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

Guest Houses in Maryland

Compare and save

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15
In one month
Nov 27 - Nov 29
In two months
Dec 25 - Dec 27

Top Cities in Maryland

A capitol building with a dome, surrounded by autumn foliage.
Guest HousesGuest Houses

Washington

Washington

Our top choices for Maryland guest houses

A large building with a swimming pool, dock, and green surroundings.

1. The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.4 out of 10, Exceptional, (171 reviews)
"X"
United States
Kelly
The price is CA $245
CA $270 total
includes taxes & fees
Oct 27 - Oct 28
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, (12 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 door with the text "The Elite Room" written on it.

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 CA $151
CA $195 total
includes taxes & fees
Oct 27 - Oct 28
Eden Park Guest House
A brick fireplace with two built-in shelves and a mantel, flanked by wooden chairs.

4. Inn at Springfield Manor

Inn at Springfield Manor
3.0 star property
Thurmont
8.6 out of 10, Excellent, (65 reviews)
"LOVELY place, lovely people"
United States
Thomas
The price is CA $280
CA $297 total
includes taxes & fees
Oct 29 - Oct 30
Inn at Springfield Manor
A modern kitchen with a stainless steel refrigerator, white cabinetry, a wooden dining table with chairs, and a large window with blinds.

5. 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, (30 reviews)
"Very clean, nice area and very convenient to where we needed to be "
United States
Jordan B.
The price is CA $151
CA $460 total
includes taxes & fees
Oct 27 - Oct 28
West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis
A swimming pool with a tiled deck, a covered patio area, and a large house with a balcony.

6. 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, (220 reviews)
"All rooms were super clean and area was fantastic! Such a great and relaxing time!"
United States
Rachel D.
Island Life! Kent Island Waterfront with Pool-Bring your boat!
A cozy living room with a fireplace, a television, and a chandelier.

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

Butterfly Suite-Enchanted Elegance near DCL/Wisp! Fireplace! Meadow/Forest View!
Accident
9.8 out of 10, Exceptional, (97 reviews)
"It was nice!"
United States
Anne R.
The price is CA $120
CA $289 total
includes taxes & fees
Oct 27 - Oct 28
Butterfly Suite-Enchanted Elegance near DCL/Wisp! Fireplace! Meadow/Forest View!
An aerial view of a property with a large grassy field, a house with a sloped roof, and dense forest surrounding it.

8. 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 CA $112
CA $324 total
includes taxes & fees
Nov 2 - Nov 3
The Board Room-Enchanted Table Meadow. Near Deep Creek Lake & Wisp! Forest View!
A two-story house with a front porch, a garage, and a well-maintained lawn.

9. INDULGE - FRESH FLOWERS, MANY AMENITIES

INDULGE - FRESH FLOWERS, MANY AMENITIES
Middletown
10.0 out of 10, Exceptional, (58 reviews)
"Great place to stay in rural Maryland and have all you need. Awesome place!"
United States
Thomas C.
The price is CA $161
CA $289 total
includes taxes & fees
Nov 2 - Nov 3
INDULGE - FRESH FLOWERS, MANY AMENITIES
A modern kitchen with white cabinetry, a central island, and a dining area with a wooden table and chairs.

10. Near Maryland Soccer, Complex, Polo , Poollesville , Horse country.

Near Maryland Soccer, Complex, Polo , Poollesville , Horse country.
Beallsville
9.8 out of 10, Exceptional, (9 reviews)
"It was a great place to stay.Will definitely be back sometime "
United States
Jorge M.
Near Maryland Soccer, Complex, Polo , Poollesville , Horse country.
A cozy room with a wooden floor, a white bed, a sofa, and a small table.

11. The Loft Private Guesthouse, Gym & Workspace

The Loft Private Guesthouse, Gym & Workspace
Grantsville
9.8 out of 10, Exceptional, (43 reviews)
"The loft is a lovely, quiet and very comfortable place to stay while visiting Garrett County. The location is close to all the attractions of western Maryland, as well as nearby fabric stores and the yarn shop in Frostburg. We really enjoyed our stay and can't wait to return."
United States
Robert R.
The price is CA $218
CA $373 total
includes taxes & fees
Oct 27 - Oct 28
The Loft Private Guesthouse, Gym & Workspace
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

12. 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 CA $221
CA $249 total
includes taxes & fees
Oct 27 - Oct 28
Spacious La Plata Escape
A modern kitchen with dark cabinets, a white countertop, and a central island with stools.

13. Deluxe Basement Guest Suite w/ Luxury Amenities Minutes From BWI/Annapolis/DC

Deluxe Basement Guest Suite w/ Luxury Amenities Minutes From BWI/Annapolis/DC
Odenton
9.8 out of 10, Exceptional, (10 reviews)
"Great property for visiting the area."
United States
Jim A.
Deluxe Basement Guest Suite w/ Luxury Amenities Minutes From BWI/Annapolis/DC
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.

14. 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.

15. 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
Room

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
A living room with a fireplace, leather sofa, and a rug.

17. Akeem's guest house

Akeem's guest house
2.0 star property
Silver Spring
Akeem's guest house
A lakeside property with a dock, a large building with multiple wings, and a well-maintained lawn.

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
A lakeside property with a dock, a large building with multiple wings, and a well-maintained lawn.

19. Second Floor East Standard Deluxe

Second Floor East Standard Deluxe
2.0 star property
North East
Second Floor East Standard Deluxe
Room

20. 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
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Maryland Hotel Reviews

Castle in the Sand

Castle in the Sand

10/10 Excellent
"Always a good stay in OC"
Anthony 2-night trip
Posted 1 hour ago
Castle in the Sand

Find out more about Maryland

Maryland Guest Houses information

Number of reviews
948
Accommodation
44 Guest Houses
Lowest Price
CA $195
Highest Price
CA $460

Explore a world of travel with Expedia