
Villa holiday rentals in Maryland
Find and book unique villas on Airbnb
Top-rated villa rentals in Maryland
Guests agree: these villas are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for villa rentals in Maryland
Private villa rentals

Villa du Film -- a luxury 7-beds villa in Potomac
The house is as described full of amenities. I particularly enjoyed the piano and sauna. The host was very responsive and accommodating. Thank you for everything

Luxurious Waterfront Kent Island Home
What a cool spot! I took my family to Annapolis to celebrate my sister’s 60th and we stayed on Kent Island at Nila’s place. The drive here is gorgeous. Thinks scenic with mature trees and headed to the water. The grounds are gorgeous with the golf course meandering throughout. Everyone is friendly driving their golf carts and waving. The house is sick! Think mad men for 2024. Felt like I was staying in an upscale hotel with family, cozy bedrooms upstairs. Plus the second living room. Soooo cool. I did get the projector to work and watched a few dvds with the surround sound. That was pretty cool!! I do Airbnb a lot and I would give this experience a 10/10 on all the things that matter - value, comms, thoughtfulness, cleanliness, location etc. thank you Nila!

Leo Farm Villa - Beautiful Country Retreat
This was an amazing place to stay!

Stunning 14 Acre Modern Villa with Sunroom
This was the perfect retreat for our family! My husband and his sister grew up in Towson, and this house was the perfect place to come back to stay with both of our families. Our kids had a blast making holiday memories together in the awesome garage. We had plenty of space, and while secluded the house is very convenient to Towson and other areas.

Crow's Nest Cottage: Chesapeake Bay View*HOT TUB*
Our family and friend group of 11 stayed here for three nights. The house was perfect for us and had everything you would possibly need. We loved it so much that we punted some things we were going to do to hang out there. The fire pit on the deck was a fan favorite at night which all of us sat around, talking and laughing. Some people got up early to fish at the pier that we had access to, and my daughter spent time at the beach there. I can't say enough kind words about Paul as a host. He answered all our questions in a timely manner by texting us which not all hosts do. Today, he gave us a later check out time which was helpful in getting so many people up and out! Paul was there when we arrived and was just so gracious. I would highly recommend this place to anyone and would love to come back someday. Thank you so much, Paul!

Cheerful 4 bedrm Villa with deck, grill, fireplace
Janelle was very responsive and very accommodating. She responded immediately to every question!

Lakeview/Golf course front home - 4 Bed/3 baths
My family and I found this rental unit to be very clean and well kept. Rich was very responsive with the few questions that I had for him. I would recommend this rental to others!

Italy meets Moroccan oasis with huge pool for 10
My partner, two dogs and I had a wonderful stay here. First and foremost, the home was on a quiet, beautiful street, and the home itself was lovely and as described. Plenty of nooks and crannies to curl up with a book, do some work, or just ponder. It is a easily drivable to the metro and to plenty of things in and around Bethesda to do. Second, Kate was a great host. Very accommodating, incredibly nice, and always responsive. Two key points for travelers: 1. We are dog owners and travel frequently with our dogs. If you are too, we particularly recommend Kate as she was accommodating of our dogs (even let us know of the treat stash), which is very important. 2. Relatedly, if you are not a dog person, you should still stay here because there was absolutely no evidence that any dog had ever stayed there (not that we would mind, but we understand others may). No dog fur, not dog stains, no dog smell. The place was pristine. So don't let the positive review dogs, concern you. A+++
Luxury villa rentals

Villa du Film -- a luxury 7-beds villa in Potomac
The house is as described full of amenities. I particularly enjoyed the piano and sauna. The host was very responsive and accommodating. Thank you for everything

Italy meets Moroccan oasis with huge pool for 10
My partner, two dogs and I had a wonderful stay here. First and foremost, the home was on a quiet, beautiful street, and the home itself was lovely and as described. Plenty of nooks and crannies to curl up with a book, do some work, or just ponder. It is a easily drivable to the metro and to plenty of things in and around Bethesda to do. Second, Kate was a great host. Very accommodating, incredibly nice, and always responsive. Two key points for travelers: 1. We are dog owners and travel frequently with our dogs. If you are too, we particularly recommend Kate as she was accommodating of our dogs (even let us know of the treat stash), which is very important. 2. Relatedly, if you are not a dog person, you should still stay here because there was absolutely no evidence that any dog had ever stayed there (not that we would mind, but we understand others may). No dog fur, not dog stains, no dog smell. The place was pristine. So don't let the positive review dogs, concern you. A+++

Leo Farm Villa - Beautiful Country Retreat
This was an amazing place to stay!

Waterfront Retreat & Guest House
Beautiful big house with unique charm, in a beautiful area with the Chesapeake as the back drop. Great location for family to meet mid point from NJ, PA, and Virginia. The huge family table in the breezeway was a great place to gather for meals and games. The house worked for one of our family members with mobility issues with full bathrooms, and bedrooms on the 1st floor and no stairs to get in the back door. Went for over a 4 mile walk around the town one morning, beautiful landscapes, birds, boat docks, and a park. We enjoyed the fire pit, grilling food in winter, the dock on the property, hearing the church bells from a distance. Kyle is a great host! Would definitely return.

Spacious and Beautiful Home with "Hygge"!
Our family had a wonderful and relaxing stay. The house is simply amazing, very spacious, and beautifully decorated. We loved the fireplace and kitchen areas. The game room and hot tub was a big plus for the kids. The surroundings are very green and peaceful with a huge garden where deers can be seen. Ben is a great host and was always very responsive to our questions/requests. Thank you Ben. We highly recommend this place and would gladly come back.

