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The best guest houses in Maryland

Check out our selection of great guest houses in Maryland

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Review Score

Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
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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. Breakfast was among the best I have ever had. It will be one of the top reasons I come back to the Oaks. The facility, grounds, staff and room were all fantastic.

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9.5
Exceptional
142 reviews
Price from
$399
per night

Haven Point Inn

Rock Hall

Haven Point Inn in Rock Hall provides adults-only accommodation with a garden, water sports facilities and barbecue 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. The room was very comfortable; breakfast was delicious(!) and included fresh herbs, tomatoes, etc., all from the proprietor's lovely garden that actually piped in soft music! The dining area was lovely and looked out through a wall of windows, into the garden. Every table had a lovely view. The cottage, where one finds the breakfast room had a very large collection of hand crafter jewelry, artwork and other lovely, local items for purchase. Finally, the Inn is an easy walk or bike ride (bikes provided at no charge) into town. Loved everything about this place. Highly recommend.

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9.5
Exceptional
102 reviews
Price from
$155
per night

Vandiver Inn

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. Featuring 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 cutest place I could imagine in the US countryside. It's like a place out of an American romance movie with 21st century comfort (everything we need nowadays is available). The complimentary breakfast was very very tasty.

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9.1
Wonderful
166 reviews
Price from
$151.05
per night

Splendid Cheerful 2-bedroom residential

Hyattsville

This air-conditioned guest house comes with a fully equipped kitchen, a seating area, a dining area and a flat-screen TV. Towels and bed linen are available in the guest house. For added privacy, the accommodation features a private entrance. Alaim was very kind and immediately helped with everything. The apartment is nice and has a great size. All is very comfy.

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9.6
Exceptional
5 reviews
Price from
$113
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. The nearest airport is Ronald Reagan Washington National Airport, 17 km from Harbor Riverside Property. The flat is nice and complete with all the necessities. It is also very convenient if you have to attend a conference in the nearby Congress Centre. The hosts are very welcoming and helpful. It was great to stay here.

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9.3
Wonderful
19 reviews
Price from
$340.20
per night

Inn at Osprey Point

Rock Hall

Offering an outdoor pool and a restaurant, Inn at Osprey Point is located in Rock Hall. Free WiFi access is available.

Each room here will provide you with a TV, air conditioning and cable channels. Private bathrooms also come with a bath or shower. Extras include a private pool and bed linen. The breakfast was nicely prepared and hosts were very solicitous, inquiring what I might like best.

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9.3
Wonderful
80 reviews
Price from
$234
per night

Flag House Inn

Annapolis

Flag House Inn is located in Annapolis, 1.8 km from Annapolis Harbor and 48 km from Carroll Park. Featuring 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. This is an outstanding hotel / Inn to spend the holidays. We loved it so much. Not only does the house provide beautiful rooms, very clean bathrooms and an outstanding dining room for breakfast, it is also run by such a special family that you feel home there. We enjoyed a luxury breakfast together with all the assistance one can offer. Anytime we come back to Annapolis, we would for sure stay there again.

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9.2
Wonderful
28 reviews
Price from
$298.80
per night

Comfort Inn Ocean City Boardwalk

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. I enjoyed our stay very much, and we will come back again..

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8.5
Very Good
2,101 reviews
Price from
$99
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. Ver nice to have stayed in the same room as the Colonel. Very close to everything we needed to have for our stay.

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8.2
Very Good
155 reviews
Price from
$236.25
per night

St Michaels Harbour Inn, Marina and Spa

Saint Michaels

Meeting facilities and luggage storage available at St Michaels Harbor Inn. There is a 24-hour front desk. An array of activities can be enjoyed on site or in the surroundings, including cycling, fishing and kayaking. We did not do breakfast. My daughter stayed there a few years ago and said you had a continental breakfast. When we arrived we found out you no longer provide a continental breakfast. The room was nice and the view wonderful. We watched an American Eagle scoop up a fish out of the river. We also liked having the bikes available.

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8.5
Very Good
687 reviews
Price from
$224
per night

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