
Maryland Rentals

- From $529 per night (USD)
VRBO
Golden Sands 2214 is an Oceanfront Delight for the whole Family!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Golden Sands 2214 is the dream Vacation destination your family has been longing for! This beautiful Penthouse Condo is ...
From $529 per night (USD)VRBO
- From $379 per night (USD)
Expedia
Summer Beach 801 - a Spectacular Oceanfront Escape
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
Are you longing for a relaxing Beach Getaway for your next family Vacation? Look no further than fabulous Summer Beach 8 ...
From $379 per night (USD)Expedia
- From $388 per night (USD)
VRBO
2 Bed, 2 Bath Ocean Front at the Century with Indoor Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
She's a beauty! A jaw-dropping private ocean front master suite welcomes you to Unit 1922! This great split-level floor ...
From $388 per night (USD)VRBO
- From $451 per night (USD)
Expedia
Spacious 2 Bedroom Ocean Front at the Century with Indoor Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Gorgeous split-level with incredible ocean and bay views! This fantastic property provides an entry level private master ...
From $451 per night (USD)Expedia
- From $229 per night (USD)
VRBO
Ann Elizabeth 205 - 2 br 2 bath oceanblock at 64th St.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located just steps from the beach, this second-floor walk-up 2-bedroom, 2-bath ocean block condo offers a prime midtown ...
From $229 per night (USD)VRBO
- From $317 per night (USD)
Expedia
La Mirage 1BR 1.5BA Oceanfront Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Now this is vacationing at the beach. Large 1 bed, 1.5 bath, nicely updated unit offers a large balcony and ama ...
From $317 per night (USD)Expedia
- From $558 per night (USD)
VRBO
Oceanfront 2 Bed/2Bath-Sleeps6-Laundry-FreeParking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Oasis North | Oceanfront 2BR/2BA Condo | Incredible Views | Sleeps 6 | Steps from the Beach Welcome to Oasis North, a b ...
From $558 per night (USD)VRBO
- From $434 per night (USD)
Expedia
Bayfront 3 bedroom 46th St accommodates 9, outdoor pool, close to restaurants/nightlife/shopping
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Spectacular Views of the Bay from a Beautiful & Spacious Condo Create beautiful memories in this gorgeous bay-front cond ...
From $434 per night (USD)Expedia
- From $703 per night (USD)
VRBO
New! Viva Vista: Lake Access, Hot Tub, Dogs OK!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
Name: Viva Vista | Bedrooms: 6 | Bathrooms: 4 | Sleeps: 16 | Access: Lake Access | Dogs Welcome (Max. 2) | MUST BE 24+ Y ...
From $703 per night (USD)VRBO
- From $151 per night (USD)
Expedia
Minutes from History: Room w/ Free Breakfast Near Downtown Annapolis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Here, each stay is enhanced by complimentary amenities, including a hot breakfast, WiFi, and parking. Our suites provide ...
From $151 per night (USD)Expedia
- From $167 per night (USD)
VRBO
Our Welcoming Suite in Annapolis Near Historic Downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Here, each stay is enhanced by complimentary amenities, including a hot breakfast, WiFi, and parking. Our suites provide ...
From $167 per night (USD)VRBO
- From $155 per night (USD)
Expedia
Annapolis Adventure: Room w/ Outdoor Pool + Easy Access to Historic Sites
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Here, each stay is enhanced by complimentary amenities, including a hot breakfast, WiFi, and parking. Our suites provide ...
From $155 per night (USD)Expedia
- From $932 per night (USD)
VRBO
⭐️Luxury Mansion In The Sky Ocean Bliss Penthouse 404 Pool⭐️
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 16
This is a Ocbeachfrontrentals .com premier property 24/7 SUPPORT LINEN & TOWELS PROVIDED 5 bed/5 bath 3,439 -square-fo ...
From $932 per night (USD)VRBO
- From $578 per night (USD)
Expedia
Historic prestigious open concept Garrett Park House on spacious corner lot
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
4 beds, 3 full baths, open concept with beautiful upper and lower level patios, with lovely outdoor furniture, BBQ, , la ...
