Maryland Rentals
- From $333 per night (USD)
VRBO
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 $333 per night (USD)VRBO
- From $370 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 $370 per night (USD)VRBO
- From $159 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 $159 per night (USD)VRBO
- From $250 per night (USD)
Expedia
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)Expedia
- 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
- 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 $213 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 $213 per night (USD)VRBO
- From $110 per night (USD)
Expedia
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)Expedia
- From $246 per night (USD)
VRBO
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)VRBO
- From $150 per night (USD)
Expedia
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)Expedia
- From $250 per night (USD)
VRBO
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)VRBO
- From $600 per night (USD)
Expedia
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)Expedia
- From $230 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 $230 per night (USD)VRBO
- From $391 per night (USD)
Expedia
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 $391 per night (USD)Expedia
- From $554 per night (USD)
VRBO
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 $554 per night (USD)VRBO
- From $375 per night (USD)
Expedia
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)Expedia
- From $276 per night (USD)
VRBO
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 $276 per night (USD)VRBO
- From $131 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 $131 per night (USD)Expedia
- From $262 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 $262 per night (USD)VRBO
- From $186 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 $186 per night (USD)Expedia
- From $191 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 $191 per night (USD)VRBO
- From $129 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 $129 per night (USD)Expedia
- From $136 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 $136 per night (USD)VRBO
- From $250 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 $250 per night (USD)Expedia
- From $272 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 $272 per night (USD)VRBO
- From $171 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 $171 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 $270 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 $270 per night (USD)Expedia
- From $253 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 $253 per night (USD)VRBO
- From $186 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 $186 per night (USD)Expedia
- From $151 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 $151 per night (USD)VRBO
- From $181 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 $181 per night (USD)Expedia
- From $238 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 $238 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 $153 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 $153 per night (USD)VRBO
- From $392 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 $392 per night (USD)Expedia
- From $128 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 $128 per night (USD)VRBO
- From $80 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 $80 per night (USD)Expedia
- From $111 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 $111 per night (USD)VRBO
- From $306 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 $306 per night (USD)Expedia
- From $170 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 $170 per night (USD)VRBO
- From $131 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 $131 per night (USD)Expedia
- From $139 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 $139 per night (USD)VRBO
- From $90 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 $90 per night (USD)Expedia
- From $92 per night (USD)
VRBO
Bay-View Beach Condo | 2 Balconies, Fireplace & Pool | 5-Minute Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sunset Landing Unit 11 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $92 per night (USD)VRBO
- From $180 per night (USD)
Expedia
Beachfront resort getaway with epic views & indoor\/outdoor pools - steps to sand
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Sea Watch 1416 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $180 per night (USD)Expedia
- From $314 per night (USD)
VRBO
Top-floor condo with balcony, walk 1 minute to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sunset East 304 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $314 per night (USD)VRBO
- From $204 per night (USD)
Expedia
Marlin marina-view getaway with pool & balcony - walk to pier & Jolly Roger
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
White Marlin 306B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $204 per night (USD)Expedia
- From $100 per night (USD)
VRBO
Bay-View Beach Retreat | 2 Balconies & Pool | Short Walk to Beach & Dining
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sunset landing Unit 12 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $100 per night (USD)VRBO
- From $361 per night (USD)
Expedia
Top-floor, corner condo steps to beach with balcony & ocean views - dog-friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Surfcaster 401 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $361 per night (USD)Expedia
- From $125 per night (USD)
VRBO
Pristine Canal-Front Condo w\/ Balcony & Pools - Near Beach & Northside Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Blue Marlin 302 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $125 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Renovated Beachfront Penthouse: Steps to Boardwalk, Dining, Entertainment
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Regency 16 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $300 per night (USD)Expedia
- From $91 per night (USD)
VRBO
Casa Rosa getaway in Parrot Bay walkable to beach with pool and WiFi - dog OK
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Casa Sophia #12 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $91 per night (USD)VRBO
- From $152 per night (USD)
Expedia
Renovated Coastal Getaway with Pools, Golf, Tennis, Boat Launch & Beach Club
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Salty Sea Life Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $152 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Condo 2 bedroom 2 bath dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This spacious two bedroom, two bath townhouses are located on a quiet residential street in the popular 28th Street area ...
From $275 per night (USD)VRBO
- From $228 per night (USD)
Expedia
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 $228 per night (USD)Expedia
- From $247 per night (USD)
VRBO
Upscale ocean view condo with pool access & balcony - walk to beach, restaurants
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Capri 1207 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $247 per night (USD)VRBO
- From $295 per night (USD)
Expedia
Cottage Located on the Patuxent River!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Elegant Cottage located on the Patuxent River and only eight minutes from Running Hare Vineyard & Wedding Facility. Pro ...
From $295 per night (USD)Expedia
- From $132 per night (USD)
VRBO
Enjoy your stay at this 2 bedroom, 2 bath condo featuring ocean and bay views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A unique octagonal oceanfront building designed with bayviews or ocean views in midtown Ocean City. Close to restaurants ...
