Maryland Rentals
- From $268 per night (USD)
VRBO
Space Mountain | Close to White Water Rafting!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Located in the mountaintop North Camp community, this brand new log home is close to skiing, white water rafting and pop ...
From $268 per night (USD)VRBO
- From $86 per night (USD)
Expedia
El Capitan, Ocean City, MD, USA unit 306 direct ocean front located at 4th street
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
El Capitan, Ocean City, MD, USA unit 306. OCEAN FRONT BOARDWALK! Enjoy your summer vacation in this nicely decorated 2 ...
From $86 per night (USD)Expedia
- Click For Pricing
VRBO
Historic, Elegant, Luxurious.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Susannah’s Watch is a historic family estate that has been converted into a unique Bed & Breakfast and wedding venue on ...
Click For PricingVRBO
- From $151 per night (USD)
Expedia
Dog-friendly home with private hot tub, fireplace, firepit & pool table
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Trail's End Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $151 per night (USD)Expedia
- From $118 per night (USD)
VRBO
Adorable adventure cabin in the woods with full kitchen, firepit, & porch
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Swallow Falls Cabin #2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $118 per night (USD)VRBO
- From $176 per night (USD)
Expedia
Premier lake view condo with hot tub, fireplace & great central location
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Lakeview Lure Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $176 per night (USD)Expedia
- From $151 per night (USD)
VRBO
Charming, Sunlit Condo with Free WiFi, Full Kitchen, Central A\/C, & Gas Grill
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 7
Caine Woods F Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $151 per night (USD)VRBO
- From $122 per night (USD)
Expedia
Delightful adventure cabin with firepit, full kitchen, & gas fireplace
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Swallow Falls Cabin #3 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $122 per night (USD)Expedia
- From $161 per night (USD)
VRBO
Charming bay view 2 bedroom condo, close to beach and The Convention Center
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Makai is conveniently located on 42nd Street and the bayfront. Walk to the Convention Center, dining, shops and the beac ...
From $161 per night (USD)VRBO
- From $99 per night (USD)
VRBO
Meant to Be | Pet Friendly, Close to Swallow Falls
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Choose Meant to Be and you are destined to have a truly memorable Deep Creek Lake vacation! Surrounded by trees, this do ...
From $99 per night (USD)VRBO
- From $185 per night (USD)
VRBO
Lake Life HQ | Private Dock + Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Brimming with recent updates, Lake Life HQ is ready to host your next Deep Creek Lake vacation! Your private dock is rig ...
From $185 per night (USD)VRBO
- From $83 per night (USD)
VRBO
Woodside Retreat | Pet Friendly, Near Wisp Resort!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Tucked away in a community filled with towering trees, Woodside Retreat is a dog friendly getaway that is ideal for a co ...
From $83 per night (USD)VRBO
- Click For Pricing
VRBO
Oceanfront Condo exquisitely furnished with spectacular oceanfront Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Marigot Beach # 210 Amenities • Spacious living room has leather furniture including a couch that opens to a queen size ...
Click For PricingVRBO
- Click For Pricing
Expedia
Waterfront TinyHome w\/ Deck & Grill, Walk to Beach, Boardwalk, Entertainment
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Ranked #2 Coolest Waterfront Vacation Home in MD by Stays and Getaways. The Tiny House on Fisherman Lane may be ...
Click For PricingExpedia
- Click For Pricing
VRBO
Upgraded Bayfront 1 Bedroom Ponte Vista Condo with Outdoor Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy the amazing bay views from your private deck. The sunsets are incredible and just the right thing at the end of a ...
Click For PricingVRBO
- From $222 per night (USD)
Expedia
Waterfront Ridge Retreat Cabin on St Jeromes Creek
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A unique and rustic cabin, this Ridge vacation rental offers a secluded retreat! The cabin features 2 bedrooms, a loft, ...
From $222 per night (USD)Expedia
- Click For Pricing
VRBO
Beautiful house in Dundalk close to Baltimore downtown, I95 ,I85 ,BWI Airport
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Incredible home, in a quiet neighborhood. Perfect stay!!! An amazing getaway for you! Beautiful rooms, living room, and ...
