelswithKitchens.Travel-Guide-Filter-Hotels)
- [Central Maryland Cheap Hotels](https://expedia.com/Central-Maryland-Hotels-Cheap-Hotels.0-0-d6057492-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Independent Hotels in Kent Island](https://expedia.com/Kent-Island-Hotels-Independent.0-0-d553248635077608788--bIndependent.Travel-Guide-Filter-Hotels)

Cars

- [van Car Rentals in Kent Island](https://expedia.com/Van-Car-Rentals-In-Kent-Island.d553248635077608788-tVan.Car-Rental-Guide-Class)
- [Snap Car Rentals In Central Maryland](https://expedia.com/Snap-Car-Rentals-In-Central-Maryland.d6057492-c1142.Car-Rental-Guide-Suppliers)
- [Advantage Rent A Car Car Rentals In Western Shore Of Maryland](https://expedia.com/Advantage-Rent-A-Car-Car-Rentals-In-Western-Shore-Of-Maryland.d6057468-c3.Car-Rental-Guide-Suppliers)

Vacation Rentals

- [Eastern Shore Vacation Rental](https://expedia.com/Eastern-Shore-Vacation-Rentals.d6025644.Travel-Guide-VacationRentals)

General

- [Visit Southern Maryland](https://expedia.com/Southern-Maryland.dx6057463)
- [Visit Kent Island](https://expedia.com/Kent-Island.dx553248635077608788)
- [Visit Eastern Shore](https://expedia.com/Eastern-Shore.dx6025644)
- [Visit Western Shore of Maryland](https://expedia.com/Western-Shore-Of-Maryland.dx6057468)

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