Holiday Homes in Maryland

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Top Cities in Maryland

Our top choices for Maryland holiday homes

Hard to find, beautiful 4 bedroom luxury villa

Hard to find, beautiful 4 bedroom luxury villa
North Ocean City
9.0 out of 10, Wonderful, (29 reviews)
"It was a very nice place to stay. Shuttle busses were a 2 minute walk. We had a great time."
United States
Thomas T.
Hard to find, beautiful 4 bedroom luxury villa

Rooftop Deck Escape! Free Parking!

Rooftop Deck Escape! Free Parking!
South Baltimore
8.4 out of 10, Very good, (50 reviews)
"The house wqs awesome. The location was great. Our host was great. "
United States
William G.
The price is €242
includes taxes & fees
7 Apr - 8 Apr
Rooftop Deck Escape! Free Parking!

Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything

Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything
Historic District
10.0 out of 10, Exceptional, (32 reviews)
"Such a cute house and a short walk to all the shops and restaurants. "
United States
Ty M.
Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything

Affordable Luxury Town Home in Federal Hill Baltimore.

Affordable Luxury Town Home in Federal Hill Baltimore.
Riverside
9.4 out of 10, Exceptional, (72 reviews)
"Wonderful stay. Very responsive host. Good location in safe neighborhood. Home had everything we needed."
United States
Daniel M.
Affordable Luxury Town Home in Federal Hill Baltimore.

Charming 2-bedroom townhome with WiFi, AC in awesome Fells Point Baltimore

Charming 2-bedroom townhome with WiFi, AC in awesome Fells Point Baltimore
Fells Point
9.8 out of 10, Exceptional, (34 reviews)
"We enjoyed our stay. House was clean and comfortable. Loved the location. "
United States
Jennifer C.
Charming 2-bedroom townhome with WiFi, AC in awesome Fells Point Baltimore

5-bedroom vacation home 5 minutes from historic Charlestown

5-bedroom vacation home 5 minutes from historic Charlestown
Perryville
9.8 out of 10, Exceptional, (148 reviews)
"Magical and made tons of family wedding memories. What a perfect house on the river!! We will be booking again"
United States
Mary D.
The price is €459
includes taxes & fees
9 Apr - 10 Apr
5-bedroom vacation home 5 minutes from historic Charlestown

Private 2 Acre Waterfront Family Retreat with Pool & Pier

Private 2 Acre Waterfront Family Retreat with Pool & Pier
Cambridge
9.6 out of 10, Exceptional, (89 reviews)
"The host, Virgina, was amazing, so accommodating. Beautiful property. Looking forward to hopefully booking next year. "
United States
Susan B.
Private 2 Acre Waterfront Family Retreat with Pool & Pier

Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!

Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!
Downtown Ocean City
10.0 out of 10, Exceptional, (21 reviews)
"Great vacation area and accommodation!"
United States
Letizia
The price is €292
includes taxes & fees
9 Apr - 10 Apr
Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!

Captivating Chesapeake experience

Captivating Chesapeake experience
Perryville
10.0 out of 10, Exceptional, (284 reviews)
"Nothing more beautiful than staying by the water at Joe’s place!Such a wonderful place to unwind and refuel!"
United States
Doreen H.
Captivating Chesapeake experience

Fed Hill w Deck Walk Score 95 Steps from Harbor

Fed Hill w Deck Walk Score 95 Steps from Harbor
Federal Hill
9.0 out of 10, Wonderful, (42 reviews)
"Great location. Nice home. "
United States
kim s.
The price is €372
includes taxes & fees
7 Apr - 8 Apr
Fed Hill w Deck Walk Score 95 Steps from Harbor

Historic Annapolis Home 1.5 blocks from center of town.

Historic Annapolis Home 1.5 blocks from center of town.
Historic District
9.8 out of 10, Exceptional, (46 reviews)
"We had another great stay! Great location and great host!"
United States
Liz D.
Historic Annapolis Home 1.5 blocks from center of town.

*Luxury Condo In Downtown Frederick*

*Luxury Condo In Downtown Frederick*
Downtown Frederick
9.0 out of 10, Wonderful, (81 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 €249
includes taxes & fees
6 Apr - 7 Apr
*Luxury Condo In Downtown Frederick*

In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,

In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,
Oakland
8.2 out of 10, Very good, (74 reviews)
"Very convenient, excellent hosts."
United States
Jim S.
In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,

Come Hang at the Treehouse!

Come Hang at the Treehouse!
Midtown Ocean City
10.0 out of 10, Exceptional, (35 reviews)
"Gorgeous place with wonderful views !! "
United States
Susan H.
Come Hang at the Treehouse!

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, (56 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.

New Listing! Beautiful 4 bedroom oceanfront townhome

New Listing! Beautiful 4 bedroom oceanfront townhome
Midtown Ocean City
8.4 out of 10, Very good, (6 reviews)
"We loved this place. Its location on the beach is its best feature. It’s also located close to lots of nice places in OC. We are a family of 11 with 3 married kids and 3 grandchildren. The large house provided nice space for everyone. We loved the decks on every level. "
United States
James A.
New Listing! Beautiful 4 bedroom oceanfront townhome

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, (67 reviews)
"The place was beautiful , convenient to walk around to the beach and the stores "
United States
Theresa K.
The price is €302
includes taxes & fees
5 Apr - 6 Apr
BEACH PARADISE V - 4BR, 3.5BA NEW GARAGE Townhouse in PRIME MIDTOWN OC!

Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac

Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac
Easton
10.0 out of 10, Exceptional, (98 reviews)
"Overall the stay was very good."
United States
Gregg S.
Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac

Sweet Bamboo Beach Cottage

Sweet Bamboo Beach Cottage
north beach
9.8 out of 10, Exceptional, (84 reviews)
"The beach house was cute, well equipped and in good repair. Made for a cozy Christmas. Would come back to stay again."
United States
Kathleen S.
Sweet Bamboo Beach Cottage

421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!

421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!
Eastport
10.0 out of 10, Exceptional, (133 reviews)
"Great property and location. "
United States
Steve N.
421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!
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

Find out more about Maryland

Maryland Holiday Homes information

Number of reviews
1,340
Accommodation
5171 Holiday Homes
Lowest Price
€242
Highest Price
€459

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