A historic downtown street at dusk with vintage street lamps, brick buildings, and a sign for 'FELSH POINT'.

Guest Houses in Maryland

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Check prices for these dates

Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct
In one month
30 Oct - 1 Nov
In two months
27 Nov - 29 Nov

Top Cities in Maryland

A capitol building with a dome, surrounded by autumn foliage.
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Washington

Washington
A city skyline with high-rise buildings, a marina with boats, and a river.
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Baltimore

Baltimore

Our top choices for Maryland guest houses

An outdoor seating area with tables and chairs, overlooking a body of water and greenery.

1. The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.4 out of 10, Exceptional, (167 reviews)
"The best vacation ever. Location is everything. Just a slice of heaven on earth. We will never top this stay. Tried to book a reservation before we left. Will return as often as possible."
United States
William
The price is AED 680
AED 747 total
includes taxes & fees
30 Sep - 1 Oct
The Tilghman Island Inn
A street lined with multi-story buildings, parked cars, and a sidewalk with fallen leaves.

2. Amazing Townhouse-Heart of Little Italy

Amazing Townhouse-Heart of Little Italy
2.0 star property
Little Italy
8.6 out of 10, Excellent, (8 reviews)
"A very peaceful, charming, and comfortable alternative to a conference hotel, and only a 5 minute walk!"
United States
Lynette
Amazing Townhouse-Heart of Little Italy
A balcony with two white cushioned chairs and a small table, a yellow textured wall, and a red-roofed building in the background.

3. Eden Park Guest House

Eden Park Guest House
3.5 star property
Takoma Park
7.8 out of 10, Good, (168 reviews)
"Excellent location."
United States
Morgan
The price is AED 341
AED 448 total
includes taxes & fees
11 Oct - 12 Oct
Eden Park Guest House
A modern kitchen with a stainless steel refrigerator, white cabinetry, a wooden dining table with chairs, and a large window with blinds.

4. West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis

West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis
Homewood
10.0 out of 10, Exceptional, (29 reviews)
"Very clean, nice area and very convenient to where we needed to be "
United States
Jordan B.
West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis
A bedroom with a bed, a bedside table with a lamp, a mirror, and a framed picture on the wall.

5. Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit

Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
Boonsboro
9.8 out of 10, Exceptional, (18 reviews)
"Extremely cute and a wonderful place to relax."
United States
A D.
The price is AED 550
AED 1,153 total
includes taxes & fees
30 Sep - 1 Oct
Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
An indoor swimming pool with multiple lanes, a lifeguard chair, and a clock on the wall.

6. The Board Room-Enchanted Table Meadow. Near Deep Creek Lake & Wisp! Forest View!

The Board Room-Enchanted Table Meadow. Near Deep Creek Lake & Wisp! Forest View!
Accident
9.6 out of 10, Exceptional, (88 reviews)
"Great place to stay and great host !"
United States
Rachelle O.
The price is AED 314
AED 855 total
includes taxes & fees
30 Sep - 1 Oct
The Board Room-Enchanted Table Meadow. Near Deep Creek Lake & Wisp! Forest View!
A brick fireplace with two built-in shelves and a mantel, flanked by wooden chairs.

7. Inn at Springfield Manor

Inn at Springfield Manor
3.0 star property
Thurmont
8.6 out of 10, Excellent, (64 reviews)
"LOVELY place, lovely people"
United States
Thomas
The price is AED 735
AED 779 total
includes taxes & fees
1 Oct - 2 Oct
Inn at Springfield Manor
A modern kitchen with white cabinetry, a central island, and a dining area with a wooden table and chairs.

8. French Farm house /Apartment.

French Farm house /Apartment.
Beallsville
9.8 out of 10, Exceptional, (7 reviews)
"It was a great place to stay.Will definitely be back sometime "
United States
Jorge M.
French Farm house /Apartment.
A swimming pool with a tiled deck, a covered patio area, and a large house with a balcony.

9. Island Life! Kent Island Waterfront with Pool-Bring your boat!

Island Life! Kent Island Waterfront with Pool-Bring your boat!
Stevensville
10.0 out of 10, Exceptional, (218 reviews)
"My Family and I had a wonderful Stay. The place was clean, the host were Great. We caught a bunch of crabs off the Dock, the kids enjoyed the pool and Kayaks. We plan on booking the house in the Future."
United States
Tomas D.
Island Life! Kent Island Waterfront with Pool-Bring your boat!
A garden with raised beds and a greenhouse structure.