Click For PricingVRBO
- From $313 per night (USD)
Expedia
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Stunning view overlooking the Chesapeake Bay, and a quick 5 minute stroll to scenic Betterton Beach! This historic wate ...
From $313 per night (USD)Expedia
- Click For Pricing
VRBO
Adorable, highly-amenitized 1-bedroom oceanfront condo with free WiFi, HBO, and an outdoor pool located steps from the beach!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Diamond Head 403 is an oceanfront condominium located midtown this property although not ocean front has some view of th ...
Click For PricingVRBO
- From $154 per night (USD)
Expedia
1886 Historic farmhouse cottage
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Relax and get away to the countryside! Short drive to historic sites of Harpers Ferry; explore the shops, art and fine ...
From $154 per night (USD)Expedia
- From $210 per night (USD)
VRBO
Harbour Island 303L-Baywater 14th St, WIFI, Pool, Elev, W\/D, AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Enter Harbour Island through the security guardhouse and enjoy the private island just a few minutes stroll to the beach ...
From $210 per night (USD)VRBO
- From $158 per night (USD)
VRBO
Valhalla on Mystic Creek | Deck, Great Location!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
If your definition of the perfect vacation retreat includes a convenient location, multiple suites, and great outdoor sp ...
From $158 per night (USD)VRBO
- From $223 per night (USD)
VRBO
Walk out to the beach & have a view of the bay too!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the north tower, Braemar 412 is a charming two bedroom condo with southern exposure on 131st street in peacef ...
From $223 per night (USD)VRBO
- From $594 per night (USD)
Expedia
★Pineapple Bay★ ~ Serene & Breathtaking Sunsets
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to the stylish 4BR 3.5 Bath townhouse nestled in a serene neighborhood of Ocean City, MD. Escape the big-city cr ...
From $594 per night (USD)Expedia
- From $275 per night (USD)
VRBO
In town location with porches and shady patios
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy your time in the quaint town of Rock Hall with its waterfront restaurants and quaint shops. Pirate's Cove is cent ...
From $275 per night (USD)VRBO
- From $399 per night (USD)
Expedia
Downtown Oxford | Boat Slip | Bikes | Pet Friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Bright and airy, 4-bedroom, 3-bathroom home features a first-floor bedroom with bath as well as an updated gourmet kitch ...
From $399 per night (USD)Expedia
- From $265 per night (USD)
VRBO
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Just finished with a few updates to kitchen and bedrooms + all new sheets and towels!new pictures coming soon!! Fantasti ...
From $265 per night (USD)VRBO
- From $416 per night (USD)
Expedia
3 Bedroom Direct Ocean Front Condo in Silver Moon with Outdoor Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Relax and enjoy this beautiful 3 Bedroom oceanfront condo! Silver Moon is located oceanfront on 127th street, perfectly ...
From $416 per night (USD)Expedia
- From $356 per night (USD)
VRBO
** Discounted weeks!! 8\/26-9\/2, and 9\/2 - 9\/2 - prices reduced by up to $245.00!! ** ( prices shown are with the discount.) **<br>Sunset Bay Ocean City 503 -Bayfront 3 bedroom for 10, outdoor pool, walk to beach, restaurants, nitelife, shopping
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
<p>Located in Ocean City, this welcoming condo lets you experience it all. There's convenient onsite parking, so you can ...
From $356 per night (USD)VRBO
- From $381 per night (USD)
Expedia
83rd St 2 br \/2 bath for 8 with outdoor pool, ofront bldg side view
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to Oceana II #508! The perfect place to create everlasting memories of your trip to Ocean City! This family-frie ...
From $381 per night (USD)Expedia
- From $310 per night (USD)
VRBO
Newly Updated 2 BR 1 BA Ocean Block Unit - Close to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
In addition, to all the great updates listed above, this unit is only about a block away from the large northern Ocean C ...
From $310 per night (USD)VRBO
- From $1677 per night (USD)
Expedia
❤️ Ocean City Family & Kid Friendly Boardwalk Parking
- Bedrooms:
- 4
- Bathrooms:
- 8
- Sleeps:
- 20
JoyUsVacations welcomes you to The Whimsical Wave! Located just steps away from the boardwalk and beach with ocean views ...
