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Vacation Rentals in Queen Anne's County

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Top Cities in Queen Anne's County

A pier extending into a body of water with people fishing, a clear sky, and distant land with a bridge.
Vacation RentalsVacation Rentals

Stevensville

Stevensville

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.
$260 nightly
The price is $281
Sep 1 - Sep 2
Total with taxes and fees
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.
$275 nightly
The price is $304
Sep 3 - Sep 4
Total with taxes and fees
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.
$276 nightly
The price is $298
Sep 2 - Sep 3
Total with taxes and fees
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
$400 nightly
The price is $424
Sep 1 - Sep 2
Total with taxes and fees
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.
$341 nightly
The price is $376
Sep 2 - Sep 3
Total with taxes and fees
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
$273 nightly
The price is $289
Sep 8 - Sep 9
Total with taxes and fees
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)
"Just what was needed for our weekend stay."
United States
barbara s.
$1,261 nightly
The price is $1,392
Sep 7 - Sep 8
Total with taxes and fees
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.
$1,261 nightly
The price is $1,392
Sep 7 - Sep 8
Total with taxes and fees
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.
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
$991 nightly
The price is $1,050
Sep 1 - Sep 2
Total with taxes and fees
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.
$401 nightly
The price is $457
Sep 1 - Sep 2
Total with taxes and fees
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.
$466 nightly
The price is $532
Sep 15 - Sep 16
Total with taxes and fees
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.
$144 nightly
The price is $159
Sep 2 - Sep 3
Total with taxes and fees
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
$320 nightly
The price is $353
Sep 1 - Sep 2
Total with taxes and fees
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.
$261 nightly
The price is $288
Sep 1 - Sep 2
Total with taxes and fees
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.
$263 nightly
The price is $290
Sep 9 - Sep 10
Total with taxes and fees
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.
$272 nightly
The price is $282
Sep 1 - Sep 2
Total with taxes and fees
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
$393 nightly
The price is $417
Sep 13 - Sep 14
Total with taxes and fees
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.
$481 nightly
The price is $500
Sep 1 - Sep 2
Total with taxes and fees
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.
$118 nightly
The price is $125
Sep 10 - Sep 11
Total with taxes and fees
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

Comfort Inn Conference Center

Comfort Inn Conference Center

10/10 Excellent
"Adequate hotel for our brief stay. Breakfast was very good. Breakfast attendant very attentive."
Christine 1-night trip
Posted less than an hour ago
Comfort Inn Conference Center

Find out more about Queen Anne's County

Discover your perfect Queen Anne's County vacation rental with Expedia

How many vacation rentals are available in Queen Anne's County?


Expedia has plenty of vacation rentals to choose from in and around  Queen Anne's County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Queen Anne's County?


The selection of Queen Anne's County vacation rentals we have selected for you start as low as $235 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Queen Anne's County?


Vacation rentals in Queen Anne's County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Queen Anne's County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Queen Anne's County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Queen Anne's County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Queen Anne's County?


Find vacation rentals in Queen Anne's County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Queen Anne's County.  


What amenities are available in a vacation rental in Queen Anne's County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Queen Anne's County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Queen Anne's County?   


Everytime is a great time to head to Queen Anne's County! Staying in a Queen Anne's County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Queen Anne's County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Queen Anne's County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Queen Anne's County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Queen Anne's County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.