Villa vacation rentals in Maryland

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Popular amenities for Maryland villa rentals

Private villa rentals

Villa in Germantown
4.83 out of 5 average rating, 18 reviews

Villa du Film -- a luxury 7-beds villa in Potomac

JanelleRating, 5 stars8 months ago
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
Villa in Ocean Pines
4.44 out of 5 average rating, 68 reviews

Luxe Homey Get-Away Beach Cove

GaryRating, 5 stars8 months ago
it was nice to be kind of like in the woods, but only minutes from THE BEACH 🤩⛱️
Guest favorite
Villa in Stevensville
4.86 out of 5 average rating, 44 reviews

Luxurious Waterfront Kent Island Home

MikeRating, 5 stars6 months ago
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!
Villa in Gaithersburg
4.22 out of 5 average rating, 9 reviews

Welcome this beautiful single family house

JodiRating, 5 stars14 months ago
The place has great views on a nice end lot property; super natural light, high ceilings with comfortable beds! Highly recommended.
Guest favorite
Villa in Bel Alton
5 out of 5 average rating, 8 reviews

Leo Farm Villa - Beautiful Country Retreat

TaneishaRating, 5 stars8 months ago
This was an amazing place to stay!
Villa in Sparks Glencoe
4.9 out of 5 average rating, 40 reviews

Stunning 14 Acre Modern Villa with Sunroom

ToddRating, 5 stars3 weeks ago
This is the second year straight spending a weekend at this property hosting my daughter’s birthday, and again it didn’t disappoint. Coming back again should say enough. Set back from the road in an idyllic wooded setting allows for great, quiet seclusion. Comfort abounds here with comfortable couches, beds and seating areas. Cozy fireplace outside if the night gets cool. If those are the qualities you require…stay here. I did. Twice.
Guest favorite
Villa in Annapolis
4.84 out of 5 average rating, 112 reviews

Crow's Nest Cottage: Chesapeake Bay View*HOT TUB*

MarthaRating, 5 stars7 months ago
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 in Aberdeen
4.56 out of 5 average rating, 9 reviews

Cheerful 4 bedrm Villa with deck, grill, fireplace

KatieRating, 5 stars19 months ago
Janelle was very responsive and very accommodating. She responded immediately to every question!

Luxury villa rentals

Guest favorite
Villa in Stevensville
4.86 out of 5 average rating, 44 reviews

Luxurious Waterfront Kent Island Home

MikeRating, 5 stars6 months ago
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!
Guest favorite
Villa in Bel Alton
5 out of 5 average rating, 8 reviews

Leo Farm Villa - Beautiful Country Retreat

TaneishaRating, 5 stars8 months ago
This was an amazing place to stay!
Villa in Sparks Glencoe
4.9 out of 5 average rating, 40 reviews

Stunning 14 Acre Modern Villa with Sunroom

ToddRating, 5 stars3 weeks ago
This is the second year straight spending a weekend at this property hosting my daughter’s birthday, and again it didn’t disappoint. Coming back again should say enough. Set back from the road in an idyllic wooded setting allows for great, quiet seclusion. Comfort abounds here with comfortable couches, beds and seating areas. Cozy fireplace outside if the night gets cool. If those are the qualities you require…stay here. I did. Twice.
Guest favorite
Villa in Annapolis
4.84 out of 5 average rating, 112 reviews

Crow's Nest Cottage: Chesapeake Bay View*HOT TUB*

MarthaRating, 5 stars7 months ago
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 in Bethesda
4.78 out of 5 average rating, 106 reviews

Italy meets Moroccan oasis with huge pool for 10

DavidRating, 5 stars4 months ago
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+++
Guest favorite
Villa in Ocean City
4.93 out of 5 average rating, 29 reviews

Cheery & Cozy Beach Villa - Walk to Beach

AllieRating, 5 stars3 months ago
This is a really great place. Highly recommend. Host is wonderful. Very responsive. Place was great. Has everything you need. Will definitely be renting this place again.
Villa in Princess Anne
4.82 out of 5 average rating, 138 reviews

Waterfront Retreat & Guest House

LaurenRating, 5 stars3 months ago
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.
Guest favorite
Villa in Fort Washington
4.91 out of 5 average rating, 67 reviews

Waterfront Villa with kayaks/hot-tub! 25 min to DC

MaiRating, 5 stars2 weeks ago
We had a really wonderful experience at Sean and Angelica's place. The house is very beautiful, peaceful, and has an amazing view. Sean and Angelica were super responsive, friendly, helpful and hospitable. We highly recommend this great place.

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