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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Top Cities in Queen Anne's County

A calm lake surrounded by dense green trees.
Vacation RentalsVacation Rentals

Queenstown

Queenstown

Our top choices for Queen Anne's County vacation rentals

A lighthouse with a white exterior, a balcony, and a metal roof.

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

Charming Coastal/Country Home w/3 Acres & Sauna!
Stevensville
9.8 out of 10, Exceptional, (47 reviews)
"Great location, house was very clean, ample space and Adam was super communicative. Will definitely stay again!"
United States
Michelle P.
$265 nightly
The price is $285
Oct 18 - Oct 19
Total with taxes and fees
Charming Coastal/Country Home w/3 Acres & Sauna!
A white building with a balcony on stilts, a metal roof, and a small tower with a light on top.

2. 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)
"Our host Adam was wonderful and very communicative. We love the house and the location was just great. It was close to everything and had water views. We will certainly come back again."
United States
Rebecca B.
$271 nightly
The price is $292
Oct 19 - Oct 20
Total with taxes and fees
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
A deck with outdoor furniture, a potted plant, and a house in the background.

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

Cozy 1-bedroom in-law suite in lovely Chestertown with AC
Chestertown
8.0 out of 10, Very good, (1 review)
"Our first using VRBO. We were not sure what to expect but hoped it was as true as the listing. The home was cleaned and very nicely decorated. The bed was very comfortable and the home was spacious for two worked great. The water pressure was also great. Some small improvements will definitely give this place a 5 star. There was no closet to hang a men’s jacket or sun dresses; no mirror except in the bathroom and perhaps some coasters would help when spending some time reading in the living...
United States
Miriam G.
$292 nightly
The price is $310
Oct 21 - Oct 22
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.

4. 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, (75 reviews)
"Just what was needed for our weekend stay."
United States
barbara s.
$1,200 nightly
The price is $1,325
Oct 20 - Oct 21
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.

5. 4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!

4 Bedroom Waterview - MD 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.
$1,142 nightly
The price is $1,261
Oct 20 - Oct 21
Total with taxes and fees
4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!
A two-story house with a red roof, a brick chimney, and a small porch.

6. 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
8.4 out of 10, Very good, (6 reviews)
"The house was clean. It is clear someone lives there full time and vacated the house for our stay. Their food and clothes remained in the property. It did not bother us, but not something we expected. The AC worked well. The owner communicated there were issues before we arrived that they were working to fix and left the number of the contractor in case we experienced issues. We were there the hottest weekend so far this year and did not have any issues. It does look like they are still...
United States
Michele F.
$994 nightly
The price is $1,054
Oct 18 - Oct 19
Total with taxes and fees
5-bedroom waterfront home on 1.5 acres in Stevensville with tons of parking
A modern kitchen with stainless steel appliances, white cabinetry, and a large window providing a view of greenery.

7. Welcome to the secluded waterfront oasis

Welcome to the secluded waterfront oasis
Millington
8.0 out of 10, Very good, (3 reviews)
"We really enjoyed our stay here! The house was clean, cozy, and had everything we needed. The host was so nice and easy to communicate with, which made everything really easy. We felt right at home and would definitely stay here again!"
United States
Destiny H.
Welcome to the secluded waterfront oasis
A sunset view from a balcony with a glass-top table and a fire feature, overlooking the sea.

8. 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.
$415 nightly
The price is $474
Oct 18 - Oct 19
Total with taxes and fees
FLOHOM 14 | Luxury Houseboat with Chesapeake Bay Panoramic Views
Aft deck with spiral staircase to the rooftop, sliding glass doors, and an unobstructed sunset view across the Magothy River from Ferry Point Marina.

9. 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, (13 reviews)
"Great place!"
United States
Chris A.
$347 nightly
The price is $395
Oct 22 - Oct 23
Total with taxes and fees
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
A house with a swimming pool, surrounded by a fence, and two red umbrellas.

10. First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.8 out of 10, Exceptional, (130 reviews)
"A beautiful and comfortable accomodations."
United States
John R.
$144 nightly
The price is $159
Oct 19 - Oct 20
Total with taxes and fees
First Floor Studio Apartment in Historic Chestertown
A gazebo on a sandy beach with a clear view of the ocean and rocky shoreline.

11. 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, (30 reviews)
"Great property! Great accommodations! Wonderful host"
United States
lisa p.
$259 nightly
The price is $286
Oct 17 - Oct 18
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.

