
Maryland Rentals

- From $610 per night (USD)
VRBO
Sea Watch 3 BR, Ocean View, 3 Pools, Arcade & Movie Theatre! FREE Linens/Towels
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The perfect Ocean City family vacation is just a reservation away...enjoy the truly spectacular ocean views from Sea Wat ...
From $610 per night (USD)VRBO
- From $417 per night (USD)
Expedia
Relaxing 5 bd home with 1 bd Apartment on 2.5 acres near MD beaches
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 18
Beautiful large 6 bedroom home seated on secluded 2.5 acre lot short walk from shops and restaurants on Main Street in B ...
From $417 per night (USD)Expedia
- From $333 per night (USD)
VRBO
3 bedroom 2.5 Bath Townhouse in West Ocean City Close to Marinas
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Spacious townhouse in quiet community with both indoor and outdoor pools, tennis courts, pickelball courts, close to Mar ...
From $333 per night (USD)VRBO
- From $257 per night (USD)
VRBO
Canal front condo 13th St Bayside
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful canal and marina views from your balcony at this newly remodeled unit. All new bathrooms, furniture and kitch ...
From $257 per night (USD)VRBO
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VRBO
New! Knotty Bear Cabin: Lake Area, Dogs Welcome, Hot Tub, Fire Pit!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Name: Knotty Bear Cabin | Bedrooms: 2 | Bathrooms: 2 | Sleeps: 8 | Access: Lake Area | Dogs Welcome Max. 2 | MUST BE 28+ ...
Click For PricingVRBO
- From $242 per night (USD)
Expedia
Spacious ocean view condo with large balcony & washer/dryer - easy beach access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Norjo Unit #6 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $242 per night (USD)Expedia
- From $308 per night (USD)
VRBO
Top Floor Bayside Family Sized Unit Overlooking Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Beautiful, top floor, 2 Bedroom, 2 Bath condo within walking distance to Beach, Bay, Restaurants, stores. Sleeps 8 peop ...
From $308 per night (USD)VRBO
- From $311 per night (USD)
Expedia
Inviting coastal condo with pool, balcony, full kitchen, & W/D
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Waves 104 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $311 per night (USD)Expedia
- From $277 per night (USD)
VRBO
Oceanview Condo in Oceanfront Building with Outdoor Pool! Perfect midtown location! Diamond Head 505
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Oceanfront building, renovated oceanview condo with outdoor pool! This perfectly located mid-town condo on 80th St. is j ...
From $277 per night (USD)VRBO
- From $162 per night (USD)
Expedia
Bethesda Apartment + Yard ~ 9 Mi to D.C.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
If you’re searching for comfort and convenience on your next Washington, D.C. adventure, let this cozy apartment be your ...
From $162 per night (USD)Expedia
- From $390 per night (USD)
VRBO
Sea Watch 701 in Beautiful North OC
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The Ocean stirs the heart, inspires the imagination, and brings eternal joy to the soul. Life is so busy.... Isn't it ti ...
From $390 per night (USD)VRBO
- From $742 per night (USD)
Expedia
New Construction! Amazing Lakefront Home with Hot Tub + Firepit!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Lakefront vacations have never been sweeter than at In the Groove! This beautiful *NEW* construction was built for full- ...
From $742 per night (USD)Expedia
- From $258 per night (USD)
VRBO
The Lazy Crab Beach House - Free beach passes
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to The Lazy Crab Beach House just a few blocks from the Chesapeake Bay. Escape from reality and enjoy everythin ...
From $258 per night (USD)VRBO
- From $312 per night (USD)
Expedia
Ski-in/ski-out townhome overlooking Deep Creek Lake with balcony
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Lakeside & Slopeside Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $312 per night (USD)Expedia
- From $623 per night (USD)
VRBO
Pristine Waterfront Home with Expansive Views.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
**Monthly discounts only apply for Off-Season rentals (October-April) If relaxing in luxury on the water is what you a ...
From $623 per night (USD)VRBO
- From $442 per night (USD)
VRBO
Rustic, yet Upgraded Cabin on Stunning, Level Lakefront Lot with LONG Lake Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
One of the best lots with some of the best views on the whole lake! Lots of room to roam and play in the spacious yard, ...
