A beach with seagulls, a rocky shoreline, and houses in the background.

Guest Houses in Calvert County

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Check prices for these dates

Next weekend
4 Sep - 6 Sep
In two weeks
11 Sep - 13 Sep
In one month
25 Sep - 27 Sep
In two months
23 Oct - 25 Oct

Our top choices for Calvert County guest houses

Terrace/patio

1. The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.4 out of 10, Exceptional, (157 reviews)
"Wonderful relaxing time. Beautiful setting with a balcony overlooking the water. The staff was very welcoming and accommodating."
United States
Pamela
The price is AED 753
AED 828 total
includes taxes & fees
30 Aug - 31 Aug
The Tilghman Island Inn
Coffee/tea maker, fridge, microwave, oven

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

West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis
Homewood
10.0 out of 10, Exceptional, (28 reviews)
"Very clean, nice area and very convenient to where we needed to be "
United States
Jordan B.
West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis
Property grounds

3. Woody Westover at Hillcrest

Woody Westover at Hillcrest
Southeast
9.4 out of 10, Exceptional, (24 reviews)
"Great place to stay in DC if you need the basics. Property was clean, in a very cute neighborhood with driveway parking. It was a 15 minute drive to the National Mall. The host was pleasant, provided clear instructions, and responded quickly."
United States
Daniela
The price is AED 314
AED 833 total
includes taxes & fees
30 Aug - 31 Aug
Woody Westover at Hillcrest
Smart TV, offices, computer monitors

4. Entire Suite Free Off Street Parking

Entire Suite Free Off Street Parking
Southeast
9.6 out of 10, Exceptional, (14 reviews)
"My family had a great stay in DC. The size and layout worked perfectly for my family. The home is conveniently located, and having a parking spot was awesome. Our hosts were communicative and so kind. We will stay here again on our next visit!"
United States
Teneka S.
Entire Suite Free Off Street Parking
Apartment, 2 Bedrooms | Private kitchen

5. Spacious La Plata Escape

Spacious La Plata Escape
2.0 star property
La Plata
8.6 out of 10, Excellent, (4 reviews)
"Great stay. The hosts were very communicative and answered all questions. Everything was nicer in person and smelled really good. I have no complaints and would stay again"
United States
Jazelle
The price is AED 561
AED 634 total
includes taxes & fees
6 Sep - 7 Sep
Spacious La Plata Escape
Interior

6. Barefoot Cottage A Quiet Coastal Retreat

Barefoot Cottage A Quiet Coastal Retreat
Arundel on the Bay
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful stay here. It was perfect for our trip and in a great location. I have no complaints and would stay here again if we visited this area!"
United States
Kristin H.
Barefoot Cottage A Quiet Coastal Retreat
TV, streaming services

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

Garden Cottage · Garden Cottage - Fire Pit and Grill near Beaches
Lusby
10.0 out of 10, Exceptional, (30 reviews)
"Had an excellent time here. Was so nice and clean very homey close to all the beaches and places we wanted to go. She had all the extras for our stay Great communication. Would love to come back"
United States
Patricia R.
Garden Cottage · Garden Cottage - Fire Pit and Grill near Beaches
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.
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Top Calvert County Hotel Reviews

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

8/10 Good
"Lovely room, clean, comfortable, well appointed & quiet. We’d be happy to stay longer in such a nice room! We asked for early check-in, & were told we’d be contacted when the room was ready, but there was no follow-up contact. Our morning shower had no hot water so we washed quickly! We knew there was ongoing work with the water supply but didn’t expect cold showers. When we reported the issue at the front desk, we were graciously offered breakfast at the on-site restaurant. So glad we accepted! Food (& service & view) were excellent. We didn’t consider the restaurant previously because there was no evidence of it aside from a sign on the door. A posted menu could help. It’s a long walk down a cold hallway and we totally would have not considered it as a breakfast option. Definitely recommend eating at the restaurant!"
Anita 1-night trip
Posted 2 hours ago
Annapolis Waterfront Hotel, Autograph Collection

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