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Jay's Retreat

Welcome to Jay’s Retreat, a charming waterfront oasis nestled in scenic Oyster Bay. This beachy 3-bedroom, 2-bathroom home accommodates up to 6 guests and is pet-friendly, making it an ideal space to vacation with your entire family. The spacious screened porch offers the perfect perch to savor your morning coffee with the sunrise or relax with friends and family while enjoying fresh, locally sourced seafood. End your days by the fire pit, soaking in the peaceful bay views and coastal breeze.

19th Century Coastal Cottage with Modern Amenities

Built from “clinker bricks” in 1941 to house poultry feed, this Airbnb is a dreamy place to slow down. Exposed wood beams and interior brick walls as well as all the luxuries required for a rural escape. This charming cottage near the beach & is surrounded by enchanted gardens. You will swoon over the carved marble bathtub and gorgeous living areas. Perfect for a romantic getaway, Hobbs and Rose Cottage is waiting to create a memorable experience for you! NEW for 2025, our mediation room!

countryside home in Princess Anne

Escape to tranquility at our private home in the serene countryside. Our spacious and comfortable three-bedroom, two-bathroom home provides ample space for families, couples, and groups of friends to relax and enjoy the outdoors. Relax in the cozy living area, cook a meal in the fully equipped kitchen, or enjoy an evening around the campfire. With comfortable bedrooms and a peaceful location, it's the ideal getaway for a relaxing break. Book now and experience the beauty of rural living!

WraparoundBalcony-2 Bed-Sleeps 8-Pool-Laundry-WiFi

Welcome to our stunning oceanfront retreat! This luxurious property offers the perfect combination of comfort, style, and breathtaking views. With a spacious J-shaped wraparound balcony, you can indulge in panoramic vistas of the sparkling ocean waves from every angle. Ideal for groups of up to 8 guests, this two-bedroom, two-bathroom getaway provides ample space for everyone to unwind. Book today for the vacation you'll never forget!

Rumbley Cottage on the Tangier Sound-Private Beach

Rumbley Cottage, a custom-built home, provides a quiet stay in nature. Views from all windows. Look out at the mouth of the Manokin River at Tangier Sound on one side; wetlands on the other side. NO CLEANING OR PET FEE. Rumbley Cottage is enjoyed year- round with a great fireplace. WE PROVIDE THE FIREWOOD AND STARTERS. Many amenities including Molton Brown toiletries, kayaks, SPBs, bikes, beach equipment; well-stocked kitchen.

Shire Retreat - Berlin, Assateague, Ocean City

Discover a haven of modern elegance at the Shire Retreat. Nestled just minutes away from Assateague Island with it's wild ponies, Berlin (the coolest small town in America), and vibrant Ocean City. This stylish retreat offers the perfect blend of tranquility and excitement. Perfect for gatherings or quiet relaxation. With its well-equipped kitchen and amenities. Your Maryland getaway awaits – where modernity meets coastal charm.

Peaceful-Private-Perfectly located to the Beach

Lots of windows, woods and natural light fill the rentable area of our private home. The entire suite is 100% private, with its own entrance and no need to share. We offer a tea and coffee bar and all of the usual comforts of home. Wi-Fi, parking, close to everything.

Once Upon A Tide

A quaint beach cottage located in the heart of Chincoteague Island. A five minute walk to all the main attractions and a 15 minute bike ride to the Beach. This newly renovated cottage is a tranquil getaway that invites you to refresh and relax.

Contemporary & Cozy Guesthouse

Take a peek at this contemporary quick stay! Our cozy guesthouse features private entry beyond the 6 feet privacy fence gate. Guests may also enjoy the outdoor seating in a quiet country setting.