From $442 per night (USD)VRBO
- From $429 per night (USD)
VRBO
Dog-friendly, waterfront home with dock, fireplace, pools & great location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Whimsy Waterfront Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $429 per night (USD)VRBO
- From $346 per night (USD)
VRBO
Bell Villa
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Enjoy a spacious three-bedroom, three-and-a-half-bath home, with a fully equipped kitchen including a microwave, air fry ...
From $346 per night (USD)VRBO
- From $446 per night (USD)
VRBO
Sea Watch 716 in beautiful North OC!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Sea Watch 716 - Life takes you down many paths, but the best ones lead to the Beach! Have you been dreaming of a Vacati ...
From $446 per night (USD)VRBO
- From $421 per night (USD)
Expedia
Sea Watch 916 a family Oceanfront Condo in north OC!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Sea Watch 916 - Life is better at the Beach! Is your family ready for the ideal Ocean City Vacation Experience? Sea Wat ...
From $421 per night (USD)Expedia
- From $308 per night (USD)
VRBO
** $200.00 off weeks of 6/24, 7/1 and 7/8!! Prices shown include the discount. ** <br>Sandy Lane Estates C203 - 2 br/2ba on bayside water, with outdoor pool and tennis.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This Canal front with a view of the open Bay 2 bedroom / 2 bath condo is in a great neighborhood, with an outdoor pool a ...
From $308 per night (USD)VRBO
- From $762 per night (USD)
Expedia
Two Bedroom Direct Oceanfront Condo w/ Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Space: Nicely renovated direct oceanfront condo in the popular Calypso building in midtown Ocean City, Maryland. Th ...
From $762 per night (USD)Expedia
- From $355 per night (USD)
VRBO
End-Unit Ocean City Condo w/ Panoramic Views!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience all that Ocean City has to offer from this 1-bedroom, 1.5-bath vacation rental! Nestled in Assateague House, ...
From $355 per night (USD)VRBO
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Expedia
Cozy Lower Level Retreat Near Silver Spring
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Get a country feel in central Maryland in this charming one bedroom suite, nestled in a tranquil neighborhood. Wake up t ...
Click For PricingExpedia
- From $278 per night (USD)
VRBO
DOROTHY & JOHN'S OCEAN CITY MD VACATION HOME 3 BDRM 2 FULL BATH SLEEPS 8
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Dorothy & John's Ocean City Md Vacation Home has 3 bedrooms, 2 full baths, 2 community pools open Memorial Day to Labor ...
From $278 per night (USD)VRBO
- Click For Pricing
Expedia
New!! Cozy Chateau in NE DC - 6 Miles to Monuments!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Conveniently located in the quiet neighborhood of Deanwood, this charming vacation rental is the perfect home-away-from- ...
Click For PricingExpedia
- From $313 per night (USD)
VRBO
Chesapeake Bay Vacation Rental w/ Boat Dock!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Oozing waterfront bliss, this Newburg, MD, cottage paints an idyllic backdrop for your family or friends getaway. Sittin ...
From $313 per night (USD)VRBO
- From $625 per night (USD)
Expedia
Sunset Island 37 Fountain Drive West, Unit 5E
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
***NEW FOR 2023! Welcome to 37 Fountain Drive West, unit 5E. Luxurious and absolutely gorgeous, never rented before! The ...
From $625 per night (USD)Expedia
- From $217 per night (USD)
VRBO
Bay Colony Condo with swimming pool, groups welcome
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our beautiful 1-bedroom bayside condo at the Bay Colony, perfect for families or groups of up to 4 persons. M ...
From $217 per night (USD)VRBO
- Click For Pricing
Expedia
Oceanfront condo with bay & beach views, balcony, indoor & outdoor pools
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Carousel 1901 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
Click For PricingExpedia
- From $259 per night (USD)
VRBO
Great Midtown Location with Water Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
****Important**** A Linen & Towel Package is included for all rentals between Memorial Day weekend and Labor Day weekend ...
From $259 per night (USD)VRBO
- Click For Pricing
Expedia
Maryland Vacation Rental Near Baltimore
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Enjoy a convenient location and all the comforts of home when you stay at this 3-bedroom, 2.5-bath vacation rental in Pe ...
Click For PricingExpedia
- Click For Pricing
VRBO
Princess Irene Unit 202 Oceanside 3BR 2BathCondo +Jacuzzi and parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Book your deserved short vacation at Princess Irene Condominium Unit 202! Very specious updated Oceanside condo with 3 b ...
