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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Top Cities in Maryland

Our top choices for Maryland cottages

1. Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.4 out of 10, Exceptional, (383 reviews)
"Easy accessible"
United States
Melissa
The price is SAR 694
SAR 841 total
includes taxes & fees
2 Oct - 3 Oct
Shore Point Cottages

2. The Heron's Nest at Atlantic Marina

The Heron's Nest at Atlantic Marina
Pasadena
9.8 out of 10, Exceptional, (327 reviews)
"Perfect little cottage for our weekend getaway! We will definitely be back."
United States
Brian R.
The Heron's Nest at Atlantic Marina

3. John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Downtown St. Michaels
9.6 out of 10, Exceptional, (134 reviews)
"We had a great time. The house was so charming and the location was perfect. Can't wait to go back!"
United States
Anonymous traveler
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

4. 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, (141 reviews)
"Great location in St Michaels at a fun historical house."
United States
Adam
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

5. Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE

Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE
Tilghman Island
9.8 out of 10, Exceptional, (25 reviews)
"The place is exactly as you see gorgeous views, if you’re looking for a place to rest this is the place. It’s not a fancy place but it’s cozy and you will find all that you need and it’s very clean ."
United States
Rita
Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE

6. 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, (45 reviews)
"Very nice property, everything was as expected and the entire process was easy. Great, quiet spot to enjoy the Bay close to everything fun in Annapolis. I’d go back."
United States
Brian R.
Beachfront Home Minutes to Downtown Annapolis w Parking & Dog-Friendly

7. Charming Cottage - Northeast River / Chesapeake Bay

Charming Cottage - Northeast River / Chesapeake Bay
Perryville
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful sunrises. Quiet spot on the water. Enjoyed the area and being close to Havre de Grace and Aberdeen. "
United States
Rachel M.
Charming Cottage - Northeast River / Chesapeake Bay

8. The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek

The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek
Oakland
10.0 out of 10, Exceptional, (49 reviews)
"The location was great for our weekend getaway. Close to restaurants and shopping."
United States
Rich M.
The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek

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

Firefly Cottage at the Cape, Hot Tub, Community beach, Boat Show, USNA Football.
Cape Saint Claire
10.0 out of 10, Exceptional, (122 reviews)
"We stay here three times each year when we visit Annapolis. Great for a small family with a large back yard and many outdoor amenities."
United States
Nancy A.
Firefly Cottage at the Cape, Hot Tub, Community beach, Boat Show, USNA Football.

10. 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, (209 reviews)
"Awesome place"
United States
John B.
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

11. C&O Canal Potomac River Cottage

C&O Canal Potomac River Cottage
Sharpsburg
10.0 out of 10, Exceptional, (66 reviews)
"This was the best stocked kitchen I have ever found in a rental property. Location was just what we were looking for, and host was very responsive and helpful. "
United States
Barbara S.
C&O Canal Potomac River Cottage

12. 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, (58 reviews)
"This is the fourth time we've stayed at this property. The home, location, and hosts continue to be amazing. Close to so many activities and restaurants, and the fishing seems to be one of the best on the lake. "
United States
Rachael K.
Beautiful Lakeside Cottage on Quiet Street with Private Dock, Kayaks & Fire Pit

13. Cozy Home w/ Theater, Hot Tub, Mtn Views

Cozy Home w/ Theater, Hot Tub, Mtn Views
McHenry
9.8 out of 10, Exceptional, (43 reviews)
"Very cozy place to stay, will be staying again!"
United States
Hannah F.
Cozy Home w/ Theater, Hot Tub, Mtn Views

14. WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay

WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay
Abell
10.0 out of 10, Exceptional, (82 reviews)
"Perfect spot for a quick getaway!"
United States
Patricia Q.
WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay

15. 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, (56 reviews)
"Convenient amenities at Assateague Point, easy access to Assateague Island and OCMD. Everything in the unit was clean, in proper working order, and we had everything we needed for our family with young children. Would definitely stay here again."
United States
Alexandra
The price is SAR 507
SAR 1,363 total
includes taxes & fees
27 Sep - 28 Sep
Comfortable cottage in gated community, 5 mins to OC and Assateague

16. Family and Pet-Friendly, Waterfront with Pier

Family and Pet-Friendly, Waterfront with Pier
Cambridge
10.0 out of 10, Exceptional, (276 reviews)
"Rob was such a wonderful and inviting host"
United States
Stacy S.
Family and Pet-Friendly, Waterfront with Pier

17. Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (63 reviews)
"Nice, clean, and would absolutely stay here again."
United States
Dusty S.
The price is SAR 507
SAR 1,055 total
includes taxes & fees
27 Oct - 28 Oct
Soul Oasis - home on the Chesapeake Bay

18. "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, (32 reviews)
"Our stay at Point of View cottage was wonderful! Everything was exactly as described. Communication with Maria was excellent and her recommendations were spot on! We will definitely stay there again!"
United States
Pam S.
"Point of View" Waterfront cottage with panoramic views on Tilghman Island

19. 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, (169 reviews)
"Lovely place and location!"
United States
Christa W.
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

20. Potomac River Woodland Cottage, Polite Pets welcome Central Air Stunning Sunset

Potomac River Woodland Cottage, Polite Pets welcome Central Air Stunning Sunset
Tall Timbers
9.8 out of 10, Exceptional, (66 reviews)
"Everything was great. Place was clean and well kept. Plenty of outdoor space"
United States
Debbie P.
Potomac River Woodland Cottage, Polite Pets welcome Central Air Stunning Sunset
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

Frequently asked questions

How much do cottages in Maryland cost?
Cottages in Maryland range between SAR 841 and SAR 1,363 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 461 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.