Maryland Cottage Rentals

Compare Cottages, Resorts, & Rentals in Maryland, USA

New Beautiful Cottage - Sleeps 8 -Bayside
10.0 (1 Review)
2 Bedrooms 8 Guests
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10.0 (13 Reviews)
1 Bedroom 4 Guests
|
10.0 (90 Reviews)
4 Bedrooms 12 Guests
From US $236 per night
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10.0 (7 Reviews)
2 Bedrooms 5 Guests
|
10.0 (74 Reviews)
2 Bedrooms 4 Guests
New Pet-Friendly & Spacious Home in Annapolis
New
6 Bedrooms 10 Guests
New New and Amazing: Golf Home with Private Indoor Pool!
From US $565 per night
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10.0 (6 Reviews)
3 Bedrooms 8 Guests
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10.0 (67 Reviews)
2 Bedrooms 3 Guests
New On-Site Boat Dock: Queenstown Home w/Pool & Yard!
New
5 Bedrooms 10 Guests
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10.0 (6 Reviews)
1 Bedroom 2 Guests
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10.0 (59 Reviews)
5 Bedrooms 8 Guests
From US $224 per night
10.0 (6 Reviews)
4 Bedrooms 10 Guests
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10.0 (56 Reviews)
2 Bedrooms 7 Guests
10.0 (53 Reviews)
1 Bedroom 2 Guests
New 6 Bedroom Duplex in Ocean City, Maryland
New
6 Bedrooms 20 Guests
From US $365 per night
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10.0 (5 Reviews)
3 Bedrooms 4 Guests
10.0 (51 Reviews)
5 Bedrooms 10 Guests
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10.0 (5 Reviews)
2 Bedrooms 8 Guests
10.0 (46 Reviews)
2 Bedrooms 6 Guests
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10.0 (5 Reviews)
2 Bedrooms 3 Guests
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10.0 (42 Reviews)
1 Bedroom 4 Guests
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10.0 (5 Reviews)
1 Bedroom 4 Guests
10.0 (39 Reviews)
5 Bedrooms 15 Guests
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10.0 (4 Reviews)
3 Bedrooms 6 Guests
New Sunset Island 3D Sunset Island Drive
New
5 Bedrooms 12 Guests
From US $290 per night
|
10.0 (4 Reviews)
3 Bedrooms 6 Guests
10.0 (4 Reviews)
1 Bedroom 4 Guests
From US $980 per night
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10.0 (3 Reviews)
3 Bedrooms 8 Guests
New Charming Annapolis Townhome
From US $691 per night
New
2 Bedrooms 5 Guests
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10.0 (3 Reviews)
2 Bedrooms 7 Guests
New Waterfront House: Hot Tub, Fire Pit, & Views
New
3 Bedrooms 2 Guests
From US $516 per night
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10.0 (3 Reviews)
2 Bedrooms 4 Guests
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10.0 (3 Reviews)
4 Bedrooms 6 Guests
From US $347 per night
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10.0 (3 Reviews)
4 Bedrooms 12 Guests
From US $273 per night
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10.0 (3 Reviews)
3 Bedrooms 8 Guests
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10.0 (3 Reviews)
14 Bedrooms 40 Guests
New 8 Mi to Dtwn Silver Spring: Convenient Condo
New
4 Bedrooms 10 Guests
From US $1,126 per night
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10.0 (3 Reviews)
3 Bedrooms 9 Guests
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10.0 (3 Reviews)
2 Bedrooms 8 Guests
From US $449 per night
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10.0 (3 Reviews)
2 Bedrooms 6 Guests
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10.0 (3 Reviews)
2 Bedrooms 7 Guests
From US $262 per night
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10.0 (3 Reviews)
4 Bedrooms 9 Guests
10.0 (39 Reviews)
4 Bedrooms 10 Guests
|
10.0 (3 Reviews)
3 Bedrooms 10 Guests
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10.0 (36 Reviews)
1 Bedroom 4 Guests
New Dock Access: Waterfront Cottage in Avenue!
New
2 Bedrooms 4 Guests
New Dorchester Drift A: Sea Lookout
From US $477 per night
New
3 Bedrooms 8 Guests
10.0 (3 Reviews)
5 Bedrooms 14 Guests
10.0 (35 Reviews)
5 Bedrooms 13 Guests

About Maryland Vacation Rentals

There are over 24936 amazing vacation rentals available in Maryland. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in Maryland.

Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in Maryland, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in Maryland. The average size of places to stay near Maryland is approximately 982.95 ft², with prices averaging US $385 per night.

Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in Maryland. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.

Frequently Asked Questions About Maryland?

What are the top cottages, summer homes, and lake houses in Maryland?

How many rentals, hotels, or resorts are available in Maryland?

Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 24936 properties listed by Vacation Cottage in the Maryland area for the year 2025, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in Maryland.