Talbot County Rentals By Owner

There are a lot of options in Talbot County. If you plan on staying in the Talbot County area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Talbot County:

• Stay in the HEART of Saint Michaels!
• Overlook on Dun's Cove - Luxury waterfront hideaway minutes from St. Michaels
• Hurry, reserve your stay for nSummer & Fall of 2025nSTR #22-30
• Historic Oxford Waterfront Estate
• TRUE IN-TOWN ST MICHAELS 6 ACRE WATERFRONT - Heated Pool
• Waterfront Oyster Farmhouse Built 2018 with Pool/Fence and Dock-23 private acres
• Secluded Waterfront Property on 3 acres with swimming pool and dock.
• Beautiful Tidewater home between Easton & ST Michaels!
• Private Retreat with HUGE Water Views!
• Luxurious waterfront home - Cèilidh

There are many large, family-friendly vacation homes available in Talbot County; however, here are the most popular family rentals listed on our site:

• Baydream Believer
• Waterfront Retreat on Chesapeake Bay in St Michaels
• Charming Victorian Farmhouse on Historic Main St
• Walk to Everything House

Yes, there are 244 self-catering vacation homes in Talbot County that have hot tubs, swimming pools, & other amenities.

There are more than 244 luxury villas and vacation homes in or near Talbot County. Filter by price to compare find the most expensive places to stay on Thebestvacationrentals.

Yes, there are 244 pet friendly vacation homes and places to stays that are available in or near Talbot County that you may consider.