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

Vacation Rentals in Queen Anne's County

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Our top choices for Queen Anne's County vacation rentals

A white building with a balcony on stilts, a metal roof, and a small tower with a light on top.

1. Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Stevensville
9.8 out of 10, Exceptional, (55 reviews)
"We had a wonderful stay. The house was perfect and Adam stayed in contact constantly in case we needed anything. But our stay went smoothly and we had everything we needed."
United States
Dawn G.
The price is ￥13,386
￥43,744 total
includes taxes & fees
Aug 30 - Aug 31
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
A modern exterior with a black door, a metal staircase, and a lantern.

2. Cass-Away Luxury Houseboat

Cass-Away Luxury Houseboat
Grasonville
10.0 out of 10, Exceptional, (107 reviews)
"Wonderful stay. House boat was amazing and hosts helpful and responsive! "
United States
Jamie L.
The price is ￥15,936
￥50,135 total
includes taxes & fees
Sep 25 - Sep 26
Cass-Away Luxury Houseboat
A lighthouse with a white exterior, a balcony, and a metal roof.

3. Charming Coastal/Country Home w/3 Acres & Sauna!

Charming Coastal/Country Home w/3 Acres & Sauna!
Stevensville
9.8 out of 10, Exceptional, (46 reviews)
"Great location, house was very clean, ample space and Adam was super communicative. Will definitely stay again!"
United States
Michelle P.
The price is ￥15,885
￥44,828 total
includes taxes & fees
Aug 31 - Sep 1
Charming Coastal/Country Home w/3 Acres & Sauna!
A dining area with a wooden table and chairs, beige curtains, and a ceiling light fixture.

4. Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Grasonville
9.6 out of 10, Exceptional, (16 reviews)
"This was a lovely find and had more amenities than the pictures provided with seating for 8, an air fryer, and a Keurig. There was a full kitchen, so cooking was easy. The king bed was very comfortable. It is near the outlet malls and is in a great location. The owner is very nice and accommodating. "
United States
Robin
The price is ￥39,840
￥67,569 total
includes taxes & fees
Sep 1 - Sep 2
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
A view through a window of a wooden deck with a round table and chairs, overlooking a grassy area with trees.

5. Family Retreat at Lansdowne Manor

Family Retreat at Lansdowne Manor
Centreville
10.0 out of 10, Exceptional, (12 reviews)
"We had an amazing stay for a wedding weekend! Beautiful grounds, beautiful house, lots of room for kids and dogs. Would definitely stay again! "
United States
Emily C.
The price is ￥46,906
￥56,817 total
includes taxes & fees
Sep 23 - Sep 24
Family Retreat at Lansdowne Manor

6. Cozy 1-bedroom in-law suite in lovely Chestertown with AC

Cozy 1-bedroom in-law suite in lovely Chestertown with AC
Chestertown
The price is ￥30,119
￥46,116 total
includes taxes & fees
Sep 14 - Sep 15
Cozy 1-bedroom in-law suite in lovely Chestertown with AC
Three birds perched on a wooden structure by the water.

7. Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!

Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!
Stevensville
10.0 out of 10, Exceptional, (76 reviews)
The price is ￥135,456
￥231,126 total
includes taxes & fees
Sep 24 - Sep 25
Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!
A two-story house with a backyard swimming pool, surrounded by trees and a well-maintained lawn.

8. Stay by MD's Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!

Stay by MD's Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!
Stevensville
10.0 out of 10, Exceptional, (43 reviews)
"Fantastic, property, location and positive interaction with owner."
United States
David R.
The price is ￥136,077
￥231,676 total
includes taxes & fees
Aug 31 - Sep 1
Stay by MD's Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!

9. Waterfront Escape with Pool Nature Lover Paradise

Waterfront Escape with Pool Nature Lover Paradise
Stevensville
10.0 out of 10, Exceptional, (3 reviews)
"N"
United States
Maria S.
The price is ￥100,713
￥189,228 total
includes taxes & fees
Aug 30 - Aug 31
Waterfront Escape with Pool Nature Lover Paradise
A two-story house with a red roof, a brick chimney, and a small porch.

10. 5-bedroom waterfront home on 1.5 acres in Stevensville with tons of parking

5-bedroom waterfront home on 1.5 acres in Stevensville with tons of parking
Stevensville
6.8 out of 10, (3 reviews)
"The place was very clean and Host was ok the shopping was six miles away, not in walking distance, we had no pets on this trip."
United States
Anonymous traveler
The price is ￥114,739
￥167,739 total
includes taxes & fees
Aug 31 - Sep 1
5-bedroom waterfront home on 1.5 acres in Stevensville with tons of parking

11. Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views

Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
Arnold
9.8 out of 10, Exceptional, (12 reviews)
"Great place!"
United States
Chris A.
The price is ￥31,960
￥71,132 total
includes taxes & fees
Sep 1 - Sep 2
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
A sunset view from a balcony with a glass-top table and a fire feature, overlooking the sea.

