Where to Stay

Sandaway Suites & Beach invites you to celebrate our 2026 season at our exclusive Chesapeake Bay boutique hotel. Located in Oxford’s beautiful historic district, our waterfront suites offer the perfect blend of beach vibe and hotel charm. Most of our 18 guestrooms feature private screened porches overlooking the water—ideal for 2-night getaways or extended stays.

​2026 Highlights:

• ​Romantic Waterfront Weddings: Now hosting intimate ceremonies and full-property wedding buyouts on our private sandy beach and sunset lawn.
• ​Artistic Retreats: Proudly hosting on-site art groups and workshops. The perfect home base for Plein Air painters and creative retreats.
• ​20th Anniversary “Failure to Launch” Itinerary: Explore the local filming locations of the hit movie with our curated anniversary guide.
• ​Coffee by Seven™ & Breakfast: Start your morning with local Maryland-roasted coffee delivered quietly to your door at 7 AM, followed by our complimentary Grab & Go style continental breakfast.

​Relax on our private sandy beach with stunning sunset views, conveniently located just steps from your door. Adults-Only. Non-smoking. No pets.

​Location: 103 West Strand Rd., Oxford, MD

Call: 1-888-726-3292 (1-888-SANDAWAY)

Visit: www.sandaway.com

Tidewater Vacations offers a collection of distinctive vacation homes that showcase the relaxed elegance and waterfront lifestyle of Oxford and Maryland’s Eastern Shore. Specializing in high-end, privately owned residences, Tidewater connects guests with thoughtfully appointed properties that reflect the area’s coastal heritage, natural beauty, and laid-back pace.

The company’s Oxford-area rentals include waterfront estates, charming cottages, and refined coastal retreats situated along quiet creeks, rivers, and shoreline landscapes. Many homes feature private docks, sweeping water views, outdoor entertaining spaces, and carefully designed interiors that balance comfort with classic Eastern Shore character. These properties are well suited for family vacations, special celebrations, and extended seasonal stays.

Tidewater Vacations emphasizes personalized service and local expertise, helping guests experience Oxford like a resident. From boating and paddling to exploring the town’s historic streets, galleries, and waterfront dining, guests can enjoy convenient access to the area’s most popular activities while staying in a private home environment.

With its focus on curated homes and attentive guest support, Tidewater Vacations provides a refined lodging option for visitors seeking an authentic and memorable Oxford getaway.

For guests seeking the comfort of a private home while exploring Oxford and the surrounding Chesapeake Bay region, Eastern Shore Vacation Rentals offers a wide range of properties designed for relaxing coastal getaways. The Easton-based company specializes in cottages, waterfront homes, and luxury estates available for weekend escapes, weeklong vacations, and extended seasonal stays across Maryland’s Eastern Shore.

Their curated portfolio includes properties in Oxford and nearby waterfront towns, providing guests with scenic views, private docks, pools, hot tubs, and spacious outdoor living areas that reflect the relaxed character of the region. Whether planning a romantic retreat, family vacation, or group gathering, travelers can find homes suited to nearly any group size and style of stay.

Many rentals are equipped with modern amenities and personalized services designed to enhance the guest experience. Select properties include concierge support that can assist with grocery delivery, special occasion planning, and curated local experiences, helping visitors spend more time enjoying the area’s boating, dining, and outdoor recreation opportunities.

Eastern Shore Vacation Rentals provides visitors with an opportunity to experience the lifestyle and charm of Talbot County from the comfort of a private residence, making it a convenient and flexible lodging option when planning an Oxford getaway.

Travelers looking to stay in or near Oxford while enjoying added privacy and space can explore Oxford-area properties offered through Eastern Shore Vacation Rentals. These homes are located just outside the historic downtown district, allowing guests to enjoy convenient access to Oxford’s waterfront, marinas, restaurants, and ferry service while retreating to quieter residential and rural settings throughout Talbot County.

Eastern Shore Vacation Rentals manages a selection of waterfront estates, countryside retreats, and secluded coastal cottages within a short drive or bike ride of Oxford. Many of these homes feature expansive views of the Tred Avon River, private docks, pools, screened porches, and outdoor gathering areas designed to highlight the natural beauty of the Chesapeake Bay region. Properties vary in size and layout, accommodating couples, families, and larger groups seeking extended stays or seasonal vacations.

Guests staying in Oxford-area homes can enjoy easy access to boating, kayaking, fishing, and cycling, as well as nearby towns including Easton and St. Michaels. Rentals are professionally managed and typically include updated kitchens, modern furnishings, and guest support services that help visitors plan activities, arrange provisions, and coordinate special events during their stay.

Eastern Shore Vacation Rentals provides a flexible lodging option for visitors who want to experience Oxford’s maritime charm while enjoying the space, privacy, and relaxed pace of the surrounding countryside.

Temporarily Closed for Renovations

“The Oxford Inn decorates its seven bedrooms a la country comfort, but its restaurant is much more city sophisticate.” – The Washington Post

The circa 1880 Oxford Inn, facing east to greet each day’s dawn, is located at the head of Town Creek. Your stroll from the Inn to the Oxford-Bellevue Ferry Landing takes you down one of the oldest streets in America and is a reminiscent of a simpler time where you quickly shed the stress of the modern life

Location: 504 South Morris Street, Oxford, Maryland 21654

Call: (410) 226-5220