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 Royal Oak
5.0 out of 5 average rating, 29 reviewsRanch at Royal Oak exclusive waterfront pool pier
Apr 16 – 23
Home in Saint Michaels
4.98 out of 5 average rating, 84 reviewsSM’s Premier Rental Heated Pool opens 4/12
Nov 30 – Dec 7
Home in Cambridge
4.97 out of 5 average rating, 90 reviewsChesapeake Sunset Cottage
Nov 12 – 19
Home in Easton
5.0 out of 5 average rating, 40 reviewsTuckaway Cove Relaxing waterfront property
Sep 25 – Oct 2
Home in Cambridge
4.96 out of 5 average rating, 98 reviewsWaterfront, Fabulous Home for Families with Pool!
Jan 16 – 23
Home in Stevensville
5.0 out of 5 average rating, 34 reviewsThe Pool House in Romancoke On The Bay
Oct 18 – 25
Home in Saint Michaels
4.89 out of 5 average rating, 9 reviewsWaterfront - 3 luxury Bdrms w/ outside pool & spa
Dec 30 – Jan 6
Home in Cambridge
5.0 out of 5 average rating, 47 reviewsRiver Lure - Waterfront, Pool, Hot Tub - Historic
Jan 2 – 9
Weekly house rentals
Home in Oxford
5.0 out of 5 average rating, 37 reviewsStunning Chesapeake waterfront home
Nov 10 – 17
Home in Cambridge
4.96 out of 5 average rating, 26 reviewsWaterfrontQuietHotTubPvtPierFirePitKayakGrillCasa
Jul 24 – 31
Home in Easton
5.0 out of 5 average rating, 19 reviewsCozy, convenient, Easton home
Sep 24 – Oct 1
Home in Tilghman Island
4.97 out of 5 average rating, 32 reviewsTilghman Retreat: A house on the Chesapeake Bay.
Aug 23 – 30
Home in Cambridge
4.89 out of 5 average rating, 27 reviewsLarge 3 BR in Historic Cambridge
Mar 14 – 21
Home in Cambridge
4.89 out of 5 average rating, 9 reviewsHigh St. Art Gallery Suite
Nov 3 – 10
Home in Cambridge
4.92 out of 5 average rating, 51 reviewsOsprey's Retreat - Waterfront with private beach!
Sep 4 – 9
Home in Stevensville
5.0 out of 5 average rating, 10 reviewsBeachside Dream
Dec 27 – Jan 3
Private house rentals
Home in Cambridge
4.92 out of 5 average rating, 71 reviewsWaterfront Oasis! Hot tub! 2+ acres - Sleeps 8
Nov 1 – 8
Home in Stevensville
4.97 out of 5 average rating, 97 reviewsThe Kent Island House
Oct 3 – 10
Home in Stevensville
4.96 out of 5 average rating, 48 reviews25-50% Off~Private Beach~Hot Tub~Fire Table~
Nov 20 – 27
Home in Saint Michaels
4.91 out of 5 average rating, 22 reviewsPrivate&Cozy/3br+2ba/1mi to town
Dec 31 – Jan 7
Home in Stevensville
5.0 out of 5 average rating, 23 reviewsAway at the Bay: New Home on the Chesapeake Bay!
Apr 10 – 17
Home in Cambridge
5.0 out of 5 average rating, 25 reviewsSerene getaway with great waterfront views!
Nov 23 – 30
Home in Stevensville
5.0 out of 5 average rating, 30 reviewsBayview Bungalow - Water view, EV charging station
Dec 7 – 14
Home in Trappe
4.87 out of 5 average rating, 69 reviewsCozy & Spacious, The Calway Inn
Oct 22 – 29
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