From $132 per night (USD)VRBO
- From $169 per night (USD)
Expedia
Renovated Condo Direct Oceanfront and Bay View Balconies - 1 bedroom - 1 bath - Sleeps 6 - New Queen & Double beds in Bedroom and Queen Sleep Sofa in Living Room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Spacious corner bright Rainbow condo Unit 509 is best of both worlds! Enjoy fantastic views of ocean, beach and oceanfro ...
From $169 per night (USD)Expedia
- From $245 per night (USD)
VRBO
Newly renovated 2 bedroom, 2 bath condo with beautiful views of the ocean!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Calypso 507 is one of Ocean City's finest vacation rentals and is located right on the beach. Lounge on the very large, ...
From $245 per night (USD)VRBO
- From $168 per night (USD)
Expedia
Gorgeous townhouse with seasonal shared pool, central ac, patio, & wifi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Royal Palm Court B5 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $168 per night (USD)Expedia
- From $459 per night (USD)
VRBO
Beach Walk II #6 - Oceanfront Living at its finest in OCMD!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
There's only one thing more precious than our time, and that is who we spend it on. Life is busy - just getting the whol ...
From $459 per night (USD)VRBO
- From $917 per night (USD)
Expedia
Bay-View Beach Duo | 3 Balconies, Fireplace & Pool | Short Walk to Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Sunset Landing Unit 11 & 12 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply e ...
From $917 per night (USD)Expedia
- From $512 per night (USD)
VRBO
Family-friendly oceanfront condo w\/private balcony, free WiFi & outdoor shower
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Anchorage 304 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $512 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Lovely ocean Front One Bedroom Condo with Outdoor Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Fun in the sun!!! The lovely large one bedroom is steps away from the beach. Enjoy amazing views of the ocean from the l ...
From $300 per night (USD)Expedia
- From $176 per night (USD)
VRBO
Welcoming Deep Creek house near skiing with foosball table, fireplace, & grill
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Gravelly Run Lodge Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $176 per night (USD)VRBO
- From $863 per night (USD)
Expedia
Waterfront Property, kayaks, private dock, near town
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Cranford on the Miles is an historic waterfront home located on 3+ acres, in St. Michaels, and 1+ mile from the beginnin ...
From $863 per night (USD)Expedia
- From $155 per night (USD)
VRBO
Picture Perfect | Centrally Located, Hot Tub!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Brimming with charm, Picture Perfect offers you all the comforts of home plus a lot more! The central location and well- ...
From $155 per night (USD)VRBO
- From $283 per night (USD)
Expedia
Breezy Point Townhouse 3 BR\/2BA with 4 Bay views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
*** Spring Savings Alert! *** Ready to soak up the sun and save big on your getaway? Look no further! Book directly wi ...
From $283 per night (USD)Expedia
- From $462 per night (USD)
VRBO
Powder N Wakes | Lakefront, Hot Tub, Close to Wisp
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
Offering a lakefront location within less than 3 miles from Wisp Resort, Powder N Wakes is the perfect choice for your f ...
From $462 per night (USD)VRBO
- From $226 per night (USD)
Expedia
Waterfront condo with balcony, pool & AC - walk to the boardwalk & near golf
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Bahia Vista I 201 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $226 per night (USD)Expedia
- From $124 per night (USD)
VRBO
Roomy & Comfy Farmer's Suite in the Manor House!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to the Farmers Suite on the 3rd floor of the Manor House! The Farmer's Suite is very private, situated with a b ...
From $124 per night (USD)VRBO
- From $289 per night (USD)
Expedia
Ocean block just a few steps from the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Ocean City, MD 3 bedroom, 2 bathroom ocean block condo in North Ocean City. Our condo comes with cable, WIFI and a full ...
From $289 per night (USD)Expedia
- From $305 per night (USD)
VRBO
NorthOC: Panoramic Ocean and Bay Views, Steps to the Sand & Amenities!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Great Ocean and Bay Views from the furnished Balcony - Beachfront location - Elevated Oceanfront Pool - Ocean and Bay Vi ...
From $305 per night (USD)VRBO
- From $781 per night (USD)
Expedia
The Log House at Sugarloaf Mountain MD
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 17
Summary: Escape the crowded city! This luxury log home is an off-grid solar powered house, and is perfect for your n ...
From $781 per night (USD)Expedia
- Click For Pricing
VRBO
Ocean block steps from the beach across the street from the Convention Center
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our Place In the Sun, is 588 glorious square feet one minute walk to the beach. One bedroom (private) one bathroom with ...
Click For PricingVRBO
- From $254 per night (USD)
Expedia
Castaway Cove: Lakefront, Private Dock, Hot Tub!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
Name: Castaway Cove | Bedrooms: 5 | Bathrooms: 5 | Sleeps: 14 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ YE ...
From $254 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Third-Floor Condo with High-Speed WiFi, & Balcony – Steps From the Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sea Place 313 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $275 per night (USD)VRBO
- From $384 per night (USD)
Expedia
Charming Bayfront Escape w\/ Fishing Dock & Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Days spent fishing, crabbing, and sunbathing on the beach all await when you book this bayfront 2-bedroom, 2-bathroom va ...
