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
Nov 15 – 22
Home in Saint Michaels
4.98 out of 5 average rating, 84 reviewsSM’s Premier Rental Heated Pool opens 4/12
Jan 22 – 29
Home in Stevensville
5.0 out of 5 average rating, 35 reviewsThe Pool House in Romancoke On The Bay
Dec 8 – 15
Home in Cambridge
4.97 out of 5 average rating, 90 reviewsChesapeake Sunset Cottage
Nov 17 – 24
Home in Easton
5.0 out of 5 average rating, 41 reviewsTuckaway Cove Relaxing waterfront property
Nov 14 – 21
Home in Cambridge
4.96 out of 5 average rating, 99 reviewsWaterfront, Fabulous Home for Families with Pool!
Jan 2 – 9
Home in Stevensville
5.0 out of 5 average rating, 15 reviewsImpressive Waterfront Home - Pool, Pier, & Sunsets
Nov 17 – 24
Home in Cambridge
5.0 out of 5 average rating, 47 reviewsRiver Lure - Waterfront, Pool, Hot Tub - Historic
Nov 11 – 18
Weekly house rentals
Home in Cambridge
4.96 out of 5 average rating, 27 reviewsWaterfrontQuietHotTubPvtPierFirePitKayakGrillCasa
May 29 – Jun 5
Home in Oxford
5.0 out of 5 average rating, 38 reviewsStunning Chesapeake waterfront home
Feb 10 – 17
Home in Newcomb
5.0 out of 5 average rating, 30 reviewsSaint Michaels Waterfront Home
Jul 18 – 25
Home in Easton
5.0 out of 5 average rating, 19 reviewsCozy, convenient, Easton home
Apr 27 – May 4
Home in Cambridge
4.89 out of 5 average rating, 28 reviewsLarge 3 BR in Historic Cambridge
Mar 31 – Apr 7
Home in Tilghman Island
4.97 out of 5 average rating, 32 reviewsTilghman Retreat: A house on the Chesapeake Bay.
May 10 – 17
Home in Cambridge
5.0 out of 5 average rating, 55 reviewsEntire Updated Waterview Home in Cambridge, MD
Jun 10 – 17
Home in Preston
4.98 out of 5 average rating, 62 reviewsRiver House on the Choptank
Feb 22 – Mar 1
Private house rentals
Home in Stevensville
4.96 out of 5 average rating, 49 reviews25-50% Off~Private Beach~Hot Tub~Fire Table~
Nov 2 – 9
Home in Stevensville
5.0 out of 5 average rating, 40 reviewsModern Island Escape by the Bay
Jun 24 – Jul 1
Home in Stevensville
4.97 out of 5 average rating, 97 reviewsThe Kent Island House
Nov 6 – 13
Home in Saint Michaels
4.91 out of 5 average rating, 22 reviewsPrivate&Cozy/3br+2ba/1mi to town
Dec 5 – 12
Home in Neavitt
4.96 out of 5 average rating, 74 reviewsWaterfront, Dog friendly, St Michaels home
Mar 29 – Apr 5
Home in Cambridge
5.0 out of 5 average rating, 25 reviewsSerene getaway with great waterfront views!
Jan 21 – 28
Home in Trappe
4.88 out of 5 average rating, 72 reviewsCozy & Spacious, The Calway Inn
Aug 13 – 20
Home in Stevensville
5.0 out of 5 average rating, 31 reviewsBayview Bungalow - Water view, EV charging station
Dec 11 – 18
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