House holiday 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.
Holiday rentals for every style
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Popular amenities for house rentals in Talbot County
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
Home in Sherwood
5.0 out of 5 average rating, 52 reviewsChesapeake Mansion-heated pool 30acre waterfront
Home in Easton
5.0 out of 5 average rating, 42 reviewsTuckaway Cove Relaxing waterfront property
Home in Cambridge
4.97 out of 5 average rating, 90 reviewsChesapeake Sunset Cottage
Home in Saint Michaels
4.89 out of 5 average rating, 9 reviewsWaterfront - 3 luxury Bdrms w/ outside pool & spa
Home in Stevensville
5.0 out of 5 average rating, 36 reviewsThe Pool House in Romancoke On The Bay
Home in Cambridge
5.0 out of 5 average rating, 47 reviewsRiver Lure - Waterfront, Pool, Hot Tub - Historic
Home in East New Market
4.92 out of 5 average rating, 26 reviewsLuxuryWaterfront Private Pool Dock Near Cambridge
Weekly house rentals
Home in Cambridge
5.0 out of 5 average rating, 33 reviewsSmall, peaceful getaway
Home in Easton
5.0 out of 5 average rating, 20 reviewsEastern Shore Retreat!
Home in Oxford
5.0 out of 5 average rating, 39 reviewsStunning Chesapeake waterfront home
Home in Saint Michaels
5.0 out of 5 average rating, 38 reviewsShipwrights Cottage in Town!
Home in Stevensville
5.0 out of 5 average rating, 24 reviewsAway at the Bay: New Home on the Chesapeake Bay!
Home in Stevensville
5.0 out of 5 average rating, 11 reviewsBeachside Dream
Home in Tilghman Island
4.97 out of 5 average rating, 32 reviewsTilghman Retreat: A house on the Chesapeake Bay.
Home in Preston
4.98 out of 5 average rating, 62 reviewsRiver House on the Choptank
Private house rentals
Home in Cambridge
4.9 out of 5 average rating, 29 reviewsLarge 3 BR in Historic Cambridge
Home in Neavitt
4.96 out of 5 average rating, 75 reviewsWaterfront, Dog friendly, St Michaels home
Home in Cambridge
4.92 out of 5 average rating, 53 reviewsOsprey's Retreat - Waterfront with private beach!
Home in Cambridge
5.0 out of 5 average rating, 10 reviewsWaterfront vacation home with private dock
Home in Cambridge
5.0 out of 5 average rating, 26 reviewsSerene getaway with great waterfront views!
Home in Stevensville
4.97 out of 5 average rating, 97 reviewsThe Kent Island House
Home in Stevensville
5.0 out of 5 average rating, 40 reviewsModern Island Escape by the Bay
Home in Oxford
5.0 out of 5 average rating, 26 reviewsStewart Ave Retreat
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