Vacation rentals in Brandywine

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Top-rated vacation rentals in Brandywine

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Guest favourite

Home in Middle River

4.95 out of 5 average rating, 39 reviews

Waterfront Home with Private Beach, Stunning Views

Escape to paradise at our Chesapeake Bay waterfront vacation home in Oliver Beach! Our home is the ideal place to unwind and appreciate the beauty of Chesapeake Bay. You'll love the stunning views, the private beach, the spacious upper deck and the beachside deck surrounded by trees. You'll have so much fun fishing, swimming, kayaking, paddle boarding, or just relaxing by the water! It's the perfect spot for a dreamy retreat, a romantic sojourn, or for shared fun with group of friends or family.

Guest favourite

Home in Solomons

4.96 out of 5 average rating, 26 reviews

Solomons Yellow House - Waterfront

This is a beautiful completely renovated light filled historic waterfront 3 bedroom house in the Avondale section of Solomons, MD. Solomons is a historic fishing village on the Western Shore of the Chesapeake Bay and is bounded by the Patuxent River to the South. Baltimore and DC are less than an hour away. The property slopes gently down to a private & protected cove of the Chesapeake Bay. There is a crab shack and dock where sunsets can be viewed and cocktails appreciated.

Guest favourite

Villa in Hague

4.98 out of 5 average rating, 51 reviews

Sea Glass Paradise

The Seaglass Paradise is an amazing river front property. Pets are welcome! Relax on the white sands with family and friends. Fish right off the private dock, build a fire on the beach at night, and bring your boat ! Boat slips are available at the Marina . Access to the marina pool included in your stay. A Beautiful year round Vacation Home! Coastal 4BR Escape: Families-Friends-Pets Welcome! Fire Pit, Boat Slips & White Sands - Vacation: ON! Family-Fun Seaglass Home Steps from Chesapeake Bay

Guest favourite

Home in Mechanicsville

4.93 out of 5 average rating, 14 reviews

Modern luxury waterfront retreat, 1 hr to DC

Expansive river views from every room and on your bed! A luxurious waterfront retreat. Relax in a full marble tiled, oversized rainfall shower, rich cotton sheets and pillowtop bed. Full kitchen with Nespresso and tea. Cul-de-sac house, on a cliff with private deck/dock. High ceilings and massive windows let in lots of light. Easy access to dining, wineries, farms, beaches, and historic sites. DC/VA easy 1 hr drive away. *Host lives in adjoining building, attached guest house is fully private.

Superhost

Home in Leonardtown

4.87 out of 5 average rating, 38 reviews

Waterfront Cottage w/ Incredible Views

Our dreamy waterfront getaway is the perfect spot for you to fully unwind and relax. Located directly on the waterfront of Breton Bay our home offers a scenic deck, screened in porch and private dock, that all feature breathtaking views that just can't be beat! Recently renovated, our 3 bedroom 1 bath home sleeps up to six guests. Our location offers serene privacy, but is still within 10 minutes of Leonardtown restaurants and shops. AC, High speed WiFi, & cable are all included in your stay.

Guest favourite

Cottage in Chesapeake Beach

4.93 out of 5 average rating, 87 reviews

Cozy Getaway - Breezy Point Beach

If you're planning a family trip, this 2 bedroom, 1 bathroom beach cottage will not dissapoint. Enjoy a cup of coffee or tea watching the sunrise from the screened-in porch. Listen to the waves while reading a book on the porch swing. Breezy Point Beach is located just steps away from a fun filled day of beach activities. For fishing and crabbing enthusiasts, there is a 200-foot pier for your pleasure. Jet Ski| Waterpark | Golfcourse mins away. Wheelchair Friendly| Free Parking| Free Wifi

Guest favourite

Cottage in Pasadena

4.88 out of 5 average rating, 124 reviews

Chesapeake Cottages- 2 Quaint Waterfront Retreats

Our tastefully appointed cottages sit on almost an acre of waterfront property. Peaceful and tranquil, yet close to shops and restaurants, this property is perfect for serene getaways and family gatherings. With 2 separate cottages on one property, everyone will enjoy a unique and private space to relax. From peaceful mornings to magical sunsets on the 60-foot pier, this setting will quickly become a family favorite. This area is great for fishing, kayaking and paddle boarding!

Top guest favourite

Cottage in Easton

5 out of 5 average rating, 102 reviews

Cottage on Solitude Creek, Hot Tub, Pool & Firepit

Cottage on Solitude Creek, Hot Tub (open), Fire Pit, Pool (Not Heated -closed Oct-June) Convenient to St. Michaels, Easton, Oxford - this beautiful cottage has a fully equipped kitchen, patio with private hot tub and gas grill. Waterfront. Host resides on property, but will give you your privacy. *PLEASE NOTE: property complies with zoning of Talbot County which enforces a 3-night minimum and 4 guest max. NO DOGS ALLOWED No Parties #STRN-23-51

Top guest favourite

Home in Colonial Beach

5 out of 5 average rating, 30 reviews

Greystone Manor-Magnificently restored! Sleeps 10

Enjoy this magnificently renovated home in the center of town in Colonial Beach. Every inch of this house has been renovated and re-styled with a mix of the past and present. This home boasts 3 large bedrooms (1 King bed with ensuite, 2 Queen beds) and a large loft with 4 twin beds that would make every tweenager delighted! Each bedroom and living space has smart-TV's, and there is plenty of room to entertain and enjoy the outdoor spaces.

Guest favourite

Cottage in Colonial Beach

4.93 out of 5 average rating, 169 reviews

Bayside Cottage- In the Town with views

Welcome to Bayside Cottage, a newly renovated beach cottage in the very charming (Town of Colonial Beach), Virginia! The cottage boasts 3 bedrooms and 2 full baths and is centrally located in town. Walk across the property to Bayside Marina, where you can watch the sun go down on the rooftop deck with a drink in hand (contact host for instructions) Bayside Cottage was recently fully renovated and is best suited for groups of 6.

Top guest favourite

Home in Colonial Beach

5 out of 5 average rating, 23 reviews

Rio Vista along Potomac

Rio Vista is a picturesque 3-bedroom, 2-bath retreat offering a tranquil escape with breathtaking water views and modern comforts. With its proximity to major highways, escaping your daily grind is a breeze, making this waterfront oasis a perfect "getaway". Local activities include the birth place of George Washington & James Monroe; Chesapeake Wine Trail; and brewery's Colonial Beach and Ice House.

Guest favourite

Home in Lusby

4.89 out of 5 average rating, 63 reviews

Beachfront Oasis with Amazing Views

Perfect getaway home to relax and enjoy peaceful beach views. This beachfront home is perfect for a romantic weekend getaway or a family vacation. Enjoy long walks on the beach, conversations at the fire pit in the evening, kayaking or hunting for fossil sharks teeth. The perfect escape from DC, the home is just over an hour from the city and located in the quiet, private beach community.