From $578 per night (USD)Expedia
- From $295 per night (USD)
VRBO
Exquisite Ocean View Condo with Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Experience the epitome of coastal luxury in this beautifully decorated 1-bedroom 1.5 bath beach condo in North Ocean Cit ...
From $295 per night (USD)VRBO
- From $364 per night (USD)
Expedia
Dog-Friendly Westover Cottage w/ River Access!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Located on the shores of the Big Annemessex River, this charming Westover vacation rental cottage offers expansive views ...
From $364 per night (USD)Expedia
- From $464 per night (USD)
VRBO
Dog friendly! Next to Navy Stadium and DTA Shuttle!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy your stay in our charming home centrally located directly across from Navy-Marine Corps Memorial Stadium on Taylor ...
From $464 per night (USD)VRBO
- From $146 per night (USD)
Expedia
Sunny, 2 Bedroom Apt near Johns Hopkins, Charles Village - Explore Baltimore!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your sunny, fully furnished 2-bedroom apartment in Charles Village, just a short walk from Johns Hopkins Univ ...
From $146 per night (USD)Expedia
- From $620 per night (USD)
VRBO
Bayfront townhome with 3 balconies, a shared pool & only 5 blocks to the beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Heron Harbour 220-02 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $620 per night (USD)VRBO
- From $509 per night (USD)
Expedia
Thunder Island 133C-Baywater 39th St, Free WiFi, Pool, Elev, W/D, AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your perfect vacation getaway at Thunder Island! Immerse yourself in luxury and comfort in this newly renovat ...
From $509 per night (USD)Expedia
- From $322 per night (USD)
VRBO
Experience Elevated Comfort: Luxe Breeze Townhouse.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Welcome to 9701 Bon Haven Lane, your urban retreat in the heart of Owings Mills. This stylish 3-bedroom townhouse offers ...
From $322 per night (USD)VRBO
- From $331 per night (USD)
Expedia
Vintage Retreat: 5 minute walk to downtown, Naval Academy, Stadium and more.\n
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Immerse yourself in the rich history of Annapolis at our century-old home in Presidents Hill. With 3 bedrooms, 2 baths, ...
From $331 per night (USD)Expedia
- From $161 per night (USD)
VRBO
The SPOT \nIn the Gleneagle community of Waldorf Maryland near St. Charles Mall
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Relax comfortably at The Spot a peaceful place to stay. Enjoy one of southern Maryland’s finest, Waldorf is a booming ci ...
From $161 per night (USD)VRBO
- From $1024 per night (USD)
Expedia
Family Luxury: 5BR, GameRm, MovieRm, Kayaks, PingPong, Fire Pit, Beach
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Escape to Helm Haven, a coastal retreat for 14. Our home features 3 King BRs, 1 Queen BR, & a bunk room and is by a priv ...
From $1024 per night (USD)Expedia
- From $612 per night (USD)
VRBO
Fab Lakeview Home with Lake Access + Dock Slip!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled on a hillside overlooking the shimmering waters of Deep Creek, Life is Good Today beckons with its charm and lak ...
From $612 per night (USD)VRBO
- From $349 per night (USD)
Expedia
Nicely Renovated Bayfront Condo with Great Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
The Space: Nicely renovated bayfront vacation rental in Ocean City, MD with great views and awesome sunsets. This condo ...
From $349 per night (USD)Expedia
- From $194 per night (USD)
VRBO
14 minutes to University of Maryland, Close to Washington DC/Tyson's Corner
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Beautifully furnished house close to University of Maryland, Washington DC and Tyson's Corner, very quiet and safe neigh ...
From $194 per night (USD)VRBO
- From $177 per night (USD)
Expedia
Havana Hideaway: A tropical retreat where vibrant decor meets pastoral views.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Havana Hideaway offers a charming and unique retreat inspired by the vibrant culture of Cuba, capturing the essence of H ...
