Holiday rentals near Historical Society of Talbot County
We found 1,122 holiday rentals — enter your dates for availability
Choose the perfect private holiday rental that's close to Historical Society of Talbot County. Holiday rentals provide the amenities that you need and want for your family, friends or furry companion, such as a garden and pool. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Historical Society of Talbot County
Showing deals for:25 Jul - 1 Aug
Image gallery for Oyster Cottage - walk to shops , Mainstay music venue and the Bay!
1010 out of 10 rating
Exceptional
(7 reviews)
Oyster Cottage - walk to shops , Mainstay music venue and the Bay!
Rock Hall, MD
8% off
Price is NZ$3,366
NZ$3,366
NZ$481 per night
includes taxes & fees
Image gallery for Annapolis Area Private, 3 Bedroom Pool, Jacuzzi & Sauna & Casino-Like Game Room
9.69.6 out of 10 rating
Exceptional
(33 reviews)
Annapolis Area Private, 3 Bedroom Pool, Jacuzzi & Sauna & Casino-Like Game Room
Davidsonville, MD
7% off
Price is NZ$14,150
NZ$14,150
NZ$2,021 per night
includes taxes & fees
Image gallery for Fantastic house with lots of parking in downtown Annapolis, steps to the USNA!
1010 out of 10 rating
Exceptional
(23 reviews)
Fantastic house with lots of parking in downtown Annapolis, steps to the USNA!
Annapolis, MD
7% off
Price is NZ$24,271
NZ$24,271
NZ$3,467 per night
includes taxes & fees
Image gallery for Escape Villa in Downtown Annapolis
1010 out of 10 rating
Exceptional
(7 reviews)
Escape Villa in Downtown Annapolis
Annapolis, MD
12% off
Price is NZ$7,136
NZ$7,136
NZ$1,019 per night
includes taxes & fees
Image gallery for Peaceful Retreat on the Eastern Shore. Nature lover’s paradise!
1010 out of 10 rating
Exceptional
(13 reviews)
Peaceful Retreat on the Eastern Shore. Nature lover’s paradise!
Rock Hall, MD
16% off
Price is NZ$3,063
NZ$3,063
NZ$438 per night
includes taxes & fees
Image gallery for West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis
1010 out of 10 rating
Exceptional
(15 reviews)
West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis
Annapolis, MD
12% off
Price is NZ$3,864
NZ$3,864
NZ$552 per night
includes taxes & fees
Image gallery for Recently Renovated Annapolis Home - Conveniently Located
1010 out of 10 rating
Exceptional
(59 reviews)
Recently Renovated Annapolis Home - Conveniently Located
Annapolis, MD
8% off
Price is NZ$6,906
NZ$6,906
NZ$987 per night
includes taxes & fees
Image gallery for 4 KING Bedrooms on the Waterfront- FREE Kent Island Sunsets- Near Wedding Venues
1010 out of 10 rating
Exceptional
(33 reviews)
4 KING Bedrooms on the Waterfront- FREE Kent Island Sunsets- Near Wedding Venues
Stevensville, MD
8% off
Price is NZ$11,424
NZ$11,424
NZ$1,632 per night
includes taxes & fees
Image gallery for Historic District"Crab Cakes and Football"
1010 out of 10 rating
Exceptional
(42 reviews)
Historic District"Crab Cakes and Football"
Annapolis, MD
8% off
Price is NZ$5,516
NZ$5,516
NZ$788 per night
includes taxes & fees
Image gallery for Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!
1010 out of 10 rating
Exceptional
(118 reviews)
Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!
Chester, MD
8% off
Price is NZ$5,275
NZ$5,275
NZ$754 per night
includes taxes & fees
Image gallery for Charming Home located minutes from the Naval Academy and Downtown Annapolis
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Charming Home located minutes from the Naval Academy and Downtown Annapolis
Annapolis, MD
8% off
Price is NZ$7,091
NZ$7,091
NZ$1,013 per night
includes taxes & fees
Image gallery for Waterfront at "The Landing" in Historic Rock Hall, overlooking marina and pool.
1010 out of 10 rating
Exceptional
(7 reviews)
Waterfront at "The Landing" in Historic Rock Hall, overlooking marina and pool.
