Villas in Maryland

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Top Cities in Maryland

Compare 24 Villas in Maryland with updated reviews, rates, and availability.

Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna

10.0 out of 10, Exceptional, (31)
"We had my daughter's wedding at this beautiful villa. The views were absolutely amazing! The house is very spacious and accommodated our family. The sunsets were spectacular. Everyone enjoyed the pool, hot tub, and all the other activities this house had to offer"
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna

2 Bedroom + Den 2 Full Baths

9.6 out of 10, Exceptional, (5)
"Loved the location condo was spotless and had everything we needed for our stay was very pleased "
2 Bedroom + Den 2 Full Baths

Five Bedroom Villa & Pool on North East Harbor

10.0 out of 10, Exceptional, (7)
"Great location, very easy to get to, in a nice quiet neighborhood. Well appointed kitchen, huge amount of space for visiting or needing a quiet area to read. Immaculate! We were here for a wedding, but it's so beautiful, we'd like to return for a vacation! Our host Maia, was great to deal with, very responsive to questions and entry information etc."
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!

8.0 out of 10, Very Good, (4)
"Great location! Easy access to the beach for the kids. Nice deck to enjoy coffee in the morning or happy hour on the afternoon! So much room for the adults and kids."
Ocean Block 5BR/3BA (fully renovated in 2022) Villa 30 second walk to the Beach w/Outdoor Pool!

Beautiful 1BR Walkout Fenced & Gated Villa, Onsite parking, Pet friendly-2+acres

9.2 out of 10, Wonderful, (13)
"Great space for me to sleep and relax for a couple days!"
Beautiful 1BR Walkout Fenced & Gated Villa, Onsite parking, Pet friendly-2+acres

Beautiful 2BR Walkout Fenced & Gated Villa, Onsite parking, Pet friendly-2+acres

8.8 out of 10, Excellent, (13)
"We needed something for just under a month until our apartment was ready for move in. The location was great, literally 2 mins from the trail! Fully stocked with everything you could ever need and access to the washer and dryer was key. Thanks for a great stay! "
Beautiful 2BR Walkout Fenced & Gated Villa, Onsite parking, Pet friendly-2+acres

Breathtaking Waterfront Estate

10.0 out of 10, Exceptional, (70)
"We had a wonderful stay here. The house has a really functional kitchen so we were able to cook a lot of meals here. The pool was perfect for young swimmers (decent sized shallow end) and we loved hanging out on the dock, crabbing and kayaking. With plenty of adult bikes, we took a trip each morning to the playground too. We hope to be back!"
Breathtaking Waterfront Estate

LUXURY VILLA IN KENT ISLAND-SLEEPS 10-12

LUXURY VILLA IN KENT ISLAND-SLEEPS 10-12

Stunning waterfront villa with indoor pool and kids swing set and play area.

9.8 out of 10, Exceptional, (10)
"Couple little things were annoying. Overall a place/property we love. This was our third visit and plan for another."
Stunning waterfront villa with indoor pool and kids swing set and play area.

Blake House Historic Estate with Private Inn

10.0 out of 10, Exceptional, (19)
"My family stayed at The Beach Club for our yearly vacation. In 6th"
Blake House Historic Estate with Private Inn

Villa with Majestic Views of Monocacy River. Sleeps 5, 2 Bath, Full Kitchen

9.2 out of 10, Wonderful, (34)
"I have stayed here twice now with my kids while visiting my mom. Both times we have stayed in the Villa. I like rustic, and to me this is the perfect combination of rustic and practical modern. It very much has a cabin feel with its gorgeous wood, but also has great AC, Sat TV, WiFi, and a very well equipped kitchen. The master bedroom is huge and very comfortable. The second bedroom is ideal for kids. Having 2 bathrooms was great and they were more than adequate. The deck and the view off of it...
Villa with Majestic Views of Monocacy River. Sleeps 5, 2 Bath, Full Kitchen

"2 Large Community Pools, Montego Bay Community, spacious deck"

9.6 out of 10, Exceptional, (15)
"This was such a nice fit for us. It is nicely decorated with tons of amenities. Good location with plenty of room for everyone. The double living rooms and large dining table were an added bonus. We had three teenagers with us so having options for them within walking distance was great!"
"2 Large Community Pools, Montego Bay Community, spacious deck"

Lake Views * Hot Tub * Fast Wi-Fi * Renovated

9.6 out of 10, Exceptional, (5)
"Clean house with a great view. Spacious and centrally located."
Lake Views * Hot Tub * Fast Wi-Fi * Renovated

Leo Farm Villa - Beautiful Country Retreat by RedAwning

Leo Farm Villa - Beautiful Country Retreat by RedAwning

Ski Harbor 07

3.5 star property
Ski Harbor 07

Leo Farm Villa - Beautiful Country Retreat 5 Bedroom Villa by RedAwning

3.0 star property
Leo Farm Villa - Beautiful Country Retreat 5 Bedroom Villa by RedAwning

CONDO 2 Bedrooms & 2 Full Bathrooms - LINENS INCLUDED

CONDO 2 Bedrooms & 2 Full Bathrooms - LINENS INCLUDED

Villa Celeste

3.5 star property
Villa Celeste

Exquisite 14,000 sq ft Waterfront Mansion with Pool

Exquisite 14,000 sq ft Waterfront Mansion with Pool

Beautiful turn of the century 6 bedroom Victorian

Beautiful turn of the century 6 bedroom Victorian
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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Frequently asked questions

How much do villas in Maryland cost?
Prepare to pay between and per night for a villa in Maryland. No matter your budget, a terrific escape is only a few clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Maryland?
Maryland has 24 villas to pick from. Enter your travel dates and destination and lock in your next escape today.
Why book your villa in Maryland with Expedia?
Booking a villa in Maryland is as easy as clicking on your travel dates and picking the option that meets your requirements. Searching for something upscale or budget friendly, or a stay that also has WiFi and a hot tub? Use Expedia’s search filters to narrow your results and find the perfect pad.
How can I find cheap villas in Maryland?
The simplest way to locate cheap villas in Maryland is with Expedia’s convenient filter tool. Tailor your search results by budget, star rating and amenities to land awesome prices in only a few clicks.