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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+
Our top picks Lowest Price First Star rating and price Top reviewed

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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. 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. Miss Liz your stuffed berry cream cheese waffle was AMAZING!! Carolyn is such a joy. So friendly and knowledgeable. She is perfect to represent the Vandiver Inn.

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9.1
Wonderful
147 reviews
Price from
$151.05
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
Wonderful
6 reviews
Price from
$100
per night

guesthouse by good neighbor

Baltimore

Located in Baltimore, 2.4 km from Johns Hopkins University, guesthouse by good neighbor provides accommodation with a garden, private parking, a terrace and a restaurant. The property is around 4.2 km from Baltimore - Penn Station, MD, 4.2 km from Baltimore Zoo and 5 km from The Walters Art Museum. The property is non-smoking and is situated 2.6 km from Baltimore Museum of Art. Lovely decor. Very welcoming and attentive staff.

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9.6
Exceptional
8 reviews
Price from
$180
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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9.6
Exceptional
71 reviews
Price from
$399
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
Wonderful
83 reviews
Price from
$165
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. 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
77 reviews
Price from
$169
per night

Flag House Inn

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
Wonderful
32 reviews
Price from
$179
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. Hotel located right on the boardwalk near many

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8.6
Excellent
2,087 reviews
Price from
$74.10
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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8.5
Very Good
146 reviews
Price from
$223.75
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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8.6
Excellent
608 reviews
Price from
$260
per night

Most booked guest houses in Maryland this month

FAQs about guest houses in Maryland

  • The average price per night for a guest house in Maryland for this weekend is $110, based on current Booking.com prices.

  • Most guest houses on Booking.com offer free cancellation.

  • We make it quick and easy to book a guest house in Maryland. Here’s what we offer:

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  • There are 20 guest houses in Maryland you can book on Booking.com.

Guest Houses that guests love in Maryland