Rock Hall, MD
8% off
Price is NZ$3,898
NZ$3,898
NZ$557 per night
includes taxes & fees
Image gallery for Grand, historic, fun, fabulous home - downtown Annapolis at Main St. & City Dock
1010 out of 10 rating
Exceptional
(7 reviews)
Grand, historic, fun, fabulous home - downtown Annapolis at Main St. & City Dock
Annapolis, MD
8% off
Price is NZ$17,906
NZ$17,906
NZ$2,558 per night
includes taxes & fees
Image gallery for Annapolis Charm - Waterfront Private Fishing Dock Pier Near Beach - Navy Academy
9.89.8 out of 10 rating
Exceptional
(21 reviews)
Annapolis Charm - Waterfront Private Fishing Dock Pier Near Beach - Navy Academy
Annapolis, MD
8% off
Price is NZ$6,224
NZ$6,224
NZ$889 per night
includes taxes & fees
Image gallery for House w/Water Views of Rock Creek 2BA 2BA Cottage
1010 out of 10 rating
Exceptional
(26 reviews)
House w/Water Views of Rock Creek 2BA 2BA Cottage
Pasadena, MD
7% off
Price is NZ$3,073
NZ$3,073
NZ$439 per night
includes taxes & fees
Image gallery for Enchanting West River Retreat
1010 out of 10 rating
Exceptional
(8 reviews)
Enchanting West River Retreat
West River, MD
7% off
Price is NZ$5,462
NZ$5,462
NZ$780 per night
includes taxes & fees
Image gallery for Adjacent to Annapolis~ by beach, 25 acre park next door & TV shows filmed here!
9.89.8 out of 10 rating
Exceptional
(92 reviews)
Adjacent to Annapolis~ by beach, 25 acre park next door & TV shows filmed here!
Edgewater, MD
8% off
Price is NZ$5,911
NZ$5,911
NZ$844 per night
includes taxes & fees
Image gallery for Accessible, Screened-in porch, Water Access, Sauna, Fire Pit, Dog Friendly
1010 out of 10 rating
Exceptional
(40 reviews)
Accessible, Screened-in porch, Water Access, Sauna, Fire Pit, Dog Friendly
Stevensville, MD
8% off
Price is NZ$8,458
NZ$8,458
NZ$1,208 per night
includes taxes & fees
Image gallery for Sailor's Retreat! Perfect home for the getaway weekend. Best location!
1010 out of 10 rating
Exceptional
(18 reviews)
Sailor's Retreat! Perfect home for the getaway weekend. Best location!
Annapolis, MD
7% off
Price is NZ$7,972
NZ$7,972
NZ$1,139 per night
includes taxes & fees
Image gallery for Annapolis Cozy Beachfront/Waterfront w/Chesapeake Bay Bridge view
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Annapolis Cozy Beachfront/Waterfront w/Chesapeake Bay Bridge view
Annapolis, MD
8% off
Price is NZ$8,514
NZ$8,514
NZ$1,216 per night
includes taxes & fees
Image gallery for "PIER JOY!" - 3BR WATERFRONT HOME W/PRIVATE DOCK
9.89.8 out of 10 rating
Exceptional
(31 reviews)
"PIER JOY!" - 3BR WATERFRONT HOME W/PRIVATE DOCK
Shady Side, MD
8% off
Price is NZ$6,977
NZ$6,977
NZ$997 per night
includes taxes & fees
Image gallery for Neat & Clean 1 Bedroom Apartment in Quaint Eastport Neighborhood of Annapolis
9.29.2 out of 10 rating
Wonderful
(33 reviews)
Neat & Clean 1 Bedroom Apartment in Quaint Eastport Neighborhood of Annapolis
Annapolis, MD
8% off
Price is NZ$2,619
NZ$2,619
NZ$374 per night
includes taxes & fees
Image gallery for Chesapeake Bay Waterfront ARTectural Home
1010 out of 10 rating
Exceptional
(27 reviews)
Chesapeake Bay Waterfront ARTectural Home
Stevensville, MD
8% off
Price is NZ$13,141
NZ$13,141
NZ$1,877 per night
includes taxes & fees
Image gallery for BWI, Annapolis, DC, Baltimore, USNA family-sized house with a game room and deck
1010 out of 10 rating
Exceptional
(16 reviews)
BWI, Annapolis, DC, Baltimore, USNA family-sized house with a game room and deck
Millersville, MD
16% off
Price is NZ$3,951
NZ$3,951
NZ$564 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Historical Society of Talbot County
Charming Downtown Annapolis. Stroll to all the Historic District has to offer.
Sleeps 5 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
16 reviews(16 reviews)
240' Private Beachfront @Kent Island Love Point - Great for Large Groups
Sleeps 26 · 5 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
184 reviews(184 reviews)
Grand, historic, fun, fabulous home - downtown Annapolis at Main St. & City Dock
Sleeps 16 · 6 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Sleeps 8 · 3 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
212 reviews(212 reviews)
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
Sleeps 14 · 5 bedrooms · 3 bathrooms
9.49.4 out of 10
Exceptionalexceptional
87 reviews(87 reviews)
Chesapeake Houseboat Getaway on Kent Island, Maryland
Sleeps 6 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
25 reviews(25 reviews)
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, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value