
Condo holiday 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!!
4.99 out of 5 average rating, 153 reviews
Designer Oceanfront Condo | Pool, Hot Tub & Deck
Wake up to breathtaking panoramic ocean views from this beautifully renovated 8th-floor oceanfront condo in North Ocean City. Enjoy direct beach access, two reserved parking spaces, elevators, linens and towels, a heated indoor pool and hot tub, and a stunning new 4,000 SF ocean-view sun deck completed for 2026. Inside, this designer coastal retreat sleeps 8 with luxury finishes, spa-inspired bathrooms, a gourmet kitchen, private oceanfront balcony, stylish furnishings, and blackout bedroom shad
4.97 out of 5 average rating, 104 reviews
The Grand Delphey: Downtown Modern Penthouse
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 lounge 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!
4.99 out of 5 average rating, 199 reviews
The Bijou Space II - Downtown Bethesda
Welcome to Bethesda! My Bijou Space is conveniently located in the heart of a vibrant urban community. Walk right out the front door to shopping, restaurants, coffee shops, grocery stores, & anything else you might need. It is easy walking distance to two Metro stops and 1.2 miles to the Uniformed Services University of the Health Sciences (USUHS), Walter Reed, and the National Institutes of Health (NIH); apx. 20 min. walk. While small, this place will grant you peace in an awesome location!
4.95 out of 5 average rating, 113 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.
4.96 out of 5 average rating, 151 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, upstairs, 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.
4.96 out of 5 average rating, 188 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
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.
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.
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
4.88 out of 5 average rating, 145 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.
4.96 out of 5 average rating, 179 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!
4.96 out of 5 average rating, 119 reviewsPopular amenities for Maryland condo rentals
Weekly condo rentals

Luxury Oceanfront Escape!
4.96 out of 5 average rating, 241 reviews
One Bedroom Beachfront Apartment Mid-Town
4.9 out of 5 average rating, 136 reviews
Bluewater Couples Escape
4.97 out of 5 average rating, 317 reviews
Steps to the Beach, Ocean View 1BR, Renovated
4.99 out of 5 average rating, 358 reviews
Funky Uptown Apt meets Downtown - Hist District
4.96 out of 5 average rating, 127 reviews
Historic Federal hills urban lifestyle
4.86 out of 5 average rating, 291 reviews
Beautiful waterview 2B condo w/Dock&Close to Beach
5.0 out of 5 average rating, 122 reviews
Beach Paradise 202-Downtown Luxury Condo Bay View
4.91 out of 5 average rating, 200 reviewsPet-friendly condo rentals

Modern Mt.Vernon studio in great central location
4.89 out of 5 average rating, 114 reviews
New Downtown Annapolis Condo With Free Parking
4.98 out of 5 average rating, 166 reviews
Renovated Apt In Historic Dist w/2 Parking Spots
4.94 out of 5 average rating, 454 reviews
Modern Oceanside 42nd st 2bed 2bath Sleeps 6 to 8.
4.93 out of 5 average rating, 217 reviews
DirectOceanFront on Boardwalk/Newly Remodeled/Pool
4.78 out of 5 average rating, 243 reviews
Lovely Condo Steps 2Beach+Pool Unlimited Parking
4.88 out of 5 average rating, 114 reviews
Great Fall Dates*Sleeps 8*Deck*Pets welcome*Arcade
4.89 out of 5 average rating, 121 reviews
Perfect location!
4.9 out of 5 average rating, 162 reviewsCondo rentals with a pool

Captains Quarters | Waterfront & Pool
4.98 out of 5 average rating, 124 reviews
Love Above the Waves-OceanView/Rooftop Heated Pool
4.85 out of 5 average rating, 194 reviews
Ocean Front Condo
4.97 out of 5 average rating, 102 reviews
Oceanfront Bldg.| 2 pools | Tennis | Game Room
4.96 out of 5 average rating, 127 reviews
OCEAN FRONT Gem w/Pools, Movie Theater, Gameroom
4.93 out of 5 average rating, 139 reviews
Water view at Ocean Pines Yacht Club Condo
4.97 out of 5 average rating, 228 reviews
Nice 2 BR Oceanfront, Year Round Fun & Amenities!
4.91 out of 5 average rating, 330 reviews
Gone Coastal | Bay Views, Pool | Top Floor
4.97 out of 5 average rating, 124 reviewsDestinations to explore
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