Tall Timbers holiday lettings
Find spaces that suit your style
Find the best place to stay - Tall Timbers
EASTERN SHORE/CAMBRIDGE 250 ACRES on CHESAPEAKE BAY VACATION/REUNION sleeps 40
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Find the perfect holiday rental for your Tall Timbers getaway
Learn about the unique charm of Tall Timbers with a stay in a holiday home rental. This city has something for everyone. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.
Activities and attractions in and around Tall Timbers
Are you looking for things to do while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Tall Timbers a fun place to get away to. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:
- Hague Winery (8.9 mi / 14.4 km)
- Port of Leonardtown Winery (11.1 mi / 17.9 km)
- Vault Field Vineyards (11.4 mi / 18.4 km)
- General's Ridge Vineyard and Winery (11.6 mi / 18.6 km)
Exploring the natural landscape of Tall Timbers
Whether you're an outdoor enthusiast or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Tall Timbers. Here are some of the area’s noteworthy natural features, all within 30 miles (48.2 km) of the city centre:
- Piney Point Beach (2.4 mi / 3.8 km)
- St. Mary's River State Park (6.4 mi / 10.3 km)
- Point Lookout State Park (14.6 mi / 23.5 km)
- Elms Beach Park (9.9 mi / 15.9 km)
- St. Clement's Island State Park (11.4 mi / 18.3 km)
- Jefferson Patterson Park and Museum (16.2 mi / 26 km)