Vacation rentals with a pool in Kent Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Kent Island
Guests agree: these homes with a pool 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 Kent Island rentals with a pool
House rentals with a pool
Home in Chesapeake Beach
4.91 out of 5 average rating, 111 reviewsIndoor pool/spa nestled in Southern Md. woods.
Jan 29 – Feb 5
Home in Shady Side
4.88 out of 5 average rating, 174 reviewsCattail Landing- Photographer's Waterfront Retreat
Feb 23 – Mar 2
Home in Severn
4.81 out of 5 average rating, 102 reviewsLarge Home with Pool & 7 bedrooms; sleeps 21
Nov 9 – 16
Home in Stevensville
4.98 out of 5 average rating, 62 reviewsBeautiful Kent Island Getaway with Pool
Jan 4 – 11
Home in Stevensville
4.7 out of 5 average rating, 217 reviewsSpectacular Water View Bay House
Apr 26 – May 3
Home in Stevensville
5.0 out of 5 average rating, 34 reviewsThe Pool House in Romancoke On The Bay
Oct 21 – 28
Home in Edgewater
4.97 out of 5 average rating, 30 reviewsEntire Beach House with Pool and Hot Tub
Oct 31 – Nov 7
Home in Annapolis
4.95 out of 5 average rating, 41 reviewsNaptown Suite
Nov 7 – 14
Condo rentals with a pool
Condo in Annapolis
4.97 out of 5 average rating, 68 reviewsSpring into Annapolis-very low cleaning fee
Mar 13 – 20
Condo in Annapolis
5.0 out of 5 average rating, 7 reviewsCharming Annapolis Waterfront Condo
Sep 20 – 27
Condo in Annapolis
4.94 out of 5 average rating, 36 reviewsCozy Annapolis Condo
Mar 25 – Apr 1
Condo in Betterton
4.93 out of 5 average rating, 30 reviews3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!
Oct 11 – 18
Condo in Annapolis
4.89 out of 5 average rating, 9 reviewsNewly Renovated 1-Bedroom on Spa Creek
Jun 13 – 20
Condo in Baltimore
5.0 out of 5 average rating, 5 reviewsArchitect's Home - Historic w/ Contemporary Design
Jun 19 – 26
Condo in Annapolis
4.5 out of 5 average rating, 4 reviewsWalk to Main St Waterfront condo, pool, parking
Jan 6 – 13
Condo in Annapolis
4.96 out of 5 average rating, 214 reviewsAnnapolis Waterfront Condo - Unit #: A-203
Aug 20 – 27
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