From $1677 per night (USD)Expedia
- From $420 per night (USD)
VRBO
Chesapeake Bay Getaway | New Waterfront With Private Pier | Near Annapolis \/USNA
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Gorgeous sunrises from your completely remodeled waterfront cottage! Experience fresh Maryland Crabs or fish caught from ...
From $420 per night (USD)VRBO
- From $275 per night (USD)
Expedia
Amazing 3 BR 3 B Beachfront Unit - Indoor\/Outdoor Pool and Tons of Amenities!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This amenity filled building is ready to make this year the best Ocean City trip you have ever had. You enjoy the easy a ...
From $275 per night (USD)Expedia
- From $233 per night (USD)
VRBO
Great Midtown 3 BD\/3.5 BA TWNHS, 0.5 Block to Ocean, Pool, 2-Car Garage, & Decks
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 9
Make plans for your family's summer vacation getaway in Ocean City, MD! Beautifully Maintained Townhouse (3 bedroom, 3.5 ...
From $233 per night (USD)VRBO
- From $252 per night (USD)
Expedia
Fantastic 3 Bedroom Condo in Desired English Towers Building!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This property comes fully furnished, does not permit pets or smoking, and is advertised for Winter rental November 1st t ...
From $252 per night (USD)Expedia
- From $226 per night (USD)
VRBO
Side Ocean Views in this 2 Bedroom 9400 Condo with Outdoor Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beach vibes and privacy! This unit offers a much-desired split floor plan with the master bedroom at one end and a 2nd ...
From $226 per night (USD)VRBO
- Click For Pricing
Expedia
Gorgeous & Spacious 3 Bedroom English Towers Condo with Indoor Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful 3 bedroom 2 bath located on 100th street in Ocean City, MD. You can access this balcony from both the spacious ...
Click For PricingExpedia
- From $450 per night (USD)
VRBO
New Listing! Modern, Spacious Oceanfront Townhome Sleeps 10
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summer Place 8 is a fantastic four bedroom oceanfront townhome ideally located in midtown Ocean City, Maryland on 89th S ...
From $450 per night (USD)VRBO
- Click For Pricing
Expedia
Walk to the Convention Center, dining, shops and the beach from this 2 bedroom condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Makai is conveniently located on 42nd Street and the bayfront. This unit features a limited bay view. Walk to the Conven ...
Click For PricingExpedia
- From $324 per night (USD)
VRBO
Cute, cozy 2 bedroom oceanfront condo with free WiFi, a great ocean view, and awesome amenities including indoor\/outdoor pools and a game room located uptown!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Sea Watch 1117 is a three bedroom (den), two-bathroom BEACHFRONT condo with a furnished balcony overlooking the pictures ...
From $324 per night (USD)VRBO
- From $126 per night (USD)
Expedia
New! Deep Creek Shangri-La: Lake Area, Dogs Welcome!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Name: Deep Creek Shangri-La | Bedrooms: 3 | Bathrooms: 2 | Sleeps: 10 | Access: Lake Area | Dogs Welcome Max. 2 | MUST B ...
From $126 per night (USD)Expedia
- From $227 per night (USD)
VRBO
New! Remi's Rock: Lake Area, Ski Area, Fireplace, Pool Table, Hot Tub!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Name: Remi's Rock | Bedrooms: 5 | Bathrooms: 4 | Sleeps: 12 | Access: Lake Area, Ski Area | Pets Not Permitted | MUST BE ...
From $227 per night (USD)VRBO
- From $1050 per night (USD)
VRBO
Eagle Haven - Waterfront Estate on the Choptank with Pool and Pier - Sleeps 18
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 18
Choptank oasis offers the perfect Eastern Shore experience: 200' pier great for crabbing and fishing, river kayaking/ca ...
From $1050 per night (USD)VRBO
- From $285 per night (USD)
VRBO
Beautiful Bay Views and A Pool With This Two Bedroom Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Bay Princess 408 is a two bedroom, two bath bayfront beauty in a super convenient midtown location on 81st street in Oce ...