Click For PricingVRBO
- From $754 per night (USD)
Expedia
Princess Irene Unit 102 Oceanside Condo 3BR 2Bath w/Jacuzzi plus parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Book your deserved short vacation at Princess Irene Condominium Unit # 102!!! Very specious updated Oceanside condo with ...
From $754 per night (USD)Expedia
- From $848 per night (USD)
VRBO
Princess Irene Unit 201 Oceanside 3BR 2Bath Condo +Jacuzzi and Parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Families and groups are welcome! Book your deserved vacation at Princess Irene Condominium Unit 201. Very specious updat ...
From $848 per night (USD)VRBO
- Click For Pricing
Expedia
Princess Irene 103 Oceanside 3BR 2Bath Condo + Jacuzzi and parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Book your deserved short vacation at Princess Irene Condominium Unit 103!!! Very spacious updated Oceanside condo with 3 ...
Click For PricingExpedia
- Click For Pricing
VRBO
Princess Irene Unit 203 Oceanside Condo 3BR 2Bath w/Jacuzzi plus parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Book your deserved vacation at Princess Irene Condominium Unit 203. A very specious updated Oceanside condo with 3 bedro ...
Click For PricingVRBO
- From $225 per night (USD)
Expedia
Cabin in the Woods
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
(Please note: Between October - April, highly recommend All Wheel or 4 Wheel Dive vehicles. During snow bearing months y ...
From $225 per night (USD)Expedia
- Click For Pricing
VRBO
Luxury Condo Penthouse in Owing mills/Pikesville
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come enjoy this 2 floor Penthouse Condo with balcony that has an amazing view! The property is close to just about every ...
Click For PricingVRBO
- From $484 per night (USD)
Expedia
Sunset Island 39 Fountain Drive West, Unit 5A
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Luxurious and Spacious Getaway in Sunset Island! Come and spend an amazing vacation at 39 Fountain Drive East, Unit 5A. ...
From $484 per night (USD)Expedia
- From $352 per night (USD)
VRBO
Three Bedroom Condo w/ Nice Amenities and Location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
The Space: Large three bedroom Ocean City, MD condo with great amenities and a very short walk to the beach. The open l ...
From $352 per night (USD)VRBO
- From $148 per night (USD)
Expedia
Attic Apartment in Leafy Roland Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Newly decorated (Jan 2023) Cozy 2 brm with a separate open plan kitchen/living area in the prestigious Roland Park area ...
From $148 per night (USD)Expedia
- Click For Pricing
VRBO
Club Ocean Villas II 120 th St. Ground Floor with Hot Tub !!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Go to website www.COV2.com for updated pictures of resort. LINENS AND TOWELS included!!!!- YOUR OWN PRIVATE HOT TUB, B ...
Click For PricingVRBO
- From $176 per night (USD)
Expedia
Spacious Roland Park Apt near Hopkins
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious 3 bedroom, of which 2 large and a smaller 1 with full size bed Apt on 2nd floor of my prewar Mansion available ...
From $176 per night (USD)Expedia
- From $757 per night (USD)
VRBO
Home for the Entire Family
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Bring the whole family to this great place with lots of room for fun. Centrally located in Ocean Pines with plenty of r ...
From $757 per night (USD)VRBO
- From $297 per night (USD)
Expedia
Oceanfront 1 Bedroom-Sleeps 6-Outdoor TV-King Bed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Direct oceanfront 1 bedroom/1 bathroom, luxuriously appointed, completely remodeled in 2020. Beautiful and open design w ...
From $297 per night (USD)Expedia
- From $529 per night (USD)
VRBO
Oceanfront 1 Bedroom-Sleeps 4-4 Beds-Laundry-WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Lets Go To Ocean City or as they would say in Italian, Andiamo O.C. Enjoy a quiet beachfront getaway all year round at t ...
From $529 per night (USD)VRBO
- From $656 per night (USD)
Expedia
Oceanfront 2 Bed\/1.5 Bath, Balcony, Pools, Lounge
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Kick back and relax in this beautiful and modern newly remodeled condo in Golden Sands! This rare 2 bedroom, 1.5 bathroo ...
