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Villa holiday rentals in Maryland

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Top-rated villa rentals in Maryland

Guests agree: these villas are highly rated for location, cleanliness and more.

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Villa in Ocean Pines

5 out of 5 average rating, 3 reviews

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

Golfer's paradise on River Run golf course! 8 miles to Ocean City! Located overlooking a lake on the 4th hole in the River Run Golf Community. This new and well decorated duplex is in an ideal location. The beaches, amusements, restaurants, casino, movies, shopping outlets and marinas 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.

Villa in Bethesda

4.78 out of 5 average rating, 105 reviews

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 & pool trampoline, floaties & slide and outdoor Moroccan living room is available for your pleasure . Kid & dog friendly. In winter there is a working fireplace (wood provided) and lovely lodge like sitting rooms as well as a chefs open kitchen and dining area. Perfect for film shoots and social media

Villa in Germantown

4.83 out of 5 average rating, 18 reviews

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

Villa du Film (the Villa of Film), set on two acres of land, a 9-foot ceiling throughout, is a luxury, 4200 sq ft villa in Potomac. If features 5 bedrooms, two saunas (large 6-person finish sauna and 1-person infrared sauna), an equipped exercise gym with wrestling mat, a movie theater, music room, a library with a grand piano, a gourmet kitchen, and vaulted ceiling with large wood fireplace, large patio and backyard with swings, hammocks, and trampoline, basketball court and ping pong table.

Guest favourite

Villa in Annapolis

4.84 out of 5 average rating, 112 reviews

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

*Winter Wonderland*CHESAPEAKE BAY EXPERIENCE - Home-style comfort, vacation ease. Chesapeake Bay views...steps from water's edge / waterfront community /bay front / sandy beach access / gated community pier / park with protected swim area, picnic tables & bbq grills / children's playground. 6BR/3 full spa-inspired bathrooms. Perks: Outdoor HOT TUB, Gas BBQ Grill, firepit & more. 6-car private parking. Parties / events not allowed. *Outdoor SPA Tub *Indoor spa year round. Municipal pool.

Guest favourite

Villa in Potomac

5 out of 5 average rating, 35 reviews

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, emphasizing a cozy atmosphere and a place to come together and enjoy the company of friends or family. Enchanting and elegant, but far from fussy, our home makes the ideal spot for a family gathering or for a group of friends marking a special occasion. Gather by the fire, play a game of pool, or unwind in the hot tub; there’s something for everyone to enjoy!

Guest favourite

Villa in Easton

4.95 out of 5 average rating, 44 reviews

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

FALL BONUS. EARLY CHECKIN! 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. Listing 347588 on vacation rental by owners. Extensive feedback on that site! 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

Guest favourite

Villa in Neavitt

4.95 out of 5 average rating, 74 reviews

Breathtaking Waterfront Estate

Durham-Hythe Estate is nestled within 7.5 acres of idyllic grounds with its own 750ft shoreline, 75ft private dock (5ft MLW), boat slip, sun deck, waterside in-ground pool, pool houses, and crab shack at water’s edge. Its position at the tip of Neavitt fishing village’s peninsula affords breathtaking sunset views of Chesapeake bay at the font of the property and spellbinding sunrises above Choptank River at the back. This destination is set to exceed your expectations!

Villa in Clarksburg

4.63 out of 5 average rating, 27 reviews

karma～Entire walkout basement ,4B / 3 rooms，DC sub

Safe， quite , spacious , private You will have Entire walk out 1500 SF basement apartment in a 6000 sf single family house . bedroom 1 : zen ( queen size bed , door with lock ) bedroom 2 : ( queen size bed , french door with lock) bedroom 3 : jungle room ( two twin size bed curtain-privacy curtain ) 4 : living room with Tv Two sofas and one bar . 5 : one gym space with dumb bells 6 : bathroom boho lifestyle Free high speed wifi

Guest favourite

Villa in Fort Washington

4.93 out of 5 average rating, 60 reviews

Beautiful Spanish Villa on Water! 25 min to DC!

