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 light blue house with a porch, white railings, and a flag.

1. Bayfront Maryland Retreat w/ Deck, Near Beaches!

Bayfront Maryland Retreat w/ Deck, Near Beaches!
3.0 star property
North Beach
Bayfront Maryland Retreat w/ Deck, Near Beaches!
A small, two-story house with a porch and a staircase leading to the upper level.

2. Adorable Beach Cottage w/ Hot Tub & Tropical Bar!

Adorable Beach Cottage w/ Hot Tub & Tropical Bar!
3.0 star property
Chesapeake Beach
8.0 out of 10, Very good, (3 reviews)
"It really is an adorable cottage, very tastefully decorated.the owner provided a very thoughtful gift basket on arrival. I would recommend this cottage to anyone."
United States
Anne
Adorable Beach Cottage w/ Hot Tub & Tropical Bar!
A covered porch with wicker furniture, a potted plant, and a decorative rope on a post.

3. Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!

Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!
3.0 star property
Trappe
Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!
A yellow house with a front porch, a garage, and a paved driveway.

4. Updated North Beach Cottage: Pet Friendly!

Updated North Beach Cottage: Pet Friendly!
3.0 star property
North Beach
6.0 out of 10, (1 review)
"The property needs a severe cleaning. The floors were filthy. "
United States
Lacy
Updated North Beach Cottage: Pet Friendly!
A covered porch with a sofa, chairs, and a coffee table.

5. Waterfront North Beach Home ~ 2 Mi to Beach!

Waterfront North Beach Home ~ 2 Mi to Beach!
3.0 star property
North Beach
Waterfront North Beach Home ~ 2 Mi to Beach!
A two-story house with a front porch, a garage, and a covered outdoor seating area.

6. 1 Block to Usna Stadium: Modern Annapolis Home!

1 Block to Usna Stadium: Modern Annapolis Home!
3.0 star property
Admiral Heights
1 Block to Usna Stadium: Modern Annapolis Home!
A two-story house with a front porch, a chimney, and a small garden area.

7. Waterfront Annapolis Cottage: Fire Pit & Pier

Waterfront Annapolis Cottage: Fire Pit & Pier
3.0 star property
Annapolis
Waterfront Annapolis Cottage: Fire Pit & Pier
A two-story house with a front porch, a chimney, and a well-maintained lawn.

8. Tilghman Island Retreat By Knapps Narrows!

Tilghman Island Retreat By Knapps Narrows!
3.0 star property
Tilghman
Tilghman Island Retreat By Knapps Narrows!
A grassy area with a white picnic table and a dock extending into a lake.

9. Waterfront Cambridge Home: Pool & Dock!

Waterfront Cambridge Home: Pool & Dock!
3.0 star property
Cambridge
Waterfront Cambridge Home: Pool & Dock!
A deck with a round table and two sofas, surrounded by a patterned rug.

10. Annapolis Vacation Home: 2 Mi to Quiet Waters Park

Annapolis Vacation Home: 2 Mi to Quiet Waters Park
3.0 star property
Annapolis
10.0 out of 10, Exceptional, (1 review)
"Very beautiful home. Great communication. Very great location to all areas. "
United States
Randy
Annapolis Vacation Home: 2 Mi to Quiet Waters Park
A two-story house with a garage, a small garden with a tree, and a blue car parked in front.

11. Dover Home Base: 3 Mi to Motor Speedway!

Dover Home Base: 3 Mi to Motor Speedway!
3.0 star property
Dover
Dover Home Base: 3 Mi to Motor Speedway!
A porch with a swing chair, a welcome mat, and a view of the street and trees.

12. Walk to Lake & Boat Ramp: Annapolis Extended Stay

Walk to Lake & Boat Ramp: Annapolis Extended Stay
3.0 star property
Cape Saint Claire
Walk to Lake & Boat Ramp: Annapolis Extended Stay
A covered patio with a wicker sofa, a glass coffee table, a wooden table, and a bench.

13. Idyllic Pasadena Retreat With Garden + Hot Tub!

Idyllic Pasadena Retreat With Garden + Hot Tub!
3.0 star property
Green Haven
Idyllic Pasadena Retreat With Garden + Hot Tub!
A single-story brick house with a front porch, a chimney, and a small front yard.

14. Spacious Home w/ Tranquil Patio ~ 29 Mi to DC!

Spacious Home w/ Tranquil Patio ~ 29 Mi to DC!
3.0 star property
Severn
10.0 out of 10, Exceptional, (1 review)
"Everything was awesome. The host replied to every question quickly. My family really enjoyed everything "
United States
Oran
Spacious Home w/ Tranquil Patio ~ 29 Mi to DC!
A two-story house with a front porch, a small staircase, and a well-maintained lawn.

15. Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!

Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!
3.0 star property
Shady Side
Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!
A wooden deck with a pool, outdoor furniture, and a view of the water.

16. Pool & Stunning Water Views: Kent Island Home!

Pool & Stunning Water Views: Kent Island Home!
3.0 star property
Stevensville
Pool & Stunning Water Views: Kent Island Home!
A two-story house with a front porch, a small front yard with a pathway, and a white picket fence.

17. North Beach Cottage - Walk to Chesapeake Bay

North Beach Cottage - Walk to Chesapeake Bay
3.0 star property
North Beach
10.0 out of 10, Exceptional, (2 reviews)
"The house condition was very cleran,beautiful. we appreciate the house owner's guidance&help. we made very good memories!"
United States
Sarah
North Beach Cottage - Walk to Chesapeake Bay
A covered patio with a white ceiling, a ceiling fan, a round table with four chairs, a black bench, and a TV mounted on the wall.

18. 13 Mi to Annapolis: Dog-friendly Home w/ Fire Pit!

13 Mi to Annapolis: Dog-friendly Home w/ Fire Pit!
3.0 star property
Crofton
13 Mi to Annapolis: Dog-friendly Home w/ Fire Pit!
A gazebo with a pool table and chairs, surrounded by a wooden deck and a large tree.

19. Grasonville Home w/ Private Pool on the Water

Grasonville Home w/ Private Pool on the Water
3.0 star property
Grasonville
Grasonville Home w/ Private Pool on the Water
A two-story house with a garage, a front yard, and a wooden fence.

20. Dover Home - 2 Mi to Delaware State University!

Dover Home - 2 Mi to Delaware State University!
3.0 star property
Dover
10.0 out of 10, Exceptional, (1 review)
"VERY NICE WELL KEPT PROPERTY. I HAD A GATHERING AT MY HOME AND COULDNT SLEEP EVERYONE, THIS CAME IN RIGHT ON TIME AND THE RATE WAS ACCEPTABLE. WOULD DEFINITELY CHECK FOR IN THE NEAR FUTURE."
United States
Rodney
Dover Home - 2 Mi to Delaware State University!
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

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"Clean room. Great breakfast."
Eric 2-night trip
Posted less than an hour ago
Crowne Plaza Annapolis by IHG

Find out more about Queen Anne's County

Queen Anne's County Cottages information

Number of reviews
7
Accommodation
64 Cottages
Lowest Price
Highest Price