Title: Talbot County Cottages from CA $378 | Expedia.ca

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# Search Talbot County Cottage Rentals from CA $378

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## Check prices for these dates

In two weeks

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248635976433159&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=553248635976433159&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=553248635976433159&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=553248635976433159&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 Talbot County

![](https://mediaim.expedia.com/destination/1/e708a2ddef7b36b18845a12b959447e3.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### St. Michaels

[](https://expedia.ca/St-Michaels-Cottages.d5940-aaCottages.Travel-Guide-Accommodation)

![](https://mediaim.expedia.com/destination/1/cdea9cfeb9448bee4366800709634e5a.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Easton

[](https://expedia.ca/Easton-Cottages.d7120-aaCottages.Travel-Guide-Accommodation)

![](https://mediaim.expedia.com/destination/2/1ca30351e4977f025892a59a71c86d66.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Tilghman

[](https://expedia.ca/Tilghman-Cottages.d166219-aaCottages.Travel-Guide-Accommodation)

![](https://mediaim.expedia.com/destination/1/93a8a4718d8c1ff357cc5c85c98e48db.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Oxford

[](https://expedia.ca/Oxford-Cottages.d142793-aaCottages.Travel-Guide-Accommodation)

## Our top choices for Talbot County cottages

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/115000000/114310000/114310000/114309947/w1179h1552x0y10-4ae4c675.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/115000000/114310000/114310000/114309947/a52717e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114310000/114310000/114309947/6b784e97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114310000/114310000/114309947/c42f42d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in North Beach

[](https://www.expedia.ca/North-Beach-Hotels-Charming-2-Bedroom-1-Bath-Cottage-With-AC.h114309947.Hotel-Information)

9.6/10

Exceptional

(4)

"Great place in a wonderful area! So cozy & well situated! A perfect weekend getaway!"

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

Jana S.

CA $175

CA $378 total

includes taxes & fees

Dec 31 - Jan 1, 2026

[](https://www.expedia.ca/North-Beach-Hotels-Charming-2-Bedroom-1-Bath-Cottage-With-AC.h114309947.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/20000000/19450000/19447700/19447633/1394ef03.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19450000/19447700/19447633/0fa1b011.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)

### Cottage in Wittman

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

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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34330000/34323900/34323855/3edd9bb1.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)

### Cottage in Downtown St. Michaels

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

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)

![Exterior](https://images.trvl-media.com/lodging/98000000/97090000/97083900/97083848/4ad81af5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/98000000/97090000/97083900/97083848/c48aeb69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/98000000/97090000/97083900/97083848/02bfe381.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/98000000/97090000/97083900/97083848/0d1709c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Stevensville

[](https://www.expedia.ca/Stevensville-Hotels-Accessible.h97083848.Hotel-Information)

10/10

Exceptional

(57)

"great stay ! all needs where met . "

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

randall j.

[](https://www.expedia.ca/Stevensville-Hotels-Accessible.h97083848.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93250000/93249900/93249890/w1024h680x0y3-4e0ea738.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/94000000/93250000/93249900/93249890/w1014h683x5y0-2c09c492.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/94000000/93250000/93249900/93249890/w779h683x123y0-d3a31295.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Lusby

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

9.8/10

Exceptional

(40)

"Great stay. Teresa was very helpful, the house is fun, and the location is great - nice place to visit."

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

Samuel W.

CA $171

CA $380 total

includes taxes & fees

Jan 22 - Jan 23, 2026

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

![Property grounds](https://images.trvl-media.com/lodging/33000000/32570000/32562400/32562385/c9d30e18.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)

### Cottage in Downtown 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)

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)

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

![TV](https://images.trvl-media.com/lodging/30000000/29630000/29627200/29627128/bb3e86c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Neavitt

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

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)

![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)

![Interior](https://images.trvl-media.com/lodging/112000000/111870000/111864800/111864762/de123ac5.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)

### Cottage in Bozman

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

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)

![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)

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

### Cottage in Cambridge

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

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/93000000/92010000/92008700/92008639/0310a691.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)

### Cottage in Cambridge

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

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 detail](https://images.trvl-media.com/lodging/93000000/92570000/92565900/92565863/w950h680x38y3-96439ab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/93000000/92570000/92565900/92565863/w707h678x157y5-ccae639e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92570000/92565900/92565863/w816h682x104y0-a072a320.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92570000/92565900/92565863/w951h680x36y3-968871c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Historic District

[](https://www.expedia.ca/Annapolis-Hotels-Secluded-Cozy-Cottage-In-Historic-Downtown.h92565863.Hotel-Information)

9.6/10

Exceptional

(16)

"Lovely, secluded cottage close to downtown Annapolis. Host was very accommodating and communicated lots of great info. Looking forward to coming back when we can stay longer."

