Villa holiday rentals in Maryland

Close to DC Excellent location.

Close to Washington, DC. Entire House 4 bedrooms with full kitchen, 3 Full bath, 1 half bathrooms, living and dining area. The family room has 60 60-inch TV. Free 2 parking spaces. Free high-speed net. Work Space with 2 writing Desks. Master bedroom with a king bed and seating area. 2 Roku Smart TV in the family room. Fully equipped New kitchen ready for you. Washer and dryer in the lower level. Basement has a large suite with a queen bed setting and dining area, and .60 TV. Full bath

Location · Family · Sleep quality

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.

Family · Location · Beach

Capital Bliss Luxury Pool Retreat/ DC Attraction

Enjoy summer vibes with a relaxing getaway minutes from the heart of Washington, DC. Whether visiting for sightseeing, family vacations, work travel, or a long weekend escape, this spacious 4-bedroom, 3.5-bath villa offers comfort and style. Enjoy bright open spaces, warm evenings, and a private retreat atmosphere after exploring museums, monuments, dining, and DC neighborhoods. Relax poolside in a cozy luxury setting designed for memorable stays. No large gatherings or parties permitted.

Family · Location · Sleep quality

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!

Family · Value · Beach

Deer Haven at Bacon Hall

Fully unwind in style at this pet friendly two-story modern villa. Nestled in the quiet country of Sparks Glencoe, Maryland you'll have ample space to stretch out and enjoy the numerous amenities. From leather furniture, unique lighting fixtures, and marble counters, to a show-stopping spiral staircase and spacious back deck, you'll be grateful you didn't opt for a hotel (and its inevitable noisy neighbors). Enjoy the separate game room with a pool table and arcade during warmer months!

Value · Family · Heating

Luxury Mansion near Washington DC. (B&B)

Bring the whole family to this great place with lots of room for fun. This architectural masterpiece seamlessly combines elegance with modern comforts. Immerse yourself in the lap of luxury as you explore spacious living areas adorned with exquisite furnishings. The gourmet kitchen is a culinary haven, and each bedroom is an en-suite private sanctuary. Every detail is curated to give an unparalleled experience. Make lasting memories in this exclusive haven of sophistication and comfort.

Family · Indoor spaces · Kitchen

Walk to the Beach! PingPong-Fenced Yard-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

Location · Value · Nearby

Bay Access 3 bedroom Main House in Franklin Manor

Escape to a beautifully renovated coastal cottage with stunning bay views and unforgettable sunsets, just 20 minutes from Annapolis. Located in a quiet waterfront community, this home offers the perfect blend of relaxation, outdoor adventure, and comfortable living. Enjoy access to two private beaches, fishing piers, a swim platform, playground, baseball field, volleyball court, picnic pavilion, and a mile-long bayfront park—all just steps from your door.

Family · Location · Condition

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.

Location · Value · Getting around

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

Timber Ridge Haven is officially an Airbnb 'Guest Favorite'! We owe this milestone to our wonderful guests and look forward to providing you with the same high-quality, comfortable mountain experience. 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.

Location · Accuracy · Hospitality

Private Luxury Spa Getaway

Suite Retreat 1: Your Private Luxury Spa Getaway Near Washington DC, Baltimore, & Annapolis     _Escape to Suite Retreat 1, an exclusive Private Luxury Spa Retreat located in Severn, Maryland._   Strategically situated for easy access between Washington DC, Columbia, Baltimore, and Annapolis, this rental is designed for elevated group stays, accommodating Naval Academy families, military visitors, and hosting refined celebrations.

Accuracy · Bathroom · Indoor spaces

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.

Location · Family · Comfort