A historic downtown street at dusk with vintage street lamps, brick buildings, and a sign for 'FELSH POINT'.

Cottages in Maryland

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sep - 20 Sep
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Top Cities in Maryland

A capitol building with a dome, surrounded by autumn foliage.
CottagesCottages

Washington

Washington
A city skyline with high-rise buildings, a marina with boats, and a river.
CottagesCottages

Baltimore

Baltimore

Our top choices for Maryland cottages

Deluxe Cottage | View from room

Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.4 out of 10, Exceptional, (346 reviews)
"It was a very comfy vacation stay"
United States
Marlo
Shore Point Cottages
Exterior

The Heron's Nest at Atlantic Marina

The Heron's Nest at Atlantic Marina
Pasadena
9.8 out of 10, Exceptional, (316 reviews)
"Great location and charming place. "
United States
Anita B.
The Heron's Nest at Atlantic Marina
Property grounds

Charming 2-bedroom cottage at Murphy's Beach in lovely Charlestown Maryland

Charming 2-bedroom cottage at Murphy's Beach in lovely Charlestown Maryland
Charlestown
10.0 out of 10, Exceptional, (15 reviews)
"This was a charming, fully modernized cottage on the waterfront with thoughtful nods to its history. A perfect, cozy place to relax and enjoy beautiful views, with easy access to the nearby town and restaurants if you must escape! Great for a getaway. "
United States
Aimee
Charming 2-bedroom cottage at Murphy's Beach in lovely Charlestown Maryland
Exterior

Comfortable cottage in gated community, 5 mins to OC and Assateague

Comfortable cottage in gated community, 5 mins to OC and Assateague
Assateague Pointe
9.8 out of 10, Exceptional, (51 reviews)
"Great accomodations!"
United States
Linda S.
The price is SAR 845
SAR 1,791 total
includes taxes & fees
6 Aug - 7 Aug
Comfortable cottage in gated community, 5 mins to OC and Assateague
Property grounds

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Benedict
9.2 out of 10, Wonderful, (12 reviews)
"The location was perfect. It was quiet and clean with a wonderful view of the water, especially the sunrise through the bedroom window in the morning. The host kept in touch to answer any questions we had, and made sure our stay was great. We will absolutely be back!"
United States
Coulter L.
The price is SAR 638
SAR 1,078 total
includes taxes & fees
29 Jul - 30 Jul
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Outdoor dining

Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA

Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Edgewater
10.0 out of 10, Exceptional, (230 reviews)
"Awesome location and very nice, we had a great stay! "
United States
Megan B.
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Exterior

"Point of View" Waterfront cottage with panoramic views on Tilghman Island

"Point of View" Waterfront cottage with panoramic views on Tilghman Island
Tilghman Island
10.0 out of 10, Exceptional, (22 reviews)
"The views are an amazing. The cottage is well appointed. The hosts were responsive. It was an excellent trip"
United States
Paul H.
"Point of View" Waterfront cottage with panoramic views on Tilghman Island
Property grounds

Beautiful Lakeside Cottage on Quiet Street with Private Dock, Kayaks & Fire Pit

Beautiful Lakeside Cottage on Quiet Street with Private Dock, Kayaks & Fire Pit
Oakland
10.0 out of 10, Exceptional, (45 reviews)
"Wonderful stay"
United States
Kate S.
Beautiful Lakeside Cottage on Quiet Street with Private Dock, Kayaks & Fire Pit
Exterior

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.
Fishing Creek
10.0 out of 10, Exceptional, (51 reviews)
"Nice "
United States
Henry
Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.
Terrace/patio

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Newburg
9.8 out of 10, Exceptional, (163 reviews)
"Lovely place and location!"
United States
Christa W.
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Exterior

The Yellow Cottage on Harness Creek

The Yellow Cottage on Harness Creek
Hillsmere
10.0 out of 10, Exceptional, (178 reviews)
"We had a great time and really enjoyed the cottage."
United States
Craig M.
The Yellow Cottage on Harness Creek
Exterior

Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (55 reviews)
"It was a nice small A-frame just like the picture. Great quiet location I would recommend it to anyone."
United States
Bobby H.
The price is SAR 586
SAR 1,198 total
includes taxes & fees
5 Aug - 6 Aug
Soul Oasis - home on the Chesapeake Bay
Exterior

Private Beach Front Getaway at The Sunshine Beach Cottage.

