Book Guest Houses in Calvert County, MD

Top cities with Guest Houses to explore in Calvert County

A harbor with boats docked, a pier, and a row of houses along the water.

Chesapeake Beach

Guest Houses

Top Guest Houses in Calvert County

The Tilghman Island Inn

21384 Coopertown Rd Tilghman MD

Free Cancellation

Reserve now, pay when you stay

$225 nightly

$248 total

Aug 9 - Aug 10

Total with taxes and fees

This guesthouse doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. Enjoy the seasonal outdoor pool and conveniences like a terrace and wedding services.

West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis

Annapolis MD

$335 nightly

$382 total

Jul 20 - Jul 21

Total with taxes and fees

This guesthouse features a garden, laundry facilities, and barbecue grills.

Woody Westover at Hillcrest

Washington DC

$188 nightly

$218 total

Jul 18 - Jul 19

Total with taxes and fees

A garden is available at this guesthouse.

Entire Suite Free Off Street Parking

Washington DC

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This guesthouse features laundry facilities.

Spacious La Plata Escape

6770 Glen Albin Rd La Plata MD

Free Cancellation

Reserve now, pay when you stay

$170 nightly

$192 total

Aug 16 - Aug 17

Total with taxes and fees

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities and a virtual front desk are also provided.

Newly Renovated Guest House located in Oxford MD

Oxford MD

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A garden is available at this guesthouse.

Stay Barefoot•Bikes•Kayaks•Bay Access•USNA

annapolis MD

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This guesthouse features a garden, laundry facilities, and barbecue grills.

Garden Cottage · Garden Cottage - Fire Pit and Grill near Beaches

Lusby MD

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Stay at this guesthouse in Lusby. Popular attractions Vera's White Sands Marina and Perigeaux Vineyards and Winery are located nearby.

Modern 2BR ADU – Mins to Wharf & Audi Field

Washington DC

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Stay at this guesthouse in Washington. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Nationals Park and MGM National Harbor Casino are located nearby.

Private 2BR Carriage House near Navy Yard

Washington DC

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Stay at this guesthouse in Washington. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Nationals Park and MGM National Harbor Casino are located nearby.

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See all available properties in Calvert County

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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.

Top Guest Houses in Calvert County

The Tilghman Island Inn

21384 Coopertown Rd Tilghman MD

Free Cancellation

Reserve now, pay when you stay

$225 nightly

$248 total

Aug 9 - Aug 10

Total with taxes and fees

This guesthouse doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. Enjoy the seasonal outdoor pool and conveniences like a terrace and wedding services.

West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis

Annapolis MD

$335 nightly

$382 total

Jul 20 - Jul 21

Total with taxes and fees

This guesthouse features a garden, laundry facilities, and barbecue grills.

Woody Westover at Hillcrest

Washington DC

$188 nightly

$218 total

Jul 18 - Jul 19

Total with taxes and fees

A garden is available at this guesthouse.

Entire Suite Free Off Street Parking

Washington DC

Get rates

This guesthouse features laundry facilities.

Spacious La Plata Escape

6770 Glen Albin Rd La Plata MD

Free Cancellation

Reserve now, pay when you stay

$170 nightly

$192 total

Aug 16 - Aug 17

Total with taxes and fees

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities and a virtual front desk are also provided.

Newly Renovated Guest House located in Oxford MD

Oxford MD

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A garden is available at this guesthouse.

Stay Barefoot•Bikes•Kayaks•Bay Access•USNA

annapolis MD

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This guesthouse features a garden, laundry facilities, and barbecue grills.

Garden Cottage · Garden Cottage - Fire Pit and Grill near Beaches

Lusby MD

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Stay at this guesthouse in Lusby. Popular attractions Vera's White Sands Marina and Perigeaux Vineyards and Winery are located nearby.

Modern 2BR ADU – Mins to Wharf & Audi Field

Washington DC

Get rates

Stay at this guesthouse in Washington. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Nationals Park and MGM National Harbor Casino are located nearby.

Private 2BR Carriage House near Navy Yard

Washington DC

Get rates

Stay at this guesthouse in Washington. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Nationals Park and MGM National Harbor Casino are located nearby.

Don't see what you're looking for?

See all available properties in Calvert County

View all properties

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.

Top hotels in Calvert County

Harborside Hotel

6400 Oxon Hill Road Oxon Hill MD

$169 nightly

$191 total

Jul 26 - Jul 27

Total with taxes and fees

8.8/10 Excellent! (1,827 reviews)

Calvert County Guest Houses essential information

Accommodation	10 Guest Houses
Lowest Price	$121
Highest Price	$382
Popular accommodation	The Tilghman Island Inn, West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis , Woody Westover at Hillcrest, Entire Suite Free Off Street Parking , Spacious La Plata Escape, Newly Renovated Guest House located in Oxford MD, Stay Barefoot•Bikes•Kayaks•Bay Access•USNA, Garden Cottage · Garden Cottage - Fire Pit and Grill near Beaches, Modern 2BR ADU – Mins to Wharf & Audi Field, Private 2BR Carriage House near Navy Yard

Calvert County Guest Houses essential information

Accommodation	10 Guest Houses
Lowest Price	$121
Highest Price	$382
Popular accommodation	The Tilghman Island Inn, West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis , Woody Westover at Hillcrest, Entire Suite Free Off Street Parking , Spacious La Plata Escape, Newly Renovated Guest House located in Oxford MD, Stay Barefoot•Bikes•Kayaks•Bay Access•USNA, Garden Cottage · Garden Cottage - Fire Pit and Grill near Beaches, Modern 2BR ADU – Mins to Wharf & Audi Field, Private 2BR Carriage House near Navy Yard