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 Bozman
5.0 out of 5 average rating, 7 reviewsGrace Creek Cottage
Aug 14 – 21
Home in Saint Michaels
4.98 out of 5 average rating, 84 reviewsSM’s Premier Rental Heated Pool opens 4/12
Feb 27 – Mar 6
Home in Easton
5.0 out of 5 average rating, 40 reviewsTuckaway Cove Relaxing waterfront property
Oct 24 – 31
Home in Cambridge
4.97 out of 5 average rating, 90 reviewsChesapeake Sunset Cottage
Nov 14 – 21
Home in Stevensville
5.0 out of 5 average rating, 34 reviewsThe Pool House in Romancoke On The Bay
Nov 15 – 22
Home in Cambridge
4.96 out of 5 average rating, 99 reviewsWaterfront, Fabulous Home for Families with Pool!
Dec 13 – 20
Home in Saint Michaels
4.89 out of 5 average rating, 9 reviewsWaterfront - 3 luxury Bdrms w/ outside pool & spa
Dec 6 – 13
Home in East New Market
4.92 out of 5 average rating, 26 reviewsLuxuryWaterfront Private Pool Dock Near Cambridge
Oct 28 – Nov 4
Weekly house rentals
Home in Newcomb
5.0 out of 5 average rating, 30 reviewsSaint Michaels Waterfront 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 19 – 26
Home in Easton
5.0 out of 5 average rating, 19 reviewsCozy, convenient, Easton home
Jul 29 – Aug 5
Home in Stevensville
5.0 out of 5 average rating, 10 reviewsBeachside Dream
Jan 4 – 11
Home in Preston
4.98 out of 5 average rating, 62 reviewsRiver House on the Choptank
Apr 13 – 20
Home in Cambridge
4.89 out of 5 average rating, 9 reviewsHigh St. Art Gallery Suite
Dec 16 – 23
Home in Cambridge
5.0 out of 5 average rating, 54 reviewsEntire Updated Waterview Home in Cambridge, MD
Jan 14 – 21
Home in Cambridge
4.92 out of 5 average rating, 51 reviewsOsprey's Retreat - Waterfront with private beach!
Sep 7 – 12
Private house rentals
Home in Trappe
4.87 out of 5 average rating, 69 reviewsCozy & Spacious, The Calway Inn
Dec 7 – 14
Home in Neavitt
4.96 out of 5 average rating, 74 reviewsWaterfront, Dog friendly, St Michaels home
Dec 26 – Jan 2
Home in Stevensville
4.97 out of 5 average rating, 97 reviewsThe Kent Island House
Oct 3 – 10
Home in Cambridge
5.0 out of 5 average rating, 25 reviewsSerene getaway with great waterfront views!
Feb 25 – Mar 4
Home in Cambridge
4.89 out of 5 average rating, 27 reviewsLarge 3 BR in Historic Cambridge
Nov 30 – Dec 7
Home in Saint Michaels
4.91 out of 5 average rating, 22 reviewsPrivate&Cozy/3br+2ba/1mi to town
Dec 26 – Jan 2
Home in Oxford
5.0 out of 5 average rating, 24 reviewsStewart Ave Retreat
Jan 29 – Feb 5
Home in Stevensville
5.0 out of 5 average rating, 30 reviewsBayview Bungalow - Water view, EV charging station
May 9 – 16
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