Holiday Homes in Maryland

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Top Cities in Maryland

Our top choices for Maryland holiday homes

Rooftop Deck Escape! Free Parking!

Rooftop Deck Escape! Free Parking!
South Baltimore
8.6 out of 10, Excellent, (43 reviews)
"Great place, great location. Amazing rooftop"
United States
Ernesto C.
The price is €268
includes taxes & fees
17 Feb - 18 Feb
Rooftop Deck Escape! Free Parking!

KING-SIZE BED in Master Bedroom plus 2 SLEEPING SOFAS in LR - WHOLE SUITE 64.

KING-SIZE BED in Master Bedroom plus 2 SLEEPING SOFAS in LR - WHOLE SUITE 64.
Silver Spring
9.2 out of 10, Wonderful, (14 reviews)
"Great place to stay. Very convenient to everything in the city."
United States
Stephen R.
The price is €177
includes taxes & fees
17 Feb - 18 Feb
KING-SIZE BED in Master Bedroom plus 2 SLEEPING SOFAS in LR - WHOLE SUITE 64.

3-B rooms 5 beds & 2 BR Spacious House 1 mile from downtown with 2 free parking.

3-B rooms 5 beds & 2 BR Spacious House 1 mile from downtown with 2 free parking.
Silver Spring
10.0 out of 10, Exceptional, (51 reviews)
"This was a great stay, thank you so much for allowing us to stay at your place."
United States
Rowland
3-B rooms 5 beds & 2 BR Spacious House 1 mile from downtown with 2 free parking.

BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!

BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!
North Ocean City
9.8 out of 10, Exceptional, (137 reviews)
"Very lovely pkace!! Would def book again!!"
United States
Brenda F.
The price is €261
includes taxes & fees
17 Feb - 18 Feb
BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!

Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront

Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront
Perryville
10.0 out of 10, Exceptional, (23 reviews)
"The house was the perfect retreat for our family vacation. Breathtaking views of the Chesapeake Bay from the great room and hot tub are unmatched! The host was also extremely responsive to everything we needed. Highly recommend!"
United States
Amy C.
Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront

Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA
Historic District
10.0 out of 10, Exceptional, (35 reviews)
"Beautiful home in a great central location for walking to most downtown and USNA destinations. "
United States
Hunter S.
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

New! Epic lakefront home with indoor pool!

New! Epic lakefront home with indoor pool!
McHenry
9.8 out of 10, Exceptional, (6 reviews)
"Our stay at this property was exceptional and perfectly suited for a family gathering. The amenities, including the pools, hot tub, and volleyball court, were a hit with everyone in our group. The cleanliness of the house was impeccable, and the pleasant aroma throughout was a welcome touch. We look forward to returning in the future and highly recommend this property to others seeking a comfortable and enjoyable retreat."
United States
SHANNON T.
The price is €1,615
includes taxes & fees
17 Feb - 18 Feb
New! Epic lakefront home with indoor pool!

"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE

"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE
North Ocean City
9.8 out of 10, Exceptional, (122 reviews)
"Great location. Well furnished. easy parking"
United States
Jean G.
"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE

Secluded & spacious retreat with private hot tub, carriage house & game room

Secluded & spacious retreat with private hot tub, carriage house & game room
Accident
9.2 out of 10, Wonderful, (54 reviews)
"Lots of space for large groups to spread out throughout the house. Easy access to nearby attractions"
United States
Lauren F.
Secluded & spacious retreat with private hot tub, carriage house & game room

Large 2 bedroom house with private parking in a nice neighborhood

Large 2 bedroom house with private parking in a nice neighborhood
Arnold
9.4 out of 10, Exceptional, (36 reviews)
"This house was perfect for my husband and I, plus two daughters! We loved the location and how clean the unit was. The beds were comfortable and there were plenty of towels and all the things we needed for our weekend. We will definitely stay here again!"
United States
Emily B.
The price is €282
includes taxes & fees
1 Mar - 2 Mar
Large 2 bedroom house with private parking in a nice neighborhood

Stylish 4-bedroom whole house with plenty of parking

Stylish 4-bedroom whole house with plenty of parking
Catonsville
9.4 out of 10, Exceptional, (30 reviews)
"We just needed a nice place to stay overnight for my son's baseball tournament in the area. The location was convenient, and the house was comfortable. The host was accomodating."
United States
Kristina S.
The price is €279
includes taxes & fees
22 Feb - 23 Feb
Stylish 4-bedroom whole house with plenty of parking

