Holiday Rentals in Queen Anne's County

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Our top choices for Queen Anne's County holiday rentals

Dining

Holiday Home in Grasonville

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
9.6 out of 10, Exceptional, (12 reviews)
"Had a short getaway for a couple this location was perfect for our visit to Chestertown and the local establishments in Grasonville. Will definitely book this again. "
United States
Joe C.
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Exterior

Holiday Home in Stevensville

Relax on Kent Island in a 4 Bedroom Home w/Waterview!
9.8 out of 10, Exceptional, (43 reviews)
"We had a great stay! The property has everything we needed and host was easy to communicate with "
United States
Stephanie S.
The price is €230
includes taxes & fees
10 Mar - 11 Mar
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Exterior

Holiday Home in Stevensville

Charming Coastal/Country Home w/3 Acres & Sauna!
9.6 out of 10, Exceptional, (34 reviews)
"Great stay, would do it again."
United States
Brandon D.
The price is €208
includes taxes & fees
8 Mar - 9 Mar
Charming Coastal/Country Home w/3 Acres & Sauna!
Oven, stovetop

Houseboat in Stevensville

40' Bristol sailboat with spectacular views
The price is €372
includes taxes & fees
8 Mar - 9 Mar
40' Bristol sailboat with spectacular views
Terrace/patio

Houseboat in Arnold

Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
9.8 out of 10, Exceptional, (7 reviews)
"Great place!"
United States
Chris A.
The price is €320
includes taxes & fees
8 Mar - 9 Mar
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
Property grounds

Houseboat in Pasadena

FLOHOM 14 Luxury Houseboat with Chesapeake Bay Panoramic Views
FLOHOM 14 Luxury Houseboat with Chesapeake Bay Panoramic Views
Marina

Houseboat in Parole

Sailboat Experience in Annapolis
10.0 out of 10, Exceptional, (1 review)
Sailboat Experience in Annapolis
1 bedroom, desk, iron/ironing board, WiFi

Apartment in Frederica

Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!
10.0 out of 10, Exceptional, (17 reviews)
"Super cute and clean place, the host was very responsive to my questions. "
United States
Gosha R.
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!
Terrace/patio

Holiday Home in Smyrna

Amazing Modern house with a full kitchen and parking
9.2 out of 10, Wonderful, (9 reviews)
"The house is a beautiful place to stay. The location was ideal for going to attractions and stores. "
United States
Laurie S.
The price is €241
includes taxes & fees
16 Mar - 17 Mar
Amazing Modern house with a full kitchen and parking
Exterior

Apartment in Millington

Guest Suite for up to 2 in a Victorian on the Chester River
9.6 out of 10, Exceptional, (20 reviews)
"So pleased with all aspects of my stay. Clean, Comfortable, Quiet, Amenities all beyond expectation."
United States
Cynthia C.
The price is €112
includes taxes & fees
24 Mar - 25 Mar
Guest Suite for up to 2 in a Victorian on the Chester River
Property grounds

Apartment in Chestertown

First Floor Studio Apartment in Historic Chestertown
9.6 out of 10, Exceptional, (108 reviews)
"Everything was clean and neat and welcoming "
United States
Iriana J.
The price is €141
includes taxes & fees
9 Mar - 10 Mar
First Floor Studio Apartment in Historic Chestertown
Property grounds

Holiday Home in Denton

Turnbridge Manor
9.8 out of 10, Exceptional, (12 reviews)
"Really nice place and you can walk to everything.Will stay again!"
United States
Glenn S.
The price is €525
includes taxes & fees
9 Mar - 10 Mar
Turnbridge Manor
Beach

Apartment in Worton

Waterfront Retreat with Private Dock and Beach
10.0 out of 10, Exceptional, (25 reviews)
"The apartment, including kitchen and bathroom, was very clean. Plenty of linens available for use. Perfect spot for fishing off of their dock. Very pleased with our reservation. "
United States
Debbie S.
The price is €269
includes taxes & fees
16 Mar - 17 Mar
Waterfront Retreat with Private Dock and Beach
Beach

Apartment in Rock Hall

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
10.0 out of 10, Exceptional, (18 reviews)
"Close to Main Street. Very nice and spacious accommodations."
United States
Michael D.
The price is €247
includes taxes & fees
8 Mar - 9 Mar
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Interior

Holiday Home in Arnold

Large 2 bedroom house with private parking in a nice neighborhood
9.4 out of 10, Exceptional, (36 reviews)
"Super clean place, great communication from the host, and home is exactly as described and shown in pictures. "
United States
Traci L.
The price is €274
includes taxes & fees
8 Mar - 9 Mar
Large 2 bedroom house with private parking in a nice neighborhood
Terrace/patio

Apartment in Kent County

High Tide Haven Suite
The price is €176
includes taxes & fees
8 Mar - 9 Mar
High Tide Haven Suite
Outdoor pool, a heated pool

Apartment in Annapolis

Waterfront Oasis of Annapolis Star
10.0 out of 10, Exceptional, (81 reviews)
"Owners were great hosts. Loved this property!"
United States
Thomas
The price is €351
includes taxes & fees
8 Mar - 9 Mar
Waterfront Oasis of Annapolis Star
Interior

Holiday Home in Middletown

Heated Pool • Private Backyard • Home Theater
The price is €406
includes taxes & fees
9 Mar - 10 Mar
Heated Pool • Private Backyard • Home Theater
Marina

Holiday Home in Annapolis

Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
8.8 out of 10, Excellent, (3 reviews)
"The place is very nice and comfortable inside. Quiet. Great place to sleep - no noise."
United States
William
The price is €413
includes taxes & fees
8 Mar - 9 Mar
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Pool

Holiday Home in Chesapeak beach

Beach Front, Bay View, Fishing, chesapeake,Family Getaway
9.0 out of 10, Wonderful, (6 reviews)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
The price is €373
includes taxes & fees
15 Mar - 16 Mar
Beach Front, Bay View, Fishing, chesapeake,Family Getaway
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

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

10/10 Excellent
"Clean Room. Ample room size for wheelchair. Very comfy bed and pillows!"
Robert 1-night trip
Posted 6 hours ago
Holiday Inn Express Annapolis East-Kent Island by IHG

Find out more about Queen Anne's County

Holiday Homes in Queen Anne's County

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