Vakantiewoningen aan het strand in Chesapeake Beach

Waterfront, Dog-friendly, Hot Tub, Peleton, Bikes

A spectacular, spacious 2 bed, 2.5 bath, pet friendly, waterfront home with stunning, unobstructed views located directly on the Chesapeake Bay. Short walk to beach and pier and several bars and restaurants. A large gourmet kitchen provides everything you'lli need. Workout on the in-house Peleton bike & treadmill. Two cruising bikes are yours to explore town or bike to dinner. Enjoy the private hot tub and 2 gas fireplaces. Solo stove on back deck. **Message host for add’l winter dates**

Private House 4BR -Eastern Shore VA Wachapreague

Wachapreague is a quiet seaside fishing village and nature getaway with wild islands offshore - perfect for biking, kayaking, birding, boating, and exploring the eastern shore. This spacious 4BR 2BA house 1 block from the waterfront has all the comforts of home with high ceilings, wood floors and nice screened in porch to enjoy the sea breeze. Equil distance from Chincoteague and Cape Charles for exploring the shore.. Enjoy the local season restaurant and art studio in town - book an ecotour.

Beach Please! River cottage w/private beach & dock

Come unwind at "Beach, Please!" Our renovated cottage on the river with a private beach and dock is waiting for you! What's there to do? There's boating, fishing, crabbing, bird watching, tanning, and hammock-napping. Need more? Ok, antique shops, breweries, wineries, live music, crab boils and oyster fests. Still need more? Cornhole, can jam, horseshoes, hiking, and swimming and tennis at the community pool. That's not all, so just trust us - you will LOVE your time in Montross, Virginia!

Bay Front Beach House

Take it easy at this unique and tranquil getaway. Located at the southernmost tip of a peninsula formed by the confluence of Chesapeake Bay and the Potomac River, this house is surrounded by water and has a private beach with shallow waters for sunbathing or playing with the kids. Whether you are looking for nature outings or sunsets on the deck this house really does provide you with all the R&R you could need. Located within biking distance to Point Look Out State Park- a must visit!

1891 Coastal Charmer: fully renovated farmhouse

Built in 1891, this farmhouse has been totally renovated by a professional designer. The Cottage is filled with coastal colors and accessories so it feels fun and updated but still retains the feeling of walking into a well loved family beach cottage. We are pet friendly as any beach cottage should be and love seeing our guests and their pets enjoying the cottage. Follow the cottage on social media @ BlueOysterCottage for more pictures, design ideas and local places to visit.

The Little Gypsy BoHome

Welcome to our Little Gypsy BoHome on the bay! The house is situated in Southern Anne Arundel County, MD in the quaint waterfront town of Tracy's Landing. Our home sits directly on The Chesapeake Bay with breathtaking views from every window. We offer a saltwater swimming pool, two corn hole game sets, a basketball hoop, beach access, canoe, 2 Paddle Boards, a gas grill, and a steam shower, an outdoor redwood panoramic barrel sauna and a redwood cold plunge!

Waterfront Getaway w/ Pier - Sleeps 10, 4 bedrooms

Escape to our charming & serene waterfront retreat, perfectly situated on the picturesque Choptank River. This 4-bedroom home accommodates 10 guests w/ 7 comfortable beds & offers the ideal blend of relaxation & adventure. Our property comes fully equipped with bikes, kayaks, paddleboards & yard games for endless fun. Unwind and relax on the new pier. The river offers gorgeous sunrises and sunsets. Your perfect waterfront getaway awaits you!

The Beach House

The Beach House is a lovely two story beach cottage, which overlooks the head of the Chesapeake Bay. The beach is seconds from the front door and all guests have beach and water access to Red Point Beach. Guests may also enjoy access to the dock and boat ramp. The house has been recently renovated and with its open floor plan it is perfect for housing families and groups. We no longer accept pets and we do not allow events.

Cozy Beach House ~Chesapeake Bay Getaway

Beach Access~ a short walk or drive to the community private beach, boat ramp & Flag Harbor Marina. This vintage and cozy style house is well stocked with everything you need for a beach getaway. Enjoy two kayaks, deck with two grills, backyard fire pit and outdoor yard games while relaxing after a fun day at the beach. Come to Southern Maryland and discover fossils, cliffs and the Chesapeake Bay. Budget friendly getaway!