Discover this stunning waterfront Spanish-style villa just 30 minutes from DC! The house features unique architecture and an artistic interior that maximizes relaxation. Also featured are thoughtfully curated spaces that blend traditional and contemporary elements, creating a warm and inviting atmosphere. Enjoy direct access to the water and a peaceful escape just outside the city—ideal for families, retreats, or a relaxing getaway with friends!!

Villa in Sparks Glencoe

4.92 out of 5 average rating, 37 reviews

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).

Guest favourite

Villa in Ocean City

4.93 out of 5 average rating, 29 reviews

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.

Guest favourite

Villa in Bel Alton

5 out of 5 average rating, 8 reviews

Leo Farm Villa - Beautiful Country Retreat

Welcome to your exquisite vacation getaway nestled in the heart of Bel Alton, Maryland! This fully furnished 5-bedroom haven offers the perfect blend of comfort, luxury, and natural beauty. With its expansive deck, sprawling backyard, and a plethora of amenities, this retreat promises an unforgettable escape for you and your loved ones. As you step inside, you'll find convenience and elegance seamlessly combined.

Holiday rentals for every style

Get the amount of space that is right for you

Flats

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Bungalows

Intimate homes, inviting architecture

Popular amenities for villa rentals in Maryland

Free parking on premises

Air conditioning

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

Guest favourite

Villa in Stevensville

4.86 out of 5 average rating, 44 reviews

Luxurious Waterfront Kent Island Home

Villa in Ocean Pines

4.44 out of 5 average rating, 68 reviews

Luxe Homey Get-Away Beach Cove

Villa in Clarksburg

4.63 out of 5 average rating, 27 reviews

karma～Entire walkout basement ,4B / 3 rooms，DC sub

Guest favourite

Villa in Annapolis

4.84 out of 5 average rating, 112 reviews

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

Guest favourite

Villa in Centreville

5 out of 5 average rating, 48 reviews

Blake House Historic Estate with Private Inn

Guest favourite

Villa in Easton

4.95 out of 5 average rating, 44 reviews

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

Guest favourite

Villa in Neavitt

4.95 out of 5 average rating, 74 reviews

Breathtaking Waterfront Estate

Luxury villa rentals

Villa in Germantown

4.83 out of 5 average rating, 18 reviews

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

Guest favourite

Villa in Bel Alton

5 out of 5 average rating, 8 reviews

Leo Farm Villa - Beautiful Country Retreat

Guest favourite

Villa in Annapolis

4.84 out of 5 average rating, 112 reviews

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

Guest favourite

Villa in Centreville

5 out of 5 average rating, 48 reviews

Blake House Historic Estate with Private Inn

Guest favourite

Villa in Easton

4.95 out of 5 average rating, 44 reviews

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

Villa in Bethesda

4.78 out of 5 average rating, 105 reviews

Italy meets Moroccan oasis with huge pool for 10

Villa rentals with a pool

Guest favourite

Villa in Easton

4.95 out of 5 average rating, 44 reviews

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

Guest favourite

Villa in Centreville

5 out of 5 average rating, 48 reviews

Blake House Historic Estate with Private Inn

Villa in Ocean Pines

5 out of 5 average rating, 3 reviews

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

Villa in Bethesda

4.78 out of 5 average rating, 105 reviews

Italy meets Moroccan oasis with huge pool for 10

Guest favourite

Villa in Neavitt

4.95 out of 5 average rating, 74 reviews

Breathtaking Waterfront Estate

Private room in Cockeysville

4.79 out of 5 average rating, 28 reviews

Westmore Estate II Contemporary Cave Gorgeous B&B

Guest favourite

Villa in Annapolis

4.84 out of 5 average rating, 112 reviews

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

Destinations to explore