Condo vacation rentals in Maryland

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Top-rated condo rentals in Maryland

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Top guest favorite
A vibrant neon sign reading 'Sea Glass Sunrise' is framed by lush green foliage, set against a backdrop of a serene beach at dawn. The soft pastel colors of the sky create a peaceful atmosphere, enhancing the welcoming ambiance of the space.
Condo in Ocean City
4.97 out of 5 average rating, 104 reviews

Gorgeous New Beachfront! King Bed, Direct Sea View

Stunning beachfront condo with direct view of the ocean! Your vacation home away from home! Everything you need right ON the beach. All linens, supplies and a well-stocked kitchen! New 65" TV w/free 4K Netflix provided! Modern serene decor in the heart of OC! Feel like getting out? Enjoy walking distance to Seacrets, Mackey's, and Fager's Island, Subway, Candy Kitchen or Dumsers' Dairyland! More adventure? Walk to minigolf, pontoon boats and jetski rentals! Only 4 minute drive to the boardwalk!!

Top guest favorite
A cozy living space features dark blue walls and large windows allowing natural light. A gray sofa is positioned beside a dining table with modern bar stools. Decorative items and framed pictures enhance the ambiance, while rich wood flooring adds warmth to the room.
Condo in Frederick
4.97 out of 5 average rating, 118 reviews

The Grand Delphey: Downtown Artist Retreat

Enjoy this stylish condo located in the heart of downtown's Historic District. The condo resides within a beautiful mansion known as the The Grand Delphey with shared rooms on the first level perfect for photo sessions or gathering. The unit has the ability to rent with 3 other units to SLEEP UP TO 16 PEOPLE! Please let us know if you would like to book the entire mansion for wedding parties or other events. Just steps away from wedding venues, Baker Park, the creek, downtown nightlife & shops!

Top guest favorite
A scenic view is captured from the balcony, showcasing a blend of rooftops and greenery with a gentle road winding through the neighborhood. The sunset casts a warm hue, illuminating the buildings and trees, providing a serene atmosphere.
Condo in Chevy Chase
4.98 out of 5 average rating, 131 reviews

BRIGHT 1 BD w/ LARGE BALCONY in PRIME BETHESDA LOC

Location, location, location. Bright one bedroom condo in prime downtown Bethesda location with designer furnishings. One of the best 1 bedrooms in the building with the best balcony location right off Bethesda Row. Easy walking distance to Metro and includes one of the best underground parking spaces by elevator. Lobby was recently renovated and gym has all new gym equipment. NOTE - key is provided through a lockbox (rather than in person) and will need to be returned back to lockbox.

Top guest favorite
A spacious living area features a pool table centered on a patterned rug. Comfortable seating options surround the space, with light-colored walls complementing the decorative elements. A tall plant adds a touch of greenery, while various artwork adorns the walls, contributing to a welcoming environment.
Condo in Frederick
4.96 out of 5 average rating, 122 reviews

2 Queen & 1 Twin Bed / Mountain & Museum Fun

Perched well above the city and in between Gambrill State Park and Cunningham Falls State Park, enjoy your stay in this extra large living space. Fifteen minutes from the city limits of Frederick, come and enjoy the peaceful surroundings with all the amenities of modern life. Bring your bikes and hiking boots to experience the myriad of trails and wildlife throughout the region. Close to the quaint City of Frederick. Dozens of wineries, craft breweries, and antique stores located nearby.

Top guest favorite
A round swimming pool is centrally located, surrounded by lounge chairs and a wooden deck. Sailboats are visible in the marina beyond, with lush greenery lining the water's edge. An umbrella provides shade over a seating area, adding to the tranquil outdoor setting.
Condo in Annapolis
4.96 out of 5 average rating, 305 reviews

Annapolis Waterfront Condo - Unit #: A-203

BOOK NOW SUMMER 2026 SPRING and FALL BOAT SHOW 1 bed/bath condo, sleeps 4 max, covered comfortable water facing deck, reserved parking! .5 mile walk to dwnt Annapolis and the Naval Academy, 1.9mi to the Navy Football, .25 mi. to boatshows! Great views - 2nd flr. condo (12 stairs, no elevator.) Pool Memorial to Labor Day: MWTh 4pm-8 Tues: Closed FSS and Holidays: 12pm-8 The pool is one of the best places to be on a hot summer day. If hours are unacceptable, pls select another location.