10. INDULGE - FRESH FLOWERS, MANY AMENITIES

INDULGE - FRESH FLOWERS, MANY AMENITIES
Middletown
10.0 out of 10, Exceptional, (57 reviews)
"Great place to stay in rural Maryland and have all you need. Awesome place!"
United States
Thomas C.
The price is AED 386
AED 701 total
includes taxes & fees
18 Oct - 19 Oct
INDULGE - FRESH FLOWERS, MANY AMENITIES
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

11. Spacious La Plata Escape

Spacious La Plata Escape
2.0 star property
La Plata
8.6 out of 10, Excellent, (4 reviews)
"Great stay. The hosts were very communicative and answered all questions. Everything was nicer in person and smelled really good. I have no complaints and would stay again"
United States
Jazelle
The price is AED 480
AED 543 total
includes taxes & fees
7 Oct - 8 Oct
Spacious La Plata Escape
A cozy living room with a fireplace, a television, and a chandelier.

12. Butterfly Suite-Enchanted Elegance near DCL/Wisp! Fireplace! Meadow/Forest View!

Butterfly Suite-Enchanted Elegance near DCL/Wisp! Fireplace! Meadow/Forest View!
Accident
10.0 out of 10, Exceptional, (95 reviews)
"It was nice!"
United States
Anne R.
The price is AED 314
AED 750 total
includes taxes & fees
30 Sep - 1 Oct
Butterfly Suite-Enchanted Elegance near DCL/Wisp! Fireplace! Meadow/Forest View!
A room with a large plant in a square planter, a bookshelf filled with books, a television, and a window with a view of greenery.

13. Private two story guesthouse in Takoma Park

Private two story guesthouse in Takoma Park
Takoma Park
9.0 out of 10, Wonderful, (12 reviews)
"Cute place, comfy, free street parking. Come and go as you please. I would stay again. Thx to the hosts!"
United States
SnowDust
Private two story guesthouse in Takoma Park
A staircase with alternating black and wooden steps, a red door with a 'Stay Back' sign, and a framed picture collection on the wall.

14. Barefoot Cottage A Quiet Coastal Retreat

Barefoot Cottage A Quiet Coastal Retreat
Arundel on the Bay
10.0 out of 10, Exceptional, (3 reviews)
"We had a wonderful stay here. It was perfect for our trip and in a great location. I have no complaints and would stay here again if we visited this area!"
United States
Kristin H.
Barefoot Cottage A Quiet Coastal Retreat
A living room with a fireplace, leather sofa, and a rug.

15. Akeem's guest house

Akeem's guest house
2.0 star property
Silver Spring
Akeem's guest house
Dining

16. Room in Guest Room - Twin Bunk-style Bedroom Close to Downtown

Room in Guest Room - Twin Bunk-style Bedroom Close to Downtown
2.0 star property
Midtown-Edmondson
2.0 out of 10, (1 review)
"This property appears to be in an area that is dangerous. None of the pictures really show it but it's really alarming. Mostly what appears dangerous is the surrounding area."
United States
Kenneth
Room in Guest Room - Twin Bunk-style Bedroom Close to Downtown
Property grounds

17. Second Floor East Standard Deluxe

Second Floor East Standard Deluxe
2.0 star property
North East
Second Floor East Standard Deluxe
Property grounds

18. Top Floor Family Deluxe Bay View

Top Floor Family Deluxe Bay View
2.0 star property
North East
Top Floor Family Deluxe Bay View
Dining

19. Room in Guest Room - Cozy Bedroom Close to Downtown

Room in Guest Room - Cozy Bedroom Close to Downtown
2.0 star property
Midtown-Edmondson
Room in Guest Room - Cozy Bedroom Close to Downtown
Property grounds

20. Center Parlor Room at Sandy Cove

Center Parlor Room at Sandy Cove
2.5 star property
North East
Center Parlor Room at Sandy Cove
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Maryland Hotel Reviews

Castle in the Sand

Castle in the Sand

10/10 Excellent
"Nice big room, absolutely great beach bar! And extremely reasonable prices"
Raymond 1-night trip
Posted 1 hour ago
Castle in the Sand

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