Maryland Resorts
Resort
8.0(1 Review)
1 Bath
3 Guests
300 ft²
Internet
Child Friendly
Security/Safety
US $495/Night
7 Nights - US $3,462
House
10.0(1 Review)
3 Bedrooms
2 Baths
8 Guests
1130.21 ft²
Oceanfront
Spa
Fireplace/Heating
Ocean View
US $575/Night
7 Nights - US $4,025
Resort
8.8(1346 Reviews)
1 Bath
Hot Tub
Pool
Balcony/Terrace
View
US $391/Night
7 Nights - US $2,736
Resort
10.0(2 Reviews)
2 Baths
6 Guests
1462 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
US $249/Night
7 Nights - US $1,743
Resort
9.3(132 Reviews)
14 Baths
40 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $210/Night
7 Nights - US $1,469
Resort
9.8(87 Reviews)
2 Baths
8 Guests
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
US $258/Night
7 Nights - US $1,807
Resort
9.1(210 Reviews)
5 Baths
18 Guests
1022.57 ft²
Private Pool- Oceanfront
- Hot Tub
- Pool
US $370/Night
7 Nights - US $2,592
Resort
9.2(39 Reviews)
1 Bath
4 Guests
723 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
Kitchen
US $293/Night
7 Nights - US $2,049
Resort
9.0(473 Reviews)
8 Baths
74 Guests
519.54 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $287/Night
7 Nights - US $2,011
Resort
2 Baths
6 Guests
1462 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
US $1,087/Night
7 Nights - US $7,609
House
9.0(2 Reviews)
4 Bedrooms
4 Baths
10 Guests
2529.52 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $580/Night
7 Nights - US $4,060
Resort
2 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $590/Night
7 Nights - US $4,130
Why Choose Rent By Owner for your Maryland Resorts?
What makes our Resorts special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Maryland
How to Book Your Maryland Resorts
What's our booking process?
Our platform allows you to browse a curated selection of resorts. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Maryland
Common Resorts Amenities
What amenities can you expect?
Our Resorts are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Maryland, MD
Chesapeake Bay
Northern Chesapeake Bay
Worcester County
Ocean City
North Ocean City
Cumberland
Garrett County
Midtown Ocean City
Isle of Wight Bay
Anne Arundel County
Baltimore
McHenry
Maryland Resorts Frequently Asked Questions
1. What are the top Resorts in Maryland?
There are a lot of options in Maryland. If you plan on staying in the Maryland area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Resorts in Maryland:
- Turf Valley Resort
- Gaylord National Resort & Convention Center
- MGM National Harbor Resort & Casino
- Holiday Inn Express & Suites - Ocean City by IHG
- Princess Royale Oceanfront Resort
- Hilton Suites Ocean City Oceanfront
- Gaylord National Resort & Convention Center
- Hyatt Regency Chesapeake Bay Golf Resort, Spa & Marina
- Kent Island Resort
- Bay Club Resort by CoolVacay
2. How many Resorts are available in Maryland?
Currently, the total number of properties listed by RBO in 2026 is over 151 in the Maryland area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Resorts in Maryland.
More Rentals You May Like Near Maryland
Resort
8.9(383 Reviews)
8 Baths
24 Guests
308.12 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $422/Night
7 Nights - US $2,956
New
Resort
2 Baths
8 Guests
- Fireplace/Heating
Air Conditioner- Internet
- Child Friendly
US $590/Night
7 Nights - US $4,130
Resort
2 Baths
8 Guests
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
US $569/Night
7 Nights - US $3,981
Resort
2 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
- Air Conditioner
- Internet
US $531/Night
7 Nights - US $3,717
US $507/Night
7 Nights - US $3,549
Resort
2 Baths
8 Guests
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
US $402/Night
7 Nights - US $2,814
Resort
2 Baths
8 Guests
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
US $360/Night
7 Nights - US $2,520
Resort
2 Baths
6 Guests
1462 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
US $348/Night
7 Nights - US $2,436
Resort
10.0(62 Reviews)
1 Bath
4 Guests
500 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $304/Night
7 Nights - US $2,125
Resort
10.0(40 Reviews)
2 Baths
7 Guests
1100 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $637/Night
7 Nights - US $4,457
Resort
10.0(1 Review)
1 Bath
6 Guests
400 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Kitchen
US $834/Night
7 Nights - US $5,840
Resort
9.6(9 Reviews)
1 Bath
8 Guests
400 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $697/Night
7 Nights - US $4,877
