Title: Caroline County Cottages  | Expedia.ca

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![Aerial view of the Choptank River in Maryland, with calm waters and vibrant greenery](https://images.trvl-media.com/place/553248635976434148/1612c71d-0db1-48cc-9500-863759de3a04.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Search Caroline County Cottage Rentals 

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## Check prices for these dates

In two weeks

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248635976434148&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976434148&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=553248635976434148&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 four months

[Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976434148&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)

## Top Cities in Caroline County

![](https://mediaim.expedia.com/destination/2/7d84acc9eed28536680439b6391ae18c.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Denton

[](https://expedia.ca/Denton-Cottages.d6048051-aaCottages.Travel-Guide-Accommodation)

![](https://mediaim.expedia.com/destination/1/e656c6eefce865189ec0da2e321c8605.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Preston

[](https://expedia.ca/Preston-Cottages.d3000440824-aaCottages.Travel-Guide-Accommodation)

![](https://mediaim.expedia.com/destination/2/347de59302f62ebaca58aa45d4fe173d.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Ridgely

[](https://expedia.ca/Ridgely-Cottages.d151310-aaCottages.Travel-Guide-Accommodation)

## Our top choices for Caroline County cottages

![Exterior](https://images.trvl-media.com/lodging/20000000/19450000/19447700/19447633/1394ef03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/20000000/19450000/19447700/19447633/1c66bbc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/20000000/19450000/19447700/19447633/f7cccf1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/20000000/19450000/19447700/19447633/1940a1bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relaxing Waterfront Cottage Near St Michaels, Maryland

[](https://www.expedia.ca/Wittman-Hotels-Relaxing-Waterfront-Cottage-Near-St-Michaels.h19447633.Hotel-Information)

Wittman

9.8/10

Exceptional

(238)

"We enjoy it very much, we come every year."

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

bruce j.

[](https://www.expedia.ca/Wittman-Hotels-Relaxing-Waterfront-Cottage-Near-St-Michaels.h19447633.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/35000000/34330000/34323900/34323855/3245ad2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/35000000/34330000/34323900/34323855/7bfe15bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34330000/34323900/34323855/w1919h1439x0y0-289d79c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34330000/34323900/34323855/691f4295.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town

[](https://www.expedia.ca/St-Michaels-Hotels-Premier-St-Michaels-Cottage-T-Blades-House-Walk-To-Everything-In-Town.h34323855.Hotel-Information)

Downtown St. Michaels

9.6/10

Exceptional

(147)

"This is such a great house - perfect location. Very roomy and comfortable. The owner is super responsive as well. Highly recommend!"

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

maggie k.

[](https://www.expedia.ca/St-Michaels-Hotels-Premier-St-Michaels-Cottage-T-Blades-House-Walk-To-Everything-In-Town.h34323855.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/33000000/32570000/32562400/32562385/0d1878e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/33000000/32570000/32562400/32562385/10a98dfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/33000000/32570000/32562400/32562385/afb23ce9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/33000000/32570000/32562400/32562385/9cea1d1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

[](https://www.expedia.ca/St-Michaels-Hotels-John-Bruff-Waterview-Cottage-On-Harbor-And-On-Park-In-Town-St-Michaels.h32562385.Hotel-Information)

Downtown St. Michaels

9.6/10

Exceptional

(125)

"Beautifully restored historic home, in a quaint neighborhood, near the water and downtown. We loved it!"

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

Michael S.

[](https://www.expedia.ca/St-Michaels-Hotels-John-Bruff-Waterview-Cottage-On-Harbor-And-On-Park-In-Town-St-Michaels.h32562385.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/30000000/29630000/29627200/29627128/2d664df9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29630000/29627200/29627128/f2d8c78b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29630000/29627200/29627128/44c1bbd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/30000000/29630000/29627200/29627128/42d18113.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Middle Point Cabin in Saint Michaels

[](https://www.expedia.ca/Neavitt-Hotels-The-Middle-Point-Cottage-At-Saint-Michaels.h29627128.Hotel-Information)

Neavitt

9.8/10

Exceptional

(57)

"We had a great stay. The cottage is just like the pictures. Nice area…lots of things to do."

