
Condo vacation rentals in Maryland
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Top-rated condo rentals in Maryland
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Gorgeous Beachfront! King Bed, Direct Ocean 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!!
ValueLocationBathroom
4.99 out of 5 average rating, 153 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!
FamilyValueAccuracy
4.96 out of 5 average rating, 186 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.
LocationFamilyTV
4.97 out of 5 average rating, 143 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.
ValueLocationIndoor spaces
4.96 out of 5 average rating, 151 reviews
Oceanfront 1 Bedroom, Balcony, Sitting Room, Pool
Opal Osprey: This OVERSIZE one-bedroom condo has been completely remodeled... giant oceanfront balcony PLUS a large patio room on the bayside! Expansive ocean views from every angle, super easy beach access, wonderful atmosphere in the quiet north end of OC. Linens included! Property Amenities - King size bed & queen sleeper - Large outdoor pool - Elevators - Dedicated high-speed WiFi and router w/ ethernet (Xfinity 100Mbps) - 2 Smart TVS with Xfinity, Roku - Keyless check-in 24/7
FamilyLocationKitchen
4.95 out of 5 average rating, 190 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.
LocationFamilyTV
4.92 out of 5 average rating, 331 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.
LocationFamilyBeach
4.94 out of 5 average rating, 339 reviews
Oceanfront Condo w/ Resort Amenities 3BDR &3pools
Sea Watch Condo's is an ideal family location with tons of amenities. The until is a recently updated 3 bedroom 2 bathroom condo that sleeps 6 people in 2 queen beds, 2 twin beds . The unit is ocean front with a large oceanfront balcony. The amenities Include, basketball court, tennis courts, playground, arcade, movie theater, billiard room, indoor pool and outdoor pool as well as a restaurant. The condo has 24 hour security and plenty of parking. Pools closed in off season
FamilyValueBeach
4.88 out of 5 average rating, 146 reviews
Funky Uptown Apt meets Downtown - Hist District
Location location location where Uptown meets Downtown in the Historic District. 1/2 block to Dinner Under The ✨ , First Sunday Arts. Tsu, 49 West, Level in the front yard Ramshead, Stan and Joes and Reynold's Tavern in the back. EVERYTHING Annapolis (USNA, Stadium, Statehouse, Ego Alley, Main St, Eastport) is walking distance from this unique 2nd floor unit w elevated deck for morning coffee as Jazz wafts in, full kitchen, w/d, clawfoot shower/tub, MBR with Queen.
FamilyLocationWifi
4.96 out of 5 average rating, 127 reviews
1st Floor Condo in Annapolis
This newly renovated, 1st floor studio is perfectly located just across Spa Creek from historic Annapolis in Eastport. Within easy walking distance of restaurants (3 min), Main Street/City Dock (10 min) & USNA's Gate 1 entrance (14 min), our studio includes a full kitchen, high-speed wifi, free onsite parking lot, a secure building entrance, dock (limited access) and a rooftop patio (with a seasonal pool) that offers beautiful views of downtown Annapolis.
LocationFamilyGetting around
4.96 out of 5 average rating, 180 reviews
CANAL FRONT Wi-Fi, Roku, Netflix, boatslip, pool
BEAUTIFUL WATER VIEW ON 28 STREET. 1 bedroom apartment with full kitchen and bath. Bedroom has 2 full size beds, boat slip ,1 onsite parking spot included, plenty of parking available in front of building. Public transportation close by. Walk to beach,boardwalk, restaurants, miniature golf, go cart tracks, Jolly Rogers Amusement and Water park. Free WiFi, and Roku to connect to your streaming services. Coded entrance. Beach gear.
ValueFamilyCleanliness
4.89 out of 5 average rating, 367 reviews
21st Floor Carousel - 2 BR Oceanfront & Bay View
NEW!! Welcome to our direct oceanfront 2 bedroom & 2 bath unit at the Carousel! Bringing the comfort of your home to the beach! Bring the whole family for lots of fun memories! We strive to take care of this condo to ensure you have a relaxing, comfortable, and clean stay! Our condo includes 2 DOUBLE SIZED balconies! An oceanfront balcony and a bay view balcony! You can enjoy both the sunrise and sunset!
LocationFamilySleep quality
4.96 out of 5 average rating, 119 reviewsPopular amenities for Maryland condo rentals
Weekly condo rentals

Cozy beach side condo
LocationValueWifi
4.88 out of 5 average rating, 122 reviews
Luxury Oceanfront Escape!
ValueLocationAmenities
4.96 out of 5 average rating, 241 reviews
Quiet Stay + Huge Apt + Hot Tub + Dogs, Walkable
ValueLocationPets
4.96 out of 5 average rating, 188 reviews
Bayside Retreat in the Heart of Ocean City!
FamilyValueComfort
4.88 out of 5 average rating, 282 reviews
Beautiful waterview 2B condo w/Dock&Close to Beach
ValueLocationLong stay
5.0 out of 5 average rating, 123 reviews
Coastal and Bright Oceanfront Condo
ValueLocationOutdoor spaces
4.94 out of 5 average rating, 232 reviews
Luxe Oceanfront 1BR | Pool, Hot Tub, Sun Deck
ValueLocationWalkability
4.82 out of 5 average rating, 130 reviews
The Hideaway By The Bay OCMD
LocationValueGetting around
4.98 out of 5 average rating, 163 reviewsPet-friendly condo rentals

The Bijou Space II - Downtown Bethesda
ValueFamilyQuiet
4.95 out of 5 average rating, 113 reviews
Modern Mt.Vernon studio in great central location
LocationValueAccuracy
4.89 out of 5 average rating, 114 reviews
Renovated Apt In Historic Dist w/2 Parking Spots
LocationFamilyBathroom
4.94 out of 5 average rating, 454 reviews
New Downtown Annapolis Condo With Free Parking
FamilyLocationOutdoor spaces
4.98 out of 5 average rating, 166 reviews
Lovely Condo Steps 2Beach+Pool Unlimited Parking
ValueFamilyParking
4.88 out of 5 average rating, 116 reviews
Modern Oceanside 42nd st 2bed 2bath Sleeps 6 to 8.
LocationValueCheckout
4.93 out of 5 average rating, 217 reviews
Great Fall Dates*Sleeps 8*Deck*Pets welcome*Arcade
FamilyValueKitchen
4.89 out of 5 average rating, 121 reviews
Perfect location!
ValueFamilyIndoor spaces
4.9 out of 5 average rating, 162 reviewsCondo rentals with a pool

1st Floor Canal Front POOL 2 Blocks 2 Beach/Park
LocationValueAir conditioning
4.97 out of 5 average rating, 116 reviews
Oceanfront Family Oasis: Pool, Beach & Parking!
LocationValueOutdoor spaces
4.9 out of 5 average rating, 366 reviews
Love Above the Waves-OceanView/Rooftop Heated Pool
LocationFamilyPool
4.85 out of 5 average rating, 194 reviews
Oceanview Oasis with 2 private balconies
FamilyLocationNearby
4.86 out of 5 average rating, 127 reviews
Captains Quarters | Waterfront & Pool
FamilyLocationSolo travel
4.98 out of 5 average rating, 124 reviews
Ocean Front Condo
LocationFamilyBathroom
4.97 out of 5 average rating, 102 reviews
Ocean Block - Clean, cozy 1 Bedroom. Pool, Wifi
LocationFamilyNearby
4.84 out of 5 average rating, 146 reviews
Cozy oceanfront condo with stunning ocean views
ValueFamilyGetting around
4.98 out of 5 average rating, 271 reviewsDestinations to explore
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