From $177 per night (USD)Expedia
- From $139 per night (USD)
VRBO
Bright 1BD Sanctuary in Charles Village: Just Minutes from JHU!\n
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
About this space Welcome to our spacious 1-bedroom apartment in charming Charles Village. Bright and open, the apartment ...
From $139 per night (USD)VRBO
- From $404 per night (USD)
Expedia
Downtown Pinkney House w/Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: The Pinkney house is a 2 bedroom, 2.5 bath town home boasts an unparalleled location within close proximity to ...
From $404 per night (USD)Expedia
- From $318 per night (USD)
VRBO
Canal front 2BR 2BA condo, Outdoor Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your waterfront oasis located uptown Ocean City! With 2 bedrooms and 2 bathrooms, this retreat is perfect fo ...
From $318 per night (USD)VRBO
- From $457 per night (USD)
Expedia
New: Classic, Adorable, DCL Lake Cottage
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Stone Cottage Cove, your serene lakeside retreat where relaxation meets adventure! Picture yourself unwinding ...
From $457 per night (USD)Expedia
- From $368 per night (USD)
VRBO
OCEAN BLOCK 3 Bedroom Condo on 139th St., one block from the beach and ocean!- Severn I #305
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
OCEAN BLOCK 3 bedroom condo on 139th St. - steps to the beach and Atlantic Ocean! The living, dining and kitchen areas a ...
From $368 per night (USD)VRBO
- From $849 per night (USD)
Expedia
Serene Mountain Elegance w/ Hot Tub & Fire Pit
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
Name: Chateau Relaxo | Bedrooms: 6 | Bathrooms: 5.5 | Sleeps: 16 | Access: Lake Access | Pets Not Permitted | MUST BE 24 ...
From $849 per night (USD)Expedia
- From $335 per night (USD)
VRBO
Forest Hideaway Near Lake & Wisp Resort w/ Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Name: Stars Hollow | Bedrooms: 3 | Bathrooms: 3 | Sleeps: 8 | Access: Lake Area | Pets Not Permitted | MUST BE 24+ YEARS ...
From $335 per night (USD)VRBO
- From $1261 per night (USD)
Expedia
New! Magic Peak: Lake Area, Ski Area, Hot Tub, Fire Pit!
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 16
Name: Magic Peak | Bedrooms: 7 | Bathrooms: 6.5 | Sleeps: 16 | Access: Lake Area, Ski Area | Pets Not Permitted | MUST ...
From $1261 per night (USD)Expedia
- From $796 per night (USD)
VRBO
Night & Day: Lake Access, Hot Tub!
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 14
Name: Night and Day | Bedrooms: 6 | Bathrooms: 6.5 | Sleeps: 14 | Access: Lake Access | Pets Not Permitted | MUST BE 24+ ...
From $796 per night (USD)VRBO
- From $1535 per night (USD)
Expedia
Sunset On The Greens: Lake Area, Hot Tub, Pool!
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 18
Name: Sunset on the Greens | Bedrooms: 7 | Bathrooms: 7 | Sleeps: 18 | Access: Lake Area | Dogs Welcome (Max. 2) | MUST ...
From $1535 per night (USD)Expedia
- From $954 per night (USD)
VRBO
Golf Course Retreat w/ Views, Sauna & Game Room
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
Name: 1st Birdie | Bedrooms: 6 | Bathrooms: 6.5 | Sleeps: 16 | Access: Lake Area, Golf Area | Pets Not Permitted | MUST ...
From $954 per night (USD)VRBO
- From $1172 per night (USD)
Expedia
New! Whispering Pines: Lakefront, Fireplace, Hot Tub!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
Name: Whispering Pines | Bedrooms: 6 | Bathrooms: 4.5 | Sleeps: 16 | Access: Lake Front | Pets Not Permitted | MUST BE 2 ...