From $656 per night (USD)Expedia
- From $305 per night (USD)
VRBO
2 Bedroom/2 Bath-Sleeps 6-Balcony-Laundry-WiFi-TVs
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Bayside Breeze: Welcome to our property! This cozy and modern vacation rental is situated on the bay side and offers a p ...
From $305 per night (USD)VRBO
- From $673 per night (USD)
Expedia
Oceanfront 3 Bedroom-Sleeps10-Balcony-Laundry-WiFi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Experience the ultimate beach vacation in our luxurious oceanfront condo! Our 3 bedroom, 2 bathroom condo sleeps up to 1 ...
From $673 per night (USD)Expedia
- From $300 per night (USD)
VRBO
Summer Days Winter Nights | Pet Friendly, Fire Pit!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Summer Days and Winter Nights, a family friendly five-bedroom vacation home in Swanton, Maryland, near the be ...
From $300 per night (USD)VRBO
- From $275 per night (USD)
Expedia
Quiet coastal home with patio & pool, close to Assateague & Ocean City
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Assateague Pointe - 12401 Windlass Way Our calendar is updated in real-time & our nightly rates are accurately displaye ...
From $275 per night (USD)Expedia
- From $447 per night (USD)
VRBO
Indoor Pool & Views: Beachfront Ocean City Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Experience oceanfront living at its finest when you book this fantastic 2-bedroom, 2-bath Ocean City vacation rental! Wi ...
From $447 per night (USD)VRBO
- From $366 per night (USD)
Expedia
Beautiful Waterfront Condo Bayside. Short Walk To FishTales, beach and boardwalk
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This Harbour Towne Condo is located at 25th St and Philadelphia Ave. We are in a great location bayside and near all of ...
From $366 per night (USD)Expedia
- From $302 per night (USD)
VRBO
Secluded, romantic cabin with hot tub on 12 acres of woodland.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our private cabin tucked away on 12 acres of woodland in Western Maryland. If you are looking for a secluded ...
From $302 per night (USD)VRBO
- From $452 per night (USD)
Expedia
Direct ocean front 2 Bedroom 2 Bath with pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Qss Direct ocean front 2 bedrooms 2 full baths in the much sought after building of Ocean Place ...
From $452 per night (USD)Expedia
- From $297 per night (USD)
VRBO
Oceanside 90 steps to beach! Two decks. View sunrise and sunset N Ocean City MD
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Beautiful corner condo 90 steps to the beach! Enjoy sunrises over the ocean from one balcony and sunsets over the bay f ...
From $297 per night (USD)VRBO
- From $311 per night (USD)
Expedia
Gorgeous 2 bedroom at Harbour Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Bayside Bliss! This stylish canal front property is located uptown in Harbour Club at Heron Harbour! The dual master bed ...
From $311 per night (USD)Expedia
- From $529 per night (USD)
VRBO
3 Bedroom Rainbow Condo with Gorgeous Direct Ocean Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
WOW! This gorgeous oversized beach retreat has it all! Direct oceanfront Unit 604 can comfortably accommodate 8 people i ...
From $529 per night (USD)VRBO
- From $379 per night (USD)
Expedia
3 Bedroom Bluewater East Condo with Outdoor Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
***PRICE REDUCTION*** The Bluewater building is unique in its shape taking advantage of the ocean breezes and views. Am ...
From $379 per night (USD)Expedia
- From $477 per night (USD)
VRBO
Authentic Cabin in the Woods!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Want to go to a house that feels like your own personal cabin in the woods? That screams "I'm in the middle of nowhere!" ...
From $477 per night (USD)VRBO
- From $271 per night (USD)
Expedia
Direct Bayfront Beautiful 2 Bedroom Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Unique. Secluded. Views. Three words that together make for a one of a kind stay. The Ritz building is located at the en ...
From $271 per night (USD)Expedia
- From $231 per night (USD)
VRBO
Ocean View 2 BR 2 Bath Pool, Tennis 2 Car Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
QSS Beautifully decorated 2 BR 2 Bath Ocean Front Condo with Side View of Ocean Fully Equipped ...
From $231 per night (USD)VRBO
- From $402 per night (USD)
Expedia
Entire home, great location, no cleaning fee
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Sandy Bottom!! Just a short walk from the historic downtown of Havre de Grace, MD, our updated three-bedroom ...
