
Beachfront vacation rentals in Queen Anne's County
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Top-rated beachfront rentals in Queen Anne's County
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River Front house / dock/hot tub
Soak in the waterfront hot tub or sit around the waterfront fire pit in this one story completely renovated house w/ 3 bedrooms and 2 full bath. One master bedroom with private bathroom and one bathroom for the rest of the house. Tv in each room and expansive views of the Chester River. There are tons of outdoor activities to do from fishing, kayaking, paddle boarding and biking. This is a gorgeous piece of property on Maryland’s eastern shore. Great crab houses and restaurants minutes away.

CoastalBeachCottage*BayViews*Close2WeddingVenues
**Close to all the Wedding Venues** Come relax at the all new Coastal Haven Cottage. Take a nice morning walk to the beach &enjoy your coffee while sitting on a bench overlooking the Chesapeake Bay. Light, bright coastal feel inside the home & enjoy the wonderful outdoor space on the deck or in an Adirondack chair around the firepit. Great outdoor dining space to enjoy crabs or burgers & large yard for the kids to run. 3 Min Drive to The Jetty & many restaurants or walk along the new Boardwalk.

Private Beach Front Marina House
Beautiful waterfront property with private beach shared with one other family, ideal for family gatherings, located within walking distance of Kent Point Marina and convenience store. Enjoy a relaxing evening with family and friends sitting on the outdoor patio overlooking the Chesapeake Bay. You will have exclusive views of fresh-caught crabs & fish as they come off the boats during Summer. If you enjoy crabbing, fishing, boating, kayaking, swimming - it can all be done from this property.

Charming Waterfront Cottage on Historic Property
Enjoy a peaceful get-away in a beautifully renovated, historic cottage. The 115 acre property is on a peninsula with over 2 miles of shoreline. This charming home has water access, trails, a canoe, a hammock, and a lovely grilling patio. The cottage is on the private grounds of Whitehall Mansion, built in 1764 as the home of Governor Sharpe. The farm is used for horse boarding and private weddings. Nearby attractions include Annapolis, the US Naval Academy, Washington D.C., and Baltimore.

Beachside Dream
Kick back and relax in this calm, stylish space, 4 bedroom 3 full bathroom, Sandy Beach front, stunning sunset. An hour from DMV. Wall of windows in the Living Room overlooks the evening sunsets on the Bay. Sun room with the stunning views of bay. Spacious rooms for up to 12 guests($50 charge per guest after 8 guest) 10 minute drive from popular wedding venues, Chesapeake Bay Beach Club and Silver Swan. Hotel quality linens and towels are provided, unlimited High Speed WIFI , 3- Smart TV

Bay View Cottage: Perfect for long or short stays
Peaceful cottage and neighborhood, with relaxing views of the bay, close to Annapolis and shopping. Well equipped kitchen and house for long-term or short-term stays...fenced in yard, screened in porch..beach and kid’s park across the street…quiet and relaxing. Community beach (unguarded) to swim or bring your water kayaks or SUPs. Great place to bike as well. Dining and grocery close by. Enjoy the bay views of boats going by, the sound of birds, and great sunsets. Minutes to Rt. 50.

25-50% Off~Private Beach~Hot Tub~Fire Table~
Welcome to our Chesapeake Bay Cottage on Kent Island, Maryland! This unique 3 bed 2 bath home with luxurious amenities is a perfect getaway for families or friends looking to create unforgettable memories and experience all the Bay area offers. Escape the hustle and bustle with an easy commute from Annapolis, Washington and Baltimore. The Naval Academy is right across the Chesapeake Bay Bridge. Adventure and relaxation are within easy reach from any mid-Atlantic and northeastern location.

Sunset at Rabbit Run
Sunset at Rabbit Run is a private waterfront 2 acre property located on the Chesapeake Bay with a semi private beach area and fabulous sunsets. Located just outside of the quaint town of Rock Hall with shade trees in the summer. Fish, crab, kayak and swim in the Chesapeake Bay (weather permitting) while enjoying fabulous sunsets, read a book on the hammock or watch the boats up and down the Chesapeake as they enter Rock Hall Harbor. Your family and/or friends will never want to leave.