From $1172 per night (USD)Expedia
- From $498 per night (USD)
VRBO
Golden Overlook: Lake Area, Hot Tub!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Name: Golden Overlook | Bedrooms: 4 | Bathrooms: 3 | Sleeps: 10 | Access: Lake Area, Golf Area | Pets Not Permitted | MU ...
From $498 per night (USD)VRBO
- From $542 per night (USD)
Expedia
New! Wisp-Area Dog Friendly Hideaway w/ Fire Pit
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 16
Name: Appalachian Rose | Bedrooms: 5 | Bathrooms: 5.5 | Sleeps: 16 | Access: Lake Area | Dogs Welcome (Max. 2) | MUST BE ...
From $542 per night (USD)Expedia
- From $542 per night (USD)
VRBO
New! Hilltop Hideaway: Lake Area, Hot Tub!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Name: Hilltop Hideaway | Bedrooms: 5 | Bathrooms: 5.5 | Sleeps: 14 | Access: Lake Area | Pets Not Permitted | MUST BE 24 ...
From $542 per night (USD)VRBO
- From $558 per night (USD)
Expedia
Sea Watch 509 is a fantastic Oceanfront Condo in Famous Ocean City, MD.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Isn't it time to rediscover, relax, and rejuvenate with your family? There is no better place to do this than the fabulo ...
From $558 per night (USD)Expedia
- From $221 per night (USD)
VRBO
Quiet coastal retreat, minutes from Ocean City, MD, full kitchen.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy nature and wildlife from your window! The property backs up to a marsh and the Manklin Creek. Located just minut ...
From $221 per night (USD)VRBO
- From $501 per night (USD)
Expedia
Belmont Towers 509 is a fabulous vacation experience right on the Ocean City Boa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Belmont Tower 509 - Time wasted at the Beach is time well spent. Life is short and we understand that Vacation time wit ...
From $501 per night (USD)Expedia
- From $425 per night (USD)
VRBO
Directly on Water - Stroll to Beach - Sunsets 🌞
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Experience Bella Sera OCMD's private end-unit directly on the bay, best water view around, from the enclosed 4 season po ...
From $425 per night (USD)VRBO
- From $326 per night (USD)
Expedia
Charming Boho\nRetreat/BBQ/Pet Friendly/\n10 ppl.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to this very spacious property in a great location. As soon as you walk through the front door, you will immedia ...
From $326 per night (USD)Expedia
- From $373 per night (USD)
VRBO
Comfortable Club Wyndham National Harbor, 2 Bedroom Deluxe Suite
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This is a full-service resort. Your check-in procedures will model that of a hotel and your room number will be assigne ...
From $373 per night (USD)VRBO
- From $321 per night (USD)
Expedia
High Point South 4C - 2 Bedroom Oceanfront condo, Oceanfront POOL
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
High Point South 4C is a 2 bedroom, 2 bath beach front condo with a fabulous ocean view! Enjoy our sandy beach that str ...
From $321 per night (USD)Expedia
- From $527 per night (USD)
VRBO
Family-Friendly Ocean City Condo: Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Dive into an unforgettable coastal escape at this Ocean City, MD, vacation rental! Boasting a beautiful, bayfront locati ...
From $527 per night (USD)VRBO
- From $211 per night (USD)
Expedia
Relaxation Haven on the Shore near Choptank River
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
No matter you're from a family long time no see for each other or a group of friends who miss your get togethers, Relaxa ...
From $211 per night (USD)Expedia
- From $219 per night (USD)
VRBO
Sunplace 30 | Newly Remodeled, Gorgeous Views, Gas Grill + Lake Access!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Perched amidst the stunning landscapes of Deep Creek, Maryland, Sunplace 30 offers an idyllic retreat with breathtaking ...
From $219 per night (USD)VRBO
- From $331 per night (USD)
Expedia
Fully Renovated 2 Bedroom, 2 Bath Bayfront Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
GORGEOUS & FULLY RENOVATED 2 Bedroom, 2 Bath Bayfront Condo located uptown on Bayshore Drive. Your family of 6 will tota ...
