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.

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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

LocationFamilyCondition

4.86 out of 5 average rating, 7 reviews

Two adirondack chairs are positioned on a balcony, facing a golf course with lush green grass and a serene lake. A small table holds two cocktails, complemented by the backdrop of trees and a clear sky.

Villa in Ocean Pines

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.

LocationFamilyHospitality

5.0 out of 5 average rating, 6 reviews

Villa in Sparks Glencoe

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!

ValueFamilyWi-Fi

4.89 out of 5 average rating, 62 reviews

Top Guest favourite

Villa in Ocean City

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

ValueFamilyAccuracy

4.99 out of 5 average rating, 99 reviews

Villa in Deale

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.

ParksCleanlinessQuiet

4.6 out of 5 average rating, 5 reviews

Guest favourite

An aerial view captures an expansive property surrounded by water, showcasing vibrant green trees and a swimming pool nestled among the foliage. A long pier extends into the water, emphasizing the natural beauty of the estate and the serene landscape.

Villa in Centreville

Blake House Historic Estate with Private Inn

Blake House represents one of the oldest colonial homes in Maryland, built by British settler, Charles Blake, of London, England, in 1691. The house is nestled within 12 acres of manicured gardens, boasting an abundance of indigenous and foreign flora, and surrounded by direct water access. But the most unique feature of this property is the Crown and Anchor Inn (circa. 1735), originally located in Southern Baltimore and moved to the estate in 1941.

LocationFamilyAir conditioning

5.0 out of 5 average rating, 61 reviews

Top Guest favourite

A bright and airy living room showcases cathedral ceilings and a large arch window, allowing natural light to fill the space. Stylish seating includes a cozy sectional sofa, two armchairs, and a decorative coffee table, complemented by a plush area rug and elegant decor.

Villa in Potomac

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.

ValueLocationCondition

5.0 out of 5 average rating, 46 reviews

Guest favourite

Villa in McHenry

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.

LocationHot tubHospitality

4.89 out of 5 average rating, 9 reviews

Villa in Severn

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.

AccuracyIndoor spacesBathroom

Guest favourite

An outdoor dining area is shown, featuring a light blue picnic table surrounded by four matching chairs. A patio umbrella stands upright in the center, offering shade. A tall tree is visible in the background along with a white fence that encloses the space.

Villa in Ocean City

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.

ValueLocationAccess

4.94 out of 5 average rating, 48 reviews

Villa in Berlin

River Run Retreat | Pool + Golf Escape

Sun-filled River Run retreat near beaches with pool, golf, tennis & more! Enjoy a private deck, sunroom, fireplace, and spacious living area with central AC and WiFi. Fully equipped kitchen, king + queen beds, W/D, and all linens included. Relax by the pool, grill on the patio, or explore nearby Ocean City, fishing, and attractions. Perfect for families or friends seeking a coastal getaway in a peaceful golf community.

Guest favourite

A serene waterfront view captures the sunset over calm waters, framed by tall trees. Five Adirondack chairs are arranged along a lush green lawn, providing a perfect spot to enjoy the scenic backdrop. A wooden pier extends into the water, enhancing the tranquil atmosphere.

Villa in Easton

St. Michaels Waterfront-Pool/Kayak/Pier/Firepit

SPRING BONUS. EARLY CHECKIN,LATE CHECKOUT! Breathtaking views, private pool with baja deck, pier with boat slip, kayaks for 10, 4 bikes, and gas firepit by the water! Great for two families/multi-generations. Two primary bedroom suites and great water views from every room. 7 days during summer. PETS are $45 per pet per day Must get approval! Pool can be heated at a surcharge. Talbot County license: ST 809 GOL

FamilyLocationBathroom

4.96 out of 5 average rating, 47 reviews