Guesthouses Maryland

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129 guest houses

Secluded Country Log Cabin suite

Hampstead guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Rental types Golf within 30mins drive

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Price per night from

$258

English Basement in Wash., DC -- free off-street parking, walk to restaurants

Takoma Park guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Rental types Golf within 30mins drive

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Price per night from

$114

Trust n Travel

Lusby guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Rental types Golf within 30mins drive

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Price per night from

$201

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Cozy Town House in the Washington DC Area

Silver Spring townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Rental types, Golf within 30mins drive

1 of 2 filters match

Price per night from

$298

Cozy End Unit Townhome near MGM Grand National Harbor and DC

Camp Springs townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$172

The Carrollton Cottage House

Annapolis house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$252

Grove Guest Home

Frederick house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$218

“The Brookmore” 3300 sq ft Home in the City-ish

Baltimore house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$430

Spacious and Serene City Oasis

Hampden house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$315

Clean, comfortable, first floor condo!

Ocean City condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 1 hour 1 minutes

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$315

Original cottage in the dunes. Pet friendly

Ocean City cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$344

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$29

All you need near DC/AIRP/Silver Spring; 3br/2ba

Silver Spring house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$218

Ocean City, MD - Runaway Bay: Anchorage (Mid-town) Behind Jolly Rodgers

Ocean City apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Great Vacation” Gret place, great accommodations and very enjoyable manager who we rented from. The house is like new! I plan to do it again!

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$250

Sandpiper Dunes 113 - Ocean City MD 2 BR Condo - 1st floor - 58th St

Ocean City apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“So close to the beach” This condo was such a great find. The entire place is very nice and clean, the kitchen is gorgeous and had everything that we needed. We just moved right in and started vacationing. It was so wonderful to walk out the door and be right there at the beach. Love the assigned parking so close to the unit. Can't wait to go back!

Responds fast! avg. 1 hour 8 minutes

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$344

Ocean Block- Ocean View -85th St 3BR 2BA by owner

Ocean City condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great condo close to the beach!” This condo was wonderful! It is right near the beach and is very clean with plenty of room. I will definitely go back!

Responds fast! avg. 52 minutes

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$320

The Tower

Ocean City house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 11

“Labor Day Weekend” The Tower was awesome! Everyone enjoyed their stay and it was a great location for us to be in since we were playing in a golf tournament close by. I would absolutely recommend this house to anyone with a big group of people looking for a great space and great amenities. Kevin was great and was able to answer all our my questions in a timely manner. Can’t wait to stay at the Tower again!

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$492

Makai 116 - Bayfront, Pool, 42nd str - Linens/Towels/Supplies - VERY Clean!

Ocean City house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$207

Oceanfront 4BR Townhouse with pool

Ocean City townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 48 minutes

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$1,260

Charming Waterfront Beach home near Ocean City

Ocean Pines house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$573

DC. Baltimore. Annapolis *Suite in on the main fl.

Highland apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$115

Kingsbay Dockside

Marion Station house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$1,088

Quiet Home Close to Downtown Annapolis and Parks

Annapolis house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$400

Gourmet Kitchen, Family and Pet Friendly Residence!

Mayo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$401

TRUE ST MICHAELS 6 ACRE WATERFRONT

St. Michaels house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 38 minutes

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$2,290

CHESAPEAKE MANSION - NEW POOL/12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND

Sherwood house

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 12

Responds fast! avg. 38 minutes

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$2,863

Warwick River Retreat

East New Market house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Golf within 30mins drive

1 of 2 filters match

Price per night from

$1,260

Beautiful Waterfront Home, Private Pool and Water Amenities- Sleeps 16

Cambridge house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 18

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$859

Washington DC area/Takoma Park, MD apartment oasis family and pet friendly

Takoma Park apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 2 match: Rental types, Golf within 30mins drive

1 of 2 filters match

Price per night from

$98

Bay Ridge unit by Downtown Annapolis and Quiet Waters Park

Annapolis apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$224

3BR Belmont Towers on the Boardwalk w/Ocean and Bay Views-Linens Included!

Ocean City condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$1,031

Contemporary Villa in Baltimore-DC area, 7500 sf on 2.6 acres

Stevenson villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 21

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$1,019

Spacious Rowhome-Charm & Comfort in Patterson Park

Baltimore house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 5 minutes

1 of 2 match: Rental types, Golf within 30mins drive

1 of 2 filters match

Price per night from

$114

5 Star Boutique Stay, best location in Frederick!

Frederick townhouse

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Golf within 30mins drive

1 of 2 filters match

Price per night from

$264

Edgewater/Mayo Getaway!

Edgewater house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Golf within 30mins drive

1 of 2 filters match

Price per night from

$457

Historic Riverside Cottage

Ellicott City house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Golf within 30mins drive

1 of 2 filters match

Price per night from

$315

Bay Ridge house by Quiet Waters Park, Thomas Point Park

Annapolis apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Rental types, Golf within 30mins drive

1 of 2 filters match

Price per night from

$224

King George Downtown Annapolis Getaway

Annapolis apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Golf within 30mins drive

1 of 2 filters match

Price per night from

$430

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