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

Michael C.

CA $439

CA $789 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Annapolis-Hotels-Secluded-Cozy-Cottage-In-Historic-Downtown.h92565863.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/35000000/34820000/34819200/34819139/a9a40016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/35000000/34820000/34819200/34819139/e0ef988e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/35000000/34820000/34819200/34819139/577fe676.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34820000/34819200/34819139/47905cc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Hillsmere

[](https://www.expedia.ca/Annapolis-Hotels-The-Yellow-Cottage-On-Harness-Creek.h34819139.Hotel-Information)

10/10

Exceptional

(170)

"Wonderful stay. Quiet neighborhood. Host was accommodating and easy to communicate with. "

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

Dylan M.

[](https://www.expedia.ca/Annapolis-Hotels-The-Yellow-Cottage-On-Harness-Creek.h34819139.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108010000/108008600/108008595/fa37e440.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, printers](https://images.trvl-media.com/lodging/109000000/108010000/108008600/108008595/3508a401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/109000000/108010000/108008600/108008595/37ea1a39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, printers](https://images.trvl-media.com/lodging/109000000/108010000/108008600/108008595/dcb17a56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Stevensville

[](https://www.expedia.ca/Stevensville-Hotels-Charming-2-Bedroom-Waterfront-Cottage-In-Peaceful-Stevensville-With-AC.h108008595.Hotel-Information)

10/10

Exceptional

(6)

"Beautiful home. Very nice and quiet neighborhood on the water. "

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

shannan t.

CA $546

CA $1,210 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Stevensville-Hotels-Charming-2-Bedroom-Waterfront-Cottage-In-Peaceful-Stevensville-With-AC.h108008595.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70480000/70478400/70478395/944f3972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, foosball, books](https://images.trvl-media.com/lodging/71000000/70480000/70478400/70478395/93712141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/71000000/70480000/70478400/70478395/74758364.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/71000000/70480000/70478400/70478395/fda5f50c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Lusby

[](https://www.expedia.ca/Lusby-Hotels-Welcome-To-The-Boathouse-On-Mill-Creek.h70478395.Hotel-Information)

10/10

Exceptional

(55)

"Incredible property and stay."

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

Hunter B.

[](https://www.expedia.ca/Lusby-Hotels-Welcome-To-The-Boathouse-On-Mill-Creek.h70478395.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/84000000/83960000/83955900/83955892/bf684e4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/84000000/83960000/83955900/83955892/563ffbfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/84000000/83960000/83955900/83955892/f0332d71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/84000000/83960000/83955900/83955892/5d493e0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Cape Saint Claire

[](https://www.expedia.ca/Annapolis-Hotels-Annapolis-Firefly-Cottage-At-Cape-St-Claire.h83955892.Hotel-Information)

10/10

Exceptional

(102)

"We have stayed here since the property opened, 3x/year. It’s our “home away from home” when we’re in Annapolis visiting family. Couldn’t be more perfect for us—wouldn’t stay anywhere else!"

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

Nancy A.

[](https://www.expedia.ca/Annapolis-Hotels-Annapolis-Firefly-Cottage-At-Cape-St-Claire.h83955892.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83630000/83629800/83629771/2e68b6bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/84000000/83630000/83629800/83629771/fb7ea4cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83630000/83629800/83629771/308d3c76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/84000000/83630000/83629800/83629771/w401h266x6y6-c034bd61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Epping Forest

[](https://www.expedia.ca/Annapolis-Hotels-NEW-LISTING-Waterfront-Cottage.h83629771.Hotel-Information)

9.8/10

Exceptional

(30)

"We loved staying at the cottage. The atmosphere was incredibly peaceful and relaxing and the setting beautiful. Isaac was very helpful and thoughtful in responding to our questions and requests. "

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

Alizah D.

[](https://www.expedia.ca/Annapolis-Hotels-NEW-LISTING-Waterfront-Cottage.h83629771.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33510000/33506400/33506340/42cc6993.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33510000/33506400/33506340/90fa709b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/34000000/33510000/33506400/33506340/be9b544d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33510000/33506400/33506340/4c819a0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Churchton

[](https://www.expedia.ca/Churchton-Hotels-Watrfnt-Cottage-ChesapeakeParadise-KayaksDogs-OK.h33506340.Hotel-Information)

9.8/10

Exceptional

(82)

"The cottage was a wonderful place for me and my kids to stay. I really appreciate the thoughtfulness of the owner. We would definitely stay here again."

