A pier extending into a body of water with a large bridge in the background.

Cottages in Queen Anne's County

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Queen Anne's County cottages

A small, single-story house with a green roof and a covered porch.

1. The Heron's Nest at Atlantic Marina

The Heron's Nest at Atlantic Marina
Pasadena
9.8 out of 10, Exceptional, (331 reviews)
"Perfect little cottage for our weekend getaway! We will definitely be back."
United States
Brian R.
The Heron's Nest at Atlantic Marina
A white colonial-style house with a brick chimney, a wooden picket fence, and a brick pathway leading to the entrance.

2. 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, (135 reviews)
"A beautiful, historic home perfectly situated in the heart of St. Michael’s."
United States
Laura C.
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
A two-story house with a front porch, a small attached garage, and a picket fence.

3. 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, (142 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
A white house with a red door and chimney, surrounded by greenery and a view of the water.

4. 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, (27 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
A two-story house with a front porch and a small garden area.

5. 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)
"Second year staying here and absolutely love this place! The private beach is fantastic for all our grandchildren to play and swim."
United States
Gregg L.
Beachfront Home Minutes to Downtown Annapolis w Parking & Dog-Friendly
A wooden deck with benches overlooking a beach.

6. 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, (125 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.
A two-story house with a brick roof, a front door, and a picket fence.

7. 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, (212 reviews)
"Awesome place"
United States
John B.
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
A snow-covered wooden cabin with a porch, surrounded by trees and a body of water.

8. Family and Pet-Friendly, Waterfront with Pier

Family and Pet-Friendly, Waterfront with Pier
Cambridge
10.0 out of 10, Exceptional, (278 reviews)
"Rob was such a wonderful and inviting host"
United States
Stacy S.
Family and Pet-Friendly, Waterfront with Pier
A waterfront property with a white building featuring multiple windows and balconies, surrounded by trees and reflecting a light source on the water.

9. "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, (35 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
A white wooden house with a gabled roof, a front porch, and a small flag.

10. Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town

Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
Downtown St. Michaels
9.6 out of 10, Exceptional, (153 reviews)
"Great house in town well furnished "
United States
Donna M.
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
A small, single-story house with a front porch and a small garden area.

11. Peaceful getaway convenient to local amenities including beach, boating & food

Peaceful getaway convenient to local amenities including beach, boating & food
Rock Hall
9.8 out of 10, Exceptional, (130 reviews)
"Very comfortable and cozy place. Great location!"
United States
Mary M.
Peaceful getaway convenient to local amenities including beach, boating & food
A hot tub in a backyard with a view of a lake and trees.

12. Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK

Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK
Deale
9.8 out of 10, Exceptional, (91 reviews)
"We are a party of 3 generations and a dog. Everyone had a great time and had something fun to do at the Chesapeake Paradise cottage. Shawn was always available and ready to assist. The cottage was cozy and clean, had all the amenities and household items we needed. Would love to revisit!"
United States
grace d.
Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK
A wooden deck with a table and chairs, an umbrella, and a view of houses in the background.

13. 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, (72 reviews)
"The cottage was a great place to stay for a family as we were in the area for a wedding. Our kids really enjoyed the beach. Chris responded quickly via text when we were trying to find beach gear nearby."
United States
Nathan J.
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
A wooden deck with outdoor seating, overlooking a lake with boats and a dock.

14. Life is better at the RIVER!--Cozy waterfront cottage

Life is better at the RIVER!--Cozy waterfront cottage
Galena
10.0 out of 10, Exceptional, (122 reviews)
"Absolutely perfect place to retreat. The house are genuinely loving, and it shows in every detail about the cottage."
United States
Katie S.
Life is better at the RIVER!--Cozy waterfront cottage
A wooden deck with a table and chairs, a large umbrella, and a view of a tree and open field.

15. Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)
Cambridge
10.0 out of 10, Exceptional, (19 reviews)
"We had a wonderful stay, very quiet and peaceful. Views from the pier were amazing!"
United States
Reviews B.
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)
A modern house with a dark roof, large windows, and a front porch with chairs.

16. Accessible, 3 Season Screened-in porch, Sauna, Fire Pit, Dog Friendly

Accessible, 3 Season Screened-in porch, Sauna, Fire Pit, Dog Friendly
Stevensville
10.0 out of 10, Exceptional, (74 reviews)
"An amazing house! Wonderful hosts who were very responsive and paid attention to every detail. Would definitely stay again! "
United States
maria T.
Accessible, 3 Season Screened-in porch, Sauna, Fire Pit, Dog Friendly
A two-story house with a light blue exterior, a black roof, and a white fence. There is a lamp post and flowering plants in the front yard.

17. Waterfront Cottage on the C&D Canal!

Waterfront Cottage on the C&D Canal!
Chesapeake City
8.8 out of 10, Excellent, (10 reviews)
"Fantastic location "
United States
Anonymous traveler
Waterfront Cottage on the C&D Canal!
A two-story building with a covered outdoor area, a staircase, and trees with autumn leaves.

18. Your Annapolis Waterfront retreat for a weekend or any-day getaway!

Your Annapolis Waterfront retreat for a weekend or any-day getaway!
West Annapolis
10.0 out of 10, Exceptional, (94 reviews)
"Lovely location and Jim was very helpful all the way around!"
United States
Jill R.
The price is AED 1,051
AED 1,583 total
includes taxes & fees
5 Nov - 6 Nov
Your Annapolis Waterfront retreat for a weekend or any-day getaway!
A two-story house with a front porch, a chimney, and a small garden area.

19. Waterfront Annapolis Cottage: Fire Pit & Pier

Waterfront Annapolis Cottage: Fire Pit & Pier
Annapolis
9.4 out of 10, Exceptional, (49 reviews)
"The place worked well for us. It must be a great place in the warmer months."
United States
John R.
Waterfront Annapolis Cottage: Fire Pit & Pier
A wooden dock leading to a small red cabin by a calm water body, surrounded by lush greenery and a white fence.

20. Waterfront River Cottage for 2, dog-friendly

Waterfront River Cottage for 2, dog-friendly
Severna Park
9.2 out of 10, Wonderful, (14 reviews)
"It was a very clean, pet friendly area that was perfect for a weekend getaway."
United States
James H.
Waterfront River Cottage for 2, dog-friendly
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 Queen Anne's County Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"Great location."
Jennifer 1-night trip
Posted 1 hour ago
Historic Inns of Annapolis

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