From $402 per night (USD)Expedia
- From $718 per night (USD)
VRBO
Lakefront, dog friendly, dock slip, hot tub, and fire pit
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
5 Bedrooms, 4 Baths, Sleeps 14, Dog friendly with additional $100 fee/pet paid after booking Bed sizes: King, King, Q ...
From $718 per night (USD)VRBO
- From $429 per night (USD)
Expedia
Charming Charles Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Welcome to our vacation rental nestled in the heart of Downtown Annapolis. Immerse yourself in the rich history ...
From $429 per night (USD)Expedia
- From $815 per night (USD)
VRBO
✨ Stunning ✨ 7BR Lux House in Baltimore
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 14
We've taken our 17 years of travel and love for creating memorable moments and developed the perfect stay for you. A BRA ...
From $815 per night (USD)VRBO
- From $367 per night (USD)
Expedia
Bridge Point I 26 | Condo in Ocean City
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Bridge Point 26 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $367 per night (USD)Expedia
- Click For Pricing
VRBO
Pasadena Hideaway w/ Game Room & Fire Pit!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
From hosting afternoon picnics to making memories in the game room, this Pasadena vacation rental has everything you nee ...
Click For PricingVRBO
- From $320 per night (USD)
Expedia
Waterfront allergy-free home with 40-foot fishing dock, canoe, home theater
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Schumaker Pond Paradise Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $320 per night (USD)Expedia
- From $344 per night (USD)
VRBO
Spacious 2 BR Waterfront Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
With a prime locale on the waterfront of the Assawoman Bay, this coastal charmer is ideal for a year-round vacation. Det ...
From $344 per night (USD)VRBO
- From $180 per night (USD)
Expedia
Blue Anchor Cottage at Smith Island MD Quaint & Charming Beach Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Come to Smith Island by your own boat or the several ferries that run daily. Experience the relaxation of the true islan ...
From $180 per night (USD)Expedia
- From $834 per night (USD)
VRBO
Sapphire Sol | House in Ocean City with elevator, roof deck, grill, streaming
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Sapphire Sol Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $834 per night (USD)VRBO
- From $293 per night (USD)
Expedia
Spectacular Waterfront Retreat with Pier
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cook Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $293 per night (USD)Expedia
- From $685 per night (USD)
VRBO
Nottingham Beach Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
PERSONAL RESERVATION SPECIALIST AVAILABLE 24/7 FREE LINENS & TOWELS PROVIDED! Welcome to our newly renovated beach hom ...
From $685 per night (USD)VRBO
- Click For Pricing
Expedia
Beautiful Dog-Friendly Retreat with Spacious Deck
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Chesapeake Bay Abode Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
Click For PricingExpedia
- From $184 per night (USD)
VRBO
Hollow Hideaway is perfect for your holiday stay!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Hollow Hideaway is ready for the holiday's. We decorate our home to make your Thanksgiving and Christmas a memorable sta ...
From $184 per night (USD)VRBO
- Click For Pricing
Expedia
Sprawling Waterfront Home with views, Dock and In-Home Theatre
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Winchester Creek Estate Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
Click For PricingExpedia
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VRBO
Studio on the Beach! Boardwalk, Pool, Restaurants, Activities at your fingertips
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Location, location, location! This resort is in prime location of Ocean City MD. Boardwalk One is right on the beach and ...
Click For PricingVRBO
- From $99 per night (USD)
VRBO
Eden Farm: Private Studio Minutes from Salisbury
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: This peaceful and quiet apartment is surrounded by beautiful nature. You can take a hike in the woods, kayak, o ...
From $99 per night (USD)VRBO
- From $631 per night (USD)
VRBO
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 18
Welcome to The Blue Heron, named for "Henry", the Heron that visits daily. Spacious areas for large groups to gather a ...
From $631 per night (USD)VRBO
- From $320 per night (USD)
Expedia
Family Studio sleeps 4! Beach, Boardwalk, Pool and across from Jolly Rodgers!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover the epitome of beachside tranquility in this newly remodeled studio nestled within the Three Cheers building. P ...
From $320 per night (USD)Expedia
- From $463 per night (USD)
VRBO
Enjoy the blissful Ocean Escape that is Capri 1802!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Capri 1802 - Let the sand be your seat as the waves hit your feet! This gorgeous Condo will sleep a family of up to 7 ...
From $463 per night (USD)VRBO
- From $383 per night (USD)
Expedia
Charming Baltimore Townhome w/ Scenic Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Charming town home with scenic views of Baltimore harbor. This three-bedroom 3 1/2 bathroom townhome is located minutes ...