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

Michael

[](https://www.expedia.ca/Neavitt-Hotels-The-Middle-Point-Cottage-At-Saint-Michaels.h29627128.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/112000000/111870000/111864800/111864762/14b53623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/112000000/111870000/111864800/111864762/82ae9c9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111870000/111864800/111864762/b76d3cab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111870000/111864800/111864762/b777cecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Waterfront Cottage Retreat near St. Michaels

[](https://www.expedia.ca/Bozman-Hotels-Charming-Waterfront-Cottage-Retreat-Near-St-Michaels.h111864762.Hotel-Information)

Bozman

10/10

Exceptional

(10)

"My husband and I were delighted to stay in this beautiful home located on the most picturesque property for our 30th wedding anniversary. From the design of the house to the small details within it, making it feel like a home away from home, everything was perfect. We will stay here again should we revisit this area! "

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

Jennifer F.

[](https://www.expedia.ca/Bozman-Hotels-Charming-Waterfront-Cottage-Retreat-Near-St-Michaels.h111864762.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33510000/33506200/33506110/1dc9ddc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor banquet area](https://images.trvl-media.com/lodging/34000000/33510000/33506200/33506110/d6f3062d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33510000/33506200/33506110/b73afede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/34000000/33510000/33506200/33506110/c5d1df22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Family and Pet-Friendly, Waterfront with Pier

[](https://www.expedia.ca/Cambridge-Hotels-Family-And-Pet-Friendly.h33506110.Hotel-Information)

Cambridge

10/10

Exceptional

(265)

"Robert and Clarissa were welcoming and as hospitable as could be. The scenery was just beautiful. Great stay for Ironman Maryland!"

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

Karlee C.

[](https://www.expedia.ca/Cambridge-Hotels-Family-And-Pet-Friendly.h33506110.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92010000/92008700/92008639/91bc10a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92010000/92008700/92008639/8a60f7ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/93000000/92010000/92008700/92008639/1a21e043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/93000000/92010000/92008700/92008639/0809820d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

[](https://www.expedia.ca/Cambridge-Hotels-Cozy-Cottage-With-Private-Dock-Chesapeake-Bay-Cambridge.h92008639.Hotel-Information)

Cambridge

10/10

Exceptional

(16)

"Well equipped and super clean; great place!"

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

Steve S.

[](https://www.expedia.ca/Cambridge-Hotels-Cozy-Cottage-With-Private-Dock-Chesapeake-Bay-Cambridge.h92008639.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/69000000/68690000/68690000/68689941/097fc415.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/69000000/68690000/68690000/68689941/59255552.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/69000000/68690000/68690000/68689941/5a3521ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68690000/68690000/68689941/96b3a27b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Grandma's Cottage Milford Delaware 

[](https://www.expedia.ca/Dover-Hotels-Grandmas-Cottage.h68689941.Hotel-Information)

Milford

10/10

Exceptional

(112)

"Once again, I had a great stay at Grandma’s Cottage. This charming, quaint cozy cottage allows for easy access to the beaches. It’s a great place for a quiet getaway. "

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

Mary A.

[](https://www.expedia.ca/Dover-Hotels-Grandmas-Cottage.h68689941.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/32000000/31540000/31539000/31538967/d19dc15d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31540000/31539000/31538967/ecbc0c07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/32000000/31540000/31539000/31538967/w3235h2160x5y0-4d6d75e1.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/32000000/31540000/31539000/31538967/f031883c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cedar Point 6.5 Acre Waterfront Family Retreat With Pool And Sandy Beach!

[](https://www.expedia.ca/Cambridge-Hotels-Cedar-Point-65-Acre-Waterfront-Family-Retreat-With-Pool-And-Sandy-Beach.h31538967.Hotel-Information)

Cambridge

10/10

Exceptional

(88)

"Beautiful property in a great location!"

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

Deirdre G.

