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The best guest houses in Maryland

Check out our pick of great guest houses in Maryland

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Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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Vandiver Inn 3 stars

Havre de Grace

Featuring a shared lounge and a bar, Vandiver Inn is located in Havre de Grace, 39 km from Tennis Courts and 39 km from Tennis Court. With a garden, the 3-star inn has air-conditioned rooms with free WiFi, each with a private bathroom. The property is non-smoking and is situated 40 km from University of Delaware. The staff was wonderful! The beds were incredibly comfortable and the ambiance perfect!

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9.1
Superb
143 reviews
Price from
£138
per night

SUITE A - Private Cozy, Spacious Suite with Private Bathroom

Bowie

SUITE A - Private Cozy, Spacious Suite with Private Bathroom is located in Bowie, 19 km from Washington Union Station, 19 km from Supreme Court, as well as 19 km from U.S. Capitol. During your time staying in this recently renovated guest house, dating back to 2006, you will have access to free WiFi. The property is non-smoking and is set 10 km from Addison Road-Seat Pleasant. beautiful house with well kept property. Common spaces are cozy and kitchen has all amenities. Very comfortable place to stay

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9.2
Superb
6 reviews
Price from
£123
per night

guesthouse by good neighbor

Baltimore

Located in Baltimore, guesthouse by good neighbor features a garden, terrace, restaurant, and free WiFi throughout the property. The property is around 2.6 km from Baltimore Museum of Art, 4.2 km from Baltimore - Penn Station, MD and 4.2 km from Baltimore Zoo. The property is non-smoking and is situated 2.4 km from Johns Hopkins University. This place was beautifully designed and so thoughtful. The interiors were decorated so intentionally and the exterior space was super impressive. Staff also let us park our box truck behind the hotel which was super great. Would totally stay here again if we are back in town. Cheers to the ownership of this space. I’m sure it took a lot of hard work to get a place like this up and running.

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9.7
Exceptional
9 reviews
Price from
£136
per night

Harbor Riverside Property

Fort Washington

The spacious guest house comes with a flat-screen TV. Towels and bed linen are provided in the guest house. For added privacy, the accommodation features a private entrance.

Carlyle House is 11 km from the guest house, while Old Town Waterfront is 11 km away. Ronald Reagan Washington National Airport is 17 km from the property. Very clean. Easy walk to Gaylord. Great host!

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9.3
Superb
26 reviews
Price from
£197
per night

The Oaks Waterfront

Saint Michaels

Complimentary use of bicycles is available at this inn and the area is popular for canoeing. Annapolis is 38 km from The Oaks Waterfront, while Cambridge is 21 km away. Baltimore - Washington International Airport is 64 km from the property. An amazing early week getaway! At first, I was concerned when my wife booked our Monday to Thursday vacation at a wedding venue. I was very pleasantly surprised to experience an amazingly wonderful vacation! I discovered and confirmed that, as a wedding venue, they are not always very busy from Sunday to Thursday. During our week, there were four other couples or families on the property. We only saw them at breakfast or at a distance on the property. The rest of the time we felt like we had the entire property to ourselves. The breakfasts were wonderful! We were given options and our selections were prepared specifically for us, at the time of our request. Being gluten intolerant, we discovered that the Oaks staff was very knowledgeable about gluten sensitivities and were able to provide entrées to meet our dietary restrictions that were very tasty and appealing! We were fully prepared to experience all kinds of mosquitoes and insects, being on the Eastern shore of Maryland in August. To our surprise, we did not see any mosquitoes, spiders, or any other types of insects throughout our entire stay. I even looked under the Adirondack chairs and recliners in the pool area and around the property and did not see any insects or spiders of any kind. We asked and were told that the property is sprayed regularly. The staff (especially Lamond) were exceptionally supportive throughout our entire stay. The entire property was clean and well-kept. We thoroughly enjoyed ourselves and highly recommend this property!

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9.5
Exceptional
60 reviews
Price from
£384
per night

Haven Point Inn

Rock Hall

Haven Point Inn in Rock Hall provides adults-only accommodation with a garden, a terrace and water sports facilities. The inn also offers free WiFi as well as a paid airport shuttle service.

Complete with a private bathroom equipped with a hairdryer, the units at the inn have a TV and air conditioning, and certain rooms will provide you with a balcony. All units will provide guests with a fridge. Loved the quiet and easy location.

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9.4
Superb
83 reviews

Inn at Osprey Point

Rock Hall

Inn at Osprey Point features free bikes, seasonal outdoor swimming pool, a garden and restaurant in Rock Hall. With a bar, the property also has barbecue facilities. There is free private parking and the property offers paid airport shuttle service. Osprey Point Inn is located right on the water in a peaceful setting. There is so much wildlife around-my husband went birdwatching every morning, finding birds and seeing deer. The breakfast choices were amazing-frittatas, quiche, casseroles, fresh fruit, freshly baked pastries and so much more! While in an isolated quiet area, easy to get to restaurants in Rock Hall as well as a quick trip to get to Chestertown. Everyone was beyond wonderful!

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9.5
Exceptional
86 reviews
Price from
£153
per night

Flag House Inn 5 stars

Annapolis

Located within 1.8 km of Annapolis Harbor and 48 km of Carroll Park, Flag House Inn provides rooms in Annapolis. With a shared lounge, the 5-star inn has air-conditioned rooms with free WiFi, each with a private bathroom. Private parking is available on site. Charming building, great location and amazing staff who went above and beyond to make our stay truly memorable.

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9
Superb
32 reviews
Price from
£184
per night

Comfort Inn Ocean City Boardwalk 2 stars

Boardwalk, Ocean City

The Comfort Inn Boardwalk is located near Ocean City Beach and the Ocean City Boardwalk, offering shopping, dining and entertainment. The Ocean City Municipal Airport is 8 km away. Free WiFi is offered as well as free on-site parking. Location, clean bed, and breakfast

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8.6
Fabulous
2,065 reviews
Price from
£72
per night

Old Brick Inn

Saint Michaels

Old Brick Inn is made up of three buildings, all situated in St. Michaels, Maryland. The property features free WiFi and parking. All rooms at Old Brick Inn have air conditioning, flat screen cable TV's and private bathrooms with some featuring double showers or spa baths. We didn't get to try it because we had a environmental boat tour of Poplar Island we had to leave early for. The yard and porch was beautiful, shaded with places to sit. The furnishings were beautiful and relaxing in their atmosphere

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8.6
Fabulous
152 reviews
Price from
£121
per night

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