From $383 per night (USD)Expedia
- From $472 per night (USD)
VRBO
Rockville Home: Patio Oasis, Fireplace, Near DC!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Nestled in the vibrant suburb of Washington, D.C., this spacious Rockville vacation rental will have you feeling right a ...
From $472 per night (USD)VRBO
- From $324 per night (USD)
Expedia
Owings Mills Townhouse: 8 Mi to Liberty Reservoir!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Find your bliss at this suburban 3-bedroom, 2.5-bathroom, Owings Mills vacation rental, and enjoy a splendid home away f ...
From $324 per night (USD)Expedia
- From $240 per night (USD)
VRBO
North OC|Fully Stocked 2 Bd 2 Bath
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Welcome to Your Beach Lover's Paradise! Experience a vacation in a 2-bed, 2-bath condo, steps from Ocean City' ...
From $240 per night (USD)VRBO
- From $393 per night (USD)
Expedia
New townhouse
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 4
BRAND NEW TOWNHOME ! Welcome home to this incredible contemporary, newly built town home and the extremely sought after ...
From $393 per night (USD)Expedia
- From $661 per night (USD)
VRBO
Luxe Houseboat with Epic 360 Views of Baltimore Harbor
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
| OVERVIEW | Immerse yourself in luxury aboard FLOHOM 2 | Modern Charm. This two-bedroom, two-bathroom houseboat offer ...
From $661 per night (USD)VRBO
- From $259 per night (USD)
Expedia
Beachfront condo with ocean views, pool, private balcony, & beach access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Highpoint S 9G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $259 per night (USD)Expedia
- From $318 per night (USD)
VRBO
Little Home in Little Italy - Inner Harbor Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: ♢ Walk Score 97 - WALKER's PARADISE! Daily errands do not require a car. ♢ Only 10-minute walk to the INNER HAR ...
From $318 per night (USD)VRBO
- From $351 per night (USD)
Expedia
Ocean Views | Private Balcony | Elevator
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to this charming 2-bedroom, 2-bath condo in beautiful Ocean City, MD. This tastefully decorated condo offers a c ...
From $351 per night (USD)Expedia
- From $357 per night (USD)
VRBO
Tranquil Waters, OceanPines, 3 br, Dog Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Relax with the whole family at this peaceful place to stay. This 1,500 sq. foot home away from home is perfect ...
From $357 per night (USD)VRBO
- From $495 per night (USD)
Expedia
Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Your family will be close to everything when you stay at this centrally-located place. Two blocks to Main Street, the Na ...
From $495 per night (USD)Expedia
- From $204 per night (USD)
VRBO
14 Winding Way | Ski In/Out, Near Golf Resort!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
Your ski-in, ski-out, mountain retreat awaits you at 14 Villages of the Wisp Winding Way. This 2 bedroom, 3 bath pet-fri ...
From $204 per night (USD)VRBO
- From $315 per night (USD)
Expedia
Water Front Luxury 2 Bedroom Condo on Canal - modern design & fabulous view!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
New listing for this luxury, direct canal front, 2-bedroom, end unit condo perfect for a small family or two couples. En ...
From $315 per night (USD)Expedia
- From $595 per night (USD)
VRBO
The GRACE Villa - a homey affair!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 15
This homey place is smart and perfect for group and individual trips and vacations. It is stylishly set up to give you a ...
From $595 per night (USD)VRBO
- From $586 per night (USD)
Expedia
Big 3 story house near stadiums, aquarium, museums, 5 bedrooms, parking
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
635 E Fort Avenue has a gourmet Thermador kitchen, with 2 microwaves, 2 coffee pots, dishes, all the utensils for cooki ...
From $586 per night (USD)Expedia
- From $487 per night (USD)
VRBO
Luxury Ocean City Retreat w/ Beautiful Bay Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Immerse yourself in the beauty of Ocean City at this 3-bedroom, 3.5-bath vacation rental. With its prime location just 2 ...
From $487 per night (USD)VRBO
- From $430 per night (USD)
Expedia
Stunning 2 Bedroom Side Ocean Front Condo in 9400
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
WOW! A spectacular renovation coupled with mind-blowing 20th floor ocean and bay views make this the ultimate beach geta ...
From $430 per night (USD)Expedia