Guest favorite
The living area displays a light-filled space with large sliding glass doors that open to an oceanfront balcony. A neutral-colored couch is accompanied by a round wooden dining table. A large mirror and minimalist decor enhance the room's serene atmosphere, with a view of the sea in the background.
Condo in Ocean City
4.92 out of 5 average rating, 845 reviews

Light and Airy Oceanfront Condo with Large Porch

Wake up to the sound of the waves crashing outside your window and finish off your days relaxing on the private balcony as you watch the moon rise over the ocean. Come find your serenity by the sea in our modern oceanfront condo. Located in midtown Ocean City, you can keep your car parked in our dedicated spot and walk to many of the towns best restaurants, bars, and entertainment as well as the Convention Center and Performing Arts Center. Morning beach strolls and evening sips await :)

Top guest favorite
A well-lit bedroom features a spacious bed with decorative pillows, complemented by two bedside lamps. A small seating area is visible beside the bed, and a wooden shelf displays several items. Natural light enters through a large window with light curtains.
Condo in Bethesda
4.91 out of 5 average rating, 115 reviews

Bijou Space in Downtown Bethesda

Conveniently located in the heart of Bethesda, my bijou space will take you to the middle of the urban scene. It is close to shops, restaurants, supermarkets and everything you need. Oh, and the Bethesda Metro stop is less than a 7 minute walk away. While small overall, its ample one-bedroom and comfy one-bath will provide the roomy space you cannot easily obtain in a downtown location, and its well appointed kitchen will provide everything you need to cook a feats. Welcome to Bethesda!

Guest favorite
A serene bedroom features a king bed with a tufted headboard, complemented by decorative pillows. Warm lighting is provided by bedside lamps on each side. A light-colored sofa with a subtle design sits at the foot of the bed, and natural light enters through the window with white shutters.
Condo in Frederick
4.93 out of 5 average rating, 291 reviews

Your Hideaway awaits/1-bedroom downtown pad.

There is no place like home when you visit our cozy 1 bed/1 bath abode! This 2nd floor unit is nestled in the rear of a historic home that has been converted into condo living. This space checks all the boxes for a weekend getaway or long-term stay. Enjoy an open living/dinning area, a new memory foam king bed, & a fully furnished bathroom! We offer a keyless entry & 1 parking spot - a rarity for downtown living. Residents live above & below. NO pets, loud music, or parties.

Guest favorite
The living area features soft blue furnishings and a light wood coffee table. Floor-to-ceiling windows offer direct views of the ocean, while two lamps provide warm lighting. A coastal-themed artwork adorns the wall, enhancing the serene atmosphere of the space.
Condo in Ocean City
4.95 out of 5 average rating, 297 reviews

Direct Oceanfront with a View and Amenities Galore

Note: Must be 25 or older to rent our home. Beautifully renovated 2 bedroom beach front condo with views of both the beach and bay. Enjoy watching the waves roll in or a stunning sunrise through floor to ceiling windows without ever getting out of your king size bed. In the evening, open your front door to witness breathtaking sunsets over the bay. Or just relax with a drink on the beachfront balcony and listen to the waves with full 100% view of the beach and ocean.

Top guest favorite
Condo in Frederick
4.95 out of 5 average rating, 154 reviews

Quiet Stay + Huge Apt + Hot Tub + Dogs, Walkable

Hot tub. Peace and quiet — in downtown. Whether you're visiting for a romantic weekend, catching up with an old friend, or traveling solo with your dog, this oversized two-floor downtown Frederick flat gives you the space (and quiet) to unwind. A private hot tub, sun-drenched rooms, and vintage charm, this thoughtfully designed space is perfect for relaxing after a day of exploring Frederick. Walk to breweries, coffee shops, boutiques, and local restaurants. Dog-friendly

Top guest favorite
A cozy sleeping area is featured with a spacious bed adorned with an abstract circular accent design. Soft blue pillows enhance the bedding, while warm orange walls add vibrancy. Soft lighting from two bedside lamps illuminates the space, complemented by a framed artwork and a small wardrobe.
Condo in Baltimore
4.94 out of 5 average rating, 184 reviews

Sun House in Hampden Private Apartment no stairs

Artists and creatives are welcomed! Stay at our 1920 rowhouse with its mix of 70's era textiles and contemporary style. Only two steps to a welcoming porch and keyless entry to our foyer/Shared hall. Straight ahead is Sun Apartment, private studio with stocked kitchen, comfiest 5 star bed, private bath, laundry and back yard access. Yoga room/ office located in shared hall. No need for a car in the heart of Hampden's Avenue just a block away. LGBTQ+ friendly

Top guest favorite
Condo in Annapolis
4.98 out of 5 average rating, 102 reviews

Charming Annapolis Waterfront Condo

Discover the charm of CAPTAINS QUARTERS, your exclusive waterfront retreat in the prestigious Yacht Club Condominiums. Steps from Downtown Eastport and Annapolis, this gem offers stunning views, a community pool, and the essence of luxury. With 2 free parking spots, you're 1.6 miles from the Naval Academy and under a mile to Downtown Annapolis attractions. Perfectly positioned for exploration or relaxation, your stay promises an unmatched Annapolis experience.

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