From $285 per night (USD)VRBO
- From $228 per night (USD)
Expedia
First Floor Ocean bBock Condo In a Small building
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Chateau 84 unit #2: Recently renovated, ocean block condo located on the 1st floor with about 5 steps to your front door ...
From $228 per night (USD)Expedia
- From $254 per night (USD)
VRBO
Condo w\/ Spacious Balcony - 1 Block to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Reside in Ocean City with a stellar condo that lets you walk to the beach, take a dip in the pool, or cozy up by the fir ...
From $254 per night (USD)VRBO
- From $253 per night (USD)
VRBO
Eagle's Rest | Close to Ski Slopes, Rafting + Golf
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Experience mountaintop living at its best at Eagle's Rest! Located in the gated North Camp Community, you are within min ...
From $253 per night (USD)VRBO
- From $313 per night (USD)
VRBO
Linger Longer | Lakefront, Views + Private Dock!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Amazing vacations await at Linger Longer! This spacious lakefront chalet offers everything you need for a fun and relaxi ...
From $313 per night (USD)VRBO
- Click For Pricing
Expedia
Mid-Century Gem: Dog-Friendly Home Near DC!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Look no further for a relaxing home base near the nation's capital than this Bethesda vacation rental! A 4-bedroom, 2-ba ...
Click For PricingExpedia
- From $110 per night (USD)
VRBO
Bright condo with Deep Creek Lake views, wood fireplace & access to pool\/hot tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Lakeview Loft Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $110 per night (USD)VRBO
- From $237 per night (USD)
VRBO
Rock Wisperer | Great Location, Large Yard!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Rock Wisperer invites you to unwind and feel at home on the mountainside above Deep Creek Lake. If your idea of a perfec ...
From $237 per night (USD)VRBO
- From $393 per night (USD)
VRBO
Dream Big | Mountain Views + Private Outdoor Pool
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
Soaring mountain views, unrivaled privacy, five suites and a spectacular outdoor pool (Pools are heated Memorial Day-Lab ...
From $393 per night (USD)VRBO
- From $300 per night (USD)
Expedia
3 Bedroom\/2 Bathroom Downtown Ocean City Home w\/ a Pool
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 14
This spacious single family home is located in the prime downtown location of Ocean City on 5th Street. There are 3 tota ...
From $300 per night (USD)Expedia
- From $227 per night (USD)
VRBO
Winter, Spring, Summer or Fall | Pet Friendly!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Throughout all four seasons, this stunning log home offers a warm welcome to your family and friends. You can effortless ...
From $227 per night (USD)VRBO
- From $99 per night (USD)
VRBO
08 Winding Way | Ski In\/Out, Lake Views!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This conveniently located townhome is the ideal location for your next Deep Creek Lake getaway throughout all four seaso ...
From $99 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Step back in time with this unique gem along the Patapsco River.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Original structure built between 1770-1790’s. Built into the granite hillside it’s current structure dates back to 1875. ...
From $250 per night (USD)VRBO
- From $220 per night (USD)
VRBO
Comfy, Cozy & Perfect!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our 4th vacation home, opened in May 2019! A perfect place to relax and get away from all your "everyday str ...
From $220 per night (USD)VRBO
- From $110 per night (USD)
VRBO
1 Bed Room HANDS&HEART Extended-Stay ENJOY UR STAY
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Bring the family to this great place with lots of room for fun.No party no smoking inside the home no pets allowed insid ...
From $110 per night (USD)VRBO
- From $246 per night (USD)
Expedia
2 KING beds HANDS&HEART 2LEVEL 2R
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Forget your worries in this spacious and serene space. charming neighborhood oudoorsee, nice walk through the parks. Th ...
From $246 per night (USD)Expedia
- From $150 per night (USD)
VRBO
2 QUEEN BEDS 2 GUESS
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
You'll have a great time at this comfortable place to stay. Very nice quiet community please non-smoking no pets no part ...
