Holiday rentals in Bellevue

4 bdrm, 3 bath, 2,700 sqft whole house on 1 acre

Bring the whole family to my spacious house. 3 bathrooms for everyone to get ready. 2 king beds and 2 queen beds across 4 bedrooms. Huge living room, kitchen, and dinning room. Enjoy a sun room and fenced in back yard. Fresh eggs from backyard chickens. Merry Maids regularly cleans the bathrooms and kitchen. The basement, garage, and shed are for storage, and are not part of the rental. While quiet just outside of the city, there maybe some highway noise or farm animal noise. Large driveway

Historic Home in Heart of Oxford, MD

Stay in a historic home built by the railroad when it came to town in 1880 (look for Pennsylvania Railroad memorabilia throughout the house!). Hardwood floors and fireplace with a yard on a quiet street, but in the heart of the historic bay town of Oxford, MD — half a block to the town market, coffee and ice cream, bookstore, and gift stores, and a block to the water on both sides of the house (enjoy beautiful sunrises & sunsets on the water!). Listed on the Natl. Registry of Historic Places.

Arcadia Shores On The Cove

Welcome to our renovated home nestled between Easton and St. Michaels. Situated along the serene Miles River waterfront, this spacious 4 bed & 4 bath retreat offers breathtaking views from every exterior angle. Inside you will find two king suites, a fabulously equipped gourmet kitchen, and a large dining room perfect for entertaining. With a cozy family room, and a large living room that has a queen pull-out and a full bath that can be used as a 5th bedroom. Come, relax and unwind. STRN-25-8

Ferry View | an ESVR property

Enjoy “the good old days” in style! This exceptional 4-bedroom, 3.5-bathroom home offers a character-filled interior and comes equipped with a formal dining room, large entertainment spaces and an expansive great room. Enjoy the well-equipped kitchen that has been beautifully maintained and features a sprawling granite countertops island. The well-proportioned master suite is a secluded retreat that boasts an ensuite bathroom and waterfront views. The inviting interior features original

Osprey's Retreat Waterfront w/ private beach/dock

Enjoy a weekend escape or extended vacation for up to 6 guests at this freshly renovated gem located on LeCompte Bay . Beautiful waterfront property with a private sandy beach, located just 5 minutes outside of town with plenty of outside activities including a dock and fire pit. Super clean & comfortable, modern home & furnishings featuring a first floor premier, well appointed kitchen. This home is provided with everything you need for a fun, relaxing get-a-way on the Bay.

Blue Crab Lodge

Welcome to your charming and cozy short-term rental above the heart of St. Michaels' vibrant community! Nestled right above the delightful aroma of freshly brewed coffee, this unique and inviting space offers the perfect blend of comfort and convenience. Stepping outside, you'll find yourself in the heart of St. Michaels' quaint streets. The rental's prime location provides easy access to the town's boutique shops, waterfront promenades, and a diverse array of restaurants.

The Cottage at Broad Creek

Your Private Waterfront Escape on Maryland's Eastern Shore Wake up to panoramic water views from your soaking tub. Kayak from the private dock, cook your catch in the chef's kitchen, then gather at your waterside fire pit and grill as the sun sets over the bay. Minutes from historic St. Michaels yet secluded enough to feel like your own sanctuary. Perfect for couples seeking both adventure and relaxation, whether celebrating a milestone or simply unplugging together.

Stunning Chesapeake waterfront home

Spectacular new waterfront home in beautiful historic Oxford, comfortably sleeps 10 with perfect set up for 2 families. Enjoy Town Creek and Tred Avon water views from every room and angle. Gorgeous sunsets from the wraparound porch, stargazing and fishing from the dock. Walk to Morris Street for a relaxed coffee, stroll through Town Park, or take the Ferry to St. Michaels. The Town of Oxford has issued short term rental license # STR25-06 for this property.

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

Waterfront Family Retreat - mins from St. Michaels

Dive into luxury with a huge pool, relaxing spa, and outdoor hangout area complete with TV, fire pit, and comfy seating. Inside, cozy up by the fireplace on the massive couch, enjoy Sonos surround sound, and cook in the chef-ready kitchen. Fenced yard with a play area for little ones, breathtaking sunsets, and a private dock for crabbing and fishing—perfect for entertaining, unwinding, and making unforgettable memories with family and friends.

Luxurious waterfront home - Cèilidh

Beautiful luxury waterfront home in historic downtown Oxford. A rare find with 2 piers, 50+ feet of waterfront and a huge lawn leading to the water! Walk to everything in town! From the large family room and screened porch, unwind and relax as you watch the boats come and go. This 2-story house comfortably accommodates up to 8 guests. With plush beds, ample hang out spaces, workspaces, and a high-end kitchen, it's a luxurious, restful place.

Waterfront Paradise | Pool, Views & Serenity

Gather your favorite people and escape to a spacious waterfront haven in Royal Oak. From coffee at sunrise on the private dock to evening swims under pastel skies, this home blends Chesapeake Bay charm with resort-style amenities. Designed for families and friends, every space invites connection, comfort, and unforgettable memories. Talbot County Licensure: STRN-26-33