Villas in Maryland

Most properties are fully refundable. Because flexibility matters.

Save 10% or more on over 100,000 hotels worldwide as a One Key member.

Search over 2.9 million properties and 550 airlines worldwide.

Top Cities in Maryland

Compare 17 Villas in Maryland with updated reviews, rates, and availability.

Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
10/10 Exceptional! (27 reviews)
Beauty on the Bay
"My family of eight adults and eight children (age 2½ to 12) had a wonderful time for five days and nights in this high-end property right on the Chesapeake Bay. The views were incredible. We loved the flow among the high-ceiling living room, comfortable dining area and expansive kitchen. The pool ..."

Reviewed on Aug 28, 2023

Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
Five Bedroom Villa & Pool on North East Harbor
10/10 Exceptional! (3 reviews)
So nice!
"Really well appointed home, perfect for our family gathering. Nicely furnished- lots of seating, and sparkling clean. Pool was amazing on the hot day we arrived. Maia was easy to communicate with. 5 stars for sure!"

Reviewed on Sep 13, 2023

Five Bedroom Villa & Pool on North East Harbor
Ocean Block 5BR/3BA (fully renovated in 2022) Villa 30 second walk to the Beach w/Outdoor Pool!
9/10 Wonderful! (2 reviews)
Nice Beach Cottage
"We had a very enjoyable stay. The location was perfect especially with young grandkids. To be able to be at the beach in seconds and not have to worry about Coastal Highway was great. The parking was definitely convenient. The pool being heated was awesome! The kids loved it! Overall a great ..."

Reviewed on Jun 30, 2023

Ocean Block 5BR/3BA (fully renovated in 2022) Villa 30 second walk to the Beach w/Outdoor Pool!
Save an average of 15% on thousands of hotels when you're signed in
Spacious amazing top rated secluded centrally located 1BR villa on 2+ acres land
The price is $112 per night from Oct 2 to Oct 3
$112
per night
Oct 2 - Oct 3
9/10 Wonderful! (13 reviews)
Great stay at the Villa
"Great space for me to sleep and relax for a couple days!"

Reviewed on Sep 26, 2023

Spacious amazing top rated secluded centrally located 1BR villa on 2+ acres land
2 Bedroom + Den 2 Full Baths
10/10 Exceptional! (2 reviews)
Overall a good choice!
"We’ve stayed at sea watch before so knew what to expect. The place was nice and has sufficient beds. The only weird part is you walk into a den with beds. Tough to not disturb whoever is using those beds with no door and next to front door. There was a drip in the master bathroom from shower head. ..."

Reviewed on Aug 12, 2023

2 Bedroom + Den 2 Full Baths
"2 Large Community Pools, Montego Bay Community, spacious deck"
9.4/10 Exceptional! (12 reviews)
Great beach house
"House was very clean and well kept! Grace property manager was on top of every thing from check in and our stay! Place is great for two families and roomy. The community is friendly and has two pools and lots of amenities. Only thing that they could improve is to have one more outside trash can."

Reviewed on Sep 6, 2023

"2 Large Community Pools, Montego Bay Community, spacious deck"
Spacious amazing top rated secluded centrally located 2BR Basement in Potomac MD
8/10 Very Good! (6 reviews)
Holiday Visit
"Our family enjoyed our visit despite the listing description being inaccurate. We were expecting 2 beds in each room. There is a king bed in one room and a double (not a queen) in the second room. The property manager brought in a twin mattress after our first night so our 18 and 16 year olds didn't ..."

Reviewed on Jan 6, 2023

Spacious amazing top rated secluded centrally located 2BR Basement in Potomac MD
Woodsy Mid-Century w/ Guest House
The price is $541 per night from Oct 30 to Oct 31
$541
per night
Oct 30 - Oct 31
10/10 Exceptional! (3 reviews)
Perfect for Small Groups
"This property was perfect for a small group. In our case we had 7 guests so every bed was occupied. The property was clean and the beds were very comfortable. Would definitely secure this VRBO if I'm in the area again"

Reviewed on Sep 14, 2023

Woodsy Mid-Century w/ Guest House
Come enjoy our luxurious 10,000 sq
8.6/10 Excellent! (6 reviews)
Amazing house and views!
"We are two families with small kids (ages 1-5) from the DC area, and we thoroughly enjoyed our weekend. It took us exactly 2 hours to drive from the DC suburbs which made it very doable as a weekend trip. Instacart delivered groceries, which we appreciated - at other more rural VRBOs that we’ve stayed ..."

Reviewed on Mar 3, 2023

Come enjoy our luxurious 10,000 sq
Lake Views * Hot Tub * Fast Wi-Fi * Renovated
9.6/10 Exceptional! (4 reviews)
Nice town house not far from Wisp
"Very nice decor, loved the King-sized beds, beautiful view from living room"

Reviewed on Mar 13, 2023

Lake Views * Hot Tub * Fast Wi-Fi * Renovated
Ski Harbor 07
3.5 out of 5
7 Ski Harbor Drive, McHenry, MD
Ski Harbor 07
Villa Celeste
3.5 out of 5
1278 Deep Creek Drive 3c, McHenry, MD
Villa Celeste
Don't see what you're looking for?
See all available properties in Maryland
View all properties
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.

Maryland Villas information

Number of reviews
78
Accommodation
17 Villas
Lowest Price
$112
Highest Price
$541

Recent reviews of Maryland hotels
Expedia verified reviews