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.

Luxor Mountaintop Cabin-Castle at Deep Creek Lake

Welcome to Phoenix Crest, a brand-new mountaintop micro-resort in Western Maryland just 10 minutes from Deep Creek Lake. Nestled on 5 scenic acres, we offer a variety of unique stays—including the Luxor Grand Castle-Cabin featured in this listing—each with a touch of “swagriculture” flair. Enjoy on-site spa services, a charming petting farm, and a setting perfect for family gatherings, reunions, and special events. While the area may have an off-season, we’re your year-round destination!

Walk to the Beach! Firepit-Grill-Bikes-Fence-N64!

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 - Rrecord Palyer 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

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.

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.

Stunning 14 Acre Modern Villa with Sunroom

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).

Pasadena Holiday Home

Make memories in this unique, family-friendly space. The decoration set up in the house was in line with the cleanliness and photos. The cleaning fee of this house is $50, we try to make it the best for our guests to have a clean and comfortable resting environment, but we are not up to the standard of a five-star hotel, please do not book this listing with very high cleanliness requirements, I do not want to delay each other's time.

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.

8 Bedrooms Historic Mansion

✨ The Legacy Villa — A Luxury Estate Experience. Step into timeless elegance at this beautifully restored 1790s mansion. This bed & breakfast is perfect for couples, families, or group getaways. The Legacy Villa mansion offers 8 bedrooms, 7 baths, 7 fireplaces, 2 private kitchens, full basketball court, pool, and much more. Sit by the pool and relax in a peaceful, private setting that blends history with relaxation.

Waterfront Retreat & Guest House

Enjoy a relaxing private retreat with an amazing view of the water. Come to stay at the house the whole time enjoying sunsets, kayaking, building sand castles, playing in the water, and making great meals or venture to many nearby towns with great restaurants, hikes, golfing, breweries, bike paths, and more. Enjoy your own private 100 ft pier and sandy beach. **great wifi in main house and guesthouse

Nature Retreat

Escape to this serene retreat for the perfect family getaway. Embrace tranquility with leisurely strolls along a paved path that winds through the entire property, surrounded by picturesque nature. Your ideal destination for relaxation awaits.