From $331 per night (USD)Expedia
- From $89 per night (USD)
VRBO
1 BR apt, FREE WIFI & laundry, Baltimore Druid Hill Pk, Mondawmin Mall & Metro
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay in our dedicated building for travel professionals and graduate students in the heart of Parkview/Woodbrook, an up- ...
From $89 per night (USD)VRBO
- From $415 per night (USD)
Expedia
Vacation home near the beaches!.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Make some memories at this unique and family-friendly place. Come and enjoy this incredible vacation home near the beach ...
From $415 per night (USD)Expedia
- From $140 per night (USD)
VRBO
Cozy 1 bdrm/1 bath Charles Village/Hopkins Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Overview: This is a wonderful, warm, sunny 3rd floor apartment to make your home away from home during your stay in Balt ...
From $140 per night (USD)VRBO
- From $186 per night (USD)
Expedia
Harbor Breeze 53, the perfect Family OC escape
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Is your family looking for the perfect place for a classic Ocean City Beach Vacation? Look no further, Harbor Breeze 53 ...
From $186 per night (USD)Expedia
- From $353 per night (USD)
VRBO
Grandma's Summer House @ Beverly Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to Grandma's Summer House @ Beverly Beach, our newly renovated getaway! Whether you're planning a shor ...
From $353 per night (USD)VRBO
- From $1035 per night (USD)
Expedia
Upscale canal-front townhome with pool, beach access, dock, balconies, & desks
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Island Cove C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $1035 per night (USD)Expedia
- From $266 per night (USD)
VRBO
Thunder Island 137D-Baywater 39th St, Free WiFi, Pool, Elev, W/D, AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy bay views while just a short distance from the beach! Adjacent to Convention Hall, this lovely bayside condominium ...
From $266 per night (USD)VRBO
- From $334 per night (USD)
Expedia
⭐️Sandpiper Dunes 1009 Epic Direct Ocean Front Pool⭐️
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This is a Ocbeachfrontrentals .com premier property 24/7 SUPPORT LINEN & TOWELS PROVIDED This 58th street, centrally lo ...
From $334 per night (USD)Expedia
- From $305 per night (USD)
VRBO
Breathtaking Ocean view, few steps to the beach!!!!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to your seaside retreat! Our one-bedroom condo offers breathtaking ocean views that will leave you refreshed and ...
From $305 per night (USD)VRBO
- From $809 per night (USD)
Expedia
Bayside Family-Sized Condo in the Heart of Downtown OC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Situated on the edge of the bayside, from sunrise to sunset, the ever-changing hues of the sky paint a mesmerizing canva ...
From $809 per night (USD)Expedia
- From $371 per night (USD)
VRBO
Oceanfront Condo Uptown OC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Oceanfront condo in North Ocean City. This 2 bed, 2 bath condo offers the perfect getaway for your family vacation. Loca ...
From $371 per night (USD)VRBO
- From $314 per night (USD)
Expedia
Oceanfront Condo with Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Your family will be close to everything when you stay at this centrally-located place. This property is in excellent con ...
From $314 per night (USD)Expedia
- From $1041 per night (USD)
VRBO
Seaside Bliss in West Ocean City is a Family vacation Dream come true!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 15
When was the last time that you had a Vacation that took your breath away? Clear the calendar, grab those that matter m ...
From $1041 per night (USD)VRBO
- From $222 per night (USD)
Expedia
Pet-Friendly Smith Island Cottage w/ Golf Cart!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
From the moment you step off the ferry, you'll fall in love with Smith Island's rich history, car-free streets, and leis ...
From $222 per night (USD)Expedia
- From $708 per night (USD)
VRBO
Modern Ski Retreat near Wisp: Hot Tub, Fire Pit, Fast WiFi
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Step into the pages of a magazine with our modern-organic lakefront retreat. This stunning home offers the perfect blend ...
