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The best holiday homes in Maryland

Check out our pick of great holiday homes in Maryland

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Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

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Shore Point Cottages

West Ocean City, Ocean City

Set within 1.9 km of Baja Amusements and 2.3 km of Assateague Island National Seashore, Shore Point Cottages offers rooms with air conditioning and a private bathroom in Ocean City. Both free WiFi and parking on-site are accessible at the holiday home free of charge. On clear days, guests can head outside to enjoy the holiday home's outdoor fireplace or simply kick back and relax. Great place. Pet friendly. Good location.

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9.2
Superb
272 reviews
Price from
£111
per night

Cozy, Rustic Flat on Hambright's Alley! Cyclists Welcome! 1st Fl Unit A

Cumberland

The holiday home features 1 bedroom, 1 bathroom, bed linen, towels, a flat-screen TV with streaming services, a dining area, a fully equipped kitchen, and a patio with mountain views. For added privacy, the accommodation features a private entrance. Great location. Cozy 1 bedroom house with lots of character and charm.

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9.3
Superb
8 reviews
Price from
£134
per night

Vintage Charm: Annapolis Retreat

Annapolis

The spacious holiday home has 3 bedrooms, 2 bathrooms, bed linen, towels, a flat-screen TV with streaming services, a fully equipped kitchen, and a terrace with garden views. Guests can enjoy a meal on an outdoor dining area while overlooking the quiet street views. For added privacy, the accommodation features a private entrance. An extremely charming home in an excellent location. We parked the car and walked all over downtown Annapolis. The rooms were comfortable and the space was generous. Comparable price to the nicer hotels in town. Considering the privacy, the value was excellent.

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10
Exceptional
5 reviews
Price from
£408
per night

Logan's House

Frederick

The recently renovated holiday home has 3 bedrooms, a flat-screen TV and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a toaster. Towels and bed linen are offered in the holiday home. There is also a seating area and a fireplace. Great place to place to stay! The house was clean, had all the basics that we needed to use the kitchen and there were some nice coffees and snacks left for us. It is on Jefferson which is close to the main downtown area and close to I-15, but was surprisingly quiet. Great communication from hosts, and it more than met our needs for a little family gathering in town. It is a great and value I would use this place again if the need ever arose.

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9.8
Exceptional
27 reviews
Price from
£111
per night

Lux 4 Bed Home w/ Parking Walk to Bethesda Metro!

Chevy Chase

Situated in Chevy Chase, 12 km from Vietnam Veterans Memorial and 12 km from National World War II Memorial, Lux 4 Bed Home w/ Parking Walk to Bethesda Metro! offers a garden and air conditioning. With free private parking, the property is 9.4 km from Phillips Collection and 11 km from White House. The property is non-smoking and is set 13 km from Walter E Washington Convention Center. Perfect location, advertised as 3 beds, but has 4 bedrooms including basement with en-suite. Short walk to Bethesda metro station, which is 7 stops away from the metro.

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9.2
Superb
5 reviews
Price from
£504
per night

Lrge 5 BR 9 Beds Near DC-Pool, Hot Tub, Gym, Game Rm, Fire Pit

Bowie

Boasting air-conditioned accommodation with a private pool, Lrge 5 BR 9 Beds Near DC-Pool, Hot Tub, Gym, Game Rm, Fire Pit is located in Bowie. This property offers access to a patio, table tennis, free private parking and free WiFi. The villa has a hot tub and a business centre. Very comfortable. Big enough to fit a big family, the host was responsive, respectful and communicative. Will definitely book again when I come back. And definitely recommend it.

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9.8
Exceptional
5 reviews
Price from
£474
per night

Stylish + fresh bungalow 2 blocks from N-MC Stadium

Annapolis

Located in Annapolis, 4.4 km from Annapolis Harbor and 45 km from Carroll Park, Stylish + fresh bungalow 2 blocks from N-MC Stadium offers a garden and air conditioning. Both free WiFi and parking on-site are available at the holiday home free of charge. The property is non-smoking and is situated 45 km from Sports Legends Museum at Camden Yards. Property was beautiful, everything was clean and well kept! Great location, only a 5 minute drive from downtown Annapolis. Very spacious for 6 people to sleep.

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9.6
Exceptional
6 reviews
Price from
£345
per night

Bay-View Beauty in Assateague Point

Berlin

The air-conditioned holiday home consists of 2 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 1 bathroom with a bath and a hair dryer. Towels and bed linen are featured in the holiday home. The property has an outdoor dining area. We enjoyed our entire stay. Everything matched what was described and explained to me. My children loved watching the birds and boats out back on the water.

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9.6
Exceptional
5 reviews
Price from
£190
per night

Calloway Drive Retreat

Deale

The holiday home has 3 bedrooms, a TV with cable channels, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with an a bath or shower. Towels and bed linen are offered in the holiday home. For added privacy, the accommodation features a private entrance. Absolutely a great place to stay. We received the door code via email the day prior to check-in. The house is fully equipped to include a fully equipped kitchen. The grocery is about a 7-minute drive from the house. There is an isolated beach about a 10-minute walk away from the house. Washer and dryer worked well. Check-out was easy.

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9.5
Exceptional
7 reviews
Price from
£222
per night

Luxury Federal Hill Home with Rooftop & 4 Parking Spots

Baltimore

Situated in Baltimore, 1.7 km from Inner Harbor and 1.3 km from Historic Ships in Baltimore, Luxury Federal Hill Home with Rooftop & 4 Parking Spots offers a shared lounge and air conditioning. This holiday home features free private parking, a 24-hour front desk and free WiFi. The property is non-smoking and is set 1.7 km from Baltimore Convention Center. The communication from the hosts was timely and helpful. Questions were answered quickly too. Directions in the house were posted nicely.

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9.4
Superb
6 reviews
Price from
£216
per night

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