Beautiful Spanish Villa on Water! 25 min to DC!
Sean was an amazing host! Extremely accommodating. Home was perfect for my family and I visit. Very private but not too far from several restaurants and “things to do”. Property was very spacious. Everything was “pitch perfect”.

Crow's Nest Cottage: Chesapeake Bay View*HOT TUB*
Our family and friend group of 11 stayed here for three nights. The house was perfect for us and had everything you would possibly need. We loved it so much that we punted some things we were going to do to hang out there. The fire pit on the deck was a fan favorite at night which all of us sat around, talking and laughing. Some people got up early to fish at the pier that we had access to, and my daughter spent time at the beach there. I can't say enough kind words about Paul as a host. He answered all our questions in a timely manner by texting us which not all hosts do. Today, he gave us a later check out time which was helpful in getting so many people up and out! Paul was there when we arrived and was just so gracious. I would highly recommend this place to anyone and would love to come back someday. Thank you so much, Paul!
Villa rentals with a pool

Lakeview/Golf course front home - 4 Bed/3 baths
My family and I found this rental unit to be very clean and well kept. Rich was very responsive with the few questions that I had for him. I would recommend this rental to others!

Italy meets Moroccan oasis with huge pool for 10
My partner, two dogs and I had a wonderful stay here. First and foremost, the home was on a quiet, beautiful street, and the home itself was lovely and as described. Plenty of nooks and crannies to curl up with a book, do some work, or just ponder. It is a easily drivable to the metro and to plenty of things in and around Bethesda to do. Second, Kate was a great host. Very accommodating, incredibly nice, and always responsive. Two key points for travelers: 1. We are dog owners and travel frequently with our dogs. If you are too, we particularly recommend Kate as she was accommodating of our dogs (even let us know of the treat stash), which is very important. 2. Relatedly, if you are not a dog person, you should still stay here because there was absolutely no evidence that any dog had ever stayed there (not that we would mind, but we understand others may). No dog fur, not dog stains, no dog smell. The place was pristine. So don't let the positive review dogs, concern you. A+++

Westmore Estate II Contemporary Cave Gorgeous B&B
Drs. Ken & Sam were some of the best hosts I’ve had! They were extremely friendly, flexible, and provided very thorough instructions. They offered great amenities and provided a continental breakfast as well! They strived to go above and beyond to accommodate us and even joined us for conversation at breakfast. The estate is to die for and we would be more than happy to book with them again!

Crow's Nest Cottage: Chesapeake Bay View*HOT TUB*
Our family and friend group of 11 stayed here for three nights. The house was perfect for us and had everything you would possibly need. We loved it so much that we punted some things we were going to do to hang out there. The fire pit on the deck was a fan favorite at night which all of us sat around, talking and laughing. Some people got up early to fish at the pier that we had access to, and my daughter spent time at the beach there. I can't say enough kind words about Paul as a host. He answered all our questions in a timely manner by texting us which not all hosts do. Today, he gave us a later check out time which was helpful in getting so many people up and out! Paul was there when we arrived and was just so gracious. I would highly recommend this place to anyone and would love to come back someday. Thank you so much, Paul!
Destinations to explore
- Family-friendly rentals Maryland
- Lakehouse rentals Maryland
- Flat rentals Maryland
- Cottage rentals Maryland
- Apartment rentals Maryland
- Pet-friendly rentals Maryland
- Bed and breakfasts Maryland
- Bungalow rentals Maryland
- Rentals with breakfast Maryland
- Waterfront rentals Maryland
- Rentals with a sauna Maryland
- Boutique hotel rentals Maryland
- Rentals with a cinema Maryland
- Rentals with an accessible-height bed Maryland
- Hotel rentals Maryland
- Rentals with an EV charger Maryland
- Rentals with an accessible-height toilet Maryland
- Rentals with outdoor seating Maryland
- Beach apartment rentals Maryland
- House rentals Maryland
- Rentals with beach access Maryland
- Fitness-friendly rentals Maryland
- Rentals with a kayak Maryland
- Rentals with pools Maryland
- Townhouse rentals Maryland
- Mansion rentals Maryland
- Boat rentals Maryland
- Beach house rentals Maryland
- Rentals with a fireplace Maryland
- Chalet rentals Maryland
- Farm stay rentals Maryland
- Ski-in/ski-out rentals Maryland
- Rentals with a hot tub Maryland
- Rentals with lake access Maryland
- Smoking-friendly rentals Maryland
- Rentals with a washing machine and dryer Maryland
- Rentals with a firepit Maryland
- Cabin rentals Maryland
- Private suite rentals Maryland
- Aparthotel rentals Maryland
- Beachfront rentals Maryland
- Rentals with a patio Maryland
- Guest house rentals Maryland
- Tiny house rentals Maryland
- Family-friendly rentals Maryland
- Villa rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Things to do Maryland
- Nature and outdoors Maryland
- Sightseeing Maryland
- Tours Maryland
- Sports activities Maryland
- Art and culture Maryland
- Food and drink Maryland
- Things to do United States
- Food and drink United States
- Wellness United States
- Entertainment United States
- Tours United States
- Nature and outdoors United States
- Sightseeing United States
- Art and culture United States
- Sports activities United States