From $150 per night (USD)VRBO
- From $250 per night (USD)
Expedia
3beds HANDS&HEART EXTENTED STY Lower level 2 BR
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This stylish place to stay is perfect for group trips. cozy neighborhood spacious area great walk to park outdoorsee fre ...
From $250 per night (USD)Expedia
- From $600 per night (USD)
VRBO
6BDS HANDS&HEART EXTENDED , LUXURIOUS 6BDR 2.5 BTH
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 6
You'll Have a Great Time at This Luxurious Home It's an Amazing Getaway, You'll Never Forget The Experience When You Sta ...
From $600 per night (USD)VRBO
- Click For Pricing
Expedia
Endless Summer 😎
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
3 Bedroom(s) Max Occupancy: 8 - 10 Persons A professionally managed community, this property offers exceptional value a ...
Click For PricingExpedia
- From $242 per night (USD)
VRBO
Glen Woods: Lake Access, Dogs Welcome, Dock Slip, Hot Tub!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Name: Glen Woods | Bedrooms: 5 | Bathrooms: 3 | Sleeps: 12 | Access: Lake Access | Dogs Welcome Max. 2 | MUST BE 24+ YEA ...
From $242 per night (USD)VRBO
- From $235 per night (USD)
VRBO
Arbutus Trail | Hot Tub + Great Outdoor Space
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Brimming with charm, Arbutus Trail offers an authentic Deep Creek Lake experience! This lakefront home promises many hap ...
From $235 per night (USD)VRBO
- From $373 per night (USD)
VRBO
5 mins to Wisp! Super Cute Renovated Home w\/ Lake Views + Hot tub!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 9
Come on in to Blue Bear Lake House! This newly renovated home is full of delights, both big and small. Some of our stand ...
From $373 per night (USD)VRBO
- From $564 per night (USD)
Expedia
1 Block to USNA with Chapel Views big back patio and off-site parking!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
When the owners decided to find their Annapolis home base, they knew they had to be within walking distance to the one’s ...
From $564 per night (USD)Expedia
- From $375 per night (USD)
VRBO
Beautiful home & short walk to beach, restaurants, and marinas in Rock Hall, MD
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Charming, spacious home with modern updates in a lovely town on the Chesapeake Bay. New air conditioning/heating system ...
From $375 per night (USD)VRBO
- From $254 per night (USD)
Expedia
Mariner`s Watch is a gorgeous bayfront vacation rental overlooking Bahia Marina.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Looking for just the perfect combination of luxury, comfort, and amenities for your dream vacation in Ocean City? Look n ...
From $254 per night (USD)Expedia
- From $149 per night (USD)
VRBO
Comfy Condo w\/ Balcony & Ocean Views -- 200' to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Coral Beauty Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $149 per night (USD)VRBO
- From $120 per night (USD)
Expedia
Cozy canal-side condo with pool, bay views, central AC, & deck - walk to beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Beach Club 135 D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $120 per night (USD)Expedia
- From $224 per night (USD)
VRBO
Eastern Shore Getaway with Screened Porch, WiFi & Access to 5 Pools & Beach Club
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Coral Shells Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $224 per night (USD)VRBO
- From $202 per night (USD)
Expedia
Canal-Front Retreat w\/ Pool & Boat Tie-Ups - Walk to Beach & Restaurants!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Beach Club 127 A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $202 per night (USD)Expedia
- From $152 per night (USD)
VRBO
Bright, sunny condo with ocean and bay views in walkable Midtown location
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Condesa 201 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $152 per night (USD)VRBO
- From $183 per night (USD)
Expedia
Sparkling bayfront condo with balcony & pool - walk to beach, dining & shops
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Maresol 310 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $183 per night (USD)Expedia
- From $123 per night (USD)
VRBO
Montego Bay Retreat | Pools, Mini-Golf & Tennis | Near Beach & Northside Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Pop Pop's Place Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $123 per night (USD)VRBO
- From $152 per night (USD)
Expedia
Completely remodeled condo with private balcony - 100 yards to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Salty Sands II 112 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $152 per night (USD)Expedia
- From $255 per night (USD)
VRBO
Spacious Coastal Getaway w\/ Dual Living Areas - Walk to Beach, Dining, Shops
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Chesapeake Waves Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $255 per night (USD)VRBO
- From $150 per night (USD)
Expedia
Oceanfront getaway with amazing views, wifi, and patio - walkable locale