[](https://www.expedia.ca/Cambridge-Hotels-Cedar-Point-65-Acre-Waterfront-Family-Retreat-With-Pool-And-Sandy-Beach.h31538967.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/88000000/87800000/87798600/87798557/817adbb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/88000000/87800000/87798600/87798557/5a44ca4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/88000000/87800000/87798600/87798557/e20d37d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/88000000/87800000/87798600/87798557/a9944649.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy, unique, historic registered cottage on the Corsica River!

[](https://www.expedia.ca/Centreville-Hotels-Cozy.h87798557.Hotel-Information)

Centreville

10/10

Exceptional

(6)

"Lovely property, cool history beautiful decor"

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

Christine C.

[](https://www.expedia.ca/Centreville-Hotels-Cozy.h87798557.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/33000000/32600000/32590200/32590170/831e4185.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/33000000/32600000/32590200/32590170/22b0e30e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/33000000/32600000/32590200/32590170/7dc8015a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/33000000/32600000/32590200/32590170/w1919h1440x0y0-69f18a52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

[](https://www.expedia.ca/St-Michaels-Hotels-Location.h32590170.Hotel-Information)

Downtown St. Michaels

9.6/10

Exceptional

(127)

"Beautiful little cottage! Location is perfect."

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

John B.

[](https://www.expedia.ca/St-Michaels-Hotels-Location.h32590170.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96970000/96966700/96966609/361161dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/96970000/96966700/96966609/b9fba245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player](https://images.trvl-media.com/lodging/97000000/96970000/96966700/96966609/5e527d61.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/97000000/96970000/96966700/96966609/f46875bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront property with private boat ramp and new dock! 

[](https://www.expedia.ca/Cambridge-Hotels-Waterfront-Property-With-Private-Boat-Ramp-And-New-Dock.h96966609.Hotel-Information)

Cambridge

9.2/10

Wonderful

(17)

"Awesome place to stay while we were in town for a wedding! We loved getting to kayak& wish we could've stayed longer. Thanks :)"

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

Tamar S.

[](https://www.expedia.ca/Cambridge-Hotels-Waterfront-Property-With-Private-Boat-Ramp-And-New-Dock.h96966609.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/35000000/34590000/34583000/34582947/24b8beb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34590000/34583000/34582947/c6df8085.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34590000/34583000/34582947/3b8e0d12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/35000000/34590000/34583000/34582947/0ffdd0ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

[](https://www.expedia.ca/St-Michaels-Hotels-Carpenter-St-Cottage-In-The-Heart-Of-St-Michaels-Village-Large-Screened-Porch.h34582947.Hotel-Information)

Downtown St. Michaels

9.8/10

Exceptional

(196)

"We will definitely stay at this property again! It’s so close to the water and downtown! Very charming and has all the modern conveniences! "

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

Suzanne E.

[](https://www.expedia.ca/St-Michaels-Hotels-Carpenter-St-Cottage-In-The-Heart-Of-St-Michaels-Village-Large-Screened-Porch.h34582947.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/99000000/98520000/98514500/98514456/97767946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/99000000/98520000/98514500/98514456/f1bc6e54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/99000000/98520000/98514500/98514456/1800b173.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/99000000/98520000/98514500/98514456/ce1c4da7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### "Point of View" Waterfront cottage with panoramic views on Tilghman Island

[](https://www.expedia.ca/Tilghman-Hotels-Waterfront-Cottage-With-Panoramic-Views-On-Tilghman-Island.h98514456.Hotel-Information)

Tilghman Island

10/10

Exceptional

(14)

"We had a wonderful stay at the Point of a View Cottage! The views are spectacular and we also enjoyed how easy it was to walk to places to eat and the local market. Recommendations for places to eat were spot on and also appreciated a message over the weekend notifying us of the local craft market held Sunday morning. Would love to come again one day! "

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

Jennifer L.

