Title: Hoopers Island Vacation Rentals from $280: 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)

![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium)

## Check prices for these dates

In two weeks

[Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=553248635976006636&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=553248635976006636&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three 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 four 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)

## 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)

![Exterior](https://images.trvl-media.com/lodging/74000000/73420000/73411600/73411578/c4394564.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

Mar 14 - Mar 15

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)

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

![Miscellaneous](https://images.trvl-media.com/lodging/74000000/73420000/73412900/73412848/7aef785e.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

Mar 14 - Mar 15

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

(42 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.

$264 nightly

$280 total

Mar 17 - Mar 18

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)

![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)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33650000/33646500/33646480/9fb6935c.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.

$246 nightly

$260 total

Mar 15 - Mar 16

Total with taxes and fees

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

![Bar (on property)](https://images.trvl-media.com/lodging/100000000/99690000/99684200/99684191/c7785aa6.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)

![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.

$356 nightly

$377 total

Mar 18 - Mar 19

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)

![Interior](https://images.trvl-media.com/lodging/107000000/106750000/106747700/106747609/f35d159c.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)

### 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.

$334 nightly

$354 total

Mar 17 - Mar 18

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/104000000/103590000/103584900/103584811/756cfb64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/104000000/103590000/103584900/103584811/dea9ce41.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)

![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.

$283 nightly

$300 total

Mar 25 - Mar 26

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/120000000/119340000/119331500/119331473/61e8c463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119340000/119331500/119331473/4db5aa56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119340000/119331500/119331473/2ff1f3ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119340000/119331500/119331473/108896ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Station House East: Upscale Loft in the Historic District Cambridge, MD

[](https://www.expedia.com/Cambridge-Hotels-Station-House-East-Upscale-Loft-In-The-Historic-District-Cambridge.h119331473.Hotel-Information)

Downtown Cambridge

10/10

Exceptional

(7 reviews)

"The property was clean, accurate to the listing and to prior feedback from other visitors. We loved the area; very quaint and cute. We enjoyed our stay and would recommend it to anyone looking for a cozy place to stay. "

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

Amanda S.

$338 nightly

$358 total

Mar 17 - Mar 18

Total with taxes and fees

[](https://www.expedia.com/Cambridge-Hotels-Station-House-East-Upscale-Loft-In-The-Historic-District-Cambridge.h119331473.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)

![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)

![Exterior](https://images.trvl-media.com/lodging/106000000/105950000/105946100/105946058/013c787c.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

(10 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.

$368 nightly

$390 total

Mar 17 - Mar 18

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/82000000/81260000/81259300/81259255/6d418f2b.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)

![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.

$240 nightly

$254 total

Mar 15 - Mar 16

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/20000000/19210000/19208700/19208664/961d48f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/20000000/19210000/19208700/19208664/f9eaa1ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/20000000/19210000/19208700/19208664/bbf41e0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/20000000/19210000/19208700/19208664/5eec5b48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kentigern Shed at Scotland Yards

[](https://www.expedia.com/Scotland-Hotels-Kentigern-Shed-At-Scotland-Yards.h19208664.Hotel-Information)

Point Lookout

9.6/10

Exceptional

(155 reviews)

"Nice place to stay and very enjoyable environment. Management team is excellent to handle the property. "

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

william s.

$305 nightly

$326 total

Mar 14 - Mar 15

Total with taxes and fees

[](https://www.expedia.com/Scotland-Hotels-Kentigern-Shed-At-Scotland-Yards.h19208664.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)

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

![Exterior detail](https://images.trvl-media.com/lodging/64000000/63950000/63942900/63942827/83e49b48.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)

### 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.

$291 nightly

$308 total

Mar 31 - Apr 1

Total with taxes and fees

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

![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/93000000/92750000/92745600/92745551/ac31e97d.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.

$324 nightly

$358 total

Apr 1 - Apr 2

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)

![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)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/127000000/126960000/126959900/126959889/9dc11bbc.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

$198 nightly

$209 total

Mar 14 - Mar 15

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)

![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)

![Exterior](https://images.trvl-media.com/lodging/113000000/112360000/112353400/112353391/63e9fddc.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)

"The cottage was clean and welcoming. The location can't be beat. It is right on the water, quiet and nearby point lookout. Great place to visit and walk our dogs. The property owners were responsive and gave us a nice list of things to do around the area. Would definitely stay again!"

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

Adam P.

$366 nightly

$404 total

Mar 16 - Mar 17

Total with taxes and fees

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

![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)

![Dining](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522263/a1c3089f.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

9.6/10

Exceptional

(5 reviews)

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

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

Colleen G.

$367 nightly

$389 total

Mar 31 - Apr 1

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/104000000/103760000/103759100/103759056/a01170f3.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)

![Smart TV](https://images.trvl-media.com/lodging/104000000/103760000/103759100/103759056/4239f612.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

Mar 14 - Mar 15

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)

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

![Interior](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/dd4e694d.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)

![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

(8 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.