From $708 per night (USD)VRBO
- From $1090 per night (USD)
Expedia
67th St, 2 Pools, 5 Bedrooms, near the Pools! FREE Linens/Towels! Parking for 3
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Let Sunset Island be your vacation destination in 2025! Vacation in the heart of Sunset Island at this spacious townhome ...
From $1090 per night (USD)Expedia
- From $368 per night (USD)
VRBO
2 bedroom oceanfront condo with free WiFi, 2 pools and much more in this uptown location with a great view and steps from beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Carousel 1606 is a beachfront condominium in uptown North Ocean City. This two-bedroom, two-bathroom condo has two, 30 ...
From $368 per night (USD)VRBO
- From $635 per night (USD)
Expedia
Family Townhouse, Rooftop Jacuzzi, Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to your ultimate seaside escape in Ocean City, MD! 🌴 This stunning two-bedroom retreat is designed for luxury, ...
From $635 per night (USD)Expedia
- From $293 per night (USD)
VRBO
Grand Victorian in Charles Village
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 6
Grand Charles Village Victorian. 6 Bedrooms, 4 for sleeping with an office and a family room. Meticulously restored tur ...
From $293 per night (USD)VRBO
- From $285 per night (USD)
Expedia
Historic family-friendly home close to DC and UMD - long term stays only
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**This property is only available for stays of two months or more. Please reach out as pricing for long stays may be low ...
From $285 per night (USD)Expedia
- From $710 per night (USD)
VRBO
Pristine bay front townhome in Ocean City: Sweeping views, modern amenities
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Heron Harbour 216-07 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $710 per night (USD)VRBO
- From $251 per night (USD)
Expedia
Cozy One Bedroom Apartment in Gaithersburg!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Enjoy a large and open 1 bedroom/ 1 bathroom apartment/ Large Balcony. Just minutes away from The Rio/ Downtown Crown an ...
From $251 per night (USD)Expedia
- From $375 per night (USD)
VRBO
2 br / 2 bath oceanfront with indoor pool Century 1 #1621
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Take in endless ocean views from the living room of this 16th-floor condo. Featuring a unique two-level layout, each flo ...
From $375 per night (USD)VRBO
- From $359 per night (USD)
Expedia
14 Mi to DC: Retreat w/ Hot Tub & Sunroom!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
2,100 Sq Ft | Quiet Outdoor Space | Endless Streaming w/ TVs | Pets Welcome w/ Fee Gather your loved ones and settle in ...
From $359 per night (USD)Expedia
- From $290 per night (USD)
VRBO
Cozy Nautical Cottage in Annapolis w\/ Beautiful Outdoor Space
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Kick back and relax in your very own tranquil Annapolis getaway! Located in a quiet neighborhood 8 minutes from Downtow ...
From $290 per night (USD)VRBO
- From $591 per night (USD)
Expedia
Historic Annapolis Home!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
🌟 Discover the Allure of Historic Annapolis Living! 🌟 Welcome to your captivating 2-bedroom, 1.5-bath home nestled in ...
From $591 per night (USD)Expedia
- Click For Pricing
VRBO
Wyndham Vacation Resorts at National Harbor - Maryland- 3 Bedroom Deluxe
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
This is a full-service resort. Your check-in procedures will model that of a hotel and your room number will be assigne ...
Click For PricingVRBO
- From $288 per night (USD)
Expedia
Club Wyndham National Harbor, Maryland, 1 Bedroom Deluxe Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This is a full-service resort. Your check-in procedures will model that of a hotel and your room number will be assigne ...
From $288 per night (USD)Expedia
- From $373 per night (USD)
VRBO
WyndhamNational Harbor - 2 Bedroom Deluxe
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This is a full-service resort. Your check-in procedures will model that of a hotel and your room number will be assigne ...
From $373 per night (USD)VRBO
- From $373 per night (USD)
Expedia
Wyndham National Harbor - 2 Bedroom Deluxe
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This is a full-service resort. Your check-in procedures will model that of a hotel and your room number will be assigne ...
