Maryland Cottage Rentals
House
10.0(12 Reviews)
3 Bedrooms
2 Baths
8 Guests
1248.61 ft²
View
Parking
Air Conditioner
Internet
US $383/Night
7 Nights - US $2,681
Cottage
10.0(162 Reviews)
2 Bedrooms
1 Bath
6 Guests
1300 ft²
Fireplace/Heating
Ocean View
Balcony/Terrace- View
US $199/Night
7 Nights - US $1,390
Cottage
10.0(1 Review)
1 Bedroom
1 Bath
Hot Tub- Fireplace/Heating
- Balcony/Terrace
- View
US $655/Night
7 Nights - US $4,585
House
10.0(5 Reviews)
2 Bedrooms
1 Bath
3 Guests
699.65 ft²
Oceanfront
Spa- Fireplace/Heating
Pool
US $349/Night
7 Nights - US $2,443
Cottage
10.0(150 Reviews)
2 Bedrooms
2 Baths
4 Guests
1200 ft²
Private Pool- Oceanfront
- Fireplace/Heating
- Pool
US $920/Night
7 Nights - US $6,443
House
10.0(4 Reviews)
1 Bedroom
1 Bath
4 Guests
527.43 ft²
- Fireplace/Heating
- Parking
- Internet
Child Friendly
US $166/Night
7 Nights - US $1,162
Cottage
10.0(129 Reviews)
2 Bedrooms
1 Bath
8 Guests
963 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $459/Night
7 Nights - US $3,214
House
10.0(3 Reviews)
1 Bedroom
1 Bath
2 Guests
753.47 ft²
- Parking
- Internet
- Child Friendly
Security/Safety
US $180/Night
7 Nights - US $1,260
Cottage
10.0(84 Reviews)
2 Bedrooms
1 Bath
5 Guests
576 ft²
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly
Kitchen
US $263/Night
7 Nights - US $1,841
House
10.0(1 Review)
3 Bedrooms
2 Baths
8 Guests
1517.71 ft²
- Fireplace/Heating
- Pool
- Pet Friendly
- Parking
US $440/Night
7 Nights - US $3,080
Cottage
10.0(68 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Spa
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $754/Night
7 Nights - US $5,281
House
10.0(1 Review)
3 Bedrooms
1 Bath
3 Guests
796.53 ft²
- Oceanfront
- Spa
- Fireplace/Heating
- Pool
US $338/Night
7 Nights - US $2,368
Why Choose Rent By Owner for your Maryland Cottage Rentals?
What makes our Cottage Rentals 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 Cottage Rentals
What's our booking process?
Our platform allows you to browse a curated selection of cottage rentals. 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 Cottage Rentals Amenities
What amenities can you expect?
Our Cottage Rentals 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 Cottage Rentals Frequently Asked Questions
1. What are the top Cottages 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 Cottages in Maryland:
- Family and Pet-Friendly, Waterfront with Pier
- Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
- The Yellow Cottage on Harness Creek
- Luxurious 4BR, Private Pool, Heated Spa-Open Year-Round, Near Downtown!
- Eastern Shore beach cottage get-away
- Blissful Retreat In Rock Hall
- Life is better at the RIVER!-Cozy waterfront cottage
- "Family Friendly Getaway" - Close to Assateague/Downtown Berlin/O.C.
- Firefly Cottage at the Cape, Hot Tub, Community beach, Strawberry festival, USNA
- Secluded Waterfront Cottage on 200 acre farm near Queenstown
2. How many Cottages are available in Maryland?
Currently, the total number of properties listed by RBO in 2026 is over 488 in the Maryland area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Maryland.
More Rentals You May Like Near Maryland
Cottage
10.0(51 Reviews)
1 Bedroom
1 Bath
4 Guests
700 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $283/Night
7 Nights - US $1,981
Cottage
10.0(41 Reviews)
1 Bedroom
1 Bath
2 Guests
1000 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $527/Night
7 Nights - US $3,689
Cottage
10.0(39 Reviews)
1 Bedroom
1 Bath
4 Guests
480 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $279/Night
7 Nights - US $1,950
Cottage
10.0(18 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $1,044/Night
7 Nights - US $7,309
Cottage
10.0(18 Reviews)
2 Bedrooms
1 Bath
4 Guests
650 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $363/Night
7 Nights - US $2,541
Cottage
10.0(16 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $374/Night
7 Nights - US $2,619
Cottage
10.0(13 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
Breakfast- Pet Friendly
US $383/Night
7 Nights - US $2,684
Cottage
10.0(10 Reviews)
2 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $754/Night
7 Nights - US $5,275
Cottage
10.0(10 Reviews)
1 Bedroom
1 Bath
2 Guests
800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $542/Night
7 Nights - US $3,794
Cottage
10.0(7 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $205/Night
7 Nights - US $1,432
Cottage
10.0(6 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $312/Night
7 Nights - US $2,181
Cottage
10.0(6 Reviews)
1 Bedroom
1 Bath
3 Guests
800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $212/Night
7 Nights - US $1,482
