Vacation rentals with a pool in Talbot County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Talbot County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
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Popular amenities for Talbot County rentals with a pool
House rentals with a pool
Guest favorite
Home in Cambridge
4.97 out of 5 average rating, 90 reviewsChesapeake Sunset Cottage
Aug 13 – 20
€ 484 per night
Guest favorite
Home in Cambridge
4.96 out of 5 average rating, 97 reviewsWaterfront, Fabulous Home for Families with Pool!
Nov 18 – 25
€ 660 per night
Guest favorite
Home in Saint Michaels
4.89 out of 5 average rating, 9 reviewsWaterfront - 3 luxury Bdrms w/ outside pool & spa
Mar 11 – 18
€ 1,054 per night
Superhost
Home in East New Market
4.92 out of 5 average rating, 26 reviewsLuxuryWaterfront Private Pool Dock Near Cambridge
Apr 9 – 16
€ 355 per night
Guest favorite
Home in Cambridge
4.77 out of 5 average rating, 13 reviewsChesapeake Sunset Retreat
Jan 3 – 10
€ 343 per night
Superhost
Home in Stevensville
4.7 out of 5 average rating, 217 reviewsSpectacular Water View Bay House
Aug 18 – 25
€ 529 per night
Superhost
Home in Stevensville
4.38 out of 5 average rating, 16 reviewsPool & Bay Views from deck at Kent Island Home
Dec 9 – 16
€ 368 per night
Guest favorite
Home in Chester
4.98 out of 5 average rating, 57 reviewsWaterfront Farmhouse Meets Modern Luxury
Dec 13 – 20
€ 496 per night
Destinations to explore
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