From $373 per night (USD)Expedia
- From $375 per night (USD)
VRBO
Wyndham National Harbor - 2 Bedroom Deluxe
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This is a full-service resort. Your check-in procedures will model that of a hotel and your room number will be assigne ...
From $375 per night (USD)VRBO
- From $240 per night (USD)
Expedia
Brazilian Sun 105-Oceanside 77th St, Free WiFi, W/D, AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Why look anywhere else? These charming one bedroom, one bath walk-up units are ideally located in the heart of midtown O ...
From $240 per night (USD)Expedia
- From $433 per night (USD)
VRBO
Oceanview Condo in Midtown Ocean City just steps to the beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Get ready to relax at the beach and watch the dolphins swim right from your balcony! It's time to enjoy the beach in t ...
From $433 per night (USD)VRBO
- From $459 per night (USD)
Expedia
2 Bedrooms with beach views and in walking distance to Seacrets!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to your seaside sanctuary in Ocean City, MD! This fully renovated 2-bedroom condo offers breathtaking ocean view ...
From $459 per night (USD)Expedia
- From $272 per night (USD)
VRBO
Stunning 2-Bedroom Oceanfront Condo @ Golden Sands, Sleeps 6 in Luxury Comfort!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the essence of vacation luxury! Nestled in the highly sought-after Golden Sands condo complex, this newly ren ...
From $272 per night (USD)VRBO
- From $522 per night (USD)
Expedia
Oceanfront condo with beach access, indoor/outdoor pools, movie theater, & sauna
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Sea Watch 514 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $522 per night (USD)Expedia
- From $364 per night (USD)
VRBO
Bayside Condo in the Heart of OC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Great couple or small family get away! You'll be close to everything downtown OCMD has to offer. Only a 3 block walk to ...
From $364 per night (USD)VRBO
- From $309 per night (USD)
Expedia
Bluewater East | 1BR 1BA Condo Oceanside w/pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Beautiful Ocean Block elevator access 1BR 1BA condo on the third floor, with a POOL. Recently renovated condo ...
From $309 per night (USD)Expedia
- From $595 per night (USD)
VRBO
Direct oceanfront condo with amazing views, pools, tennis, sauna, & AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Golden Sands 1708 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $595 per night (USD)VRBO
- From $289 per night (USD)
Expedia
Waterfront townhome with pool - walk to the beach, boardwalk & Jolly Roger
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Port Cove Sunset Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $289 per night (USD)Expedia
- From $817 per night (USD)
VRBO
New Listing Direct Ocean Front Condo-Sleeps 8!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Soak up the sun on the beautiful beaches when you stay in this 3 bedroom 3 bathroom spacious oceanfront condo in midtown ...
From $817 per night (USD)VRBO
- From $609 per night (USD)
Expedia
Private Getaway at Four Waters Estate!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 15
Relax with the whole family at this peaceful place to stay. We are located at the point where four waters meet. Use the ...
From $609 per night (USD)Expedia
- From $860 per night (USD)
VRBO
Assateague Holiday House Nature & Luxury Combined
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
Welcome to the Assateague Holiday House, where modern luxury meets breathtaking natural beauty! Nestled along the pristi ...
From $860 per night (USD)VRBO
- From $733 per night (USD)
Expedia
Pet friendly! Free golf and lake access! All new furnishings!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to Duke's Den, your ultimate lake retreat nestled in the prestigious Waterfront Greens community! Step into rela ...
From $733 per night (USD)Expedia
- From $439 per night (USD)
VRBO
New! Mountain Whisper: Lake Area, Fireplace, Grill!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Name: Mountain Whisper | Bedrooms: 3 | Bathrooms: 2.5 | Sleeps: 6 | Access: Lake Area, Golf Area | Pets Not Permitted | ...
From $439 per night (USD)VRBO
- From $412 per night (USD)
Expedia
Bayfront condo with breathtaking top-floor views & pool - walk everywhere
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bay Princess 403 - Just Breathe Our calendar is updated in real-time & our nightly rates are accurately displayed. Simp ...
From $412 per night (USD)Expedia