$421 nightly

$446 total

Mar 16 - Mar 17

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)

![Outdoor dining](https://images.trvl-media.com/lodging/64000000/63650000/63641700/63641659/a9c3170d.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)

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

![TV, fireplace, DVD player, stereo](https://images.trvl-media.com/lodging/64000000/63650000/63641700/63641659/ba3c3f81.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.

$264 nightly

$291 total

Apr 12 - Apr 13

Total with taxes and fees

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

![Smart TV](https://images.trvl-media.com/lodging/84000000/83070000/83066200/83066154/3f6b4c84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/84000000/83070000/83066200/83066154/960e2739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83070000/83066200/83066154/d811e5a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/84000000/83070000/83066200/83066154/d0df96b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### WATERFRONT!! \*\*HOT TUB\*\* 3 bedroom Oasis on 2+ acres - Sleeps 8

[](https://www.expedia.com/Cambridge-Hotels-WATERFRONT-3-Bed-Oasis-On-2-Acres-Sleeps-8.h83066154.Hotel-Information)

Cambridge

10/10

Exceptional

(14 reviews)

"Second time staying at this lovely, serene home/property. It’s the perfect getaway if you’re looking to escape into some peace! Highly recommend "

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

Jill C.

$499 nightly

$529 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Cambridge-Hotels-WATERFRONT-3-Bed-Oasis-On-2-Acres-Sleeps-8.h83066154.Hotel-Information)

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

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-27&endDate=2026-03-28&regionId=553248635976006636&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## 

The Annual Vacation Sale

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

[Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_553248635976006636)

## 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=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&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=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=COTTAGE)

Houseboats

[](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=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=HOUSE_BOAT)

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=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=VACATION_HOME)

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=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=APARTMENT)

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## Top Hoopers Island Hotel Reviews

![Spark by Hilton California Lexington Park](https://images.trvl-media.com/lodging/3000000/2870000/2862300/2862204/d911e70f_y.jpg)

### Spark by Hilton California Lexington Park

10/10 Excellent

"The room was very clean and comfortable. The staff was friendly and helpful. "

[](https://expedia.com/California-Hotels-Spark-By-Hilton-California-Lexington-Park.h2862204.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

"Room was very comfortable. Fantastic stay. "

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

![Sleep Inn & Suites California MD](https://images.trvl-media.com/lodging/1000000/860000/858600/858586/0093a94a_y.jpg)

### Sleep Inn & Suites California MD

6/10 Okay

"We were rather late coming in - 8 pm. Our check-in was actually rather quick and pleasant, but when we walked into our room we discovered it was not cleaned at all. Replacing the room, on the other hand took almost 40 minutes... and let's just say was exhausting. here is what was the worst part of our stay. We were there for a late sports event and we asked for late checkout. Not for free! Well, that WAS NOT an option. At all. The only way I was told I would get to keep my room even an hour (or two) later was to pay for the entire night. Rooms (both that we got a chance to witness) were tiny and cramped, water pressure in the shower was not there (taking a shower was just hard) and... it was not a pleasant experience over-all. We have to be in the area AT LEAST twice-a-year for MD States competitions and suffice it to say I will do my absolute best NOT to have to stay at this Hotel. "

[](https://expedia.com/California-Hotels-Red-Roof-Inn-Suites-California.h858586.Hotel-Information)

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

### Hyatt Regency Chesapeake Bay

10/10 Excellent

"The pools were warm and relaxing "

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

4/10 Poor

"Parking was secure and plentiful. Room #209 old but well maintained. Complaint was heating system was so loud that we got no sleep. Had bad headache from the sound and turning tv up to drown out noise. Loved jetted tub. Breakfast was a bonus and staff was good. "

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

![SureStay by Best Western Prince Frederick](https://images.trvl-media.com/lodging/102000000/101340000/101332200/101332130/12eccb95_y.jpg)

### SureStay by Best Western Prince Frederick

10/10 Excellent

"Yes"

[](https://expedia.com/Prince-Frederick-Hotels-Prince-Frederick.h101332130.Hotel-Information)

![Fairfield Inn by Marriott Lexington Park Patuxent River Naval Air Station](https://images.trvl-media.com/lodging/1000000/920000/913300/913205/fee3f6d4_y.jpg)

### Fairfield Inn by Marriott Lexington Park Patuxent River Naval Air Station

10/10 Excellent

"EVERYTHING was good and the staff!!! "

[](https://expedia.com/Lexington-Park-Hotels-Fairfield-Inn-Lexington-Park-Patuxent-River-Naval-Air-Station.h913205.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

2/10 Terrible

"There was a terrible cigarette smell. We ended having to leave in middle of night because we could no longer stand it."

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

8/10 Good

"It was short and the bathroom could have been a bit cleaner. "

[](https://expedia.com/Cambridge-Hotels-Days-Inn-Suites-By-Wyndham-Cambridge.h912574.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 $280 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

- Trending destinations on Expedia.com
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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)
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- [B&B in Hoopers Island ](https://expedia.com/Hoopers-Island-Bed-And-Breakfast.d553248635976006636-aaBedAndBreakfast.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)