Country House on the Bay
My home (owner occupied/shared) sports a spectacular view of the Chesapeake Bay with access to the beach. The home is spacious with a family, dining, breakfast and living room. Significant kitchen space is available with all of the cookware and place settings you would need for a meal. The master bath is handicapped accessible. My deck can be used for cookouts and relaxation. Hosting a gathering - lets talk- my home is perfect for celebrations. Close to Annapolis & Naval Academy.

Quaint Waterfront- access, Private Shorehouse-unit
Location is everything in this comfy and affordable private unit located on the Chester River and Winchester Creek with water views. Also enjoy the hosts private water front amenities such as fishing at our private pier, boating, kayaking, paddle boarding or simply relax at the waterfront for morning coffee and sunrises or enjoy the fire pit in the evening. The community playground and beach are just steps away. Close proximity to restaurants, shopping, trails, and wedding venues.

Goose Haven, new waterfront house on Fairlee Creek
Goose Haven is nestled on 2 wooded acres on freshwater, Fairlee Creek - about 1.5 hours from Baltimore, Philadelphia, and Washington D.C. It is a very secluded, brand new, 4 BR, 3 BA, waterfront house with direct water access, a dock, and plenty of room to enjoy the outdoors. There is also a public boat ramp/launch right down the road. If you don’t have a boat, don’t worry, we have a kayak & canoe for you to use. Chestertown and Rock Hall are only 20 minutes away.

Entire River Front Home - 4 Bedrooms 4.5 Baths
Quiet secluded home on the upper Chester River. All bedrooms on second floor. Master Bedroom with deck and private bath. Bedroom with double bed and private bath. Queen suite with queen bedroom and bedroom with 2 twins with private bath between. For more than 8 guests an inflatable mattress in library near half bath and full bath. Perfect getaway for total relaxation. Water access for kayaking and canoeing. Nine miles from downtown Chestertown.
Popular amenities for Queen Anne's County beachfront rentals
Pet-friendly beachfront home rentals

Chestertown Watson Family Farm

Entire River Front Home - 4 Bedrooms 4.5 Baths

Chesapeake Houseboat Getaway

Beachside Dream

Sunset at Rabbit Run

River Front house / dock/hot tub
Private beachfront home rentals

Entire River Front Home - 4 Bedrooms 4.5 Baths

Bay View Cottage: Perfect for long or short stays

Chesapeake Houseboat Getaway

River Front house / dock/hot tub

Country House on the Bay

Quaint Waterfront- access, Private Shorehouse-unit

Charming Waterfront Cottage on Historic Property

Goose Haven, new waterfront house on Fairlee Creek
Luxury beachfront home rentals

Chestertown Watson Family Farm

Entire River Front Home - 4 Bedrooms 4.5 Baths

Private Beach Front Marina House

Kent Island Beach House - "Pink" House in Kentmorr

Sunset at Rabbit Run

River Front house / dock/hot tub
Destinations to explore
- Rentals with pools Queen Anne's County
- Pet-friendly rentals Queen Anne's County
- Rentals with a fire pit Queen Anne's County
- Rentals with beach access Queen Anne's County
- Rentals with outdoor seating Queen Anne's County
- Rentals with breakfast Queen Anne's County
- Rentals with a fireplace Queen Anne's County
- Rentals with a kayak Queen Anne's County
- Rentals with a hot tub Queen Anne's County
- Rentals with lake access Queen Anne's County
- Guesthouse rentals Queen Anne's County
- Rentals with a patio Queen Anne's County
- Apartment rentals Queen Anne's County
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- Waterfront rentals Queen Anne's County
- House rentals Queen Anne's County
- Beachfront rentals Maryland
- Beachfront rentals United States
- Nationals Park
- The White House
- National Mall
- M&T Bank Stadium
- District Wharf
- Oriole Park at Camden Yards
- Smithsonian National Museum of Natural History
- Betterton Beach
- National Museum of African American History and Culture
- Hampden
- Sandy Point State Park
- Caves Valley Golf Club
- Big Stone Beach
- Washington Monument
- Crystal Beach Manor, Earleville, MD
- Six Flags America
- Patterson Park
- Smithsonian American Art Museum
- Library of Congress
- Killens Pond State Park
- Lincoln Park
- Breezy Point Beach & Campground
- American African Museum
- Quiet Waters Park