From $384 per night (USD)Expedia
- From $160 per night (USD)
VRBO
Delightful Beach Condo Near the Boardwalk W\/ Private Balcony & Ocean Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Ocean Point I 302 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $160 per night (USD)VRBO
- From $284 per night (USD)
Expedia
2 Bedroom Bayside Townhome on Canal with Pool across from Mall & Theater -Unit B
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
*** This is one of two side-by-side townhome units available. In case you are in the market for both units for a larger ...
From $284 per night (USD)Expedia
- From $590 per night (USD)
VRBO
***Charming Downtown Oasis!*** Private Parking, Patio & Yard!! Walk Everywhere.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
1930's Single family home on adorable cul-de-sac downtown Annapolis with off-street parking! Located off West Street in ...
From $590 per night (USD)VRBO
- Click For Pricing
Expedia
Large Bayside condo overlooking northside park- 2 blocks from ocean
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Very large-1600sq foot 3 bedroom condo with large balcony overlooking Ocean Cities Northside Park. Condo has 2 king beds ...
Click For PricingExpedia
- From $215 per night (USD)
VRBO
BEACH Vacation! Beachside Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located on 70th Street, Summer Palace 18 is a comfortable condo on the ocean block side. This two-bedroom, two-bathroom ...
From $215 per night (USD)VRBO
- From $236 per night (USD)
Expedia
Deluxe condo with heated pool & oceanfront balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Irene 1106 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $236 per night (USD)Expedia
- From $1082 per night (USD)
VRBO
Under the Stars: Private Indoor & Outdoor Pools, 2 Hot Tubs, & BIG Lake
- Bedrooms:
- 8
- Bathrooms:
- 9
- Sleeps:
- 26
Under the Stars is a destination unto itself! Offering unparalleled lake views, endless amenities that include indoor an ...
From $1082 per night (USD)VRBO
- From $262 per night (USD)
VRBO
Just Around the Dilly | Private Dock, Dog Friendly
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Just Around the Dilly has everything you need for a fun and relaxing Deep Creek Lake vacation! This dog friendly retreat ...
From $262 per night (USD)VRBO
- From $357 per night (USD)
VRBO
Sunset Island 2 Hidden Cove Way, Unit 2E, Luxurious 3BR condo, FREE WIFI!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious and luxurious 3-BR, 2-BA condo features everything you need for a care free and fun to be vacation! You will fi ...
From $357 per night (USD)VRBO
- From $425 per night (USD)
Expedia
Capri Condominium for up to 6 people
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Capri is an Ocean Front building. You and your children and guests can walk directly to the beach from the building. ...
From $425 per night (USD)Expedia
- From $172 per night (USD)
VRBO
Ocean City Escape < 1 Mile to Beaches & Boardwalk!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Take a beachy getaway in the Northeast! Nestled not far from the sandy shores, this 1-bedroom, 1-bathroom vacation renta ...
From $172 per night (USD)VRBO
- From $682 per night (USD)
Expedia
Luxury 3 bedroom, 3 bath on the ocean with indoor and outdoor pools
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Gateway Grand 305 is a SIDE UNIT IN OCEANFRONT BUILDING. Deluxe oceanfront building on 48th street with a large indoor p ...
From $682 per night (USD)Expedia
- Click For Pricing
VRBO
Ocean Front Condo Building. Steps From the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Atlantis 1509 is a Ocean Front condo with a great view. Has two bedroom and sleep sofa making it perfect destination for ...
Click For PricingVRBO
- From $233 per night (USD)
VRBO
Hidden Cove | 5 Mins to Lake Activities + Wisp!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Hidden Cove invites you to visit the Deep Creek Lake with a warm log cabin welcome! Centrally located and brimming with ...
From $233 per night (USD)VRBO
- Click For Pricing
VRBO
Cozy Modern Townhome\/ with front entrance FREE Parking
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 20
Charming and spacious townhome in a quiet neighborhood. There are 4 private bedrooms each with its own lock. There are 3 ...
Click For PricingVRBO
- From $375 per night (USD)
Expedia
4 Bedroom, 3 Bath Big Downtown Frederick home, w\/ Private Patio & fire table
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Big handsome 4-Level town home in the Frederick Historic District has been renovated from top-to-bottom. Features a true ...
From $375 per night (USD)Expedia
- From $1014 per night (USD)
VRBO
Mallard Landing | Prime Lakefront Location!
- Bedrooms:
- 10
- Bathrooms:
- 8
- Sleeps:
- 22
Search no more for the perfect Deep Creek Lake vacation rental! You've found Mallard Landing ~ a stunning Nordic log hom ...
From $1014 per night (USD)VRBO
- From $203 per night (USD)
Expedia
Waterfront Cottage in Beautiful Hoopers Island
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Come relax and unwind at this updated two bedroom waterfront property. Bring your boat and tie off on our pier. Enjoy ...
From $203 per night (USD)Expedia