12. FLOHOM 14 | Luxury Houseboat with Chesapeake Bay Panoramic Views

FLOHOM 14 | Luxury Houseboat with Chesapeake Bay Panoramic Views
Pasadena
10.0 out of 10, Exceptional, (2 reviews)
"FLOHOM 14 did not disappoint!!! This was my first stay on a houseboat. Now I know why babies fall asleep when rocked. The boat is beautifully appointed & well equipped. Bring a good book. I’m already missing it!!!"
United States
Maria D.
The price is ￥40,175
￥87,776 total
includes taxes & fees
Sep 15 - Sep 16
FLOHOM 14 | Luxury Houseboat with Chesapeake Bay Panoramic Views
A house with a swimming pool, surrounded by a fence, and two red umbrellas.

13. First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.8 out of 10, Exceptional, (124 reviews)
"Exactly as advertised. Great room, clean and highly recommended. "
United States
S G.
The price is ￥15,777
￥25,313 total
includes taxes & fees
Sep 7 - Sep 8
First Floor Studio Apartment in Historic Chestertown
A spacious living area with a dining table, sofa, and a kitchen in the background.

14. Newly restored apartment in the heart of Chestertown

Newly restored apartment in the heart of Chestertown
Chestertown
10.0 out of 10, Exceptional, (32 reviews)
"Wonderful spot in the center of historical Chestertown,"
United States
Anonymous traveler
The price is ￥36,020
￥56,544 total
includes taxes & fees
Sep 7 - Sep 8
Newly restored apartment in the heart of Chestertown
A gazebo on a sandy beach with a clear view of the ocean and rocky shoreline.

15. Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Rock Hall
10.0 out of 10, Exceptional, (28 reviews)
"Great property! Great accommodations! Wonderful host"
United States
lisa p.
The price is ￥18,859
￥46,081 total
includes taxes & fees
Aug 30 - Aug 31
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
A building with a gabled roof and a circular vent on the roof.

16. BAYSIDE BUNGALOW

BAYSIDE BUNGALOW
Rock Hall
10.0 out of 10, Exceptional, (63 reviews)
"Perfect little place for our weekend stay!"
United States
Diane V.
The price is ￥31,872
￥50,304 total
includes taxes & fees
Aug 30 - Aug 31
BAYSIDE BUNGALOW

17. Secluded Cottage in Middle of Chestertown

Secluded Cottage in Middle of Chestertown
Chestertown
10.0 out of 10, Exceptional, (2 reviews)
"Robert and Elizabeth were great hosts. They are very communicative and flexible. The house itself is lovely, with nicely decorated rooms and so spacious! The location can’t be beat. Will definitely stay here again."
United States
Amy D.
The price is ￥29,258
￥45,012 total
includes taxes & fees
Sep 13 - Sep 14
Secluded Cottage in Middle of Chestertown
A brick house with a front porch, a chimney, and a well-maintained lawn.

18. Bohemia Manor Farm

Bohemia Manor Farm
3.5 star property
Chesapeake City
The price is ￥56,218
￥59,592 total
includes taxes & fees
Sep 22 - Sep 23
Bohemia Manor Farm
A park with a curved wooden bridge, a tree with purple blossoms, and a grassy area.

19. Wren Retweet- Country Estate in Center of C’Town

Wren Retweet- Country Estate in Center of C’Town
Chestertown
10.0 out of 10, Exceptional, (75 reviews)
"Perfect location for exploring the cutest town. "
United States
Mandy D.
The price is ￥51,116
￥79,237 total
includes taxes & fees
Aug 31 - Sep 1
Wren Retweet- Country Estate in Center of C’Town
A two-story house with a gabled roof, a front porch, and a front door with a decorative surround.

20. Guest Suite for up to 2 in a Victorian on the Chester River

Guest Suite for up to 2 in a Victorian on the Chester River
Millington
9.8 out of 10, Exceptional, (27 reviews)
"The stay was wonderful Just the weekend getaway we needed. Plus a wonderful host being so attentive when needed 10/10 will stay again!"
United States
Riley B.
The price is ￥10,836
￥19,932 total
includes taxes & fees
Sep 21 - Sep 22
Guest Suite for up to 2 in a Victorian on the Chester River
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

Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"This property made my time there very enjoyable and relaxing. The property was very clean, and the staff was very friendly and helpful. Would definitely stay again."
Alfreda 5-night trip
Posted 12 hours ago
Rod 'N' Reel Resort

Find out more about Queen Anne's County

Vacation Apartments in Queen Anne's County

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