House vacation rentals in Talbot County
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Top-rated house rentals in Talbot County
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Talbot County house rentals
House rentals with a pool
Home in Royal Oak
5.0 out of 5 average rating, 29 reviewsRanch at Royal Oak exclusive waterfront pool pier
Home in Saint Michaels
4.98 out of 5 average rating, 84 reviewsSM’s Premier Rental Heated Pool opens 4/12
Home in Stevensville
5.0 out of 5 average rating, 35 reviewsThe Pool House in Romancoke On The Bay
Home in Cambridge
4.97 out of 5 average rating, 90 reviewsChesapeake Sunset Cottage
Home in Easton
5.0 out of 5 average rating, 41 reviewsTuckaway Cove Relaxing waterfront property
Home in Cambridge
4.96 out of 5 average rating, 99 reviewsWaterfront, Fabulous Home for Families with Pool!
Home in Stevensville
5.0 out of 5 average rating, 15 reviewsImpressive Waterfront Home - Pool, Pier, & Sunsets
Home in Saint Michaels
4.89 out of 5 average rating, 9 reviewsWaterfront - 3 luxury Bdrms w/ outside pool & spa
Weekly house rentals
Home in Chester
5.0 out of 5 average rating, 15 reviews*Waterfront Sunset Bayview* sleeps 6
Home in Oxford
5.0 out of 5 average rating, 38 reviewsStunning Chesapeake waterfront home
Home in Newcomb
5.0 out of 5 average rating, 30 reviewsSaint Michaels Waterfront Home
Home in Cambridge
4.92 out of 5 average rating, 51 reviewsOsprey's Retreat - Waterfront with private beach!
Home in Cambridge
4.96 out of 5 average rating, 27 reviewsWaterfrontQuietHotTubPvtPierFirePitKayakGrillCasa
Home in Easton
5.0 out of 5 average rating, 19 reviewsCozy, convenient, Easton home
Home in Cambridge
5.0 out of 5 average rating, 55 reviewsEntire Updated Waterview Home in Cambridge, MD
Home in Tilghman Island
4.97 out of 5 average rating, 32 reviewsTilghman Retreat: A house on the Chesapeake Bay.
Private house rentals
Home in Saint Michaels
4.91 out of 5 average rating, 22 reviewsPrivate&Cozy/3br+2ba/1mi to town
Home in Stevensville
4.97 out of 5 average rating, 97 reviewsThe Kent Island House
Home in Stevensville
4.96 out of 5 average rating, 49 reviews25-50% Off~Private Beach~Hot Tub~Fire Table~
Home in Stevensville
5.0 out of 5 average rating, 40 reviewsModern Island Escape by the Bay
Home in Neavitt
4.96 out of 5 average rating, 74 reviewsWaterfront, Dog friendly, St Michaels home
Home in Cambridge
5.0 out of 5 average rating, 25 reviewsSerene getaway with great waterfront views!
Home in Oxford
5.0 out of 5 average rating, 25 reviewsStewart Ave Retreat
Home in Trappe
4.88 out of 5 average rating, 72 reviewsCozy & Spacious, The Calway Inn
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- Rentals with pools Talbot County
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