12. BAYSIDE BUNGALOW

BAYSIDE BUNGALOW
Rock Hall
10.0 out of 10, Exceptional, (67 reviews)
"Perfect little place for our weekend stay!"
United States
Diane V.
$286 nightly
The price is $316
Oct 20 - Oct 21
Total with taxes and fees
BAYSIDE BUNGALOW
A living room with a fireplace, patterned furniture, a coffee table, and a bookshelf.

13. 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.
$264 nightly
The price is $274
Oct 18 - Oct 19
Total with taxes and fees
Secluded Cottage in Middle of Chestertown
A two-story house with a gabled roof, a front porch, and a front door with a decorative surround.

14. 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, (29 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
Oct 19 - Oct 20
Total with taxes and fees
Guest Suite for up to 2 in a Victorian on the Chester River
A spacious living area with a dining table, sofa, and a kitchen in the background.

15. Newly restored apartment in the heart of Chestertown

Newly restored apartment in the heart of Chestertown
Chestertown
10.0 out of 10, Exceptional, (33 reviews)
"Enjoyable stay. All was as advertised. The host was very helpful when asked for information. Location was wonderful, very central in the old part of town. We had a great time!"
United States
Susan A.
$319 nightly
The price is $352
Oct 18 - Oct 19
Total with taxes and fees
Newly restored apartment in the heart of Chestertown
Stylish kitchen with open layout and island seating

16. Pool Loft Suite | Bay Access & Beach Passes

Pool Loft Suite | Bay Access & Beach Passes
Cape Saint Claire
10.0 out of 10, Exceptional, (8 reviews)
"This place has a fantastic location and an incredibly welcoming host! The area also features wonderful walking trails."
United States
Ana S.
$423 nightly
The price is $482
Oct 18 - Oct 19
Total with taxes and fees
Pool Loft Suite | Bay Access & Beach Passes
A backyard with a small waterfall, rocks, and a pond with lily pads. There are two blue chairs and a black pot near the waterfall.

17. Turnbridge Manor

Turnbridge Manor
Denton
9.8 out of 10, Exceptional, (18 reviews)
"Beautiful home. Plenty of space inside with great outdoor spaces. Very clean and easy to contact host. Family friendly-would highly recommend!"
United States
Jessica H.
$575 nightly
The price is $610
Oct 27 - Oct 28
Total with taxes and fees
Turnbridge Manor
A hallway with wooden flooring, a door on the right, and a window at the end.

18. 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.
$463 nightly
The price is $481
Oct 27 - Oct 28
Total with taxes and fees
Wren Retweet- Country Estate in Center of C’Town
A covered porch with a wooden floor, a sofa with cushions, a ceiling fan, and a view of a green landscape.

19. Beachcomber Suite

Beachcomber Suite
Kent County
10.0 out of 10, Exceptional, (1 review)
"We absolutely loved staying at the Beachcomber Suite. Tucked away off the main road, with a massive screened porch to enjoy the country side and gardens. It was cosy, clean, well appointed. The shower was amazing. We had a multi-course dinner at Sassafras on the water which was right up the road, 3 minutes away on the water front. I got a text from Jane and Dennis that evening if I wanted fresh bagels in the morning. Well, of course I do! They were warm multi seed and fantastic start to...
United States
Lisa E.
$197 nightly
The price is $214
Oct 19 - Oct 20
Total with taxes and fees
Beachcomber Suite
A bedroom with a wooden headboard, striped pillows, a turtle-shaped pillow, and wall-mounted lamps.

20. Turtle Cove Room

Turtle Cove Room
Kent County
$183 nightly
The price is $199
Oct 19 - Oct 20
Total with taxes and fees
Turtle Cove Room
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

Microtel Inn & Suites by Wyndham Dover

Microtel Inn & Suites by Wyndham Dover

10/10 Excellent
"No faults found. The room and property were very clean. Everything worked. The staff was professional, courteous and very helpful. The breakfast area was very sanitary and stocked with everything needed for a quick cold breakfast with a few warm/hot items like coffee/tea, oatmeal, and toasted bread or bagels. There were no eggs of any kind or meats, but we did not miss that. The room was well appointed with microwave, small refrigerator and even a pull-out sofa bed that we did not use. We did use the laundry room on the 3rd floor. Only 1 washer and 1 dryer, but no one else needed it for the hour that we used it. Very reasonable at $1.75 for a large front loader washer @ the medium wash cycle and $1.50 for a 45-minute drying cycle. We were totally pleased with our experience"
JC 1-night trip
Posted 7 hours ago
Microtel Inn & Suites by Wyndham Dover

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 $209 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.