Villa holiday rentals in Maryland

Italy meets Moroccan oasis with huge pool for 10

Beautiful stone house with large pool in quiet upmarket area in trendy Bethesda. Steps from public transport, shops, restaurants and many activities. Lovely walks and trails. A large swimming pool, floaties & kids slide and outdoor Moroccan living room is available for your pleasure . Kid & dog friendly. In winter there are working fireplaces (wood provided) and lovely lodge like sitting rooms as well as a chefs open kitchen and dining area. Perfect for family gatherings and social media shoots.

Lakeview/Golf course front home - 4 Bed/3 baths

Golfer's paradise on River Run golf course in Berlin, MD! 8 miles to Ocean City! Located overlooking a lake on the 4th hole in the River Run Golf Community. This well decorated duplex is in an ideal location. The beaches, amusements, restaurants, casino, movies, and shopping outlets are all within 15 minutes. You can enjoy the pool, tennis & golf on site in the River Run community. This duplex has 4 BDRM's & 3 full baths. The maximum occupancy allowed for this rental is eight people. NO PETS.

Cozy private at Villa De Bowie rental property

This luxurious house recently fully renovated new kitchen and bathrooms with new Hvac system and new furniture and new bedrooms. open concept kitchen with 2 living rooms and library, watch the sunset in the backyard and enjoy the sun rises in the front yard, quiet neighborhood and relaxing, no traffic in the neighborhood, close by the bowie state university, close by the town center. 20 minutes from Washington DC and Annapolis,closed by the airports and major roads 197, 50 ,495 ,450 ,95 ,295

Private Peninsula Estate, Pool Houses, Crab Shack

This isn't a typical waterfront rental. Durham-Hythe Estate is a private 7.5-acre peninsula compound with over 750 feet of shoreline; designed for groups who want space, privacy, and a true Eastern Shore experience. Grab a cup of coffee or tea and watch the sunrise on the dock! Enjoy Chef-prepared meals while watching the evening sunset. Estate living includes swimming, spa time, cookouts, playing with your dogs in the 4-acre field, crab feasts, and relaxing in the raised rose garden!

Walk to the Beach! Fire Pit-FencedYard-N64-Bikes

Escape to the Blue House, a pet-friendly retreat just 6-mins to the beach. - Full kitchen and charcoal grill - Coffee bar (k-cups, espresso, coffee grinder, french press, and pour over) - Fully fenced patio with a fire pit and ping pong - Outdoor shower - 5 Bikes - Northside Park - 2 min walk away - N64 - 48W EV charger - Record player - Pet ramp Sleep 10 (8 Adults 2 Children) in our 3 bedrooms - 1 king, 1 queen, 1 full over full bunk bed, and full sofa bed. NOT POSTED ON C.LIST

Elegant Luxury Retreat with Game Room Near Bwi

_Elegant Luxury Retreat with Game Room Near BWI | Family & Group Getaway Near Baltimore, Annapolis & DC_ Escape to a stylish, high-end retreat designed for comfort, entertainment, and convenience—perfectly located just minutes from BWI Airport, and a short drive to Baltimore, Annapolis, and Washington, DC. Whether you're planning a family vacation, group getaway, business trip, or weekend escape, this elegant home delivers a premium stay experience.

Spacious and Beautiful Home with "Hygge"!

Make memories to last a lifetime in a home that marries luxury with a serene ambiance that embraces the Scandinavian Hygge style. Enchanting and elegant, but far from fussy, our home makes the ideal spot for friends and family marking a special occasion. Gather by the fire, play a game of pool, or unwind in the hot tub. Note: this is our home, there will be personal items in the house, but we do make an effort to clear as much as possible away.

5BR Sleeps 14, Hot Tub, Pool table, 5 Min to Lake

Timber Ridge Haven is your premier Deep Creek Lake retreat in the heart of McHenry. This spacious 5-bedroom chalet features stunning, direct views of the Wisp Resort ski slopes and is just steps from lake access. Perfect for family reunions or ski trips, our home sleeps 14 and features a private hot tub and arcade. Book with confidence—this new listing is professionally managed to ensure a seamless, 5-star experience from arrival to departure.

Luxe Homey Get-Away Beach Cove

Quiet and Private Spacious home, our guest have the privacy of a full kitchen, three large bedrooms, a large living room with a fire place as well as an outdoor patio perfect for Cookouts or Smores. This secluded home is only 10 minutes away from the Beach and is a perfect Family Get-Away from Home! We are very accommodating host so if you have any questions about pricing, dates and availabilities or amenities please contact us at any time.

Deer Haven at Bacon Hall

Fully unwind in style at this beautifully renovated two-story modern villa. Nestled in the quiet country of Sparks Glencoe, you'll have ample space to stretch out out and enjoy the numerous luxury amenities surrounding you. From leather furniture, unique lighting fixtures, and marble counters, to a show-stopping spiral staircase and spacious back deck, you'll be forever grateful you didn't opt for a hotel (and its inevitable noisy neighbors).

Cheery & Cozy Beach Villa - Walk to Beach

This Villa Offers All The Items You Want For A Perfect Vacation! Beautiful Spacious 3 BR 2 Bath With Sleep Sofa To Sleep Up To 8 Comfortably. Master BR Has A King Bed With A Private Bath. BR 2 has A Queen Bed and BR 3 Has Twin Bunk Bed. Both Have Windows Facing The Coastal Hwy. The Second Full Bathroom Is In The Hallway. Located At 90th St It Is Convenient To A Supermarket And Within Walking Distance To Popular Restaurants.

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

Escape to Serenity: Chesapeake Bay Oasis. Experience the ultimate Chesapeake Bay retreat - stunning 6-bedroom, 3-bath water-view villa, perfectly suited for family reunions & special gatherings. Enjoy breathtaking bay views, steps from the water's edge, with gated 240’ pier, sandy beach, protected swim area, picnic tables, BBQ grills & children's playground. **6-person Outdoor hot tub - current temp is 102•F**