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River House on the Choptank

Welcome to the River House! Stay in our renovated home on the Choptank River of MD's Eastern Shore, with your own low-tide beach and magnificent sunsets. We offer a peaceful location and thoughtful detail, creating a memorable getaway for a relaxing weekend or remote work location. Enjoy a day on the river with our paddle board or 2 kayaks, and end the day around the firepit. In cool weather, cozy up next to the fireplace. Also, visit nearby towns--St. Michaels, Easton, Oxford, and Chestertown.

Captain's Cottage - Bowers Beach

This freshly renovated 4 bedroom, 2 bath home can sleep up to 8 people per stay. 1,750 sqft of indoor space, a front porch and fire pit area will give your group plenty of space to relax during your visit. Your kids will love the playground, and basketball court across the street. Home includes 4x full size beds and 2 full baths. Home is about a 4 block walk to the beach entrance. Enjoy the included bikes or 6 person surrey! House comes equipped with a charcoal grill, beach chairs, and firepit.

Stunning Home-DE Turf 2 min & Gateway to beaches

**Only a few dates in July left** Your family will be close to everything when you stay at our well appointed, centrally-located home! Just 2 min to the Turf Field Complex, 5 min to restaurants, movie theater, bowling, and shopping. 12 min to DAFB, only 20 min to the beaches!!! -3 bed and 2 bath -Sleep number King, 2 Full, 2 Twin beds- sleeps 9 -Open LR, DR, Kitchen w/pellet stove FP -Fast Wifi & tv’s -Pet friendly -HUGE, private fenced in yard(1.5 acres), fire pit, patio,basketball court!

Mini Aruba RV/ Glamping Tent

We offer a very unique property, trailer for 2 and tent if needed for over 2 people. Located just outside of downtown Dover, you step into an outdoor paradise. Overnight guest have full access to the saltwater pool, fire pit and gazebo with Tiki bar. Our little place can be a weekend get away for 2 or we have an additional 6 person tent if in need extra space for the family for an additional 25.00 per person a night fee plus 30.00 setup fee. Visitors not allowed access to amenities.

Tiny Bay House on Delaware Bay/2 Min Walk to Beach

Bay Views – Nestled among tall pines, this serene retreat offers stunning sunrises & sunsets. Perfect for guests seeking peace & fresh coastal air. Surrounded by nature and birdlife, it’s an ideal place to slow down and unwind. A short walk leads to the beach. The bay water NOT suitable for swimming, as it’s a shallow, tide-influenced habitat for marine life like horseshoe crabs. Bring bug spray & sunscreen. Sleeps up to 5. De Turf 17 min away. Must be 25 or older to book a stay.

Cozy Woodland Cottage

Enjoy the sounds of nature when you stay in this unique place. Located less than 5 miles from downtown Lewes and Delaware Beaches. The cottage guest house is nestled in the woods adjacent to a tree house overlooking a tranquil pond with a calming fountain sounds. On the main property guests have access to a in ground swimming pool (seasonal) with a 60 foot lap lane and slide, schedule times with hosts.. The backyard also includes an organic garden, playground and 🐔 chickens.

Cozy 2 bedroom home on wooded private lane

Take it easy at this unique and tranquil getaway. Located on a quiet country lane this 2-bedroom home offers comfort and privacy on a wooded lot. Plenty of parking. Enjoy all that the Eastern Shore has to offer from this central location convenient to Easton, Dover, Chestertown, Rehoboth, Denton and Ocean City. Beautiful views from front and back porches, full kitchen, two full baths. Great getaway for 1 or 2 couples. Pets allowed with prior permission and additional deposit.

Warm, Cozy, Beach Cottage on the Bay

Relax alone or with the whole family at this peaceful beach cottage. Master bedroom has a queen size bed. The kids bedroom has a twin bunk bed. The walk through bedroom has a full size bed with a pull out twin bed as well as 2 queen size sofa beds. NOTE: THIS IS A BAY BEACH AND IS NOT A SWIMMING BEACH. The beach is great for taking long walks and sunning but not suitable for bathing. House has stairs and is elevated, not suitable for folks who have difficulty with stairs.

Deborah's Beach House

Secluded Beach Home with beautiful views. Welcome to our newly renovated 2 bedroom 1 bathroom vacation home on a private beach on the Delaware Bay. Our secluded location ensures plenty of privacy, making for a peaceful stay. Our beach house is a quick 10 minute drive to the DE Turf Complex making it an ideal location for sports enthusiasts looking for a convenient place to stay during events. For those looking for shopping and dining, Milford is only a 10 minute drive.

Hobbs & Rose | A Peaceful Cottage Escape

Built in 1941 from historic “clinker bricks,” this restored cottage is a dreamy place to slow down and reconnect. Surrounded by enchanted gardens and close to the beach, Hobbs & Rose is filled with charm—gorgeous living spaces, a carved marble soaking tub, and thoughtful details throughout. Enjoy a romantic getaway and unwind in our Sanctuary meditation room, where birdsong and forest friends welcome you. You relax—we’ve created every detail to help you feel restored.

Beachfront cottage, sleeps 8+, close to DE Turf

Imagine a charming beachfront cottage with a spacious deck offering panoramic views of the bay. Inside, a cozy living room with large windows invites relaxation, while the fully equipped kitchen beckons for group meals. Three bedrooms adorned with coastal decor, provide comfortable sleeping arrangements for eight to ten guests. The sound of waves crashing against the shore lulls guests to sleep each night, ensuring a peaceful stay filled with unforgettable memories.

Country Guest House

Relax with the whole family at this peaceful place to stay on the farm. You will see horses, cows, goats, chickens & ducks. Family friendly. Animals roam the property & are safe to pet. You will hear many farm noises such as roosters crowing, cows mooing & more. This home is located in the country & a min of 5 miles from stores and shopping. Full kitchen, 1 full bathroom & 1 queen bed included. Upon request Queen Air Mattress or Twin Bed can be provided.