[](https://www.expedia.ca/Tilghman-Hotels-Waterfront-Cottage-With-Panoramic-Views-On-Tilghman-Island.h98514456.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76920000/76917200/76917181/76171167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/77000000/76920000/76917200/76917181/76dff7fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/77000000/76920000/76917200/76917181/b8f3c230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76920000/76917200/76917181/6128af6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Be persuaded to experience this vintage cottage by the Sassa

[](https://www.expedia.ca/Galena-Hotels-Be-Persuaded-To-Experience-This-Vintage-Cottage-By-The-Sassa.h76917181.Hotel-Information)

Galena

9.2/10

Wonderful

(11)

"We had a nice stay! The house had everything we needed and was comfortable for our trip. Overall the place was in good shape and worked well for us."

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

Kristen P.

[](https://www.expedia.ca/Galena-Hotels-Be-Persuaded-To-Experience-This-Vintage-Cottage-By-The-Sassa.h76917181.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/35000000/34580000/34579400/34579386/35f0af8a_edited_b6d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34580000/34579400/34579386/90-7a8ed633.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/35000000/34580000/34579400/34579386/f6847b8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34580000/34579400/34579386/37bdadc4_edited_a2c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Secluded Waterfront Cottage on 200 acre farm near Queenstown

[](https://www.expedia.ca/Centreville-Hotels-Secluded-Waterfront-Cottage-On-200-Acre-Farm-Near-Queenstown.h34579386.Hotel-Information)

Centreville

10/10

Exceptional

(105)

"Great stay!"

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

Scott L.

[](https://www.expedia.ca/Centreville-Hotels-Secluded-Waterfront-Cottage-On-200-Acre-Farm-Near-Queenstown.h34579386.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/115000000/114590000/114588600/114588502/938d7ba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/115000000/114590000/114588600/114588502/66cb2e16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114590000/114588600/114588502/d3c9fe4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/115000000/114590000/114588600/114588502/639bccd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### #2 Egret Cottage Harris Cove

[](https://www.expedia.ca/St-Michaels-Hotels-2-Egret-Cottage-Harris-Cove.h114588502.Hotel-Information)

Saint Michaels

10/10

Exceptional

(1)

[](https://www.expedia.ca/St-Michaels-Hotels-2-Egret-Cottage-Harris-Cove.h114588502.Hotel-Information)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/103000000/102570000/102567500/102567483/9887a15c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/103000000/102570000/102567500/102567483/b383c6a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/103000000/102570000/102567500/102567483/763dbc6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/103000000/102570000/102567500/102567483/dd9e768d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!

[](https://www.expedia.ca/Trappe-Hotels-Spacious-Trappe-Getaway-W-Outdoor-Pool-Gazebo.h102567483.Hotel-Information)

Trappe

[](https://www.expedia.ca/Trappe-Hotels-Spacious-Trappe-Getaway-W-Outdoor-Pool-Gazebo.h102567483.Hotel-Information)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93547400/93547362/3800767a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93547400/93547362/f478e061.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93547400/93547362/95b48da4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93547400/93547362/2db62470.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Grasonville Home w/ Private Pool on the Water

[](https://www.expedia.ca/Grasonville-Hotels-Grasonville-Home-W-Private-Pool-On-The-Water.h93547362.Hotel-Information)

Grasonville

[](https://www.expedia.ca/Grasonville-Hotels-Grasonville-Home-W-Private-Pool-On-The-Water.h93547362.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/101000000/100220000/100216700/100216614/3b8bf7b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100220000/100216700/100216614/9b477a5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/101000000/100220000/100216700/100216614/d218431f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/101000000/100220000/100216700/100216614/8efe0285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE

[](https://www.expedia.ca/Tilghman-Hotels-Artists.h100216614.Hotel-Information)

Tilghman Island

10/10

Exceptional

(13)

"Everything about the place was perfect for a getaway loved the place everything was handy and setup perfectly to relax and enjoy the scenery "

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

David M.