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Vintage 101 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $150 per night (USD)Expedia
- From $315 per night (USD)
VRBO
Renovated Sherwood West Condo | Balcony & 4 Flat-Screen TVs | 400’ to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Sherwood West 204 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $315 per night (USD)VRBO
- From $269 per night (USD)
Expedia
Amazing oceanfront condo with beach views & WiFi - walk to Northside Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Breakaway East 512 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $269 per night (USD)Expedia
- From $225 per night (USD)
VRBO
Charming Downtown Condo w\/ Pool - Walk to Beach, Bay, Boardwalk
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Jocelyn Manor Unit 73 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $225 per night (USD)VRBO
- From $128 per night (USD)
Expedia
Canvasback | Updated Beachside Getaway | Steps to Sand, Walk to Dining, Shops
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Canvasback 202 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $128 per night (USD)Expedia
- From $146 per night (USD)
VRBO
Beachside Bliss: Oceanside Condo w\/ Decks - Steps to Shore
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Bounty W1 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $146 per night (USD)VRBO
- From $156 per night (USD)
Expedia
Updated coastal getaway with pool - walk to beach, dining, shops & entertainment
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beach Club 109 B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $156 per night (USD)Expedia
- From $268 per night (USD)
VRBO
Marigot Beach gem with private ocean-view balcony & indoor pool - steps to water
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
Marigot Beach 405 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $268 per night (USD)VRBO
- From $478 per night (USD)
Expedia
Expansive Caine Woods Retreat | 3 Suites, Multi-Level Decks & Bay Views
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 15
McKelvey House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $478 per night (USD)Expedia
- Click For Pricing
Expedia
Charming Eastern Shore Retreat w\/ Access to 5 Pools - Near Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Better Together Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
Click For PricingExpedia
- Click For Pricing
Expedia
Cute condo by the sea with two TVs, updated interior, and walkable locale
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Beach House 206 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
Click For PricingExpedia
- From $96 per night (USD)
VRBO
Sea Palms condo with fireplaces, private W\/D, and ocean view - 350 feet to beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Sea Palms 403 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $96 per night (USD)VRBO
- From $402 per night (USD)
Expedia
Oceanfront Tide's Edge condo with balcony & boardwalk - walkable locale
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Tides Edge 204 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $402 per night (USD)Expedia
- From $137 per night (USD)
VRBO
Spacious beach retreat with pool two blocks to beach and boardwalk - dog OK
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Casa Serena Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $137 per night (USD)VRBO
- From $79 per night (USD)
Expedia
Stylish bayside retreat with pool - walk to beach, dining, shops & entertainment
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sunset Bay I 410 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $79 per night (USD)Expedia
- From $76 per night (USD)
VRBO
Bay-View Escape with Fireplace, WiFi & Washer\/Dryer - Walk to Beach & Boardwalk
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Bayshore East Unit 69 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $76 per night (USD)VRBO
- From $310 per night (USD)
Expedia
Montego Bay Charmer with 2 Pools, Tennis & Putt-Putt - Walk to Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sandyhill Sun Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $310 per night (USD)Expedia
- From $146 per night (USD)
VRBO
Updated Constellation House Condo w\/ Oceanfront Balcony, Walk to Restaurants!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Constellation House 407 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $146 per night (USD)VRBO
- From $110 per night (USD)
Expedia
Harbour Bay | Waterfront Deck, Private Boat Slip, Pool | Walk to Beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
Harbour Bay Unit 3 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $110 per night (USD)Expedia
- From $105 per night (USD)
VRBO
Lovely ocean-side condo with balcony, parking & pool - walk to beach access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Waves 106 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $105 per night (USD)VRBO
- From $94 per night (USD)
Expedia
Updated Colonial Condo | Patio, Smart TV & Beach Gear | 200’ to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Colonial Condo 202 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $94 per night (USD)Expedia