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
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Popular amenities for Talbot County house rentals
House rentals with a pool
Home in Saint Michaels
4.98 out of 5 average rating, 84 reviewsSM’s Premier Rental Heated Pool opens 4/12
Apr 16 – 23
Home in Royal Oak
5.0 out of 5 average rating, 29 reviewsRanch at Royal Oak exclusive waterfront pool pier
Apr 7 – 14
Home in Cambridge
4.97 out of 5 average rating, 90 reviewsChesapeake Sunset Cottage
Aug 13 – 20
Home in Stevensville
5.0 out of 5 average rating, 34 reviewsThe Pool House in Romancoke On The Bay
Apr 3 – 10
Home in Easton
5.0 out of 5 average rating, 40 reviewsTuckaway Cove Relaxing waterfront property
Oct 20 – 27
Home in Cambridge
4.96 out of 5 average rating, 97 reviewsWaterfront, Fabulous Home for Families with Pool!
Nov 18 – 25
Home in Saint Michaels
4.89 out of 5 average rating, 9 reviewsWaterfront - 3 luxury Bdrms w/ outside pool & spa
Mar 11 – 18
Home in East New Market
4.92 out of 5 average rating, 26 reviewsLuxuryWaterfront Private Pool Dock Near Cambridge
Apr 9 – 16
Weekly house rentals
Home in Chester
5.0 out of 5 average rating, 12 reviews*Waterfront Sunset Bayview* sleeps 6
Oct 17 – 24
Home in Oxford
5.0 out of 5 average rating, 37 reviewsStunning Chesapeake waterfront home
Dec 1 – 8
Home in Newcomb
5.0 out of 5 average rating, 30 reviewsSaint Michaels Waterfront Home
Aug 3 – 10
Home in Cambridge
4.96 out of 5 average rating, 26 reviewsWaterfrontQuietHotTubPvtPierFirePitKayakGrillCasa
Jun 12 – 19
Home in Cambridge
4.92 out of 5 average rating, 50 reviewsOsprey's Retreat - Waterfront with private beach!
Oct 1 – 6
Home in Tilghman Island
4.97 out of 5 average rating, 32 reviewsTilghman Retreat: A house on the Chesapeake Bay.
Jun 21 – 28
Home in Preston
4.98 out of 5 average rating, 62 reviewsRiver House on the Choptank
Apr 12 – 19
Home in Cambridge
5.0 out of 5 average rating, 54 reviewsEntire Updated Waterview Home in Cambridge, MD
Sep 29 – Oct 6
Private house rentals
Home in Stevensville
4.97 out of 5 average rating, 97 reviewsThe Kent Island House
Aug 27 – Sep 3
Home in Stevensville
5.0 out of 5 average rating, 39 reviewsModern Island Escape by the Bay
Jun 18 – 25
Home in Cambridge
4.91 out of 5 average rating, 69 reviewsWaterfront Oasis! Hot tub! 2+ acres - Sleeps 8
Jul 12 – 19
Home in Saint Michaels
4.91 out of 5 average rating, 22 reviewsPrivate&Cozy/3br+2ba/1mi to town
Apr 1 – 8
Home in Cambridge
5.0 out of 5 average rating, 25 reviewsSerene getaway with great waterfront views!
Nov 6 – 13
Home in Cambridge
4.96 out of 5 average rating, 26 reviewsStylish Victorian in Historic District
Jul 6 – 13
Home in Trappe
4.87 out of 5 average rating, 68 reviewsCozy & Spacious, The Calway Inn
Oct 22 – 29
Home in Cambridge
4.89 out of 5 average rating, 44 reviewsWaterfront, amazing views, pier, fishing/crabbing
Nov 15 – 22
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