[](https://www.expedia.ca/Tilghman-Hotels-Artists.h100216614.Hotel-Information)

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

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-15&endDate=2026-01-16&regionId=553248635976434148&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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[Sign in

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## Top Caroline County Hotel Reviews

![Bally's Dover Casino Resort](https://images.trvl-media.com/lodging/2000000/1580000/1573000/1572988/b37bb6df_y.jpg)

### Bally's Dover Casino Resort

10/10 Excellent

"Yes"

[](https://expedia.ca/Dover-Hotels-Dover-Downs-Hotel-Casino.h1572988.Hotel-Information)

![Tru by Hilton Georgetown](https://images.trvl-media.com/lodging/37000000/36250000/36247600/36247517/43c13260_y.jpg)

### Tru by Hilton Georgetown

10/10 Excellent

"I have stayed here before and the hotel is well kept. Staff are welcoming. Breakfast in the morning is well prepared. Having a indoor pool is great as well. "

[](https://expedia.ca/Rehoboth-Beach-Hotels-Tru-By-Hilton-Georgetown.h36247517.Hotel-Information)

![Microtel Inn & Suites By Wyndham Georgetown Delaware Beaches](https://images.trvl-media.com/lodging/9000000/8750000/8740800/8740727/1c6278af_y.jpg)

### Microtel Inn & Suites By Wyndham Georgetown Delaware Beaches

10/10 Excellent

"All the above! Just nothing the shower handle needs a screw in it, so it would work better."

[](https://expedia.ca/Rehoboth-Beach-Hotels-Microtel-Inn-Suites-By-Wyndham-Georgetown-Delaware-Beaches.h8740727.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

"So good!!"

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

![Hyatt Place Kent Narrows & Marina](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/35e0cb86_y.jpg)

### Hyatt Place Kent Narrows & Marina

10/10 Excellent

"The staff are the absolute best. Our room was perfect."

[](https://expedia.ca/Grasonville-Hotels-Hyatt-Place-Kent-Narrows-Marina.h77974873.Hotel-Information)

![Comfort Inn & Suites Dover near Speedway](https://images.trvl-media.com/lodging/2000000/1840000/1831100/1831095/c1d84f60_y.jpg)

### Comfort Inn & Suites Dover near Speedway

10/10 Excellent

"Staff were kind, courteous and helpful. Thank you!"

[](https://expedia.ca/Dover-Hotels-Comfort-Inn-Suites.h1831095.Hotel-Information)

![Quality Inn](https://images.trvl-media.com/lodging/2000000/1790000/1781300/1781239/817be2e3_y.jpg)

### Quality Inn

10/10 Excellent

"Great stay"

[](https://expedia.ca/Dover-Hotels-Quality-Inn.h1781239.Hotel-Information)

![Best Western Denton Inn](https://images.trvl-media.com/lodging/2000000/1110000/1101900/1101833/9475aafe_y.jpg)

### Best Western Denton Inn

10/10 Excellent

"I stayed here for 5 days while visiting my son, DIL, and 3 grandchildren!! It was neat, clean and very friendly!! The breakfast is fabulous! The homemade waffles alone are worth it!! It would be nice if Greek Yogurt were an option, just FYI. Thank you for a wonderful visit, and since I have family in the area...I know I will be back!!!"

[](https://expedia.ca/Denton-Hotels-Best-Western-Denton-Inn.h1101833.Hotel-Information)

![Microtel Inn & Suites by Wyndham Dover](https://images.trvl-media.com/lodging/2000000/1510000/1509700/1509695/b1bab4b1_y.jpg)

### Microtel Inn & Suites by Wyndham Dover

10/10 Excellent

"The room was neat, clean and well-stocked with the essentials. The front desk staff was friendly and professional. We stay here every year!the location is quiet and convenient. "

[](https://expedia.ca/Dover-Hotels-Microtel-Inn-Suites-By-Wyndham-Dover.h1509695.Hotel-Information)

## Find out more about Caroline County

## Caroline County Cottages information

| Number of reviews | 1,367       |
| ----------------- | ----------- |
| Accommodation     | 68 Cottages |
| Lowest Price      |             |
| Highest Price     |             |

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- [Wye Landing ](https://www.expedia.ca/Wye-Landing-Wye-Mills.d553248621532662354.Vacation-Attraction)

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