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

Paul M.

[](https://www.expedia.ca/Churchton-Hotels-Watrfnt-Cottage-ChesapeakeParadise-KayaksDogs-OK.h33506340.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78370000/78365300/78365246/0810597d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/79000000/78370000/78365300/78365246/f7d5f6dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/79000000/78370000/78365300/78365246/d16bc789.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/79000000/78370000/78365300/78365246/80d04926.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Saint Leonard

[](https://www.expedia.ca/St-Leonard-Hotels-Bayview-House-W-Hot-Tub.h78365246.Hotel-Information)

10/10

Exceptional

(18)

"The house was very nice and had great amenities supplied by the owners. "

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

Kenly

[](https://www.expedia.ca/St-Leonard-Hotels-Bayview-House-W-Hot-Tub.h78365246.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/32000000/31540000/31539000/31538967/2a2a2ec1.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)

![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)

### Cottage in Cambridge

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

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)

![Property grounds](https://images.trvl-media.com/lodging/88000000/87800000/87798600/87798557/a9944649.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)

### Cottage in Centreville

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

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)

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=2026-01-13&endDate=2026-01-14&regionId=553248635976433159&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

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Cottages

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Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Talbot+County%2C+Maryland%2C+United+States+of+America&regionId=553248635976433159&latLong=38.774495%2C-76.076306&adults=2&startDate=2026-03-30&d1=2026-03-30&endDate=2026-04-02&d2=2026-04-02&lodging=APARTMENT)

Condos

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Private vacation homes

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Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Talbot+County%2C+Maryland%2C+United+States+of+America&regionId=553248635976433159&latLong=38.774495%2C-76.076306&adults=2&startDate=2026-03-30&d1=2026-03-30&endDate=2026-04-02&d2=2026-04-02&lodging=HOUSE_BOAT)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Talbot+County%2C+Maryland%2C+United+States+of+America&regionId=553248635976433159&latLong=38.774495%2C-76.076306&adults=2&startDate=2026-03-30&d1=2026-03-30&endDate=2026-04-02&d2=2026-04-02&lodging=VILLA)

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## Top Talbot County Hotel Reviews

![DoubleTree by Hilton Hotel Annapolis](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/f77b4116_y.jpg)

### DoubleTree by Hilton Hotel Annapolis

10/10 Excellent

"Room was clean "

[](https://expedia.ca/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information)

![Crowne Plaza Annapolis by IHG](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/6084a9f0_y.jpg)

### Crowne Plaza Annapolis by IHG

10/10 Excellent

"Yes!"

[](https://expedia.ca/Annapolis-Hotels-Crowne-Plaza-Annapolis.h7668.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)

![Country Inn & Suites by Radisson, Annapolis, MD](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/d2b7f950_y.jpg)

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

10/10 Excellent

"Room was perfect"

[](https://expedia.ca/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.Hotel-Information)

![Inn at Perry Cabin](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/38b8c334_y.jpg)

### Inn at Perry Cabin

10/10 Excellent

"Fantastic - loved our stay!"

[](https://expedia.ca/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information)

![Comfort Inn Conference Center](https://images.trvl-media.com/lodging/1000000/20000/17300/17201/925f7921_y.jpg)

### Comfort Inn Conference Center

10/10 Excellent

"Clean and excellent bedding."

[](https://expedia.ca/Annapolis-Hotels-Comfort-Inn-Conference-Center.h17201.Hotel-Information)

![Historic Inns of Annapolis](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/bf4c0cc1_y.jpg)

### Historic Inns of Annapolis

10/10 Excellent

"Best place to stay is the main building"

[](https://expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information)

![The Westin Annapolis](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/w3998h2667x0y0-54f847ff_y.jpg)

### The Westin Annapolis

10/10 Excellent

"Beautiful and perfect location"

[](https://expedia.ca/Annapolis-Hotels-The-Westin-Annapolis.h1678710.Hotel-Information)

![Quality Inn](https://images.trvl-media.com/lodging/1000000/20000/11400/11364/fbc96e63_y.jpg)

### Quality Inn

10/10 Excellent

"it was fine"

[](https://expedia.ca/Easton-Hotels-Quality-Inn.h11364.Hotel-Information)

## Find out more about Talbot County

## Talbot County Cottages information

| Number of reviews | 1,339        |
| ----------------- | ------------ |
| Accommodation     | 131 Cottages |
| Lowest Price      | CA $378      |
| Highest Price     | CA $1,210    |

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- [Flights to Eastern Shore ](https://www.expedia.ca/Cheap-Flights-To-Eastern-Shore.d6025644.Travel-Guide-Flights)
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