*Luxury Condo In Downtown Frederick*

*Luxury Condo In Downtown Frederick*
Downtown Frederick
9.0 out of 10, Wonderful, (77 reviews)
"Lovely place. It was perfect for our girls' trip long weekend. The rooms were so spacious and tastefully decorated. It was also super clean and had everything we needed, including for our night staying in with Door-dash to binge watch a couple Netflix series. The coffee lover in our group was so appreciative of the supplies and setup. The location is fabulous for walking the Creek Park, or to dinning and shopping options. We're looking forward to making this our Christmas present to each other...
United States
Lynne
The price is €223
includes taxes & fees
15 Mar - 16 Mar
*Luxury Condo In Downtown Frederick*

Charming Home Minutes from Downtown Rockville

Charming Home Minutes from Downtown Rockville
Rockville
9.8 out of 10, Exceptional, (72 reviews)
"The house was very clean. Nice location and neighborhood. Our hosts were very helpful with suggestions on what to see in the area and leaving some staples in the house for our arrival. We would definitely stay here again."
United States
Tim M.
Charming Home Minutes from Downtown Rockville

The Cozy Crab- Your Charming Haven in Lovely North Beach!

The Cozy Crab- Your Charming Haven in Lovely North Beach!
North Beach
9.8 out of 10, Exceptional, (16 reviews)
"Nice place to stay,very close to the beach "
United States
James L.
The Cozy Crab- Your Charming Haven in Lovely North Beach!

DC Metro: Cozy 4BR Cottage on a Hill - Pets allowed

DC Metro: Cozy 4BR Cottage on a Hill - Pets allowed
Silver Spring
10.0 out of 10, Exceptional, (16 reviews)
"We had an amazing stay at the cottage on the hill for our son’s 21st birthday. The cottage is well equipped and comfortable! We would definitely stay here again. "
United States
Tanya G.
DC Metro: Cozy 4BR Cottage on a Hill - Pets allowed

BEACH PARADISE V - 4BR, 3.5BA NEW GARAGE Townhouse in PRIME MIDTOWN OC!

BEACH PARADISE V - 4BR, 3.5BA NEW GARAGE Townhouse in PRIME MIDTOWN OC!
North Ocean City
9.6 out of 10, Exceptional, (62 reviews)
"The place was beautiful , convenient to walk around to the beach and the stores "
United States
Theresa K.
BEACH PARADISE V - 4BR, 3.5BA NEW GARAGE Townhouse in PRIME MIDTOWN OC!

Lakefront, 3 Amazing Decks, Tennis/Pickle Ball, Boat Slip, Hot Tub, Bed Swing

Lakefront, 3 Amazing Decks, Tennis/Pickle Ball, Boat Slip, Hot Tub, Bed Swing
Oakland
10.0 out of 10, Exceptional, (90 reviews)
"We had a wonderful time at the lake loft. Great time with friends in a lovely home. Everything was clean and the beds were comfy--and an incredible outdoor setup"
United States
Rebecca C.
Lakefront, 3 Amazing Decks, Tennis/Pickle Ball, Boat Slip, Hot Tub, Bed Swing

Blue Anchor- 8 bedrooms with indoor pool and movie theater

Blue Anchor- 8 bedrooms with indoor pool and movie theater
Garrett County
9.4 out of 10, Exceptional, (3 reviews)
"I booked this property for my Fiancé birthday and we enjoyed every bit of it! The property was amazing, from the indoor heated pool to the lake front views and spacious master bedrooms! The host was very professional and responded effectively. This was by far the best stay for my family, we look forward to booking again."
United States
Amani E.
Blue Anchor- 8 bedrooms with indoor pool and movie theater

Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!

Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!
Historic District
9.4 out of 10, Exceptional, (20 reviews)
"Great place, excellent location!"
United States
Joseph C.
The price is €1,194
includes taxes & fees
2 Mar - 3 Mar
Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Downtown Frederick
9.4 out of 10, Exceptional, (121 reviews)
"Great location — right on the Carroll Creek Walk and a stone’s throw from excellent restaurants and nice shops. "
United States
Darby R.
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Maryland Hotel Reviews

Find out more about Maryland

Maryland Holiday Homes information

Number of reviews
979
Accommodation
5172 Holiday Homes
Lowest Price
€177
Highest Price
€1,615

Explore a world of travel with Expedia