Private Beach Front Getaway at The Sunshine Beach Cottage.
Point Lookout
9.8 out of 10, Exceptional, (83 reviews)
"Amazing getaway! Quiet, peaceful, beautiful views. "
United States
Sarah H.
Private Beach Front Getaway at The Sunshine Beach Cottage.
Exterior

Family and Pet-Friendly, Waterfront with Pier

Family and Pet-Friendly, Waterfront with Pier
Cambridge
10.0 out of 10, Exceptional, (271 reviews)
"The hosts were very welcoming, helpful, good communication throughout the reservation process and stay."
United States
Ann R.
Family and Pet-Friendly, Waterfront with Pier
Property grounds

Waterfront River Cottage for 2, dog-friendly

Waterfront River Cottage for 2, dog-friendly
Severna Park
9.4 out of 10, Exceptional, (12 reviews)
"We loved our stay at the cottage. We are return guests and could not have been happier. This quaint little house has everything you need. The views are stunning and location convenient. The perfect place to enjoy a glass of wine looking out over the water."
United States
Susan
Waterfront River Cottage for 2, dog-friendly
Exterior

Beachfront Home Minutes to Downtown Annapolis w Parking & Dog-Friendly

Beachfront Home Minutes to Downtown Annapolis w Parking & Dog-Friendly
Annapolis
9.8 out of 10, Exceptional, (43 reviews)
"Excellent location for a relaxing weekend with our dogs and midshipman! "
United States
Celine D.
Beachfront Home Minutes to Downtown Annapolis w Parking & Dog-Friendly
Outdoor dining

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Earleville
9.8 out of 10, Exceptional, (68 reviews)
"The cottage is immaculate and comfortable and offers a partial view of the water from the back deck and the kitchen. A very short stroll a block down the street leads to a beautiful full view of the water, amazing sunsets, the turkey point lighthouse and soaring eagles. "
United States
cynthia k.
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Exterior

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Downtown St. Michaels
9.8 out of 10, Exceptional, (206 reviews)
"The cottage was wonderful. Loved the historic neighborhood and the dogs loved it too! Especially the walks to the park! We’ll definitely return!"
United States
Joan B.
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Exterior

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Downtown St. Michaels
9.6 out of 10, Exceptional, (136 reviews)
"Lovely property with a mix of antique and contemporary comfort as well as easy and convenient access to town. Hope to be back! "
United States
Tracy M.
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Property grounds

Firefly Cottage at the Cape, Hot Tub, Community beach, Boat Show, USNA games.

Firefly Cottage at the Cape, Hot Tub, Community beach, Boat Show, USNA games.
Cape Saint Claire
10.0 out of 10, Exceptional, (114 reviews)
"We love our stay at the Firefly Cottage, our home away from home. "
United States
Debbie Y.
Firefly Cottage at the Cape, Hot Tub, Community beach, Boat Show, USNA games.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Maryland Hotel Reviews

Gaylord National Resort & Convention Center

Gaylord National Resort & Convention Center

10/10 Excellent
"Amazing, staff were helpful and professional. Facility was nice and clean. Beautiful place"
Cynthia 2-night trip
Posted 8 hours ago
Gaylord National Resort & Convention Center

Frequently asked questions

How much do cottages in Maryland cost?
Cottages in Maryland range between SAR 1,078 and SAR 1,791 per night. These stays offer a chance to touch base with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Maryland?
Look up our 458 cottages in Maryland and reserve your favorite. Whether you're embarking on a vacation with the fam or a weekend with pals, your ideal stay is just a few clicks away with Expedia.
Why book your cottage in Maryland with Expedia?
Expedia has some excellent cottages in Maryland, so start packing for a memorable vacation close to nature. If you have a certain budget, click on how much you're willing to spend and the star rating of your property. Or, use our handy filters to search for cottages with a pool or a kitchen. We'll help you find the perfect digs whatever your bank balance or plans.
How can I find cheap cottages in Maryland?
With Expedia's convenient filter tool, sourcing cheap cottages in Maryland is easy. To find stays that'll make your bank balance smile, narrow your search by star rating, amenities and budget.